Annapolis Single Family Properties for Sale

Step into this beautiful 1924 cedar shake home in Homewood where original character meets thoughtful modern additions and upgrades. This is not a flipped home – one household has lived here for 30 years. It has been meticulously maintained, updated and restored. Almost 1500 square feet of living on one floor provides unexpected space and flow. This doesn’t include a finished basement. The original part of the home is charming and well preserved. It has beautiful plaster walls and ceilings with no cracks – it has been skillfully skim coated throughout. The original Douglas Fir floors have been recently sanded and refinished. French doors divide the dining room and living room, along with a pocket door. The full bath is a reflection of the timeless style of the era, with pedestal sink, black and white tile floor and floating cabinet with custom walnut top, designed by a master craftsman. The tiled walls align this jack and jill bathroom separating 2 bedrooms. The dining room leads to the heart of the home – a one-of-a-kind, custom modern kitchen with Brazilian quartzite countertops, high gloss cabinetry, custom built ins, hand cut porcelain backsplash, skylight, new stainless steel appliances, and custom hand-built fan hood. Attached to the kitchen is a gorgeous, intimate, boutique bar, which adjoins the family room, offering an open living space. The kitchen, bar and family room have unique short-planked 3/4 tongue and groove maple floors. Off the family room are large glass doors, leading to the deck. Next, the large master suite with its own full bathroom, featuring a soaking tub, tile floors, walls and double vanity. The spacious master bedroom features 3 closets and ¾” tongue and groove oak floors. The finished basement adds flexible space for a media room and office or guest suite. The full bathroom features tile floors, a stand alone shower and vanity. The basement also includes finished laundry area, storage room and pantry. The roof was recently inspected and is in good shape. A large unfinished attic, that spans the entire home, offers endless storage space. The entire home has been updated with dimmable LED recessed lighting, providing multiple lighting options in every room. HVAC consists of Trane A/C until and Carrier gas furnace. The beautiful mature, landscaped double lot adds tremendous value to this homestead. It is a private retreat with a beautiful canopy of well-established trees, a large low maintenance composite deck, and separate flagstone patio. The outdoor space is quiet and serene, offering plenty of room to dine, entertain, garden and gather. A cottage-style cedar shake detached garage completes the package. The highly desired Homewood neighborhood is hard to beat. Lined with trees, it’s a short distance to the historic Annapolis waterfront, Navy stadium, and a wide selection of lively restaurants and bars. This home has easy access to Washington DC or Baltimore or the Bay Bridge. Don’t miss the opportunity to own this rare gem! Note: no photos are taken with a wide angle lens – they accurately represent the space.

113 Mckendree Ave, Annapolis

Listing courtesy of Homecoin.com. Contact:

$525,000

Welcome to 911 Blue Ridge Drive, a freshly painted 4-bedroom, 2-bath split foyer just a short walk to Broadneck High School. At .53 acres, this private, tree-lined lot is far larger than most in the neighborhood, offering space and privacy that are hard to find. The heart of the home is the kitchen, featuring refreshed oak cabinetry, brand-new quartz countertops, new hardware, and like-new stainless steel refrigerator, range, and dishwasher (2025). Just beyond, the light-filled living room offers a cozy fireplace and newer carpet (2024), while three upstairs bedrooms and two full baths include a spacious primary suite. The hall bath offers a clean, modern look with new flooring. The walkout lower level adds even more living space, with a large family room centered around a wood-burning stove, a versatile bonus room ideal for a 4th bedroom, office, or den, and a dedicated laundry/utility room. Major systems are already handled, with a new roof (2024), new water heater (2025), whole-home water filtration/Reverse Osmosis system (2025), well tank (2024), well pump (2025), and well certification (2026), giving buyers real peace of mind. Out back, a large deck overlooks the huge, flat, fenced yard, with plenty of room to entertain, garden, or let kids and pets roam, and a low-maintenance turf patio tucked underneath. As a Cape St. Claire resident, you’ll enjoy access to the community’s sought-after amenities, including beaches, boat ramps, a pier, a clubhouse, and playgrounds, all just minutes from Route 50, downtown Annapolis, and Sandy Point State Park. With its oversized lot, generous living space, extensive recent updates, and convenient Cape St. Claire location, 911 Blue Ridge Drive offers the space and flexibility buyers are looking for, both inside and out. Move-in ready and close to schools, community amenities, Annapolis, and major commuter routes, this is a home that is ready to be enjoyed for years to come.

911 Blue Ridge Dr, Annapolis

Listing courtesy of HomeSource Pro Real Estate. Contact:

$1,795,000

EXPANSIVE WATERVIEWS OF THE SEVERN RIVER!!!! Charming home overlooking fantastic waterviews!! Extensive renovation took place in 2019 included second floor Primary suite addition(includes full bath and walkin closet), beautiful new kitchen, Hardwood floors throughout, new windows, new powder room, new main level laundry, renovated main level full bath, new architectual shingle roof, new electric and HVAC heat pump with gas backup. Whole house generator! recent improvement include new patio pavers and walkway,exterior just painted with new composite shutters and garage door. This home has great curb appeal. Once inside the waterviews are fantastic!! Beautiful kitchen with granite counters opens to the sun filled family room. Hardwood floors are stunning. The Primary addition is a private oasis and again you won't take your eyes off of the WATERVIEWS!! The community offer a beach on the Severn River and community docks. Minutes by car or boat to downtown Annapolis. Perfect party house for Blue Angles!! This truely is a MUST SEE!!

219 Riverside Dr, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

$1,475,000

5 Beds ⋅ 5 Baths

*All professional photos expected by 11/11 or 11/12.* Brand-new construction completed in 2026 by a local custom home builder, this stunning home in Oyster Harbor offers the finishes and attention to detail of a custom-built home, without the time and decisions that come with building one yourself. From the moment you step inside, you'll notice the thoughtful design and craftsmanship, starting with a one-of-a-kind glass-enclosed wine room just off the entry. Wide-plank white oak hardwood flooring, 9-foot ceilings, and 8-foot doors in select areas add to the home's open, upscale feel. The kitchen is an absolute showstopper, featuring custom-painted cabinetry with soft-close doors, crown molding, a custom range hood and shelving, KitchenAid appliances, Kohler fixtures, a Zellige tile backsplash, and beautiful Calacatta Miraggio Cove quartz countertops. An oversized island comfortably seats five or more, while a separate coffee/espresso bar and walk-in pantry provide even more functionality. Just off the kitchen, a main-level bedroom offers the flexibility of a guest suite or second primary suite. Upstairs, the spacious primary suite features Pottery Barn sconce lighting, an oversized walk-in closet, and a spa-like bathroom complete with Kohler fixtures, electronic shower controls, and an illuminated shower niche. The two additional bedrooms share a beautifully finished Jack-and-Jill bathroom with custom tilework, and the laundry room is conveniently located on the upper level. The finished lower level features a custom-built entertainment center with space for a future bar, creating another great area to relax or entertain, as well as another bedroom and access to the backyard. Outdoor living is just as impressive, with multiple front balconies, including a screened balcony off the primary suite, and an expansive rear deck off the kitchen. Enjoy partial views of Oyster Creek from both the primary bedroom and main living area. Located in the highly sought-after Annapolis-community of Oyster Harbor, residents enjoy direct water access, a community beach, boat ramp, boat slips, kayak storage, playground, gazebo, and picnic areas. Oyster Harbor operates as a Special Community Benefit District, with community fees collected through Anne Arundel County property taxes rather than a separate HOA fee. A rare opportunity to own a brand-new, thoughtfully designed home in one of Annapolis's established waterfront communities.

