Chesapeake Harbour Condos for Sale

Chesapeake Harbour Condos for Sale

Welcome to Chesapeake Harbour, a stunning waterfront subdivision nestled in the heart of Annapolis, Maryland. This picturesque community offers a unique blend of serene living and vibrant coastal charm, making it one of the most sought-after destinations in Anne Arundel County. With its breathtaking views of the Chesapeake Bay, residents enjoy a lifestyle that seamlessly integrates relaxation and recreation.

Chesapeake Harbour is renowned for its beautifully designed condos that cater to a variety of lifestyles. Whether you are a young professional, a growing family, or looking to downsize, there’s a perfect condo waiting for you. These spacious units feature modern amenities, open floor plans, and large windows that flood the living spaces with natural light while showcasing the stunning waterfront views. Many condos also come with private balconies, allowing you to soak in the beauty of the bay right from your home.

Beyond the condos, the community boasts a wealth of amenities, including a marina, swimming pools, and walking trails that meander along the waterfront. Residents can also take advantage of the nearby shopping, dining, and entertainment options that Annapolis has to offer, from charming boutiques to gourmet restaurants.

Living in Chesapeake Harbour means embracing a lifestyle filled with outdoor activities, community events, and a strong sense of belonging. Whether you enjoy sailing, kayaking, or simply relaxing by the water, this enchanting community provides the perfect backdrop for your next chapter. Explore the condos for sale in Chesapeake Harbour and discover your dream home today!

Newest Chesapeake Harbour Condos for Sale

$669,000
3 Beds ⋅ 2 Baths
Welcome to resort-style coastal living at 2104 Chesapeake Harbour Dr E #202, a turnkey waterfront home in Annapolis' premier gated community. Enjoy serene water views and high-end upgrades from top to bottom. The open, light-filled layout features stylish new LVP flooring (Oct 2024) and contemporary lighting throughout (2024). Cook and entertain in the updated kitchen with custom cabinetry and quartz countertops (Dec 2024), plus brand-new appliances (Jan 2025). Relax in the primary suite with its custom Closet America walk-in closet (Sept 2025). Living in Chesapeake Harbour gives you direct access to a deep-water marina, private beach, pools, tennis courts, 24/7 security, and an on-site waterfront restaurant, all just minutes from historic Downtown Annapolis.

2104 Chesapeake Harbour Dr E Unit #202, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

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

2123 Beach Village Ct Unit #T2, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425
$685,000
3 Beds ⋅ 3 Baths
Welcome to coastal living at its finest in Annapolis’ gated Chesapeake Harbour community! Enjoy sweeping marina views, fantastic people watching, and resort style amenities including 2 pools, tennis/pickleball courts, kayak access, walking trails, beaches, cocktails and entertainment at the dock bar and waterfront dining at The Beacon Restaurant. This sun drenched 3 bedroom, 3 full bath condo boasts high ceilings and a seamless floor plan made for entertaining. The upper level loft doubles as a flexible 3rd bedroom or home office, offering an airy, open concept layout that overlooks the main living area to maximize light and space. Don't miss this coastal gem!

2102 Chesapeake Harbour Dr E Unit #202, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425
$549,900
2 Beds ⋅ 2 Baths
Welcome to 2016 Quay Village Court, Unit T-2, located in one of Annapolis' most sought-after gated waterfront communities. Tucked away in a private and secluded setting, this beautifully updated 2-bedroom, 2-bath home offers a peaceful retreat that barely feels like condo living. The walk-out location and mature landscaping create a wonderful sense of privacy, while the thoughtfully designed interior is warm, inviting, and beautifully maintained. From the patio and primary bedroom, you'll enjoy year-round views of the Chesapeake Bay beyond a natural shoreline of cattails and native grasses. The scenery changes daily, offering a peaceful backdrop filled with wildlife, sailboats, and ever-changing skies. Residents of Chesapeake Harbour enjoy exceptional amenities including a heated pool with lap lanes, a Bayfront pool, tennis courts, pickleball courts, private beaches, kayak launch and storage areas, community grilling stations, a marina, and waterfront dining. Professional interior photography and additional details will be uploaded soon. Stay tuned for a closer look at this special home and the Chesapeake Harbour lifestyle. https://youtu.be/fo_7CwN9AR8 Y

