Annapolis MD Homes with Pools MLS Search

Browse All Annapolis MD Properties with Pool for Sale

$379,900
2 Beds ⋅ 2 Baths
Welcome home to this beautifully updated 2-bedroom, 2-bathroom condo, offering comfortable living, stylish upgrades, and an unbeatable location within the community. The updated kitchen features new soft-close cabinets and new quartz countertops, creating a fresh and modern space for cooking and entertaining. The condo also boasts new flooring and fresh paint throughout, giving the entire home a bright, clean, move-in-ready feel. Relax by the cozy fireplace or step outside onto the private deck off the bedroom, where you can enjoy beautiful water views and unwind at the end of the day. For added convenience, the condo is located right next to the community pool, making it easy to enjoy resort-style amenities just steps from your door. You'll also appreciate being close to shopping, dining, and everyday conveniences. With its thoughtful updates, water views, convenient location, and community amenities, this condo is a wonderful place to call home!

1144 Lake Heron Dr Unit #2B, Annapolis

Listing courtesy of Fathom Realty MD, LLC. Contact: 8884556040
$890,000
3 Beds ⋅ 3 Baths
Welcome to Hillsmere Shores, one of Annapolis' premier waterfront communities, where coastal living meets convenience and an active lifestyle. This beautifully maintained all-brick, two-story Colonial offers a highly desirable open floor plan, hardwood floors, elevator access, and ADA-friendly design, providing comfort and accessibility for all stages of life. Enjoy seasonal water views from the main living areas and upper-level bedrooms, bringing the beauty of the Chesapeake lifestyle right into your home. Recent improvements include a new roof (2025) and new appliances (2026), offering peace of mind for years to come. The floored attic presents exciting potential for future expansion and additional living space. Primary bedroom offers spacious deck for relaxing with morning coffee and evening conversation. Situated on an attractive lot, this home is located within the sought-after Hillsmere Shores community, known for its vibrant neighborhood spirit and year-round events and celebrations. Residents enjoy access to exceptional amenities including a waterfront playground, volleyball court, two marinas with individual slips available for lease, and a community beach. The community swimming pool is available through a separate membership. Just minutes from historic Downtown Annapolis, residents can take advantage of award-winning restaurants, boutique shopping, waterfront parks, sailing, cultural events, and endless outdoor recreation. Commuters will appreciate the convenient access to Routes 50 and 97, providing easy connections to Washington, DC, Baltimore, and BWI Airport. Whether you're seeking a primary residence, a retirement-friendly home with elevator access, or a place to embrace the Annapolis waterfront lifestyle, this exceptional property offers the perfect combination of location, community, and value.

131 Kuethe Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$1,400,000
4 Beds ⋅ 4 Baths
(Professional Photos coming soon!) Welcome to 71 Farragut! This beautiful 4-bedroom; 3 ½ bath home is located in the highly sought-after Bay Ridge Community. The heart of the home features a large eat-in kitchen, with a cozy fireplace in the adjoining family room, and a sun-filled living room with vaulted ceilings. The private professionally designed landscaped yard showcases an in-ground swimming pool that backs to conservation land. Located in one of Annapolis’s premiere waterfront communities, don’t miss your opportunity to call Bay Ridge Home. With the optional community membership, discover a unique chance to experience a coastal lifestyle with private beaches, a marina, walking trails, playgrounds, and year-round neighborhood events. Ideally located just minutes from downtown Annapolis and has convenient access Rt. 50, 97, Washington, Baltimore and BWI Airport.

71 Farragut, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (866) 987-3937
$795,000
4 Beds ⋅ 3 Baths
Perfectly positioned in the heart of sought-after Admiral Heights, 290 Halsey Road offers a wonderful combination of timeless character, comfortable one-level living, and beautifully flexible space. Hardwood floors bring warmth and elegance throughout the main level, while the inviting living room is centered around a gas fireplace, creating a sophisticated yet comfortable place to gather. The kitchen is appointed with stainless steel appliances, and the light-filled sunroom provides a beautiful extension of the living space—ideal for morning coffee, casual entertaining, or simply enjoying the changing seasons. Designed with versatility in mind, the home offers the ease of one-level living, complemented by a spacious walk-out lower level that can effortlessly accommodate a family room, private guest suite, home office, fitness space, or recreation area. Three full bathrooms further enhance the home’s functionality and flexibility. All of this is set within one of Annapolis’ most desirable established neighborhoods, just moments from Downtown Annapolis, West Annapolis, the Navy-Marine Corps Memorial Stadium, Route 50, shopping, dining, and everyday conveniences. An exceptional opportunity to enjoy the charm and lifestyle of Admiral Heights with inviting interiors, flexible living spaces, and an outstanding Annapolis location.

290 Halsey Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$799,000
1 Beds ⋅ 1 Baths
Welcome to waterfront living at The Point, one of Annapolis’ most desirable communities on Spa Creek. Thoughtfully designed to showcase the water, this one-bedroom, one-bath condo features beautiful hardwood floors, stunning Spa Creek views, and two private balconies, perfect for taking in the waterfront scenery. The updated kitchen features high end appliances and upgraded countertops, creating a clean, seamless look. The Point offers an exceptional Annapolis lifestyle with a waterfront pool, marina with boat slips for power and sailboats, tennis and pickleball courts, clubhouse, and access for kayaking and other water activities. Enjoy the convenience of walking to downtown Annapolis and Eastport for restaurants, shops, marinas, and waterfront fun. The unit also includes assigned storage and dedicated bicycle space on the ground floor. Whether you’re looking for a full-time home or an easy Annapolis getaway, this is waterfront living with downtown fun just a short walk away.

5 President Point Dr Unit #A2, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$309,900
3 Beds ⋅ 2 Baths
Welcome to this beautifully updated two level penthouse condo featuring three bedrooms, two full baths, and a thoughtfully designed open concept layout. The living and dining areas flow seamlessly together, while soaring ceilings and abundant natural light create a bright, spacious atmosphere. A cozy wood-burning fireplace adds warmth and charm. The elegant primary suite features a private en suite bath and direct access to a peaceful blacony overlooking mature trees. The perfect setting for morning coffee or evening relaxation. With modern finishes and thughtful upgrades throughout, this home is move in ready. Conveniently located near shopping, dining, public transportation, Washington, D.C., ad major commuter routes, this stylish penthouse condo offers the perfec t combination of comfort, convenience, and contemporty living. Condo living at its' best.

30 Sandstone Ct, Annapolis

Listing courtesy of Keller Williams Preferred Properties. Contact:

$300,000
3 Beds ⋅ 2 Baths
Step inside to a bright, inviting layout designed for effortless living and entertaining. The updated kitchen serves as the heart of the home, offering plenty of prep space on the durable countertops. Every corner shines with pride of ownership, making this an ideal choice for first-time buyers, downsizers, or savvy investors. Painted with stylish bright colors, this property has the pizzazz that makes it stand out from the rest. Don't miss this rare opportunity to own an updated, affordable townhome in a fantastic neighborhood. Schedule your tour today before it is gone!

74 Heritage Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102240600
$599,000
2 Beds ⋅ 2 Baths
Discover a luxurious lifestyle in this exquisite 2-bedroom, 2-bathroom residence nestled in the prestigious Grandview at Annapolis Towne Centre. This contemporary corner "Davenport" unit boasts an open floor plan with 10' ceilings, enhanced by elegant crown moldings and recessed lighting, creating a warm and inviting atmosphere. The gourmet kitchen features upgraded countertops and high-end appliances, including a built-in microwave, wall oven, and sleek Miele Induction cooktop, perfect for culinary enthusiasts. There is also a den that makes a great home office or flex space. Step onto the private balcony to enjoy serene views or unwind in the community's rooftop pool or elegant bar. The building offers exceptional amenities, including a fitness center, concierge service, and a stylish bar/lounge. Enjoy the convenience of in-unit laundry and assigned parking with electric vehicle charging stations available. With its prime location (easy access to shopping, dining, downtown Annapolis, Naval Academy, marinas etc.) and luxurious features, this home is a perfect blend of comfort and sophistication, inviting you to embrace an exclusive lifestyle. Experience the best of modern living in this exceptional property.

