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$895,000

From the street, its charm is immediate, but step inside and the amount of space, functional layout and flexibility of the home quickly become the surprise. Well loved and carefully improved, it balances original character with meaningful updates throughout. A welcoming entry foyer sets the tone with a custom built-in bench and storage, adding character while keeping everyday comings and goings organized. From here, the home opens into the fully renovated kitchen, where upscale finishes pair with a functional layout and easy connection to the dining area. The open-concept dining and large family room create a natural flow for both everyday living and entertaining, with the family room anchored by an ashlar-cut sandstone fireplace with a raised flagstone hearth and a large bay window overlooking the front yard. Down the hall is the primary suite, which includes a beautifully renovated en suite bath, while two additional bedrooms share a large bathroom with convenient double-sink vanity. The lower level is where the home's versatility really comes into focus. It has comfortably served as a long-term guest suite, with a quasi-kitchenette, full bathroom and dedicated home office space. The oversized living room and adjacent living space were just renovated in 2026, creating even more room to gather, work, host guests or spread out. There is a 6th bedroom adjacent to the kitchenette that has a myraid of potential uses: home gym, hobby room, home theater space or storage. A full walkout leads directly to the patio, where overhead string lights make it an inviting extension of the living space. Set on a rare double lot just shy of a half acre, 296 Halsey offers a generous amount of outdoor space and established landscaping that changes with the seasons. Mature flowering cherry trees fill with blossoms in the spring, followed by crepe myrtles bringing color later in the year. There is something intentional and worth noticing in every season, whether viewed from the bay window, beneath the front-yard tree swing or from the backyard patio. Since purchasing the home, the current owners have invested significantly in 296 Halsey while taking great care of the character that was already here. The result is a home that feels genuinely well loved: spacious without losing its charm, updated without losing its personality, and far more expansive than its first impression suggests.

6 Beds ⋅ 3 Baths

From the street, its charm is immediate, but step inside and the amount of space, functional layout and flexibility of the home quickly become the surprise. Well loved and carefully improved, it balances original character with meaningful updates throughout. A welcoming entry foyer sets the tone with a custom built-in bench and storage, adding character while keeping everyday comings and goings organized. From here, the home opens into the fully renovated kitchen, where upscale finishes pair with a functional layout and easy connection to the dining area. The open-concept dining and large family room create a natural flow for both everyday living and entertaining, with the family room anchored by an ashlar-cut sandstone fireplace with a raised flagstone hearth and a large bay window overlooking the front yard. Down the hall is the primary suite, which includes a beautifully renovated en suite bath, while two additional bedrooms share a large bathroom with convenient double-sink vanity. The lower level is where the home's versatility really comes into focus. It has comfortably served as a long-term guest suite, with a quasi-kitchenette, full bathroom and dedicated home office space. The oversized living room and adjacent living space were just renovated in 2026, creating even more room to gather, work, host guests or spread out. There is a 6th bedroom adjacent to the kitchenette that has a myraid of potential uses: home gym, hobby room, home theater space or storage. A full walkout leads directly to the patio, where overhead string lights make it an inviting extension of the living space. Set on a rare double lot just shy of a half acre, 296 Halsey offers a generous amount of outdoor space and established landscaping that changes with the seasons. Mature flowering cherry trees fill with blossoms in the spring, followed by crepe myrtles bringing color later in the year. There is something intentional and worth noticing in every season, whether viewed from the bay window, beneath the front-yard tree swing or from the backyard patio. Since purchasing the home, the current owners have invested significantly in 296 Halsey while taking great care of the character that was already here. The result is a home that feels genuinely well loved: spacious without losing its charm, updated without losing its personality, and far more expansive than its first impression suggests.

296 Halsey Rd, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425

$875,000

Coming soon....fully renovated open concept....hardwood floors and finished basement. Residents have access to a private sandy beach overlooking the Chesapeake Bay, a private marina with boat slips and direct access to the South River, boat ramps, a community swimming pool, waterfront pavilions, playgrounds, volleyball courts, picnic areas, and an active calendar of events that creates a genuine sense of community. Quiet Waters Park, Hillsmere Elementary School, the library, shopping, restaurants, Eastport, Historic Downtown Annapolis, and City Dock are all just minutes away, giving you the perfect blend of convenience, recreation, and coastal charm.

4 Beds ⋅ 3 Baths

Coming soon....fully renovated open concept....hardwood floors and finished basement. Residents have access to a private sandy beach overlooking the Chesapeake Bay, a private marina with boat slips and direct access to the South River, boat ramps, a community swimming pool, waterfront pavilions, playgrounds, volleyball courts, picnic areas, and an active calendar of events that creates a genuine sense of community. Quiet Waters Park, Hillsmere Elementary School, the library, shopping, restaurants, Eastport, Historic Downtown Annapolis, and City Dock are all just minutes away, giving you the perfect blend of convenience, recreation, and coastal charm.

109 Sunset Dr, Annapolis

Listing courtesy of Winning Edge. Contact: 4434636009

$669,900

Welcome to easy, active living in Heritage Harbour! This beautifully maintained villa offers a desirable open floor plan with hardwood floors, 2 bedrooms plus a versatile den that can easily serve as a 3rd bedroom, office, or guest space. The spacious screened-in porch is the perfect place to enjoy your morning coffee, relax with a good book, or entertain friends while overlooking the beautifully landscaped grounds. A 2-car garage provides plenty of room for vehicles, bikes, golf cart, and extra storage. All this in Heritage Harbour, Annapolis’ premier 55+ community, offering an incredible array of amenities including golf, pools, tennis, pickleball, fitness facilities, clubs, activities, and so much more. Come see why Heritage Harbour is such a wonderful place to call home!

2 Beds ⋅ 2 Baths

Welcome to easy, active living in Heritage Harbour! This beautifully maintained villa offers a desirable open floor plan with hardwood floors, 2 bedrooms plus a versatile den that can easily serve as a 3rd bedroom, office, or guest space. The spacious screened-in porch is the perfect place to enjoy your morning coffee, relax with a good book, or entertain friends while overlooking the beautifully landscaped grounds. A 2-car garage provides plenty of room for vehicles, bikes, golf cart, and extra storage. All this in Heritage Harbour, Annapolis’ premier 55+ community, offering an incredible array of amenities including golf, pools, tennis, pickleball, fitness facilities, clubs, activities, and so much more. Come see why Heritage Harbour is such a wonderful place to call home!

847 Rudder Way, Annapolis

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105

$599,000

Welcome to Heritage, a sought-after Annapolis community where space, comfort, and convenience come together! This beautifully refreshed three-level Colonial offers four bedrooms, multiple living spaces, a huge fully fenced backyard, and an impressive list of recent updates—making it truly move-in ready. Step inside to fresh paint, new carpet and LVP flooring, updated fixtures and hardware, and a bright, welcoming layout designed for everyday living and entertaining. The updated kitchen features freshly painted cabinetry and a brand-new refrigerator and opens to the family room for an easy, connected flow. Formal living and dining rooms provide additional space to gather, while the fully enclosed sunroom with casement windows offers a wonderful spot to relax and enjoy views of the backyard. A convenient half bath and mudroom with laundry hookups complete the main level. Upstairs, you’ll find four generously sized bedrooms. The spacious primary bedroom features two closets, while the second and third bedrooms share a Jack-and-Jill bath with a brand-new shower. An additional full hall bath adds even more flexibility for busy mornings and overnight guests. The lower level expands your living space with a partially finished recreation room featuring new drywall and recessed lighting—ready for movie nights, a game room, home gym, office, or whatever suits your lifestyle. A large storage and utility room includes additional laundry facilities, and a waterproofing system installed in 2023 comes with a lifetime warranty for added peace of mind. Outside, the expansive fully fenced backyard is ready for entertaining, gardening, play, or simply enjoying more room to spread out. A composite deck and storage shed add even more functionality. Additional improvements include replacement windows and a roof replaced within approximately the last 10 years. And then there’s the location! Heritage residents enjoy access to community amenities including a pool, clubhouse, fields, and a footbridge over Spa Creek—all while being conveniently located near the shops, restaurants, waterfront, and unmistakable charm of Downtown Annapolis. With its generous space, extensive updates, fantastic backyard, and Annapolis location, this is a home you’ll want to experience in person. Welcome home!

4 Beds ⋅ 3 Baths

Welcome to Heritage, a sought-after Annapolis community where space, comfort, and convenience come together! This beautifully refreshed three-level Colonial offers four bedrooms, multiple living spaces, a huge fully fenced backyard, and an impressive list of recent updates—making it truly move-in ready. Step inside to fresh paint, new carpet and LVP flooring, updated fixtures and hardware, and a bright, welcoming layout designed for everyday living and entertaining. The updated kitchen features freshly painted cabinetry and a brand-new refrigerator and opens to the family room for an easy, connected flow. Formal living and dining rooms provide additional space to gather, while the fully enclosed sunroom with casement windows offers a wonderful spot to relax and enjoy views of the backyard. A convenient half bath and mudroom with laundry hookups complete the main level. Upstairs, you’ll find four generously sized bedrooms. The spacious primary bedroom features two closets, while the second and third bedrooms share a Jack-and-Jill bath with a brand-new shower. An additional full hall bath adds even more flexibility for busy mornings and overnight guests. The lower level expands your living space with a partially finished recreation room featuring new drywall and recessed lighting—ready for movie nights, a game room, home gym, office, or whatever suits your lifestyle. A large storage and utility room includes additional laundry facilities, and a waterproofing system installed in 2023 comes with a lifetime warranty for added peace of mind. Outside, the expansive fully fenced backyard is ready for entertaining, gardening, play, or simply enjoying more room to spread out. A composite deck and storage shed add even more functionality. Additional improvements include replacement windows and a roof replaced within approximately the last 10 years. And then there’s the location! Heritage residents enjoy access to community amenities including a pool, clubhouse, fields, and a footbridge over Spa Creek—all while being conveniently located near the shops, restaurants, waterfront, and unmistakable charm of Downtown Annapolis. With its generous space, extensive updates, fantastic backyard, and Annapolis location, this is a home you’ll want to experience in person. Welcome home!

402 South Cherry Grove, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425

$725,000

This charming Colonial-style home in the desirable Riva Trace community offers a perfect blend of comfort and convenience. Set on a spacious 0.27-acre lot, the well-maintained yard features a side yard and a rear yard with an inground pool, ideal for gardening or entertaining. Inside, the home boasts four bedrooms and two and a half bathrooms, providing ample space for relaxation. The cozy family room is enhanced by a fireplace with glass doors, perfect for creating a warm ambiance during cooler months. The family room also leads to an enclosed porch that also leads to the pool and rear yard. The unfinished basement with a walkout entrance offers potential for customization, whether for additional living space or storage. Enjoy the luxury of a personal pool, perfect for summer gatherings or quiet afternoons. The property is conveniently located near Ginger View Creek, offering a tranquil water feature for nature enthusiasts. Riva Trace is known for its strong community spirit, with nearby parks and recreational facilities that promote an active lifestyle. Residents benefit from access to quality schools and essential public services, ensuring a well-rounded living experience. With easy access to local amenities and a welcoming neighborhood atmosphere, this home is a fantastic opportunity for those seeking a vibrant community. This is the Cardiff model with many wonderful features. The price reflects TLC needed.

4 Beds ⋅ 3 Baths

This charming Colonial-style home in the desirable Riva Trace community offers a perfect blend of comfort and convenience. Set on a spacious 0.27-acre lot, the well-maintained yard features a side yard and a rear yard with an inground pool, ideal for gardening or entertaining. Inside, the home boasts four bedrooms and two and a half bathrooms, providing ample space for relaxation. The cozy family room is enhanced by a fireplace with glass doors, perfect for creating a warm ambiance during cooler months. The family room also leads to an enclosed porch that also leads to the pool and rear yard. The unfinished basement with a walkout entrance offers potential for customization, whether for additional living space or storage. Enjoy the luxury of a personal pool, perfect for summer gatherings or quiet afternoons. The property is conveniently located near Ginger View Creek, offering a tranquil water feature for nature enthusiasts. Riva Trace is known for its strong community spirit, with nearby parks and recreational facilities that promote an active lifestyle. Residents benefit from access to quality schools and essential public services, ensuring a well-rounded living experience. With easy access to local amenities and a welcoming neighborhood atmosphere, this home is a fantastic opportunity for those seeking a vibrant community. This is the Cardiff model with many wonderful features. The price reflects TLC needed.

