Refine Search
Map
Sort by
$439,800
2 Beds ⋅ 2 Baths
Two years young, 55+ elevator condominium community enjoy this beautifully upgraded 2-bedroom + den residence with a balcony. Priced just shy at $100K less than current builder pricing includes surface assigned parking and storage (purchased for $7500). Offering a bright, modern kitchen filled with natural light and showcases crisp white cabinetry, a stylish (upgraded) tiled backsplash, stainless steel appliances, and sleek quartz countertops—perfect for entertaining. Throughout the home, you’ll find enhanced and recessed lighting, complemented by elegant light-toned luxury vinyl plank flooring for a completely carpet-free, sophisticated finish. The spacious primary suite is a true retreat, featuring a custom-designed oversized walk-in closet and a luxurious ensuite bath with a double vanity and upgraded tilework. Additional enhancements throughout the home include beautifully updated bathrooms and high-end finishes that elevate both comfort and style. The Element offers an exceptional, resort-style lifestyle with amenities thoughtfully designed for active adult living, including: • Landscaping with walking paths • sophisticated lobby featuring a golf simulator and billiards • Pickleball courts, dog park, and outdoor grilling areas • Fitness equipment and inviting social spaces Minutes from downtown Annapolis, Naval Academy with quick access to waterfront dining, boutique shopping, and the Bay Bridge. Schedule your viewing today and discover luxury living in Annapolis!

78 Old Mill Bottom Rd N Unit #209, Annapolis

Listing courtesy of Cottage Street Realty LLC. Contact:

$340,000
2 Beds ⋅ 2 Baths
Location, convenience, and peaceful surroundings come together in this well-maintained two-bedroom, two-full-bath condo. This unique end unit offers added privacy and relaxing views from the deck overlooking a wooded area and nearby walking path. Inside, the home provides a clean, neutral canvas ready for its next owner to personalize. The kitchen flooring and carpeting are only a few years old, and both the HVAC system and water heater have been updated in recent years. Ideally situated just minutes from downtown Annapolis, with quick access to Route 50 for convenient travel toward Washington, D.C., Baltimore, and the surrounding area. Whether you’re commuting, exploring downtown, or simply enjoying the quiet wooded setting, this condo offers an excellent combination of comfort and location.

2026 Gov Thomas Bladen Way Unit #204, Annapolis

Listing courtesy of Taylor Properties. Contact:

$494,000
2 Beds ⋅ 2 Baths
Welcome to this beautiful 2 Bedroom + Den, 2 Bath condo in N Haven Cove of Heritage Harbour. This inviting home is a popular floor plan with a spacious, updated eat-in kitchen, attached one car garage and is very well maintained. A vibrant 55+ community offering an exceptional lifestyle and an array of amenities including golf, tennis, pickleball, canoe and kayaking, plus The Lodge featuring indoor and outdoor pools, fitness facilities, library, card room and more. Conveniently located between Baltimore and Washington, DC with easy access to BWI airport.

2514 N Haven Cove Unit #102, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$299,900
2 Beds ⋅ 2 Baths
Discover this charming 2-bedroom, 2-bathroom unit in the desirable Annapolis Overlook community. Spanning 1,229 sq. ft. , this well-maintained garden-style apartment offers a blend of comfort and modern living. The open floor plan seamlessly connects the dining and living areas, enhanced by recessed lighting and a cozy wood-burning fireplace, perfect for relaxation. The kitchen is equipped with upgraded countertops and essential appliances, including a built-in microwave, dishwasher, and self-cleaning electric oven. Enjoy the convenience of a stacked washer and dryer within the unit, making laundry days a breeze. The primary suite features a spacious walk-in closet and an en-suite bathroom, providing a private retreat. Step outside to your private deck, ideal for morning coffee or evening gatherings. The community amenities include a refreshing outdoor pool, exercise room, and playground, catering to an active lifestyle. With assigned parking and maintenance services included in the association fee, convenience is at your fingertips. This property is not only a home but a lifestyle, offering a perfect balance of tranquility and accessibility. Experience the best of community living in a well-appointed space that meets all your needs. Schedule a tour today! Furniture can be sold with the unit as well for a turn-key option if the buyer(s) are looking for that. Please inquire!

