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816 Boatswain Way, Annapolis
$810,000
3 Beds ⋅ 3 Baths
Exceptional Heritage Harbour living on a quiet wooded cul-de-sac. This beautifully updated 3-bedroom, 3-bath home has been meticulously maintained and thoughtfully improved. The heart of the home is the renovated kitchen, featuring granite countertops, stainless steel appliances, a gas cooktop, abundant cabinetry, and an oversized dining area. Vaulted ceilings and hardwood floors enhance the spacious living room, which opens to a stunning sunroom/deck surrounded by peaceful wooded views. Renovated bathrooms, quality finishes, and hardwood and tile flooring throughout reflect the pride of ownership found in every room. In the basement, another full bathroom, finished living space, workshop and extra storage room. Heritage Harbour is the premier retirement community in the Annapolis Area. Minutes from downtown Annapolis, the Annapolis Mall, Parole Towne Center, you are within a short distance from everything you need while tucked just outside of the hustle and bustle. At the world class community clubhouse you will find an indoor and outdoor pool, fitness center, library, woodworking shop, billiards, access to the South River at the community pier and more. At the 9 hole private executive golf course, you can enjoy a delicious meal at Wilder Fresh Kitchen, exclusive to Heritage Harbour Residents. Tennis/pickleball courts, RV/boat storage lot, the list is endless. Schedule your showing and tour of the community today, this one won't last long!

816 Boatswain Way, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: Next Step Realty, LLC..

800 Bridgeport Way, Annapolis
$805,000
3 Beds ⋅ 2 Baths
Experience privacy and easy living in this well-maintained ranch home, ideally situated on a wooded lot with a private walk-out rear yard. Located within a vibrant, amenity-rich community of over 1,500 homes, this neighborhood is a popular choice for those looking to downsize and enjoy a more relaxed, low-maintenance lifestyle. Residents enjoy an impressive range of amenities, including indoor and outdoor pools, tennis and pickleball courts, fitness and meeting spaces, hot tubs, saunas, and a wide variety of social groups—from bridge and poker to photography and woodworking. A golf course, along with a scenic lake, marina, and pier, provide additional opportunities for recreation and connection. The home itself offers both value and peace of mind, with many major updates already completed. Recent improvements include a two-year-old architectural roof, a high-efficiency dual-fuel heat pump with gas backup, and a newer gas water heater. The kitchen and both bathrooms have been tastefully updated with granite countertops, newer cabinetry, and modern appliances. The baths feature ceramic tile walls and flooring, while the kitchen includes updated appliances such as a newer refrigerator, range, and dishwasher. Additional features include a radon mitigation system, R-30 attic insulation for improved efficiency, and a garage equipped with a 220V outlet and wall heater. Property is served by natural gas. Please understand we are caregivers for an elderly parent and cannot vacate for showings. Important Terms & Logistics • Sold As-Is due to recent system updates • Post-Settlement Occupancy: Seller requires a rent-back through approximately November, 2026 • Preferred Settlement: mid/late September • Community Contribution: Buyer to pay a one-time $2,000 capital contribution at settlement

800 Bridgeport Way, Annapolis

Listing courtesy of Mr. Lister Realty. Contact:

Selling Office: Northrop Realty.

2666 Pemaquid Ct, Annapolis
$791,900
2 Beds ⋅ 2 Baths
Welcome to refined, effortless living in the highly sought-after 55+ community of Heritage Harbour—where luxury, comfort, and an active lifestyle come together in one of Annapolis’s most desirable settings. This beautifully reimagined home has undergone a full, top-to-bottom renovation, showcasing elevated designer finishes and a cohesive, modern aesthetic throughout. From the moment you step inside, luxury wide plank wood flooring flows seamlessly from room to room, creating warmth, durability, and a clean, sophisticated feel. At the heart of the home is a truly stunning kitchen designed to impress. Featuring a high-end appliance package, a spacious center island, a striking herringbone backsplash, a custom range hood, and abundant custom cabinetry, every detail has been thoughtfully curated. Quartz countertops with a matte finish add texture and depth, offering both beauty and functionality—perfect for everyday living or entertaining guests. The expansive living room is filled with natural light and anchored by a cozy fireplace, creating an inviting space to relax or gather. Sliding doors lead directly to a paver patio that backs to mature landscaping, offering a private, serene outdoor retreat—ideal for morning coffee or evening unwinding. A formal dining room provides an elegant setting for hosting, while the oversized primary suite serves as a true sanctuary. Complete with a large walk-in closet and a beautifully renovated ensuite bath featuring a dual vanity and spacious walk-in shower, it delivers both comfort and style. The generous secondary bedroom is perfect for guests or a home office, complemented by an updated hall bath finished with equally impressive designer touches. Beyond the home, Heritage Harbour offers an unmatched lifestyle with resort-style amenities including a clubhouse, indoor and outdoor pools, fitness center, golf course, tennis and pickleball courts, walking trails, waterfront access on the South River, and a full calendar of social activities designed to keep you as active and connected as you desire. This is more than a home—it’s a lifestyle upgrade in one of Annapolis’ premier active adult communities.

