Gated Community Homes for Sale in Anne Arundel, MD

Welcome to an amazing condo experience right here in Chesapeake Harbour in Annapolis, MD. Picture this waterfront dream nestled in the serene Chesapeake Harbour in Harbour Village Marina, where every morning starts with a stunning view of the marina right from your balcony. It's not just a place to live, it's a lifestyle. The condo is special with an unparalleled waterfront experience. Imagine stepping out and having a beach at your disposal, or choosing between a dip in the waterfront pool or a friendly match on the tennis or pickleball courts—talk about options! If you're a boating enthusiast, you're in for a treat. The marina is right at your doorstep, complete with a beacon to guide you in. It's perfect for someone who loves the water as much as we all love a sunny day. And for those evenings when cooking isn't on the agenda, the waterfront restaurant, Beacon Waterfront Galley, offers the perfect excuse to indulge a little. Trust me, it’s the local secret everyone loves to share. This coastal condo with three bedrooms and three baths is spacious enough for hosting guests yet cozy enough to feel like home sweet home. The gas fireplace in the living room and main bedroom adds a touch of coziness when the crisp air sets in—imagine sipping your favorite drink by the fire after a long day. It's modern living at its best, with balconies offering fabulous marina views, making morning coffees and sunset watches even more special. Need space for those extra toys? There's a two-car garage, complete with an EV hookup—eco-friendly and convenient. These condos cater beautifully to folks looking for a second home or those who are ready to enjoy a more relaxed, retired life. This condo will provide you Peace of Mind with the many upgrades the owners have provided...From the Enhanced Baths to the Updated Ktchen with Granite countertops and Stainless steel appliances to the Lutron/USB/C connector Outlets just to name a few of the many Customized Features. It's about soaking up the sun, the peace, and the joys of waterfront living. Chesapeake Harbour stands out…They are the only waterfront condos with a beach, marina and restaurant all within the community in Annapolis. That's a pretty sweet deal, right? It sets the standard and leaves the competition with a high tide to catch up with. The exclusivity of Chesapeake Harbour keeps the demand robust, especially for folks longing for that perfect blend of relaxation and activity by the water. Let’s make your waterfront dreams a reality. Hope to catch you at Chesapeake Harbour soon—where the beach meets the boat and every day feels like a get-a-way. Painted throughout, Newer Carpet, Newer Granite Countertops, Newer Engineered Hardwood Floors, New Electrical 1 1/2 yrs ago...15 Amp reciprocal outlets with USB and C connector, Lutron Wall Swiches, New LED flush mounted Ceiling Lights, New Vanities with Granite Tops in All of the Baths, Newer doors, brushed Bronze Hinges and Glass Door Knobs throughout the whole house.

7038 Clinton Ct Unit #11B, Annapolis

$539,000

4 Beds ⋅ 3 Baths ⋅ MDAA2152562 MLS

You will immediately feel at home when you walk into this beautifully upgraded townhome! The current owner has thoughtfully enhanced the home with countless upgrades, including new luxury vinyl plank flooring throughout the upper level, new carpet on the stairs and in the basement, designer light fixtures, plantation shutters on every window, a freshly painted interior, and ceiling-mounted storage racks in the oversized 2-car garage. The open and inviting main level was designed with entertaining in mind, featuring a spacious family room, two separate dining areas, and a beautifully appointed kitchen complete with granite countertops, stainless steel appliances, custom cabinetry, and a large island with seating. Step outside to the spacious rear deck, where the outdoor gazebo conveys for your ease and enjoyment. This space creates the perfect setting to relax or entertain from day one. Upstairs, the impressive primary suite showcases vaulted ceilings, a walk-in closet with a custom organization system, and a spacious en-suite bath with dual vanities, a soaking tub, and a separate shower. Two additional generously sized bedrooms also feature vaulted ceilings, creating an airy and spacious feel throughout the upper level. The finished lower level offers exceptional flexibility with a fourth bedroom and plumbing already in place for a future half bathroom, providing an outstanding opportunity to easily expand the home's functionality and value. Combining thoughtful upgrades, abundant living space, and true move-in-ready condition, this home is an exceptional opportunity that you won't want to miss!