2016 Quay Village Ct Unit #T2, Annapolis

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

$1,119,000
3 Beds ⋅ 3 Baths
Experience one of Annapolis' most extraordinary Chesapeake Bay waterfront homes. This is true waterfront living—not a distant glimpse of a creek or narrow shoreline, but an ever-changing front-row seat overlooking the Chesapeake Bay, the mouth of the Severn River, the Bay Bridge, and the shipping channel. From spectacular sunrises to moonlit evenings, enjoy an ever-changing panorama of sailboats, Wednesday night races, cruising yachts, commercial ships, abundant wildlife, and the beauty of every season from the comfort of your own home. Designed to evoke the feeling of living aboard your own yacht, walls of glass immerse the main living spaces in breathtaking water views from virtually every room. This exceptional three-bedroom, three-bath residence features soaring ceilings, an open floor plan, rich cherry wood floors, a wood-burning fireplace, smart lighting, electric blinds, and new GE Café smart appliances (2024). The home has also been thoughtfully redesigned to provide extraordinary storage rarely found in waterfront condominiums, with expanded closets and additional storage areas that make everyday living as practical as it is beautiful. Uniquely positioned within Chesapeake Harbour, this residence enjoys one of the community's most private waterfront settings. Unlike many waterfront condominiums where decks overlook one another or are visible from common areas, this spacious waterfront deck is tucked into a remarkably private location, allowing you to enjoy the panoramic Bay views with an exceptional sense of peace and seclusion. Chesapeake Harbour is one of Annapolis' premier gated waterfront communities, offering a true resort lifestyle just minutes from historic downtown Annapolis, Eastport, Quiet Waters Park, Thomas Point Park, and numerous waterfront restaurants, while remaining within approximately an hour of Washington, Baltimore, and three major airports. Community amenities include two waterfront swimming pools (one heated), tennis and pickleball courts, a private beach with kayak storage and launch area, scenic walking and biking trails, picnic and barbecue areas, and an on-site marina (slips available separately), The Beacon waterfront restaurant and tiki bar, electric vehicle charging, and ample guest parking. What truly sets this home apart is an experience that cannot be remodeled or recreated. Kitchens, bathrooms, and finishes can always be updated, but an irreplaceable waterfront setting like this endures forever. Every day brings a different view, a different sky, and a different parade of boats across the Chesapeake Bay—yet the sense of tranquility never changes. Now offered unfurnished at $1,119,000, with furnishings available separately. Join us for our Waterfront Sunset Preview on Friday, August 7, from 5:00–7:30 PM, and experience firsthand why this remarkable home offers one of the most captivating waterfront lifestyles in Annapolis.

2127 Beach Village Ct Unit #202, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$650,000
1 Beds ⋅ 1 Baths
=== WATERFRONT= ONE BEDROOM "C" FLOOR PLAN = EXTRA WIDE CONDO: Four pane sliders in living room and there are 4 glass pane windows in master bedroom == Master has a private exit door to a beach front patio == Front row seats for the Blue Angels flyover and weekly regatta races ... Amenities galore with two community pools / pool house complexes - one directly on the bay == two community sports courts - one by Chase Pond. Onsite Gourmet Cafe - the 'Beacon' overlooking a privately owned 200 slip Marina and just an oyster shell path stroll to the private 1600-foot sandy bayfront beach with a small craft storage area... The front entrance is secured 24/7/365 and the security team walks the premises daily... HOA and CONDO fees are very affordable compared to other areas. Direct entrance walkway already in place from car park for handicap adaptable--- can further level entrance steps to kitchen... Life's a Beach !!