2666 Pemaquid Ct, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

838 Boatswain Way, Annapolis
$775,000
3 Beds ⋅ 2 Baths
Welcome to 838 Boatswain Way, a beautifully maintained three-bedroom, two-bath ranch-style home with a two-car garage, located in the highly desirable community of Heritage Harbour in Annapolis. Nestled on a generously sized lot adjacent to community open space, this property offers a peaceful setting with a wonderful sense of privacy and seclusion. Thoughtfully landscaped grounds and a spacious patio create the perfect backdrop for relaxing outdoors or entertaining guests. Inside, an inviting foyer opens to a spacious living room featuring soaring vaulted ceilings that fill the home with natural light and create an airy, open feel. The formal dining room is ideally situated for both everyday living and special occasions. The updated kitchen is equipped with granite countertops, a gas range, and a layout that overlooks the dining and living areas, making it easy to stay connected while preparing meals. Just beyond the living room, the bright four-season room provides valuable additional living space and serves as an ideal spot for year-round enjoyment, whether hosting friends or simply taking in views of the beautifully landscaped backyard. The generously sized primary suite features vaulted ceilings and a private en-suite bath with a walk-in shower. Two additional bedrooms share a well-appointed hall bathroom, offering comfortable accommodations for family or guests. Residents of Heritage Harbour enjoy an exceptional 55+ lifestyle with an impressive array of amenities, including a clubhouse, indoor and outdoor swimming pools, fitness center, golf course, tennis and pickleball courts, walking trails, library, woodworking shop, boat slips, and a vibrant calendar of clubs, activities, and social events. Conveniently located near downtown Annapolis, shopping, dining, and medical facilities, Heritage Harbour offers the perfect blend of comfort, convenience, and community.

838 Boatswain Way, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.

969 Running Brook Way, Annapolis
$775,000
3 Beds ⋅ 2 Baths
Beautiful single-family home nestled in a private cul-de-sac, offering a spacious layout designed with both comfort and entertaining in mind, and fresh paint throughout. The floor plan flows seamlessly from room to room, featuring a family room with soaring cathedral ceilings and a cozy gas fireplace. The dining room opens through elegant French doors into a four-season sunroom, while an additional dining area is surrounded by windows, bringing in abundant natural light. The kitchen features a centrally positioned island, perfect for entertaining guests or preparing meals. The main level offers three generously sized bedrooms and two full bathrooms. The expansive, new carpeted basement provides endless possibilities, including space for a home office, exercise room, or recreation area. A walk-out basement leads to a private, tree-lined backyard, offering peaceful views and added privacy.

969 Running Brook Way, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

954 Shadewater Way, Annapolis
$739,500
4 Beds ⋅ 3 Baths
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

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.

2568 Forest Knl, Annapolis
$725,000
3 Beds ⋅ 2 Baths
COME SEE HOW BEAUTIFUL LIFE CAN BE! Welcome to easy, elegant living in one of Annapolis' most sought-after active adult communities! This highly desirable, one-level, detached brick rancher is perfectly situated at the end of a private cul-de-sac, offering peace, privacy, and a truly special setting. Step outside and fall in love with your own backyard sanctuary—an inviting stone paver patio surrounded by stunning, mature flowering shrubs and trees, creates a serene space for relaxing or entertaining. Inside, you’ll appreciate the comfort and convenience of one-level living with an open layout and spacious rooms. The updated interior features a thoughtfully designed floor plan that blends everyday functionality with effortless style. You will love spending time in the bright, expansive kitchen with cheery, white cabinetry & granite countertops as well as a built-in island with comfortable seating space for 4 people. A thoughtfully placed, adjacent laundry area adds an extra layer of everyday convenience that’s hard to overstate. No stairs, no long walks, no tucked-away basement trips—just effortless access exactly where you need it most. There is convenient access to the kitchen directly from the 2 car garage to make unloading groceries a breeze. This well maintained home has been professionally cleaned inside and out including siding, walkways, patio and gutters. Located in the popular 55+ community of Heritage Harbour this home offers more than just a place to live—it’s a lifestyle. Enjoy an amenity-rich environment featuring pools, a clubhouse, tennis, golf, and boating access to the South River. With a low monthly HOA fee and a vibrant social scene filled with clubs, groups, trips, and activities, you’ll find endless opportunities to stay active and connected. Ideally located in Annapolis 21401, you’re just minutes from shopping, healthcare, historic Annapolis, the Chesapeake Bay and major routes to Washington, DC and Baltimore. This rare, well-maintained gem offers the perfect blend of comfort, community, and convenience—don’t miss your chance to call it home!

2568 Forest Knl, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact:

Selling Office: EXP Realty, LLC.

852 Woodmont Rd, Annapolis
$703,000
3 Beds ⋅ 2 Baths
BEAUTIFULLY RENOVATED ONE-LEVEL RANCHER IN HERITAGE HARBOUR Welcome to this beautifully renovated one-level rancher in the sought-after 55+ community of Heritage Harbour in Annapolis! Thoughtfully updated from top to bottom, this home offers the perfect combination of easy one-level living, modern style, and move-in-ready convenience. The extensive interior renovation includes new windows, new flooring, new lighting, and fresh interior paint throughout. The popcorn ceilings have been removed, creating a clean, contemporary look and feel. Even the finishing details have been updated, including new electrical outlets, switches and cover plates, as well as new door hardware throughout the home. The completely redesigned kitchen is a true highlight, featuring a generous 6-foot island, shaker style cabinets, beautiful white, granite countertops, and stainless-steel appliances. The beautiful and spacious island provides an ideal gathering spot for casual meals, entertaining, or simply enjoying your morning coffee. There is also space in the kitchen for a large table next to a sunny window spot. The bathrooms have received stylish refreshes with new vanities, sinks, mirrors, lighting, and fixtures. With its extensive list of renovations and desirable one-level floor plan, this home is truly move-in ready and designed for today's lifestyle. Stately situated on a lovely corner lot, this home offers the perfect balance of outdoor enjoyment and low-maintenance living. The roof, gutters, HVAC & water heater have been updated in the past 5 years giving the next owner additional peace of mind. Enjoy the exceptional Heritage Harbour lifestyle with access to a clubhouse, indoor and outdoor pools, fitness center, golf course, tennis and pickleball courts, walking trails and a vibrant calendar of social activities. Conveniently located near shopping, dining, healthcare, and historic Annapolis this is an outstanding opportunity to move right in and start enjoying one of the area's most desirable active adult communities. Beautifully updated. Thoughtfully renovated. Ideally located. Come see all that this Heritage Harbour home has to offer!