20 Greystone Ct Unit #I, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425
$775,000
2 Beds ⋅ 2 Baths
There is something special about life on the Chesapeake Bay, and this exceptional end-unit residence captures it beautifully. Ideally positioned where the Channel meets the Marina, the home enjoys an unobstructed view up the Channel toward the Chesapeake Bay and Bay Bridge, with expansive water vistas from nearly every room. A waterside wraparound patio, abundant green space, and fabulous interior upgrades further distinguish this unique waterfront setting. Morning begins with the sun rising over the Bay, visible from the primary bedroom and throughout the residence, while the ever-changing waterfront provides a spectacular backdrop to everyday life. From Wednesday night sailing races and Blue Angels flyovers to fireworks, passing boats, and expansive rainbows over the water, there is always something memorable to take in. Inside, the home feels bright, comfortable, and beautifully connected to its waterfront surroundings. The spacious living room is filled with natural light from an abundance of windows framing the incredible views. The electric fireplace provides a warm, relaxing atmosphere for quiet evenings or gathering with friends. Two bedrooms and two full baths provide a comfortable and versatile floor plan, whether used as a full-time residence, weekend retreat, or easy lock-and-leave Annapolis getaway. Just beyond the living room, the covered wraparound patio extends the living space outdoors and overlooks both the water and a large grassy area, an unexpected luxury in condominium living. A second patio off the kitchen offers its own highly sought-after private, no-stair walkway, allowing access to the beautifully appointed kitchen with an immediate view right out to the Bay Bridge. Together with the surrounding green space and multiple outdoor living areas, the residence offers a wonderful sense of privacy and lives much more like a single-family home than a traditional condo. Beyond the front door, Chesapeake Harbor offers a lifestyle centered around the water. Spend summer days at one of two swimming pools, including the waterfront pool, launch a kayak from the community beach, play tennis or pickleball, or follow the walking trails along the shoreline. When the day winds down, stroll to The Beacon for waterfront dining and return home as the evening light settles over the Bay. Ideally located just minutes from Downtown Annapolis, Eastport, the United States Naval Academy, world class dining, shopping, and historic attractions, this exceptional residence also offers convenient access to Washington, DC, Baltimore, and BWI Airport. Whether as a full-time residence or lock-and-leave waterfront retreat, this is a rare opportunity to experience Chesapeake Harbor from a truly special vantage point.

7026 Channel Village Ct Unit #T2, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$344,900
2 Beds ⋅ 2 Baths
Welcome home to this beautifully maintained 2-bedroom, 2-bathroom condo in the desirable Admiral Reach at Harbor Gates community of Annapolis! Ideally situated just minutes from historic downtown Annapolis, the U.S. Naval Academy, Luminis Health Anne Arundel Medical Center, and major commuter routes including Route 50 and I-97, this inviting third-floor home offers the perfect blend of comfort, convenience, and low-maintenance living. Step inside to a bright and welcoming interior featuring a comfortable open layout with luxury vinyl tile and carpet flooring throughout. The updated kitchen is ready for everyday living and entertaining, featuring new countertops and stainless-steel appliances. Two spacious bedrooms and two full bathrooms provide flexibility for guests, roommates, or a work-from-home arrangement, while the in-unit laundry adds everyday convenience. Step outside onto the private covered balcony and enjoy your own outdoor retreat—perfect for morning coffee, an evening unwind, or simply enjoying the surrounding community. As a third-floor unit, the home offers an elevated perspective while providing the convenience of condo living. Harbor Gates offers an exceptional array of amenities designed to complement an active and social lifestyle. Residents enjoy access to a community swimming pool, exercise room, clubhouse, walking trails, basketball court, tennis courts, and pickleball courts. The combination of recreational amenities, convenient location, and low-maintenance living makes this community an outstanding place to call home. Whether you’re searching for a convenient primary residence, a low-maintenance second home, or an investment opportunity in the Annapolis market, 631 Admiral Drive offers an excellent combination of location, updates, outdoor living, and resort-style community amenities. Come see all this wonderful condo and community have to offer!

631 Admiral Dr Unit #304, Annapolis

Listing courtesy of Taylor Properties. Contact:

$269,900
2 Beds ⋅ 2 Baths
This exceptional 2nd level unit, ideally located in North Green Condos offers a harmonious blend of contemporary design and modern amenities. Spanning 1,082 square feet, this well-maintained condo features two spacious bedrooms and two full bathrooms, including a primary bath with walk-in shower. The open floor plan enhances the living space, complemented by wood floors, dining room and a bright breakfast area that invites natural light. The kitchen is equipped with 42inch cabinets, stone countertops, and NEW stainless-steel appliances, including a built-in microwave, dishwasher, and electric oven/range, ensuring a seamless cooking experience. You will appreciate the new luxury carpet in bedrooms and fresh paint throughout. Additional conveniences include in-unit laundry washer and dryer, as well as a walk-in closet for ample storage. Residents can enjoy community amenities such as an outdoor pool, patio area, and beautifully maintained common grounds. The property is surrounded by sidewalks, public transport and fitness center amenities. Situated in a vibrant neighborhood, North Green Condos is conveniently located near shopping centers and local parks, providing recreational opportunities for outdoor enthusiasts. The community is well-served by public services, pet friendly, and is in proximity to schools and recreation facilities, making it a desirable location for those seeking a balanced lifestyle. The association fee covers essential services, including maintenance, building insurance, water/sewer and trash removal, ensuring worry-free living. This property represents an excellent opportunity for those seeking a modern, well-appointed home to enjoy the historic maritime experience of Annapolis. Just minutes from the United States Naval Academy and downtown city dock.