1915 Towne Centre Blvd Unit #303, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$895,000
6 Beds ⋅ 3 Baths
Open House Cancelled - Sellers will review highest and best offers 9am Sunday 08.23. From the street, its charm is immediate, but step inside and the amount of space, functional layout and flexibility of the home quickly become the surprise. Well loved and carefully improved, it balances original character with meaningful updates throughout. A welcoming entry foyer sets the tone with a custom built-in bench and storage, adding character while keeping everyday comings and goings organized. From here, the home opens into the fully renovated kitchen, where upscale finishes pair with a functional layout and easy connection to the dining area. The open-concept dining and large family room create a natural flow for both everyday living and entertaining, with the family room anchored by an ashlar-cut sandstone fireplace with a raised flagstone hearth and a large bay window overlooking the front yard. Down the hall is the primary suite, which includes a beautifully renovated en suite bath, while two additional bedrooms share a large bathroom with convenient double-sink vanity. The lower level is where the home's versatility really comes into focus. It has comfortably served as a long-term guest suite, with a quasi-kitchenette, full bathroom and dedicated home office space. The oversized living room and adjacent living space were just renovated in 2026, creating even more room to gather, work, host guests or spread out. There is a 6th bedroom adjacent to the kitchenette that has a myraid of potential uses: home gym, hobby room, home theater space or storage. A full walkout leads directly to the patio, where overhead string lights make it an inviting extension of the living space. Set on a rare double lot just shy of a half acre, 296 Halsey offers a generous amount of outdoor space and established landscaping that changes with the seasons. Mature flowering pink magnolias fill with blossoms in the spring, followed by crepe myrtles bringing color later in the year. There is something intentional and worth noticing in every season, whether viewed from the bay window, beneath the front-yard tree swing or from the backyard patio. Since purchasing the home, the current owners have invested significantly in 296 Halsey while taking great care of the character that was already here. The result is a home that feels genuinely well loved: spacious without losing its charm, updated without losing its personality, and far more expansive than its first impression suggests. Updates worth noting for any savvy home buyer: HVAC replaced (2026), Basement Renovation (2026), Roof (2022) and Kitchen + Primary Suite full renovation (2022).

296 Halsey Rd, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425
$635,000
3 Beds ⋅ 2 Baths
Step into the Annapolis waterfront lifestyle you've been looking for! This top-floor 3-bedroom, 2-bath condominium in the sought-after Severn House community has been thoughtfully reimagined from the ground up blending coastal style with modern sophistication. Completely rebuilt in 2020 - the fully renovated kitchen features quartz countertops, stainless-steel appliances, gas range, shaker cabinetry, built-in microwave, and recessed lighting. The open-concept living and dining area is anchored by a ventless gas fireplace and a custom China cabinet—flowing effortlessly to a large private deck with spectacular views of Back Creek. The primary suite includes an ensuite bath, large closet, ceiling fan and plantation shutters. A full-size stacked washer and dryer is tucked in a dedicated closet. Two additional bedrooms offer generous closets, ceiling fans, plantation shutters and share the beautifully updated full hall bath. The exclusive deeded boat slip (#C18) accommodates 40+ ft. vessels and includes electric and water. A deeded storage unit is also included. Gas and water are included in the condo fee. Severn House amenities include a waterfront pool overlooking Back Creek, kayak, canoe, and paddle board racks, community watercraft launch, community pavilion, bike storage, a wood shop with professional-grade tools, water taxi access, on-site management, mature canopy trees, and native gardens. Just minutes from Downtown Annapolis, the U.S. Naval Academy, and Eastport's restaurants and shops.

772 Fairview Ave Unit #772 E, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$849,900
4 Beds ⋅ 3 Baths
Welcome to 109 Sunset Drive, a beautifully fully renovated 4-bedroom, 3-full-bath home offering Luxury finishes & approximately 2,500 finished square feet in the highly desirable Hillsmere Shores community of Annapolis. Thoughtfully renovated from top to bottom, this impressive home combines a bright open-concept floor plan, extensive 2026 improvements, a finished lower level & a fabulous fenced backyard retreat complete w/ a refreshing private pool, exceptional privacy & peaceful tree-lined views. Step inside to discover an inviting open layout enhanced by beautifully refinished natural hardwood floors, fresh paint, new interior trim, new interior & exterior doors & new lighting fixtures throughout. The completely refreshed kitchen features new finishes, tile flooring & new appliances and flows seamlessly into the adjoining living & dining spaces, creating an ideal setting for both everyday living & entertaining. Updated bathrooms feature new finishes & tile flooring, while the finished lower level provides additional flexible living space w/ new LVP flooring, perfect for a family room, recreation area, home office, guest space or gym. The extensive 2026 renovations go well beyond the beautiful interior and include a new architectural-shingle roof, new blown-in cellulose insulation throughout the attic, whole-home draft sealing, new HVAC system, new water softener/filter system, new sump pump motor, new kitchen & laundry appliances, new interior & exterior doors, new trim package & new lighting fixtures throughout. Outdoor improvements are equally impressive, including new bluestone front & rear patios w/ custom steel railings. The backyard is designed for relaxation & entertaining, offering a refreshing private pool surrounded by a fenced setting, mature trees & peaceful views. The pool has been professionally opened & serviced, recently fully drained, updated w/ new tile & caulking at the coping & includes a new robotic cleaner. A large tree on the property has also been professionally pruned & assessed for health & safety. And then there is the Hillsmere Shores lifestyle. Residents have access to a private sandy beach overlooking the Chesapeake Bay, private marina w/ boat slips & direct access to the South River, boat ramps, community swimming pool, waterfront pavilions, playgrounds, volleyball courts, picnic areas & an active calendar of events that creates a genuine sense of community. Whether spending summer days at the beach or pool, launching a boat for an afternoon on the water or gathering with neighbors along the waterfront, this is a community designed to enjoy the very best of Annapolis living. There is a voluntary HOA of just $25 annually for those wishing to use the Association. Quiet Waters Park, Hillsmere Elementary School, the library, shopping, restaurants, Eastport, Historic Downtown Annapolis & City Dock are all just minutes away, giving you the perfect blend of convenience, recreation & coastal charm. schedule your showing now to enjoy move-in-ready living and the quintessential Annapolis lifestyle. *** LIST OF UPGRADES IS ONE OF THE LAST PHOTOS ***

109 Sunset Dr, Annapolis

Listing courtesy of Winning Edge. Contact: 4434636009
$669,900
2 Beds ⋅ 2 Baths
Welcome to easy, active living in Heritage Harbour! This beautifully maintained villa offers a desirable open floor plan with hardwood floors, 2 bedrooms plus a versatile den that can easily serve as a 3rd bedroom, office, or guest space. The spacious screened-in porch is the perfect place to enjoy your morning coffee, relax with a good book, or entertain friends while overlooking the beautifully landscaped grounds. A 2-car garage provides plenty of room for vehicles, bikes, golf cart, and extra storage. All this in Heritage Harbour, Annapolis’ premier 55+ community, offering an incredible array of amenities including golf, pools, tennis, pickleball, fitness facilities, clubs, activities, and so much more. Come see why Heritage Harbour is such a wonderful place to call home!

847 Rudder Way, Annapolis

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105
$720,000
2 Beds ⋅ 2 Baths
Nestled in the prestigious Park Place community, this exquisite mid-rise Condominium building offers a harmonious blend of luxury and comfort. Spanning 1,328 square feet, this beautifully designed residence features two spacious bedrooms and two elegantly appointed bathrooms, including a walk-in shower and a relaxing tub shower, perfect for unwinding after a long day. Step inside to discover a warm and inviting atmosphere, enhanced by rich wood floors and carpeting that create a cozy yet sophisticated ambiance.The open layout seamlessly connects the living and dining areas, ideal for entertaining or enjoying quiet evenings at home. Enjoy the convenience of an entry-level bedroom and a generous walk-in closet, providing ample storage space. Recessed lighting throughout adds a touch of elegance, illuminating the space beautifully. As part of the Park Place community, residents have access to a wealth of amenities, including a refreshing outdoor pool, a well-equipped exercise room, and beautifully maintained common grounds. With assigned underground parking for two vehicles and a dedicated dog park, this property caters to a lifestyle of ease and luxury. Walk to restaurants and shopping. Enjoy all the intown activities that Annapolis offers. Experience the perfect blend of comfort and sophistication in this remarkable home, where every detail has been thoughtfully curated for an exclusive living experience.