236 Autumn Chase Dr, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$550,000

Coming Soon in Cape St. Claire! This beautiful home pairs updated features with a flexible layout design in one of the area’s most sought-after communities. Inside, you’ll find hardwood floors, a gorgeous kitchen, a spacious primary suite with cathedral ceiling and private bath, plus a finished lower level offering even more room to spread out. Connects to an attached one car garage with interior access and huge storage space off the back of the garage. Outside, enjoy a fenced backyard and rear deck, all just minutes from Cape St. Claire’s beaches, boat ramp, playgrounds and community amenities. **OPEN HOUSE Saturday August 15th 10AM-12PM**

4 Beds ⋅ 3 Baths

Coming Soon in Cape St. Claire! This beautiful home pairs updated features with a flexible layout design in one of the area’s most sought-after communities. Inside, you’ll find hardwood floors, a gorgeous kitchen, a spacious primary suite with cathedral ceiling and private bath, plus a finished lower level offering even more room to spread out. Connects to an attached one car garage with interior access and huge storage space off the back of the garage. Outside, enjoy a fenced backyard and rear deck, all just minutes from Cape St. Claire’s beaches, boat ramp, playgrounds and community amenities. **OPEN HOUSE Saturday August 15th 10AM-12PM**

1280 Cape St Claire Rd, Annapolis

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$1,279,000

Welcome to 1112 Little Magothy View, a rare waterfront opportunity in the highly sought-after Cape St. Claire community, where exceptional waterfront living meets remarkable flexibility for today's lifestyle and tomorrow's vision. Perfectly positioned along approximately 80 feet of private waterfront on the Little Magothy River, this property offers expansive water views, a private pier, and direct access to the Magothy River and Chesapeake Bay. Whether your vision is to move in and enjoy the home today, thoughtfully renovate over time, or create a custom waterfront home tailored to your vision, this property offers possibilities rarely found in one offering. Unlike many waterfront properties purchased solely for the land, 1112 Little Magothy View provides a substantial existing home with nearly 2,900 square feet, an attached garage, expansive circular driveway, an in-ground pool, generous pool decking, mature landscaping, and existing site improvements that create an outstanding foundation for whatever your future plans may be. The home's floor plan is one of its greatest strengths. Four bedrooms are conveniently located on the main level, providing the increasingly desirable option of one-level living. Upstairs, a spacious guest bedroom is complemented by a large waterside family room, creating exceptional flexibility for future reconfiguration into a luxurious primary suite, guest retreat, home office, or additional entertaining space. Buyers looking to renovate will appreciate the home's generous footprint and layout, offering an excellent canvas for modernizing while preserving many of the features today's buyers desire. Those considering new construction will appreciate the value of an already improved waterfront homesite with a substantial existing footprint and site improvements. One of the property's most unique features is the privacy it enjoys. The northern property line borders a community-owned waterfront park, where a wooded buffer creates a natural separation from neighboring homes, providing an uncommon sense of space and privacy rarely found on waterfront properties. The protected waters of the Little Magothy provide an ideal setting for kayaking, paddleboarding, canoeing, swimming, fishing, and sailing, while a marked channel offers convenient access to the open waters of the Chesapeake Bay. Spend the morning paddleboarding on the calm waters of the Little Magothy, enjoy an afternoon sail within sight of home, or cruise directly into the Chesapeake Bay for a day on the water—all from your private pier. End the day relaxing beside the pool or entertaining family and friends while taking in beautiful views across the Little Magothy River. Cape St. Claire offers an unmatched waterfront lifestyle with community beaches, marinas, boat ramps, fishing and crabbing piers, playgrounds, waterfront parks, year-round community events, and nearby shopping and dining, all just minutes from downtown Annapolis and convenient commuter routes. Rarely does a waterfront property offer this combination of protected waterfront, privacy, lifestyle, and long-term flexibility. Whether enjoyed exactly as it is or transformed over time, 1112 Little Magothy View presents an exceptional opportunity in one of Annapolis' most desirable waterfront communities. Property is being sold As-Is. Coming Soon status may change to Active status prior to date noted in MLS.

5 Beds ⋅ 3 Baths

Welcome to 1112 Little Magothy View, a rare waterfront opportunity in the highly sought-after Cape St. Claire community, where exceptional waterfront living meets remarkable flexibility for today's lifestyle and tomorrow's vision. Perfectly positioned along approximately 80 feet of private waterfront on the Little Magothy River, this property offers expansive water views, a private pier, and direct access to the Magothy River and Chesapeake Bay. Whether your vision is to move in and enjoy the home today, thoughtfully renovate over time, or create a custom waterfront home tailored to your vision, this property offers possibilities rarely found in one offering. Unlike many waterfront properties purchased solely for the land, 1112 Little Magothy View provides a substantial existing home with nearly 2,900 square feet, an attached garage, expansive circular driveway, an in-ground pool, generous pool decking, mature landscaping, and existing site improvements that create an outstanding foundation for whatever your future plans may be. The home's floor plan is one of its greatest strengths. Four bedrooms are conveniently located on the main level, providing the increasingly desirable option of one-level living. Upstairs, a spacious guest bedroom is complemented by a large waterside family room, creating exceptional flexibility for future reconfiguration into a luxurious primary suite, guest retreat, home office, or additional entertaining space. Buyers looking to renovate will appreciate the home's generous footprint and layout, offering an excellent canvas for modernizing while preserving many of the features today's buyers desire. Those considering new construction will appreciate the value of an already improved waterfront homesite with a substantial existing footprint and site improvements. One of the property's most unique features is the privacy it enjoys. The northern property line borders a community-owned waterfront park, where a wooded buffer creates a natural separation from neighboring homes, providing an uncommon sense of space and privacy rarely found on waterfront properties. The protected waters of the Little Magothy provide an ideal setting for kayaking, paddleboarding, canoeing, swimming, fishing, and sailing, while a marked channel offers convenient access to the open waters of the Chesapeake Bay. Spend the morning paddleboarding on the calm waters of the Little Magothy, enjoy an afternoon sail within sight of home, or cruise directly into the Chesapeake Bay for a day on the water—all from your private pier. End the day relaxing beside the pool or entertaining family and friends while taking in beautiful views across the Little Magothy River. Cape St. Claire offers an unmatched waterfront lifestyle with community beaches, marinas, boat ramps, fishing and crabbing piers, playgrounds, waterfront parks, year-round community events, and nearby shopping and dining, all just minutes from downtown Annapolis and convenient commuter routes. Rarely does a waterfront property offer this combination of protected waterfront, privacy, lifestyle, and long-term flexibility. Whether enjoyed exactly as it is or transformed over time, 1112 Little Magothy View presents an exceptional opportunity in one of Annapolis' most desirable waterfront communities. Property is being sold As-Is. Coming Soon status may change to Active status prior to date noted in MLS.

1112 Little Magothy Vw, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$999,999

Turn key and thoughtfully updated, this 5-bedroom, 4.5-bath single-family home offers a rare combination of spacious living, modern upgrades, and resort-style outdoor amenities in Annapolis. This impressive property features an attached two-car garage, a private in-ground pool, and a pool house. In addition, there is a rear entry 2 bedroom apartment with its own private deck. The spacious main residence offers five bedrooms and four-and-a-half bathrooms with comfortable living areas throughout. The beautifully renovated kitchen is designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, brand-new Bosch appliances and new flooring. In addition, the home has been thoughtfully upgraded with a new gas furnace and a newly completed fully finished basement with a bedroom and full bath (completed just two months ago) providing additional space for recreation, guests, a media room, or flex space. Adding even more space, the separate 2 bedroom apartment provides exceptional flexibility and privacy for extended family, guests or potential rental opportunities. Step outside to enjoy your own private backyard oasis featuring an in-ground pool and pool house, perfect for entertaining, relaxing, and enjoying the Annapolis lifestyle. Also, the Arundel Olympic Swim Center, Anne Arundel County’s largest public year-round indoor swimming facility, is across the street. There is also a 1.5 mile running trail nearby along with all the tennis courts and track at Annapolis High School, all open to the public after school hours. Conveniently located near downtown Annapolis, waterfront dining, shopping, parks, and major commuter routes including US-50 and MD-2, this remarkable property offers the perfect blend of comfort, convenience, and versatility. Mortgage savings may be available for buyers of this listing.

5 Beds ⋅ 4 Baths

Turn key and thoughtfully updated, this 5-bedroom, 4.5-bath single-family home offers a rare combination of spacious living, modern upgrades, and resort-style outdoor amenities in Annapolis. This impressive property features an attached two-car garage, a private in-ground pool, and a pool house. In addition, there is a rear entry 2 bedroom apartment with its own private deck. The spacious main residence offers five bedrooms and four-and-a-half bathrooms with comfortable living areas throughout. The beautifully renovated kitchen is designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, brand-new Bosch appliances and new flooring. In addition, the home has been thoughtfully upgraded with a new gas furnace and a newly completed fully finished basement with a bedroom and full bath (completed just two months ago) providing additional space for recreation, guests, a media room, or flex space. Adding even more space, the separate 2 bedroom apartment provides exceptional flexibility and privacy for extended family, guests or potential rental opportunities. Step outside to enjoy your own private backyard oasis featuring an in-ground pool and pool house, perfect for entertaining, relaxing, and enjoying the Annapolis lifestyle. Also, the Arundel Olympic Swim Center, Anne Arundel County’s largest public year-round indoor swimming facility, is across the street. There is also a 1.5 mile running trail nearby along with all the tennis courts and track at Annapolis High School, all open to the public after school hours. Conveniently located near downtown Annapolis, waterfront dining, shopping, parks, and major commuter routes including US-50 and MD-2, this remarkable property offers the perfect blend of comfort, convenience, and versatility. Mortgage savings may be available for buyers of this listing.

112 Speicher Dr, Annapolis

Listing courtesy of Redfin Corp. Contact: 4102028454

$3,997,000

Bay Ridge Waterfront! Built by Pilli Custom Homes and beautifully curated by Erin Paige Pitts Interiors, this exceptional waterfront residence blends timeless architecture, impeccable craftsmanship, and extraordinary attention to detail. Rich custom millwork, extensive crown molding, elegant wainscoting, and coffered ceilings create an atmosphere of refined luxury throughout. A welcoming bluestone walkway and front porch opens to the foyer, while a dramatic circular foyer at the foot of the staircase serves as the heart of the home, seamlessly connecting the formal dining room, elegant club room, and expansive kitchen and family room. Designed for effortless entertaining and everyday living, the chef's kitchen opens to the spacious family room featuring coffered ceilings and a striking fireplace. Just beyond, the waterside deck expands the living space with a swim spa, outdoor kitchen, and an exterior half bath, thoughtfully positioned so guests coming from boating, swimming, or relaxing by the water never need to enter the home. These exceptional amenities create the perfect setting for entertaining while embracing the waterfront lifestyle. Off the 2-car garage, the thoughtfully designed mudroom offers a built-in workspace, abundant storage, and a convenient powder room. A private main-level guest suite with an ensuite bath provides ideal accommodations for guests or multigenerational living. The upper level offers four spacious bedrooms, including two with private ensuite baths, while two additional bedrooms share a beautifully appointed bath. One bedroom has been transformed into a custom dressing room and can easily be converted back if desired. A large bonus room above the garage, complete with its own powder room, provides endless flexibility as a media room, playroom, home gym, or studio. The luxurious primary suite is a true retreat, featuring sweeping Lake Ogleton views from its wraparound balcony, a private office, spacious walk-in closet, and a spa-inspired bath with heated floors, soaking tub, oversized walk-in shower with built-in bench, and designer finishes. The top level is designed for entertaining with an expansive recreation room and a dramatic spiral staircase leading to one of the home's most remarkable features, a private rooftop deck perched among the highest elevations in Bay Ridge, offering breathtaking panoramic views and the perfect setting for morning coffee, sunset cocktails, or evening stargazing. Outside, the waterfront experience is equally impressive with a newly constructed pier featuring upgraded electrical service, LED lighting, three boat lifts, including an impressive 40,000-pound lift, and convenient waterside shed, providing exceptional accommodations for a variety of vessels and effortless access to the Chesapeake Bay. Bay Ridge offers an unmatched waterfront lifestyle with a community pool and clubhouse overlooking the Chesapeake Bay, sandy beaches on both the Bay and the river, a marina with a newly renovated clubhouse, playgrounds, basketball courts, ball fields, and miles of scenic waterfront roads for walking and biking. An active social calendar and year-round events make Bay Ridge one of Annapolis' most sought-after communities. Just minutes from Historic Downtown Annapolis and Eastport, enjoy award-winning restaurants, boutique shopping, marinas, and waterfront parks, with convenient access to Routes 50 and 97 for commuting to Baltimore, BWI Airport, Fort Meade/NSA, Washington, D.C., or Maryland's Eastern Shore. Welcome Home!

5 Beds ⋅ 7 Baths

Bay Ridge Waterfront! Built by Pilli Custom Homes and beautifully curated by Erin Paige Pitts Interiors, this exceptional waterfront residence blends timeless architecture, impeccable craftsmanship, and extraordinary attention to detail. Rich custom millwork, extensive crown molding, elegant wainscoting, and coffered ceilings create an atmosphere of refined luxury throughout. A welcoming bluestone walkway and front porch opens to the foyer, while a dramatic circular foyer at the foot of the staircase serves as the heart of the home, seamlessly connecting the formal dining room, elegant club room, and expansive kitchen and family room. Designed for effortless entertaining and everyday living, the chef's kitchen opens to the spacious family room featuring coffered ceilings and a striking fireplace. Just beyond, the waterside deck expands the living space with a swim spa, outdoor kitchen, and an exterior half bath, thoughtfully positioned so guests coming from boating, swimming, or relaxing by the water never need to enter the home. These exceptional amenities create the perfect setting for entertaining while embracing the waterfront lifestyle. Off the 2-car garage, the thoughtfully designed mudroom offers a built-in workspace, abundant storage, and a convenient powder room. A private main-level guest suite with an ensuite bath provides ideal accommodations for guests or multigenerational living. The upper level offers four spacious bedrooms, including two with private ensuite baths, while two additional bedrooms share a beautifully appointed bath. One bedroom has been transformed into a custom dressing room and can easily be converted back if desired. A large bonus room above the garage, complete with its own powder room, provides endless flexibility as a media room, playroom, home gym, or studio. The luxurious primary suite is a true retreat, featuring sweeping Lake Ogleton views from its wraparound balcony, a private office, spacious walk-in closet, and a spa-inspired bath with heated floors, soaking tub, oversized walk-in shower with built-in bench, and designer finishes. The top level is designed for entertaining with an expansive recreation room and a dramatic spiral staircase leading to one of the home's most remarkable features, a private rooftop deck perched among the highest elevations in Bay Ridge, offering breathtaking panoramic views and the perfect setting for morning coffee, sunset cocktails, or evening stargazing. Outside, the waterfront experience is equally impressive with a newly constructed pier featuring upgraded electrical service, LED lighting, three boat lifts, including an impressive 40,000-pound lift, and convenient waterside shed, providing exceptional accommodations for a variety of vessels and effortless access to the Chesapeake Bay. Bay Ridge offers an unmatched waterfront lifestyle with a community pool and clubhouse overlooking the Chesapeake Bay, sandy beaches on both the Bay and the river, a marina with a newly renovated clubhouse, playgrounds, basketball courts, ball fields, and miles of scenic waterfront roads for walking and biking. An active social calendar and year-round events make Bay Ridge one of Annapolis' most sought-after communities. Just minutes from Historic Downtown Annapolis and Eastport, enjoy award-winning restaurants, boutique shopping, marinas, and waterfront parks, with convenient access to Routes 50 and 97 for commuting to Baltimore, BWI Airport, Fort Meade/NSA, Washington, D.C., or Maryland's Eastern Shore. Welcome Home!