607 S Cherry Grove Ave, Annapolis

$715,000

2 Beds ⋅ 2 Baths ⋅ MDAA2151620 MLS

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

$360,000

2 Beds ⋅ 2 Baths ⋅ MDAA2152090 MLS

This charming 2-bedroom, 2-bathroom condo in desirable Piney Orchard offers a perfect blend of comfort and modern living. Step inside to discover an inviting open floor plan, featuring upgraded countertops and a spacious kitchen that beckons for gatherings. The living and dining area are saturated in natural light, accompanied by a separate den/office space that can be used for many purposes. The primary suite boasts a luxurious foot print including a walk-in closet, secondary closet, and a well-appointed bathroom with walk in shower and upgraded shower glass. Enjoy the convenience of in-unit Energy Star laundry and modern appliances, including a built-in microwave, Energy Star refrigerator, dishwasher, and gas range. The community amenities are equally impressive, with indoor pools with lap lanes, access to 3 outdoor swimming pools, tennis courts, pickleball courts, community center, walk paths, playgrounds, perfect for active lifestyles. Beautifully landscaped grounds include sidewalks and serene pond with water fountains, creating a peaceful retreat right at your doorstep. Located on a corner lot within a gated community, this home offers easy access to local shopping center for grocery and dining, parks and schools, making it an ideal spot for outdoor enthusiasts and those seeking a vibrant community. With public transportation options such as the light rail and BWI airport just a short drive away, commuting is a breeze. Experience the warmth of Chestnut Terrace, where neighbors become friends and every day feels like a getaway.

2400 Chestnut Terrace Ct Unit #201, Odenton

$625,000

2 Beds ⋅ 3 Baths ⋅ MDAA2151662 MLS

Professional photos coming soon! Welcome to the sought-after waterfront community of Chesapeake Harbour! This beautiful 2-bedroom, 2.5-bath condo offers a spacious, light-filled floor plan with a rare combination of features. The updated kitchen is designed for both everyday living and entertaining, showcasing granite countertops, a center island, stainless steel appliances, and a built-in wine fridge. 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. 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

$1,495,000

3 Beds ⋅ 4 Baths ⋅ MDAA2151304 MLS

Welcome to 2144 Chesapeake Harbour Drive a stunning end-unit townhome in the sought-after community of Chesapeake Harbour. Perfectly positioned to overlook the Chesapeake Harbour Marina and with Chesapeake Bay views, this move-in-ready home combines luxurious updates with an exceptional waterfront lifestyle. The main level features a beautifully updated kitchen with marble countertops, stainless steel appliances, upgraded finishes and even a serene view of the Bay. The kitchen flows seamlessly into the dining area and spacious living room, where an electric fireplace creates a warm and inviting atmosphere. Sliding doors lead to a private deck overlooking the marina, providing the perfect place to enjoy your morning coffee or unwind at sunset. A convenient half bathroom completes this level. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully renovated private bathroom with a walk-in shower. A second bedroom, a fully updated hall bathroom, and an upper-level laundry area complete this floor. The top level features a private third bedroom with separate aircon unit, creating an ideal space for guests, a home office, or whatever best fits your needs. The walkout lower level provides even more flexible living space with a cozy family room featuring a wood-burning fireplace and access to a private patio with marina views. There is also a wet-bar with wine cooler, making this room perfect for entertaining. The attached garage has been enhanced with custom epoxy flooring and built-in storage cabinets, creating a polished and functional space. Nearly every inch of this home has been thoughtfully updated in recent years, including new Marvin windows and sliding doors, custom window coverings, luxury vinyl plank flooring, custom stair railings, marble kitchen countertops, beautifully renovated bathrooms, new lighting fixtures, and a new LG washer and dryer. The roof was replaced in 2025, and the community is completing fresh exterior painting this year, adding even more value and curb appeal. Chesapeake Harbour offers an unmatched amenity package, including an outdoor pool with water views, tennis and pickleball courts, a private beach, and beautifully maintained common grounds. Residents also enjoy plenty of parking for both owners and guests. Just moments away, you'll find local favorites such as Beacon Waterfront Galley & Bar, the Annapolis Maritime Museum, Black Market Bakers, nearby parks, shopping, dining, and easy commuter access. If you've been dreaming of a low-maintenance waterfront lifestyle with breathtaking views, resort-style amenities, and designer finishes throughout, this exceptional home is one you won't want to miss. Schedule your private tour today!

2144 Chesapeake Harbour Dr, Annapolis

$350,000

2 Beds ⋅ 2 Baths ⋅ MDAA2151506 MLS

Welcome to easy, active living in the sought-after 55+ Cedar Ridge Condominium community at Piney Orchard! This spacious condominium offers a bright, open floor plan filled with natural light, creating a warm and inviting atmosphere throughout. One of the home's standout features is the private balcony—perfectly sized for where you can enjoy your morning coffee, unwind with a good book, or simply relax and take in the fresh air. The generously sized living areas provide comfortable everyday living along with plenty of room for entertaining family and friends. A rare convenience is the attached garage parking space, ideally located at the front of the building, providing quick and easy access to the entrance and elevator. Living in Cedar Ridge means you'll enjoy the best of low-maintenance 55+ living while also having access to the outstanding amenities of the Piney Orchard community. Residents can take advantage of multiple outdoor swimming pools, an indoor pool, a well-equipped fitness center, tennis and pickleball courts, scenic walking and biking trails, playgrounds, beautifully maintained parks, and the community center. Nature lovers will appreciate the nearby Gorc Park Nature Preserve, offering miles of wooded trails and peaceful surroundings. Conveniently located near shopping, dining, medical facilities, and major commuter routes to Baltimore, Annapolis, Washington, D.C., and Fort Meade, this home offers the perfect combination of comfort, convenience, and an active lifestyle. Don't miss this exceptional opportunity to own one of Cedar Ridge's brightest and most inviting condominiums—priced to sell and ready for its next owner!

8612 Fluttering Leaf Trl Unit #208, Odenton

$31,000

MDAA2151540 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 11B is 32' long and 12' wide and has a finger pier to make access to your boat from the dock easier. It is located near parking making loading and unloading your boat convenient. As a slip owner, you would have access to all the amenities of the marina which include a well-maintained bathhouse, swimming pool, boat ramp, picnic tables, and grills. There is also storage for dinghies, paddleboards, and kayaks, as well as a launching space. Water and electricity are included as part of the quarterly condominium fees.

360 Magothy Rd Unit #11B, Severna Park

$2,495,000

6 Beds ⋅ 4 Baths ⋅ MDAA2151250 MLS

Beautifully renovated throughout, this exceptional 6-bedroom, 4-bath residence with separate guest quarters offers the perfect blend of timeless charm and modern comfort on picturesque Gibson Island. Designed for effortless entertaining and everyday living, the home is truly move-in ready. Filled with natural light, the spacious living room features a redesigned wood-burning fireplace and flows seamlessly into the dining room, creating an inviting setting for both everyday living and special occasions. At the heart of the home, the expansive open-concept kitchen and family room, enhanced by new appliances and beautiful hardwood floors, opens directly to a private patio, an ideal space for outdoor dining, morning coffee, or summer gatherings. Thoughtfully designed with privacy in mind, the home's flexible layout provides comfortable spaces for everyone to gather or retreat. The main-level primary suite enjoys tranquil water views, while the additional living spaces easily accommodate family, guests, or a home office. Outside, a serene Japanese garden surrounds the property, offering peaceful places to relax and enjoy the island's natural beauty. Additional highlights include a two-car garage, abundant storage, a greenhouse, and covered walkways that thoughtfully connect the property's living spaces. With extensive recent improvements including a new roof, renovated bathrooms, updated lighting, refinished interiors, and countless thoughtful enhancements throughout—this home combines classic Gibson Island character with the ease and confidence of modern updates. Just in time for summer, this exceptional property offers a rare opportunity to enjoy the beauty, privacy, and distinctive lifestyle of Gibson Island.

631 Stillwater Rd, Gibson Island

$500,000

2 Beds ⋅ 2 Baths ⋅ MDAA2140668 MLS

Waterfront luxury meets resort-style living! Nestled in the gated community of The Village of Chesapeake Harbour, this stunning 2BR/2BA ground-floor condo offers views of the marina and open water. Welcome inside to an open-concept layout featuring gorgeous wood-look porcelain tile, custom electric shades, crown molding, and a cozy fireplace. The kitchen shines with an antiqued glass tile backsplash, pantry, and newer SS appliances. Relax in the primary suite boasting an en-suite bath with a granite double vanity, custom walk-in closet, and direct patio access. Step out onto the oversized patio—larger than most in the community—perfect for soaking in the views. Major updates include a brand-new HVAC & air purifier (2025), fresh paint (2022), and upgraded closets. Enjoy community amenities: private beach, 2 pools, tennis courts, kayak launch, walking trails, on-site dining, and an 81-slip marina. Minutes to Historic Annapolis with easy commutes to Baltimore & D.C.! Ask about the assumable VA loan!

7024 Channel Village Ct Unit #T2, Annapolis

$1,650,000

4 Beds ⋅ 4 Baths ⋅ MDAA2149990 MLS

701 Stillwater Road is located on a picturesque corner lot at Stillwater and Oxbury Roads. Set on approximately 0.40 acres amid mature landscaping, native Maryland plantings, and inviting brick patios, this four-bedroom, three full and one-half bath residence provides comfortable indoor and outdoor spaces designed for year-round enjoyment. The main level features three bedrooms and two full bathrooms, including a spacious primary bedroom. A bright white kitchen opens to the sun-filled dining room, where a wall of windows and skylights fills the space with natural light. The dining room opens to a living room with gas fireplace, custom built-ins, and a charming window seat. Just beyond, a sun porch overlooks the gardens and provides a peaceful setting for relaxing, dining, or entertaining. The upper level features a large bunk room with a full bathroom, creating an ideal retreat for family and guests. The lower level offers remarkable flexibility with a spacious family room with wet bar, office area, half bath, workshop, laundry and utility room, and a practical mudroom with entrance close by the garage and driveway. From Oxbury Road, the driveway leads to a recently constructed oversized two-car garage and attractive stone paver courtyard. Surrounded by mature gardens and thoughtfully designed outdoor living spaces, the property captures the relaxed charm and timeless character that define life on Gibson Island. Information on Gibson Island: Gibson Island is a private island within one hour of Washington, D.C. and Baltimore offering an absolutely extraordinary setting. The Island comprises 1000 acres with seven miles of shoreline. Two thirds of the Island is undeveloped and is owned by the Gibson Island Corporation, the homeowners' association. The remaining third is residential home sites. Gibson Island is located on the western shore of Maryland, so there is no need to cross the Bay Bridge. On the Island is a 43-acre spring fed freshwater lake in which one may enjoy non-motorized watercraft activities such as paddleboarding, canoeing, kayaking, fishing and swimming. The Island offers enormous privacy and security--there is an entry gatehouse staffed 24+Hours, and the Island is patrolled by the Gibson Island Police Force (GIPD). The Gibson Island Corporation Service Department offers yard maintenance and landscaping and other services for homeowners. There is a full-service yacht yard. From the Island, it is just a 20-minute drive to BWI Airport and the neighboring Amtrak train station. The Island houses a private country club (membership by invitation) offering yachting, fine dining year-round, tennis, an award-winning Charles Blair Macdonald designed 9-hole golf course, swimming, croquet, skeet shooting, and more. (C

701 Stillwater Rd, Gibson Island

$1,950,000

4 Beds ⋅ 3 Baths ⋅ MDAA2148306 MLS

Stunning offering in gated Epping Forest! This mid-century modern waterfront sanctuary rises above Saltworks Creek on a quiet protected cove all on a .34 Acre lot—where timeless design meets an ethereal, peaceful connection to the water and outside. Originally built in 1978, the almost 3600 sq. ft residence recently underwent a comprehensive renovation inside and out while honoring Mid-Century authenticity and maintaining an effortless flow and contemporary preference. From the street side, the home presents a timeless silhouette with a recent 70K Elevator with ramp that serves as a secondary entrance servicing 2 out of the 3 levels. Waterside, the home is the ultimate expression of blurring the line between nature and interior with floor to ceiling glass walls, 8' sliding glass doors and unobstructed views from the deck. This home wasn't designed to look at the water but rather live with it. A massive stone central fireplace is the heart of the living area creating a cozy architectural retreat. Tasteful modernization but true to its mid-century roots, every element of the home has been considered preserving the architectural integrity while offering the comfort and convenience expected today. More than a home, this is a rare opportunity to own a piece of design history- reimagined for modern waterfront living. Email for list of 925K spent on restoration since purchase including brand new private pier and brand new Kitchen and all 3 Full Baths. Epping Forest is a Gated Waterfront Community on the Severn River with a community beach, waterfront clubhouse with restaurant and bar, tennis/pickleball and marina (new marina is currently under construction) Strong neighborhood connections where neighbors treat each other like family and fun happens weekly! Year around community events codify friendships, 4th of July Fireworks, Oyster & Bull Roast, Boat Club, Summer Volleyball League, community chapel, yoga & summer camps. Come experience the best Chesapeake Bay Maritime Annapolitan Lifestyle around! Epping Forest Inc is a special benefit tax district with bylaws and binding rules and regulations with Non-Riparian Waterfront. Special financing via Pentagon Federal Credit Jumbo 7/6 ARM available to low as 5.50%.

1739 Vineyard Trl, Annapolis

Gated Community Homes for Sale in Anne Arundel, MD

All Gated Community Homes for Sale in Anne Arundel, MD