300 Hilltop Ln Unit #300E, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$1,050,000
2 Beds ⋅ 2 Baths
Highly Desirable Eastport Peninsula! Experience the best of the Eastport lifestyle in this charming home, ideally located in the heart of the peninsula. Relax on the inviting front porch and watch the world go by, or step out your door and walk to Eastport’s renowned restaurants, lively bars, boutique shopping, marinas, yacht clubs, and the water taxi to historic downtown Annapolis. Inside, beautiful heart pine floors add warmth and character. The spacious rear yard is a rare find in Eastport and offers plenty of room for entertaining, gardening, pets, or simply enjoying your own private outdoor retreat. The chef’s kitchen features Viking refrigerator and stainless steel appliances, creating a wonderful space for both everyday cooking and entertaining. Thoughtful improvements and major updates throughout the years make this home truly move-in ready while still offering the opportunity to add your own personal touches. Notable improvements include: * Pella rear sliding glass door — 2025 * Carrier first-floor HVAC — 2025 * Washer & dryer — 2024 * Viking refrigerator — 2024 * New roof — 2023 * First-floor bathroom remodeled — 2018 * Front porch replaced and metal roof added — 2018 * First-floor floors and stairs refinished by Beers — 2017 * Rinnai tankless water heater — 2016 * Upstairs bathroom and closet remodeled by Gate One Builders — 2011 * HardiePlank siding — 2009 * Fence — 2005 * Brick foundation repointed — 2004 * Shed — 2003 * Renovation and rear addition — 1998 A wonderful opportunity to own a piece of Eastport—move right in, enjoy the lifestyle, and make it your own.

412 Third St, Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000
$995,000
2 Beds ⋅ 3 Baths
Experience the best of downtown Annapolis living from this exceptional corner residence in highly sought-after Acton’s Landing. This 2 bedroom, with an extra den unit, offers nearly 2,000 square feet of beautifully designed living space. This extraordinary condominium combines the ease of maintenance-free living with a rare feature that truly sets it apart: its own exterior entrance. Step directly outside and begin enjoying the restaurants, shops, waterfront, events, and unmistakable charm of downtown Annapolis without ever having to walk through the building. The private exterior entrance also provides exceptional convenience for guests, particularly after concierge hours, allowing them to arrive directly at your door. Inside, the spacious, open-concept floor plan has been freshly painted and features brand-new carpeting, abundant natural light, and a wall of windows overlooking the outdoor patio area. The gourmet kitchen is designed for both everyday living and entertaining, with granite countertops, stainless steel appliances—including gas cooktop and a new refrigerator —and a generous island/breakfast bar that opens seamlessly to the main living area. The thoughtfully designed layout provides excellent separation between the two expansive bedroom suites. The primary suite features two closets, including a walk-in, along with a spacious private bath complete with a separate soaking tub. On the opposite side of the residence, the second bedroom offers its own en-suite bath, creating an ideal private retreat for overnight guests. A separate den/office provides valuable additional living space and offers the flexibility to serve as a home office, library, media room, or occasional guest space. A conveniently located powder room makes entertaining especially easy. Adding to the exceptional convenience are two garage parking spaces located just steps from the residence, along with an owned private storage unit—valuable amenities for downtown Annapolis living. Acton’s Landing further enhances the lifestyle with a fitness center, library, recreation/community room, beautifully landscaped courtyard, and concierge service. And when you are ready to venture out, downtown Annapolis is right outside your door. Few residences offer this combination of nearly 2,000 square feet, two garage parking spaces, private storage, luxury amenities, and the rare convenience of a direct entrance/exit with its own outdoor, covered patio—all within walking distance of everything that makes Annapolis such an extraordinary place to live. This is more than simply a downtown condo; it is an opportunity to enjoy the Annapolis lifestyle with the space, comfort, convenience, and accessibility of a true luxury residence.

66 Franklin St Unit #102, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$475,000
2 Beds ⋅ 2 Baths
ELEVATOR ACCESS TO COVETED SPACE #2 IN THE CONDO GARAGE CONVEYS!!! Spanning 1,588 square feet, this beautifully maintained residence features two spacious bedrooms and two full bathrooms adjoining the brightly lit sunroom providing ample space for relaxation and entertaining. Step inside to discover a gourmet kitchen that is a chef's dream, complete with cherry cabinetry, granite countertops, natural gas cooktop, a built-in microwave and wall oven, all designed to inspire culinary creativity. The open layout flows effortlessly into a cozy dining area and a bright breakfast nook, perfect for enjoying morning coffee or hosting intimate gatherings. The living space is adorned with plush carpeting and ceramic tile, creating a warm and inviting atmosphere throughout. The primary suite is a true retreat, featuring 2 walk-in closets and a luxurious bathroom equipped with 2 separate vanities and both a stall shower and a tub shower, ensuring a spa-like experience at home. Additional interior highlights include 9' ceilings and all window treatments that enhance privacy while allowing natural light to fill the space. Step outside to enjoy the meticulously landscaped grounds, complete with extensive hardscaping, irrigated landscaping and additional outdoor parking for guests. This 55+ adult community boasts an array of amenities designed for an active lifestyle, including a fitness center, tennis/pickleball courts and an executive par 3 nine hole golf course complete with club house and dining facility. For those who enjoy socializing, the waterfront clubhouse known as The Lodge offers indoor and outdoor pools plus a wide range of clubs, social activities, and creative spaces fostering a true sense of community. Condo and HOA fees include access to all community amenities, making for easy, low maintenance living. Water enthusiasts will appreciate the private access to the South River, complete with a community dock and multiple slips for boating adventures. Whether you prefer a leisurely day by the water, pool or an invigorating game of pickleball, golf or tennis, this community caters to all interests. With convenient transportation options and a dedicated parking space in the garage, this property ensures ease of access to historic downtown Annapolis with it's intown dining, shopping, cultural events and activities. Experience the perfect blend of luxury, comfort, and community in this exceptional residence, where every detail has been thoughtfully curated to enhance your lifestyle. Embrace the opportunity to make this exceptional property your own.