14 E Lake Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$3,850,000

Discover the pinnacle of contemporary waterfront living in this extraordinary new construction residence by Cypress Homes, perfectly sited on a spectacular peninsula along the picturesque Little Magothy River. Surrounded by water on two sides and offering a rare 525 feet of waterfrontage, this remarkable property captures sweeping panoramic views extending across the Magothy River to the Chesapeake Bay beyond. This custom crafted luxury home offers an exceptional blend of refined craftsmanship, timeless elegance, and an unparalleled waterfront lifestyle. Located within the highly acclaimed Blue Ribbon Broadneck School District and just minutes from downtown Annapolis, Severna Park, Baltimore, Washington, D.C., and BWI Airport, this residence offers the perfect balance of peaceful waterfront living and everyday convenience. Designed with meticulous attention to detail, every space has been thoughtfully curated to capture the spectacular water views while offering exceptional comfort for everyday living and entertaining. The dramatic foyer immediately impresses with a stunning floor to ceiling glass wine cellar before opening to expansive living spaces where walls of glass frame the shimmering waters of the river and pool beyond. The open concept design seamlessly connects the living room with fireplace and wet bar, an elegant dining area, and a gourmet chef's kitchen featuring premium appliances, custom cabinetry, and sleek designer finishes. A private main level bedroom with an ensuite bath provides ideal accommodations for guests, extended family, or a dedicated home office. An architectural open tread staircase leads to the upper level, where four additional bedrooms and three beautifully appointed baths await. The primary suite is a true waterfront sanctuary, offering breathtaking views, a private balcony overlooking the heated saltwater pool, a spa style bath, and generous walk in closets. An additional ensuite bedroom and two spacious bedrooms connected by a shared bath provide flexibility for family and guests, while the expansive bonus room above the garage is ideal as a media room, playroom, fitness studio, or additional guest retreat. Step outside to experience a waterfront setting few can rival. Whether relaxing beside the heated saltwater pool, entertaining along the water's edge, or enjoying the serenity afforded by this rare peninsula setting, the connection to the water is ever present. Launch a kayak or paddleboard from your private pier, spend the day crabbing and fishing, or cruise the protected waters of the Little Magothy River before venturing out for endless boating adventures. Offering the rare combination of new construction, 525 feet of waterfrontage, a peninsula setting with water on two sides, luxurious finishes, panoramic water views, and an unbeatable location, this is a home designed to be enjoyed for generations. A truly remarkable opportunity to experience one of Annapolis' most extraordinary waterfront estates. Welcome home!

5 Beds ⋅ 5 Baths

Discover the pinnacle of contemporary waterfront living in this extraordinary new construction residence by Cypress Homes, perfectly sited on a spectacular peninsula along the picturesque Little Magothy River. Surrounded by water on two sides and offering a rare 525 feet of waterfrontage, this remarkable property captures sweeping panoramic views extending across the Magothy River to the Chesapeake Bay beyond. This custom crafted luxury home offers an exceptional blend of refined craftsmanship, timeless elegance, and an unparalleled waterfront lifestyle. Located within the highly acclaimed Blue Ribbon Broadneck School District and just minutes from downtown Annapolis, Severna Park, Baltimore, Washington, D.C., and BWI Airport, this residence offers the perfect balance of peaceful waterfront living and everyday convenience. Designed with meticulous attention to detail, every space has been thoughtfully curated to capture the spectacular water views while offering exceptional comfort for everyday living and entertaining. The dramatic foyer immediately impresses with a stunning floor to ceiling glass wine cellar before opening to expansive living spaces where walls of glass frame the shimmering waters of the river and pool beyond. The open concept design seamlessly connects the living room with fireplace and wet bar, an elegant dining area, and a gourmet chef's kitchen featuring premium appliances, custom cabinetry, and sleek designer finishes. A private main level bedroom with an ensuite bath provides ideal accommodations for guests, extended family, or a dedicated home office. An architectural open tread staircase leads to the upper level, where four additional bedrooms and three beautifully appointed baths await. The primary suite is a true waterfront sanctuary, offering breathtaking views, a private balcony overlooking the heated saltwater pool, a spa style bath, and generous walk in closets. An additional ensuite bedroom and two spacious bedrooms connected by a shared bath provide flexibility for family and guests, while the expansive bonus room above the garage is ideal as a media room, playroom, fitness studio, or additional guest retreat. Step outside to experience a waterfront setting few can rival. Whether relaxing beside the heated saltwater pool, entertaining along the water's edge, or enjoying the serenity afforded by this rare peninsula setting, the connection to the water is ever present. Launch a kayak or paddleboard from your private pier, spend the day crabbing and fishing, or cruise the protected waters of the Little Magothy River before venturing out for endless boating adventures. Offering the rare combination of new construction, 525 feet of waterfrontage, a peninsula setting with water on two sides, luxurious finishes, panoramic water views, and an unbeatable location, this is a home designed to be enjoyed for generations. A truly remarkable opportunity to experience one of Annapolis' most extraordinary waterfront estates. Welcome home!

1100 Magothy Cir, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$655,000

COMING SOON!!!!!! One of the nicest lots in Heritage.

3 Beds ⋅ 3 Baths

COMING SOON!!!!!! One of the nicest lots in Heritage.

1302 Homewood Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$899,900

Welcome to 810 Moran Drive, a beautifully updated home in the highly desirable Monticello community, offering over 3,900 finished square feet of thoughtfully designed living space in one of Annapolis' most convenient locations. Just minutes from Historic Downtown Annapolis, the Naval Academy, shopping, dining, commuter routes, and waterfront attractions, this home perfectly blends comfort, style, and location. Backing to mature trees and neighborhood walking trails, the private backyard provides a peaceful setting to relax or entertain. Enjoy outdoor living on the spacious deck with a recently reinforced structural beam and updated trim (2026), gather around the natural gas outdoor fireplace, or fire up the included Big Green Egg and grill. Inside, you'll find freshly sanded and stained hardwood floors with new boards, updated railings, and stylish lighting fixtures throughout. The heart of the home is the beautifully renovated kitchen, featuring custom cabinetry installed approximately one year ago, generous workspace, and an ideal layout for everyday living and entertaining. The main level offers a dedicated home office, spacious living and dining areas, and a convenient powder room. Upstairs, you'll find four generously sized bedrooms, three full bathrooms, and a well-appointed laundry room, including a spacious primary suite designed for comfort and privacy. The finished lower level adds approximately 700 square feet of additional living space, while still providing ample unfinished storage. Plumbing has already been roughed in for a future bathroom, offering flexibility to create an additional bedroom, guest suite, or recreation space. Additional updates and features include a new HVAC air handler (2019), roof installed in 2010, updated fencing, natural gas fireplaces inside and out, and access to Monticello's sought-after community amenities, including a neighborhood pool and scenic walking trails. This move-in-ready home combines generous living space, quality updates, and an unbeatable Annapolis location—an exceptional opportunity you won't want to miss!

4 Beds ⋅ 4 Baths

Welcome to 810 Moran Drive, a beautifully updated home in the highly desirable Monticello community, offering over 3,900 finished square feet of thoughtfully designed living space in one of Annapolis' most convenient locations. Just minutes from Historic Downtown Annapolis, the Naval Academy, shopping, dining, commuter routes, and waterfront attractions, this home perfectly blends comfort, style, and location. Backing to mature trees and neighborhood walking trails, the private backyard provides a peaceful setting to relax or entertain. Enjoy outdoor living on the spacious deck with a recently reinforced structural beam and updated trim (2026), gather around the natural gas outdoor fireplace, or fire up the included Big Green Egg and grill. Inside, you'll find freshly sanded and stained hardwood floors with new boards, updated railings, and stylish lighting fixtures throughout. The heart of the home is the beautifully renovated kitchen, featuring custom cabinetry installed approximately one year ago, generous workspace, and an ideal layout for everyday living and entertaining. The main level offers a dedicated home office, spacious living and dining areas, and a convenient powder room. Upstairs, you'll find four generously sized bedrooms, three full bathrooms, and a well-appointed laundry room, including a spacious primary suite designed for comfort and privacy. The finished lower level adds approximately 700 square feet of additional living space, while still providing ample unfinished storage. Plumbing has already been roughed in for a future bathroom, offering flexibility to create an additional bedroom, guest suite, or recreation space. Additional updates and features include a new HVAC air handler (2019), roof installed in 2010, updated fencing, natural gas fireplaces inside and out, and access to Monticello's sought-after community amenities, including a neighborhood pool and scenic walking trails. This move-in-ready home combines generous living space, quality updates, and an unbeatable Annapolis location—an exceptional opportunity you won't want to miss!

810 Moran Dr, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$2,999,900

There are waterfront homes...and then there are waterfront estates that redefine luxury. Welcome to 1486 Downham Market, an extraordinary deep-water retreat in the prestigious Downs on the Severn, where timeless architecture, exceptional craftsmanship, and one of the finest protected waterfront settings in the region come together to create a home that is truly without equal. Perfectly positioned at the mouth of Clements Creek, one of the Severn River's most sought-after natural hurricane holes, this remarkable estate offers the security and protection that experienced boaters value most. The impressive 180-foot private pier is a destination in itself, featuring three slips, 50-amp shore power, reinforced pilings ready for lifts, full riparian rights, and approximately 11 feet of mean low water—ideal for everything from a Hinckley or Chris-Craft to a Viking, Pursuit, Boston Whaler, or large motor yacht. Spend your days cruising the scenic Severn River, heading into Annapolis Harbor for waterfront dining, sailing with friends, or venturing onto the Chesapeake Bay whenever adventure calls—all just moments from your private dock. Inside, walls of glass capture breathtaking water views from nearly every room, creating a seamless connection between the home and its spectacular waterfront setting. More than 5,000 finished square feet of beautifully designed living space blends sophisticated coastal elegance with exceptional comfort. Soaring ceilings, rich hardwood flooring, designer lighting, and thoughtfully curated finishes create an atmosphere that is both grand and welcoming. The gourmet kitchen is designed for gathering, featuring commercial-grade appliances, granite countertops, gas cooking, and seamless flow into gracious living and dining spaces centered around a dramatic two-sided stone fireplace where conversations linger long after dinner has ended. The primary suite is a private sanctuary overlooking the water, complete with its own sitting room and fireplace, a luxurious spa bath beneath a skylight, soaking tub, oversized glass shower, and custom walk-in closet. Family and guests enjoy exceptional privacy with spacious ensuite accommodations and thoughtfully designed Jack-and-Jill bedrooms, while the walk-out lower level transforms entertaining into an experience with a recreation room, wet bar, wine storage, fitness room, fifth bedroom, full bath, and a stunning glass-enclosed sunroom ready for a future hot tub overlooking the river. Outdoor living is nothing short of spectacular. Expansive multi-level decks invite peaceful mornings with coffee overlooking the water, afternoons spent watching boats drift by, lively summer celebrations with family and friends, and unforgettable evenings as the sun sets across the Severn River. Every space has been designed to embrace the beauty, tranquility, and ever-changing scenery that make waterfront living so extraordinary. Practical luxury is equally impressive with a brand-new septic system and advanced whole-house water treatment featuring reverse osmosis and ultraviolet purification, providing confidence and peace of mind for years to come. Life in Downs on the Severn extends well beyond your property line. Residents enjoy two private marinas, a waterfront clubhouse, swimming pool, tennis and pickleball courts, and one of Annapolis' most prestigious waterfront communities—all just minutes from Historic Annapolis, exceptional dining, shopping, and convenient access to Baltimore and Washington, D.C. Properties of this caliber are exceptionally rare. Combining protected deep water, an extraordinary private pier, luxurious living, and one of the Severn River's most coveted locations, 1486 Downham Market is more than a home—it is a legacy waterfront estate where unforgettable moments, lifelong traditions, and the very best of Annapolis living begin.