852 Woodmont Rd, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact:

Selling Office: RE/MAX One.

2551 Jigger Way, Annapolis
$685,000
3 Beds ⋅ 4 Baths
* All offers due by 7pm this evening - 6/6/26 by7pm. Welcome to easy, resort-style living in Heritage Harbour, Annapolis’ most sought-after 55+ community. Tucked away on a quiet cul-de-sac and backing to a peaceful greenbelt, this rare end-unit townhome offers exceptional privacy, beautiful outdoor living spaces, and a low-maintenance lifestyle. The home underwent a complete renovation in 2019 featuring a remodeled kitchen, beautifully updated bathrooms, new flooring, an electric fireplace, new HVAC, and a new water heater. Thoughtful upgrades continued with a stunning stone patio with recessed lighting and a new paver stone front walkway in 2020, creating inviting outdoor spaces perfect for relaxing or entertaining. A new fence installed in 2025 adds even more privacy to the backyard retreat. The flexible layout features two spacious primary bedroom suites, one on the main level and another upstairs, offering comfort and convenience for owners and guests alike. The bright eat-in kitchen flows seamlessly to the private patio overlooking the woods and green space, making it the perfect place to enjoy morning coffee, outdoor dining, or quiet evenings surrounded by nature. Life in Heritage Harbour feels like being on vacation year-round. Residents enjoy incredible amenities including indoor and outdoor pools, tennis courts, golf, walking and biking trails, a fitness center, billiards, card rooms, woodworking shop, auditorium, activity rooms, clubs, and countless opportunities to stay active and social. The golf and tennis clubhouse also features a pro shop and The Bistro, adding to the community’s vibrant and welcoming lifestyle. Even better, the community takes care of lawn maintenance and snow removal, allowing for truly easy living and more time to enjoy everything Heritage Harbour and Annapolis have to offer. Welcome Home!

2551 Jigger Way, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Engel & Volkers Annapolis.

869 Clubhouse Village Vw, Annapolis
$677,243
2 Beds ⋅ 2 Baths
BIG PRICE REPOSITIONING! Enjoy the good life in this beautifully maintained single-level ranch home paired with thoughtful updates throughout. From the moment you arrive, you’ll notice the care that has gone into every detail, including a spotless two-car garage with a freshly repainted floor and plenty of storage. Inside, the home features gleaming hardwood floors throughout the main living spaces, complemented by brand new carpeting in the bedrooms and plenty of fresh paint, creating a bright, clean, and truly move-in ready feel. The kitchen has been tastefully updated with brand-new stainless-steel appliances, white quartz countertops, and a functional layout that blends style with everyday living. This well-designed layout includes two spacious bedrooms along with a private office, perfect for working from home or creating a quiet retreat. The office flows seamlessly into a charming three-seasons room that overlooks a peaceful, private backyard, offering a perfect spot to relax or entertain. Adding to the home’s value and peace of mind is a brand-new roof, making this property as practical as it is inviting. Perfectly positioned within the community, the home is just steps from the golf club and Wilder Fresh Kitchen, one of Annapolis’ best hidden gems, making it easy to enjoy both recreation and dining without ever straying far from home. Beyond the home itself, Heritage Harbour offers an incredibly vibrant and active lifestyle. Known for its extensive list of clubs, social groups, and activities, this community makes it easy to stay engaged and connected. Residents enjoy access to a private golf course and clubhouse featuring multiple gathering spaces including meeting rooms, ballrooms, libraries, puzzle rooms, a full woodworking shop, exercise rooms, billiards room, and both indoor and outdoor pools. Tucked away in a serene, natural setting, Heritage Harbour provides a peaceful escape from the hustle and traffic of Annapolis, while still being just minutes from shopping, dining, and everything the area has to offer. It’s the perfect balance of quiet living and convenient access.

869 Clubhouse Village Vw, Annapolis

Listing courtesy of Samson Properties. Contact:

Selling Office: Engel & Volkers Annapolis.

