Gated Community Homes for Sale in Anne Arundel, MD

Welcome to the coveted South River Landing waterfront community, where spectacular open views across the South River create an extraordinary backdrop for everyday living. Beautifully constructed, this impressive all-brick residence offers three finished levels, expansive outdoor living spaces, and walls of windows capturing the ever-changing waterfront scenery. A grand entrance with soaring elegant curved staircase and impressive custom front door sets the tone for the spacious interiors. The main level is designed around the views, with the beautifully appointed kitchen flowing seamlessly into the living room with fireplace and casual dining area. Whether gathering around the kitchen, hosting dinner in the formal dining room with custom built-ins, or stepping outside to the sprawling waterside balcony, the South River is always part of the experience. Two ensuite bedrooms and a powder room provide additional comfort and flexibility on this level. Upstairs, a spacious multi-purpose living area with fireplace and built-in entertainment center creates an inviting destination of its own. A full second kitchen makes entertaining effortless and offers wonderful flexibility for extended family or guests. A full bath with soaking tub and separate shower, powder room, and finished bonus room above the garage provide even more options for relaxing, working, or accommodating visitors. The finished lower level is made for evenings at home and weekends with family and friends, with a recreation area centered around a fireplace, wet bar, wine cellar, and dedicated theater room. An additional ensuite bedroom offers private guest accommodations. An elevator connects all three levels, while laundry facilities on each floor add exceptional everyday convenience. Residents of gated South River Landing enjoy 24-hour staffed security, a waterfront pool, deep-water marina, kayak launch, tennis courts, playground, basketball court, private beach, and scenic walking trails. From mornings on the balcony overlooking the river to afternoons on the water and evenings gathered by the fire, this exceptional home captures the relaxed yet refined South River lifestyle, all just minutes from Annapolis with convenient access to Washington, D.C. and Baltimore. Welcome Home!

720 South River Landing Rd, Edgewater

$775,000

2 Beds ⋅ 2 Baths ⋅ MDAA2154988 MLS

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

$669,000

3 Beds ⋅ 2 Baths ⋅ MDAA2156582 MLS ⋅ Village Of Chesapeake Harbour BLDG.

Welcome to resort-style coastal living at 2104 Chesapeake Harbour Dr E #202, a turnkey waterfront home in Annapolis' premier gated community. Enjoy serene water views and high-end upgrades from top to bottom. The open, light-filled layout features stylish new LVP flooring (Oct 2024) and contemporary lighting throughout (2024). Cook and entertain in the updated kitchen with custom cabinetry and quartz countertops (Dec 2024), plus brand-new appliances (Jan 2025). Relax in the primary suite with its custom Closet America walk-in closet (Sept 2025). Living in Chesapeake Harbour gives you direct access to a deep-water marina, private beach, pools, tennis courts, 24/7 security, and an on-site waterfront restaurant, all just minutes from historic Downtown Annapolis.

2104 Chesapeake Harbour Dr E Unit #202, Annapolis

$39,000

MDAA2155732 MLS

Located on the beautiful Magothy River, Magothy Marina puts you in touch with a water world of cruising, racing, exploring, fishing, crabbing, and enjoyment of the Magothy River and numerous adjoining creeks and the Chesapeake Bay. Situated near the quiet residential area of Manhattan Beach, your marina is less than one mile from four-lane Ritchie Highway (MD Rt. 2) a half-hour away from metropolitan Baltimore, 15 minutes from historic Annapolis, and 45 minutes from Washington, D.C. On the water, within cruising range are many fine day visits and overnights-Annapolis and Baltimore Harbors St. Michaels, Oxford, and the many coves of the eastern and western shores of the Bay. Slip 21J is 40' long and 12' 8" and is located on the main fairway of the marina. The spacious width of the fairway makes docking especially easy and 21J's finger pier allows for side access to your boat.