5 Beds ⋅ 5 Baths

There are waterfront homes...and then there are waterfront estates that redefine luxury. Welcome to 1486 Downham Market, an extraordinary deep-water retreat in the prestigious Downs on the Severn, where timeless architecture, exceptional craftsmanship, and one of the finest protected waterfront settings in the region come together to create a home that is truly without equal. Perfectly positioned at the mouth of Clements Creek, one of the Severn River's most sought-after natural hurricane holes, this remarkable estate offers the security and protection that experienced boaters value most. The impressive 180-foot private pier is a destination in itself, featuring three slips, 50-amp shore power, reinforced pilings ready for lifts, full riparian rights, and approximately 11 feet of mean low water—ideal for everything from a Hinckley or Chris-Craft to a Viking, Pursuit, Boston Whaler, or large motor yacht. Spend your days cruising the scenic Severn River, heading into Annapolis Harbor for waterfront dining, sailing with friends, or venturing onto the Chesapeake Bay whenever adventure calls—all just moments from your private dock. Inside, walls of glass capture breathtaking water views from nearly every room, creating a seamless connection between the home and its spectacular waterfront setting. More than 5,000 finished square feet of beautifully designed living space blends sophisticated coastal elegance with exceptional comfort. Soaring ceilings, rich hardwood flooring, designer lighting, and thoughtfully curated finishes create an atmosphere that is both grand and welcoming. The gourmet kitchen is designed for gathering, featuring commercial-grade appliances, granite countertops, gas cooking, and seamless flow into gracious living and dining spaces centered around a dramatic two-sided stone fireplace where conversations linger long after dinner has ended. The primary suite is a private sanctuary overlooking the water, complete with its own sitting room and fireplace, a luxurious spa bath beneath a skylight, soaking tub, oversized glass shower, and custom walk-in closet. Family and guests enjoy exceptional privacy with spacious ensuite accommodations and thoughtfully designed Jack-and-Jill bedrooms, while the walk-out lower level transforms entertaining into an experience with a recreation room, wet bar, wine storage, fitness room, fifth bedroom, full bath, and a stunning glass-enclosed sunroom ready for a future hot tub overlooking the river. Outdoor living is nothing short of spectacular. Expansive multi-level decks invite peaceful mornings with coffee overlooking the water, afternoons spent watching boats drift by, lively summer celebrations with family and friends, and unforgettable evenings as the sun sets across the Severn River. Every space has been designed to embrace the beauty, tranquility, and ever-changing scenery that make waterfront living so extraordinary. Practical luxury is equally impressive with a brand-new septic system and advanced whole-house water treatment featuring reverse osmosis and ultraviolet purification, providing confidence and peace of mind for years to come. Life in Downs on the Severn extends well beyond your property line. Residents enjoy two private marinas, a waterfront clubhouse, swimming pool, tennis and pickleball courts, and one of Annapolis' most prestigious waterfront communities—all just minutes from Historic Annapolis, exceptional dining, shopping, and convenient access to Baltimore and Washington, D.C. Properties of this caliber are exceptionally rare. Combining protected deep water, an extraordinary private pier, luxurious living, and one of the Severn River's most coveted locations, 1486 Downham Market is more than a home—it is a legacy waterfront estate where unforgettable moments, lifelong traditions, and the very best of Annapolis living begin.

1486 Downham Market, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$2,250,000

Set back off the road on a quiet cul-de-sac in the coveted Saefern community, this contemporary home offers peaceful water views, a private wooded setting, and endless potential to make it your own. Whether you're looking to move right in and enjoy the home as it is or reimagine the space into your dream retreat, this property presents an incredible opportunity in one of Annapolis' most sought-after waterfront communities. Designed to embrace its natural surroundings, the home is filled with light and features soaring ceilings, warm wood architectural details, and expansive windows that bring the outdoors in. The dramatic living room is anchored by a striking brick fireplace and flows into the dining area and kitchen, creating an inviting space for gathering. Three sets of sliding glass doors open to the expansive balcony, seamlessly blending indoor and outdoor living while framing peaceful water and woodland views. Just beyond, the enclosed porch with vaulted ceilings provides a year-round place to relax while taking in the peaceful water and woodland views. The thoughtfully designed main level offers two bedrooms, including a spacious primary suite with a private sitting area and ensuite bath, along with a second bedroom that is served by a full hall bath, ideal for guests, family, or a home office. The walkout lower level expands the living space with a generous family room featuring a second fireplace, a built-in bar area, and access to the adjoining sunroom and patio, creating the perfect setting for entertaining. Two additional bedrooms are located on this level, including one with a private ensuite bath and private patio. An additional bedroom offers flexible accommodations for guests or multigenerational living. Life in Saefern is about much more than the home itself. Membership in the renowned Saefern Saddle & Yacht Club (SSYC) includes a boat slip, marina, swimming pool, tennis and pickleball courts, horse stables, dog park, playground, and an active community lifestyle. Just minutes from Historic Annapolis, the U.S. Naval Academy, shopping, dining, and convenient commuter routes to Washington, D.C. and Baltimore, this is a rare opportunity to invest in a home with outstanding bones, water views, and the chance to create something truly special. Welcome Home!

4 Beds ⋅ 3 Baths

Set back off the road on a quiet cul-de-sac in the coveted Saefern community, this contemporary home offers peaceful water views, a private wooded setting, and endless potential to make it your own. Whether you're looking to move right in and enjoy the home as it is or reimagine the space into your dream retreat, this property presents an incredible opportunity in one of Annapolis' most sought-after waterfront communities. Designed to embrace its natural surroundings, the home is filled with light and features soaring ceilings, warm wood architectural details, and expansive windows that bring the outdoors in. The dramatic living room is anchored by a striking brick fireplace and flows into the dining area and kitchen, creating an inviting space for gathering. Three sets of sliding glass doors open to the expansive balcony, seamlessly blending indoor and outdoor living while framing peaceful water and woodland views. Just beyond, the enclosed porch with vaulted ceilings provides a year-round place to relax while taking in the peaceful water and woodland views. The thoughtfully designed main level offers two bedrooms, including a spacious primary suite with a private sitting area and ensuite bath, along with a second bedroom that is served by a full hall bath, ideal for guests, family, or a home office. The walkout lower level expands the living space with a generous family room featuring a second fireplace, a built-in bar area, and access to the adjoining sunroom and patio, creating the perfect setting for entertaining. Two additional bedrooms are located on this level, including one with a private ensuite bath and private patio. An additional bedroom offers flexible accommodations for guests or multigenerational living. Life in Saefern is about much more than the home itself. Membership in the renowned Saefern Saddle & Yacht Club (SSYC) includes a boat slip, marina, swimming pool, tennis and pickleball courts, horse stables, dog park, playground, and an active community lifestyle. Just minutes from Historic Annapolis, the U.S. Naval Academy, shopping, dining, and convenient commuter routes to Washington, D.C. and Baltimore, this is a rare opportunity to invest in a home with outstanding bones, water views, and the chance to create something truly special. Welcome Home!

500 Sara Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$925,000

Welcome to Ketch Court, tucked away in the highly sought-after waterfront community of Annapolis Cove. With four bedrooms, two-and-a-half bathrooms, a finished basement with brand-new flooring, and a huge backyard, this home offers the space and flexibility to fit just about any stage of life. Hardwood floors create a warm, welcoming feel throughout the main level, while the family room fireplace makes the perfect gathering spot on chilly evenings. Whether you're hosting family for the holidays, watching the big game with friends, or simply enjoying a quiet night at home, this is a house that's meant to be lived in. The finished basement adds even more living space and can easily become a media room, playroom, home gym, office, or guest retreat. Upstairs, you'll find four spacious bedrooms, giving everyone a place to unwind at the end of the day. Step outside and you'll discover one of the home's best features, a backyard that's hard to find in Annapolis. There's plenty of room for cookouts, yard games, pets, gardening, or simply relaxing on the deck with your morning coffee before the day begins. It's the kind of outdoor space you'll use every chance you get. One of the biggest reasons people love Annapolis Cove is the neighborhood itself. Neighbors gather for happy hours at the marina, movie nights, and the community's annual Fourth of July parade. Kids ride bikes together, friends stop to chat on evening walks, and there's a true sense of community that's becoming harder and harder to find. Residents also enjoy access to the private marina, playground, green spaces, and the opportunity to join the waterfront Bay Ridge Pool. Just minutes from Historic Downtown Annapolis, Quiet Waters Park, shopping, restaurants, and commuter routes, you'll enjoy the best of Annapolis while coming home to one of its most welcoming neighborhoods. This is more than a beautiful house, it's a place to put down roots, make memories, and enjoy a lifestyle that keeps people in Annapolis Cove for years. Welcome home!

4 Beds ⋅ 3 Baths

Welcome to Ketch Court, tucked away in the highly sought-after waterfront community of Annapolis Cove. With four bedrooms, two-and-a-half bathrooms, a finished basement with brand-new flooring, and a huge backyard, this home offers the space and flexibility to fit just about any stage of life. Hardwood floors create a warm, welcoming feel throughout the main level, while the family room fireplace makes the perfect gathering spot on chilly evenings. Whether you're hosting family for the holidays, watching the big game with friends, or simply enjoying a quiet night at home, this is a house that's meant to be lived in. The finished basement adds even more living space and can easily become a media room, playroom, home gym, office, or guest retreat. Upstairs, you'll find four spacious bedrooms, giving everyone a place to unwind at the end of the day. Step outside and you'll discover one of the home's best features, a backyard that's hard to find in Annapolis. There's plenty of room for cookouts, yard games, pets, gardening, or simply relaxing on the deck with your morning coffee before the day begins. It's the kind of outdoor space you'll use every chance you get. One of the biggest reasons people love Annapolis Cove is the neighborhood itself. Neighbors gather for happy hours at the marina, movie nights, and the community's annual Fourth of July parade. Kids ride bikes together, friends stop to chat on evening walks, and there's a true sense of community that's becoming harder and harder to find. Residents also enjoy access to the private marina, playground, green spaces, and the opportunity to join the waterfront Bay Ridge Pool. Just minutes from Historic Downtown Annapolis, Quiet Waters Park, shopping, restaurants, and commuter routes, you'll enjoy the best of Annapolis while coming home to one of its most welcoming neighborhoods. This is more than a beautiful house, it's a place to put down roots, make memories, and enjoy a lifestyle that keeps people in Annapolis Cove for years. Welcome home!

1286 Ketch Ct, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$3,595,000

Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home by next boating season in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to work with the builder to design and build your dream home on a premium lot offering 57 feet of serene waterfront on protected Lake Ogleton. Also listed as just a lot without a house package. Enjoy breathtaking, unobstructed views and the peaceful lifestyle that only true waterfront living can offer. Whether you're envisioning a luxurious modern retreat or a timeless coastal home, this lot is the perfect canvas. Contact the listing agent for insight and inspiration on potential home designs tailored to this exceptional property. Bay Ridge is renowned for its rich history, vibrant community, and unmatched amenities, including a bayfront community pool and newly renovated clubhouse, sandy beaches and scenic waterfront , a large community marina, basketball and pickleball courts, a children's playground, and year-round community events. Located just minutes from downtown Annapolis and Eastport, Bay Ridge offers the charm of a tight-knit neighborhood with the convenience of city access. Experience the perfect blend of tranquility and community in one of the most desirable waterfront enclaves on the Chesapeake Bay. This is more than just a lot—it's the beginning of your dream lifestyle and opportunity to customize the perfect paradise.

4 Beds ⋅ 4 Baths

Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home by next boating season in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to work with the builder to design and build your dream home on a premium lot offering 57 feet of serene waterfront on protected Lake Ogleton. Also listed as just a lot without a house package. Enjoy breathtaking, unobstructed views and the peaceful lifestyle that only true waterfront living can offer. Whether you're envisioning a luxurious modern retreat or a timeless coastal home, this lot is the perfect canvas. Contact the listing agent for insight and inspiration on potential home designs tailored to this exceptional property. Bay Ridge is renowned for its rich history, vibrant community, and unmatched amenities, including a bayfront community pool and newly renovated clubhouse, sandy beaches and scenic waterfront , a large community marina, basketball and pickleball courts, a children's playground, and year-round community events. Located just minutes from downtown Annapolis and Eastport, Bay Ridge offers the charm of a tight-knit neighborhood with the convenience of city access. Experience the perfect blend of tranquility and community in one of the most desirable waterfront enclaves on the Chesapeake Bay. This is more than just a lot—it's the beginning of your dream lifestyle and opportunity to customize the perfect paradise.

48A E Lake Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$740,000

Nestled in the heart of Hillsmere Shores, this beautifully updated 3-bedroom, 2-bath split-level is just two blocks from the community's private beach and playground on the South River, where residents enjoy breathtaking Chesapeake Bay views and watch sailboats and commercial ships pass by. Inside, you'll find a flexible floor plan with multiple living spaces, including a welcoming living room featuring a pellet fireplace insert, a spacious family room, and an additional finished lower-level room ideal as a playroom, home office, gym, or guest space. Hardwood flooring extends throughout two levels, with luxury vinyl plank flooring on the remaining two. The kitchen has been updated with new quartz countertops and has stainless steel appliances, while both bathrooms feature beautifully renovated showers. A convenient mudroom/laundry room provides direct access to the attached one-car garage. From the kitchen you will step down onto a paver patio for outside entertaining. Enjoy all that Hillsmere Shores has to offer, including a private beach, marina, community pool, boat ramps, playgrounds, and year-round neighborhood events, all just minutes from downtown Annapolis.