940 Astern Way Unit 602, Annapolis
$665,000
2 Beds ⋅ 2 Baths
Luxury Penthouse Living in Heritage Harbour! Welcome to one of the most exceptional condominiums in Heritage Harbour's premier 55+ community. Originally designed by the builder and custom renovated into a spacious two-bedroom residence, this rare corner penthouse offers over 2,100 square feet of beautifully finished living space with upgrades and custom features rarely found in the building. Bathed in natural light and overlooking mature trees and landscaped grounds, this stunning home combines elegance, comfort, and convenience. The gourmet kitchen is a chef's dream, featuring granite countertops, high-end GE Monogram appliances, custom cabinetry, built-ins, and abundant storage. Hardwood flooring flows throughout the home, while the expansive living and dining areas open to a bright enclosed sunroom, creating the perfect space to relax or entertain year-round. The luxurious owner's suite offers a spa-like updated bath with double vanities, two generous walk-in closets, and convenient laundry access. A spacious den with extensive custom built-ins provides flexibility for a home office, library, or additional gathering space. Every detail has been thoughtfully designed to maximize comfort, functionality, and style. Located just steps from the elevator in a secure-access building, this penthouse includes one of the most desirable garage parking locations in the community—deeded garage space #23—with a private 9' x 10' storage room directly in front of the space, plus an additional storage cage for even more convenience. Residents enjoy Heritage Harbour's outstanding resort-style amenities, including indoor and outdoor pools, a fitness center, tennis courts, golf course and putting green, walking and jogging paths, clubhouse, billiards room, game room, hot tub, pier and dock, picnic areas, and a full calendar of social activities. Professionally stage and not currently occupied, this listing is easy to show. Truly a one-of-a-kind penthouse offers a rare opportunity to enjoy luxury, space, and an unparalleled lifestyle in one of Annapolis' most sought-after active adult communities. This is penthouse living at its finest.

940 Astern Way Unit 602, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: Sunshine Properties Inc..

2656 Shadow Cv, Annapolis
$660,000
4 Beds ⋅ 3 Baths
Wonderful opportunity to live in this NON AGE RESTRICTED section of Heritage Harbor and enjoy all the amenities Heritage Harbour has to offer. No initial recreational fee and lower voluntary HOA fee. Tucked away on a cut-de-sac, this spacious home is in a quiet area just minutes from shopping. This home offers a first floor bedroom with walk in closet, office, full bath with large shower and granite countertops, dining room and kitchen open to family room with gas fireplace and lovely hardwood floors. Kitchen has granite counters, stainless appliances and porcelain tile floors. Upstairs is a master bedroom with en-suite bath, 2 additional bedrooms and another full bath. There are ceiling fans in all the bedrooms Step out of the kitchen to a screened porch and brick patio. The back yard is fenced with gardens and a small area with a fountain. The roof has been replaced in the last 5 years and there are pull down stairs for the attic. Attached 2 car garage. The seller is offering a 1 year home warranty. This home has been well maintained and is waiting for it's new owner!

2656 Shadow Cv, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: EXP Realty, LLC.

2576 Hidden Cove Rd Unit 154, Annapolis
$637,500
5 Beds ⋅ 4 Baths
Hidden Cove has no Age Restrictions. Fully updated and move-in ready, this impressive 5-bedroom, 3.5-bath home offers a finished lower level complete with a bedroom and full bath—ideal for guests, extended living, or a private retreat. The 2022 renovated kitchen is the heart of the home, featuring quartz countertops, soft-close cabinetry, and premium Samsung appliances, seamlessly connecting to the main living and dining areas. All three full bathrooms have been tastefully updated within the past four years, including a spa-inspired primary suite showcasing a soaking tub, rainfall shower, heated towel rack, dual LED vanities, and a cozy electric fireplace heater. Major system upgrades provide peace of mind, including a new electrical panel (2022), Bosch dual-fuel HVAC system (2023), new luxury vinyl plank flooring (2023), all windows replaced, and water heater (2020). Smart home enhancements include a security system, sensors, and hardwired detectors. The finished lower level is designed for both function and entertaining, featuring a dry bar with full refrigerator and cleverly concealed storage. A dedicated home office with Restoration Hardware furnishings adds both style and productivity, while Elfa closet systems throughout maximize organization. Outdoor living is equally impressive with over $30,000 in hardscaping, including an engineered retaining wall, paver patio with gazebo, main-level deck, and a private wooded backdrop. Additional highlights include an upgraded garage with built-in cabinetry, utility sink, and EV wiring. Condo classification offers the benefit of reduced exterior maintenance and sometimes lower insurance costs. Located in the non-age restricted section of Heritage Harbour, residents still have the option to enjoy access to the community’s extensive amenities. Amenities include golf course membership, indoor and outdoor pools, tennis courts, fitness center, clubhouse, boat ramp, water access, and a wide range of social and recreational offerings with a voluntary membership to Heritage Harbour. This home delivers the perfect combination of space, upgrades, and lifestyle.

2576 Hidden Cove Rd Unit 154, Annapolis

Listing courtesy of Redfin Corp. Contact:

Selling Office: Unrepresented.

804 Coxswain Way, Annapolis
$630,000
2 Beds ⋅ 2 Baths
Nestled on a desirable corner lot with peaceful green space and wooded views, this spacious 2-bedroom, 2-bath home offers comfortable one-level living in sought-after Heritage Harbour. The open living and dining rooms feature vaulted ceilings and provide an inviting layout for everyday living and entertaining. The generously sized kitchen offers abundant cabinet and counter space along with room for a breakfast table. Relax year-round in the bright all-seasons room complete with its own Mitsubishi mini-split system. The oversized primary suite features a large walk-in closet and private bath, while the spacious second bedroom also includes a walk-in closet. Additional highlights include an oversized two-car garage and an irrigation system. Heritage Harbour is the premier retirement community in the Annapolis area. Minutes from downtown Annapolis, Annapolis Mall, and Annapolis Towne Centre, you'll enjoy convenient access to shopping, dining, healthcare, and entertainment while tucked away from the hustle and bustle. The community offers a clubhouse with indoor and outdoor pools, fitness center, library, woodworking shop, billiards, community pier with South River access, and more. Residents also enjoy a private 9-hole executive golf course with Wilder Fresh Kitchen, tennis and pickleball courts, an RV/boat storage lot, and countless clubs and activities. Schedule your showing and experience everything Heritage Harbour has to offer.