1233 Washington Dr, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

$925,000

**COMING SOON – BRAND NEW CONSTRUCTION IN ANNAPOLIS, MD!** Your opportunity to own a stunning new construction home in Annapolis! Thoughtfully designed with modern finishes, spacious living areas, and an open, inviting layout, this beautiful home offers the perfect combination of style, comfort, and functionality. Boasting over 2,500 square feet of above-grade living space, plus an expansive unfinished basement offering the potential for over 3,000 square feet of total space, this home has room to grow! Step inside to discover gorgeous hardwood floors, soaring 9-foot ceilings, and an abundance of living and entertaining space. The main level features both a living room and family room, providing flexibility for everyday living and gatherings. The beautifully designed kitchen features a center island perfect for meal preparation, casual dining, and entertaining. A dedicated dinette and sun-filled morning room with sliding glass doors and a transom window create an inviting space to enjoy your morning coffee or unwind at the end of the day. A convenient main-level bathroom completes this floor. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite featuring a walk-in closet and private ensuite bath with a luxurious shower complete with a rainfall showerhead and handheld wand. Three additional bedrooms, a full hall bath, and convenient upper-level laundry make everyday living a breeze. The unfinished lower level offers endless possibilities for future living space, complete with a bathroom rough-in and exterior stair access. Whether you envision a recreation room, home gym, office, or additional entertaining space, the possibilities are yours! An attached two-car garage adds even more convenience. Enjoy the peace of mind and low-maintenance appeal that comes with brand-new construction, all in the desirable Annapolis area. **Don't miss the opportunity to make this beautiful new construction home your own!**

300 Forest Beach Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

$2,100,000

Homes this charming and inviting located on Horn Point in Eastport don't come on the market that often! This delightful home exudes classic elegance and modern comfort. Updates are already completed so you don't have to do a thing but move right in. The open floor plan with immaculate hard wood flooring invites you to relax or entertain. The kitchen and family room "great room" and gas fireplace overlook the private patio and gardens. A huge bonus is the large, primary bedroom suite on the main level. Loads of natural light everywhere in this home. Beautiful renovation with four spacious bedrooms and two and a half baths, the layout is designed for both relaxation and entertaining. The heart of the home features a family room that flows seamlessly into the kitchen, complete with an inviting island and upgraded countertops. Enjoy cozy evenings by the fireplace, adorned with glass doors and a classic mantel. The hardwood floors throughout add warmth, while built-ins provide both style and functionality. The unfinished basement offers potential for customization, with walkout stairs leading to the landscaped yard, perfect for outdoor gatherings. This urban gem is just blocks from the Severn River, where you can enjoy leisurely walks or hop on a boat and enjoy the Chesapeake Bay. The community is vibrant, with local parks, shops, and dining options that foster a friendly atmosphere. There's ample space for gardening or play. Parking is a breeze with a driveway and on-street options. This home is not just a property; it's a place where memories are made, surrounded by a welcoming community that truly feels like home.

513 First St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$725,000

Professional photography and more remarks coming soon…

123 Maple Dr, Annapolis

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

$925,000

6 Beds ⋅ 3 Baths

Imagine ending your day on a wraparound porch, watching the sun set over Hillsmere Lake! Welcome to 611 Harbor Drive, a six-bedroom, three-bath Colonial offering approximately 3,200 square feet of living space, beautiful water views, and the sought-after amenities of Hillsmere Shores. Situated on a generous one-third-acre lot, this home was completely renovated in 2001 and offers an open, inviting floor plan with generously sized living and gathering spaces. The kitchen flows into the dining and living areas and features stainless steel appliances installed in 2025, a gas range, and a vent hood. An electric fireplace, also added in 2025, brings warmth and ambiance, while a separate, spacious family room provides additional room to relax or entertain. A main-level bedroom and full bathroom offer wonderful flexibility for guests, multigenerational living, or a home office. Upstairs, the primary suite overlooks Hillsmere Lake and features a closet with built-in storage and a private bath with a double vanity and bathtub. Several additional bedrooms also enjoy water views, and a dedicated second-floor laundry area adds everyday convenience. Recent improvements include refinished main-level hardwood floors, new carpeting and luxury vinyl plank flooring upstairs, updated kitchen appliances, and the electric fireplace, all completed in 2025. Outdoor living is equally inviting, with multiple seating areas on the wraparound front porch, a new vinyl deck overlooking the fully fenced backyard, and a one-car carport equipped with two Tesla charging stations. As part of the water-privileged Hillsmere Shores community, residents enjoy access to a beach, marina, and boat ramps, with the South River and Chesapeake Bay beyond. There is also a community pool that is home the Hillsmere Hammerhead swim team. Whether you're drawn to the sunset views, flexible living spaces, or the waterfront lifestyle, 611 Harbor Drive offers a wonderful opportunity to enjoy Annapolis living!

611 Harbor Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

$2,997,000

Rare Opportunity!!! A private retreat on nearly 5 acres of waterfront property minutes from downtown Annapolis! Singularly situated on the peninsula of Porter Point, the home enjoys panoramic views of the South River and Broad Creek from almost every room. This spacious sanctuary has four bedrooms, four full bathrooms, and multiple living spaces perfect for friends and family gatherings. A private office (possible fifth bedroom) is optimal for work-from-home while the covered flagstone patio and lounge with a wet bar are ideal for entertaining. Every bedroom accesses the wrap-around deck and the primary bedroom enjoys an almost 180 degree view of the water. The top floor is a loft with an unbeatable vista out to the Chesapeake Bay. This spacious interior is complemented by the expansive grounds which include a heated in-ground pool, putting green, and deep water pier with a private tidal beach. With an ideal location only ten minutes to downtown Annapolis, thirty minutes to BWI, and forty minutes to Baltimore or Washington, D.C. - this is seclusion without exclusion! Solar recently installed (late 2024), geothermal HVAC ( 2020), well-water, and generator.

2929 Southaven Dr, Annapolis

Listing courtesy of Smart Realty, LLC. Contact:

$675,000

Nestled in the charming Cape St. Claire community, this delightful Colonial home offers a perfect blend of comfort and modern living. With 4 spacious bedrooms and 3.5 bathrooms, provides ample space for relaxation and entertaining. Step inside to discover a warm and inviting interior featuring beautiful hardwood flooring on main level. The heart of the home is the well-appointed kitchen, complete with stainless steel appliances, an eat-in area, and plenty of table space for casual dining. The formal dining room with wood burning fireplace, sets the stage for more elegant gatherings or space could easily be converted to another gathering space. Enjoy the luxury of a private bath ensuite in primary bedroom and take advantage of the walk-in closet for all your storage needs. Natural light floods the home through two bay and double-hung windows, enhancing the inviting atmosphere. Recessed lighting and wainscotting add a touch of sophistication. Lower level with family room and full bath offers an egress window access, The exterior of the home is equally appealing, featuring low-maintenance vinyl siding and thoughtful bump-outs that add character. The corner lot, spanning 0.26 acres, offers a level yard perfect for outdoor activities and gardening. An expansive deck off the kitchen with custom roll out awning is perfect for grilling, dining or simply relaxing. Enjoy serene views of the fenced rear yard and take advantage of the community's water access to the beautiful Magothy River, ideal for kayaking, swimming and fishing enthusiasts. Cape St. Claire is not just a neighborhood; it's a vibrant community with a wealth of amenities. Residents can enjoy access to a ball fields, basketball courts, and picnic areas. Kayak, paddle board or take a quick swim in the water accessed areas. The local beach and playgrounds provide endless opportunities for outdoor fun. Community pool available with membership at additional cost, With well-maintained common areas and a strong sense of community, this area is perfect for those seeking an active lifestyle. Public services are readily available, making daily life convenient and enjoyable. Local shopping nearby include grocery, coffee shop, hardware, restaurants as well as other shops & businesses, This home is more than just a property; it's a place where memories are made. Experience the warmth and charm of Cape St. Claire living, where comfort meets convenience.

982 Mount Holly Dr, Annapolis

Listing courtesy of Synergy Realty. Contact:

$1,199,900

4 Beds ⋅ 5 Baths

Backing to a wooded setting, this beautiful home features 4 bedrooms, 4.5 bathrooms, and a welcoming front porch. The gourmet kitchen boasts quartz countertops, stainless steel appliances, and a chimney-style range hood. Enjoy additional entertaining space in the finished recreation room, complete with a wet bar. Window blinds, washer, and dryer are also included.

115 Stilly Way, Annapolis

Listing courtesy of Builder Solutions Realty. Contact:

$700,000

An incredible, rare opportunity in a peaceful and sought-after Annapolis community! Tucked away on a quiet cul-de-sac and set on a lush 0.76-acre lot, 1085 Carriage Hill Court is a charming English Cotswold cottage reproduction offering endless potential for investors, renovators, or buyers looking to build sweat equity. Sold entirely AS-IS, this home is ready for a complete refresh or total transformation. The existing layout boasts strong architectural bones, including a family room with vaulted ceilings and a stacked stone fireplace, a primary suite with a sitting area/loft, and a bonus room over the garage. Outside, the sprawling, peaceful lot backs to trees, offering a private refuge ready for your personal touch. Residents enjoy fantastic neighborhood amenities including basketball courts, tennis and pickleball courts, a playground, and open green space. All of this is ideally located just minutes from historic downtown Annapolis, local dining, shopping, and major commuter routes (I-97 & Route 50). Bring your vision, and capitalize on a premier Annapolis location!

