Annapolis Real Estate Search

Annapolis 4 Bedroom Properties for Sale

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Newest Annapolis 4 Bedroom Properties for Sale

$1,250,000
4 Beds 3 Baths
Set on 2.5 beautifully landscaped acres in the desirable community of The Meadows, this distinctive three-sided brick home offers an impressive combination of privacy, spacious one-level living, custom features, and exceptional indoor and outdoor entertaining spaces. With four generously sized bedrooms and three full baths on the main level, the home provides a versatile floor plan rarely found today. At the heart of the home is a beautifully appointed chef's kitchen designed for both serious cooking and casual gatherings. Features include stainless steel appliances, granite countertops, an oversized island with seating, two separate convection ovens, gas cooking, and quality KraftMaid cabinetry with a double pantry, pull-out storage, and under-lit glass-front cabinets. A custom wet/dry bar with wine cooler, wine rack, oversized sink, and instant hot water creates a dedicated entertaining area. The kitchen opens to the inviting family room with gas fireplace, while the elegant living and dining rooms feature beautiful stone flooring and an oversized bay window that brings abundant natural light into the home. Plantation shutters add both architectural character and privacy. A spacious main-level laundry and mudroom with rear entrance, garage access, custom shelving, and generous storage makes everyday living exceptionally convenient. The main-level primary suite is truly a private retreat. An extraordinary 12' x 12' walk-in closet professionally organized by California Closets provides exceptional storage. The spa-inspired primary bath features dual vanities, an air-soaking tub, an oversized separate shower, a private water closet with a bidet, and marble tile flooring. The finished lower level dramatically expands the home's possibilities. An expansive clubroom with built-in cabinetry and bookshelves offers plenty of space for a pool table, media center, gaming area, or large gatherings. A separate room currently serves as a home gym but could easily be converted into an office, craft room, or additional flexible space. Multiple exterior entrances provide convenient access to the grounds. A custom hobby/utility area with specialized wiring and a commercial-size sink is ideal for pottery, creative projects, gardening needs, or even a dog-washing station. An additional conditioned storage area with heat and air provides valuable year-round storage. The outdoor spaces are equally impressive. Stone paver walkways lead to an expansive 1,407-square-foot multi-level stone patio, creating a spectacular setting for entertaining, dining, or relaxing outdoors. A Trex deck directly off the kitchen is ideal for grilling, while professionally landscaped gardens and an underground sprinkler system enhance the 2.5-acre setting. An oversized 613-square-foot side-entry two-car garage features a custom organization system, and an additional parking pad provides ample space for guests or oversized vehicles. An owned propane tank supplies the gas range, fireplace, and whole-house generator, providing additional comfort and peace of mind. Dual-zone HVAC includes one unit replaced in 2024. Additional features include public water, a septic system, and a voluntary HOA. Conveniently located for access to Annapolis, Baltimore, and Washington, D.C., this exceptional Meadows property offers a rare opportunity to enjoy acreage and privacy without sacrificing accessibility.

1812 Millridge Ct, Annapolis

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

$599,000
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
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:

$1,350,000
4 Beds 4 Baths
Professional photos coming soon! Welcome to this beautifully maintained, thoughtfully designed waterfront home that sits on just under a half of an acre, proudly offered by its original owner. Featuring 4 bedrooms, 3.5 bathrooms, and breathtaking water views, this exceptional property combines comfort, quality craftsmanship, and the ultimate Chesapeake Bay lifestyle. From the moment you step inside, you'll be greeted by soaring vaulted ceilings and an abundance of natural light that fills the home. The open floor plan is perfect for both everyday living and entertaining, while expansive windows showcase the stunning waterfront views. Step outside onto the impressive 48' x 12' deck, complete with a hot tub and a fully fenced backyard. Follow the path to your private pier, equipped with water and electric service, a manual Jet Ski lift, and a 10,000-pound electric boat lift. Enjoy being just minutes by boat from the mouth of the Chesapeake Bay, making this a dream location for boating, fishing, and waterfront enthusiasts. The heart of the home is the spectacular family room, featuring a floor-to-ceiling 17-foot stone fireplace with a wood-burning stove and a handcrafted wood mantel. The spacious kitchen is designed for both function and style, offering stainless steel appliances, granite countertops, stone backsplash, breakfast bar, and a large pantry. The separate dining area flows seamlessly into the main living space, creating the perfect setting for gatherings and entertaining guests. The main-level primary suite is a true retreat, featuring vaulted ceilings, two walk-in closets, private access to outside and a spacious en-suite bathroom with a walk-in shower and a relaxing jetted soaking tub. A convenient main-level laundry room completes the first floor. Upstairs, you'll find two generously sized bedrooms connected by a Jack-and-Jill bathroom featuring double sink vanity with a private shower and toilet area. An open loft/game room overlooks the main living area, providing additional flexible living space. The fully finished lower level offers an ideal in-law or guest suite with its own private entrance, laundry area, full kitchen, oversized bedroom, living room, office, full bathroom, and abundant storage. Every detail of this home has been thoughtfully designed for comfort, functionality, and the incredible waterfront setting. Whether you're relaxing on the deck, enjoying a day on the water, or entertaining family and friends, this home offers the perfect backdrop for making lifelong memories. Don't miss this rare opportunity to own an exceptional waterfront property that has it all.

1072 Little Magothy Vw, Annapolis

Listing courtesy of Real Estate Professionals, Inc.. Contact: 4102854800

$1,350,000
4 Beds 4 Baths
Beautifully updated 4-bedroom, 2 full and 2 half bath home offering the perfect blend of comfort, style, and convenience in the heart of Annapolis. Designed for both everyday living and entertaining, this home features an updated kitchen with modern finishes and newer appliances, including an induction cooktop and oven, refrigerator, dishwasher. Upstairs, the expansive primary suite serves as a private retreat, complete with a spa-inspired bathroom featuring a relaxing jetted soaking tub. The convenience of a second-floor laundry room makes everyday living even easier, with laundry located just steps from all four bedrooms. The finished basement offers exceptional flexibility and can be used as a recreation room, home office, fitness area, media room, or additional living space. Enjoy cozy evenings by the gas fireplace or relax outdoors on the updated screened porch and adjoining Trex deck—perfect for entertaining or enjoying your morning coffee. Located near shops, restaurants, and the library, this move-in-ready home offers the ideal combination of thoughtful updates, functional living space, and an exceptional Annapolis location. Don't miss the opportunity to make 203 S. Southwood Avenue your next home! Additional improvements - New HVAC system, new hot water heater and updated deck and screened patio. Additional Highlights - Community greenspace boasting zipline, fire pit and common grounds.