804 Coxswain Way, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: RE/MAX Leading Edge.

860 Boatswain Way, Annapolis
$630,000
2 Beds ⋅ 2 Baths
CONCESSIONS – BUYER CREDIT TO SELLER: $15,750 PAID BY BUYER TOWARD SELLER'S CLOSING COSTS. Beautifully presented with sun-filled living spaces, this exceptional one-level home combines comfort, style, and easy living in sought-after Heritage Harbour. Located in desirable Mariners Landing, known for its peaceful setting and attractive streetscape, this home offers an exceptional lifestyle both inside and out. Major improvements include new roof (2022), HVAC (2022), luxury vinyl plank flooring and carpet (2022), stunning new kitchen (2023), deck (2023) updated hallway bathroom (2023), new hot water heater (2024), fireplace stone update (2025), and fresh interior paint (2026). The attractive stone front exterior, attached garage, refreshed landscaping, private rear deck, and peaceful wooded setting create outstanding curb appeal and a warm, inviting feel throughout. Impeccably presented and move-in ready, this home also includes a CINCH one-year home warranty. Life in Heritage Harbour extends far beyond the front door. Heritage Harbour is more than a neighborhood—it’s a lifestyle destination. Tucked among mature trees and peaceful surroundings in Annapolis, this sought-after 55+ community offers the perfect blend of relaxation, recreation, and connection. Residents enjoy resort-style amenities including indoor and outdoor pools, golf, tennis, pickleball, fitness center, walking trails, waterfront access on the South River, boat slips, and an impressive variety of clubs, activities, and social events designed to keep life active, engaging, and fun. Just minutes from downtown Annapolis, shopping, dining, and major commuter routes, Heritage Harbour combines low-maintenance living with an exceptional sense of community.

860 Boatswain Way, Annapolis

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

Selling Office: Long & Foster Real Estate, Inc..

2579 Hidden Cove Rd Unit 159, Annapolis
$630,000
4 Beds ⋅ 3 Baths
Welcome to one of the best opportunities in Heritage Harbour and NO AGE RESTRICTION in this section, while offering full access to Heritage Harbour’s exceptional amenities without the upfront capital contribution and with a lower monthly HOA fee. Enjoy a lifestyle that feels like a retreat, featuring golf, tennis, indoor and outdoor pools, scenic water access to the South River with boat slips, storage, and kayaking/canoeing and much more. Tucked away on a quiet cul-de-sac in an off-the-beaten-path setting, this home offers the ideal blend of privacy and convenience—just minutes to shopping, major commuter routes, Anne Arundel Medical Center, and downtown Annapolis. This well-maintained, move-in-ready home features 4 bedrooms and 2.5 baths, with thoughtful updates throughout, including the kitchen, bathrooms, flooring, and light fixtures. Major systems have already been taken care of, including a new roof (2025) and newer appliances, & HVAC, giving you peace of mind from day one. The kitchen is designed for both everyday living and entertaining, complete with an induction cooktop, double oven, and generous counter space. Step outside to a large rear deck, perfect for relaxing or hosting guests. Additional highlights include an oversized two-car garage with added shelving for storage, plus convenient access to the crawlspace—ideal for extra storage and easy HVAC access. Offering the best of both worlds, this home provides a welcoming neighborhood setting with a cul-de-sac—perfect for outdoor enjoyment—while still giving you the option to enjoy all that Heritage Harbour has to offer at a reduced cost. Plus, there is no initial recreational fee for buyers on Hidden Cove Road, making this an even more attractive opportunity.

2579 Hidden Cove Rd Unit 159, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: Real Broker, LLC.

847 Mission Valley Ln, Annapolis
$620,000
2 Beds ⋅ 2 Baths
Welcome to 847 Mission Valley Ln—a beautifully remodeled brick rambler in Heritage Harbour, Annapolis’ premier 55+ active living community. This is the one that blends low-maintenance living with high-end finishes, all in a setting designed for lifestyle. From the moment you arrive, the classic brick exterior and inviting presence set the tone. Inside, the home has been thoughtfully updated throughout, featuring gleaming hardwood flooring, a newer kitchen, and a bright, open layout that feels both comfortable and refined. The kitchen anchors the home with updated cabinetry, modern appliances, and plenty of workspace—flowing seamlessly into a spacious dining area and a lovely living room centered around a cozy fireplace. Just beyond, the screened porch offers the perfect extension of living space… ideal for morning coffee, quiet evenings, or entertaining guests. The layout is both functional and flexible, with oversized bedrooms and upgraded bathrooms throughout. The deluxe primary suite is a true retreat, featuring a walk-in closet and a spa-inspired ensuite designed for comfort and relaxation. A large mudroom adds everyday convenience, while the oversized two-car garage provides ample space for parking, storage, or hobbies. And then there’s the lifestyle… Heritage Harbour is known for its unmatched amenities and vibrant community atmosphere. Residents enjoy access to a central lodge with indoor and outdoor pools, a fitness center, library, and activity spaces, along with a 9-hole golf course, tennis courts, walking trails, and waterfront access to the South River for kayaking and boating. Whether it’s social events, clubs, or simply enjoying the surroundings, this community offers something for everyone. If you’ve been waiting for a move-in ready home in one of Annapolis’ most sought-after active adult communities—this is it.

847 Mission Valley Ln, Annapolis

Listing courtesy of RE/MAX One. Contact:

Selling Office: Long & Foster Real Estate, Inc..