3 Beds ⋅ 2 Baths

Nestled in the heart of Hillsmere Shores, this beautifully updated 3-bedroom, 2-bath split-level is just two blocks from the community's private beach and playground on the South River, where residents enjoy breathtaking Chesapeake Bay views and watch sailboats and commercial ships pass by. Inside, you'll find a flexible floor plan with multiple living spaces, including a welcoming living room featuring a pellet fireplace insert, a spacious family room, and an additional finished lower-level room ideal as a playroom, home office, gym, or guest space. Hardwood flooring extends throughout two levels, with luxury vinyl plank flooring on the remaining two. The kitchen has been updated with new quartz countertops and has stainless steel appliances, while both bathrooms feature beautifully renovated showers. A convenient mudroom/laundry room provides direct access to the attached one-car garage. From the kitchen you will step down onto a paver patio for outside entertaining. Enjoy all that Hillsmere Shores has to offer, including a private beach, marina, community pool, boat ramps, playgrounds, and year-round neighborhood events, all just minutes from downtown Annapolis.

110 Lake View Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$1,500,000

Sunsets, Water Views & Effortless Coastal Living in Hillsmere Perfectly positioned on one of the quietest streets in Hillsmere, this exceptional residence offers breathtaking water views of Lake Hillsmere in the foreground and the South River beyond—without the expense of waterfront taxes. Designed to embrace its spectacular setting, the home is oriented to the west, delivering unforgettable sunsets from two expansive waterfront-facing decks and covered balconies. Set on a generously sized lot with ample setbacks, the property provides privacy, space, and a rare sense of tranquility. Best of all, the home is outside the floodplain, so flood insurance is not required, and an elevation certificate is available. Inside, over three finished levels, you'll find thoughtfully updated living spaces featuring hardwood floors, 9-foot ceilings, abundant natural light, and multiple indoor and outdoor areas designed for gathering and entertaining. The beautifully updated kitchen features granite countertops, stainless steel appliances, island seating, a pantry with built-in shelving, and sliding doors that open to the deck and water views beyond. The main-level primary suite is a true retreat, complete with private deck access, a custom walk-in closet by California Closets, and a renovated spa-inspired bath with a soaking tub, double vanity, and glass-enclosed shower. Additional bedrooms and flexible living spaces provide endless options for guests, recreation, a home office, or multigenerational living. The lower level offers a welcoming mudroom entry, family room with fireplace and wood stove insert, full bath, dedicated office or optional sixth bedroom, laundry room, and abundant storage. Outdoor living is equally impressive, featuring IPE decking, a rear deck, three-season room overlooking the backyard, kayak and paddleboard racks, two sheds, and a private driveway leading to the oversized two-car garage with additional storage. Meticulously maintained and exceptionally efficient, the home includes newer HVAC systems, a whole-house Generac generator, Cat 8 Ethernet throughout, closed-cell spray foam insulation, LED lighting, energy-efficient windows, and remarkably low utility costs for its size. Just three blocks away, enjoy the community beach for swimming, relaxing, or launching kayaks and paddleboards. Residents of Hillsmere enjoy an unparalleled waterfront lifestyle with a private marina, boat ramps, community pool, parks, playgrounds, waterfront pavilions, and direct access to the 340-acre Quiet Waters Park. This is a rare opportunity to enjoy panoramic water views, extraordinary sunsets, and an exceptional lifestyle—without waterfront taxes or flood insurance requirements.

5 Beds ⋅ 4 Baths

Sunsets, Water Views & Effortless Coastal Living in Hillsmere Perfectly positioned on one of the quietest streets in Hillsmere, this exceptional residence offers breathtaking water views of Lake Hillsmere in the foreground and the South River beyond—without the expense of waterfront taxes. Designed to embrace its spectacular setting, the home is oriented to the west, delivering unforgettable sunsets from two expansive waterfront-facing decks and covered balconies. Set on a generously sized lot with ample setbacks, the property provides privacy, space, and a rare sense of tranquility. Best of all, the home is outside the floodplain, so flood insurance is not required, and an elevation certificate is available. Inside, over three finished levels, you'll find thoughtfully updated living spaces featuring hardwood floors, 9-foot ceilings, abundant natural light, and multiple indoor and outdoor areas designed for gathering and entertaining. The beautifully updated kitchen features granite countertops, stainless steel appliances, island seating, a pantry with built-in shelving, and sliding doors that open to the deck and water views beyond. The main-level primary suite is a true retreat, complete with private deck access, a custom walk-in closet by California Closets, and a renovated spa-inspired bath with a soaking tub, double vanity, and glass-enclosed shower. Additional bedrooms and flexible living spaces provide endless options for guests, recreation, a home office, or multigenerational living. The lower level offers a welcoming mudroom entry, family room with fireplace and wood stove insert, full bath, dedicated office or optional sixth bedroom, laundry room, and abundant storage. Outdoor living is equally impressive, featuring IPE decking, a rear deck, three-season room overlooking the backyard, kayak and paddleboard racks, two sheds, and a private driveway leading to the oversized two-car garage with additional storage. Meticulously maintained and exceptionally efficient, the home includes newer HVAC systems, a whole-house Generac generator, Cat 8 Ethernet throughout, closed-cell spray foam insulation, LED lighting, energy-efficient windows, and remarkably low utility costs for its size. Just three blocks away, enjoy the community beach for swimming, relaxing, or launching kayaks and paddleboards. Residents of Hillsmere enjoy an unparalleled waterfront lifestyle with a private marina, boat ramps, community pool, parks, playgrounds, waterfront pavilions, and direct access to the 340-acre Quiet Waters Park. This is a rare opportunity to enjoy panoramic water views, extraordinary sunsets, and an exceptional lifestyle—without waterfront taxes or flood insurance requirements.

621 Harbor Dr, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$2,250,000

Welcome to this exceptional custom-built estate set on 3.1 acres in Wyatts Hill community. Offering three finished levels of thoughtfully designed living space, this five-bedroom, seven-bathroom home combines timeless architecture, modern updates, and resort-inspired outdoor living. A grand two-story foyer welcomes you with a sweeping curved staircase and soaring ceilings. The main level is designed for both everyday living and entertaining, featuring a formal dining room, private office, dramatic two-story family room with a fireplace, and a sunroom connected by French doors that fills the home with natural light. The gourmet kitchen serves as the heart of the home with an oversized center island, custom cabinetry, granite countertops, a spacious breakfast area, and a butler’s pantry, creating an ideal space for gatherings large and small. The main level also features a spacious primary suite with an en-suite bath, providing flexibility for a variety of living arrangements. An additional office, laundry room, and powder room complete the main level. Upstairs, a second primary suite offers a private retreat with a sitting area and en-suite bath. Three additional bedrooms each feature their own private en-suite bathrooms, providing comfort and privacy throughout the upper level. The walkout lower level expands the home’s living and entertaining space with a large recreation room, second kitchen, half bath, and abundant storage. Completed in 2023, the backyard was transformed into an exceptional outdoor living space featuring a heated saltwater pool, expansive patio, outdoor fireplace, and a fully equipped outdoor kitchen designed for entertaining and enjoying an outdoor lifestyle. Recent improvements include a new roof (2025), two new HVAC systems (2022), new wood front and garage doors, a Tesla EV charger, and a lawn irrigation system. Located in the desirable Wyatts Hill community with no HOA, this home offers convenient access to Historic Annapolis, BWI Airport, Fort Meade, Baltimore, Washington, D.C., and major commuter routes including I-97 and Route 50.

5 Beds ⋅ 7 Baths

Welcome to this exceptional custom-built estate set on 3.1 acres in Wyatts Hill community. Offering three finished levels of thoughtfully designed living space, this five-bedroom, seven-bathroom home combines timeless architecture, modern updates, and resort-inspired outdoor living. A grand two-story foyer welcomes you with a sweeping curved staircase and soaring ceilings. The main level is designed for both everyday living and entertaining, featuring a formal dining room, private office, dramatic two-story family room with a fireplace, and a sunroom connected by French doors that fills the home with natural light. The gourmet kitchen serves as the heart of the home with an oversized center island, custom cabinetry, granite countertops, a spacious breakfast area, and a butler’s pantry, creating an ideal space for gatherings large and small. The main level also features a spacious primary suite with an en-suite bath, providing flexibility for a variety of living arrangements. An additional office, laundry room, and powder room complete the main level. Upstairs, a second primary suite offers a private retreat with a sitting area and en-suite bath. Three additional bedrooms each feature their own private en-suite bathrooms, providing comfort and privacy throughout the upper level. The walkout lower level expands the home’s living and entertaining space with a large recreation room, second kitchen, half bath, and abundant storage. Completed in 2023, the backyard was transformed into an exceptional outdoor living space featuring a heated saltwater pool, expansive patio, outdoor fireplace, and a fully equipped outdoor kitchen designed for entertaining and enjoying an outdoor lifestyle. Recent improvements include a new roof (2025), two new HVAC systems (2022), new wood front and garage doors, a Tesla EV charger, and a lawn irrigation system. Located in the desirable Wyatts Hill community with no HOA, this home offers convenient access to Historic Annapolis, BWI Airport, Fort Meade, Baltimore, Washington, D.C., and major commuter routes including I-97 and Route 50.

1614 Annesley Ct, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$745,000

There are homes that impress you. Then there are homes that make you imagine a completely different way of living. Imagine ending your workday with a walk to the beach to watch the sun set over the Chesapeake Bay. Weekend mornings begin with coffee on your deck surrounded by mature trees, afternoons are spent boating on the South River, swimming at the community pool, or exploring Quiet Waters Park, and evenings end with neighbors gathering for concerts, celebrations, and waterfront sunsets. This is the lifestyle that has made Hillsmere one of Annapolis' most cherished waterfront communities for generations—and it's waiting for you at 104 Groh Lane. Beautifully updated from top to bottom, this home offers the perfect balance of modern style and everyday comfort. Every room reflects a fresh, timeless aesthetic with thoughtful finishes, abundant natural light, and a warm, welcoming feel that allows you to simply move in and begin enjoying life from day one. The beautifully renovated kitchen is designed for those who love to cook. Whether you're preparing fresh Maryland crab cakes after a day on the water, perfecting your favorite family recipes, baking holiday desserts, or creating an elegant dinner for friends, this is a space where great meals become lasting memories. The adjoining dining and living areas flow effortlessly together, making entertaining feel natural while allowing everyone to stay connected long after dessert has been served. Step outside and discover one of this property's greatest assets—a lush, private, level backyard that's becoming increasingly difficult to find in Annapolis. This exceptional homesite offers endless possibilities, with room for the custom pool you've always envisioned, vibrant gardens, an outdoor kitchen, a fire pit, or simply a wide expanse of green lawn where children and pets can run freely. Host summer barbecues on the spacious deck, celebrate birthdays beneath the stars, enjoy quiet mornings listening to the birds, or spend peaceful evenings surrounded by the beauty of your own backyard sanctuary. The finished lower level provides the flexibility today's lifestyles demand, offering the perfect space for a recreation room, media lounge, fitness studio, home office, guest accommodations, or a combination of all four. Whether you're working from home, hosting overnight guests, or creating a place for everyone to spread out, this home easily adapts to the way you live. But what truly sets this property apart is what lies beyond your front door. Hillsmere is far more than a neighborhood—it's a true waterfront community where neighbors know one another and every season brings new opportunities to enjoy the outdoors. Residents have access to a private sandy beach overlooking the Chesapeake Bay, a private marina with boat slips and direct access to the South River, boat ramps, a community swimming pool, waterfront pavilions, playgrounds, volleyball courts, picnic areas, and an active calendar of events that creates a genuine sense of community. Quiet Waters Park, Hillsmere Elementary School, the library, shopping, restaurants, Eastport, Historic Downtown Annapolis, and City Dock are all just minutes away, giving you the perfect blend of convenience, recreation, and coastal charm. Finding a beautifully updated home is easy. Finding one on a lush, level lot in one of Annapolis' most beloved waterfront communities is not. 104 Groh Lane offers more than beautiful spaces and thoughtful updates. It offers morning walks to the water, evenings filled with laughter on the deck, lifelong friendships, unforgettable gatherings, and the simple joy of coming home to a place that feels exactly where you're meant to be.

4 Beds ⋅ 3 Baths

There are homes that impress you. Then there are homes that make you imagine a completely different way of living. Imagine ending your workday with a walk to the beach to watch the sun set over the Chesapeake Bay. Weekend mornings begin with coffee on your deck surrounded by mature trees, afternoons are spent boating on the South River, swimming at the community pool, or exploring Quiet Waters Park, and evenings end with neighbors gathering for concerts, celebrations, and waterfront sunsets. This is the lifestyle that has made Hillsmere one of Annapolis' most cherished waterfront communities for generations—and it's waiting for you at 104 Groh Lane. Beautifully updated from top to bottom, this home offers the perfect balance of modern style and everyday comfort. Every room reflects a fresh, timeless aesthetic with thoughtful finishes, abundant natural light, and a warm, welcoming feel that allows you to simply move in and begin enjoying life from day one. The beautifully renovated kitchen is designed for those who love to cook. Whether you're preparing fresh Maryland crab cakes after a day on the water, perfecting your favorite family recipes, baking holiday desserts, or creating an elegant dinner for friends, this is a space where great meals become lasting memories. The adjoining dining and living areas flow effortlessly together, making entertaining feel natural while allowing everyone to stay connected long after dessert has been served. Step outside and discover one of this property's greatest assets—a lush, private, level backyard that's becoming increasingly difficult to find in Annapolis. This exceptional homesite offers endless possibilities, with room for the custom pool you've always envisioned, vibrant gardens, an outdoor kitchen, a fire pit, or simply a wide expanse of green lawn where children and pets can run freely. Host summer barbecues on the spacious deck, celebrate birthdays beneath the stars, enjoy quiet mornings listening to the birds, or spend peaceful evenings surrounded by the beauty of your own backyard sanctuary. The finished lower level provides the flexibility today's lifestyles demand, offering the perfect space for a recreation room, media lounge, fitness studio, home office, guest accommodations, or a combination of all four. Whether you're working from home, hosting overnight guests, or creating a place for everyone to spread out, this home easily adapts to the way you live. But what truly sets this property apart is what lies beyond your front door. Hillsmere is far more than a neighborhood—it's a true waterfront community where neighbors know one another and every season brings new opportunities to enjoy the outdoors. Residents have access to a private sandy beach overlooking the Chesapeake Bay, a private marina with boat slips and direct access to the South River, boat ramps, a community swimming pool, waterfront pavilions, playgrounds, volleyball courts, picnic areas, and an active calendar of events that creates a genuine sense of community. Quiet Waters Park, Hillsmere Elementary School, the library, shopping, restaurants, Eastport, Historic Downtown Annapolis, and City Dock are all just minutes away, giving you the perfect blend of convenience, recreation, and coastal charm. Finding a beautifully updated home is easy. Finding one on a lush, level lot in one of Annapolis' most beloved waterfront communities is not. 104 Groh Lane offers more than beautiful spaces and thoughtful updates. It offers morning walks to the water, evenings filled with laughter on the deck, lifelong friendships, unforgettable gatherings, and the simple joy of coming home to a place that feels exactly where you're meant to be.