203 S Southwood Ave, Annapolis

Listing courtesy of ERA Martin Associates. Contact: 4107491818

$880,000
4 Beds 5 Baths
This beautifully updated Colonial offers the perfect blend of comfort, space, and functionality. Featuring four bedrooms, three full and two half baths, this home is designed for both everyday living and effortless entertaining. Relax on the inviting covered front porch, unwind on the screened porch, soak in the 10-person hot tub, or gather around the newly built fire pit with its custom paver patio in the level, fenced backyard. Inside, you'll find hardwood floors, luxury vinyl plank flooring, new carpet upstairs, recessed lighting throughout, and a warm family room with a wood-burning fireplace. The thoughtfully designed floor plan includes a mudroom and the convenience of two laundry areas, including one in the primary suite. The finished lower level, with its private entrance, offers exceptional flexibility with a large recreation room, kitchenette, full bath, and bonus room—ideal for guests, multigenerational living, a home office, or hobby space. Recent updates include most windows and a two-zone HVAC system installed in 2024. Storage is plentiful with a spacious crawl space beneath the addition and a two-car garage featuring a floored attic, shelving, cabinets, pegboard, and pull-down stairs. An extra-wide driveway provides plenty of room for an RV, boat, or additional vehicles. Located in the water-oriented community of Annapolis Roads, residents enjoy community water access, a sandy beach, boat ramp, picnic area, and playground, all just minutes from Downtown Annapolis, Route 50, shopping, and dining. Harbor Drive is a private road maintained by the Annapolis Roads Property Owners Association (ARPOA). No HOA. Home warranty with Choice good through 2030 conveys to buyer.

1007 Harbor Dr, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005

$999,999
4 Beds 4 Baths
ALL PARTIES MUST SIGN HOLD HARMLESS AGREEMENT AND RETURN TO LISTING AGENT PRIOR TO ACCESSING THE PROPERTY. Welcome to an exceptional opportunity to build your dream waterfront estate at 1639 Colbert Road, Annapolis, MD 21409. Nestled on 5 private waterfront acres, this rare homesite offers the perfect blend of peaceful seclusion, natural beauty, and the convenience of Annapolis living. The current proposed plan features approximately 3,500 square feet of thoughtfully designed living space with 4 spacious bedrooms, 3 full baths, and 1 half bath. The open-concept floor plan is designed to maximize natural light and capture beautiful waterfront views while providing modern comfort and functionality for everyday living and entertaining. Prefer something uniquely your own? This is a to-be-built home, giving buyers the flexibility to customize the existing floor plan or work with the builder to design a completely custom home of up to 3,500 square feet that reflects their lifestyle and vision. Whether you envision a coastal-inspired retreat, a modern farmhouse, or a timeless custom residence, this extraordinary property provides the ideal canvas. Enjoy expansive outdoor living, endless opportunities for recreation on the water, and the privacy that only a five-acre waterfront setting can provide. Enjoy the privacy of a 5-acre waterfront setting while remaining just minutes from downtown Annapolis, shopping, dining, and commuter routes. Don't miss this unique opportunity to build the waterfront home you've always envisioned in one of Anne Arundel County's most desirable locations. Don't miss this rare chance to create a one-of-a-kind waterfront home in one of Annapolis' most desirable locations. Bring your vision to life and experience luxury waterfront living tailored specifically to you. See proposed floorplan in documents.

1639 Colbert Rd, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

$900,000
4 Beds 4 Baths
Welcome to 3249 Arundel On The Bay Road, an exceptional custom contemporary estate situated on over one private acre in one of Annapolis’ most exclusive waterfront communities. Appraised at $1,097,000 in January 2026, this remarkable property offers an incredible opportunity for instant equity while delivering the luxury lifestyle today's discerning buyers seek. A dramatic two-story foyer introduces light-filled interiors enhanced by oversized windows, custom finishes, and sophisticated design throughout. The open-concept layout centers around a beautifully appointed kitchen featuring stainless steel appliances, a spacious pantry, and designer lighting, creating the perfect setting for both intimate gatherings and grand entertaining. The impressive main-level primary suite serves as a private retreat with soaring ceilings, a loft, expansive walk-in closet, and spa-inspired bath. Additional bedrooms, versatile living spaces, a finished lower level with a custom fireplace feature wall, and a spectacular rooftop deck provide exceptional comfort and flexibility for family and guests. Step outside to your secluded backyard oasis surrounded by mature privacy trees, offering the perfect backdrop for outdoor entertaining and peaceful relaxation. A two-car garage with EV charging capabilities adds modern convenience, and the seller is willing to include the home's furnishings for a truly turnkey experience. Residents of Arundel On The Bay enjoy access to private beaches, boat ramps, fishing piers, kayak storage, and breathtaking Chesapeake Bay sunsets—all just minutes from downtown Annapolis, premier dining, marinas, and yacht clubs. Rarely does a property combine privacy, luxury, and the coveted Annapolis waterfront lifestyle so effortlessly. There's nothing like it in the area!

3249 Arundel On The Bay Rd, Annapolis

Listing courtesy of Keller Williams Capital Properties. Contact:

$899,900
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:

$1,125,000
4 Beds 4 Baths
Welcome to this exceptional single-family home nestled in one of Annapolis' most desirable neighborhoods. Offering more than 4,000 square feet of thoughtfully designed living space, this beautiful residence features 4 spacious bedrooms, 3.5 bathrooms, and an ideal layout for both everyday living and entertaining. Step inside to an inviting open floor plan highlighted by a dramatic two-story great room with soaring floor-to-ceiling windows, custom built-in bookshelves, a cozy fireplace, and double patio doors that fill the home with natural light. Rich hardwood flooring flows throughout the main level, adding warmth and timeless elegance. The gourmet kitchen is designed to impress with a large center island, stainless steel appliances, abundant cabinetry, expansive counter space, and plenty of room for preparing meals and gathering with family and friends. Just off the kitchen, the formal dining room is perfect for hosting holiday dinners, while the separate living room with its own fireplace offers an inviting space to relax. Upstairs, plush carpeting leads to the luxurious primary suite, a true retreat featuring a private sitting area, two walk-in closets, and a spa-inspired ensuite bath complete with a freestanding soaking tub, dual vanities, and a spacious walk-in shower. A secondary bedroom also features a private ensuite bath, while the additional bedrooms are generously sized with ample closet space. The expansive unfinished lower level offers endless possibilities to create the space you've always wanted—whether it's a home theater, fitness room, recreation area, guest suite, or additional living space. Located in a highly sought-after Annapolis neighborhood, this home offers the perfect blend of privacy, comfort, and convenience, with easy access to shopping, dining, parks, marinas, and everything historic downtown Annapolis has to offer. Don't miss this incredible opportunity to own a spacious, light-filled home in one of Annapolis' premier communities. More details and professional photos coming soon!