940 Astern Way Unit #112, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$379,900
2 Beds ⋅ 2 Baths
BRAND-NEW HVAC SYSTEM—ONLY ONE MONTH OLD! Welcome to 1133 Lake Heron Drive, Unit 2B, a beautifully maintained second-level condo situated in one of the neighborhood’s most desirable locations. Tucked beside a large, open grassy field, this home offers a rare sense of privacy with peaceful views of nature from the side windows. Inside, you’ll find high-quality hardwood floors, a beautifully working wood-burning fireplace that creates a warm and inviting focal point, an updated kitchen, and marble bathroom sinks. Enjoy outdoor living from not one, but two balconies—one in the front and one in the back—providing wonderful spaces to relax, enjoy your morning coffee, or unwind at the end of the day. Step outside and enjoy beautiful, scenic jogging and walking paths throughout the community, surrounded by peaceful natural scenery. Community amenities also include an outdoor swimming pool and workout room, making it easy to stay active and enjoy the neighborhood without leaving home. The second-level setting provides an elevated outlook, while the location alongside the open green space makes this unit particularly special. Conveniently located in Annapolis, with easy access to everything the area has to offer, including shopping, dining, recreation, and the charm of downtown Annapolis. A wonderful combination of location, updates, amenities, outdoor space, and natural surroundings!

1133 Lake Heron Dr Unit #2B, Annapolis

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$1,625,000
2 Beds ⋅ 3 Baths
Rarely does a home of this historical significance become available in the heart of Historic Annapolis. Believed to date to the late 17th century, the extraordinary residence is among the city's oldest surviving homes, seamlessly blending centuries of architectural heritage with sophisticated modern living. Perched at the water end of Market St overlooking Spa Creek, this home is instantly recognizable by its iconic red standing-seam roof and timeless presence. Rich in character, the interior showcases exposed original beams, soaring ceilings, abundant natural light, and thoughtfully designed living spaces that honor the home's remarkable past while embracing contemporary comfort. A nationally recognized renovation in 1977 by Gate One Builders, transformed the residence into a one of a kind masterpiece, preserving its historic integrity while creating an open, light filled floor plan unlike any other in Annapolis. The beautifully appointed Kitchen, inviting living and dining areas, combination gas and wood burning fireplaces and a tranquil large Sunroom addition all flow effortlessly to a private walled courtyard, an intimate outdoor retreat ideal for entertaining or quiet relaxation. Water Views of Spa Creek, exceptional craftsmanship, and architectural details at every turn make this home as captivating as it is livable. Adding to its rarity are amenities seldom found with the Historic District, including two covered off street parking spaces and an unparalleled waterfront setting just moments from City Dock, the USNA, fine dining, boutiques, galleries and yacht club. Whether enjoyed as a full time residence or an exceptional Annapolis retreat, 100 Market Street represents a once in a generation opportunity to own an irreplaceable piece of the city's history, where more than three centuries of heritage meet the very best of coastal luxury living.

100 Market St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$287,500
2 Beds ⋅ 2 Baths
Welcome to Unit 215 at 2900 Shipmaster Way! This inviting 2-bedroom, 2-full-bath condo offers comfortable living in the Heritage Harbour community. The updated kitchen features granite countertops, vinyl flooring and a convenient pass-through window above the sink to the dining/living area, with a pantry located just off the dining area. A spacious walk-in closet provides additional storage. Enjoy two private balconies, including one off the living room and another accessible from a bedroom. Heritage Harbour offers an array of amenities and water privileges, with access to the South River, kayak launch, boat slips, pools, tennis and pickleball courts, golf and clubhouse facilities. Conveniently located near shopping, dining, major routes and Historic Annapolis, Unit 215 offers a wonderful opportunity to enjoy all that Annapolis and Heritage Harbour have to offer.

2900 Shipmaster Way Unit #215, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

$440,000
2 Beds ⋅ 2 Baths
Welcome to 919 Yachtsman Way, a charming two-bedroom, two full bath duplex-style home tucked away on a cul-de-sac in the desirable Mariner's Point Community. The inviting interior features vaulted ceilings, abundant natural light and a wood-burning fireplace. The kitchen offers stainless-steel appliances and butcher-block countertops, while the finished upper-level loft provides flexible space for a home office, studio or guest area. Step outside to a spacious deck and fenced backyard - ideal for relaxing, gardening and outdoor entertaining. Community amenities include a private outdoor pool, clubhouse and wooded common areas. Conveniently location near Back Creek, Eastport, Quiet Waters Park, shopping, restaurants and all the attractions of downtown Annapolis. A wonderful opportunity to enjoy the Annapolis lifestyle! Home Warranty included.

919 Yachtsman Way, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 544-4000
$257,000
2 Beds ⋅ 2 Baths
Professional Photography coming soon. Welcome to 213 Victor Parkway, Unit F, in the conveniently located Fairwinds community. This spacious unit was extensively updated in 2022, upgraded lighting, luxury vinyl plank flooring. In September 2026 the property had new carpeting installed and the whole unit was painted. The remodeled kitchen offers white shaker cabinetry, updated countertops, a garbage disposal, and stainless steel appliances. Both full bathrooms have been refreshed with attractive tile, and upgraded vanities. The whole unit also has just been freshly painted with neutral pain. Washer and dryer combination in the unit adds everyday convenience, while the upgraded heating and air-conditioning system was installed in March 2024. The generously sized primary bedroom includes a private full bathroom, a spacious closet with mirrored sliding doors, and a separate dressing or makeup area. Move-in ready and ideally located near everything Annapolis has to offer! Just minutes from Quiet Waters Park, residents can enjoy seasonal events, live music, ice skating, playgrounds, dog parks, walking trails, and waterfront recreation. Shopping, dining, banking, medical facilities, and professional services are also nearby.

213 Victor Pkwy Unit #213F, Annapolis

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

$425,000
2 Beds ⋅ 1 Baths
Professional photography coming soon… Opportunity abounds in the sought after, water-privileged community of Arundel on the Bay! Located one house from the water, 30 yards from the beach, and sits on a double lot. This property offers potential for an investor, builder, or buyer looking to renovate using an FHA 203(k) or similar renovation loan. The home features two bedrooms, a den/office that may offer flexibility as a third bedroom, one full bath, an enclosed porch with a wood stove, a living room with a stacked-stone fireplace, hardwood flooring, and a kitchen with granite countertops and a breakfast bar. Exterior features include a circular driveway, detached garage, and level yard. The property is on public sewer which makes this a great opportunity for expansion. Community amenities include a beach, pier, dock, courts, and playgrounds. The property is being sold strictly AS-IS. Cash, renovation financing, or other suitable financing may be required. Buyers should perform their own due diligence regarding the property’s condition, flood insurance, potential uses, permits, and financing.

3545 Newport Ave, Annapolis

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

$355,000
2 Beds ⋅ 2 Baths
Fully renovated ground floor condominium located just off of Bestgate Rd near the Anne Arundel Medical Center. This 1321 square foot unit includes two bedrooms, two full bathrooms, three sided gas fireplace, extra large living space with flex space, dining room, spacious kitchen with tons of cabinet space, and access to private patio and back yard. The unit is in a buzz-to-enter building, and has been renovated from top to bottom. Kitchen upgrades include cabinets, quartz countertop, and tile backsplash. Hardwood flooring with 5” baseboard molding has been installed throughout the unit, as well as crown molding and recessed lighting. Both bathrooms were updated with recessed lighting, tile floors, and even the tubs were replaced! Laundry room has tile floors, recessed lighting, and shelving. This desirable location provides easy access to Anne Arundel Medical Center, Routes 50 and 97, the Annapolis Mall, West Street, and Downtown Annapolis. Admirals Reach Community amenities include a swimming pool, tennis and basketball courts, community/fitness center, and BBQ grills with picnic tables.

633 Admiral Dr Unit #107, Annapolis

Listing courtesy of Homecoin.com. Contact: 8884002513
$599,900
2 Beds ⋅ 2 Baths
This lovely single-family home is sited in a peaceful, private setting, backing to mature trees. The home offers a spacious living room with gas fireplace, dining room, updated kitchen with breakfast room, and convenient laundry room. The primary suite includes private bath and walk-in closet. Second bedroom and full bath as well as den / office all on one level. Enjoy the serene wooded views from the spacious deck or from the inviting Great Room, featuring a second gas fireplace, vaulted natural-wood ceiling, and dramatic floor-to-ceiling windows. Belonging to Heritage Harbour 55+ community, residents can enjoy an exceptional array of amenities, including golf, tennis, pickleball, canoeing, kayaking, and so much more. Conveniently located between Baltimore and Washington, DC and close to BWI Airport.

824 Boatswain Way, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$349,900
2 Beds ⋅ 2 Baths
DO NOT MISS THIS UNIQUE OPPORTUNITY IN ANNAPOLIS FOR A LOVELY FIRST FLOOR CONDO IN WINDGATE WITH NO STAIRS TO YOUR CAR! UPDATED OPEN HOUSE SATURDAY 2:00 PM - 4:00 PM AND SUNDAY 12:00 PM - 2:00 PM. COME AND TOUR THIS INCREDIBLE LOCATION! Welcome to 2052 Quaker Way, Unit 5, a spacious 2-bedroom, 2-bath condo offering approximately 1,141 square feet of comfortable, easy one-level living. Ideally located on the first floor with no stairs from the street to the unit, this home offers exceptional convenience in the heart of Annapolis. Step inside to a bright and inviting interior featuring a white, light-filled kitchen with newer appliances, generous living and dining spaces, and a cozy gas fireplace that adds warmth and charm to the main living area. The home offers two large bedrooms, each with an adjoining full bath and oversized walk-in closet. Both bathrooms have been freshly repainted, while a newer HVAC system and newer tankless hot water heater provide added comfort and efficiency. Just off the living area, enjoy a private rear deck overlooking the woods, creating a peaceful, tucked-away setting with added privacy. It is the perfect spot for morning coffee, relaxing outdoors, or unwinding at the end of the day. The Windgate community puts you close to everything Annapolis has to offer, including Blue Ribbon West Annapolis Elementary School, Navy-Marine Corps Memorial Stadium, Downtown Annapolis, the U.S. Naval Academy, shopping, dining, medical facilities, and major commuter routes. Whether you are downsizing for your next stage of living, purchasing your first home, or looking for an easy lock-and-leave Annapolis retreat, this condo offers a flexible lifestyle in an exceptionally convenient location. It is also a great option for out-of-town Navy parents seeking a comfortable home base near the Naval Academy. Enjoy the ease of condo living without sacrificing space, storage, privacy, or location—a wonderful opportunity to make Annapolis home. Welcome Home!

2052 Quaker Way Unit #5, Annapolis

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

$300,000
2 Beds ⋅ 2 Baths
Welcome home to this fantastic two bedroom, two bath condo. Located on the ground level with a view of grassy area, trees, and the community pool. Open concept for the living and dining room area, with a bump out used currently as an exercise area, but it can be anything your heart desires. The modern kitchen is updated with silestone countertops, stainless appliances and the range is brand new. The living room has a slider which leads to a nice patio the grassy common area and pool beyond. The primary bedroom has a wonderfully tiled full bath, and the second bedroom shares the second bath with the common area. A brand new washer and dryer are inside the unit. Amenities include the community pool and fitness center. Great location, minutes from downtown Annapolis, or commuter routes to Washington, Ft Meade, or Baltimore. Be sure to check out the virtual floor plan tour!

10 Hearthstone Ct Unit #B, Annapolis

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

$275,000
2 Beds ⋅ 2 Baths
Located in the desirable North Green Condominiums, this two-level penthouse loft offers a spacious layout and a convenient Annapolis location. The open floor plan features an updated kitchen with granite countertops, stainless steel appliances, and ceramic tile flooring, making it ideal for both everyday living and entertaining. The home includes two spacious bedrooms and two full bathrooms. Upstairs, the large loft provides flexible space for a home office, family room, workout area, guest space, or hobby room. Enjoy your own private balcony, perfect for morning coffee or relaxing at the end of the day. FHA and VA Approved Condos Community amenities include a swimming pool and outdoor grilling area, and the condo fee includes water. Conveniently located just minutes from Historic Downtown Annapolis, Truxton Park, shopping, dining, the waterfront, and major commuter routes, this move-in-ready home offers low-maintenance living in a great location.

1227 Gemini Dr Unit #1227-I, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425
$595,000
2 Beds ⋅ 2 Baths
Direct, unobstructed views of Chesapeake Bay define this terrace-level home in Chesapeake Harbour. The two-bedroom, two-bath condominium features an open living and dining area centered around a fireplace, plus a kitchen with granite countertops, a subway-tile backsplash, and white cabinetry. A patio at the front and another at the rear provide two distinct outdoor spaces. The primary bedroom is well-appointed and includes direct patio access and a generously sized walk-in closet. A second bedroom, a full hall bath, and in-unit laundry complete the interior. The current floor plan measures approximately 1,267 square feet of finished interior space. Chesapeake Harbour is a gated waterfront community with 24-hour security and convenient access to downtown Annapolis. Amenities include a private beach, marina, two pools, tennis and pickleball courts, walking paths, kayak access and storage, and waterfront dining within the community. Few homes in this community see the water this directly. This home offers sweeping views of the Chesapeake Bay from the living room to the patio. This breathtaking view awaits you at 2123 Beach Village Ct, Unit T2. Welcome Home!