1085 Carriage Hill Ct, Annapolis

Listing courtesy of Compass. Contact:

$1,499,000

16 Beds ⋅ 6 Baths

This brand new, fully renovated 16-bedroom, 6-bathroom residence in Annapolis offers an exceptional opportunity for assisted living or specialized care operations. Thoughtfully redesigned and fully permitted with the county for use as an assisted living facility, the property combines modern upgrades with full regulatory compliance. The spacious layout features three separate living areas, providing flexibility for resident comfort, programming, or private quarters. A full kitchen serves the home, complemented by two additional kitchenettes for added convenience and efficiency. Designed with accessibility and safety as top priorities, the entire home is ADA compliant and equipped with two separate ramp entrances for easy access. Safety features include illuminated exit signage, a fire sprinkler system throughout, and pre-wiring for security cameras to ensure peace of mind. This turnkey, code-compliant property is ideal for operators seeking a move-in-ready assisted living home built to meet today’s safety, accessibility, and comfort standards. Conveniently located minutes from Sandy Point State Park. Additionally the home is close by Luminis Anne Arundel Hospital.

1349 Yorktown Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

$965,000

OPEN SUN 11-1pm! Welcome to 46 Lafayette Avenue, nestled in the heart of Murray Hill, one of Annapolis' most desirable and walkable neighborhoods! Perfectly situated in this charming historic community, this exceptional home is within walking distance to Lafayette Waterfront park, and a little more than a block from the vibrant shops and restaurants on West Street and all the excitement of Downtown Annapolis. Rich in character and thoughtfully updated, this beautiful home seamlessly blends historic charm with modern conveniences. Original pine floors welcome you inside, leading to a stunning gourmet Kitchen featuring a gorgeous marble center island, stainless appliances, and classic subway tile backsplash. The Kitchen flows effortlessly into the inviting dining and living spaces,, creating the perfect setting for everyday living and entertaining. Attention to detail is evident with custom plantation shutters, upgraded lighting, convenient main level laundry, and a charming covered front porch, ideal for relaxing and enhjoy the neighborhood atmosphere. Offering 3 finished levels this home features four BR's, a cozy sitting area, and a dedicated home office, providing wonderful flexibility for today's lifestyle. Step outside to your private backyard patio and garden, an inviting retreat perfect for gatherings. There is a full unfinished basement providing convenience and dry storage. Significant improvements since 2018 include updates to the roof, HVAC and exterior adding to this home's appeal. This is your opportunity to own in Murray Hill and enjoy the charm, character and walkable lifestyle of Annapolis.

46 Lafayette Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$799,000

Ideally situated in the desirable, water-privileged community of Riva Trace, 203 Autumn Chase Drive offers an inviting blend of thoughtful updates, comfortable living, and an exceptional Annapolis location. Set on a desirable corner lot with a level yard, this four-bedroom, two-and-a-half-bath home has been extensively refreshed with all-new interior paint, flooring and carpeting, updated light fixtures throughout, newly added recessed lighting, new kitchen appliances, and new shutters. Additional improvements include a new washer and dryer, new hot water heater, a refreshed fireplace, and an impressive three-panel sliding glass door opening to the backyard, creating a seamless connection between indoor and outdoor living. The result is a fresh, modern feel with a welcoming atmosphere and move-in-ready appeal. The upper level features four bedrooms, including a spacious primary suite, along with the convenience of an upstairs laundry room. The main level offers comfortable gathering spaces and a powder room, while the finished lower level provides additional flexibility for recreation, entertaining, or working from home, with a rough-in for a future bath. A two-car garage adds convenience and additional storage. The basement photo has been virtually staged. Residents of Riva Trace enjoy an array of community amenities, including waterfront access along Gingerville Creek with a community pier and floating dock, tennis and pickleball courts, basketball, playground, picnic areas, walking trails, outdoor fitness stations, and kayak and canoe storage. Just minutes from historic downtown Annapolis, waterfront dining, boutique shopping, and everyday conveniences, the location offers easy access to major commuter routes, including Route 50 and I-97, providing convenient connections to Washington, D.C., Baltimore, and BWI Thurgood Marshall Airport. Offering the perfect balance of neighborhood charm, waterfront recreation, and regional accessibility, 203 Autumn Chase Drive is an exceptional opportunity to experience the best of the Annapolis lifestyle. Welcome Home!

203 Autumn Chase Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

$799,900

Nestled in the charming community of Cape St. Claire, this stunning transitional-style home offers a perfect blend of comfort and modern living. Built in 2008, this detached residence boasts 3,252 square feet of thoughtfully designed space, featuring four spacious bedrooms and two and a half bathrooms. The kitchen is a delightful space with a breakfast area, perfect for casual meals, while the combination dining/living area is perfect for entertaining. Enjoy the luxury of a soaking tub and a walk-in shower in the master bath, along with ample storage provided by walk-in closets throughout the home. Beautiful wood floors add warmth and elegance, enhancing the overall ambiance. The fully finished basement offers additional living space, perfect for a home theater, playroom, or office, catering to your lifestyle needs. An upper-floor laundry room adds convenience to your daily routine, making chores a breeze. Outside, the property features a lovely deck and extensive patio, ideal for barbecues or quiet evenings under the stars. The exterior is adorned with tasteful lighting, enhancing the home's curb appeal. With an oversized side-entry garage and a driveway that accommodates 2+ vehicles, parking is never a concern. Cape St. Claire is not just a neighborhood; it's a community that embraces a vibrant lifestyle. Residents enjoy access to a private beach, where swimming, canoeing, and kayaking are just steps away. The nearby bay offers opportunities for boating, making it a haven for water enthusiasts. The neighborhood fosters a sense of belonging, with friendly neighbors and a welcoming atmosphere. Public services are readily available, ensuring convenience and peace of mind for all residents. This home is not just a place to live; it's a sanctuary where memories are made, and a community where you can truly thrive. Experience the best of Cape St. Claire living in this beautiful residence, where comfort meets convenience in a picturesque setting.

1184 Green Holly Dr, Annapolis

Listing courtesy of Samson Properties. Contact:

$530,000

YOUR ANNAPOLIS LIFESTYLE STARTS HERE! Discover move-in-ready comfort, thoughtful updates, and Chesapeake Bay living in the sought-after Cape St. Claire community! Beautifully maintained, this 4-bedroom, 2-bath home offers approximately 1,828 square feet of flexible living space on a welcoming corner lot. Inside, enjoy an inviting living room with a beautifully renovated wood-burning fireplace, an updated kitchen featuring granite countertops and stainless steel appliances, and easy access to the newer wood deck, perfect for morning coffee or weekend entertaining. Three main-level bedrooms and a finished lower level provide plenty of flexibility for everyday living, guests, a home office, or recreation space. MAJOR IMPROVEMENTS ALREADY COMPLETED! Highlights include a newer HVAC system (2024), whole-house humidifier (2025), updated kitchen appliances, renovated fireplace, newer deck, and extensive exterior improvements including professional grading, drainage, retaining walls, walkways, and expanded parking. LOVE WHERE YOU LIVE! Cape St. Claire offers a wonderful Chesapeake Bay lifestyle with neighborhood beaches, marinas, boat access, parks, playgrounds, and community activities. Enjoy nearby Sandy Point State Park, downtown Annapolis, waterfront dining, shopping, and convenient access to Route 50. Beautifully updated, meticulously maintained, and ready for its next chapter! Come experience the home, the neighborhood, and the lifestyle for yourself. Schedule your private tour today! *** Some photos are virtually staged.***

1178 Glenwood Dl, Annapolis

Listing courtesy of Redfin Corp. Contact:

$450,000

2 Beds ⋅ 2 Baths

SIMULCAST AUCTION. Online pre-bidding begins November 17, 2026 at 10:00 AM ET. Live bidding begins November 19, 2026 at 1:00 PM ET, both on-site at 316 Chester Ave and online through the Ashland Auction Group bidding platform. List price is the suggested opening bid. A 10% buyer’s premium will be added to the high bid. On-site bidders must bring a $10,000 cashier’s check. Online bidders must register and complete the required credit card authorization. Pre-auction offers may be accepted. Built in 1920, this detached Eastport home offers 2 bedrooms and 2 full bathrooms. Inside, the home features a living room, dining room, hardwood floors, and an interior staircase. The outdoor space includes a patio and rear yard on approximately 0.07 acres. Butler’s Marina is nearby on Chester Avenue, and the Annapolis Maritime Museum’s waterfront campus is on Second Street. Eastport’s restaurants and marinas are nearby, with downtown Annapolis and City Dock across the Spa Creek Bridge. The property needs updates and is sold as-is.

316 Chester Ave, Annapolis

Listing courtesy of Ashland Auction Group LLC. Contact:

$1,225,000

5 Beds ⋅ 4 Baths

Some homes offer a change of scenery. Others offer an entirely different perspective. Tucked away on 2.75 wooded acres bordering the Sherwood Forest Nature Preserve, 929 Sherwood Forest Road is a refreshing departure from the expected. Mature trees, natural beauty, and an exceptional sense of privacy create a setting that feels worlds away, yet remains just minutes from the heart of Annapolis. It's a rare balance of seclusion, convenience, and character. Inside, the home is every bit as compelling as its surroundings. Soaring vaulted ceilings, expansive windows, and a thoughtfully connected floor plan create an immediate sense of openness, with natural light and wooded views taking center stage. At the heart of the home, a beautifully designed kitchen makes a statement with a quartz waterfall island, a quartz backsplash, and a custom, handcrafted Italian induction range and oven. Envisioned for everyday living and effortless entertaining, the kitchen flows seamlessly into the main gathering spaces, including an inviting family room anchored by a wood-burning fireplace. Multiple decks extend the living experience outdoors. The upper level continues the home's inviting atmosphere, with the primary suite and additional bedrooms offering comfortable accommodations and flexibility for family or other evolving needs. The primary suite brings an entirely different level of comfort to everyday living. A beautifully renovated en-suite bath with dual vanities and an oversized shower creates a spa-like experience, while a spacious walk-in closet adds thoughtful functionality. The true standout is a private balcony overlooking the wooded landscape, where the natural surroundings become an extension of your own personal retreat. With more than 4,600 square feet of finished living space, there's room to entertain, create, unwind, and everything in between. The finished walkout lower level offers additional space for recreation and guests, while a detached custom studio presents an inspiring opportunity for a private office, creative retreat, or something entirely your own. An attached two-car garage adds everyday convenience without compromising the home's distinctive character. Beyond its architectural appeal, the property has benefited from substantial improvements, including a new roof (2020), a new front porch (2022), a new HVAC system (2025), and all-new electrical throughout. The septic system was also professionally pumped in 2025, further reflecting the care and attention invested in the home. 929 Sherwood Forest Road is more than a beautiful place to call home. It's an opportunity to experience Annapolis living from an entirely different perspective.

929 Sherwood Forest Rd, Annapolis

Listing courtesy of Keller Williams Realty Centre. Contact:

$469,900

2 Beds ⋅ 1 Baths

Opportunity awaits at 711 Melrose Street, directly across from Navy-Marine Corps Memorial Stadium in one of Annapolis’s most sought-after locations. This original home is ready for a full renovation, making it an ideal project for investors, builders, or buyers looking to create something truly their own. The current layout offers 2 bedrooms, 1 full bath, and a partially finished basement with room to expand living space. Outside, enjoy a generous backyard with a storage shed, plus a newly installed driveway with parking for 2+ cars, a rare convenience in this area. Just minutes from the U.S. Naval Academy, downtown Annapolis, and the waterfront, this location offers lasting value in the heart of Anne Arundel County. Bring your vision and make the most of this exceptional setting. Property is being sold strictly as-is.

711 Melrose St, Annapolis

Listing courtesy of Next Step Realty. Contact:

$995,000

Epic Home in the Waterfront Community of Epping Forest! Post and Beam Tree House with 6 Levels of Interior/Exterior Living Space plus an additional lower level with utility room and bonus storage in basement. The perfect location in one of Annapolis's prime waterfront communities! Contemporary log home design with custom built ins and windows everywhere bringing the surrounding peace of nature inside. Intimate spaces uniquely designed within an open floorplan. Custom cabinetry, soaring pine plank ceilings, walls of Anderson windows, Pine wide plank flooring and over 1,000 square feet of outside multi level deck space. Imagine spending a quiet Fall Saturday in this glorious property curled up with a book in the loft library surrounded by woods and nature. Anderson Windows, 15K Panoramic Forever Sliding Doors to access upper deck in loft and new roof in 2024. Recent 20K in Improvements including large parking area retaining wall. Epping Forest is a Gated Waterfront Community on the Severn River with a communal beach, waterfront Clubhouse with restaurant and bar, tennis/pickleball and Marina. Your neighbors will become your best friends and better than family. The very best you can find in Annapolis! Year around activities include 4th of July Fireworks, Oyster & Bull Roast, Boat Club, Summer Volleyball League, Kayaks & summer camps. Come experience the best Chesapeake Bay Maritime Annapolitan Lifestyle around! Lead Free Certificate available, contact agent for more details!

1760 Birdbrook Trl, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$950,000

Located in the sought-after Saefern community, this distinctive home offers a rare combination of privacy, natural beauty, and access to an array of community amenities. Tucked away in a peaceful, wooded setting, the home is approached by a long, sloping driveway and surrounded by mature trees, creating a private retreat with a treehouse-like feel. Inside, the home's post-and-beam construction, soaring vaulted ceilings, exposed beams, and dramatic two-story brick fireplace create a warm and inviting atmosphere. Natural light fills the open living spaces, while multiple glass sliders connect the interior to the expansive ipe deck, providing an ideal setting for entertaining or simply enjoying the surrounding landscape. The kitchen features granite countertops, stainless steel appliances, 42-inch upper cabinets, double wall ovens, a separate cooktop, and a center island. The main level offers the convenience of a primary bedroom and bath, along with an open living and dining area anchored by an oversized wood-burning fireplace. Upstairs, a catwalk and loft overlook the main living space, adding architectural interest and offering beautiful views of the home's interior and wooded surroundings. The walk-out lower level expands the home's living space with 10-foot ceilings, an additional bedroom and full bathroom, a spacious 24 x 20 family room with a woodstove, and ample storage. A covered area beneath the deck provides additional sheltered outdoor space. Other features include an attached two-car garage and an irrigation system. Recent improvements include a new roof installed at the end of 2024, a new septic tank in 2025, and a new HVAC system installed in 2025, converting the home from oil heat to an electric heat pump system. Saefern offers an impressive selection of community amenities, including a marina, outdoor swimming pool, horse stables, scenic trails, dog park, fishing pond, and tennis and pickleball courts. Membership is optional, though highly recommended within the community, and provides access to these amenities. Boat slips at the marina are subject to availability, with options for vessels of varying sizes and water depths. Enjoy the feeling of a private retreat while remaining conveniently located near Annapolis Mall, downtown Annapolis, Anne Arundel Medical Center, and major commuter routes including Routes 50 and 97. With its distinctive architectural character, peaceful natural setting, recent system updates, and access to the Severn River and community amenities, this home offers a unique opportunity to enjoy Saefern living.

523a Epping Forest Rd, Annapolis

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

$550,000

Your Cape St. Claire Retreat Awaits! Welcome home to this beautifully renovated 4-bedroom, 2.5-bath split-foyer in the sought-after Cape St. Claire community! Blending modern updates with comfortable living, this inviting home features major renovations completed in 2022, a fully finished basement, and a cozy fireplace perfect for relaxing evenings or gathering with family and friends. Enjoy added peace of mind with an impressive list of updates, including a brand-new well installed in 2026 with an upgraded well pump, a roof replaced within the last five years featuring architectural shingles, HVAC system, hot water heater, and new windows. With its classic brick front, vinyl siding, paved driveway, and generous 0.21-acre lot, this home offers both curb appeal and everyday convenience. Love the Chesapeake lifestyle? Cape St. Claire offers a wonderful community atmosphere with parks, recreational amenities, and proximity to the scenic Magothy River. Enjoy nearby outdoor recreation, explore local shopping and dining, and experience the charm of this established waterfront community. Updated, inviting, and ideally situated—this is your opportunity to enjoy the best of Cape St. Claire living!

976 Mount Holly Dr, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

$1,298,000

Skip the renovations and settle right into this Eastport gem. From top to bottom, flawlessly turnkey in every detail, this home invites you to immediately embrace the coveted downtown lifestyle. Custom-built in 2021, this 3200 sq ft home perfectly blends modern luxuries with classic Eastport charm. Fine finishes, 9-foot ceilings, stunning millwork, and gorgeous white oak floors set the tone. The heart is the chef’s kitchen with a show-stopping center island and granite counters. The kitchen is open to the light-filled family room, flanked by a cozy gas fireplace and custom built-ins. A versatile 4th bedroom or office, full bath, and chic beverage center complete the main level. Upstairs features a convenient laundry room, three spacious bedrooms—including a vaulted primary suite—and two beautifully appointed bathrooms with modern tile and granite vanities. The fully finished lower level adds a large recreation area, another full bath and ample storage. For outdoor living, the amazing 300-square-foot screened porch will quickly become a favorite spot. Step off the porch and enjoy the crafted stone patio, firepit and a fully fenced, grassy backyard. Perfectly positioned, you are just moments from Eastport's celebrated restaurants, marinas, and waterfront parks, with an easy stroll across the Spa Creek Bridge to Historic Downtown Annapolis. This exceptional turn-key offering delivers the best of Eastport living in a flawless package. Check out the Interactive Floor Plan!

1010 Park Ave, Annapolis

Listing courtesy of Compass. Contact:

$550,000

DIAMOND IN THE ROUGH! 1.90 Acres • Solid Brick Ranch Home • Exceptional Location • Possible Subdivision Potential Location, land, and possibilities! An outstanding opportunity to renovate, reimagine, or potentially redevelop an unusually large residential property consisting of nearly two acres of land in one of the Annapolis area's most desirable and established residential locations. Situated toward the end of Greenbriar Lane, just off Forest Drive and literally minutes from Routes 665, 50, and 97, this spacious brick ranch home offers something increasingly difficult to find in the Annapolis area: a substantial parcel of land, a convenient location, and the flexibility to create something truly special. Built in 1955, the residence has served as a rental property for many years and is ready for a comprehensive cosmetic renovation and modernization. The home also features a substantial 20-by-30-foot addition constructed in the late 1980s, incorporating a large primary bedroom with cathedral ceilings, a small side porch, and a primary bathroom with his-and-hers vanities and closets. According to Anne Arundel County GIS records, the property contains approximately 2,500 square feet across the main level and approximately 1,300 square feet of unfinished space in the lower level. The existing floor plan includes four bedrooms, two full bathrooms, living and dining areas, a family room, kitchen, laundry room, and an enclosed sunroom or three-season room. The house presents an excellent opportunity for someone looking to transform an older, solid residence into an attractive modern home without sacrificing the character and space of an established property. THE LAND The property encompasses approximately 1.90 acres, with an unusually generous amount of frontage along Greenbriar Lane. Previous county mapping information indicates approximately 370 feet of road frontage and a rear property boundary of approximately 360 feet adjoining land owned by the City of Annapolis. Mature trees, established landscaping, and the property's substantial dimensions provide an attractive setting with considerable possibilities for landscaping, outdoor recreation, expansion, or potential additional residential development. The property is zoned R2 Residential, which may offer subdivision or additional building opportunities, subject to applicable zoning, minimum lot sizes, access requirements, utility availability, and county approvals. For a builder, investor, or homeowner interested in maximizing the value of a nearly two-acre parcel, this represents an especially intriguing opportunity. A LOCATION THAT IS HARD TO DUPLICATE Greenbriar Lane is an established residential street conveniently located off Forest Drive, with excellent access to shopping, restaurants, grocery stores, and the many amenities of the Annapolis area. The property is situated across the street from Crab Creek, a tributary of the South River, and is surrounded by neighborhoods featuring attractive custom-built homes, generously sized properties, and numerous waterfront residences. Historic downtown Annapolis, City Dock, the United States Naval Academy, and the city's renowned waterfront restaurants and attractions are approximately four miles away. The surrounding area offers a combination of suburban privacy and convenient access to everything Annapolis has to offer. AN OPPORTUNITY WITH MULTIPLE POSSIBILITIES. Properties offering this combination of acreage, location, road frontage, and potential are increasingly difficult to find in the Annapolis market.The home needs renovation. The location and land are the attractions. The possibilities are what make this property special. The property is offered in its present condition. Acreage, square footage, lot dimensions, zoning, permitted uses, and subdivision potential should be independently verified by prospective purchasers with Anne Arundel County and other applicable authorities.

2638 Greenbriar Ln, Annapolis

Listing courtesy of Cottage Street Realty LLC. Contact:

$725,000

Completely renovated. Heritage Harbour 1 level, open floor plan, Four Season Room. Buyer pays a one time initial recreation fee at time of settlement of $2100 to Heritage Harbour.

848 Deerwood Ct, Annapolis

Listing courtesy of Northrop Realty. Contact:

$795,000

Welcome to Admiral Heights. Perched proudly, this beautifully maintained home at 405 Halsey Road, is where pride of ownership shines throughout. Ideally located just minutes from downtown Annapolis, the U.S. Naval Academy stadium, and major commuter routes to Washington, D.C., Northern Virginia, and Baltimore, this home offers the perfect blend of comfort, convenience, and lifestyle. Featuring 3 bedrooms and 2.5 bathrooms, the home offers a thoughtfully designed layout with inviting spaces for everyday living and entertaining. The main level features a kitchen that opens to the dining area and family room, complete with a cozy wood-burning fireplace. From here, step into the enclosed sunporch and out to the deck, creating a wonderful flow for indoor-outdoor living. A separate formal dining room and convenient powder room complete the main level. Upstairs, the spacious primary suite offers a large walk-in closet, a comfortable sitting area, and a private full bathroom. Two additional generously sized bedrooms and a full hall bathroom provide plenty of room for family, guests, or a home office. Major updates include a new roof and replacement windows, offering added peace of mind. The lower level provides excellent potential to create additional living space tailored to your needs, whether you envision a recreation room, home gym, theater, or hobby space. Outside, enjoy the lovely backyard, perfect for summer barbecues, entertaining friends, or simply relaxing at home. With this homes wonderful location, inviting living spaces, and meticulous care, this Admiral Heights home is ready for its next chapter. Come discover all it has to offer.

405 Halsey Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

$250,000

Opportunity awaits! Fully updated: Annapolis home being sold in an ONLINE AUCTION. The auction closes Tuesday, November 24, 2026, at 2:00 PM EST. Fully updated three-bedroom, three-full-bath brick-and-siding split-foyer in Cape St. Claire on approximately 0.21 acre. Features include an expansive primary bedroom, an updated kitchen with new appliances, living and dining areas, a lower-level recreation room and third bedroom, laundry and mechanical rooms, a rear deck, driveway parking, central air, a private well, a public sewer, and one fireplace. Original list price: $585,000; opening bid: $250,000. Open house viewing and inspection opportunities: Sunday, November 1, 2:00–4:00 PM; Thursday, November 12, 11:00 AM–1:00 PM; Sunday, November 22, 10:00 AM–12:00 PM EST. Register at Prime Auction Solutions. Review complete auction terms, documents, buyer's premium, deposit requirements, and property documents before bidding. The final price to be set at auction. Excellent investor and investment opportunity. Register and bid your price at Prime Auction Solutions. Contact the agent for more specific information. Watch video.

721 Fairway Dr, Annapolis

Listing courtesy of Keller Williams Realty. Contact:

$619,000

Enjoy the convenience of main-level living at 950 Marconi Avenue in Annapolis’s established 55+ community of Heritage Harbour. Set on a quarter-acre corner lot, this brick-front Colonial offers four bedrooms, three full baths, and approximately 1,966 square feet of flexible living space. The main level brings everyday essentials together, including a primary bedroom with an attached bath, a second bedroom, an additional full bath, and laundry. A spacious 23-by-19-foot living room with an electric fireplace provides plenty of room to gather, with direct access to a private patio for outdoor relaxation. The kitchen and separate dining room complete the main living spaces, while an attached one-car garage adds convenience. Upstairs, two additional bedrooms and a full bath offer space for guests, hobbies, or a home office. Heritage Harbour’s amenities include an indoor pool, exercise room, sauna, clubhouse, library, game room, and gathering spaces. With shopping nearby and a layout that balances comfortable daily living with room to spread out, this home offers an inviting opportunity to enjoy life in an amenity-rich Annapolis community.

950 Marconi Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$749,999

5 Beds ⋅ 4 Baths

Welcome home to this charming Waterview colonial in sought after Cape St Clarie community. Enjoy your morning coffee or an evening beverage on your expansive deck while taking in the views of the Little Magothy River. This home has so many wonderful features. The main level as you enter the home has a separate living area with a dining area right off that. The large gourmet kitchen will be the heart of the home with the sprawling open floor plan. Off the family room you step out to the spacious deck and enjoy the river views year-round. The upper level boasts 3 ample sized bedrooms, with the primary enjoying its own primary bath. If that wasn't enough, the lower level has another whole separate living area, with a kitchen, full bath, laundry, 2 bedrooms, a living room and its own separate entrance from the main level of the house. The exterior has a great, fenced yard for the family and the pets to enjoy, there is even an above ground pool for summertime enjoyment. The community has a beach, clubhouse and boat slips available for an additional fee. Don't miss out for a chance to own in this community!

962 Woodland Cir, Annapolis

Listing courtesy of Rosendale Realty. Contact:

$670,000

Welcome to your turn-key coastal retreat in the highly sought-after water-privilege community of Oyster Harbor! Situated on a rare double lot, this beautiful 4-bedroom, 3-full-bath home offers the perfect blend of modern updates and outdoor flexibility. The main level shines with refinished hardwood floors, a freshly painted interior, and a bright, open-concept kitchen, living, and dining area. Step through the glass doors onto the elevated wrap-around deck—an entertainer's dream perfect for catching cool breezes off the Chesapeake Bay. Retreat to the private primary suite addition, featuring a cozy stone fireplace, dual closets, with a private bath. The fully finished lower level boasts brand-new wall-to-wall carpet, a spacious family room, a full bath, a fourth bedroom, den, and ample storage space. Outside, the expansive double lot provides endless possibilities for a garage, boat storage, or custom gardens. Enjoy premier community amenities including a private beach, playground, and boat slips. Don't miss this incredible opportunity to live the Coastal Annapolis Lifestyle!

3349 Arundel On The Bay Rd, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

$585,000

Coming Soon! Updated contemporary with a renovated kitchen, baths, new flooring, whole house sprinkler system, new electric panel, closed electric, plumbing, building, mechanical, and sprinkler permits coming soon in Stonecreek!

14 Landings Ct, Annapolis

Listing courtesy of Northrop Realty. Contact:

$1,749,000

Stress melts away the moment you pull into the driveway. Set on 1.06 peaceful acres in sought-after Admiral Heights, this mid-century modern home offers expansive views of Weems Creek in both directions, with a resident bald eagle that has called the neighborhood home for more than a decade. The house was fully renovated to the studs in 2022, with new windows, doors, chef's kitchen, design-grade bathrooms, insulation and flooring throughout. Inside are 4 bedrooms and 3.5 baths across 2,382 square feet, with numerous windows designed to take in the water views and the quiet setting. Recent updates continue outside: the exterior was painted in 2025, and the front yard was fully redone and the upper roof replaced in 2026. The work is done, so you can move in and enjoy it. The property includes an approximately 0.2-acre subdivided buildable lot, which offers room for a second home, a guest house for extended household or relatives, or a future investment. This waterfront location is ready to finish, so bring your dock designer/builder and complete the picture. Admiral Heights is a popular water-privileged community with a voluntary improvement association, a neighborhood pool with membership options, several community-owned docks, and a local boat club. You’re minutes from downtown Annapolis and the Navy-Marine Corps Memorial Stadium, with easy access to Route 50 for commuting to DC, Baltimore and beyond. A rare chance to own a renovated, private retreat on Weems Creek, with space to grow.

173 Williams Dr, Annapolis

Listing courtesy of Homecoin.com. Contact:

$1,795,000

Priced to Sell! This delightful and updated Eastport beauty embodies the true charm of Eastport! The classic style and curb appeal abound, and the updates are already done for you! Centrally located for easy access to shopping and restaurants in Eastport, as well as a quick trip to downtown Annapolis. Offering 4bedrooms (one on main level), 3.5 baths, a dedicated mudroom with a wet sink, a finished basement with storage, bar, and half bath. Hardwood flooring throughout. The original garage and car port are located on the rear alley. Sellers are offering completed architectural plans for an ADU - ready for submission. The front of the home (new sod) is the original bungalow with all of its charm, and a formal living room with an updated wood burning fireplace (2019). The fourth bedroom and full bath are on the main level. The upper level has a generously sized primary bedroom with a vaulted ceiling, multiple closets, and space for a desk, workout studio or expanded closets. The additional two bedrooms and bath on the upper level are generously sized and have hardwood flooring. Laundry is on the bedroom level. The main-level, hand-scraped white oak floors were re-sanded and given a matte finish in Oct 2026. Central to the rear addition in the gorgeous kitchen and great room with space for dining, two sitting rooms and a gas fireplace. The sizeable, fenced, backyard includes a large patio for entertaining, a detached finished game room/office that could be converted back to 2-car garage, and a car port and driveway with parking for 2-3 cars. Please note that the rear yard has an astro-turf product on it that was professionally installed for wear and proper drainage.

830 Chester Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,119,290

4 Beds ⋅ 5 Baths

Enjoy a prime location directly across from Quiet Waters Park and just minutes from downtown Annapolis. This home presents a unique opportunity to make it your own, with the builder completing construction through the drywall stage before the buyer selects their preferred interior finishes and colors. Personalize the details to suit your style, with completion and move-in anticipated by March.

112 Stilly Way, Annapolis

Listing courtesy of Builder Solutions Realty. Contact:

$1,475,000

Luxury New Construction | A Lifestyle of Walkability, Elegance & Annapolis Charm. Don’t miss this exceptional opportunity to own a stunning new-construction home in the highly desirable Homewood neighborhood of Annapolis! With permits in hand and construction about to begin, there is still time to personalize select finishes and make this beautiful home your own. Offering three finished levels of thoughtfully designed living space, this residence delivers more than luxury living, it offers a lifestyle centered around comfort, connection, and the best of Annapolis right outside your door. Inside, 9-foot ceilings on every level and a bright, open-concept floor plan create an inviting sense of space. The gourmet kitchen is designed to impress, featuring 42-inch custom cabinetry, quartz countertops with a coordinating backsplash, stainless steel appliances, and an oversized island that seamlessly connects the dining area and spacious family room. A cozy gas fireplace creates a warm and welcoming gathering space, while sliding glass doors open to a private deck, perfect for morning coffee, evening cocktails, or entertaining friends. A stylish powder room and convenient mudroom with laundry space complete the main level. Upstairs, the expansive primary suite offers a peaceful retreat, complete with a generous walk-in closet and spa-inspired bath featuring a double vanity, soaking tub, and glass-enclosed shower. Two additional bedrooms and a well-appointed full bath provide comfortable accommodations for family and guests. The finished lower level expands the possibilities with a spacious recreation room, fourth bedroom, and full bath, ideal for hosting overnight guests, accommodating extended family, or creating a flexible space for work and leisure. Set along a charming, tree-lined street, this home captures the character of Homewood while offering the style, comfort, and convenience of modern construction. Here, the lifestyle is just as special as the home itself. Enjoy a leisurely walk to downtown Annapolis for waterfront dining, boutique shopping, coffee with friends, and evenings spent exploring the city’s vibrant historic district. With inviting green spaces, a welcoming neighborhood atmosphere, and convenient access to major commuter routes, you can enjoy the perfect balance of urban convenience and residential charm. With its exceptional design, flexible living spaces, and coveted walkable location, this is more than a place to call home, it’s an opportunity to embrace the Annapolis lifestyle. And with construction just getting underway, you may still have the opportunity to add your own personal touch.

1207 Mcguckian St, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

1820 Baltimore Annapolis Blvd, Annapolis

$1,895,000

6 Beds ⋅ 5 Baths

Welcome to an exceptional private estate in St. Margaret's, where sophisticated living meets effortless indoor-outdoor entertaining. Tucked behind a gated entrance and set on beautifully landscaped grounds, this expansive residence offers an impressive blend of luxury, versatility, and thoughtful design. The main level welcomes you with a grand foyer, solid red oak hardwood floors, and a stunning two-story living room featuring a gas fireplace and custom built-ins. The gourmet kitchen is truly the heart of the home, showcasing Wolf and Sub-Zero appliances, quartz countertops, marble backsplash, Miele dishwasher, beverage refrigerator, walk-in pantry, and abundant custom storage. The adjacent all-seasons room, complete with a wood-burning stove, provides a warm and inviting space to relax year-round. The main-level primary suite is a private retreat with its own gas fireplace, dual custom walk-in closets, built-in safe, and spa-inspired bath featuring a jetted soaking tub, oversized glass shower with dual shower heads and body sprayers, and dual marble vanities. A flexible additional room on the main level offers endless possibilities as an office, guest room, or additional bedroom. Above the oversized two-car garage, a separate bonus suite with full bath and closet provides exceptional flexibility for guests, an au pair, home gym, private office or additional bedroom Upstairs, a spacious loft-style lounge provides additional entertaining space, while three generously sized bedrooms offer walk-in closets and access to private or Jack-and-Jill baths. The lower level is designed for fun and entertaining, featuring a large open recreation area with polished concrete floors, indoor rock-climbing wall, built-in dartboard, beverage refrigerator, and a wood-paneled office/media room with custom built-ins and wet bar. Extensive unfinished storage, multiple utility-floored storage rooms, and a secure storage room with built-in safe and passcode entry provide an abundance of space. Outside, enjoy a custom paver patio with built-in gas grill, dedicated entertaining area, separate stone fire pit, private garden with raised planting beds, expansive side yard, and built-in basketball hoop. The property offers three garage bays, a circular driveway with auto court and five additional parking spaces, plus an attached storage shed. Recent updates include HVAC system improvements to both first and second-floor HVAC systems. A natural gas generator provides backup power for the tankless water heater, primary living spaces, and network/Wi-Fi infrastructure. With its gated privacy, remarkable entertaining spaces, luxury finishes, flexible living arrangements, extensive storage, and exceptional mechanical updates, 1820 Baltimore Annapolis Boulevard offers a truly distinctive lifestyle in sought-after Annapolis.

1820 Baltimore Annapolis Blvd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$625,000

5 Beds ⋅ 4 Baths

Beautifully Updated 5-Bedroom Home in The Landings of Annapolis! Welcome to 7 Landings Court, where spacious living, modern updates, and fantastic community amenities come together! This beautifully updated home offers 5 bedrooms, 3.5 bathrooms, and approximately 2,500 square feet of finished living space across three levels. Step inside to discover a thoughtfully designed floor plan featuring a convenient main-level bedroom, perfect for guests, a home office, or flexible living arrangements. The brand-new kitchen showcases all-new cabinetry and appliances, creating a fresh, inviting space for everyday living and entertaining. Upstairs, you’ll find three generously sized bedrooms and two full bathrooms, including a private primary suite. The finished lower level provides even more versatile living space, complete with a fifth bedroom, full bathroom, and plenty of room for recreation, entertaining, or relaxation. Enjoy outdoor living at its finest with a charming covered front porch, an expansive approximately 40-foot-wide rear deck, and a spacious, fully fenced backyard offering endless possibilities for entertaining, gardening, or simply unwinding. A two-car driveway provides convenient off-street parking. Located in the desirable Landings community, residents enjoy access to wonderful amenities, including a swimming pool, tennis courts, and pickleball courts, with an HOA fee of $140/Month. With five bedrooms, extensive updates, flexible living spaces, and outstanding community amenities, this Annapolis home offers an exceptional opportunity. Make sure to book your showing before its gone!

7 Landings Ct, Annapolis

Listing courtesy of Alberti Realty, LLC. Contact:

$544,000

Nestled in the serene community of Rolling Knolls, this exquisite split foyer home offers a harmonious blend of modern luxury and timeless comfort. With a major renovation completed in 2019, every corner of this residence has been thoughtfully designed to create an inviting atmosphere that feels like home. Step inside to discover a spacious layout that seamlessly integrates living and dining areas, perfect for both intimate gatherings and entertaining guests. The heart of the home features a well-appointed kitchen with ample table space, ideal for casual meals or morning coffee. The kitchen is equipped with high-end stainless appliances, including a sleek electric oven/range, a dishwasher for effortless cleanup, and convenient upgrades, ensuring that every need is met with ease. Natural light pours through the thoughtfully placed windows, double sliders to the back yard add greenery inside, enhanced by an elegant bay window, that add a touch of light and breeze. The large family room in the lower level has a fireplace and a 4th bedroom, currently an office. The mantel provides a perfect spot for personal touches, making this space truly your own. Primary bath with a tub shower serves the primary bedroom. Outside, the property is situated on a peaceful cul-de-sac, offering a sense of privacy and tranquility. The outdoor space includes a charming patio, perfect for al fresco dining or simply enjoying the beauty of nature. With off-street parking available, convenience is at your fingertips. Experience the perfect blend of modern amenities and classic charm in this charming Rolling Knolls residence. The elementary school is right up the street, making it a breeze to get there in a jiffy, or walk there. Annapolis boasts water sports, parks & recreation are within the community, and you'll enjoy the lifestyle here!

584 Wayward Ct, Annapolis

Listing courtesy of Executive Choice Realty. Contact:

$1,395,000

Discover an exceptional blend of sophisticated design, resort-inspired living, and everyday convenience in this beautifully appointed Annapolis residence. Tucked along a quiet street yet remarkably close to everything that makes Annapolis so desirable, this distinctive home offers the perfect balance of privacy and accessibility. From the vibrant restaurants, boutiques, and waterfront attractions of Historic Downtown Annapolis to the charm of nearby neighborhoods and marinas, the very best of the Annapolis lifestyle is just moments away. Designed with both elegant entertaining and comfortable everyday living in mind, the home welcomes you with striking architectural details, beautifully curated finishes, and thoughtfully designed spaces throughout. The main level features gracious formal living and dining areas, complemented by a butler's pantry that makes hosting effortless. At the heart of the home, a beautifully appointed kitchen opens seamlessly to the casual dining area and inviting family room, where accordion glass doors overlook the backyard retreat with serene pool as the focal point The outdoor living experience is truly exceptional. A stunning private pool serves as the centerpiece of a beautifully designed backyard, framed by lush landscaping and mature greenery that create a wonderful sense of seclusion. An expansive covered patio with comfortable lounging and dining areas, ceiling fans, and a fully equipped outdoor kitchen provides the perfect setting for everything from leisurely summer afternoons to memorable evenings entertaining family and friends. The seamless connection between the interior living spaces and poolside retreat creates an atmosphere reminiscent of a private luxury resort. Upstairs, an open loft with a bar area provides an additional gathering space, ideal for relaxing or entertaining or can easily be transformed into an additional bedroom and bath. The luxurious primary suite offers a peaceful escape, complete with an expansive walk-in closet and beautifully appointed spa-inspired bath featuring a curbless walk-through shower. A private balcony overlooking the pool adds another inviting place to unwind. Two additional bedrooms share a well-appointed full bath, offering comfortable accommodations for family or guests. The finished lower level provides remarkable versatility, with a spacious living room, kitchenette, bedroom, and full bath creating an ideal arrangement for extended family, overnight guests, or multigenerational living. A dedicated wine cellar adds a sophisticated touch, while an additional bonus room, currently utilized as a conference room, offers endless possibilities as a private home theater, media lounge, or recreation space. With its elegant interiors, exceptional outdoor amenities, and peaceful setting just minutes from the energy and excitement of Annapolis, this remarkable residence offers an extraordinary opportunity to experience luxury living without compromising convenience. Welcome Home!

204 S Villa Ave, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

$617,000

A must-see on Hampton Road, in the heart of Cape St. Claire! Extensively renovated in 2013 and complemented by numerous recent improvements, this bright and airy 4-bedroom, 2-full-bath home offers a refreshing departure from traditional split-foyer designs. The open-concept main level connects the living room, dining area, and spacious kitchen, creating a welcoming gathering space for everyday living and entertaining. The kitchen features quartz countertops, a large center island with Pottery Barn pendant lighting, stainless steel appliances, and an oyster-style backsplash. A double oven, dishwasher, garbage disposal, and five-stage reverse-osmosis water filtration system were updated in 2024. A generously sized primary bedroom and two additional bedrooms share a remodeled full bathroom with a tub/shower combination. The finished walkout lower level offers flexible living space, including an oversized fourth bedroom, a recreation room with direct access to the covered patio and expansive, level backyard, and a finished laundry room with tiled flooring and additional storage. The fully floored attic provides additional storage space and includes blown-in insulation and shelving. Outdoor living is equally appealing, with a covered deck and patio overlooking the spacious, flat 10,500 sq ft lot. The driveway accommodates up to seven vehicles, while a large storage shed with ramp (10' x 16') and an additional storage area beneath the deck provide ample room for tools, equipment, and seasonal items. The cedar swing set and trampoline convey, adding even more enjoyment to the backyard. Significant updates include a roof replacement in 2022, bedroom and living room windows replaced in 2025, and a new water heater in 2025. The well pump was replaced in 2020 and the pressure tank in 2021. Central HVAC and an owned water-treatment system add everyday comfort and convenience. Maintained as a smoke-free, pet-free household with allergy-conscious living in mind, this home reflects years of continued care and investment. The Hampton Road location offers sidewalk access to both the elementary and high schools, with local shopping and recreation also within walking distance. Residents of Cape St. Claire enjoy private community beaches, marinas, kayak storage, powerboat docks, fishing piers, boat ramps, playgrounds, and a clubhouse available for private rentals. Nearby recreational options include walking trails, sports fields at Cape St. Claire Park, and the Cape St. Claire Swim Club with its competitive swim team. Fairwinds Marina provides additional boating conveniences. Just a short walk away, the community shopping center offers Graul’s Market, a hardware store, casual dining, and a variety of shops. With its distinctive open layout, extensive updates, generous outdoor space, and access to Cape St. Claire’s waterfront amenities, this home offers a wonderful combination of comfort, convenience, and community.

1193 Hampton Rd, Annapolis

Listing courtesy of Redfin Corp. Contact:

$1,499,000

5 Beds ⋅ 5 Baths

Unique opportunity to own a brand-new home with builder’s warranty on 1.4 acres in an established Annapolis community. Just 5 minutes from Annapolis shopping. Welcome to 1907 Mackiebeth Court, an exceptional new construction home in the established Twin Hills neighborhood of Annapolis. Offering over 5,000 square feet of finished living space on a private 1.4-acre lot backing to a wooded area, this 5-bedroom, 4.5-bathroom home presents a rare opportunity in the Annapolis market. Built by local builder Howmar Homes, the property showcases craftsmanship, thoughtful design, and premium finishes that go well beyond typical builder-grade construction. The light-filled main level features an open floor plan centered around a gourmet kitchen with quartzite countertops, an oversized island, and premium Samsung & Maytag appliances. The kitchen flows seamlessly into the family room with 10-foot ceilings and a gas fireplace, while the morning room and expansive conservatory provide additional spaces for entertaining and everyday living. Upstairs, the spacious primary suite features a private sitting area, dual walk-in closets, and a luxurious bathroom with a soaking tub, walk-in shower, dual vanities, and separate water closets. Convenient upper-level laundry adds everyday practicality. The finished walkout lower level includes a large recreation room, fifth bedroom, full bathroom, and additional unfinished storage space. Outside, the expansive property offers plenty room to enjoy the outdoors. The approved grading plan includes an optional in-ground pool and patio space, offering exciting opportunities to further enhance the home's outdoor living spaces. Additional features include a side-entry three-car garage and a one-year builder warranty from Howmar Homes. With very few newly constructed homes in the Annapolis area offering this combination of finished square footage, acreage, and elevated craftsmanship, 1907 Mackiebeth Court is a truly unique opportunity. Enjoy the space and privacy of a large property just minutes from downtown Annapolis, waterfront attractions, shopping, and dining.

1907 Mackiebeth Ct, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

$699,000

Welcome home to this great four bedroom, two and a half bath Colonial in the amenity abundant Cape St Claire subdivision. The gleaming hardwood floors throughout have just been refinished and are in every room but the basement and baths. So much room to spread out from the family room with a wood burning fireplace and slider to the sunroom, through the kitchen to the formal dining room or the front large living room. The modern kitchen has stainless appliances and sleek countertops. Upstairs find a large primary bedroom with attached full bath, and three other bedrooms share the hall bath. The basement is a clean slate waiting for a vision to finish the large space. Park in the oversized two car garage, or the driveway with space for four more cars. Reverse Osmosis water treatment system installed 2021 and roof replaced 2022.*****Cape St Claire amenities include, beaches, fishing/crabbing pier, boat ramp, playgrounds, marina, & more. Broadneck School District. Close to shops and restaurants. Minutes from Downtown Annapolis and easy access for commuter routes to Washington, Baltimore, or Ft Meade.****Be sure to check out the interactive floor plan tour****

700 Mount Alban Dr, Annapolis

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

$514,800

Water-Access Community | 4 Bedrooms | 2 Full Baths | Big Backyard | Major Improvements | Garage | Approx 6 Miles to Downtown Annapolis! Enjoy the Best of Annapolis-Area Living in Beechwood on the Burley! Looking for space, convenience, outdoor enjoyment, and a wonderful community setting—all at an attractive price? Welcome to Beechwood on the Burley, a charming water-access community just minutes from Annapolis! This inviting home offers approximately 1,508 square feet of living space, four bedrooms, two full baths, an attached garage, and a generous, level 0.28-acre backyard. With flexible living areas and inviting outdoor spaces, there's room to relax, entertain, work, and play. Inside, you'll find a welcoming open-concept layout, hardwood flooring on the upper level, and a freshly painted interior. The spacious primary bedroom features an en-suite bath, while three additional bedrooms and a full hall bath provide plenty of room for family and guests. The finished lower-level family room offers even more versatility for movie nights, hobbies, a home office, or a playroom. The kitchen features stainless steel appliances, all NEW in September 2026, including a refrigerator with ice maker, range with warming zone and self-cleaning oven, and dishwasher. Enjoy added peace of mind with major recent improvements, including a NEW heat pump and roof in 2023, plus a NEW water heater and sump pump in 2026. The outdoor space is sure to impress! The spacious, level backyard offers room to garden, play, entertain, or simply unwind. The recently stained deck, approximately 37' x 12', is perfect for summer barbecues, outdoor dining, morning coffee, and gatherings with friends and family. The attached garage offers more than covered parking, with a workbench, pegboards, and storage shelving providing excellent space for projects, hobbies, and organization. Ample additional off-street and street parking adds convenience. Enjoy the lifestyle that makes Beechwood on the Burley special! Community amenities include access to a waterfront pier and boat slips, kayak racks, and a playground (availability may be subject to community waitlists). Whether you enjoy boating, kayaking, or simply appreciate being near the water, there's plenty to love about this peaceful neighborhood. The convenient location puts you just a short drive from Sandy Point State Park, local parks, bike paths, marinas, shopping, and restaurants. Historic Annapolis, the U.S. Naval Academy, and Route 50 are also easily accessible, with multiple routes to Annapolis and destinations both east and west. The home is located within the Windsor Farm Elementary attendance area too! More space, meaningful updates, a fantastic backyard, and a water-access community—all at an attractive price south of Route 50! Don't miss this opportunity to enjoy a wonderful combination of comfort, convenience, and outdoor living in a beautiful natural setting. Schedule your showing today! Additional Information: Voluntary Burley Creek Community Association fee is just $50 per year.

614 Edwards Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$950,000

Best Waterfront Value in Annapolis! Beautifully refreshed Waterfront colonial on a cul-de-sac, now offered with a substantial price improvement. Every inch shines with all-new interior and exterior paint, refinished hardwoods, and all-new carpeting. Main level kitchen has been upgraded with a new GE stainless steel appliance suite, combined with a family room that opens onto a deck with views of the creek, fire circle, playset area, and your own private pier with a boat slip. Main level mud room with laundry, built-in storage, and side entrance. Second level features a primary bedroom with a private balcony, upgraded fixtures in the primary and hall bathrooms, and three additional bedrooms. The fully-finished walkout lower level features granite counters, heated ceramic floors, a built-in electric fireplace, a second kitchen, and a spa bath with a second laundry room—perfect for guests or income potential. Enjoy maximum versatility and serenity minutes from Downtown Annapolis and the Naval Academy! Assumable first mortgage available at 3.25%.

996 Headwater Rd, Annapolis

Listing courtesy of Taylor Properties. Contact:

$619,000

2 Beds ⋅ 1 Baths

Charming Homewood cottage with numerous recent updates! This property is located on a partially secluded lot bordering city-owned, undevelopable land encompassing the headwaters of College Creek. Enjoy a peaceful setting on the back deck with a sense of privacy, all while being conveniently located near downtown Annapolis, shopping, dining, and local amenities. Recent improvements include a newer hot water heater, HVAC system, appliances, windows, newly renovated bathroom, insulation, asphalt driveway, hardscape walkway and retaining wall. A detached finished shed with dedicated electric offers flexible space with the potential to serve as a private home office, studio, or hobby space. This delightful cottage combines classic charm, thoughtful updates, and a convenient Annapolis location! Don't miss this one!

30 Woodlawn Ave, Annapolis

Listing courtesy of Compass. Contact:

$650,000

SOMETHING SPECIAL IS COMING TO HILLSMERE SHORES! Get ready to fall in love with 130 Great Lake Drive, an exciting new opportunity in one of Annapolis' most sought-after waterfront communities! Offering wonderful versatility and inviting spaces designed for both everyday comfort and effortless entertaining, this home features 2 fireplaces, a fabulous deck perfect for outdoor gatherings, and a separate in-law, nanny, or au pair suite that provides exceptional flexibility for extended family, guests, or multigenerational living. Imagine cozy evenings beside the fire, summer dinners under the stars, and weekends enjoying everything that makes Hillsmere Shores so special—including its beautiful community beach, marina, pool, and vibrant waterfront lifestyle. All just minutes from Historic Downtown Annapolis, shopping, dining, and everything the Chesapeake Bay region has to offer. A home with character, flexibility, and an address you'll love. More details and photographs coming soon. STAY TUNED!

130 Great Lake Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$899,000