979 Bramleigh Ln, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535

$1,575,000
4 Beds 4 Baths
Nestled along one of the most prestigious streets in Historic Annapolis, 268 King George Street presents a rare opportunity to own a beautifully renovated residence just steps from the U.S. Naval Academy, St. John's College, City Dock, Main Street, Spa Creek, and the Chesapeake Bay. Offering the perfect blend of historic charm and sophisticated modern living, this exceptional home places you at the center of everything that makes Downtown Annapolis one of Maryland's most desirable destinations. A welcoming covered front porch sets the tone for the home, providing the perfect place to relax, greet neighbors, or enjoy the charm of one of Annapolis' most iconic streets. Inside, timeless architectural details, including rich heart pine floors, soaring ceilings, elegant moldings, and oversized windows, are beautifully complemented by thoughtful, high-end renovations. Designed for both everyday living and effortless entertaining, the main level features elegant formal spaces, including a gracious dining room anchored by a beautiful fireplace and a spacious living room filled with natural light. The gourmet kitchen is appointed with premium appliances, custom cabinetry, generous workspace, and opens seamlessly to a sun-filled four-seasons room, creating an inviting gathering space for family and friends. Upstairs, the luxurious primary suite offers a peaceful retreat highlighted by two walk-in closets with custom built-in organization systems, providing exceptional storage rarely found in Historic Annapolis homes. The beautifully renovated bathrooms showcase designer-inspired tilework, custom vanities, and sophisticated finishes that blend timeless style with modern comfort. Additional bedrooms offer generous accommodations, while the private third-floor suite provides the ideal space for guests, a home office, fitness studio, or additional living area.Outside, a beautifully landscaped courtyard offers remarkable privacy and a tranquil setting for outdoor dining, entertaining, or quiet evenings in the heart of downtown. From your front door, enjoy easy access to award-winning restaurants, boutique shopping, waterfront parks, marinas, sailing, museums, galleries, and the vibrant energy of City Dock. Whether you're looking for a full-time residence or an exceptional Annapolis retreat, 268 King George Street offers an extraordinary opportunity to experience luxury living in one of Maryland's most treasured historic waterfront communities.

268 King George St, Annapolis

Listing courtesy of Monument Sotheby's International Realty. Contact: (443) 906-3848

$2,400,000
4 Beds 5 Baths
Nestled on one of the most picturesque streets in Annapolis, this utterly charming Murray Hill home blends timeless character with thoughtful modern updates. A welcoming wraparound porch overlooks the beautifully landscaped front yard, complete with a stunning dogwood tree, while the fenced backyard offers a private courtyard patio that's perfect for outdoor entertaining. A rare 24' x 22' detached two-car garage provides exceptional storage and convenience. Inside, classic architectural details create a warm and inviting atmosphere. The gracious foyer opens to gleaming hardwood floors, oversized moldings, and elegant French doors connecting the living and dining rooms. Two gas fireplaces—one in the living room and another in the family room—add warmth and charm throughout the home. The beautifully appointed kitchen features custom cabinetry, granite countertops, a four-burner gas range with griddle and hood, and a wine refrigerator. A conveniently located powder room completes the main level. Plantation shutters throughout the home add timeless style and privacy. The spacious family room off the kitchen features a fireplace & custom built-ins for abundant storage, while double French doors open to the delightful courtyard, seamlessly blending indoor and outdoor living. Upstairs, the generous primary suite offers a walk-in closet and an en suite bath with dual vanities and a walk-in shower. Two additional bedrooms share a charming hall bath featuring a classic clawfoot tub and a custom vanity installed in 2020. An open sitting area creates the perfect reading nook or home office, and the laundry is conveniently located on this level. The third floor is home to a delightful fourth bedroom with cathedral ceilings, exposed beams, a large walk-in closet, and a private full bath—an ideal guest suite or private retreat. The finished lower level provides exceptional flexibility with a spacious second family room featuring built-in shelving, plus an additional room currently used as a home office and fitness area. A half bath completes this level. Additional highlights include three-zone heating and cooling, a new roof installed in 2020, and a fully encapsulated crawl space. Ideally located on Southgate Avenue, this exceptional home offers easy walkability to downtown Annapolis, the U.S. Naval Academy, and the city's renowned shops, restaurants, and waterfront. At the end of the street, enjoy water access to Spa Creek—perfect for launching a kayak or stand-up paddleboard and embracing the Annapolis lifestyle.

62 Southgate Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$874,999
4 Beds 4 Baths
Tucked away on a quiet, wooded homesite, this beautiful 4BR/3.5BA single-family home offers the perfect combination of privacy, space, and natural beauty. Sunlight fills all three finished levels, creating a bright and inviting atmosphere throughout. The upper level features three bedrooms, including a spacious primary suite with a beautiful luxury bath, dressing room, new wood flooring, and new closet doors. The open-concept main level is perfect for everyday living and entertaining, featuring a screened porch and a spectacular brand-new (2026) composite deck overlooking the peaceful wooded setting. The finished walkout lower level includes a large family room, full bathroom, fourth bedroom, patio, and brand-new flagstone walkway providing a private entrance—ideal for multigenerational living, guests, or a home office. The elevated wooded lot offers exceptional privacy and scenic views, while beautifully landscaped side yards provide additional outdoor living space. Oversized two-car garage. Just a 2-minute walk to a neighborhood park with a playground, tennis courts, basketball courts, and open green space. A rare opportunity to enjoy peaceful woodland living with everyday conveniences just minutes away. Major system upgrades provide peace of mind, including a new lifetime warranty architectural shingle roof and gutters (2023), new hot water heater (2023), and HVAC system replaced in 2018. The home was also freshly repainted in 2022, making it truly move-in ready. BRAND NEW 2026 50YR COMPOSITE WOOD DECK! Brand new laminate wood floors and closet doors in the master bedroom closet/changing room!