860 Woodmont Rd, Annapolis
$609,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully updated 3-bedroom, 2-bath single-family home in the highly sought-after, amenity-rich Heritage Harbour community in Annapolis. Thoughtfully designed for comfortable main-level living, this home features a spacious primary suite with a gorgeous updated bath and walk-in closet, along with a second bedroom, 2nd updated full bath, and convenient main-level laundry. The gorgeous light-filled kitchen is a showstopper, showcasing crisp white cabinetry, brushed gold hardware, black stainless steel appliances, luxury vinyl plank flooring, offering table space framed by a charming bay window. Entertain with ease in the separate dining room and inviting living room with a cozy fireplace, or unwind in the den—perfect for a home office or quiet reading retreat. The sunroom provides an additional light-filled living space to enjoy year-round. Freshly painted throughout, the home also features new flooring and carpet on both levels. The walk-out lower level offers a versatile third bedroom or flex space, along with abundant unfinished storage. Step outside to the rear deck backing to trees—an ideal setting for relaxing or entertaining in a peaceful, private setting. Residents of Heritage Harbour enjoy an unmatched lifestyle with access to the community lodge, featuring a dramatic atrium, indoor and outdoor pools, fitness center, library, boutique, activity rooms, woodworking shop, game rooms, coffee corner, and meeting spaces. Outdoor amenities include a picnic area, bocce ball, horseshoes, kayaking on the South River, tennis and pickleball courts, a nine-hole golf course with pro shop, clubhouse dining, a pier with boat slips, and RV/boat storage. Experience resort-style, active adult living at its finest. Schedule your private showing today and discover all that Heritage Harbour has to offer!

860 Woodmont Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Berkshire Hathaway HomeServices Homesale Realty.

837 Boatswain Way, Annapolis
$599,900
2 Beds ⋅ 2 Baths
Are you ready for Heritage Harbour's premier 55+ community? This community is offering resort-style living and an exceptional lifestyle. This beautifully maintained 2-bedroom, 2-bath home with a 1-car garage is full of charm, comfort, and thoughtful updates. Step inside to find gleaming hardwood floors and a warm, inviting layout designed for easy living. The updated kitchen features ample cabinetry and space for a kitchen table—perfect for casual dining and morning coffee. The spacious living area is highlighted by a cozy fireplace, creating the perfect setting for relaxing or entertaining. Just off the main living space, a comfortable den flows seamlessly into a bright and airy sunroom—an ideal spot to unwind, read, or enjoy peaceful views year-round. Both bathrooms have been tastefully updated, and the home has been meticulously cared for, offering true move-in-ready convenience. Enjoy all that Heritage Harbour has to offer, including indoor and outdoor pools, tennis and pickleball courts, a fitness center, clubhouse, golf course, walking trails, and endless social activities. If you’re looking for low-maintenance living in a vibrant, amenity-rich community, this home is a must-see!

837 Boatswain Way, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: Non Subscribing Office.

2616 Vantage Cv, Annapolis
$585,000
3 Beds ⋅ 2 Baths
Located in the desirable Middle Coves section of Heritage Harbour, this non-age-restricted 3-bedroom, 2-bath home offers comfortable one-level living on a quiet cul-de-sac. Residents enjoy the option to access Heritage Harbour’s exceptional amenities with a lower HOA fee and no upfront capital contribution. Inside, the home features hardwood flooring throughout, an updated kitchen and bathrooms, and a well-maintained layout designed for easy everyday living. The private, fenced rear yard backs to woods, creating a peaceful setting with added privacy. Additional highlights include a two-car garage and true move-in-ready condition. Correction: heat is gas not electric. Third bedroom currently used as a den/office. Enjoy access to resort-style amenities including golf, indoor and outdoor pools, tennis courts, clubhouse activities, a private community restaurant, South River water access, and more. Conveniently located just minutes from shopping, Anne Arundel Medical Center, major commuter routes, and downtown Annapolis.

2616 Vantage Cv, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

848 Deerwood Ct, Annapolis
$575,000
3 Beds ⋅ 2 Baths
848 Deerwood Court offers a wonderful opportunity to enjoy life in Heritage Harbour, one of Annapolis' most sought-after active adult communities. Situated on a desirable corner lot at the end of a quiet cul-de-sac, this well-designed ranch-style home features three bedrooms, two full bathrooms, a spacious side addition, and a two-car garage. The home has been lovingly maintained over the years and offers a comfortable floor plan with generous living spaces, abundant natural light, and excellent flow for both everyday living and entertaining. The side addition provides valuable extra living space rarely found in many homes of this size, while the corner lot setting offers attractive curb appeal and additional privacy. This property presents an excellent opportunity for buyers to personalize a home to their own tastes and style while enjoying all that Heritage Harbour has to offer. Whether you're looking to make updates immediately or over time, the solid layout and desirable location provide a strong foundation for future improvements. Residents of Heritage Harbour enjoy an exceptional lifestyle with access to a community lodge, indoor and outdoor pools, fitness facilities, walking trails, waterfront amenities, clubs, activities, and countless opportunities to stay active and connected. Conveniently located near shopping, dining, downtown Annapolis, medical facilities, and major commuter routes, this home combines comfort, convenience, and community in one of the area's most desirable neighborhoods. Don't miss the opportunity to make this Heritage Harbour home your own and enjoy the active lifestyle that has made this community such a popular destination for buyers seeking the very best of Annapolis living.

848 Deerwood Ct, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

Selling Office: Northrop Realty.