104 Groh Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$1,295,000

Welcome to this impeccably maintained and extensively updated ranch-style residence, offering an exceptional blend of luxury, comfort, and resort-inspired living just minutes from historic Annapolis. From the moment you arrive, the quality craftsmanship and meticulous attention to detail are evident throughout. At the heart of the home is a beautifully appointed gourmet kitchen featuring premium Wolf appliances, abundant custom cabinetry, quartz countertops, a beverage and wine refrigerator, and generous space for both everyday living and entertaining. Two double-sided gas fireplaces—one shared by the living room and the other featured in the primary suite—offer both warmth and architectural elegance, adding a distinctive touch to this exceptional home. Recent renovations have enhanced the home's appeal, highlighted by a spectacular oversized primary suite designed as a private retreat. The suite features a spacious walk-in closet and a spa-inspired ensuite bath complete with heated floors, instant hot water, and integrated Bluetooth speakers/exhaust fan. The fully finished lower level offers remarkable flexibility with luxury vinyl plank flooring, a custom wet bar with a full-size refrigerator/freezer with ice maker, a full bath, and a private exterior entrance—ideal for entertaining, hosting guests, multigenerational living, or a home-based business. Outdoor living is equally impressive. The fully fenced backyard is surrounded by mature landscaping, creating a private setting that rivals a boutique resort. Enjoy the heated in-ground pool, newly replastered in 2024, relax in the 15-foot swim spa, or entertain with ease at the custom-built tiki bar and outdoor kitchen. Thoughtfully designed, the tiki bar features a built-in grill, refrigerator, stainless steel storage, accent lighting, television, and bar seating. A stamped concrete pool deck and expansive composite deck with cable railings provide multiple spaces for gathering, dining, and unwinding. Adding even greater versatility is the detached pool house, complete with electricity and air conditioning. Whether used as a home office, fitness studio, creative workspace, or private retreat, this space offers endless possibilities. Additional highlights include a brand-new stamped concrete driveway with parking for up to five vehicles. Combining sophisticated interior finishes with extraordinary outdoor amenities, this turnkey property delivers a lifestyle rarely found in such a convenient Annapolis location.

3 Beds ⋅ 3 Baths

Welcome to this impeccably maintained and extensively updated ranch-style residence, offering an exceptional blend of luxury, comfort, and resort-inspired living just minutes from historic Annapolis. From the moment you arrive, the quality craftsmanship and meticulous attention to detail are evident throughout. At the heart of the home is a beautifully appointed gourmet kitchen featuring premium Wolf appliances, abundant custom cabinetry, quartz countertops, a beverage and wine refrigerator, and generous space for both everyday living and entertaining. Two double-sided gas fireplaces—one shared by the living room and the other featured in the primary suite—offer both warmth and architectural elegance, adding a distinctive touch to this exceptional home. Recent renovations have enhanced the home's appeal, highlighted by a spectacular oversized primary suite designed as a private retreat. The suite features a spacious walk-in closet and a spa-inspired ensuite bath complete with heated floors, instant hot water, and integrated Bluetooth speakers/exhaust fan. The fully finished lower level offers remarkable flexibility with luxury vinyl plank flooring, a custom wet bar with a full-size refrigerator/freezer with ice maker, a full bath, and a private exterior entrance—ideal for entertaining, hosting guests, multigenerational living, or a home-based business. Outdoor living is equally impressive. The fully fenced backyard is surrounded by mature landscaping, creating a private setting that rivals a boutique resort. Enjoy the heated in-ground pool, newly replastered in 2024, relax in the 15-foot swim spa, or entertain with ease at the custom-built tiki bar and outdoor kitchen. Thoughtfully designed, the tiki bar features a built-in grill, refrigerator, stainless steel storage, accent lighting, television, and bar seating. A stamped concrete pool deck and expansive composite deck with cable railings provide multiple spaces for gathering, dining, and unwinding. Adding even greater versatility is the detached pool house, complete with electricity and air conditioning. Whether used as a home office, fitness studio, creative workspace, or private retreat, this space offers endless possibilities. Additional highlights include a brand-new stamped concrete driveway with parking for up to five vehicles. Combining sophisticated interior finishes with extraordinary outdoor amenities, this turnkey property delivers a lifestyle rarely found in such a convenient Annapolis location.

1501 Ritchie St, Annapolis

Listing courtesy of Samson Properties. Contact: 7033493900

$715,000

** This stunning 3-bedroom, 3-full-bath detached home in Heritage Harbor is a true GEM!** Main Level laminated wood flooring throughout the living room- dinning room and Kitchen. The Kitchen features Elegant gold-and-white granite countertops. A cozy matching granite table that seats three. Brand new white cabinets adorned with gold knobs and pull handles. Complete with modern stainless steel appliances, offering a Z line brand hood above a new 4-burner stove. The Interior home has been freshly painted and re-carpeted, giving it a modern feel. On the main level The Master bathroom is a standout feature: Gold-and-white granite sinks. Spacious shower area. Well-designed closet spaces with flooring that matches the elegant theme. Two walk-in closets for ample storage. The 2nd bedroom has plenty of natural light and plenty of room. The 3rd quest room is located on the second level with a loft looking onto the newly renovated large closed-in sunroom and below a lovely family room...The "Florida "Sunroom equally has new flooring with plenty of sliding glass doors, offering natural light, with a separate heating & air conditioning system, looking out to plenty of greenery- perfect for relaxation. This home is not only beautifully designed with many upgrades for comfort and style, but also a must-see. If you’re considering moving or looking for a beautiful home in a desirable neighborhood. This property won’t last long in today’s market.

3 Beds ⋅ 3 Baths

** This stunning 3-bedroom, 3-full-bath detached home in Heritage Harbor is a true GEM!** Main Level laminated wood flooring throughout the living room- dinning room and Kitchen. The Kitchen features Elegant gold-and-white granite countertops. A cozy matching granite table that seats three. Brand new white cabinets adorned with gold knobs and pull handles. Complete with modern stainless steel appliances, offering a Z line brand hood above a new 4-burner stove. The Interior home has been freshly painted and re-carpeted, giving it a modern feel. On the main level The Master bathroom is a standout feature: Gold-and-white granite sinks. Spacious shower area. Well-designed closet spaces with flooring that matches the elegant theme. Two walk-in closets for ample storage. The 2nd bedroom has plenty of natural light and plenty of room. The 3rd quest room is located on the second level with a loft looking onto the newly renovated large closed-in sunroom and below a lovely family room...The "Florida "Sunroom equally has new flooring with plenty of sliding glass doors, offering natural light, with a separate heating & air conditioning system, looking out to plenty of greenery- perfect for relaxation. This home is not only beautifully designed with many upgrades for comfort and style, but also a must-see. If you’re considering moving or looking for a beautiful home in a desirable neighborhood. This property won’t last long in today’s market.

708 Sydney Ter, Annapolis

Listing courtesy of Taylor Properties. Contact:

$694,999

Stunning remodeled home in Hillsmere! Situated on a lovely street and a large flat lot, this breathtaking home has been fully remodeled and offers some of the nicest finishes in the community! Entering through a charming 3 season room, youll be greeted by brand new lvp flooring throughout the home, a spacious family room that opens into your brand new kitchen. Kitchen features include brand new cream shaker cabinets around the kitchen, a brand new shaker island featuring oak finish, quartz counters, and brand new SS appliances. Behind the kitchen is a charming addition with lots of natural light. The main level boast 2 bedrooms, 2 fully renovated and stunning full bathrooms, including an owners suite with 2 closets and a dual vanity. Downstairs youll find 2 more bedrooms, a fully remodeled full bathroom, and an extra and open family room. The home boasts lots of attic storage as well as generous closet space. Outside, youll notice a brand new patio, lovely landscaping, and a large firepit area. The community boasts beaches, pool, pavilion areas, and more. This is a must see and wont last long! Roof replaced in 2022 and HWH in 2025.

4 Beds ⋅ 3 Baths

Stunning remodeled home in Hillsmere! Situated on a lovely street and a large flat lot, this breathtaking home has been fully remodeled and offers some of the nicest finishes in the community! Entering through a charming 3 season room, youll be greeted by brand new lvp flooring throughout the home, a spacious family room that opens into your brand new kitchen. Kitchen features include brand new cream shaker cabinets around the kitchen, a brand new shaker island featuring oak finish, quartz counters, and brand new SS appliances. Behind the kitchen is a charming addition with lots of natural light. The main level boast 2 bedrooms, 2 fully renovated and stunning full bathrooms, including an owners suite with 2 closets and a dual vanity. Downstairs youll find 2 more bedrooms, a fully remodeled full bathroom, and an extra and open family room. The home boasts lots of attic storage as well as generous closet space. Outside, youll notice a brand new patio, lovely landscaping, and a large firepit area. The community boasts beaches, pool, pavilion areas, and more. This is a must see and wont last long! Roof replaced in 2022 and HWH in 2025.

117 Pinecrest Dr, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$845,000

OPEN HOUSE FRIDAY 8/7/26 2-4PM Experience the best of Annapolis living in this beautifully updated 4-bedroom, 3-bath home located in a waterfront community. This move-in-ready home offers the perfect blend of modern updates, comfortable living, and an exceptional Chesapeake Bay lifestyle. The heart of the home has also been refreshed with updated kitchen countertops and appliances (2024/2025), making it ideal for everyday living and entertaining. Additional major improvements include a new HVAC system (2025), hot water heater (2025), water conditioning system (2025), and garage door (2025), providing peace of mind for years to come. Outside, the partially fenced backyard offers the perfect space to relax, entertain, or enjoy outdoor activities. All three full bathrooms have been completely renovated with designer tile, new flooring, and modern vanities. The thoughtfully updated interior showcases updated flooring throughout, featuring newly refinished hardwood floors on upper level, new fixtures, and along with a new staircase railing. The inviting fireplace has been refaced on the lower level, creating a stylish focal point in the living space. The home also offers a versatile den/office and a one-car garage. Enjoy Hillsmere’s community amenities including private sandy beaches on the South River, a private marina with boat slips and direct access to the South River, boat ramps, waterfront pavilions, a community swimming pool, playgrounds, volleyball courts, and picnic areas. Whether you're boating, kayaking, fishing, or simply taking in the waterfront scenery, this community offers an unmatched coastal lifestyle. Conveniently located just minutes from historic downtown Annapolis, Quiet Waters Park, shopping, and dining, this exceptional home combines extensive recent updates with one of the area's most desirable waterfront communities. Don't miss the opportunity to make this beautifully renovated home your own.

4 Beds ⋅ 3 Baths

OPEN HOUSE FRIDAY 8/7/26 2-4PM Experience the best of Annapolis living in this beautifully updated 4-bedroom, 3-bath home located in a waterfront community. This move-in-ready home offers the perfect blend of modern updates, comfortable living, and an exceptional Chesapeake Bay lifestyle. The heart of the home has also been refreshed with updated kitchen countertops and appliances (2024/2025), making it ideal for everyday living and entertaining. Additional major improvements include a new HVAC system (2025), hot water heater (2025), water conditioning system (2025), and garage door (2025), providing peace of mind for years to come. Outside, the partially fenced backyard offers the perfect space to relax, entertain, or enjoy outdoor activities. All three full bathrooms have been completely renovated with designer tile, new flooring, and modern vanities. The thoughtfully updated interior showcases updated flooring throughout, featuring newly refinished hardwood floors on upper level, new fixtures, and along with a new staircase railing. The inviting fireplace has been refaced on the lower level, creating a stylish focal point in the living space. The home also offers a versatile den/office and a one-car garage. Enjoy Hillsmere’s community amenities including private sandy beaches on the South River, a private marina with boat slips and direct access to the South River, boat ramps, waterfront pavilions, a community swimming pool, playgrounds, volleyball courts, and picnic areas. Whether you're boating, kayaking, fishing, or simply taking in the waterfront scenery, this community offers an unmatched coastal lifestyle. Conveniently located just minutes from historic downtown Annapolis, Quiet Waters Park, shopping, and dining, this exceptional home combines extensive recent updates with one of the area's most desirable waterfront communities. Don't miss the opportunity to make this beautifully renovated home your own.