1070 Foxcroft Run, Annapolis

Listing courtesy of Trademark Realty, Inc. Contact:

$2,250,000
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

$559,900
4 Beds 4 Baths
Exceptional 4-story townhome in the highly sought-after, water-privileged community of Woods Landing! Thoughtfully renovated from top to bottom, this beautifully appointed home offers the perfect blend of timeless style, functional living, and an unbeatable location. From the moment you step inside, you'll appreciate the light-filled interior, soaring 9-foot ceilings, gorgeous updated flooring, and a smart, spacious floor plan designed for today's lifestyle. The stunning, fully remodeled kitchen showcases elegant quartz countertops, stylish cabinetry, and opens seamlessly to the dining area and inviting living room creating the ideal space for both entertaining and everyday living. Just off the dining room, the private deck provides the perfect setting for morning coffee, evening grilling, or simply relaxing while taking in the peaceful wooded backdrop. With 4 bedrooms, 2 full baths, and 2 half baths, this home offers exceptional flexibility for families, guests, or those working from home. The luxurious primary suite serves as a private retreat, featuring a custom accent wall, serene wooded views, dual closets, and a beautifully remodeled ensuite bath. Two additional bedrooms and a full bath complete the upper bedroom level. The top-floor loft is a rare and versatile bonus space complete with its own half bath, making it ideal as a guest suite, home office, recreation room, fitness studio, or media space. The finished lower level expands the home's living space even further with a spacious family room, additional half bath, laundry area, and direct access to the attached garage perfect for entertaining, multi-generational living, or a second workspace. Enjoy peace of mind with numerous recent improvements, including two HVAC systems (2023 & 2026), a water heater (2021), a remodeled kitchen, a beautifully updated primary bath, and countless additional upgrades throughout. Outside, the terraced backyard backs to mature trees, offering a private and tranquil setting. Residents of Woods Landing enjoy an outstanding array of amenities including water access, a community pier, playground, basketball and tennis courts—all just steps away. Located within the highly acclaimed **Broadneck School District** and just minutes from Route 50, Sandy Point State Park, downtown Annapolis, premier shopping, dining, and commuter routes, this exceptional home truly offers the best of convenience, comfort, and coastal-inspired living. Beautifully updated, impeccably maintained, and completely move-in ready, this is one you won't want to miss. Welcome home!

633 Snow Goose Ln, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

$725,000
4 Beds 5 Baths
Experience the perfect blend of style, space, and low maintenance living in this beautifully appointed Lennar townhome, built in 2023. Thoughtfully designed across four finished levels, this truly turnkey home offers 4 bedrooms, 3 full baths, 2 half baths, and the flexibility today's lifestyle demands. From the moment you enter, you'll appreciate the abundance of natural light streaming through oversized windows and the welcoming, open feel throughout. The entry level features a private bedroom with an ensuite bath, making it ideal for guests, a home office, or multigenerational living. At the center of the home is a stunning gourmet kitchen where a dramatic granite island invites family gatherings, casual meals, and entertaining with ease. Stainless steel appliances, an oversized walk in pantry, and a convenient beverage bar make this space as functional as it is beautiful. Updated flooring flows throughout the main living areas, while the spacious living room offers the perfect place to unwind, host friends, or enjoy cozy evenings at home. With four finished levels, there's room for everyone to spread out, work from home, entertain, and still enjoy quiet spaces of their own. Upstairs, the primary suite provides a peaceful retreat with its private bath, while two additional bedrooms, a full hall bath, and a conveniently located laundry room complete the third level. Just when you think you've seen it all, the fourth level offers yet another inviting space ready to become your media room, home office, fitness space, game room, or quiet retreat. Step outside to the expansive upper deck, one of two outdoor living spaces that invite you to relax, entertain, or simply enjoy the fresh air. From morning coffee on the welcoming front porch to sunset gatherings on one of two private rear decks, every level of this home was designed for the way you live today. Whether you're entertaining friends, working from home, or simply enjoying a quiet evening outdoors, this exceptional Annapolis home offers the perfect balance of comfort, style, and convenience. Just minutes from historic downtown Annapolis, shopping, dining, and major commuter routes to Baltimore and Washington, D.C., this is more than a beautiful home. It's an exceptional lifestyle waiting to be enjoyed.

124 Treblis Way, Annapolis

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

$925,000
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

$659,000
4 Beds 3 Baths
Experience the perfect blend of modern luxury and waterfront living at 1412 Ellis Road in the highly sought-after, water-privileged community of Oyster Harbor. This beautifully renovated home offers exceptional style, flexible living spaces, and outstanding indoor and outdoor entertaining—all just minutes from downtown Annapolis. The main residence features 3 spacious bedrooms and 2 full bathrooms, thoughtfully updated with today's finishes and designed for comfortable everyday living. The gourmet kitchen is the heart of the home, showcasing sleek cabinetry, premium appliances, and generous prep space, making it ideal for everything from casual family meals to hosting friends. A standout feature of this property is the detached studio suite, complete with its own kitchen, full bathroom, and washer and dryer. Perfect as a guest house, private home office, creative studio, or space for extended family. Does someone need a place to stay when visiting the Naval Academy. $$ This would work. The inviting living area offers a warm, welcoming atmosphere year-round. During the cooler months, relax in the cozy interior spaces, and when the weather warms up, step outside to enjoy two expansive rear decks that seamlessly extend your living space outdoors. Whether you're grilling, dining under the stars, or simply unwinding with family and friends, these outdoor spaces were designed to be enjoyed in every season Beyond the home, Oyster Harbor provides an exceptional Chesapeake Bay lifestyle with community amenities that include a private beach, boat ramp, fishing pier, kayak launch, playground, and picnic area. Here, you'll enjoy the charm of waterfront living while remaining just minutes from Historic Annapolis, shopping, restaurants, and major commuter routes.

1412 Ellis Rd, Annapolis

Listing courtesy of Compass. Contact: (443) 873-3585

$3,595,000
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

$1,750,000
4 Beds 4 Baths
Nestled in the heart of Eastport, this stunning Craftsman-style home offers the perfect blend of timeless charm and modern luxury. Boasting 4 bedrooms and 4 full baths, this thoughtfully designed residence features an open floor plan accented by beautiful bamboo flooring adding warmth and style throughout. The gourmet kitchen is the centerpiece of the home, complete with a striking marble center island, black granite countertops, stainless steel appliances, a pantry, and an expansive dining area that seamlessly flows into the inviting living room. The main-level primary suite is a true retreat with a spa-inspired bath featuring a soaking tub, walk-in shower, and generous walk-in closet. Upstairs, you'll find two large bedrooms, that share a full bath and an additional bedroom with its own private full bath, and a versatile sun-drenched sitting area with a dramatic vaulted ceiling. The walk-out lower level includes a full bath and versatile space to suit your lifestyle. Outside, a private rear deck perfect for relaxing or entertaining and charming stone walkways and welcoming front porch add historic like charm. A private driveway is for convenient off-street parking, and a storage shed is perfect to house all of your outdoor needs. Ideally located within walking distance of historic downtown Annapolis, you'll enjoy easy access to waterfront dining, boutique shopping, historic landmarks, entertainment, and all the vibrant attractions this sought-after area has to offer. The Eastport lifestyle truly one of a kind!