2123 Beach Village Ct Unit #T2, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425
$1,295,000
2 Beds ⋅ 2 Baths
Experience the Annapolis waterfront lifestyle from this charming A-frame cottage, where days on the water begin just steps from your door. Designed for relaxed coastal living, the 2-bedroom, 2-bath home features a light-filled, open interior with soaring vaulted ceilings and an inviting sense of space. Outside, the property becomes your private gateway to the South River. A private pier offers two deep-water slips, including one with a boat lift, while a dedicated kayak launch makes it effortless to explore the surrounding waterways. Bulkheaded shoreline, a storage shed, and ample outdoor space complete a setting designed for life along the Annapolis waterfront. Spend mornings enjoying coffee overlooking the water, afternoons boating, kayaking, or paddleboarding, and evenings unwinding on the South River as the sun sets across the waterfront. Whether you're searching for a full-time residence, weekend retreat, or Annapolis boating getaway, this is an opportunity to embrace a lifestyle centered around the Chesapeake Bay

2915 South Ct, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$575,000
2 Beds ⋅ 2 Baths
This is a sought after MAIN FLOOR, END UNIT*** Look at the floor plan (first shot in the photos) and see the difference***Light and open, this home has been completely remodeled and feels very different from other condos***Yes, Chesapeake Harbour has the two pools, one right on the bay. It has 'miles' of walkable private community beachfront. It has tennis and pickleball and beachside kayak, paddle board and canoe storage, and a launch area. It has a fully manned 24 hour security entry gate & on-site security personal, walking paths, a private marina and highly rated, marina side, restaurant and bar*** LOOK AT THE PHOTOS***WATCH THE VIDEO***It's all quite glorious . And the unit itself will sell itself. You open either of your 2 new sliding glass doors, and walk right outside (with or without your dog) out to your huge private patio. There is the marina. Walk down to the water. Walk to either pool. Walk down along the beach past the many community piers and out by the pond. Take your dog out on your kayak (with his life vest on). Sit down to views of the Bay Bridge at dusk*** Main Floor- End Unit! All those windows, that cherry flooring and that privacy, check it out!

7048 Harbour Village Ct Unit #T2, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$325,000
2 Beds ⋅ 2 Baths
Fee-simple living in the Eastport area, minutes from downtown Annapolis — for less than a citywide condo. This bright, easy-living two-bedroom, two-full-bath home sits on its own 0.08-acre lot — no condo fee, no HOA — and features a new roof. The primary suite opens through full-size sliding glass doors straight onto a private patio and backyard, while the kitchen draws light from two exposures plus a skylight, with a pass-through eat-in counter perfect for morning coffee. A dedicated laundry center and off-street parking pad add everyday ease. Out back, a shed provides real storage for bikes, tools, and seasonal gear. Convenient to downtown Annapolis and the Eastport area's restaurants. Vacant and easy to show. Photos have been virtually staged. Open house Saturday and Sunday, 2–4 PM.

1136 Tyler Ave, Annapolis

Listing courtesy of Engel & Volkers Washington, DC. Contact: tomspier1@gmail.com
$359,000
2 Beds ⋅ 2 Baths
Fully Renovated 2 Bedroom Condo in Annapolis! Step into effortless, modern living in this beautifully renovated 2 bedroom, 2 bath one floor condo at 605 B Admiral Dr, Unit 108. Thoughtfully updated from top to bottom, this home offers stylish finishes including crown molding, exceptional storage, and the comfort of truly move in ready living. The renovated kitchen features brand new cabinetry and countertops, offering an abundance of storage while creating a fresh, functional space for everyday living and entertaining. Beautiful new hardwood flooring flows throughout the home complemented by a new sliding glass door that brings in natural light and enhances the living space. Both bathrooms have been tastefully renovated, with the primary bath offering the ultimate touch of comfort, heated floors for a spa like experience. Additional major updates include a new HVAC system, new water heater, new windows, pellet fireplace, dishwasher, and stove, providing peace of mind and modern convenience for years to come. TV that fits into the custom shelves convey along with 2 leather barstools. Beyond the home, enjoy an impressive array of community amenities including a pool, clubhouse, tennis courts, basketball courts, and more. Ideally located in Annapolis, this is a wonderful opportunity to enjoy a beautifully updated home with resort style amenities and convenient access to everything the area has to offer. Renovated. Stylish. Low maintenance. Ready to enjoy. This one is a must see!

605 Admiral Dr Unit #108, Annapolis

Listing courtesy of Realty Navigator. Contact: (443) 256-3773
$245,000
2 Beds ⋅ 1 Baths
Welcome to **2572 Riva Road #17B in Annapolis!** This inviting **2-bedroom, 1-bath condo, offers a bright, comfortable interior with a neutral color palette and easy-care flooring throughout. The spacious living room features large sliding glass doors that bring in plenty of natural light and open to a **private covered balcony overlooking mature trees and green space**—a great spot to enjoy your morning coffee or unwind at the end of the day. The updated kitchen features **white cabinetry, generous counter space, a breakfast bar, and stainless steel appliances**. Both bedrooms offer comfortable living space and feature **sliding glass doors that provide abundant natural light and peaceful views of the surrounding trees and greenery**. The full bath provides a tub/shower combination and additional storage, while an **in-unit washer and dryer** adds everyday convenience. Located in Annapolis with convenient access to **shopping, dining, commuter routes, and everything the Annapolis area has to offer**, this condo is a wonderful opportunity for buyers looking for low-maintenance living in a convenient location. Schedule your showing and see all that this home has to offer!

