Heritage Harbour Real Estate

Heritage Harbour Real Estate

Welcome to Heritage Harbour, an enchanting 55+ active adult community nestled in the heart of Annapolis, Maryland. This picturesque subdivision offers a perfect blend of serene living and vibrant community life, making it an ideal choice for those seeking a peaceful yet engaging lifestyle.

Heritage Harbour boasts beautifully designed homes that cater to a variety of preferences, from charming single-family residences to low-maintenance villas. Each property is thoughtfully crafted to ensure comfort and convenience, allowing residents to fully embrace their golden years without the burdens of extensive upkeep. The lush, landscaped surroundings and well-manicured lawns create an inviting atmosphere that enhances the community's charm.

One of the standout features of Heritage Harbour is its wealth of amenities. Residents can enjoy a state-of-the-art fitness center, a sparkling outdoor pool, and numerous recreational facilities, including tennis courts and walking trails. The community center serves as a hub for social activities, offering a variety of clubs, classes, and events that foster friendships and encourage an active lifestyle.

Additionally, Heritage Harbour is perfectly situated just minutes away from the historic charm of downtown Annapolis, where you can explore delightful shops, savor exquisite dining, and soak in the rich maritime history. The nearby Chesapeake Bay provides ample opportunities for boating, fishing, and enjoying breathtaking waterfront views.

At Heritage Harbour, you’ll find not just a home, but a vibrant lifestyle surrounded by like-minded individuals. Experience the perfect blend of relaxation and activity in this exceptional Annapolis community—your new adventure awaits!

Newest Listings in Heritage Harbour

$429,900
2 Beds ⋅ 2 Baths ⋅ MDAA2157558 MLS
Welcome to easy living in Annapolis’ desirable Heritage Harbour 55+ community. This charming two-bedroom, two-bath villa is ideally situated just a short walk from the community lodge and its many amenities. The home offers several distinctive features, including skylights, a 10-by-10-foot home-office addition, an enclosed sunroom, and a deck overlooking a wooded area that provides exceptional privacy. The interior walls, doors, and trim have been freshly painted, creating a bright, move-in-ready atmosphere. Additional features include a welcoming front porch, pull-down stairs providing attic access, a storage shed and storage chest, an upgraded heat pump, and extra-large gutters and downspouts. The roof is approximately four years old. Heritage Harbour offers an active, resort-style lifestyle with two swimming pools, a golf course, tennis courts, a fitness center, library, billiards room, walking trails, and a vibrant community lodge offering numerous clubs, activities, and social events. Residents also enjoy the convenience of an on-site restaurant. Conveniently located near shopping, dining, Anne Arundel Medical Center, and historic downtown Annapolis, 982 Rivers Edge combines comfort, privacy, convenience, and an exceptional active-adult lifestyle. Welcome home!

982 Riversedge Cir, Annapolis
$500,000
2 Beds ⋅ 2 Baths ⋅ MDAA2157404 MLS ⋅ Heritage Harbour BLDG.

2522 N Haven Cove Cv N, Annapolis
$725,000
3 Beds ⋅ 2 Baths ⋅ MDAA2157244 MLS
Coming Soon! Welcome to 2567 Forest Knoll, a charming rancher tucked away on a cul-de-sac in the beloved 55+ community of Heritage Harbour in Annapolis. Offering three bedrooms and two full bathrooms, this single-level home provides easy, comfortable living in a peaceful setting. The furnace and HVAC system were replaced approximately three years ago. Heritage Harbour offers an amenity-rich lifestyle with pools, clubhouse facilities, tennis, golf, boating access to the South River, and a variety of clubs, activities, and social opportunities. More details and professional photography coming soon!

2567 Forest Knl St, Annapolis
$675,000
3 Beds ⋅ 2 Baths ⋅ MDAA2156150 MLS
Welcome to 953 Mastline Drive, a spacious ranch style home in the highly sought after 55+ community of Heritage Harbour. Offering just under 2,000 square feet, three bedrooms, two full bathrooms, and a two car garage, this home provides easy single level living with plenty of space to enjoy. Inside, fresh paint and brand new carpet give the home a clean, refreshed feel throughout. Generous living and dining areas offer flexibility for everyday life and entertaining, while the primary suite features its own private bathroom. Updated windows and HVAC, along with new insulation, add to the improvements already completed, allowing you to move right in while still having the opportunity to personalize the home over time. Heritage Harbour offers an impressive collection of amenities, including indoor and outdoor pools, a fitness center, tennis and pickleball courts, a nine hole golf course, community Lodge, library, and an extensive calendar of clubs, activities, and social opportunities. Shopping, dining, healthcare, and everyday conveniences are nearby, with easy access to Routes 50 and 97 and Historic Downtown Annapolis just a short drive away. Combining a spacious ranch layout, valuable updates, and the active lifestyle of one of the Annapolis area’s most established 55+ communities, 953 Mastline Drive is ready to welcome its next owner.

953 Mastline Dr, Annapolis
$675,000
4 Beds ⋅ 3 Baths ⋅ MDAA2156964 MLS
Multiple Offers received. Best and final offers due byMonday Sept 21st, 3:00pm. Tucked at the end of a private flag-lot driveway and backing to mature woods, this home offers the rare combination of privacy and convenience. A light-filled sunroom overlooks the tree-lined rear yard, while the gas fireplace anchors the main living space for easy year-round comfort. The primary suite is located on the main level, along with a second bedroom/TV den and a hallway full bathroom. Upstairs two more flexible bedrooms can also function as an office, craft room, or workout space, and are joined by another full bathroom upstairs. Freshly painted throughout with brand-new flooring, it's move-in ready from day one. The big-ticket items are already handled: HVAC replaced in 2022, roof approximately three years young, and a tankless water heater installed in 2019 for endless hot water and lower energy costs. An attached two-car garage and in-ground lawn sprinkler system round out the package. Residents of Heritage Harbour enjoy an exceptional array of amenities designed for an active, social, and engaging lifestyle. The list of Heritage Harbour amenities and services is vast, including: a 9-hole, par 3 golf course with pro shop, tennis courts, indoor and outdoor pools, fitness center with exercise classes, sauna, and whirlpool, billiard room, restaurant, library, meeting rooms, auditorium with stage and dance floor, wood shop and craft room, pier with boat slips and kayak storage, RV storage, and a pond - the popular site of remote control boat races. Activities Abound. There’s no excuse for boredom when you live in Heritage Harbour. Residents have access to all kinds of clubs, meetings, and activities, including community college classes on site, bus service to nine standard Annapolis locations and many other special trips, community dances and plays, the Harbour Lights newsletter and HHTV television channel, model boat races, billiard tournaments, community management and leadership, bocce, horseshoes, and lawn games. A Prime Location. The community is located about 10 minutes from Anne Arundel Medical Center and Annapolis Mall. For those who like to snowbird in warmer locations, the Baltimore Washington International airport is about 30 minutes away.

954 Shadewater Way, Annapolis
$494,000
2 Beds ⋅ 2 Baths ⋅ MDAA2155712 MLS ⋅ Heritage Harbour BLDG.
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
$599,000
3 Beds ⋅ 2 Baths ⋅ MDAA2156060 MLS
Welcome to 2566 Glen Cove, a beautifully updated three-bedroom, two-bath home offering a rare opportunity to enjoy the Heritage Harbour lifestyle without the age restriction. While this property is not age-restricted, owners have the option to join Heritage Harbour through a social membership and enjoy access to its many amenities. Inside, the home is warm, inviting, and thoughtfully updated, highlighted by a stunning brand-new kitchen completed in 2026 featuring quartz countertops, stainless steel appliances, and beautiful finishes. Wood floors flow through the home, complemented by updated bathrooms, a separate dining room, and a classic wood-burning fireplace that creates a welcoming focal point for the living space. A spacious three-season sunroom provides the perfect place to relax or entertain while overlooking professionally designed landscaping by Cindy Shuart of Harmony Gardens. An irrigation system makes maintaining the beautifully curated grounds effortless. Additional highlights include a two-car garage and a new architectural shingle roof installed in 2026 with a transferable warranty, offering peace of mind for years to come. Beautifully maintained, thoughtfully improved, and surrounded by mature landscaping, 2566 Glen Cove offers comfortable Annapolis living with the added opportunity to become part of the vibrant Heritage Harbour community.

2566 Glen Cv, Annapolis
$599,900
2 Beds ⋅ 2 Baths ⋅ MDAA2153702 MLS
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
$540,000
2 Beds ⋅ 2 Baths ⋅ MDAA2148282 MLS
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
$670,000
4 Beds ⋅ 3 Baths ⋅ MDAA2154614 MLS
Welcome to this well-maintained four-bedroom, three-full-bath single-family home in the sought-after 55+ community of Heritage Harbour. Move-in ready and thoughtfully designed, this spacious home offers an open main level that is ideal for both everyday living and entertaining. The inviting living and dining areas flow seamlessly into a bright sunroom, creating a comfortable space to relax and enjoy the surrounding setting. The main level also features the primary bedroom suite, a second bedroom, and a second full bathroom for convenient one-level living. Upstairs, guests will appreciate two additional bedrooms and a third full bathroom, providing privacy and flexibility for visitors, hobbies, or a home office. Heritage Harbour offers an exceptional active adult lifestyle with an array of amenities and activities, including golf, boating, walking trails, exercise facilities, swimming pools, organized social activities, and so much more. Come enjoy resort-style living and all that this vibrant community has to offer. Don't miss this wonderful opportunity to make Heritage Harbour your home and vacation where you live!

913 Mastline Dr, Annapolis
$669,900
2 Beds ⋅ 2 Baths ⋅ MDAA2153338 MLS
Welcome to easy, active living in Heritage Harbour! This beautifully maintained villa offers a desirable open floor plan with hardwood floors, 2 bedrooms plus a versatile den that can easily serve as a 3rd bedroom, office, or guest space. The spacious screened-in porch is the perfect place to enjoy your morning coffee, relax with a good book, or entertain friends while overlooking the beautifully landscaped grounds. A 2-car garage provides plenty of room for vehicles, bikes, golf cart, and extra storage. All this in Heritage Harbour, Annapolis’ premier 55+ community, offering an incredible array of amenities including golf, pools, tennis, pickleball, fitness facilities, clubs, activities, and so much more. Come see why Heritage Harbour is such a wonderful place to call home!

847 Rudder Way, Annapolis
$484,900
2 Beds ⋅ 2 Baths ⋅ MDAA2152088 MLS
Welcome to effortless living in the highly sought-after 55+ community of Heritage Harbour! This exceptional 2-bedroom, 2-bath villa has been completely renovated with quality craftsmanship and attention to detail throughout. Every major component has been thoughtfully updated, making this a truly move-in-ready home where you can simply unpack and begin enjoying the Heritage Harbour lifestyle. The beautifully redesigned kitchen features custom cabinetry, quartz countertops, updated flooring, modern lighting, designer tile backsplash, and a full suite of new stainless steel appliances. Both bathrooms have been completely renovated with stylish finishes, new vanities, upgraded fixtures, ceramic tile, and comfort-height toilets. Throughout the home, you'll find new carpeting, fresh paint, updated lighting, new door hardware, upgraded electrical switches and outlets, and numerous other improvements. The exterior has also been refreshed with updated lighting, new door hardware and weatherstripping, a tiled front entry, and a rebuilt and sealed rear deck—perfect for relaxing or entertaining. The bright, open floor plan is filled with natural light and offers comfortable everyday living with inviting spaces for gathering with family and friends. Every renovation was completed with an emphasis on quality, comfort, and low-maintenance living. Beyond your front door, Heritage Harbour offers one of the area's premier active adult lifestyles. Residents enjoy a 9-hole executive golf course, indoor and outdoor pools, tennis and pickleball courts, a fitness center, walking and biking trails, a community lodge overlooking the South River, a restaurant, kayak launch, boat slips, woodworking shop, library, billiards room, and more than 90 clubs, organizations, and social activities. This is a rare opportunity to own a beautifully renovated villa in one of Annapolis' most desirable 55+ communities. Schedule your private showing today and discover everything Heritage Harbour has to offer.

2729 Yeomans Lantern Ct, Annapolis
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