100 Oak Dr, Annapolis

Listing courtesy of Innovative Properties, Inc.. Contact:

$799,000

Price improvement! Location, location, location. Don't miss out on this one, make it your next home. Located in desirable Hillsmere Shores! Looks can be deceiving, must see inside to appreciate the open, airy and light filled space. This home is located in the highly desirable Hillsmere Shores community, offering a private beach, community pool, marina, and multiple launch areas for boats, kayaks, canoes, and paddleboards — the perfect setting for anyone who loves life on the water. The home features four spacious bedrooms and three full baths, all set within an open, airy floor plan designed to capture natural light and create an inviting sense of space. A generously sized kitchen serves as the heart of the home, offering abundant prep areas, modern appliances, and effortless flow into the main living spaces. The living room is anchored by a refined propane fireplace, adding warmth and ambiance throughout the seasons. The lower-level functions as an extension of the home, complete with a private bedroom and full bath—ideal for guests or multigenerational living. A sprawling great room provides endless possibilities for entertaining or relaxation, while a dedicated laundry space and two additional flex rooms offer versatility for a home gym, office, studio, or hobby space. Bring your vision and ideas to make this space your own. Sitting on a generous lot, the property backs directly to Quiet Waters Park and includes a private path for easy access and all the park has to offer...hiking trails, a playground, dog park, outdoor summer concerts and several other fun events throughout the year. The fully fenced backyard is designed for entertaining, complete with a bar area and firepit for evenings outdoors. The detached garage/barn provides endless possibilities — workshop, studio, storage, or more. A massive, fully covered deck spans the back of the home, creating an ideal space for crab feasts, cookouts, or simply relaxing and enjoying the peaceful surroundings. This home is truly a must‑see. Looks can be deceiving — it is far more spacious than it appears from the outside, offering room to spread out and enjoy every part of the property and its incredible location.

4 Beds ⋅ 3 Baths

Price improvement! Location, location, location. Don't miss out on this one, make it your next home. Located in desirable Hillsmere Shores! Looks can be deceiving, must see inside to appreciate the open, airy and light filled space. This home is located in the highly desirable Hillsmere Shores community, offering a private beach, community pool, marina, and multiple launch areas for boats, kayaks, canoes, and paddleboards — the perfect setting for anyone who loves life on the water. The home features four spacious bedrooms and three full baths, all set within an open, airy floor plan designed to capture natural light and create an inviting sense of space. A generously sized kitchen serves as the heart of the home, offering abundant prep areas, modern appliances, and effortless flow into the main living spaces. The living room is anchored by a refined propane fireplace, adding warmth and ambiance throughout the seasons. The lower-level functions as an extension of the home, complete with a private bedroom and full bath—ideal for guests or multigenerational living. A sprawling great room provides endless possibilities for entertaining or relaxation, while a dedicated laundry space and two additional flex rooms offer versatility for a home gym, office, studio, or hobby space. Bring your vision and ideas to make this space your own. Sitting on a generous lot, the property backs directly to Quiet Waters Park and includes a private path for easy access and all the park has to offer...hiking trails, a playground, dog park, outdoor summer concerts and several other fun events throughout the year. The fully fenced backyard is designed for entertaining, complete with a bar area and firepit for evenings outdoors. The detached garage/barn provides endless possibilities — workshop, studio, storage, or more. A massive, fully covered deck spans the back of the home, creating an ideal space for crab feasts, cookouts, or simply relaxing and enjoying the peaceful surroundings. This home is truly a must‑see. Looks can be deceiving — it is far more spacious than it appears from the outside, offering room to spread out and enjoy every part of the property and its incredible location.

278 Hillsmere Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$1,750,000

Experience the best of Annapolis living in the sought-after, amenities-rich community of Fishing Creek Farm. Perfectly positioned to capture beautiful water views and surrounded by lush lawns and mature landscaping, this handsome brick-front Colonial offers a rare combination of timeless architecture, flexible living spaces, and an exceptional neighborhood lifestyle. A gracious foyer welcomes you into formal living and dining rooms designed for entertaining, with the current living room serving as a billiards room. At the heart of the home, the bright white kitchen features quartz countertops, abundant cabinetry, and a sunny breakfast nook that flows seamlessly into the impressive family room with soaring vaulted ceilings, a fireplace, and easy access to the patio and expansive backyard. Whether hosting summer gatherings or enjoying a quiet evening outdoors, the spacious front and rear yards provide room to relax, play, and take in the peaceful surroundings. Designed for both convenience and versatility, the main level includes a spacious primary suite, while a second upper-level primary suite enjoys sweeping water views and creates an ideal retreat for owners or guests. Two additional bedrooms share a well-appointed hall bath, providing ample space for family and friends. The partially finished lower level offers additional living space, generous storage, and easily accessible crawl spaces. Life in Fishing Creek Farm extends far beyond the property itself. Residents enjoy one of Annapolis' most coveted waterfront communities, complete with a community marina, swimming pool, sandy beach, tennis and pickleball courts, and year-round social activities. Located on the Annapolis Neck peninsula between the South River and the Chesapeake Bay, this special neighborhood offers a peaceful waterfront setting just minutes from downtown Annapolis, Eastport, and major commuting routes to Baltimore, BWI Airport, Fort Meade/NSA, Washington, D.C., and the Eastern Shore. A wonderful opportunity to enjoy the Chesapeake lifestyle in one of Annapolis' most desirable communities. Welcome Home!

4 Beds ⋅ 5 Baths

Experience the best of Annapolis living in the sought-after, amenities-rich community of Fishing Creek Farm. Perfectly positioned to capture beautiful water views and surrounded by lush lawns and mature landscaping, this handsome brick-front Colonial offers a rare combination of timeless architecture, flexible living spaces, and an exceptional neighborhood lifestyle. A gracious foyer welcomes you into formal living and dining rooms designed for entertaining, with the current living room serving as a billiards room. At the heart of the home, the bright white kitchen features quartz countertops, abundant cabinetry, and a sunny breakfast nook that flows seamlessly into the impressive family room with soaring vaulted ceilings, a fireplace, and easy access to the patio and expansive backyard. Whether hosting summer gatherings or enjoying a quiet evening outdoors, the spacious front and rear yards provide room to relax, play, and take in the peaceful surroundings. Designed for both convenience and versatility, the main level includes a spacious primary suite, while a second upper-level primary suite enjoys sweeping water views and creates an ideal retreat for owners or guests. Two additional bedrooms share a well-appointed hall bath, providing ample space for family and friends. The partially finished lower level offers additional living space, generous storage, and easily accessible crawl spaces. Life in Fishing Creek Farm extends far beyond the property itself. Residents enjoy one of Annapolis' most coveted waterfront communities, complete with a community marina, swimming pool, sandy beach, tennis and pickleball courts, and year-round social activities. Located on the Annapolis Neck peninsula between the South River and the Chesapeake Bay, this special neighborhood offers a peaceful waterfront setting just minutes from downtown Annapolis, Eastport, and major commuting routes to Baltimore, BWI Airport, Fort Meade/NSA, Washington, D.C., and the Eastern Shore. A wonderful opportunity to enjoy the Chesapeake lifestyle in one of Annapolis' most desirable communities. Welcome Home!

3403 Hidden River View Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$6,995,000

Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in Annapolis. With coveted southern exposure, the property is immersed in sunlight from dawn to dusk, creating an ever-changing backdrop of sparkling water, passing sailboats, and panoramic Chesapeake vistas. Completely reimagined in 2017 by renowned architect Cathy Purple Cherry, this residence was rebuilt and renovated to an exceptional standard, blending timeless coastal architecture with modern luxury and uncompromising construction quality. Spray-foam insulated walls and roof, steel reinforcement, double plywood construction, four-zone HVAC with humidifiers, gas backup heat, tankless propane water heaters, water treatment systems, generator backup, Sonos audio, and Lutron lighting create a home that is as efficient and functional as it is beautiful. Designed for both grand-scale entertaining and comfortable everyday living, the interior offers over-the-top craftsmanship and thoughtful details throughout. Maple hardwood flooring flows through elegant yet inviting spaces including a dramatic waterfront living room with a custom wet bar, an informal gathering room with built-in bookshelves, a private office with custom cabinetry, wet bar, balcony, and commanding views stretching down the Chesapeake Bay, and a state-of-the-art theater room complete with its own wet bar, refrigerator, and ice maker. The chef’s kitchen is a masterpiece featuring double Wolf ovens, Wolf cooktop, Sub-Zero refrigerator, three dishwashers, wine cooler, ice maker, built-in microwave, instant hot water, walk-in pantry with custom built-ins, and a sun-filled breakfast nook overlooking the water. The luxurious primary suite serves as a private waterfront retreat, highlighted by a stunning spa bath finished with Italian water-cut marble. Three additional bedrooms feature ensuite baths, while a full bath on the main level conveniently serves the pool and outdoor entertaining areas. Outdoor living rivals the finest resorts. Expansive Ipe decking surrounds a heated PebbleTec pool and spa, complemented by an outdoor kitchen, fire pit, integrated sound system, and extensive landscape lighting. The private pier is equipped with water, electric, approximately 4 feet of MLW, a 12,000-pound boat lift, an 8,500-pound boat lift, and a 1,500-pound personal watercraft lift, providing immediate access to the Chesapeake Bay and beyond. Offering 4 bedrooms, 5 full baths, 1 half bath, a dedicated office, and a deep four-car garage, this is a rare opportunity to own one of Annapolis’ premier waterfront properties in a setting where extraordinary architecture, unmatched craftsmanship, and world-class outdoor living come together on the shores of the Chesapeake.

4 Beds ⋅ 6 Baths

Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in Annapolis. With coveted southern exposure, the property is immersed in sunlight from dawn to dusk, creating an ever-changing backdrop of sparkling water, passing sailboats, and panoramic Chesapeake vistas. Completely reimagined in 2017 by renowned architect Cathy Purple Cherry, this residence was rebuilt and renovated to an exceptional standard, blending timeless coastal architecture with modern luxury and uncompromising construction quality. Spray-foam insulated walls and roof, steel reinforcement, double plywood construction, four-zone HVAC with humidifiers, gas backup heat, tankless propane water heaters, water treatment systems, generator backup, Sonos audio, and Lutron lighting create a home that is as efficient and functional as it is beautiful. Designed for both grand-scale entertaining and comfortable everyday living, the interior offers over-the-top craftsmanship and thoughtful details throughout. Maple hardwood flooring flows through elegant yet inviting spaces including a dramatic waterfront living room with a custom wet bar, an informal gathering room with built-in bookshelves, a private office with custom cabinetry, wet bar, balcony, and commanding views stretching down the Chesapeake Bay, and a state-of-the-art theater room complete with its own wet bar, refrigerator, and ice maker. The chef’s kitchen is a masterpiece featuring double Wolf ovens, Wolf cooktop, Sub-Zero refrigerator, three dishwashers, wine cooler, ice maker, built-in microwave, instant hot water, walk-in pantry with custom built-ins, and a sun-filled breakfast nook overlooking the water. The luxurious primary suite serves as a private waterfront retreat, highlighted by a stunning spa bath finished with Italian water-cut marble. Three additional bedrooms feature ensuite baths, while a full bath on the main level conveniently serves the pool and outdoor entertaining areas. Outdoor living rivals the finest resorts. Expansive Ipe decking surrounds a heated PebbleTec pool and spa, complemented by an outdoor kitchen, fire pit, integrated sound system, and extensive landscape lighting. The private pier is equipped with water, electric, approximately 4 feet of MLW, a 12,000-pound boat lift, an 8,500-pound boat lift, and a 1,500-pound personal watercraft lift, providing immediate access to the Chesapeake Bay and beyond. Offering 4 bedrooms, 5 full baths, 1 half bath, a dedicated office, and a deep four-car garage, this is a rare opportunity to own one of Annapolis’ premier waterfront properties in a setting where extraordinary architecture, unmatched craftsmanship, and world-class outdoor living come together on the shores of the Chesapeake.