219 Lockwood Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 224-4999

$830,000
4 Beds 4 Baths
Nestled in the highly sought-after Annapolis Roads community, this spacious Colonial offers the perfect blend of comfort, privacy, and coastal living. Featuring 4 bedrooms and 3.5 baths, this well-appointed home showcases hardwood floors, a beautifully updated kitchen with granite countertops, a formal living room, dining room, and convenient main-level laundry. The upper level boasts a spacious primary suite with a vaulted ceiling, an oversized walk-in closet, and a private en-suite bath. Three additional generously sized bedrooms and a full hall bath complete the second floor. The finished lower level provides a versatile family room, a full bath, and abundant storage space—ideal for entertaining, guests, or a home office. Step outside to your own private sanctuary. The expansive sunroom overlooks a peaceful wooded backdrop, creating the perfect setting to relax, enjoy your morning coffee, and watch the birds year-round. A custom built 10' x 8' 10' tall matching shed with electricity completes the beautiful backyard. Additional highlights include a two-car garage and ample driveway parking. For added comfort, the heat pump was replaced in 2025, which switches to propane when the temperature drops below 40F. There's added assurance of a 17kw whole-house generator that runs on propane. This Siemens System with a Generac generator kicks in automatically when the power has been out for five minutes and runs the entire house. There are three 100 gallon propane tanks that can run the generator for a week. The water softener system is less than four years old. Residents of Annapolis Roads enjoy exceptional community amenities, including a private beach, boat ramp, fishing pier, bayfront pavilion, bayside picnic area, playground, fire pit, community pier, kayak storage, extensive hiking trails, and a variety of neighborhood events throughout the year. Located just minutes from downtown Annapolis, shopping, dining, and major commuter routes.

2691 Claibourne Rd, Annapolis

Listing courtesy of Redfin Corp. Contact: 3016586186

$959,000
4 Beds 3 Baths
Beautifully updated and thoughtfully designed, this four-bedroom home offers exceptional indoor and outdoor living in the prestigious Annapolis waterfront community of Epping Forest. Where waterfront living and exceptional amenities combine to create an unparalleled lifestyle. This sought-after, water-privileged neighborhood features a new deep-water marina, wooded trails, a clubhouse overlooking the Severn River, tennis, pickleball and basketball courts, parks, and two sandy beaches perfect for swimming, relaxing, or launching your next adventure on the water. Inside, this beautifully designed home offers four spacious bedrooms, including a convenient main-level bedroom, ideal for guests, multigenerational living, or a private home office. The open, light-filled floor plan welcomes you with abundant natural light, effortless flow, and oak hardwood floors throughout, creating inviting spaces for both everyday living and entertaining. The chef’s kitchen is thoughtfully appointed with premium GE Café appliances, striking Blue-Eyed granite countertops, and abundant cabinetry, making meal preparation both functional and enjoyable. Just beyond, the inviting living room is anchored by a charming enclosed wood-burning fireplace, creating a warm and welcoming atmosphere throughout the seasons. The spacious dining area opens directly to the side patio, seamlessly extending indoor living and entertaining outdoors. Upstairs, the luxurious primary suite serves as a private retreat, featuring an expansive walk-in closet and a spa-inspired ensuite bath designed for relaxation. A charming Juliet balcony offers the perfect spot to enjoy a cool evening breeze or a quiet morning coffee. Two additional bedrooms and a well-appointed full bathroom provide comfortable accommodations for family and guests. The bright, finished lower level offers exceptional flexibility, with generous space for a recreation room, fitness area, media room, or home office. A large utility room with walk-out access to the rear patio adds both convenience and functionality. Outdoor living is equally impressive. The private patio provides an ideal setting for al fresco dining, morning coffee, or relaxing at the end of the day. Gather around the inviting fire pit on cool evenings, while the charming garden shed keeps outdoor essentials neatly organized. Beyond, a second secluded garden creates a peaceful retreat with plenty of room for family, friends, and pets to enjoy. The professionally landscaped and hardscaped grounds provide season-long color, beauty, and privacy, creating a tranquil outdoor oasis. Combining timeless style, thoughtful design, and the unmatched lifestyle of Epping Forest, this exceptional home offers a rare opportunity to experience the very best of Annapolis waterfront living. Epping Forest is a Special Tax District with an annual assessment of $2,003 and is governed by community Rules and Regulations.”

1724 Robinhood Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$745,000
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

$845,000
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:

$699,000
4 Beds 5 Baths
Some homes ask you to spend your weekends maintaining them. This one gives your weekends back. Imagine finishing work on Friday, closing the garage door, and deciding whether the evening calls for dinner in Eastport, cocktails downtown, a concert at City Dock, or simply inviting friends over because your house was built for exactly that. The heart of the home is a kitchen that doesn't hide the cook from the party. It was designed for people who love to entertain—an oversized island where everyone naturally gathers, abundant workspace, gas cooking, and an open flow that keeps every conversation going. Whether it's wine and appetizers for six or Thanksgiving for twenty, this is the room where people linger long after dinner is over. When the weather is perfect—and in Annapolis that's often—the party simply moves outside. Open the doors and the stunning double-sided fireplace connects the elegant dining room with the private deck, creating one seamless indoor-outdoor living space that's equally suited for quiet evenings with a glass of wine or unforgettable gatherings under the stars. Unlike many townhomes, you'll never wonder where everyone is going to park. The spacious two-car garage, driveway parking for two additional vehicles, generous guest parking nearby, and electric vehicle charging station make everyday life remarkably easy. Need space? You have four finished levels that adapt as your life changes. The top-floor retreat with its own full bath can become a guest suite, executive office, fitness studio, media room, or the private escape everyone wishes they had. And then there's the lifestyle. Walk or bike into Eastport. Meet friends downtown without worrying about parking. Spend the afternoon on your boat instead of behind a lawn mower. Travel for weeks knowing your home will be exactly as you left it. This is the kind of low-maintenance, lock-and-leave lifestyle that's becoming harder and harder to find in Annapolis. You don't have to sacrifice space to simplify your life. Here, you get both. If you've been searching for a home that feels sophisticated without feeling complicated, that offers luxury without demanding constant maintenance, and that lets you enjoy everything Annapolis has to offer instead of spending your weekends taking care of a house, you've just found it.

103 Norma Aly, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$950,000
4 Beds 4 Baths
Welcome to this exceptional 4-bedroom, 3.5-bath residence, beautifully renovated in 2017 in the highly sought-after, water-privileged community of Cape St. John. This outstanding home offers an ideal blend of luxury, comfort, and the coveted Chesapeake Bay lifestyle. Residents enjoy exclusive access to the South River, including a private beach, boat ramp, docks, pavilion, and playground. Whether spending the day on the water, gathering with neighbors, or taking in breathtaking sunsets along the shoreline, life here is defined by effortless waterfront living. Perfectly positioned on the corner of Cape St. John Road and Valley View Road, this well appointed home is designed for both refined entertaining and effortless everyday living. The professionally landscaped, fully fenced backyard creates a private outdoor retreat, highlighted by an elegant stone patio ideal for al fresco dining, evening cocktails, or relaxing around the fire pit under the stars. Inside, the open-concept living space is anchored by a dramatic six-foot fireplace, creating a sophisticated yet inviting atmosphere. The gourmet kitchen serves as the heart of the home, featuring a spacious quartz-topped island, soft-close cabinetry, and premium stainless steel appliances....perfect for casual gatherings and memorable celebrations alike. The main-level primary suite offers a luxurious private sanctuary, complete with a generous walk-in closet and spa-inspired en-suite bath. Upstairs three additional bedrooms and two-and-a-half baths provide ample space for family, guests, or dedicated office and flex spaces. The heated and air-conditioned garage adds exceptional versatility, ideal for a fitness studio, workshop, hobby space, or climate-controlled storage. Combining upscale finishes, thoughtfully designed living spaces, and access to one of Annapolis’ most desirable waterfront communities, this remarkable home offers a rare opportunity. to embrace the luxury lifestyle of Cape St. John! Located just minutes from Annapolis Town Center, restaurants, shopping and easy access to major highways Cape St John is the perfect location!

2978 Valley View Rd, Annapolis

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

$799,000
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
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

$1,025,000
4 Beds 3 Baths
Don’t miss this rarely available 4-bedroom, 2.5-bath Colonial in the highly sought-after, water-privileged community of Amberley. Fresh paint and abundant natural light create a warm and inviting atmosphere throughout. The kitchen is filled with natural light and offers gray-toned cabinetry, recessed lighting, a sunny breakfast area, and peaceful tree-lined views. Perfect for both everyday living and entertaining, the spacious family room offers a cozy gas fireplace with a charming brick surround, custom built-ins, and direct access to the rear covered porch. Overlooking picturesque Whitehall Creek, this tranquil outdoor retreat provides the perfect setting to gather with friends or unwind while taking in the serene waterfront scenery at any time of day. Just beyond is a versatile formal dining area framed by lovely front lawn views. Whether hosting memorable dinners, creating a cozy sitting room, or using the space as a private home office, this room offers flexibility while enjoying a peaceful scenery. A nearby powder room and laundry room add convenience and functionality. Retreat upstairs to the spacious primary suite, where large windows adorned with plantation shutters fill the room with natural light. The walk-in closet is thoughtfully outfitted with a custom organization system, while the en-suite bath offers a tiled walk-in shower, creating a comfortable and private retreat at the end of the day. Three additional bedrooms, each with ample closet space, share a well-appointed hall bath with a tub/shower combo, completing the upper level. The unfinished lower level provides abundant storage space and shelving with the possibility for future expansion if finished. An attached two-car garage, complete with a built-in workshop, is ideal for hobbyists, DIY enthusiasts, or extra storage needs. An extended driveway offers ample off-street parking for 4+ cars. With nature as your backdrop, this spectacular 29,500 sq ft lot is an entertainer's dream. Create your own private oasis with breathtaking riverfront views and a meandering pathway leading to your private boat slip. Enjoy endless opportunities to relax or entertain outdoors, from cozy evenings around the firepit on the brick patio to peaceful mornings surrounded by mature trees that provide beauty, privacy, and a serene setting year-round. Amberley's exceptional amenities further enhance this waterfront lifestyle. Residents enjoy access to three community piers with 45 boat slips, kayak and dinghy racks, a kayak launch pier, and a boat ramp. In addition, more than 15 acres of preserved forest and open fields offer walking trails and scenic vistas, making this a truly special place to call home.

700 N Holly Dr, Annapolis

Listing courtesy of Keller Williams Capital Properties. Contact:

$6,995,000
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

$1,950,000
4 Beds 3 Baths
Stunning offering in gated Epping Forest! This mid-century modern waterfront sanctuary rises above Saltworks Creek on a quiet protected cove all on a .34 Acre lot—where timeless design meets an ethereal, peaceful connection to the water and outside. Originally built in 1978, the almost 3600 sq. ft residence recently underwent a comprehensive renovation inside and out while honoring Mid-Century authenticity and maintaining an effortless flow and contemporary preference. From the street side, the home presents a timeless silhouette with a recent 70K Elevator with ramp that serves as a secondary entrance servicing 2 out of the 3 levels. Waterside, the home is the ultimate expression of blurring the line between nature and interior with floor to ceiling glass walls, 8' sliding glass doors and unobstructed views from the deck. This home wasn't designed to look at the water but rather live with it. A massive stone central fireplace is the heart of the living area creating a cozy architectural retreat. Tasteful modernization but true to its mid-century roots, every element of the home has been considered preserving the architectural integrity while offering the comfort and convenience expected today. More than a home, this is a rare opportunity to own a piece of design history- reimagined for modern waterfront living. Email for list of 925K spent on restoration since purchase including brand new private pier and brand new Kitchen and all 3 Full Baths. Epping Forest is a Gated Waterfront Community on the Severn River with a community beach, waterfront clubhouse with restaurant and bar, tennis/pickleball and marina (new marina is currently under construction) Strong neighborhood connections where neighbors treat each other like family and fun happens weekly! Year around community events codify friendships, 4th of July Fireworks, Oyster & Bull Roast, Boat Club, Summer Volleyball League, community chapel, yoga & summer camps. Come experience the best Chesapeake Bay Maritime Annapolitan Lifestyle around! Epping Forest Inc is a special benefit tax district with bylaws and binding rules and regulations with Non-Riparian Waterfront. Special financing via Pentagon Federal Credit Jumbo 7/6 ARM available to low as 5.50%.