2572 Riva Rd Unit #17B, Annapolis

Listing courtesy of Marsh Realty. Contact:

$899,000
2 Beds ⋅ 3 Baths
**OPEN HOUSE! Saturday 9/12 10am to 12pm** For the open house, please go to the middle section courtyard and agent will let you in at the main door. Experience the BEST of Downtown Annapolis at Acton’s Landing, a premier downtown condominium blending historic architecture with modern comfort. This spacious almost 2000 sqft Home features gleaming hardwood floors, significant crown molding, wainscotting, decorative pillars and designer wallpaper and paint that create an atmosphere of timeless elegance. The kitchen is a true highlight, offering granite countertops, stainless steel appliances, abundant cabinetry and a large island perfect for cooking and gathering! Boasting 3 full Bathrooms and 2/3 Bedrooms this layout adapts to your lifestyle! The Primary BR being a flexible ensuite that opens to a sitting area and the 2nd BR makes a great guest room ensuite with the 3rd BR being a den, office or private retreat. Classic style is found here with custom closets, built‑ins, and French doors all adding thoughtful touches throughout. Enjoy the convenience of a full‑size washer and dryer, private parking space and storage unit. The Community amenities are resort like, including a fitness center, library, meeting rooms, concierge, security and a serene courtyard with a tranquil fountain. Step outside and walk to everything, like the City Dock, St. John’s College, the Naval Academy, Boutique Shops, many Restaurants, Bars and the Waterfront to watch the boats sail by! This is truly a lock‑and‑leave home in one of Annapolis’ most desirable locations. Make your appointment to tour today!

66 Franklin St S Unit #413, Annapolis

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$345,000
2 Beds ⋅ 2 Baths
Welcome to this beautifully updated two-bedroom, two-bath condo, offering a fresh, modern feel and an incredibly convenient Annapolis location. Recent improvements include light tan luxury vinyl plank flooring throughout the entire unit, new hardware, and a completely renovated kitchen designed with both style and functionality in mind. The brand-new kitchen features custom 42-inch cabinetry, an oven and microwave combination, separate cooktop, and an attractive counter-depth refrigerator that creates a cleaner, more built-in appearance. Located just half a flight up into the unit, the home offers easy everyday living without multiple flights of stairs. Inexpensive utility bills as you upper and lower neighbor provide that extra insulation. The location makes getting around Annapolis a breeze, with quick access to Route 50 and Route 97, along with shopping, restaurants, and entertainment around the Annapolis Mall and the Parole Towne Center area. Whether commuting, heading downtown, or grabbing dinner nearby, everything is just minutes away.

2052 Quaker Way Unit #10, Annapolis

Listing courtesy of Samson Properties. Contact: 7033788810
$540,000
2 Beds ⋅ 2 Baths
Buyers' plans changed; your lucky day is now available.Enjoy easy, one-level living in this beautifully maintained end-unit home in Heritage Harbour, Annapolis’ premier 55+ community. Tucked along a peaceful, tree-lined street and conveniently located near the community center, this inviting 2-bedroom, 2-bath home with a den and spectacular four-season sunroom offers comfort, privacy, and an exceptional lifestyle. Completely remodeled kitchen and baths provide a move-in-ready interior, while an abundance of windows fills the home with natural light. The spacious living and dining areas flow seamlessly into one another, providing ample space for everyday living and entertaining. A true highlight is the expansive three-season sunroom, surrounded by windows and enhanced by a cathedral ceiling. Enjoy peaceful views of the wooded surroundings throughout the year, a bird-watching haven. The kitchen offers beautiful white cabinetry and quartz countertops, while the private primary suite features a walk-in closet and an en-suite bath. A bright second bedroom, full hall bath, and versatile den provide comfortable space for guests, an office, or hobbies. Beautiful landscaping and the end-unit setting add to the home's privacy and appeal. Best of all, Heritage Harbour offers an extraordinary array of amenities just minutes from your door, including indoor and outdoor pools, fitness and health facilities, golf, tennis, pickleball and recreation facilities, sauna, hot tub, library, art studio, billiards, clubhouse, walking areas, lake and water privileges, transportation services, community dining and an extensive calendar of clubs, classes and social activities. This is more than a home—it’s an opportunity to enjoy a vibrant, active lifestyle while having the convenience and ease of one-level living in one of Annapolis’ most established 55+ communities.

924 Shipmaster Ct, Annapolis

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