3728 Ramsgate Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$12,950,000

Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outside your door. Tucked away along the Chesapeake Bay, this extraordinary waterfront retreat offers a lifestyle that few properties can match, a private oasis where luxury and nature exist in perfect balance. Originally constructed by the renowned Pyramid Builders and later transformed through an extraordinary $7 million top-to-bottom renovation, also completed by Pyramid Builders, the estate has been reimagined to an uncompromising standard. Every space, finish, and amenity was thoughtfully designed and curated to create a residence that is as functional as it is beautiful, blending timeless craftsmanship with modern luxury. State of the art features include the Crestron Home Automation and integrated Lutron lighting systems while the modern luxuries entail top of the line Miele appliances including a built-in coffee maker, microwave and convection oven, BlueStar range, radiant heated floors in all bedroom bathrooms and much more. Here, days can begin with coffee overlooking the pond and its abundant wildlife, followed by a swim in the heated saltwater pool, a match on the tennis or pickleball court, a workout in the gym, or a stroll down to the sandy beach. Evenings are spent gathered with family and friends around the pool and hot tub, watching the game on the hydraulic television that rises from the landscape, enjoying a glass of wine from the tasting room, or simply taking in the stars above the Bay. The ever-changing waterfront scenery, southern exposure, and remarkable sense of privacy create a backdrop that feels more like a luxury resort than a private residence. Designed for those who believe home should be a destination, the property offers an incredible collection of indoor and outdoor amenities rarely found in a single estate. Tennis, pickleball, basketball, a climbing wall, playground, in-ground trampoline, expansive lawns, sandy beach, pond with fountain, indoor racquetball court with basketball and volleyball capabilities, golf simulator, game room, fitness center, indoor lap pool, infrared sauna, wine tasting and cellar area, and countless spaces to gather ensure there is always something to enjoy for every generation. The residence itself is beautifully designed and thoughtfully appointed, with spacious living and entertaining areas, a wraparound screened porch that embraces the waterfront setting, private ensuite bedrooms throughout, and a dedicated guest or in-law suite that welcomes family and friends in comfort and style. Abundant storage, an attached two-car garage, and a detached garage with additional space for vehicles, golf carts, recreational equipment, and storage provide the functionality expected of a property of this caliber. What makes this estate truly special is not simply the remarkable list of amenities—it is the feeling it creates. The extraordinary combination of peace, beauty, privacy, and convenience is increasingly difficult to find. Just minutes from Annapolis, yet seemingly a world away, this is the kind of property where children spend their days outdoors, guests never want to leave, and every sunset reminds you why you chose to call it home. A rare opportunity to own a true Chesapeake Bay waterfront compound where every day feels like a vacation, every detail has been thoughtfully considered, and the lifestyle is every bit as exceptional as the home itself. Welcome Home!

6 Beds ⋅ 9 Baths

Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outside your door. Tucked away along the Chesapeake Bay, this extraordinary waterfront retreat offers a lifestyle that few properties can match, a private oasis where luxury and nature exist in perfect balance. Originally constructed by the renowned Pyramid Builders and later transformed through an extraordinary $7 million top-to-bottom renovation, also completed by Pyramid Builders, the estate has been reimagined to an uncompromising standard. Every space, finish, and amenity was thoughtfully designed and curated to create a residence that is as functional as it is beautiful, blending timeless craftsmanship with modern luxury. State of the art features include the Crestron Home Automation and integrated Lutron lighting systems while the modern luxuries entail top of the line Miele appliances including a built-in coffee maker, microwave and convection oven, BlueStar range, radiant heated floors in all bedroom bathrooms and much more. Here, days can begin with coffee overlooking the pond and its abundant wildlife, followed by a swim in the heated saltwater pool, a match on the tennis or pickleball court, a workout in the gym, or a stroll down to the sandy beach. Evenings are spent gathered with family and friends around the pool and hot tub, watching the game on the hydraulic television that rises from the landscape, enjoying a glass of wine from the tasting room, or simply taking in the stars above the Bay. The ever-changing waterfront scenery, southern exposure, and remarkable sense of privacy create a backdrop that feels more like a luxury resort than a private residence. Designed for those who believe home should be a destination, the property offers an incredible collection of indoor and outdoor amenities rarely found in a single estate. Tennis, pickleball, basketball, a climbing wall, playground, in-ground trampoline, expansive lawns, sandy beach, pond with fountain, indoor racquetball court with basketball and volleyball capabilities, golf simulator, game room, fitness center, indoor lap pool, infrared sauna, wine tasting and cellar area, and countless spaces to gather ensure there is always something to enjoy for every generation. The residence itself is beautifully designed and thoughtfully appointed, with spacious living and entertaining areas, a wraparound screened porch that embraces the waterfront setting, private ensuite bedrooms throughout, and a dedicated guest or in-law suite that welcomes family and friends in comfort and style. Abundant storage, an attached two-car garage, and a detached garage with additional space for vehicles, golf carts, recreational equipment, and storage provide the functionality expected of a property of this caliber. What makes this estate truly special is not simply the remarkable list of amenities—it is the feeling it creates. The extraordinary combination of peace, beauty, privacy, and convenience is increasingly difficult to find. Just minutes from Annapolis, yet seemingly a world away, this is the kind of property where children spend their days outdoors, guests never want to leave, and every sunset reminds you why you chose to call it home. A rare opportunity to own a true Chesapeake Bay waterfront compound where every day feels like a vacation, every detail has been thoughtfully considered, and the lifestyle is every bit as exceptional as the home itself. Welcome Home!

2045 Maidstone Farm Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$1,699,000

** PRICE IMPROVEMENT** GREAT OPPORTUNITY TO OWN A PRIVATE LUXURY ESTATE ON THE BROADNECK PENINSULA!! Built in 2001, this stately brick Koch Colonial offers 4,648 square feet above grade and is nestled on a private 5.73-acre cul-de-sac lot in the highly sought-after Broadneck School District, delivering the perfect blend of luxury, privacy, and timeless elegance. Featuring a stunning 2022 gourmet kitchen renovation, 5 bedrooms, 5.5 baths, a 3-car garage with new epoxy flooring, an extended driveway, and a 2,392-square-foot finished walk-up basement, this exceptional estate is designed for both comfortable living and grand-scale entertaining. A magnificent front portico with oversized columns, paver entry, and private side guest entrance welcomes you into a dramatic two-story foyer featuring a sweeping staircase, Palladian window, hardwood floors, and detailed custom moldings. The home's thoughtfully designed floor plan also features dual staircases, providing both elegance and everyday convenience. The remodeled gourmet kitchen is the heart of the home, showcasing stacked custom white and light seafoam-green cabinetry, quartz countertops, designer backsplash, under-cabinet lighting, a large center island with storage, premium appliances, and a butler's pantry. The inviting family room boasts 10-foot ceilings, a wood-burning fireplace, and a wet bar, while the formal dining room is accented by crown molding, picture-frame trim, and elegant fixtures from Annapolis Lighting. The main level also features 9-foot ceilings, a private office, laundry room, updated full bath, and a versatile fifth bedroom or guest suite. Upstairs, the massive primary suite offers a sitting area, spa-inspired bath, and oversized walk-in closet. Three additional generously sized bedrooms each feature private en-suite baths and walk-in closets. Two of the secondary bedrooms have been enhanced with custom-themed murals painted by a local artist, adding character and charm. The expansive walk-out lower level adds 2,392 square feet of finished living space with abundant storage and a bath rough-in, providing endless opportunities for recreation, fitness, a home theater, guest quarters, or multi-generational living. Outside, enjoy your own private resort featuring a heated saltwater PebbleTec pool with three waterfalls and a diving rock, surrounded by multiple paver and flagstone patios, extensive hardscaping, professional landscaping, outdoor lighting, irrigation, and a combination of aluminum and wood fencing. The property is also outdoor speaker ready, making it ideal for entertaining poolside or hosting gatherings throughout the grounds. Additional amenities include Andersen windows, low HOA fees, a Generac generator, radon mitigation system, alarm system, a whole-home sound system with indoor and outdoor audio capability, and invisible fence readiness. Recent improvements include a 30-year architectural roof (2022), complete gourmet kitchen renovation (2022), main-level full bath renovation (2022), new upper-level and lower-level quality carpeting (2026), and epoxy garage flooring (2026). Offering more than 7,000 square feet of finished living space, resort-style amenities, exceptional craftsmanship, and a premier location within the highly sought-after Broadneck School District, this extraordinary Annapolis estate presents a rare opportunity to enjoy luxury living at its finest. Enjoy convenient access to the new Anne Arundel County Walking Trail, perfect for outdoor recreation and exercise. This home is located adjacent to Windsor Farm Elementary School and just minutes from Rt. 50, providing easy access to Downtown Annapolis, Washington, D.C., Baltimore, and Maryland's Eastern Shore beaches. Contact me today to schedule your private tour.

5 Beds ⋅ 6 Baths

** PRICE IMPROVEMENT** GREAT OPPORTUNITY TO OWN A PRIVATE LUXURY ESTATE ON THE BROADNECK PENINSULA!! Built in 2001, this stately brick Koch Colonial offers 4,648 square feet above grade and is nestled on a private 5.73-acre cul-de-sac lot in the highly sought-after Broadneck School District, delivering the perfect blend of luxury, privacy, and timeless elegance. Featuring a stunning 2022 gourmet kitchen renovation, 5 bedrooms, 5.5 baths, a 3-car garage with new epoxy flooring, an extended driveway, and a 2,392-square-foot finished walk-up basement, this exceptional estate is designed for both comfortable living and grand-scale entertaining. A magnificent front portico with oversized columns, paver entry, and private side guest entrance welcomes you into a dramatic two-story foyer featuring a sweeping staircase, Palladian window, hardwood floors, and detailed custom moldings. The home's thoughtfully designed floor plan also features dual staircases, providing both elegance and everyday convenience. The remodeled gourmet kitchen is the heart of the home, showcasing stacked custom white and light seafoam-green cabinetry, quartz countertops, designer backsplash, under-cabinet lighting, a large center island with storage, premium appliances, and a butler's pantry. The inviting family room boasts 10-foot ceilings, a wood-burning fireplace, and a wet bar, while the formal dining room is accented by crown molding, picture-frame trim, and elegant fixtures from Annapolis Lighting. The main level also features 9-foot ceilings, a private office, laundry room, updated full bath, and a versatile fifth bedroom or guest suite. Upstairs, the massive primary suite offers a sitting area, spa-inspired bath, and oversized walk-in closet. Three additional generously sized bedrooms each feature private en-suite baths and walk-in closets. Two of the secondary bedrooms have been enhanced with custom-themed murals painted by a local artist, adding character and charm. The expansive walk-out lower level adds 2,392 square feet of finished living space with abundant storage and a bath rough-in, providing endless opportunities for recreation, fitness, a home theater, guest quarters, or multi-generational living. Outside, enjoy your own private resort featuring a heated saltwater PebbleTec pool with three waterfalls and a diving rock, surrounded by multiple paver and flagstone patios, extensive hardscaping, professional landscaping, outdoor lighting, irrigation, and a combination of aluminum and wood fencing. The property is also outdoor speaker ready, making it ideal for entertaining poolside or hosting gatherings throughout the grounds. Additional amenities include Andersen windows, low HOA fees, a Generac generator, radon mitigation system, alarm system, a whole-home sound system with indoor and outdoor audio capability, and invisible fence readiness. Recent improvements include a 30-year architectural roof (2022), complete gourmet kitchen renovation (2022), main-level full bath renovation (2022), new upper-level and lower-level quality carpeting (2026), and epoxy garage flooring (2026). Offering more than 7,000 square feet of finished living space, resort-style amenities, exceptional craftsmanship, and a premier location within the highly sought-after Broadneck School District, this extraordinary Annapolis estate presents a rare opportunity to enjoy luxury living at its finest. Enjoy convenient access to the new Anne Arundel County Walking Trail, perfect for outdoor recreation and exercise. This home is located adjacent to Windsor Farm Elementary School and just minutes from Rt. 50, providing easy access to Downtown Annapolis, Washington, D.C., Baltimore, and Maryland's Eastern Shore beaches. Contact me today to schedule your private tour.

1322 Windsor Ridge Ln, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$980,000

Don't MISS this RARE OPPORTUNITY IN THE VERY POPULAR COMMUNITY OF BAY RIDGE. .7460 Acres ! Make this PROPERTY Your Own! USE YOUR IMAGINATION! THE BAY RIDGE LIFESTYLE IS UNMATCHED IN ALL OF MARYLAND! SUPERIOR WATER ACCESS, STEPS TO COMMUNITY POOL/CLUBHOUSE W/ WATERCRAFT STORAGE RACKS , PRIVATE COMMUNITY BEACHES! & THE BIG WOODS "BAY RIDGE CONSERVATION AREA” W/TRAILS AND ACCESS TO BLACKWALNUT CREEK, A TRUE GEM! WALK TO COMMUNITY MARINA, PLAYGROUND, BASKETBALL/PICKEL BALL COURT, KAYAK RACKS , KASS PARK w/ BASEBALL/SOCCER, LACROSSE FIELD!! WHETHER YOU'RE A BOATER, SUP ENTHUSIAST, DOG WALKER, HIKER (PRIVATE TRAILS IN THE BIG WOODS), RUNNER, THIS NEIGHBORHOOD HAS IT ALL! JOINING THE BAY RIDGE CIVIC ASSOCIATION IS VOLUNTARY. SOLD STRICTLY AS IS.

3 Beds ⋅ 2 Baths

Don't MISS this RARE OPPORTUNITY IN THE VERY POPULAR COMMUNITY OF BAY RIDGE. .7460 Acres ! Make this PROPERTY Your Own! USE YOUR IMAGINATION! THE BAY RIDGE LIFESTYLE IS UNMATCHED IN ALL OF MARYLAND! SUPERIOR WATER ACCESS, STEPS TO COMMUNITY POOL/CLUBHOUSE W/ WATERCRAFT STORAGE RACKS , PRIVATE COMMUNITY BEACHES! & THE BIG WOODS "BAY RIDGE CONSERVATION AREA” W/TRAILS AND ACCESS TO BLACKWALNUT CREEK, A TRUE GEM! WALK TO COMMUNITY MARINA, PLAYGROUND, BASKETBALL/PICKEL BALL COURT, KAYAK RACKS , KASS PARK w/ BASEBALL/SOCCER, LACROSSE FIELD!! WHETHER YOU'RE A BOATER, SUP ENTHUSIAST, DOG WALKER, HIKER (PRIVATE TRAILS IN THE BIG WOODS), RUNNER, THIS NEIGHBORHOOD HAS IT ALL! JOINING THE BAY RIDGE CIVIC ASSOCIATION IS VOLUNTARY. SOLD STRICTLY AS IS.

54 Decatur Ave, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: