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Browse All Annapolis MD Between $700K - $800K Properties for Sale

405 Halsey Rd, Annapolis
$795,000
3 Beds ⋅ 3 Baths
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:

127 Porter Dr, Annapolis
$709,900
3 Beds ⋅ 2 Baths
Nestled in the charming Admiral Heights neighborhood, this beautifully renovated ranch-style home offers a perfect blend of comfort and modern living. With three spacious bedrooms and two full bathrooms, the open floor plan invites you to enjoy seamless transitions between the family room and the upgraded kitchen, featuring a oversized island with seating for 6, stainless steel appliances, and elegant granite countertops. The warm wood floors and recessed lighting create an inviting atmosphere, while the cozy fireplace adds a touch of warmth for those cooler evenings. Step outside to discover a serene outdoor space adorned with extensive hardscaping and lush gardens, perfect for relaxation or entertaining. The deck provides an ideal spot for morning coffee or evening gatherings with family and friends, all while enjoying views of the surrounding matured trees and lush gardens. With a generous 0.25-acre lot, there's plenty of room to breathe and unwind and relax. The renovations in the last several years of the kitchen, deck, roof and new windows ensure that this home is in excellent condition, ready for you to move in and make it your own. The partially finished basement offers additional space for entertaining and utility room w/storage. The huge detached 538 sq foot 2 car garage offers room to improve the space or for all your hobbies and the paved driveway provide ample parking. As part of the Admiral Heights community, you'll have access to delightful amenities, including a picnic area, outdoor pool, and private dock on Weems Creek, perfect for kayaking or canoeing(Pool and Boat Club membership available with a fee)Enjoy the tranquility of waterfront living while being just moments away from local shops, dining, and parks. Walkable to local to Navy Stadium, West street cafes, the public library, parks, West Annapolis restaurants and shops and all in the center of what Annapolis has to offer!! This home is not just a place to live; it's a lifestyle waiting for you to embrace!

127 Porter Dr, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

7428 Bluffs Ln Unit C2, Annapolis
$740,000
2 Beds ⋅ 2 Baths
Exceptional one-level waterfront condo living at 7428 Bluffs Lane, Unit C2. Tucked away in a secluded 11-unit community on a private road, this beautifully updated home offers ground-level entry with no stairs, ample parking and boasts a breathtaking private balcony and living room/kitchen/dining space views of Back Creek. Step through the foyer and immediately take in the water, with a dramatic wall of windows and sliding doors spanning the back of the home and showcasing the ever-changing waterfront scenery from virtually every angle of the living spaces. From Blue Angels flyovers and Fourth of July fireworks to waterfront wildlife, stunning sunsets, paddle boarders and kayakers, the views are always captivating. The open floor plan features solid walnut hardwood floors, a dedicated dining area, kitchen island bar seating, recessed lighting, crown molding, a real wood-burning fireplace for colder months and a spacious kitchen with beautiful wood cabinetry, KitchenAid stainless steel appliances, gas cooking, a tile backsplash, abundant storage and under-cabinet lighting. Additional upgrades include energy-efficient windows and sliding doors, new designer interior doors throughout, elegant acrylic door knobs, Hunter Douglas custom top-down/bottom-up shades, California closets, a full-size front-loading washer and dryer and an HVAC system replaced in 2022. Both bathrooms have undergone stunning high-end renovations (2026). The hall bath evokes a modern nautical aesthetic with a striking deep-blue floating vanity, designer tiled walls and a soaking tub/shower with glass barn doors. The primary bath pairs exquisite tilework with a glass walk-in shower, heated floors, a TOTO washlet luxury toilet and a sophisticated midcentury-modern vanity in sage, complemented by matching linen storage and a Kohler hotel-style mirror. Outside, the expansive balcony with outdoor ceiling fans is an inviting retreat for morning coffee, sunset gatherings or simply soaking in the spectacular waterfront views. Boating enthusiasts will appreciate two community docks and 16 boat slips (8 deep-water slips) owned by the condominium association and assigned to individual units. The calm waters are ideal for paddle boarding, canoeing and kayaking, while the depth also accommodates larger powerboats and sailboats. Healthy condominium reserves add peace of mind. Combining impeccable bathroom renovations, effortless one-level living, an abundance of parking, boat slip privileges and an exceptional Annapolis waterfront setting, this special property offers a wonderful opportunity to enjoy the best of waterfront living!

7428 Bluffs Ln Unit C2, Annapolis

Listing courtesy of Keller Williams Realty. Contact:

708 Sydney Ter, Annapolis
$700,000
3 Beds ⋅ 3 Baths
Welcome to 708 Sydney Terrace in Heritage Harbour, a sought after 55+ community in Annapolis! This spacious two level home features 3 bedrooms and 3 full baths, with beautifully updated spaces and a flexible layout. The heart of the home is the recently renovated kitchen, complete with white cabinetry, granite countertops, stainless steel appliances, and a breakfast bar. Just off the kitchen, the two story family room provides a comfortable gathering space, with a door leading to the sunroom and adjoining covered patio, perfect for relaxing or enjoying your morning coffee. The main level primary suite features two walk in closets and a newly renovated private bath! Upstairs, you will find an open loft overlooking the family room as well as the third bedroom, full bath, and a large storage closet! Living in Heritage Harbour means there is always something to enjoy, whether you prefer a swim in the indoor or outdoor pool, a workout, a round of golf, or a game of tennis or pickleball. The community also offers plenty of ways to unwind and connect with neighbors, from the clubhouse, library, and game rooms to hobby spaces, social events, and organized activities. Enjoy the outdoors with waterfront access to the South River, kayaking, boating, and more. With so much to do right in the neighborhood and shopping, restaurants, and downtown Annapolis just a short drive away, you can enjoy an active, social lifestyle while still having a comfortable place to call home!

708 Sydney Ter, Annapolis

Listing courtesy of The KW Collective. Contact:

822 Boatswain Way, Annapolis
$795,000
3 Beds ⋅ 3 Baths
HERITAGE HARBOUR CAPE COD | WOODED PRIVACY & MAIN-LEVEL LIVING Enjoy comfortable main-level living and a peaceful, wooded setting in this Cape Cod-style home in Annapolis’s sought-after Heritage Harbour 55+ community. Situated on a cul-de-sac on approximately 0.28 acres, this three-bedroom, three-full-bath home offers approximately 2,100 square feet of living space, an attached two-car garage, and an unfinished walkout basement. Beautiful landscaping, a screened porch, and an expansive deck make the most of the private backyard. The main level includes a spacious primary suite overlooking the woods with a walk-in closet featuring built-in shelving and a renovated en-suite bath with quartz countertops, a walk-in shower, and a linen closet. The family room could alternately be used as a second main level bedroom offering custom built-ins and a closet. A full hall bath features quartz countertops and a tub/shower combination. Vaulted ceilings, a skylight, hardwood floors, and a gas fireplace lend warmth and character to the main living area. Sliding doors from the dining area lead to the deck and screened porch—welcoming spaces for morning coffee, outdoor dining, or simply enjoying the natural surroundings. The deck was expanded to approximately 375 square feet in 2017, with a portion converted to a screened porch in June 2024. Renovated in 2016, the kitchen features custom cabinetry, quartz countertops, abundant storage, stainless steel appliances, and a breakfast area with room for a table seating four. Direct access from the garage into the kitchen makes bringing in groceries easy, while a main-level laundry room adds everyday convenience. Upstairs, two additional bedrooms offer flexible space for guests, hobbies, or a home office. Both feature ceiling fans and dedicated mini-split systems for added comfort. One includes a walk-in closet; the other offers two closets and an alcove. A third full bathroom with a walk-in shower serves the upper level with a spacious linen closet in the hall between the bedrooms. The unfinished walkout basement provides generous storage and potential for future living space, with sliding glass doors opening to the backyard. The two-car garage includes a workbench and durable interlocking flooring. Approximately $47,000 in recent improvements include the screened porch, two upper-level mini-split systems, and a replacement HVAC system installed in May 2025. Additional features include natural gas, public water and sewer, radon mitigation system, an irrigation system, and replacement of the original polybutylene plumbing by previous owners. Located approximately five miles from downtown Annapolis, this home combines Cape Cod charm, flexible living spaces, and thoughtful updates with convenient access to shopping, dining, recreation, and waterfront attractions.

822 Boatswain Way, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

1292 Swan Dr, Annapolis
$795,000
4 Beds ⋅ 3 Baths
Welcome to an exquisite blend of coastal elegance, timeless sophistication, and modern luxury in the sought-after, water-privileged community of Cape St. Claire! Beautifully renovated, this stunning 4-bedroom, 2.5-bath Colonial showcases designer-inspired finishes, inviting living spaces, and the effortless charm of a Pottery Barn-inspired retreat. Framed by protected woodlands with seasonal glimpses of the Magothy River, the setting feels wonderfully private yet connected to the waterfront lifestyle. Step inside to discover rich hardwood flooring, fresh paint, elegant crown molding, and a striking staircase with contrasting dark wood accents. Sun-filled interiors and a flowing floor plan create an atmosphere of understated luxury, equally suited to entertaining and everyday living. The crowning jewel is the spectacular gourmet kitchen, completely reimagined in 2025! Crisp white upper cabinetry beautifully complements rich navy lower cabinets, while luxurious countertops, an expansive statement island with seating and storage, designer pendant lighting, stylish tile backsplash, and refined hardware elevate every detail. A farmhouse-style apron-front sink, statement range hood, and upgraded stainless steel appliances make this chef-inspired space as functional as it is beautiful. The gourmet kitchen overlooks an inviting dining area, where a cozy gas fireplace provides a warm focal point. The adjoining family room enjoys views of the fireplace, while each space retains its own distinct character. Rich flooring, recessed lighting, and natural light create a cohesive, sophisticated aesthetic. An additional living room provides generous space to gather, while a versatile main-level room is perfect for a home office, playroom, or private retreat. A convenient laundry room with cabinetry adds everyday practicality. Upstairs, four inviting bedrooms offer comfort and flexibility. The serene owner's suite features a spacious walk-in closet and an updated ensuite bath with an oversized walk-in shower and elegant dual-sink vanity. Three additional bedrooms share a beautifully updated hall bath with dual vanities. Fresh paint, updated flooring, contemporary fixtures, and thoughtful improvements throughout reinforce the home's refined yet welcoming character. Outside, an enchanting backyard unfolds beneath mature trees and alongside protected woodlands. The expansive deck and screened porch invite alfresco dining, morning coffee, and peaceful evenings immersed in nature. A level lawn offers room to unwind and play, while a dedicated fire pit area sets the scene for memorable gatherings under the stars. A private path beginning near the backyard shed leads toward the community beach amenities, bringing the waterfront experience close to home. A two-car garage provides added convenience. Cape St. Claire is cherished for its water-privileged lifestyle, with community beaches, a marina, boat ramp, kayak launch, pier, waterfront pavilion, and boat slips, subject to community rules and availability. Enjoy days on the Magothy River and relaxed afternoons by the water. Conveniently located near downtown Annapolis, shopping, dining, recreation, and Anne Arundel Community College, with easy access to major commuter routes, Baltimore, Washington, D.C., and Fort Meade. An exceptional opportunity to enjoy a lavish 2025 gourmet kitchen, beautifully updated interiors, wooded privacy, and coveted coastal amenities. Sophisticated yet inviting, luxurious yet effortlessly livable—Cape St. Claire living at its finest! ***MULTIPLE OFFERS RECEIVED. FINAL AND BEST DEADLINE BY 10/15/26 @10AM.***

1292 Swan Dr, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

700 N Holly Dr, Annapolis
$799,900
4 Beds ⋅ 3 Baths
Discover the possibilities of waterfront living at 700 N Holly Drive in Annapolis! Set on approximately 0.68 acres in the established community of Amberley, this four-bedroom, two-full-and-one-half-bath home pairs a peaceful setting along Whitehall Creek with comfortable living spaces and room to make it your own. Mature trees and water views create an inviting backdrop for everyday living, outdoor entertaining, and relaxing weekends at home. The bright kitchen features gray cabinetry, recessed lighting, generous counter space, and a breakfast area overlooking the surrounding greenery. A spacious family room offers a welcoming gathering place with a gas fireplace, brick surround, and built-in cabinetry. Step outside to the screened-in rear porch, where lovely water views create the perfect setting for morning coffee, casual dining, or unwinding at the end of the day. A separate dining room provides space for entertaining, while main-level laundry and a powder room offer everyday convenience. Upstairs, the primary bedroom includes plantation shutters, a walk-in closet with an organization system, and a private bath with a tiled shower. Three additional bedrooms and a full hall bath with a tub/shower combination complete the upper level. The unfinished basement provides valuable storage and opportunities to explore future improvements. An attached two-car garage and additional driveway parking add practicality to the property. Outside, the spacious grounds and brick patio offer room for gathering, gardening, and enjoying the natural surroundings. Whether you envision outdoor dinners, quiet afternoons overlooking the creek, or personalizing the landscape, this property provides a beautiful starting point. Amberley’s amenities further complement the waterfront lifestyle, with three community piers, kayak and dinghy storage racks, a kayak launch pier, a boat ramp, and more than 15 acres of forest and field with a walking trail. Community boat-slip privileges are coordinated through the association’s Pier Committee and carry a separate annual maintenance fee. Bring your vision and personal touches to this Annapolis waterfront home and create a retreat to enjoy for years to come. Schedule your showing today!

700 N Holly Dr, Annapolis

Listing courtesy of Winning Edge. Contact:

208 Anasta Ter, Annapolis
$745,000
4 Beds ⋅ 5 Baths
Designer details, thoughtful upgrades and an exceptional Annapolis location come together in this beautifully customized end-unit townhome, ideally situated next to Quiet Waters Park. Built by Lennar in 2023 and offering more than 2,800 square feet across four finished levels, this home combines newer construction with a collection of owner-added enhancements that set it apart. The open main level is bright, spacious and beautifully finished, with custom lighting and distinctive designer touches throughout. A blue accent wall with decorative millwork creates a striking focal point in the living area, with the color carried into the kitchen for a cohesive, custom look. The expansive kitchen is designed for both everyday living and entertaining, featuring abundant cabinetry, generous counter space and an oversized island with seating. The pantry has been completely reimagined from the original design with cabinetry, countertops and custom wood shelving. A custom built-in beverage bar with wine storage and glass-front cabinetry adds another special touch. The flexible lower level offers an impressive dedicated home gym with an adjacent full bath. Professionally outfitted as a serious fitness space, it’s an incredible setup for the fitness enthusiast! The spacious primary suite features a tray ceiling, a beautifully appointed bath with dual vanity and oversized shower, and a walk-in closet upgraded with a custom organization system. Additional bedrooms and baths provide excellent flexibility for family, guests and home office needs. The top level offers another versatile living space, a full bath, and opens to a private upper-level terrace—a wonderful outdoor retreat for relaxing or entertaining. Additional highlights include custom light fixtures throughout, designer accent details, and a rear-entry two-car garage. And then there is the location. Quiet Waters Park is practically at your doorstep, offering miles of wooded trails, a dog park, scenic overlooks along the South River, canoe and kayak rentals, summer concerts, a seasonal ice rink and more. All of this while being just minutes from Historic Downtown Annapolis, shopping and dining, with convenient access to major commuter routes connecting Baltimore and Washington, D.C.

208 Anasta Ter, Annapolis

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

2548 Mission Hills Ct, Annapolis
$750,000
3 Beds ⋅ 3 Baths
This immaculate 3 bedroom, ranch-style residence built in 1995 boasts 1,795 sq. ft. of luxurious living space on the main level + a finished basement. Step inside to find an open floor plan adorned with crown moldings and gleaming wood floors creating an inviting atmosphere perfect for entertaining. The gourmet kitchen, complete with an island and table space, is a culinary enthusiast's dream. Host friends and family for Thanksgiving where you can serve large parties in your formal dining room. The main living area is huge, with high ceilings, built-in shelves and a cozy fireplace. Enjoy the private backyard from the enclosed brick patio room. The fully finished, walk out basement gives you even more space for relaxation or hobbies. Heritage Harbour is a 55+ community that is located close to shopping, AAMC, historic Annapolis and major commuter routes ad offers endless amenities, activities and groups to keep you busy having fun, making friends and staying active. Embrace the exclusive amenities that define this community, including an art studio, fitness center, and multiple pools-both indoor and outdoor. Engage in friendly competition on the pickleball courts or enjoy leisurely strolls along the scenic jog/walk paths. With private access to the South River, indulge in water activities like canoeing or kayaking just a mile away. The meticulously maintained grounds and community features, including a clubhouse and library, foster a sense of belonging and camaraderie. Experience the perfect blend of luxury and leisure in this exceptional property, where every day feels like a retreat.

2548 Mission Hills Ct, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact:

356 Severn Rd, Annapolis
$799,900
4 Beds ⋅ 2 Baths
Opportunity awaits in the sought-after private, gated waterfront community of Epping Forest on the Severn River! If you have been looking for an opportunity to call Epping Forest home and are ready to bring your vision, creativity, and some sweat equity, 356 Severn Road offers the chance to update and personalize a spacious home while enjoying the lifestyle and amenities that make this community so special. Offering approximately 2,784 finished above-grade square feet, 4 bedrooms, 2 full baths, flexible main-level living space, and a 2-car front-load garage, the home is situated on a rare, relatively level 0.24-acre lot in a prime location within the community. The clubhouse, marina, and tennis courts are nearby, the community beach is an easy walk, and limited views of the Severn River can be enjoyed from the home and deck. Originally built as a cottage in 1930, renovations were completed in 1980 to the original cottage portion and the new addition was completed by current owner around 1985, the home retains elements of its original character while offering significantly expanded living space. An original stone propane gas fireplace with built-ins creates a charming focal point and reflects the history and character that have been preserved by the owners family over the years. The main level provides plenty of flexibility, including a family room with a cedar storage closet and additional flex space that could serve as a home office or potential fifth bedroom. The oversized eat-in kitchen offers plenty of room to reimagine the space, while the large formal dining room features a vaulted ceiling with exposed beam, picture molding, and parquet flooring. A distinctive spiral staircase leads to the upper level, where the home's main bedrooms and two full baths are located. Skylights bring natural light into several areas of the upper level. The primary bedroom features sliding doors leading to the deck, where you can enjoy peek-a-boo views of the Severn River and nearby community amenities. New sliding doors were installed in 2024. Additional features include dual-zone HVAC, public water, a private BAT septic system approximately 15 years old, brick and aluminum siding, and a 2-car garage. A greenhouse and pond offer additional possibilities for someone who enjoys gardening and outdoor projects; both convey AS-IS. For the buyer who can see beyond today's finishes, this property offers the opportunity to renovate, personalize, and build sweat equity while becoming part of one of Annapolis' distinctive private waterfront gated communities. Throughout Epping Forest, thoughtfully updated and renovated homes provide inspiration for what can be created with vision and investment. And then there is the Epping Forest lifestyle. Enjoy access to the Severn River, community beach, a large and improved marina currently under construction, waterfront clubhouse with restaurant and bar, tennis courts, walking trails, boat ramp, community chapel, social activities and year-round events, including the community's popular Fourth of July celebration and fireworks. Bring your ideas, make this home your own, and experience everything this special Severn River community has to offer. Epping Forest is a private, gated waterfront community and Special Tax District (annual $1,760.43) with binding Rules and Regulations. Welcome home!

356 Severn Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

777 Windgate Dr, Annapolis
$799,000
4 Beds ⋅ 3 Baths
Welcome home to lucky number 777 with over 3,000 finished square feet. You will fall in love with this very well maintained four bedroom, two & a half bath, colonial with a two car garage in sought after Cape St Claire. This property is made for entertaining large gatherings, with so much space to spread out! Wood floors throughout most of the main level, from the foyer to the spacious living room with a fireplace, into the formal dining room, and through the eat in kitchen. The cozy family room sits off from the kitchen and dining room. And, from the dining room step out to a wonderful enclosed porch with access to decks from both sides of the room. Upstairs find four ample sized bedrooms, with a huge primary bedroom with not only an attached bath and two walk-in closets, but a very large bonus room with so many options for use. The other three bedrooms share a the hall full bath, and the laundry is on the bedroom level for convenience. The back yard is fully fenced and ready to accommodate a large gathering or just enjoy the private setting as you relax in the fully functioning hot tub. New in summer of 2026 - roof, two HVAC system, and water heater****** Cape St Claire amenities include, beaches, fishing/crabbing pier, boat ramp, playgrounds, marina, & more. Broadneck School District. Close to shops and restaurants. Mins from Downtown Annapolis, and easy access for commuter routes to Washington, Baltimore, and close to Ft Meade. Great location, minutes from downtown Annapolis, and good commuter location with quick access to Rt 50 & I-97 close to Washington or Baltimore

777 Windgate Dr, Annapolis

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

312 Severn Unit W308, Annapolis
$765,000
2 Beds ⋅ 2 Baths
Welcome to 312 Severn Avenue, Unit W308—a rarely available two-story, two-bedroom, two-bath condominium at The Tecumseh, one of Eastport’s most distinctive waterfront communities. Located on the third floor, this approximately 1,390-square-foot residence offers a unique two-level layout with plenty of opportunity to make it your own. The entry level features a welcoming foyer and a spacious bedroom with an en-suite bath. The lower level includes a second bedroom and full bath, kitchen, and a generous living and dining area with a wood-burning fireplace and access to a private balcony with beautiful views of downtown Annapolis, Spa Creek, and portion of the Naval Academy campus. While there is currently no washer and dryer within the unit, one can easily be added, and a community laundry room is conveniently located just down the hall. Set directly along Spa Creek, The Tecumseh offers a 72-slip private marina, waterfront swimming pool and deck, gated private parking, lobby, mailroom, conference room, and an on-site property manager. For the boater, ownership of W308 also includes an entitlement to a 29-foot boat slip. What truly sets this property apart is the lifestyle. Step outside and you’re moments from the water, just steps from Eastport’s Restaurant Row, and an easy walk across the bridge to downtown Annapolis. Rarely available, W308 presents a special opportunity to create your own home within a waterfront community cherished for its location, boating lifestyle, and enduring connection to Annapolis’s maritime heritage. The Tecumseh Condominium has a 15-day first right of refusal.

312 Severn Unit W308, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

232 West St, Annapolis
$725,000
Unique mixed use opportunity in the heart of Annapolis. Located along West Street in the Arts District, 232 West Street offers a flexible property suitable for a variety of commercial or residential uses. Renovated in 2018, the property is currently configured for residential use with one bedroom and one and a half baths, offering the opportunity to continue its current use or adapt the space to meet future needs, subject to applicable zoning and approvals. The interior offers a bright, open feel with hardwood floors, skylights and abundant natural light. The kitchen features white cabinetry, stainless steel appliances, subway tile backsplash and an island with seating. The spacious rear room includes two closets, a full bath with dual sinks and a shower with dual shower heads, plus direct access to a private deck. A separate studio at the rear of the property provides additional flexible space that could complement a variety of uses. The fenced yard, storage shed, in home laundry and tankless water heater add additional functionality. Situated on an approximately 2,700 square foot lot with potential for future expansion, subject to zoning and applicable approvals. Conveniently located close to Downtown Annapolis, City Dock, Navy Marine Corps Memorial Stadium and the U.S. Naval Academy, with easy access to Routes 50 and 97. A versatile opportunity in a highly visible West Street location with the flexibility to accommodate commercial, residential or mixed use needs.

232 West St, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

232 West St, Annapolis
$725,000
1 Beds ⋅ 2 Baths
A unique mixed-use opportunity in the heart of Annapolis! Located in the Arts District, 232 West Street offers the flexibility of commercial and residential use in a convenient location close to Downtown Annapolis, Navy-Marine Corps Memorial Stadium, and the U.S. Naval Academy. Renovated in 2018, the property is currently configured for residential use with one bedroom and one and a half baths. Skylights and abundant natural light create a bright, welcoming feel throughout. The updated kitchen features white cabinetry, stainless steel appliances, a subway tile backsplash, and an island with seating, while hardwood floors add warmth and character. The spacious primary bedroom offers two closets and direct access to a private deck. The adjoining bathroom features a dual-sink vanity and a shower with dual shower heads. A separate studio in the rear provides additional flexible space with a variety of potential uses. The fenced yard adds privacy and creates a nice connection between the property, outdoor space, and the studio, while a shed provides additional storage. In-home laundry and a tankless water heater add to the property's conveniences. Situated on an approximately 2,700-square-foot lot, the property also offers potential for future expansion, subject to applicable zoning and approvals. Enjoy a prime West Street location with easy access to Downtown Annapolis, City Dock, restaurants, and shops, along with convenient access to Routes 50 and 97. A versatile property with a unique combination of location, character, and flexibility.

232 West St, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

303 Riding Ridge Rd, Annapolis
$750,000
4 Beds ⋅ 3 Baths
Nestled in the sought-after community of Hunt Meadow, and on a quiet cul-de-sac, this perfectly-kept colonial home offers the right blend of comfort and privacy. Featuring 4 bedrooms and 2.5 baths, a family room with a cozy fireplace, raised hearth and framed in brick. Vaulted ceilings, and custom oak hardwood floors. The kitchen features stainless steel appliances, granite counter tops and modern plank flooring. The entire second level, stairs, and living room feature all NEW carpeting. The primary bedroom has a spacious en-suite bath. Two additional bedrooms and an additional full bath are on this level. The finished basement offers additional space for recreation with a Movie Room featuring a large TV screen, movie projector and stereo system that all conveys with the property. A walk-in cedar-lined storage closet, a laundry room with front-load washer and dryer, and a fourth bedroom. The exterior features a brand NEW deck, and fire pit - ideal for enjoying the quiet outdoors. The back yard is private, partly wooded, and has trails leading from it for exploration. The garage is equipped with shelves and a workbench for projects. Residents enjoy access to community amenities such as the large outdoor pool, tennis courts, and scenic jog/walk paths that connect to Quiet Waters Park. The neighborhood is well-maintained, with sidewalks for leisurely strolls. Lots of community spirit here with swim meets, 5k runs, food trucks, holiday celebrations and other get-togethers. Hunt Meadow is just minutes from downtown Annapolis and convenient to Rts. 97 and 50

303 Riding Ridge Rd, Annapolis

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

2691 Claibourne Rd, Annapolis
$799,900
4 Beds ⋅ 4 Baths
The Sellers of this home are offering a $10,000 concession for a Buyer with an acceptable offer. Use that to buy down your rate or towards closing costs! Don't delay - grab your agent and schedule a tour today! Welcome to 2691 Claibourne Road, beautifully presented and ready to impress in the sought-after water-privileged community of Annapolis Roads. This spacious 4-bedroom, 3.5-bath Colonial offers a flexible floor plan, finished lower level, two-car garage and inviting indoor and outdoor spaces designed for everyday living and entertaining. Step inside to hardwood floors and light-filled living spaces that flow comfortably throughout the main level. The updated kitchen features granite countertops and opens to the home's gathering areas, while separate living and dining rooms provide plenty of room for entertaining. Just beyond, the screened-in porch overlooks the peaceful, wooded backyard and offers the perfect spot for morning coffee, outdoor dining or relaxing at the end of the day. Upstairs, the spacious primary suite features a vaulted ceiling, oversized walk-in closet and private bath with a sunken tub and separate shower. Three additional bedrooms and a full hall bath complete the upper level. Downstairs, the finished lower level adds even more flexibility with a family/rec room, full bath and generous storage—ideal for guests, a home office, workout space or additional living area. Additional features include a whole-house generator, newer heat pump, water-softening system, two-car garage and custom shed with electricity. Fresh landscaping and new mulch enhance the home's curb appeal, while the wooded backyard provides a private setting for relaxing and entertaining. Just a short walk down Claibourne Road, take in beautiful sights of Lake Heron—one more reminder of the special setting that surrounds this home. Annapolis Roads residents enjoy an exceptional water-privileged lifestyle with access to the community's private beach, boat ramp, piers, waterfront pavilion and picnic area, playground, fire pit, kayak storage, walking trails and neighborhood events. All of this is just minutes from Downtown Annapolis, shopping, dining and commuter routes. Beautifully staged, refreshed and ready for its next chapter—come experience 2691 Claibourne Road for yourself!

2691 Claibourne Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

906 Jackson St, Annapolis
$725,000
3 Beds ⋅ 3 Baths
RARE OPPORTUNITY! TWO HOMES ON ONE LOT IN EASTPORT! This versatile property offers an exceptional combination of character, functionality, and flexibility with a renovated 2-bedroom, 1.5-bath main home PLUS a separate 1-bedroom, 1-bath guest house. The main residence features gleaming hardwood floors, a cozy fireplace, and a spacious kitchen with abundant counter space, a large peninsula, and stainless-steel appliances. The inviting layout provides comfortable living spaces while retaining the charm and character buyers love. The detached guest house is a standout feature, offering a private bedroom, full bath, living room, washer/dryer, and separate utilities. Ideal for guests, extended family, a private home office, or other flexible living arrangements. Enjoy the outdoors in the pleasant, tree-lined backyard, enclosed by a privacy fence. A 1+ car garage and shed provide plenty of room for parking, storage, hobbies, and outdoor equipment. Located conveniently to the restaurants, shops, waterfront, and attractions of Eastport and Downtown Annapolis, this property puts you close to everything while offering the flexibility of two separate living spaces. Notable recent improvements include: New roof and skylights (2023) New driveway (2022) Guest house electrical wiring (2022) New dishwasher (2024) Two homes. One lot. Endless possibilities. A unique opportunity in a highly desirable Annapolis location!

906 Jackson St, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

141 Summer Village Dr, Annapolis
$775,000
3 Beds ⋅ 5 Baths
This former model end-unit townhome sits on one of the prettiest lots in Riva Trace, adjacent to open space for extra privacy. Oversized windows and skylights fill the home with natural light, creating a garden-like glow in the spacious living room beneath its vaulted ceiling. A two-sided gas fireplace warms both the living and family rooms, and the family room opens to a covered porch — an easy spot to unwind at the end of the day. The kitchen is a true centerpiece, featuring mahogany cabinetry, a gas range, a Sub-Zero-style refrigerator, additional stainless appliances, granite counters, and ceramic tile flooring. This is also one of the very few homes in the community to offer a full main-level primary suite, providing a private, peaceful retreat and no stairs. The upstairs is bathed in sunlight beneath cathedral ceilings, with a generously sized loft offering flexible space for a home office, sitting room, or fourth bedroom. The primary suite here includes a dressing area alongside a well-appointed luxury bath, while the newly refurbished deck offers southerly views — perfect for morning coffee as the world awakens. A guest bedroom and bath complete this level. The lower level is made for entertaining, with a spacious recreation room featuring a wet bar, second gas fireplace, full bath and unfinished space perfect for the hobbyist. Riva Trace living means an active, connected lifestyle: a fishing pier on Gingerville Creek, kayak racks, tennis, basketball, and pickleball courts, walking trails, and a tot lot. And when it's time to run errands or head out for the evening, coffee shops, restaurants, groceries, and easy public transit to Baltimore and D.C. are just minutes away.

141 Summer Village Dr, Annapolis

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

307 Melvin Ave, Annapolis
$785,000
4 Beds ⋅ 3 Baths
Welcome to 307 Melvin, a charming bungalow that has been home to the same family for more than seventy years. Take this opportunity to make your home in WEST ANNAPOLIS, one of the most highly sought-after neighborhoods in all of Annapolis. Whether you are a first time buyer, or downsizing and seek main level bedrooms, this impeccably maintained home offers the perfect opportunity to develop the home as is or expand to suit your design passion. This 1152 sq ft haven, built in 1954, boasts updated amenities while maintaining its original style charm. Enter the home through the front door and you are greeted by a fully enclosed 3 season sitting room. The family room and most of the home feature beautifully refinished gleaming hard wood floors. There are two main level bedrooms and a refinished full bathroom. Sweeping up the staircase, you have an additional the two bedrooms and half bath. The entire interior has been freshly painted and windows have been updated throughout the home. A fully finished basement features a large wood paneled family room, bar area, a full bath, washer/dryer & laundry area topped off with a refrigerator. This could easily be a work-out space, office, man cave or she shed! Depart through the kitchen to a spacious enclosed back porch that provides a sitting area that overlooks a canopy of mature trees, creating a private setting for outdoor dining or enjoying your favorite libation. There is a detached work room complete with a pot-belly stove connected to a 1 car garage along with parking for 2+ cars in the driveway and options for on-street parking. Adding to the property's unique character is the convenience of being walking distance to all that West Annapolis has to offer. The prime location is in close proximity to the Weems Creek water access at the Tucker Street boat ramp, the highly sought after West Annapolis elementary school, RAR Brewery, Always Ice Cream, luxury boutiques and a plethora of restaurants. including the newly opened Positano. It is also close to Downtown Annapolis, the Navy stadium and offers quick access to Route 50 for easy commuting. Your new neighborhood is one of the most "happening" in Annapolis. Welcome Home!

307 Melvin Ave, Annapolis

Listing courtesy of Curtis Real Estate Company. Contact:

1025 Hanson St, Annapolis
$700,000
6 Beds ⋅ 3 Baths
Welcome to 1025 Hanson Street, offering nearly 2,880 sq. ft. of exceptionally flexible living space across three finished levels in the heart of Annapolis! Perfect for a multi-generational family. Thoughtfully improved and meticulously maintained, this turn-key home provides a rare combination of space, versatility, parking and major system upgrades. The main and upper levels feature 4 bedrooms, a full bath, a bright and open living area, an updated kitchen with granite countertops and tile backsplash, and dedicated laundry with front-loading washer and dryer, utility sink and additional storage. The fully finished ground level creates an incredible second living space featuring 2 additional bedrooms, a den/office, full bath, stunning secondary kitchen (minus stove/oven) with granite countertops, stainless steel appliances and tile backsplash, a second laundry setup with utility sink, and new LVP flooring throughout. A private side entrance, new fencing, paver walkway and patio access provide tremendous flexibility for multi-generational living, extended guests, a home office setup or simply additional space to spread out. Outside, you'll find features that are especially hard to come by in Annapolis—including dual driveways with parking for 6+ vehicles and/or boats, along with a two-story detached shed offering excellent storage and convenient yard and street access. Extensive improvements provide peace of mind, including a NEW 2025 roof on both the home and shed with transferable warranty, updated HVAC including heat pump and indoor coil, 60-gallon hybrid high-efficiency water heater, 200-amp electrical service, Tesla EV charger, French drain and stormwater management system, sump pump, updated attic insulation with spray foam, Nest thermostats, updated siding, additional ground-level egress, ceiling fans, fresh paint and much more. With three finished levels, two distinct living areas, exceptional parking and storage, and numerous major capital improvements already completed, 1025 Hanson Street offers the kind of versatility that's difficult to find in Annapolis. Whether you're looking for room for a growing household, multi-generational living, extended guests, midshipman sponsor hosting, or simply a home that provides plenty of space to live, work and entertain—this one is a 10/10!

1025 Hanson St, Annapolis

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

16 Woodlawn Ave, Annapolis
$799,000
3 Beds ⋅ 3 Baths
Tucked into Homewood, just beyond the brick sidewalks of Historic Downtown Annapolis, 16 Woodlawn Avenue is a residence taken down to the studs and rebuilt in 2019, blending all the comforts of modern design with the historic charm of Homewood. A traditional front porch, turned white columns and soft buttery siding announce the home from the street while a long driveway offers the rare luxury of off street parking in one of Annapolis's most walkable in-town pockets. Inside, tall ceilings and recessed lighting set an airy tone against gorgeous oak flooring on the main level and the beautifully refinished original pine flooring on the stairs and level two. The classic period moldings that run throughout remind you that this home has been here for a time as the updates make it seem like a much newer build. The kitchen anchors the main level: white shaker cabinetry, stainless appliances, and granite countertops surround a center island with room for a kitchen table, while a separate formal dining room sits just off the living room for more considered entertaining. A main level powder room, a rare find in homes of this era, provides ease buyers rarely expect from an in-town address. A mudroom tucked off the kitchen doubles as an office also providing space for the pantry, a laundry closet and access to the unfinished basement and backyard. Upstairs, three bedrooms include a primary suite that is bright, generously scaled, and appointed with an ensuite bath and stall shower. The hall bath is an ode to the age of the home with a refurbished black and white clawfoot tub (with shower) set beneath classic wainscoting. A third floor of floored attic space stands ready as flexible storage today, or a defining feature tomorrow for an owner who wants to finish it into additional living space. Outside, the large, flat, fully fenced yard is anchored by a side patio off the mudroom for grilling and framed by fig trees, with a gate to a rear fenced area and a large storage shed beyond. The location is a defining feature in its own right. Walk to Navy games, boat shows, Wednesday night's "Dinner Under the Stars, and pickup pickleball on West Street, or take a short drive to the boat ramps at Amos Garrett Park or West Annapolis to launch your paddle board or kayak. 16 Woodlawn Avenue isn't just a renovated in-town home. It stands as a premier expression of Chesapeake Bay living at its most walkable and most alive. Be sure to check out the virtual walk through tour!

16 Woodlawn Ave, Annapolis

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

907 Monroe St, Annapolis
$750,000
3 Beds ⋅ 3 Baths
FRESHLY PAINTED INTERIOR & FRONT PORCH! Welcome to UP-TOWN EASTPORT! This three-bedroom and three-full-bath home, plus a lower-level den that easily serves as an on-suite; is a beautifully maintained, turn-key home offering over 2,000 square feet of fully finished living space. Originally transformed during a massive, studs-out 2017 remodel, this home offers ultimate peace of mind with entirely replaced core systems and premium finishes throughout. The chef’s kitchen is fully equipped with Saint Cecilia granite counter tops, an expansive island breakfast bar, premium stainless steel appliances, a mosaic tile back splash, and soft-close cabinetry. The open floor plan main level also includes 2 bedrooms with NEW CARPET! and a full bathroom. Upstairs, a massive second-story addition houses a luxurious primary suite with a custom glass shower, a walk-in closet, and a sitting area. The lower level offers a family room with a storage area and a "DEN" with a full bath. No detail was spared in the renovation, which features gleaming new hardwood floors, energy-efficient double-pane tilt-in windows, and updated insulation. Enjoy worry-free living with a comprehensive HVAC setup including a gas furnace and central A/C, updated plumbing, new electrical panels, a new water heater, and a fully integrated, code-compliant interior fire sprinkler system. The exterior shines with architectural roof shingles, low-maintenance vinyl siding, new gutters, and a spacious gravel driveway. Outside, enjoy outdoor entertaining in the fully fenced, private backyard. Perfectly situated moments from historic downtown Annapolis & Eastport restaurants, and of course all the local waterways.

907 Monroe St, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

1007 Harbor Dr, Annapolis
$800,000
4 Beds ⋅ 5 Baths
Room to spread out, space to entertain, and the Annapolis water-oriented lifestyle! Welcome to 1007 Harbor Drive in sought-after Annapolis Roads, offering 3,722 finished square feet, four bedrooms, three full and two half baths, a two-car garage, and a versatile floor plan designed for today's lifestyles. One of this home's standout features is the finished walkout lower level, complete with a recreation room, kitchenette, full bath, bonus room, and private entrance. Whether you need space for guests, a home office, hobbies, or additional living and entertaining areas, this home offers exceptional flexibility. Outdoor living is just as impressive! Enjoy the screened porch, deck, 10-person hot tub, and newly built fire pit with custom paver patio overlooking the level, fenced backyard. The extra-wide driveway provides additional parking for vehicles, a boat, or an RV, while the two-car garage offers extensive storage with a floored attic, shelving, and cabinets. Inside, hardwood and luxury vinyl plank flooring, fresh paint, new upstairs carpet, and recessed lighting complement generous living spaces. The main level features a wood-burning fireplace, dedicated living room/home office, dining area, kitchen with granite countertops and island, and a bright breakfast room with vaulted ceiling and skylights. Upstairs, the spacious primary suite includes a sitting/dressing area, walk-in closet, and private laundry, along with three additional bedrooms and an updated hall bath with double vanity. Major improvements have already been completed, including a two-zone HVAC system and most windows replaced in 2024, roof approximately 2020, water heater and well tank in 2026, refrigerator in 2025, cooktop in 2023, and dishwasher in 2022. A Choice home warranty through 2030 conveys to the buyer. Beyond the home, enjoy everything Annapolis Roads has to offer, including access to a sandy community beach, boat ramp, waterfront park, playground, picnic area, and pavilion along the Chesapeake Bay. All just minutes from Downtown Annapolis, Quiet Waters Park, shopping, dining, and major commuter routes. No HOA!

1007 Harbor Dr, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact:

3280 Arundel On The Bay Rd, Annapolis
$750,000
5 Beds ⋅ 5 Baths
2.625% Assumable FHA loan! Significant Price Improvement! Priced to sell, incredible value and opportunity. Excellent Condition. Welcome to this beautifully maintained custom built Tudor Style home in this small coastal community. NO HOA!! Pride of ownership shows! With a primary suite on the main level and another primary suite on the upper level, this home is perfect for Multi-Generational Living and Accessibility! The upper level features 3 spacious bedrooms and 2 full baths; the main level has 1 large bedroom with a full bath and walk-in shower; and the lower level has another full bath and several areas to make additional bedrooms. The huge 1,100 sqft finished lower level has multiple rooms including a large rec room that can fit a pool table, games and a bar area; plus a family room or theatre room and private entrance! There is even space for a kitchenette! There are so many possibilities with this extra space including an apartment or in-law suite! The home is filled with natural light and scenic views throughout. Situated on almost a half of acre and only 2 blocks to the Chesapeake Bay! The lush backyard is fully fenced in and ready for entertaining and evening dinners on the updated trex deck! The lot next to the home is a county preserved wooded lot that offers privacy and attracts wildlife. Oyster Harbor offers the best of Coastal Maryland living—just minutes from historic downtown Annapolis, top-rated restaurants, shopping, and commuter routes. The home has been well cared for and maintained; only two owners since it was built! Recent updates include: HVAC, water heater, main level LVP floors that are very durable, trex deck and renovated front porch with tile, custom plantation shutters, renovated primary suite and luxury full bath, front load w/d, professionally cleaned, professionally landscaped, backyard drainage system...and more! Sellers are MOTIVATED and ready for another family to make this their home! MOVE-IN READY AND A MUST-SEE! You won't find many homes with this lot size and location for this price. Don't miss this great opportunity! Schedule your showing today.

3280 Arundel On The Bay Rd, Annapolis

Listing courtesy of The KW Collective. Contact:

7038 Clinton Ct, Annapolis
$800,000
3 Beds ⋅ 3 Baths
NEW PRICE FOR AN EXCEPTIONAL PROPERTY !!! Experience the ultimate waterfront lifestyle in the prestigious Harbour Village Marina at Chesapeake Harbour, where panoramic marina views and exceptional amenities create one of Annapolis' most sought-after communities. This beautifully updated 3 bedroom 3 bath waterfront condominium offers an inviting blend of elegance, comfort, and coastal charm. Wake each morning to tranquil marina views from your private balcony, spend your afternoons enjoying the private sandy beach, waterfront pool, tennis and pickleball courts, or simply watch the boats come and go from one of the area's premier marinas. Whether you're an avid boater or simply appreciate life on the water, this is waterfront living at its finest. Inside, the spacious floor plan is designed for both everyday living and effortless entertaining. The living room and primary suite each feature a gas fireplace, creating warm and inviting spaces to unwind. Multiple balconies capture beautiful marina vistas, while the updated kitchen showcases granite countertops, stainless steel appliances, and generous workspace for preparing meals or gathering with family and friends. Thoughtful upgrades throughout the home provide both style and peace of mind, including fresh interior paint, engineered hardwood flooring, updated granite countertops, designer bathroom vanities with quartz countertops, newer interior doors with brushed bronze hardware and glass door knobs, LED ceiling lighting, Lutron switches, modern 15-amp outlets with USB and USB-C charging ports, and numerous electrical improvements. The oversized two-car garage with EV charging capability adds convenience for today's lifestyle. Residents of Chesapeake Harbour enjoy an unmatched collection of waterfront amenities, including a private beach, marina, waterfront swimming pools, tennis and pickleball courts, walking paths, and the popular Beacon Waterfront Galley & Bar...all within the gated community. No other condominium community in Annapolis offers this unique combination of waterfront recreation, boating, dining, and resort-style living. Whether you're searching for a full-time residence, an elegant weekend retreat, or the perfect lock and leave waterfront home, this exceptional condominium offers a rare opportunity to enjoy the Chesapeake Bay lifestyle in one of Annapolis' most exclusive waterfront communities.

7038 Clinton Ct, Annapolis

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

21 Boucher Pl, Annapolis
$749,999
3 Beds ⋅ 4 Baths
Welcome to this beautifully maintained townhome in Eastport’s sought-after Boucher Place community, where timeless design meets effortless, low-maintenance living. Built in 2013 and offering nearly 1,800 square feet of thoughtfully designed space, this home is tailored for both relaxing everyday comfort and vibrant entertaining. At the center of the main level is a bright, open kitchen anchored by a large island with seating. It seamlessly connects to a living space centered around a cozy gas fireplace, creating a warm, natural gathering spot for guests. Enjoy meals in the adjacent dining area, or step outside into your private outdoor oasis—a freshly landscaped rear patio lit by charming bistro lights, perfect for al fresco dining and evening relaxation. Rich hardwood floors run throughout the main living level, while brand-new carpet (2026) adds plush comfort upstairs. Coupled with fresh neutral interior paint (2026), the entire home delivers a crisp, move-in-ready feel. The upper two levels feature three generously sized bedrooms, highlighted by a serene primary suite complete with a walk-in closet and an en-suite bath featuring a deep soaking tub and separate walk-in shower. A dedicated second-floor laundry room adds essential daily convenience. For a true outdoor highlight, head up to the private rooftop deck- an ideal retreat for morning coffee or sunset drinks. Thoughtful exterior details and community perks make daily life a breeze. Practical highlights include a detached two-car garage with rear entry and a paved driveway, while a spacious community green sits just steps from your front door. The low-maintenance Boucher Place HOA covers lawn care, snow removal, and exterior building insurance for true lock-and-leave ease. Ideally located within walking distance of vibrant downtown shops, dining, and waterfront attractions, this exceptional Eastport property allows you to spend less time on upkeep and more time enjoying coastal living.

21 Boucher Pl, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

110 Lake View Dr, Annapolis
$720,000
3 Beds ⋅ 2 Baths
The open house for 10/24 was cancelled. Please contact me directly to schedule a private showing. Opportunity to call Hillsmere Shores home!** Just two blocks from the community’s private beach and playground on the South River, this updated 3-bedroom, 2-bath home puts one of Hillsmere’s best amenities practically at your doorstep. Watch the sunrise at the water, afternoons at the beach, and evenings watching sailboats and ships pass along the Chesapeake Bay are all part of the lifestyle here. Inside, the split-level design offers more space and flexibility than you might expect, with multiple living areas to spread out and make your own. The main living room features a cozy pellet fireplace insert, while a spacious family room and additional finished lower-level room provide plenty of options for a home office, gym, playroom, hobby space, or guests. Hardwood flooring extends throughout two levels, complemented by luxury vinyl plank flooring on the remaining two. The updated kitchen features quartz countertops and stainless steel appliances, and both full baths have beautifully renovated showers. A convenient mudroom/laundry room connects directly to the attached one-car garage, while just off the kitchen, a paver patio creates an easy spot for grilling, dining, and entertaining outdoors. And then there’s Hillsmere! Residents enjoy a private beach, marina, community pool, boat ramps, playgrounds, and year-round neighborhood events—all just minutes from downtown Annapolis. **With its new price, flexible living space, garage, updates, and location just two blocks from the South River, this home deserves another look!**

110 Lake View Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

100 Oak Dr, Annapolis
$749,900
4 Beds ⋅ 3 Baths
Price Improvement! 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:

278 Hillsmere Dr, Annapolis
$749,000
4 Beds ⋅ 3 Baths
Don't miss out on this great location. Fall is here and it is time to make your move and be settled in before the holiday season is here! Must see inside to appreciate all this home has to offer. Sellers are highly motivated! Details and features; -The kitchen used to be the carport -The upper cabinets in the kitchen are custom made -Luxury vinyl flooring in kitchen -Propane fireplace in living room/insert is only 2 years old -Propane gas for grill -2-100-gallon propane tanks/owned -Propane back up heat -Blown in insulation in attic area -Master bath gutted and updated 5 years ago -HVAC units in lower level and in barn/garage -Lower-level walk out to bar area and firepit -Full covered huge deck -Fully fenced back yard -Private access to Quiet Waters Park -Metal roof on barn/garage -Custom built doors on barn/garage 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. 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.

278 Hillsmere Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

19 Boucher Pl, Annapolis
$799,000
3 Beds ⋅ 4 Baths
NEW PRICE ALERT!!******Nestled in the charming Boucher Place community, this exquisite end-of-row townhouse offers a perfect blend of coastal and traditional architectural styles, creating a warm and inviting atmosphere. Built in 2013, this residence boasts 1,800 square feet of thoughtfully designed living space, ideal for those seeking comfort and elegance. The kitchen is a chef's dream, featuring upgraded countertops, a spacious island, and high-end stainless steel appliances, including a gas range and built-in microwave. The combination of hardwood on the main level, throughout adds a touch of sophistication, while plush carpeting in the bedrooms ensures a cozy retreat. The home features three generously sized bedrooms, each designed with comfort in mind. The primary suite is a true sanctuary, complete with a walk-in closet and a luxurious en-suite bathroom featuring a tub shower. Enjoy the warmth of the gas fireplace in the family room, creating a perfect ambiance for relaxation. Thoughtful details such as ceiling fans and window treatments enhance the home's comfort and style. Step outside to your private outdoor oasis, where a roof top balcony, deck, and patio await, perfect for enjoying morning coffee or evening gatherings. The beautifully landscaped courtyard view adds to the serene atmosphere, making it an ideal spot to unwind. This property also includes a detached two-car garage with rear entry, ensuring convenience and ample storage. The paved driveway and well-maintained sidewalks enhance the overall appeal of the home. As part of the Boucher Place community, residents benefit from included association services such as lawn maintenance, snow removal, and insurance, allowing for a low-maintenance lifestyle. Experience the perfect blend of luxury and comfort in this stunning townhouse, where every detail has been carefully curated to create a welcoming home. Embrace the exclusive lifestyle that awaits you in this beautiful property. New Roof in 2024 and new hardwoods in 2025.

19 Boucher Pl, Annapolis

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

92 Clifford Blvd, Annapolis
$715,000
4 Beds ⋅ 3 Baths
Amazing home at an amazing price point! Welcome home to this beautifully maintained transitional Craftsman in sought-after Clifford Estates, NO HOA! From the moment you arrive, you’re greeted by a spacious Trex front porch, the perfect place to sip your morning coffee, unwind after a long day, and wave to neighbors passing by. Step inside to discover an inviting, light filled interior featuring Brazilian cherry hardwood flooring, neutral tones, and a traditional, flowing layout designed for both everyday living and entertaining. The bright and airy living room offers abundant natural light, while the chef’s kitchen truly shines with granite countertops, updated backsplash, stainless steel appliances, a large island with additional storage, ample cabinetry, a pantry, and space for a breakfast table. A formal dining room provides the perfect setting for holiday gatherings or casual dinners, and a convenient main level powder room completes the space. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary suite featuring extra windows, a large walk-in closet, and an ensuite bath with dual vanities. An additional full hallway bath and bonus storage area add even more functionality. The lower level offers incredible flexibility currently set up as a home gym, it’s ready for your vision. Finish it for additional living space, create guest quarters, or simply enjoy the storage. A cozy pellet stove adds warmth and charm as an additional heat source. Situated on a large corner lot, this home provides plenty of room to spread out. The rear Trex deck creates an ideal outdoor living space for entertaining or relaxing. With a detached garage, storage shed, attached three car garage, and a two car driveway, parking and storage are effortless. Additional highlights include a new roof (2025) for peace of mind. Enjoy a prime location just minutes from shopping, dining, and entertainment, including Annapolis Mall and the Maryland Renaissance Festival, with easy access to USNA, Fort Meade, Baltimore, Washington, DC, and BWI Airport. This is the one you’ve been waiting for, schedule your private tour today.

92 Clifford Blvd, Annapolis

Listing courtesy of Compass. Contact:

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