2020 Quay Village Ct Unit #T1, Annapolis

Listing courtesy of Coastal Realty Maryland. Contact:

$575,000
2 Beds ⋅ 2 Baths
Don’t miss this beautifully updated, move-in-ready condo in the highly sought-after, amenity-rich community of Chesapeake Harbour, offering serene marina views and the perfect backdrop to relax and watch the boats drift by. This inviting home is bright and cheery and features neutral paint and carpeting. There are two spacious bedrooms with two full baths. The open-concept living and dining areas create an effortless flow for both everyday living and entertaining and opens up to a deck that overlooks the marina. The updated kitchen showcases granite countertops and ample cabinetry, while the cozy wood-burning fireplace adds warmth and charm to the living space. Chesapeake Harbour offers resort-style living with 24/7 gated security, two pools, tennis courts, a private sandy beach, and scenic walking paths. Enjoy the convenience of a water taxi to Historic Annapolis or dine waterside at The Beacon, located right within the community. Experience low-maintenance coastal living at its finest, this is the one you’ve been waiting for.

7004 Channel Village Ct Unit #102, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$610,000
3 Beds ⋅ 3 Baths
Dramatic Price Reduction just taken on this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. This 2nd Village location provides the perfect short walk to Chase Pond, the Bay View pool, the kayak beach, tennis and pickleball courts and both community piers on Chesapeake Bay, no car needed. When the autumn leaves fall you have even more of a water view until they bloom again in April, though you are surrounded by expansive lawns and lush landscaping year-round. Whether you're looking for a worry-free vacation spot or a serene place to call home, this 3-bedroom, 3 full bath sanctuary with a gourmet kitchen and totally updated baths has you covered with over 1,700 square feet of style and comfort. This Bayfront community allows you to vacation at home year round. Take a stroll around the marina or decide if you want to lounge at one of the 2 pools, play tennis or pickle ball, or take your kayak out and watch the sunrise over the Bay Bridge, the choices are endless. Enjoy visiting The Beacon where you can grab a drink at the outdoor bar, Proud Mary's or go inside for brunch or dinner as you watch the boats bob in the marina. Looking for more options? Historic downtown Annapolis's fantastic restaurants and shopping are just a stone's throw away making every day feel like a vacation. Enjoy the tranquility of a pet-friendly environment and embrace the best of both a coastal retreat and vibrant city life!

2108 Chesapeake Harbour Dr Unit #201, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425
$565,000
2 Beds ⋅ 2 Baths
AMENITY RICH LOCATION!!! Welcome to this beautiful 2 bedroom, 2 bath coveted, spacious and serene 2nd floor end unit condo, located in Second Village just steps away from all of the amenities found in Chesapeake Harbour. Imagine yourself enjoying the Bay front swimming pool, the sandy beach, kayaks, grills, picnic tables, fishing/crabbing piers, jog/walking paths, pickleball and tennis courts, and the EV charging station. Chesapeake Harbour is a gated community which provides a guarded 24-hour security entrance, has a private marina with available deep-water slips, direct bay access, and a gourmet restaurant with a waterfront tiki bar - all just minutes from downtown Annapolis. This spotless home offers the perfect blend of privacy, natural light, and lush greenery surrounding it on all sides. With a winter water view of Chesapeake Bay and Chase Pond from the kitchen’s center island, you can enjoy the additional square footage not found with interior units. The open floor plan is bathed in sunlight from floor to ceiling windows and invites the outside in. The living spaces are airy and inviting, with a seamless flow from the cozy living room to the dining area and updated kitchen, including hardwood and tiled floors, a fireplace for those cooler evenings, and a large wraparound deck, available only on end units, where relaxing or entertaining outside can be enjoyed. Whether you are a boating enthusiast, enjoy all the historical small-town charm that Annapolis offers, or simply crave the coastal lifestyle, this property checks all the boxes. Don’t miss your chance to own this one-of-a-kind retreat. Schedule your tour today and experience the perfect blend of adventure and relaxation that living in Chesapeake Harbour offers. Priced to make it your own.

2110 Chesapeake Harbour Dr Unit #101, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425
$490,000
2 Beds ⋅ 2 Baths
Good Pride Reduction. See the virtually staged photos of the living room. A great opportunity just before the summer ends. Quiet tranquil setting for this 2 bedroom 2 bath unit with a view of the Bay in the distance, Windows in second bedroom replaced in 2024. To be sold in As-is condition. Enjoy the community amenities - 24 hour security, swimming pools, tennis courts, a beach and walking trails. Bay Ridge Rd. to Route 50 and 97 to DC and Baltimore. Easy to show, just call Showings to log in.

2010 Quay Village Ct Unit #101, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
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