1739 Vineyard Trl, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$2,950,000
4 Beds 5 Baths
Perfectly positioned on one of the most coveted streets in Historic Annapolis, just steps from State Circle, the United States Naval Academy, City Dock, waterfront dining, boutiques, and yacht clubs, 238 King George Street offers a rare opportunity to own a completely reimagined luxury residence in the heart of Maryland’s capital city. Blending timeless historic charm with the modern conveniences today's discerning buyer expects, this exceptional home was extensively renovated and expanded in 2006–2007 and thoughtfully updated through 2025, including a new roof, HVAC systems, and water heater. Inside, four beautifully finished levels offer elegant living and entertaining spaces filled with natural light, custom millwork, rich hardwood flooring, high ceilings, and refined architectural details throughout. The gourmet kitchen opens seamlessly to inviting gathering spaces designed for both intimate evenings and large-scale entertaining, while the finished lower level with high ceilings and private walk-out entrance provides exceptional flexibility for guests, recreation, or a private office. The upper-level loft retreat offers additional living space ideal for guests, a studio, or a luxurious private sanctuary. Enjoy views of the iconic Naval Academy Chapel dome, a daily reminder of the unparalleled location and lifestyle this home affords. Rare off-street parking adds tremendous value and convenience, while the lock-and-leave nature of the property makes it ideal as a primary residence, weekend retreat, or executive pied-à-terre. Offered substantially furnished with only a few exclusions, this remarkable home provides the opportunity to move in and immediately begin enjoying the very best of Annapolis living. Luxury, history, walkability, and convenience converge at one of the city's most prestigious addresses.

238 King George St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$1,150,000
4 Beds 4 Baths
Escape to your New Sanctuary on a 1.17 Acre Lot. Welcome to the Birch Model, one of our premier homes designed for those who desire the best in space, style, and comfort. This home offers everything you need for luxurious living. UP TO 5 Bedrooms: Perfect for large families or those who enjoy hosting guests, each bedroom is spacious and thoughtfully designed. UP TO 4.5 Bathrooms: Enjoy the convenience of four full bathrooms and a powder room, providing ample space and privacy for everyone. Extra Storage Space: Keep your home organized with plenty of storage throughout, including a dedicated storage room! Walk-In Pantry: A spacious pantry provides ample storage for all your kitchen essentials and more. Butler’s Bar: Entertain in style with a dedicated butler’s bar, perfect for serving drinks and hors d’oeuvres. Dedicated Office: An ideal space for working from home, studying, or managing household affairs. Open and Inviting Layout: The Birch Model features a seamless flow between the kitchen, dining, and living areas, perfect for both everyday living and entertaining. Luxurious Owner’s Suite: Retreat to your private haven, featuring a spacious bedroom, a spa-like en suite bathroom, and a large walk-in closet. Optional Upgrades and Customizations: Personalize your Birch Model with a variety of finishes, fixtures, and additional features to make it truly your own. The Birch Model offers unparalleled luxury and space, making it the perfect home for those who want it all. Discover what makes this home truly exceptional. Contact us today to schedule a tour and learn more about available customization options!

1353 Yorktown Rd, Annapolis

Listing courtesy of The Pinnacle Real Estate Co.. Contact:

$924,900
4 Beds 3 Baths
Rarely does a home offer the perfect combination of over half an acre of privacy, neighborhood beach access, a heated and cooled 3-car garage, and the highly sought-after Broadneck school district—all just minutes from downtown Annapolis and the Chesapeake Bay. Arrive home by passing scenic, conservation-protected farmland before entering the desirable Pleasant Plains community. From the moment you step through the welcoming foyer, you'll appreciate the abundance of natural light and thoughtfully updated living spaces. The recently renovated kitchen flows seamlessly into the dining area, creating the ideal setting for everyday living and effortless entertaining. Just beyond the main living area, a spacious family room offers plenty of room to gather with friends and family, watch the big game, or simply unwind. Double sliding doors open to an expansive deck overlooking a fully fenced, 0.5+ acre backyard that blends open lawn with mature trees—perfect for summer barbecues, outdoor games, a swing set, pets, or peaceful evenings surrounded by nature. Upstairs, you'll find four generously sized bedrooms, two full bathrooms, and the convenience of a second-floor laundry room. The impressive primary suite features vaulted ceilings, a large walk-in closet, and a beautifully appointed en-suite bath complete with dual vanities, a soaking tub, and a separate walk-in shower. The lower level provides exceptional storage with two fully encapsulated crawl spaces equipped with a dehumidification system installed in 2020, ensuring clean, dry, and easily accessible storage year-round. Car enthusiasts, hobbyists, or anyone needing extra workspace will appreciate the heated and cooled, epoxy-finished three-car garage with abundant storage. Outside, the setting is just as special. A picturesque sod farm directly across the street creates a peaceful, open landscape, while the quiet neighborhood roads are ideal for walking, biking, and enjoying the outdoors. Just a short stroll away, residents enjoy neighborhood beach access where you can launch a kayak, watch sailboats drift by, or take in breathtaking Chesapeake Bay sunsets. This is a rare opportunity to enjoy privacy, modern updates, water access, and an unbeatable Annapolis location—all in one exceptional property. Recent Improvements Include: New roof (2020) Kitchen appliances (2020) Two encapsulated crawl spaces with dehumidification system (2020) Sidewalk and driveway leveling (2021) Ductless mini-split HVAC system (2022) Fresh interior paint (2026) Refinished hardwood floors (2026)

1469 Pleasant Lake Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$1,100,000
4 Beds 5 Baths
Stately brick traditional in sought-after Bowen Manor community. - Turn key,move- in ready just minutes from Historic Annapolis, major commuter routes, and marinas. Offering spacious, bright living throughout. Built with numerous custom upgrades and additions by the original owner, this beautifully maintained residence combines timeless elegance with thoughtful design and very low maintenance From the moment you open the handsome front doors, you'll appreciate the rich Brazilian cherry hardwood floors,elegant crown molding and timeless architectural details throughout this beautiful home. A private first-floor office with French doors and a sunny window provides the perfect space for working from home, reading or a quiet retreat. Designed for both comfortable living and entertaining, the chef's kitchen features gas cooking, center island, and generous gathering space flowing seamlessly into the inviting family room with a cozy gas fireplace. The luxurious primary suite offers a private sitting room, tray ceilings, and an generous walk- in closet. Four spacious bedrooms provide room for family and guests alike. Bedroom level laundry room. The walkout lower level is ideal fro expansive family room, second gas fireplace, and access to a wonderful brick patio area - perfectly suited for a future hot tub installation. Generous amounts of storage, the insulated under- deck drainage system helps keep the patio protected from rain. Additional highlights include all TVs convey, security system, and electric air filtration system. Perfectly located with convenient access to BWI Airport and just 15 minutes to the Beltway, this exceptional property offers comfort, convenience, and enduring quality. A warm and welcoming home you'll proudly call "Home Sweet Home"