2550 Golfers Ridge Rd, Annapolis
$540,000
2 Beds ⋅ 2 Baths
HERITAGE HARBOUR! It's the perfect size! 2 Bedrooms. 2 full Baths. Den. Sun Room Addition. Deck (2025). HVAC (2025). Architectural Shingle Roof (2021). HHCA's site touts the community as... an established community in Annapolis, offering beautiful wooded lots and featuring a wide variety of recreational, cultural, social, and educational activities for its residents. Residents can participate in over 90 activities, clubs and committees. The center of community activities is the Lodge, which features a welcoming atrium, an auditorium, indoor and outdoor pools, fitness center, library, boutique, activities room, woodwork shop, game rooms, coffee corner and meeting rooms. Behind the Lodge, residents enjoy a picnic area, horseshoes, bocce ball and kayaking on our waterfront on the South River. We also offer multiple tennis and pickleball courts, a nine-hole golf course, a pro shop, a clubhouse dining room, a pier with boat slips and RV and boat storage on a lot in the community. Residents enjoy the convenience of regular bus trips to shopping centers and special bus trips to cultural destinations, as well as volunteer drivers for medical appointments. Our pet-friendly community of active residents always welcomes newcomers!

2550 Golfers Ridge Rd, Annapolis

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

Selling Office: RE/MAX Realty Group.

2607 Compass Dr, Annapolis
$540,000
2 Beds ⋅ 3 Baths
Completely updated and impressively spacious, this beautifully maintained villa offers over 1,900 square feet of bright, comfortable living. Designed for convenient one-level living, the main floor features a generous primary suite with a private bath, a powder room for guests, and a laundry area ideally located just off the kitchen and garage. The upper level adds even more flexibility, offering a second bedroom, full bath, and a versatile bonus space perfect for a den, sitting area, or home gym. Thoughtfully renovated and tastefully appointed throughout, this home exudes warmth and pride of ownership, delivering a true move-in ready experience with a perfect balance of comfort, style, and low-maintenance living. Situated in the highly desirable Heritage Harbour community, residents enjoy exceptional amenities including a beautiful lodge, indoor and outdoor pools, fitness center, golf course, tennis and pickleball courts, scenic walking paths, waterfront access with boat slips and kayak storage, on-site dining, a woodworking shop, library, and an active calendar of clubs and social events. This vibrant 55+ community offers a resort-style lifestyle that is truly second to none.

2607 Compass Dr, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: RE/MAX Distinctive Real Estate, Inc..

1011 Boom Ct, Annapolis
$537,500
3 Beds ⋅ 4 Baths
Welcome to Heritage Harbour, Annapolis’ premier 55+ community offering resort-style living and exceptional amenities. This end-unit, all-brick townhouse combines comfort, space, and low-maintenance living. Featuring 3 bedrooms plus a den and 3.5 bathrooms, this home offers a flexible layout perfect for everyday living and entertaining. The main-level primary suite provides convenience and privacy, while the living room impresses with soaring ceilings and a cozy fireplace, creating a warm and inviting atmosphere. The kitchen opens to a low-maintenance deck, ideal for relaxing or dining outdoors. Downstairs, you’ll find a large unfinished basement with endless potential—perfect for storage or ready to be transformed into a recreation room, hobby space, or additional living area. Step outside to a private patio, adding even more outdoor enjoyment. Additional highlights include a one-car garage, abundant natural light from the end-unit location, and thoughtful spaces throughout. Residents of Heritage Harbour enjoy unmatched amenities, including indoor and outdoor pools, a clubhouse, fitness center, golf course, tennis and pickleball courts, walking trails, and a vibrant calendar of social activities. Don’t miss this opportunity to enjoy easy living in one of Annapolis’ most sought-after 55+ communities!

1011 Boom Ct, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: Keller Williams Select Realtors of Annapolis.

924 Shipmaster Ct, Annapolis
$525,000
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:

Selling Office: RE/MAX United Real Estate.

906 Perry Landing Ct, Annapolis
$525,000
2 Beds ⋅ 3 Baths
Improved again and priced to sell! The seller is motivated and has just made another significant price adjustment to attract the right buyer quickly. This is an exceptional opportunity to own one of Heritage Harbour's most desirable villa models at an outstanding value. Don't wait—schedule your showing today and bring your offer! Welcome to Heritage Harbour, Annapolis’ premier 55+ community offering resort-style living and an unmatched lifestyle. This spacious end-unit villa boasts over 2,500 square feet of living space and is filled with natural light thanks to its desirable end-unit location. Freshly painted throughout with brand new flooring and carpet, this home is truly move-in ready and features soaring ceilings that enhance the open, airy feel. The main level is designed for easy, one-level living and includes a generous primary bedroom with en-suite bath, along with a convenient half bath for guests. The bright and spacious kitchen offers plenty of room for a table or center island, making it a perfect gathering space. The family room features a cozy fireplace and opens directly to a private, fenced-in patio—ideal for relaxing or entertaining outdoors. A welcoming front porch provides yet another great space to unwind and enjoy the neighborhood. Upstairs, you'll find a large second bedroom with ample closet space, a full bath, and a versatile loft area that works perfectly as a home office, guest retreat, or second family room. Additional highlights include a one-car garage with extra storage and low-maintenance living at its finest. Enjoy all the incredible amenities Heritage Harbour has to offer, including a clubhouse, indoor and outdoor pools, fitness center, golf course, tennis and pickleball courts, walking trails, community events, and more—all just minutes from Annapolis. This is the one you've been waiting for—don't miss it! Bring your offer today!