360 Magothy Rd Unit #21J, Severna Park

$1,525,000

3 Beds ⋅ 4 Baths ⋅ MDAA2155110 MLS ⋅ Chesapeake Landing Condo BLDG.

Spectacular water-view home nestled at the tip of the Eastport Peninsula in coveted Chesapeake Landing, a premier gated community. Set within the vibrant Maritime Republic of Eastport, deeply rooted in sailboat racing and pleasure-boating traditions. 23 Chesapeake Landing offers an exceptional blend of comfort, convenience and the Annapolis waterfront lifestyle. Residents treasure the neighborhood’s walkability, with an array of restaurants, pubs, boutiques, historic City Dock and Downtown Annapolis just steps from your door! Take a water taxi across Spa Creek to downtown or lauch a kyak or paddleboard from nearby Horn Point Park. Well maintained and freshly painted, this thoughtfully designed end-unit townhome, providing an abundance of natural light is equally suited to relaxed everyday living and effortless entertaining. The kitchen features sleek stainless-steel appliances, granite countertops, custom cabinetry and abundant storage. A casual dining area encourages relaxed gatherings, while the adjoining deck is perfectly positioned for outdoor grilling. Overlooking the living room and the water views beyond, the separate dining room provides an elegant setting for more formal occasions. The inviting living room is enhanced with taller ceilings, hardwood flooring and a wood-burning fireplace that adds warmth and ambience during the cooler months. Expansive sliding glass doors, fitted with plantation shutters, open to one of three newly rebuilt and expanded decks providing an ideal setting for savoring the water views or relaxing with your favorite beverage. This remarkable vantage point also provides front-row views of Fourth of July and New Year’s Eve fireworks, the annual Blue Angels Airshow and the ever-changing parade of sailboats, powerboats, regattas, naval vessels and the occasional pirate ship. The generously sized owner’s suite welcomes you with dramatic vaulted ceilings, abundant natural light, an en-suite bath and a private deck for even more water viewing pleasure. A second bedroom, full bath and laundry area complete the bedroom level. The loft level offers tremendous flexibility and may be adapted as additional bedroom space, a home office, art studio, fitness room or whatever best complements your lifestyle. The ground floor level, warmed by a second fireplace and enhanced by updated luxury vinyl plank flooring provides additional comfortable living space with exceptional flexibility, including its own private entrance. A full bath provides the perfect setup as an additional guest suite. French doors open to a private patio overlooking the beautifully landscaped grounds. Designed for easy lock-and-leave living, this home allows you to travel with peace of mind. The Annapolis Maryland Capital Yacht Club owns and manages the marina, pool and clubhouse. For the boating enthusiast, marina slips available for lease provide easy access to the Chesapeake Bay and its many waterfront destinations including use of the pool and clubhouse. Just outside your door, The Maritime Republic of Eastport combines the charm of a coastal village with the energy of a thriving maritime community - all just across Spa Creek from the U. S. Naval Academy and the culture, history and amenities of downtown Annapolis. Don't miss an opportunity to make this exceptional Eastport residence your home!

23 Chesapeake Lndg, Annapolis

$595,000

2 Beds ⋅ 2 Baths ⋅ MDAA2154658 MLS

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

$575,000

2 Beds ⋅ 2 Baths ⋅ MDAA2154424 MLS

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

$899,000

2 Beds ⋅ 3 Baths ⋅ MDAA2154134 MLS

**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

$3,100,000

3 Beds ⋅ 4 Baths ⋅ MDAA2154666 MLS

Set within the gated waterfront enclave of Bayberry Hill, this distinctive waterfront residence with waterside pool offers an exceptional combination of architectural character, wooded privacy, and sweeping water views. Tucked beneath a mature tree canopy, the property feels wonderfully secluded while opening dramatically toward the water, creating a peaceful retreat designed around the Annapolis waterfront lifestyle. A picturesque approach leads through lush landscaping, pond with water feature and across a charming footbridge to the inviting entrance. Inside, soaring wood-clad ceilings, skylights, expansive windows, and impressive stonework create a warm, contemporary aesthetic. The dramatic great room is anchored by a striking floor-to-ceiling stone fireplace, while walls of glass throughout the home bring the surrounding natural beauty indoors. Multiple living spaces offer exceptional versatility for everyday living and entertaining. A glass-enclosed waterside family room adjacent to the gourmet kitchen captures beautiful views and opens to the expansive deck, creating a seamless connection between indoors and out. A beautifully designed wine cellar with custom wood storage, stone accents, and a tasting area adds another distinctive element. The spacious primary suite is a private retreat with vaulted ceilings, a sitting area, dedicated workspace, private side patio and access to the waterside deck. The spa-inspired bath features dual vanities, an oversized soaking tub positioned beneath windows overlooking the water, and a large walk-in shower. The lower level is designed for entertaining with a spacious recreation and game room featuring a fireplace, custom finishes, and sliding doors opening directly to the poolside deck and hot tub. Two bedrooms with ensuite baths, large closets and spectacular pool and water views create an ideal getaway for family or guests. Outside, a series of decks and terraces cascade toward the shoreline, offering multiple places to relax and take in the views. The waterside swimming pool is surrounded by a generous deck beneath the mature trees, while a separate hot tub provides another peaceful vantage point. At the shoreline, a private pier with multiple slips and boat lifts provides effortless access for boating, paddling, and days on the water. Bayberry Hill offers the privacy of a gated waterfront community with water access and tennis/pickleball courts, all within convenient reach of Downtown Annapolis, BWI, major commuting routes, and Washington, D.C. A truly distinctive waterfront retreat where architecture, privacy, and the natural landscape come together beautifully. Welcome Home!