216 Bowen Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$10,850,000
4 Beds 7 Baths
An extraordinary expression of waterfront luxury, this architecturally significant estate represents a rare convergence of world class design, craftsmanship, and lifestyle. Located within the prestigious enclave of Wimbledon Farms, surrounded by grand estates and moments from local vineyards and equestrian facilities, the residence was masterfully conceived by acclaimed architect Scarlett Breeding and flawlessly built by Pyramid Builders. A complete refit elevated the home to an uncompromising standard where timeless architecture and modern sophistication exist in perfect harmony. An enchanting winding crushed gravel driveway framed by Belgian block curbing sets the tone for the remarkable experience that awaits. Perfectly positioned with western exposure, the property captures breathtaking sunsets as golden light melts into the horizon across the river and the surrounding landscape. Professionally designed landscaping creates a lush resort like setting that enhances the home’s striking architectural presence. Inside, high lacquered woodwork, bespoke millwork, hidden passage doors, attention to detail, and coffered ceilings create an atmosphere of refined sophistication. Ultra luxe Chesneys fireplace surrounds anchor multiple living spaces with warmth and elegance, while expansive walls of glass frame sweeping water views and seamlessly connect the indoors with the surrounding waterfront setting. A richly appointed wood-clad office with custom built ins offers an executive retreat designed for both privacy and inspiration. At the heart of the residence, the extraordinary St. Charles kitchen rivals those found in internationally celebrated estates, featuring Premier custom cabinetry, a statement Le Cornue range and island, exquisite fixtures, and an artisan-crafted focal point range hood, all designed for elevated entertaining and effortless daily living. Outdoor living reaches resort caliber with an elevated spa and a spectacular four sided overflow vanishing edge pool, where the waterline sits flush with the pool edge, creating a seamless visual connection to the river beyond. Exotic Ipe hardwood decking surrounds the pool and expansive rear terrace, while pergolas and a screened porch provide beautifully designed spaces for entertaining and relaxation. A new private pier, private beach, and panoramic river and pond views complete this extraordinary waterfront lifestyle. The upper level offers four luxurious ensuite bedrooms, including a phenomenal primary suite with sweeping water views, barrel ceiling, a fireside sitting room, a boutique inspired dressing gallery, and a spa quality bath with a soaking tub overlooking the water. Integrated Control4 home automation delivers effortless comfort and convenience throughout. Tucked away on the coveted Annapolis Neck peninsula, Wimbledon Farms offers a rare blend of tranquility, exclusivity, and convenience. Just moments from Downtown Annapolis and major commuter routes, the setting feels worlds away, defined by peaceful surroundings and an unmistakable sense of retreat. Encompassing only 19 estate homesites, this intimate waterfront enclave is gracefully bordered by Harness Creek and the South River, creating a breathtaking backdrop for both sunrise and sunset vistas. Residents enjoy a warm yet private community atmosphere, highlighted by occasional neighborhood gatherings and an expansive marina on protected Harness Creek, a prized deep water haven known for its calm, sheltered waters and exceptional boating access. Welcome Home!

3344 Harness Creek Rd, Annapolis

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

$7,250,000
4 Beds 4 Baths
Perfectly positioned along the waterfront in the prestigious Murray Hill neighborhood of Annapolis, this extraordinary estate represents a rare opportunity to own a fully reimagined luxury residence where privacy, walkability, boating lifestyle, and architectural sophistication converge in one of the East Coast’s most coveted waterfront settings. RenownedBohan Contracting has been extensively renovating the home since October 2025. The home has not been lived in since completion, offering an exceptionally rare “like-new” experience where every finish, appliance, system, and curated detail remains untouched. Set on an unusually expansive waterfront lot for downtown Annapolis standards, the property delivers a sense of scale and privacy that is nearly impossible to replicate within Murray Hill. Mature landscaping, multiple outdoor living spaces, Brazilian Ipe decking, and panoramic water views create a setting that feels worlds away while remaining just moments from the energy and charm of downtown Annapolis. Designed for the discerning buyer seeking a refined waterfront retreat, the residence effortlessly balances elevated entertaining with relaxed coastal living. Whether arriving by boat after a day on the Chesapeake Bay, hosting sunset gatherings overlooking Spa Creek, or enjoying peaceful mornings watching sailboats drift by, the home was designed around an experience. Inside, timeless design and modern luxury unfold at every turn. The fully reimagined chef’s kitchen rivals those found in premier custom estates, anchored by a complete JennAir Noir appliance suite including a 48-inch dual-fuel range with double ovens, professional refrigeration, dual integrated dishwashers, multiple beverage centers, built-in ice maker, and a butler's pantry designed as both a prep and entertaining space. Custom Schrock “Trademark” maple cabinetry, designer-selected Waterworks fixtures, Calacatta Miraggio Cielo quartz with dramatic waterfall detailing, and layered architectural lighting elevate the space into a true showpiece. Throughout the residence, every finish was intentionally selected to create warmth, sophistication, and understated luxury. Wide-plank white oak flooring, custom white oak ceiling beams, Restoration Hardware lighting, Baldwin hardware, integrated Sonos audio throughout the home, Lutron lighting controls, custom plaster fireplaces, upgraded insulation for sound attenuation, and CAT6 wiring provide the seamless blend of craftsmanship and modern infrastructure expected at this caliber of home. The primary suite serves as a private sanctuary, complete with custom built-ins, boutique-style California Closets systems, integrated laundry, and a bespoke fireplace designed to create an atmosphere reminiscent of a luxury waterfront hotel suite. Every secondary space continues the same level of thoughtful execution and design continuity rarely achieved in residential renovations. Outside, the waterfront experience becomes truly exceptional. A private pier with electric, boat lift, paver stone extended driveway, refinished gates, and oversized outdoor entertaining areas creates a lifestyle tailored for effortless luxury. The property’s unique positioning offers both protected water access and breathtaking views while maintaining an uncommon sense of seclusion in the heart of Annapolis. Located just minutes from Downtown Annapolis, the United States Naval Academy, award-winning restaurants, yacht clubs, boutique shopping, and private aviation access, this home is ideally suited for the executive or entrepreneur seeking an uncompromising second home or primary waterfront residence within easy reach of Washington D.C., Northern Virginia, Philadelphia, and New York. The ability to enjoy a true luxury waterfront lifestyle with boating access, walkability, privacy, and substantial land all within one of Annapolis’ most prestigious neighborhoods is extraordinarily rare.

11 S Acton Pl, Annapolis

Listing courtesy of Real Broker, LLC - Severna Park. Contact: 8445517325

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