906 Perry Landing Ct, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: Non Subscribing Office.

911 Yardarm Ln, Annapolis
$520,000
2 Beds ⋅ 2 Baths
Welcome to easy living in the highly sought-after 55+ community of Heritage Harbour! This beautifully updated all-brick end-unit villa sits on a desirable corner lot, offering added privacy, extra natural light, and charming curb appeal. Relax on the inviting front porch—perfect for morning coffee or unwinding in the evening. Step inside to a bright and refreshed interior featuring brand-new luxury laminate flooring and plush new carpet, all complemented by fresh paint throughout. The home feels open, clean, and move-in ready. Enjoy the efficiency and comfort of gas heat and gas hot water, making this home as practical as it is attractive. Living in Heritage Harbour means access to an incredible array of resort-style amenities, including a clubhouse, indoor and outdoor pools, fitness center, golf course, tennis and pickleball courts, walking trails, water access, and a full calendar of social events and clubs. It’s an active, vibrant lifestyle with something for everyone. This is a rare opportunity to own a low-maintenance, turnkey villa in one of Annapolis’ premier active adult communities.

911 Yardarm Ln, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: Douglas Realty LLC.

809 Midship Ct, Annapolis
$515,500
2 Beds ⋅ 2 Baths
Welcome to one of the most sought-after homes in Heritage Harbour! This beautifully maintained all-brick end-unit villa offers 2 bedrooms, 2 full bathrooms, and a 1-car garage—combining comfort, quality, and low-maintenance living. Inside, you’ll find gleaming hardwood floors, a spacious layout, and a well-appointed kitchen featuring stainless steel appliances. Enjoy the efficiency of gas heat and gas hot water, adding to the home’s overall value and convenience. End-unit villas like this are highly desirable for their added privacy, natural light, and classic brick construction—making them some of the most coveted homes in the community. For those new to Heritage Harbour, you’re in for a treat. This premier 55+ community offers an unmatched lifestyle with amenities that truly set it apart—golf course, tennis courts, indoor pickleball courts, both indoor and outdoor pools, hot tub, sauna, and a fully equipped fitness center with all new equipment. There’s even a woodworking shop for hobbyists and the popular Wilder Fresh Kitchen restaurant right within the community. Quite simply, no other 55+ community in the area compares to what Heritage Harbour has to offer. Don’t miss this incredible opportunity—homes like this do not last long!

809 Midship Ct, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: Douglas Realty LLC.

2608 Quiet Water Cv Unit 26, Annapolis
$499,000
2 Beds ⋅ 2 Baths
JUST HIT THE MARKET! Don't miss this rare opportunity to own a beautifully maintained one-level, brick villa in the highly sought-after 55+ community of Heritage Harbour! Offering the perfect blend of comfort, convenience, and low-maintenance living, this 2-bedroom, 2-bath home features an attached one-car garage and a peaceful setting surrounded by mature trees. Inside, you'll appreciate the ease of single-level living and the confidence of knowing the home's major systems have already been updated, allowing you to move in and simply enjoy your new lifestyle. Step outside and discover why Heritage Harbour is one of Annapolis' most desirable active adult communities. Residents enjoy an incredible array of amenities including a championship golf course, fitness center, clubhouse, indoor and outdoor pools, tennis and pickleball courts, walking trails, boating opportunities with water access, and a vibrant calendar filled with clubs, classes, social events, concerts, and activities designed to keep you as active and engaged as you choose. Whether you're looking to relax in a tranquil setting, spend your days on the golf course or the water, or connect with friends and neighbors through an unmatched social lifestyle, this home offers it all. Opportunities like this don't come along often—schedule your showing today before this just-listed gem is gone!

2608 Quiet Water Cv Unit 26, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact:

Selling Office: EXP Realty, LLC.

2729 Yeomans Lantern Ct, Annapolis
$485,000
2 Beds ⋅ 2 Baths
Welcome to effortless living in the highly sought-after 55+ community of Heritage Harbour! This exceptional 2-bedroom, 2-bath villa has been completely renovated with quality craftsmanship and attention to detail throughout. Every major component has been thoughtfully updated, making this a truly move-in-ready home where you can simply unpack and begin enjoying the Heritage Harbour lifestyle. The beautifully redesigned kitchen features custom cabinetry, quartz countertops, updated flooring, modern lighting, designer tile backsplash, and a full suite of new stainless steel appliances. Both bathrooms have been completely renovated with stylish finishes, new vanities, upgraded fixtures, ceramic tile, and comfort-height toilets. Throughout the home, you'll find new carpeting, fresh paint, updated lighting, new door hardware, upgraded electrical switches and outlets, and numerous other improvements. The exterior has also been refreshed with updated lighting, new door hardware and weatherstripping, a tiled front entry, and a rebuilt and sealed rear deck—perfect for relaxing or entertaining. The bright, open floor plan is filled with natural light and offers comfortable everyday living with inviting spaces for gathering with family and friends. Every renovation was completed with an emphasis on quality, comfort, and low-maintenance living. Beyond your front door, Heritage Harbour offers one of the area's premier active adult lifestyles. Residents enjoy a 9-hole executive golf course, indoor and outdoor pools, tennis and pickleball courts, a fitness center, walking and biking trails, a community lodge overlooking the South River, a restaurant, kayak launch, boat slips, woodworking shop, library, billiards room, and more than 90 clubs, organizations, and social activities. This is a rare opportunity to own a beautifully renovated villa in one of Annapolis' most desirable 55+ communities. Schedule your private showing today and discover everything Heritage Harbour has to offer.

2729 Yeomans Lantern Ct, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

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