5 Park Pl Unit #506, Annapolis

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

$449,000
2 Beds ⋅ 1 Baths
Beautifully updated and meticulously cared-for condo in the sought-after Dreams Landing community, offering coastal charm and the best of the Annapolis waterfront lifestyle! In excellent condition and truly move-in ready, this home is filled with bright natural light and features hardwood floors throughout, fresh paint, and an updated kitchen with quartz countertops, stainless steel appliances, white cabinetry, and backsplash. The updated full bathroom features shiplap detailing, a new vanity, light fixture, and hardware, plus the convenience of an in-unit stackable washer and dryer installed July 2026. Enjoy beautiful evening sunsets, a waterside community pool, kayak storage, and fantastic access to the Severn River. Launch your kayak or hop on your boat for a ride into Downtown Annapolis! Additional conveniences include an exercise room in the building and a private lower-level storage unit with built-in shelving, perfect for bikes, boating gear, and extra storage. Perfect as a full-time residence, weekend getaway, or easy Annapolis retreat, conveniently located near Downtown Annapolis, the U.S. Naval Academy, shopping, dining, and all that Annapolis has to offer. Just unpack and start enjoying life by the water! Schedule your private tour today, you won't want to miss this opportunity!

1204 Dreams Landing Way Unit #1204, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$564,900
2 Beds ⋅ 2 Baths
Discover this charming 2-bedroom, 2-bathroom unit in the desirable Park Place community, built in 2007. This mid-rise Luxury Condominium building, located in Annapolis, features a spacious 1,056 sq. ft. layout, perfect for modern living. Enjoy the convenience of stainless steel appliances, including a built-in microwave, gas oven/range, and dishwasher. The community offers exceptional amenities, including a refreshing outdoor pool, gym, party room and a dog park, outdoor patio with grills, catering to an active lifestyle. With 24-hour security and reserved parking in an underground garage, peace of mind is paramount. Located near vibrant local shops and dining options, Park Place is ideal for those seeking a blend of comfort and convenience. The association fee covers essential services, trash removal and snow removal, gas, water, sewer, ensuring a hassle-free living experience. Embrace the lifestyle this community offers, where every day feels like a retreat.

5 Park Pl Unit #414, Annapolis

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

$394,900
2 Beds ⋅ 2 Baths
Original owner. Well maintained ground level 2-bedroom, 2-bathroom condo. Stainless steel appliances, ceramic tile backsplash, granite counter tops, crown molding, and recessed lights Carpet, and hot water heater installed in 2025. HVAC installed 2019. Refrigerator installed in 2024. Hardwood floors in living room and ceramic tile in bathrooms. Dual sinks in master bathroom. Large walk-in closets and storage space. Walk out to rear parking. Minutes away from multiple shopping centers, banks, dry cleaners, restaurants, hardware store and gas stations. Community amenities have a club house, gym, pool, library and newly installed 3 car electric car chargers. A must see to believe. Set up showing and bring us an offer.

1503 Broadneck Pl Unit #101, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$599,000
4 Beds ⋅ 3 Baths
Welcome to Heritage, a sought-after Annapolis community where space, comfort, and convenience come together! This beautifully refreshed three-level Colonial offers four bedrooms, multiple living spaces, a huge fully fenced backyard, and an impressive list of recent updates—making it truly move-in ready. Step inside to fresh paint, new carpet and LVP flooring, updated fixtures and hardware, and a bright, welcoming layout designed for everyday living and entertaining. The updated kitchen features freshly painted cabinetry and a brand-new refrigerator and opens to the family room for an easy, connected flow. Formal living and dining rooms provide additional space to gather, while the fully enclosed sunroom with casement windows offers a wonderful spot to relax and enjoy views of the backyard. A convenient half bath and mudroom with laundry hookups complete the main level. Upstairs, you’ll find four generously sized bedrooms. The spacious primary bedroom features two closets, while the second and third bedrooms share a Jack-and-Jill bath with a brand-new shower. An additional full hall bath adds even more flexibility for busy mornings and overnight guests. The lower level expands your living space with a partially finished recreation room featuring new drywall and recessed lighting—ready for movie nights, a game room, home gym, office, or whatever suits your lifestyle. A large storage and utility room includes additional laundry facilities, and a waterproofing system installed in 2023 comes with a lifetime warranty for added peace of mind. Outside, the expansive fully fenced backyard is ready for entertaining, gardening, play, or simply enjoying more room to spread out. A composite deck and storage shed add even more functionality. Additional improvements include replacement windows and a roof replaced within approximately the last 10 years. And then there’s the location! Heritage residents enjoy access to community amenities including a pool, clubhouse, fields, and a footbridge over Spa Creek—all while being conveniently located near the shops, restaurants, waterfront, and unmistakable charm of Downtown Annapolis. With its generous space, extensive updates, fantastic backyard, and Annapolis location, this is a home you’ll want to experience in person. Welcome home!

402 S Cherry Grove Ave, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425
$399,900
3 Beds ⋅ 2 Baths
GET READY TO BE WOWED! TIDEWATER COLONY is one of Annapolis’ most conveniently located communities! This inviting three-bedroom, two-bath condominium offers a comfortable, move-in ready interior complemented by a peaceful wooded backdrop. HARDWOOD FLOORS & CROWN MOLDING enhance the main living areas, while the kitchen was thoughtfully redesigned to create a more open floor plan and easy connection to the dining and living spaces. Stainless steel appliances, Silestone countertops and generous workspace along with custom cabinetry which extends beyond the workspace as a functional and uniquely tasteful extension of the cabinetry into to the breakfast room. This BEAUTIFULLY RENOVATED KITCHEN goes beyond the ordinary and is equally suited for everyday living and entertaining!! THE VIEWS from the kitchen, breakfast room and bedroom 2 are a lovely wooded setting and pond providing a wonderful sense of privacy. Step outside to the deck off the living room for morning coffee, an evening beverage, or simply a quiet place to enjoy the surrounding trees and sounds of nature. The spacious floor plan includes three bedrooms and two full baths, each stylishly updated! The PRIMARY BEDROOM SUITE is generously sized to accommodate king and queen sized furnishings, dual closets and a beautiful en-suite bathroom! ADDITIONAL IMPROVEMENTS include the HVAC and clothes dryer replaced in 2022 and hot water heater replaced in 2025. Tidewater Colony offers an exceptional array of community amenities just outside your door, including an outdoor swimming pool, tennis courts, fitness center, clubhouse/community room available for private gatherings, two tot lots and a walking trail. ENJOY AN ANNAPOLITAN LIFESTYLE with shopping, restaurants and everyday conveniences nearby, along with easy access to historic Downtown Annapolis, Quiet Waters Park, Route 50 and Route 97 for commuting toward Washington, D.C. and Baltimore. A wonderful combination of comfortable living, community amenities and a peaceful wooded setting—all in a convenient Annapolis location.

2016 Gov Thomas Bladen Way Unit #102, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005
$725,000
4 Beds ⋅ 3 Baths
This charming Colonial-style home in the desirable Riva Trace community offers a perfect blend of comfort and convenience. Set on a spacious 0.27-acre lot, the well-maintained yard features a side yard and a rear yard with an inground pool, ideal for gardening or entertaining. Inside, the home boasts four bedrooms and two and a half bathrooms, providing ample space for relaxation. The cozy family room is enhanced by a fireplace with glass doors, perfect for creating a warm ambiance during cooler months. The family room also leads to an enclosed porch that also leads to the pool and rear yard. The unfinished basement with a walkout entrance offers potential for customization, whether for additional living space or storage. Enjoy the luxury of a personal pool, perfect for summer gatherings or quiet afternoons. The property is conveniently located near Ginger View Creek, offering a tranquil water feature for nature enthusiasts. Riva Trace is known for its strong community spirit, with nearby parks and recreational facilities that promote an active lifestyle. Residents benefit from access to quality schools and essential public services, ensuring a well-rounded living experience. With easy access to local amenities and a welcoming neighborhood atmosphere, this home is a fantastic opportunity for those seeking a vibrant community. This is the Cardiff model with many wonderful features. The price reflects TLC needed. Offers need to be submitted by Monday August 17th, 12:00pm EST

236 Autumn Chase Dr, Annapolis

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

$550,000
4 Beds ⋅ 3 Baths
This beautiful home pairs updated features with a flexible layout design in one of the area’s most sought-after communities. Inside, you’ll find hardwood floors (refinished in 2022), a gorgeous kitchen (2022), a spacious primary suite with cathedral ceiling and private bath, plus a finished lower level (2022) with spacious and separate laundry room (new washer / dryer 2025). Connects to an attached one car garage with interior access and huge storage space off the back of the garage. Outside, enjoy peace of mind with a newer roof (2024) and loads of fun within the fenced backyard or on your large rear deck, all just minutes from Cape St. Claire’s beaches, boat ramp, playgrounds and community amenities.

1280 Cape St Claire Rd, Annapolis

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$1,279,000
5 Beds ⋅ 3 Baths
Welcome to 1112 Little Magothy View, a rare waterfront opportunity in the highly sought-after Cape St. Claire community, where exceptional waterfront living meets remarkable flexibility for today's lifestyle and tomorrow's vision. Perfectly positioned along approximately 80 feet of private waterfront on the Little Magothy River, this property offers expansive water views, a private pier, and direct access to the Magothy River and Chesapeake Bay. Whether your vision is to move in and enjoy the home today, thoughtfully renovate over time, or create a custom waterfront home tailored to your vision, this property offers possibilities rarely found in one offering. Unlike many waterfront properties purchased solely for the land, 1112 Little Magothy View provides a substantial existing home with nearly 2,900 square feet, an attached garage, expansive circular driveway, an in-ground pool, generous pool decking, mature landscaping, and existing site improvements that create an outstanding foundation for whatever your future plans may be. The home's floor plan is one of its greatest strengths. Four bedrooms are conveniently located on the main level, providing the increasingly desirable option of one-level living. Upstairs, a spacious guest bedroom is complemented by a large waterside family room, creating exceptional flexibility for future reconfiguration into a luxurious primary suite, guest retreat, home office, or additional entertaining space. Buyers looking to renovate will appreciate the home's generous footprint and layout, offering an excellent canvas for modernizing while preserving many of the features today's buyers desire. Those considering new construction will appreciate the value of an already improved waterfront homesite with a substantial existing footprint and site improvements. One of the property's most unique features is the privacy it enjoys. The northern property line borders a community-owned waterfront park, where a wooded buffer creates a natural separation from neighboring homes, providing an uncommon sense of space and privacy rarely found on waterfront properties. The protected waters of the Little Magothy provide an ideal setting for kayaking, paddleboarding, canoeing, swimming, fishing, and sailing, while a marked channel offers convenient access to the open waters of the Chesapeake Bay. Spend the morning paddleboarding on the calm waters of the Little Magothy, enjoy an afternoon sail within sight of home, or cruise directly into the Chesapeake Bay for a day on the water—all from your private pier. End the day relaxing beside the pool or entertaining family and friends while taking in beautiful views across the Little Magothy River. Cape St. Claire offers an unmatched waterfront lifestyle with community beaches, marinas, boat ramps, fishing and crabbing piers, playgrounds, waterfront parks, year-round community events, and nearby shopping and dining, all just minutes from downtown Annapolis and convenient commuter routes. Rarely does a waterfront property offer this combination of protected waterfront, privacy, lifestyle, and long-term flexibility. Whether enjoyed exactly as it is or transformed over time, 1112 Little Magothy View presents an exceptional opportunity in one of Annapolis' most desirable waterfront communities. Property is being sold As-Is. Coming Soon status may change to Active status prior to date noted in MLS.

1112 Little Magothy Vw, Annapolis

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

$315,000
1 Beds ⋅ 1 Baths
Rarely Available 1 Bedroom Patio Level Unit! Discover premium main-level living in this impressive 964-square-foot residence at Admirals Reach. Masterfully laid out for both relaxation and entertaining, this vibrant home features rich hardwood flooring, and open floor plan, and an abundance of natural light throughout. The heart of the home is a grand living room leading to the sliding glass doors that open to your own private patio oasis. The bright, functional kitchen boasts an extended breakfast bar that opens directly into the dining room, making meal prep and hosting a delight. Unwind in the oversized primary bedroom suite, a massive retreat that easily accommodates king-sized furniture and features a generous walk-in closet space. The spa-like primary bathroom is a standout highlight, offering dual vanities, a soaking tub, and a separate walk-in shower. Beyond the front door, the community provides a resort lifestyle with access to a clubhouse, pool, gym, and tennis courts. This walkable and pet friendly community is Perfectly positioned for convenience, you are only moments from local shopping centers, amazing restaurants, top-tier medical facilities, Downtown Annapolis and major commuter routes. This fabulous condo offers the ultimate blend of location, luxury, and leisure.

605 Admiral Dr Unit #102, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$949,000
5 Beds ⋅ 4 Baths
Rare Corbin Park Colonial w/ separate in-law apt AND private in-ground pool! Attached apt (rear entry) offers 2BR, 1BA, own kitchen — perfect for extended family or rental income. Main home: 2,912 sf, 3BR, 2.5BA, formal dining, open family room/kitchen w/ upgraded counters & new stainless appliances, 2 fireplaces, finished basement with bath and separate entrance. Brand new Bosch HVAC. Across from Anne Arundel Olympic Center, the house is within easy walking distance to Farmer's Market, restaurants and shops - just a short drive to downtown Annapolis.

112 Speicher Dr, Annapolis

Listing courtesy of Redfin Corp. Contact: 4102028454
$649,900
2 Beds ⋅ 2 Baths
Welcome to effortless luxury living in one of downtown Annapolis' most desirable condominium communities. This beautifully appointed 2-bedroom, 2-bath residence offers 1,206 square feet of thoughtfully designed living space, where sophisticated finishes and an unparalleled location combine to create an exceptional place to call home. To attend open houses and/or showings, there is a public pay parking garage under the building to make it a very short walk. The heart of the home is a stunning, fully renovated gourmet kitchen that has been meticulously updated from top to bottom. Featuring elegant quartz countertops, custom cabinetry, premium stainless steel appliances, and newer designer ceramic tile flooring, it is equally suited for everyday living and entertaining. Rich hardwood flooring extends throughout the remainder of the residence, creating a warm, timeless aesthetic that complements virtually any style. The spacious primary suite provides a private retreat, while the second bedroom and full bath offer outstanding flexibility for guests, a home office, or additional living space. Two deeded parking spaces in the secure garage provide the convenience and peace of mind that are increasingly rare in downtown Annapolis. Beyond your front door, you'll enjoy an extraordinary collection of resort-inspired amenities designed to enhance everyday living. Residents have access to a spectacular outdoor swimming pool, beautifully landscaped community patio and gathering areas, a fitness center, dog park, library, elegant clubhouse with a catering kitchen and billiards room, private meeting space, television lounge for entertaining, and the added comfort of a 24-hour concierge. The lifestyle extends well beyond the building itself. The community is home to three outstanding restaurants, boutique shopping, professional services, a convenient dry cleaner, and the Westin Hotel—perfect for hosting family and friends when extra accommodations are needed. With an impressive Walk Score of 83, you're just moments from the waterfront, Navy Football games, City Dock, the United States Naval Academy, award-winning restaurants, art galleries, shopping, entertainment, and countless year-round events that make Annapolis one of Maryland's most treasured destinations. This is the rare opportunity to enjoy all of the charm, culture, dining, and waterfront lifestyle that downtown Annapolis is known for—while leaving behind the maintenance, upkeep, and responsibilities of traditional homeownership. Simply lock the door, travel when you please, and come home to luxury, convenience, and an exceptional lifestyle every single day. Professional interior photos coming 8/10.

5 Park Pl Unit #603, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$392,500
2 Beds ⋅ 2 Baths
Welcome to this beautifully designed 2-bedroom, 2-bath condo in the highly desirable, 55+, active community of Four Seasons at St. Margaret's! Featuring a spacious open floor plan, this home offers comfortable one-level living with a seamless flow between the living room, dining area, kitchen and balcony—perfect for everyday living and entertaining. The inviting living area with LVP flooring, provides plenty of natural light and lovely views of the surrounding trees, while the well-appointed kitchen offers ample white cabinetry and solid surface counter space. The bright and sunny primary suite features a private bath with double sinks and separate tub and shower. A huge walk in closet completes the space. The second bedroom has 2 large windows and a spacious closet, providing flexibility for guests, an office, or hobbies. Amenities abound here with so many things to enjoy! Relax in the pool on a hot Summer day or enjoy the surrounding, well lit walking paths any time of year. Enjoy all the beautiful clubhouse has to offer with a lounge and party room with kitchen, state of the art fitness center, library, and game and billiards rooms. All of this in a secure, elevator building, new HVAC in 2023, water heater in 2021, and an appliance credit of $2,000 offered by the seller. Whether you're looking for a peaceful place to call home or a low-maintenance retreat close to everything, this condo offers an excellent combination of comfort, convenience, and location. Come see all this wonderful home has to offer!

1501 Broadneck Pl Unit #303, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$675,000
3 Beds ⋅ 3 Baths
Welcome to coastal living at its finest in Annapolis’ gated Chesapeake Harbour community! Enjoy sweeping marina views, fantastic people watching, and resort style amenities including 2 pools, tennis/pickleball courts, kayak access, walking trails, beaches, cocktails and entertainment at the dock bar and waterfront dining at The Beacon Restaurant. This sun drenched 3 bedroom, 3 full bath condo boasts high ceilings and a seamless floor plan made for entertaining. The upper level loft doubles as a flexible 3rd bedroom or home office, offering an airy, open concept layout that overlooks the main living area to maximize light and space. Don't miss this coastal gem!

2102 Chesapeake Harbour Dr E Unit #202, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425
$3,997,000
5 Beds ⋅ 7 Baths
Bay Ridge Waterfront! Built by Pilli Custom Homes and beautifully curated by Erin Paige Pitts Interiors, this exceptional waterfront residence blends timeless architecture, impeccable craftsmanship, and extraordinary attention to detail. Rich custom millwork, extensive crown molding, elegant wainscoting, and coffered ceilings create an atmosphere of refined luxury throughout. A welcoming bluestone walkway and front porch opens to the foyer, while a dramatic circular foyer at the foot of the staircase serves as the heart of the home, seamlessly connecting the formal dining room, elegant club room, and expansive kitchen and family room. Designed for effortless entertaining and everyday living, the chef's kitchen opens to the spacious family room featuring coffered ceilings and a striking fireplace. Just beyond, the waterside deck expands the living space with a swim spa, outdoor kitchen, and an exterior half bath, thoughtfully positioned so guests coming from boating, swimming, or relaxing by the water never need to enter the home. These exceptional amenities create the perfect setting for entertaining while embracing the waterfront lifestyle. Off the 2-car garage, the thoughtfully designed mudroom offers a built-in workspace, abundant storage, and a convenient powder room. A private main-level guest suite with an ensuite bath provides ideal accommodations for guests or multigenerational living. The upper level offers four spacious bedrooms, including two with private ensuite baths, while two additional bedrooms share a beautifully appointed bath. One bedroom has been transformed into a custom dressing room and can easily be converted back if desired. A large bonus room above the garage, complete with its own powder room, provides endless flexibility as a media room, playroom, home gym, or studio. The luxurious primary suite is a true retreat, featuring sweeping Lake Ogleton views from its wraparound balcony, a private office, spacious walk-in closet, and a spa-inspired bath with heated floors, soaking tub, oversized walk-in shower with built-in bench, and designer finishes. The top level is designed for entertaining with an expansive recreation room and a dramatic spiral staircase leading to one of the home's most remarkable features, a private rooftop deck perched among the highest elevations in Bay Ridge, offering breathtaking panoramic views and the perfect setting for morning coffee, sunset cocktails, or evening stargazing. Outside, the waterfront experience is equally impressive with a newly constructed pier featuring upgraded electrical service, LED lighting, three boat lifts, including an impressive 40,000-pound lift, and convenient waterside shed, providing exceptional accommodations for a variety of vessels and effortless access to the Chesapeake Bay. Bay Ridge offers an unmatched waterfront lifestyle with a community pool and clubhouse overlooking the Chesapeake Bay, sandy beaches on both the Bay and the river, a marina with a newly renovated clubhouse, playgrounds, basketball courts, ball fields, and miles of scenic waterfront roads for walking and biking. An active social calendar and year-round events make Bay Ridge one of Annapolis' most sought-after communities. Just minutes from Historic Downtown Annapolis and Eastport, enjoy award-winning restaurants, boutique shopping, marinas, and waterfront parks, with convenient access to Routes 50 and 97 for commuting to Baltimore, BWI Airport, Fort Meade/NSA, Washington, D.C., or Maryland's Eastern Shore. Welcome Home!

14 E Lake Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$3,850,000
5 Beds ⋅ 5 Baths
Discover the pinnacle of contemporary waterfront living in this extraordinary new construction residence by Cypress Homes, perfectly sited on a spectacular peninsula along the picturesque Little Magothy River. Surrounded by water on two sides and offering a rare 525 feet of waterfrontage, this remarkable property captures sweeping panoramic views extending across the Magothy River to the Chesapeake Bay beyond. This custom crafted luxury home offers an exceptional blend of refined craftsmanship, timeless elegance, and an unparalleled waterfront lifestyle. Located within the highly acclaimed Blue Ribbon Broadneck School District and just minutes from downtown Annapolis, Severna Park, Baltimore, Washington, D.C., and BWI Airport, this residence offers the perfect balance of peaceful waterfront living and everyday convenience. Designed with meticulous attention to detail, every space has been thoughtfully curated to capture the spectacular water views while offering exceptional comfort for everyday living and entertaining. The dramatic foyer immediately impresses with a stunning floor to ceiling glass wine cellar before opening to expansive living spaces where walls of glass frame the shimmering waters of the river and pool beyond. The open concept design seamlessly connects the living room with fireplace and wet bar, an elegant dining area, and a gourmet chef's kitchen featuring premium appliances, custom cabinetry, and sleek designer finishes. A private main level bedroom with an ensuite bath provides ideal accommodations for guests, extended family, or a dedicated home office. An architectural open tread staircase leads to the upper level, where four additional bedrooms and three beautifully appointed baths await. The primary suite is a true waterfront sanctuary, offering breathtaking views, a private balcony overlooking the heated saltwater pool, a spa style bath, and generous walk in closets. An additional ensuite bedroom and two spacious bedrooms connected by a shared bath provide flexibility for family and guests, while the expansive bonus room above the garage is ideal as a media room, playroom, fitness studio, or additional guest retreat. Step outside to experience a waterfront setting few can rival. Whether relaxing beside the heated saltwater pool, entertaining along the water's edge, or enjoying the serenity afforded by this rare peninsula setting, the connection to the water is ever present. Launch a kayak or paddleboard from your private pier, spend the day crabbing and fishing, or cruise the protected waters of the Little Magothy River before venturing out for endless boating adventures. Offering the rare combination of new construction, 525 feet of waterfrontage, a peninsula setting with water on two sides, luxurious finishes, panoramic water views, and an unbeatable location, this is a home designed to be enjoyed for generations. A truly remarkable opportunity to experience one of Annapolis' most extraordinary waterfront estates. Welcome home!

1100 Magothy Cir, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$484,900
2 Beds ⋅ 2 Baths
Welcome to effortless living in the highly sought-after 55+ community of Heritage Harbour! This exceptional 2-bedroom, 2-bath villa has been completely renovated with quality craftsmanship and attention to detail throughout. Every major component has been thoughtfully updated, making this a truly move-in-ready home where you can simply unpack and begin enjoying the Heritage Harbour lifestyle. The beautifully redesigned kitchen features custom cabinetry, quartz countertops, updated flooring, modern lighting, designer tile backsplash, and a full suite of new stainless steel appliances. Both bathrooms have been completely renovated with stylish finishes, new vanities, upgraded fixtures, ceramic tile, and comfort-height toilets. Throughout the home, you'll find new carpeting, fresh paint, updated lighting, new door hardware, upgraded electrical switches and outlets, and numerous other improvements. The exterior has also been refreshed with updated lighting, new door hardware and weatherstripping, a tiled front entry, and a rebuilt and sealed rear deck—perfect for relaxing or entertaining. The bright, open floor plan is filled with natural light and offers comfortable everyday living with inviting spaces for gathering with family and friends. Every renovation was completed with an emphasis on quality, comfort, and low-maintenance living. Beyond your front door, Heritage Harbour offers one of the area's premier active adult lifestyles. Residents enjoy a 9-hole executive golf course, indoor and outdoor pools, tennis and pickleball courts, a fitness center, walking and biking trails, a community lodge overlooking the South River, a restaurant, kayak launch, boat slips, woodworking shop, library, billiards room, and more than 90 clubs, organizations, and social activities. This is a rare opportunity to own a beautifully renovated villa in one of Annapolis' most desirable 55+ communities. Schedule your private showing today and discover everything Heritage Harbour has to offer.

2729 Yeomans Lantern Ct, Annapolis

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105
$524,995
3 Beds ⋅ 2 Baths
HUGE PRICE REDUCTION $25,000.00 Welcome Home! Don't let summer slip away before you have the chance to relax by this beautiful pool while enjoying one of the best waterfront views around .This beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip A 54 & Waterfront Pool. This 3-bed, 2-bath end-unit condo in sought-after Severn House Condominiums blends coastal charm with modern luxury. Nearly every detail has been refreshed or rebuilt—new electrical, premium hardwood flooring throughout, added in-unit laundry, and a fully renovated kitchen featuring butcher-block countertops, stainless-steel appliances, gas range with vent hood, built-in microwave, and designer recessed lighting throughout the home. Custom built-ins include a butler’s pantry and laundry cabinetry for smart, hidden storage. A full wall of sliding glass doors opens to a spacious deck offering peaceful seasonal views of Back Creek. The residence also includes a large deeded basement storage unit. Enjoy exclusive ownership of a deeded deep water 30+ foot boat slip—one of the few in Annapolis with direct vehicle access, allowing you to drive right to the dock for easy loading and unloading. Located in the heart of Eastport, Severn House offers a waterfront pool, beautifully maintained grounds, and the area’s most protected deep-water marina. Sidewalks lead to Downtown Annapolis, the U.S. Naval Academy, and the city’s famed restaurants and shops. This turnkey waterfront condo perfectly balances luxury, comfort, and location—schedule your private showing today.

755 Fairview Ave Unit #755 D, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

$415,000
3 Beds ⋅ 3 Baths
This 3 bedroom, 2.5-bath home with a large finished basement provides great value. Located in The Landings, this Annapolis home has been loved and had money spent on it on things that matter. NEW ROOF in 2025. Updated high-end efficient windows. Updated sliding doors. Updated bathroom vanities. Updated HVAC. New flooring throughout. Updated cedar siding. The main level provides wonderful living and entertaining space filled with natural light and features a cozy log burning fireplace. The upper level offers THREE bedrooms with wonderful natural light. The primary bedroom features a vaulted ceilings and its own en-suite bathroom; it is bright and spacious. The basement level includes large laundry room and a large living area that could easily be used as a media room or home office. The rear of the home offers a private deck looking out to a community greenspace which is perfect for relaxing or entertaining. The front of the home offers spacious parking. Ideally located, this home has easy access to Routes 50 and 97 but yet is minutes from downtown Annapolis’s shopping, dining, and waterfront attractions. Community amenities are substantial and include two pools, four pickleball courts and two tennis courts. The community cuts the grass and maintains the grounds... this is carefree living. This townhome is a must see!

6 Tiburon Ct, Annapolis

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

$655,000
3 Beds ⋅ 3 Baths
Welcome to 1302 Homewood Lane, a beautifully refreshed single-family home tucked away on one of the nicest lots in the established Heritage community of Annapolis. Located on a quiet cul-de-sac and backing to open space, this home offers a wonderful combination of privacy, comfort, and convenience. With approximately 2,950 square feet of living space, this spacious home features a large primary bedroom with a private bath, two additional bedrooms, and a hall bath on the upper level, plus a convenient half bath on the lower level. The main level has been freshly updated with new luxury vinyl plank flooring, while the bedrooms and family room feature new carpet. The entire home has also been freshly painted, creating a bright, clean, move-in-ready feel throughout. The Main level features a nice sized kitchen, space for a kitchen table. A large living room that has access to the large deck in the rear of the house. There is also a separate area for a formal dining table. The generously sized family room provides a welcoming gathering space complete with a fireplace, perfect for relaxing on cozy evenings. A large storage area and laundry room provide plenty of practical space for everyday living and organization. Step outside and enjoy the home's exceptional setting. The huge rear deck has been freshly stained and offers plenty of room for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. A screened-in porch provides another inviting space to relax while taking in the private, open-space backdrop. Ideally located in Annapolis, the Heritage community offers a community pool and easy access to shopping, restaurants, downtown Annapolis, and major commuter routes including Routes 50 and 97. This is a fantastic opportunity to enjoy a spacious, updated home in a peaceful setting while remaining close to everything Annapolis has to offer. Move-in ready and waiting for its next owner—come see all that 1302 Homewood Lane has to offer!

1302 Homewood Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$849,000
3 Beds ⋅ 3 Baths
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:

$899,900
4 Beds ⋅ 4 Baths
OPEN HOUSE CANCELED. Welcome home! 810 Moran Drive is a beautifully updated home in the highly desirable Monticello community, offering over 3,900 finished square feet of thoughtfully designed living space in one of Annapolis' most convenient locations. Just minutes from Historic Downtown Annapolis, the Naval Academy, shopping, dining, commuter routes, and waterfront attractions, this home perfectly blends comfort, style, and LOCATION! Backing to mature trees and neighborhood walking trails, the private backyard provides a peaceful setting to relax or entertain. Enjoy outdoor living on the spacious deck with a recently reinforced structural beam and updated trim (2026), gather around the natural gas outdoor fireplace, or fire up the included Big Green Egg and grill (if so desired). Inside, you'll find freshly sanded and stained hardwood floors with new boards, updated railings, and stylish lighting fixtures throughout. The heart of the home is the beautifully renovated kitchen, featuring custom cabinetry installed approximately one year ago, generous workspace, and an ideal layout for everyday living and entertaining. The main level offers a dedicated home office, spacious living and dining areas, and a convenient powder room. Upstairs, you'll find four generously sized bedrooms, three full bathrooms, and a well-appointed laundry room, including a spacious primary suite designed for comfort and privacy. The finished lower level adds approximately 700 square feet of additional living space, while still providing ample unfinished storage. Plumbing has already been roughed in for a future bathroom, offering flexibility to create an additional bedroom, guest suite, or recreation space. Additional updates and features include a new HVAC air handler (2019), roof installed in 2010, updated fencing, natural gas fireplaces inside and out, and access to Monticello's sought-after community amenities, including a neighborhood pool and scenic walking trails. This move-in-ready home combines generous living space, quality updates, and an unbeatable Annapolis location—an exceptional opportunity you won't want to miss!

810 Moran Dr, Annapolis

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

$349,000
2 Beds ⋅ 3 Baths
Come home to the Tidewater Colony community! This amazingly updated 2 bedroom / 2.5 bathroom upper unit features an open floor-plan, gleaming new flooring and many upgrades throughout. This meticulously maintained 2 level unit has a private balcony and tons of storage. Enjoy the incredible community pool, fitness center, clubhouse, tennis courts, playgrounds, walk/bike paths, picnic area, and ample green space for outdoor sports. The location is unbeatable - within minutes of the activities, restaurants, and shopping that Downtown Annapolis has to offer!!

2002 Peggy Stewart Way Unit #205, Annapolis

Listing courtesy of Keller Williams Capital Properties. Contact:

$265,000
2 Beds ⋅ 2 Baths
**Welcome to 38 Heritage Court** – a beautifully updated 2-bedroom, 1.5-bath townhome offering stylish finishes, functional living spaces, and low-maintenance living. Step inside to a welcoming main level featuring a stunning custom accent wall in the living room and an impressive custom media wall complete with a built-in TV area and sleek electric fireplace—the perfect focal point for relaxing or entertaining. The convenient main-level half bath adds everyday functionality, while the kitchen offers easy access to the laundry area, making household tasks effortless. Upstairs, you'll find two comfortable bedrooms and a full bathroom, providing a private retreat at the end of the day. Outside, enjoy the added bonus of a rear storage area, offering plenty of space for seasonal items, tools, or outdoor equipment. With thoughtful custom upgrades, modern touches, and a practical layout, this move-in-ready home is the perfect combination of comfort, style, and convenience.

38 Heritage Ct, Annapolis

Listing courtesy of Allfirst Realty, Inc.. Contact: 4433201344
$380,000
2 Beds ⋅ 3 Baths
PRICE IMPROVEMENT - If you overlooked this home - Look Again! Welcome to 6 Belvedere Court ideally situated in the sought-after Copperwood community within The Landings. This recently updated home offers a fantastic townhome in a wonderful neighborhood close to all things Annapolis. Newly updated kitchen with all new appliances. New luxury vinyl plank on the main level. New carpet on stairs and upper level bedrooms. Two brand new and updated full baths upstairs. Brand new and updated powder room on the main level. **Please note that the virtually staged photos are not exact dimensions** Steps from community amenities, including two swimming pools with toddler pools and two tennis courts. The neighborhood also provides easy access to Route 50 and Route 97, making commuting a breeze. Outdoor enthusiasts will love being within walking distance of Truxton Park, while nearby attractions such as the Naval Academy, Quiet Waters Park, BWI Airport, Washington, DC, and Fort Meade add to the home's convenience and appeal. Don’t miss this opportunity!

6 Belvedere Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$280,000
2 Beds ⋅ 2 Baths
Welcome to 50-G Sandstone Court, nestled in the desirable Annapolis Overlook community, where comfort, convenience, and easy living come together. This beautifully maintained 2-bedroom, 2-bath condominium is truly move-in ready and offers a bright, welcoming atmosphere you'll be proud to call home. Step inside to discover a spacious, open-concept living area that creates the perfect setting for relaxing after a long day or gathering with family and friends. Natural light fills the space, while sliding glass doors lead to a private deck overlooking peaceful green space—an ideal spot to enjoy your morning coffee, unwind with a good book, or simply take in the outdoors. The thoughtfully designed kitchen features generous counter space, making meal preparation both convenient and enjoyable. Just off the kitchen, the adjoining dining area provides the perfect setting for everyday meals or entertaining guests. The tranquil primary suite is filled with natural light and offers serene views of the landscaped green space behind the building. An en-suite bath with a tub/shower combination provides both comfort and privacy. The second bedroom is generously sized with wall-to-wall carpeting and a spacious closet, making it ideal for guests, a home office, or additional living space. A second full bathroom with a tub/shower combination is conveniently located nearby. Whether you're a first-time homebuyer, looking to downsize, or seeking a low-maintenance lifestyle, this home offers the perfect combination of space, functionality, and location. Situated just minutes from Historic Downtown Annapolis, you'll enjoy easy access to charming boutiques, waterfront dining, marinas, entertainment, and the U.S. Naval Academy. Major commuter routes, shopping centers, parks, and everyday conveniences are all within close reach, making travel to Baltimore, Washington, D.C., and surrounding areas a breeze. Don't miss the opportunity to own this inviting home in a wonderful community—50-G Sandstone Court is ready to welcome you home.

50 Sandstone Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: khylah.settle@cbmove.com
$699,000
2 Beds ⋅ 2 Baths
Enjoy show-stopping sunsets and fabulous waterfront views of Spa Creek from this stunning condominium in the highly sought-after Shearwater complex in Eastport. This contemporary 2 bedroom condo is located on the second floor of building 6. From your private balcony, witness herons, egrets, ducks, and even the bald eagle in this bird and nature watchers’ paradise. Your view will feature a green valley that ends at the lagoon that leads directly to Spa Creek. In December, celebrate the famous EYC annual Parade of Lights in style by your wood-burning fireplace and in Spring/Summer enjoy the easy breeze with family and friends . The private community marina just steps away from your home, is the perfect place to dock your boat and store your kayak . It offers seamless access to Spa Creek, the Chesapeake Bay and beyond. Your luxury lifestyle also includes the choice to relax poolside, play tennis/pickleball on the courts, walk to town or take a water taxi from the docks to enjoy the stunning array of restaurants, events, the arts and much more. Welcome home, your Annapolis waterfront dream has come true!

6 Spa Creek Lndg Unit #B2, Annapolis

Listing courtesy of Curtis Real Estate Company. Contact:

$2,999,900
5 Beds ⋅ 5 Baths
There are waterfront homes...and then there are waterfront estates that redefine luxury. Welcome to 1486 Downham Market, an extraordinary deep-water retreat in the prestigious Downs on the Severn, where timeless architecture, exceptional craftsmanship, and one of the finest protected waterfront settings in the region come together to create a home that is truly without equal. Perfectly positioned at the mouth of Clements Creek, one of the Severn River's most sought-after natural hurricane holes, this remarkable estate offers the security and protection that experienced boaters value most. The impressive 180-foot private pier is a destination in itself, featuring three slips, 50-amp shore power, reinforced pilings ready for lifts, full riparian rights, and approximately 11 feet of mean low water—ideal for everything from a Hinckley or Chris-Craft to a Viking, Pursuit, Boston Whaler, or large motor yacht. Spend your days cruising the scenic Severn River, heading into Annapolis Harbor for waterfront dining, sailing with friends, or venturing onto the Chesapeake Bay whenever adventure calls—all just moments from your private dock. Inside, walls of glass capture breathtaking water views from nearly every room, creating a seamless connection between the home and its spectacular waterfront setting. More than 5,000 finished square feet of beautifully designed living space blends sophisticated coastal elegance with exceptional comfort. Soaring ceilings, rich hardwood flooring, designer lighting, and thoughtfully curated finishes create an atmosphere that is both grand and welcoming. The gourmet kitchen is designed for gathering, featuring commercial-grade appliances, granite countertops, gas cooking, and seamless flow into gracious living and dining spaces centered around a dramatic two-sided stone fireplace where conversations linger long after dinner has ended. The primary suite is a private sanctuary overlooking the water, complete with its own sitting room and fireplace, a luxurious spa bath beneath a skylight, soaking tub, oversized glass shower, and custom walk-in closet. Family and guests enjoy exceptional privacy with spacious ensuite accommodations and thoughtfully designed Jack-and-Jill bedrooms, while the walk-out lower level transforms entertaining into an experience with a recreation room, wet bar, wine storage, fitness room, fifth bedroom, full bath, and a stunning glass-enclosed sunroom ready for a future hot tub overlooking the river. Outdoor living is nothing short of spectacular. Expansive multi-level decks invite peaceful mornings with coffee overlooking the water, afternoons spent watching boats drift by, lively summer celebrations with family and friends, and unforgettable evenings as the sun sets across the Severn River. Every space has been designed to embrace the beauty, tranquility, and ever-changing scenery that make waterfront living so extraordinary. Practical luxury is equally impressive with a brand-new septic system and advanced whole-house water treatment featuring reverse osmosis and ultraviolet purification, providing confidence and peace of mind for years to come. Life in Downs on the Severn extends well beyond your property line. Residents enjoy two private marinas, a waterfront clubhouse, swimming pool, tennis and pickleball courts, and one of Annapolis' most prestigious waterfront communities—all just minutes from Historic Annapolis, exceptional dining, shopping, and convenient access to Baltimore and Washington, D.C. Properties of this caliber are exceptionally rare. Combining protected deep water, an extraordinary private pier, luxurious living, and one of the Severn River's most coveted locations, 1486 Downham Market is more than a home—it is a legacy waterfront estate where unforgettable moments, lifelong traditions, and the very best of Annapolis living begin.

1486 Downham Market, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$419,000
3 Beds ⋅ 3 Baths
Beautiful green space in the heart of Annapolis! This truly move-in ready home features three bedrooms, two and half baths, a modern kitchen with all stainless appliances and generous living space throughout. Many major improvements have already been completed for you within the past five years, providing added peace of mind. These upgrades include a new roof, LVP flooring throughout the main level, a French drain and new sump pump, as well as hot water heater! Enjoy time outdoors maintained by the community, and on your new balcony and lower deck spaces. Ideal for gardening or gathering! You’ll find exceptional storage space across all three levels, including a partially floored attic and fenced space in back for kayaks, toys and more. The finished basement provides added living space, and has a flexible room, ideal for a workshop or hobbies. Enjoy the wooded back view and easy lower level access. All this and summertime relaxation at the community pool! Accessible to West street, local parks, trails, and the best of downtown Annapolis, making it an outstanding opportunity to enjoy city living.

73 Gentry Ct, Annapolis

Listing courtesy of Homecoin.com. Contact: 8884002513
$1,750,000
4 Beds ⋅ 3 Baths
Set back off the road on a quiet cul-de-sac in the coveted Saefern community, this contemporary home offers peaceful water views, a private wooded setting, and endless potential to make it your own. Whether you're looking to move right in and enjoy the home as it is or reimagine the space into your dream retreat, this property presents an incredible opportunity in one of Annapolis' most sought-after waterfront communities. Designed to embrace its natural surroundings, the home is filled with light and features soaring ceilings, warm wood architectural details, and expansive windows that bring the outdoors in. The dramatic living room is anchored by a striking brick fireplace and flows into the dining area and kitchen, creating an inviting space for gathering. Three sets of sliding glass doors open to the expansive balcony, seamlessly blending indoor and outdoor living while framing peaceful water and woodland views. Just beyond, the enclosed porch with vaulted ceilings provides a year-round place to relax while taking in the peaceful water and woodland views. The thoughtfully designed main level offers two bedrooms, including a spacious primary suite with a private sitting area and ensuite bath, along with a second bedroom that is served by a full hall bath, ideal for guests, family, or a home office. The walkout lower level expands the living space with a generous family room featuring a second fireplace, a built-in bar area, and access to the adjoining sunroom and patio, creating the perfect setting for entertaining. Two additional bedrooms are located on this level, including one with a private ensuite bath and private patio. An additional bedroom offers flexible accommodations for guests or multigenerational living. Life in Saefern is about much more than the home itself. Membership in the renowned Saefern Saddle & Yacht Club (SSYC) includes a boat slip, marina, swimming pool, tennis and pickleball courts, horse stables, dog park, playground, and an active community lifestyle. Just minutes from Historic Annapolis, the U.S. Naval Academy, shopping, dining, and convenient commuter routes to Washington, D.C. and Baltimore, this is a rare opportunity to invest in a home with outstanding bones, water views, and the chance to create something truly special. Welcome Home!

500 Sara Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$565,000
2 Beds ⋅ 2 Baths
**Enjoy luxury condo living in this first-floor 2-bedroom, 2-bath home. Featuring gleaming hardwood floors, spacious and bright layout, and a stylish kitchen, this residence combines comfort and convenience. Park Place offers exceptional amenities including 24/7 concierge service, a pool, fitness center, meeting and party rooms, library, and a rear outdoor patio with a kitchen and grilling area—perfect for entertaining. The unit comes with a storage space as well as parking. Additional perks include a dog park and easy access to restaurants and shopping. A fabulous in-town location you won’t want to miss. Welcome home!

5 Park Pl Unit #107, Annapolis

Listing courtesy of Redfin Corp. Contact: 3016586186
$625,000
2 Beds ⋅ 3 Baths
Welcome to the sought-after waterfront community of Chesapeake Harbour! This beautiful 2-bedroom, 2.5-bath end unit condo offers a spacious, light-filled floor plan with a rare combination of features. Transom windows above sliding doors and windows in the living and dining rooms adds even more light. The updated kitchen is designed for both everyday living and entertaining, showcasing granite countertops, a center island, stainless steel appliances, under cabinet lighting, and a built-in wine fridge. Expansive living room with vaulted ceiling has an electric fireplace for added ambiance. The loft, complete with custom built-in shelves, provides the perfect space for a home office, family room, or guest retreat. The half bath in the loft area is a great plus. Primary bedroom with huge walk-in closet and primary bath with double vanity & large walk in shower. Enjoy outdoor living on the expansive wraparound deck, ideal for morning coffee, outdoor dining, or simply relaxing. Located in one of Annapolis' premier gated waterfront communities, Chesapeake Harbour offers exceptional amenities, including a private beach, two swimming pools, tennis & pickleball courts, walking trails, a marina, and the popular Beacon Waterfront Galley & Bar, all just minutes from Historic Downtown Annapolis. Outdoor enthusiasts will appreciate the opportunity to join the Canton Kayak Club, offering convenient access to kayaks and launch sites throughout the region, including a resident-access launch within Chesapeake Harbour.

7048 Harbour Village Ct Unit #202, Annapolis

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

$379,000
2 Beds ⋅ 2 Baths
Waterfront Community and a Deeded Boat Slip! Enjoy an effortless lifestyle in this 2-bedroom/1.5-bath condo in highly sought-after Severn House. This second-floor unit features a spacious private balcony, fresh paint throughout, a new kitchen floor, new stove, and new microwave. Water and gas included in condo fee. Private storage unit and laundry located in the common room. Community features waterfront promenade, walking trails, outdoor pool, kayak launch and storage, community pavilion, picnic areas and the water taxi stops in the community for a relaxing boat ride to downtown Annapolis. This beautiful Eastport community is just 1 mile from downtown Annapolis and only 5 miles from Rt. 50 and 97 to easily access BWI, Baltimore and Washington, DC. This is a pet-free community. Move in ready and perfect for a weekend get-away or a year-round residence!

765 Fairview Ave Unit #765 D, Annapolis

Listing courtesy of Hartman Realty, LLC.. Contact: (410) 266-3232
$338,200
3 Beds ⋅ 3 Baths
Welcome home to 1041 Cedar Ridge Ct, a well-maintained property offering comfort, convenience, and an exceptional community setting. This home is in good condition and features a private patio and privacy fence Located adjacent to the community pool, residents can enjoy easy access to seasonal recreation and outdoor relaxation just steps from their front door. Conveniently situated near shopping, dining, commuter routes, and everyday amenities, this property presents an excellent opportunity for buyers seeking both value and lifestyle.

1041 Cedar Ridge Ct, Annapolis

Listing courtesy of Maryland Realty Connection. Contact: admin@mdreoconnection.com
$3,395,000
4 Beds ⋅ 4 Baths
Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home by next boating season in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to work with the builder to design and build your dream home on a premium lot offering 57 feet of serene waterfront on protected Lake Ogleton. Also listed as just a lot without a house package. Enjoy breathtaking, unobstructed views and the peaceful lifestyle that only true waterfront living can offer. Whether you're envisioning a luxurious modern retreat or a timeless coastal home, this lot is the perfect canvas. Contact the listing agent for insight and inspiration on potential home designs tailored to this exceptional property. Bay Ridge is renowned for its rich history, vibrant community, and unmatched amenities, including a bayfront community pool and newly renovated clubhouse, sandy beaches and scenic waterfront , a large community marina, basketball and pickleball courts, a children's playground, and year-round community events. Located just minutes from downtown Annapolis and Eastport, Bay Ridge offers the charm of a tight-knit neighborhood with the convenience of city access. Experience the perfect blend of tranquility and community in one of the most desirable waterfront enclaves on the Chesapeake Bay. This is more than just a lot—it's the beginning of your dream lifestyle and opportunity to customize the perfect paradise.

48A E Lake Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$874,900
3 Beds ⋅ 3 Baths
Experience the best of the Annapolis maritime lifestyle in this beautifully renovated coastal-inspired home, ideally located in the sought-after Hillsmere Shores community one block from the marina, private beach, waterfront playground/parks, community pool, and boat ramp. Thoughtfully redesigned with high-end finishes throughout, this turnkey home offers the perfect blend of style, flexibility, and everyday comfort. The bright, open main level is designed for gathering, featuring a beautifully updated white kitchen with quartz countertops, stainless appliances, custom backsplash, generous workspace, and seamless flow into a dining and seating area accented by shiplap details and French doors opening to an expansive entertaining deck overlooking the oversized, fully fenced backyard. The spacious primary suite includes a sitting area, custom California Closets walk-in, and a bathroom with 4' vanity, an extra large Smart Mirror/Medicine Cabinet and marble shower. The walkout lower level offers exceptional flexibility with a large room currently enjoyed as a family room but could easily serve as a fourth bedroom, complete with fireplace, closet, full egress, and direct access to a private covered deck with hot tub. Two additional bedrooms, both with California Closet systems, a beautifully renovated full bath with double vanity, extended tub and an updated laundry room complete this level. A bonus feature of this house is the separate, flex space adjacent to the garage with its own beautifully renovated powder room, mini-split HVAC, large deck, with endless possibilities as a home office, fitness studio, media room, teen hangout, creative workspace, or guest overflow. Outside, the oversized fenced-in back yard provides rare privacy and room to play, entertain, or garden, complemented by multiple outdoor living areas and a detached shed/workshop with power and air conditioning. The large two car garage features Flow Wall storage system, epoxy floor coating, and an EV charging plug as well as direct access to the rear yard. Extensive renovations throughout include the kitchen, baths, roof, siding, windows, HVAC, flooring, lighting, garage, landscaping, and countless custom details, creating a truly move-in-ready home. Enjoy one of Annapolis' most beloved waterfront communities with a voluntary HOA, private beach on the South River, marina, community pool, playgrounds, and year-round neighborhood events—all just minutes from Downtown Annapolis.

117 Sunset Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$730,000
3 Beds ⋅ 2 Baths
Open House on 9/13 has been cancelled. Please contact listing agent for showings directly. **NEW PRICE — a fresh 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: 8888607369
$250,000
2 Beds ⋅ 2 Baths
Discover the potential in this spacious 2-bedroom, 2-bath condo located on the desirable second level. Featuring a thoughtfully designed floor plan, generous living spaces, and abundant natural light, this residence offers the perfect opportunity to create your dream home. Living and dining areas provide an inviting space for entertaining, while the well-appointed kitchen offers a solid foundation for your personal updates and design vision. The primary suite features ample closet space and a private en-suite bath, with a comfortable second bedroom that's ideal for guests, a home office, or additional living space. This condo is ready for a little TLC, making it an excellent opportunity for buyers seeking luxury living with the chance to add their own style and value. Enjoy the convenience of second-level living, along with the comfort, security, and amenities of a well-maintained community. Whether you're looking for a full-time residence, a seasonal retreat, or an investment opportunity, this condo combines location, space, and potential in one exceptional package. Bring your imagination and transform this hidden gem into the home you've always envisioned. Seller offering $7500.00 credit for paint and repairs at closing.

1 Silverwood Cir Unit #8, Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000
Start Your Search

Annapolis Homes with Pool

Our website features the best real estate search for properties available in Annapolis and surrounding areas with pool. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!