1304 Saint Pauls Way, Crownsville

$549,000

3 Beds ⋅ 4 Baths ⋅ MDAA2153688 MLS

This LIGHT FILLED END UNIT townhome w/ deck off Kitchen IS A MUST SEE! Don't MISS this OPPORTUNITY! All home information is estimated and to the sellers' best knowledge ----Age of roof - 12 years; Age of Windows - 12 years; Age of HVAC - 12 years; Age of Water Heater- 12 years; Dishwasher 2024, Age of all other Kitchen Appliances- 12 years. Features include a gourmet Kitchen, Gas-Cooking, high ceilings, upgraded wood floors, Private Parking includes oversized 2-car garage plus driveway space for 2 w/ Security gate access, Indoor Sprinkler system, ETC.! Close to EVERYTHING Annapolis' has to Offer, Historic Downtown Waterfront, Navy Marine Corps Stadium, Numerous full-service marinas nearby for all size Power And Sail Boat!, Quiet Waters Park (TRUE HIDDEN GEM) ETC.! The community of Village Greens is conveniently located near Routes 50 and 97 for easy commutes to Baltimore, DC, Fort Meade/NSA, and BWI Airport

609 S Cherry Grove Ave, Annapolis

$2,500,000

6 Beds ⋅ 6 Baths ⋅ MDAA2150800 MLS

Extraordinary craftsmanship, timeless quality, and exceptional attention to detail define this remarkable home at 1011 Saint Anne Lane. As the very first home ever built in this subdivision, it was constructed with a level of quality and integrity rarely found today. From the substantial trim work and custom details throughout to the impressive scale of the home, every element reflects thoughtful design and superior craftsmanship. Built in 2009 and remodeled and enhanced in 2024–2025, this residence beautifully combines the character and craftsmanship of its original construction with today’s modern lifestyle. The exterior features ** HardiePlank siding**, creating a fresh, durable and timeless appearance. The expansive floor plan offers generous living space along with an impressive three-car garage. The home truly shines for entertaining and outdoor living, with a large screened porch, private swimming pool and volleyball court creating an exceptional setting for family gatherings, summer entertaining and relaxed everyday living. The lower level has also been thoughtfully transformed, including a newly created bar and a versatile space that can easily accommodate an in-law suite, providing flexibility for extended family, guests, an au pair or private living quarters can be created where the gym space offers tremendous potential for whatever lifestyle needs the next owner may have. This is not simply a large home—it is a home built with quality, substance and enduring craftsmanship, then thoughtfully updated for today’s buyer. The combination of its original construction integrity, extensive recent improvements, exceptional outdoor amenities and generous living spaces makes 1011 Saint Anne Lane a truly distinctive property and one of the standout homes in the community. This property backs up to 200 acres of wooded conservation and has natural gas a rarity for a large lot secluded like this is.

1011 Saint Anne Ln, Millersville

$649,900

2 Beds ⋅ 2 Baths ⋅ MDAA2153318 MLS ⋅ Residence At Park Place BLDG.

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

Gated Community Homes for Sale in Anne Arundel, MD

All Gated Community Homes for Sale in Anne Arundel, MD