Waterfront Homes for Sale in Annapolis, MD

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  /66

  $4,995,000

  • 5 Beds
  • 4 Baths
  • 4,107 Sq Ft

  217 Lockwood Ct, Annapolis, MD 21403

  There are places where you visit the water, and there are places where the water becomes part of your everyday life. Perfectly positioned along the shores of Spa Creek in the heart of Eastport, this exceptional waterfront residence offers a front-row seat to one of Annapolis' most coveted lifestyles. Imagine stepping from your back door onto your private pier, casting off for an evening cruise, a

  Sandra K. Libby Long & Foster Real Estate, Inc.

  217 Lockwood Ct, Annapolis, MD 21403
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  /46

  $3,495,000

  • 3 Beds
  • 2.5 Baths
  • 2,621 Sq Ft

  9 Shipwright St, Annapolis, MD 21401

  Quintessential downtown Annapolis waterfront home on the sparkling waters of Spa Creek! This amazing property combines the best of both worlds; the charming historic feel of a downtown Annapolis home with the premier waterfront lifestyle that every resident is looking for. Nestled on a quiet street, this home is the perfect size for an easy to own, lock up and go property. With 3 bedrooms and 2.5

  Brad Kappel TTR Sotheby's International Realty

  9 Shipwright St, Annapolis, MD 21401
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  /55

  $1,595,000

  • 3 Beds
  • 3.5 Baths
  • 2,307 Sq Ft

  2186 Chesapeake Harbour Dr E, Annapolis, MD 21403

  Set elegantly along the marina within the prestigious Chesapeake Harbour, this waterfront townhouse presents a refined composition of craftsmanship, material integrity, and coastal elegance. Moments from the historic charm of Annapolis and the open horizon of the Chesapeake Bay, the residence captures a rare harmony between luxury living and a serene waterfront setting.The interiors reveal a

  Alexander Esfahani Coldwell Banker Realty - Washington

  2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
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  /14

  $845,000

  $154K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,506 Sq Ft

  278 Hillsmere Dr, Annapolis, MD 21403

  Serious price adjustment. Location, location, location! Stay tuned for new interior photos. This home is located in the highly desirable Hillsmere Shores community, offering a private beach, community pool, marina, and multiple launch areas for boats, kayaks, canoes, and paddleboards — the perfect setting for anyone who loves life on the water. The home features four spacious bedrooms and three

  Tommy Eicher Coldwell Banker Realty

  278 Hillsmere Dr, Annapolis, MD 21403
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  /46

  $2,980,000

  • 5 Beds
  • 4.5 Baths
  • 5,082 Sq Ft

  3733 Thomas Point Rd, Annapolis, MD 21403

  Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the

  Brad Kappel TTR Sotheby's International Realty

  3733 Thomas Point Rd, Annapolis, MD 21403
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  /63

  $595,000

  • 2 Beds
  • 2 Baths
  • 1,282 Sq Ft

  2016 Quay Village Ct Unit 2, Annapolis, MD 21403

  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

  Cynthia Taylor-Hicks Long & Foster Real Estate, Inc.

  2016 Quay Village Ct Unit 2, Annapolis, MD 21403
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  /43

  $285,000

  • 2 Beds
  • 2 Baths
  • 1,018 Sq Ft

  2900 Shipmaster Way, Annapolis, MD 21401

  Welcome to this beautifully updated end-unit condo in the desirable Clipper Cay building of Heritage Harbour! Featuring luxury vinyl plank flooring and professional staging, this move-in-ready home offers both style and convenience. One of its most sought-after features is the private exterior entrance, allowing you to access the condo directly from the parking lot without going through the

  Jack Papaleonti Academy Realty Inc.

  2900 Shipmaster Way, Annapolis, MD 21401
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  /63

  $980,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 2,035 Sq Ft

  54 Decatur Ave, Annapolis, MD 21403

  Don't MISS this RARE OPPORTUNITY IN THE VERY POPULAR COMMUNITY OF BAY RIDGE. .7460 Acres ! Make this PROPERTY Your Own! USE YOUR IMAGINATION! THE BAY RIDGE LIFESTYLE IS UNMATCHED IN ALL OF MARYLAND! SUPERIOR WATER ACCESS, STEPS TO COMMUNITY POOL/CLUBHOUSE W/ WATERCRAFT STORAGE RACKS , PRIVATE COMMUNITY BEACHES! & THE BIG WOODS "BAY RIDGE CONSERVATION AREA” W/TRAILS AND ACCESS TO BLACKWALNUT

  Gary Schneider Long & Foster Real Estate, Inc.

  54 Decatur Ave, Annapolis, MD 21403
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  /56

  $1,348,880

  New Construction $35K PRICE DROP

  • 6 Beds
  • 4 Baths
  • 3,702 Sq Ft

  2644 Claibourne Rd, Annapolis, MD 21403

  Waterfront Views - Annapolis Roads Community! AMAZING BRAND NEW WATER VIEW HOME in a desirable Annapolis, MD location! This stunning 6 bedroom, 3 full bathroom residence offers multigenerational living plus all the amenities of Annapolis Roads . Ask about the lock and leave lifestyle. Situated in the sought-after Annapolis Roads community, the home occupies a premium 20,125 sq ft corner lot and

  George Bailey Keller Williams Flagship

  2644 Claibourne Rd, Annapolis, MD 21403
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  /47

  $774,900

  $25K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,064 Sq Ft

  32 Cornhill St, Annapolis, MD 21401

  Great historic home built in 1850 in the heart of downtown historic Annapolis. Completely renovated and remodeled in 2023. New kitchen, new bathroom, recessed lights, new ceiling fans, lighting. Stainless steel appliances. Original hardwood floors. Front bedroom has cathedral ceiling. Exterior home has been completely painted in 2025. New decking off rear of home with a patio. Walking distance to

  Mark Feen Coldwell Banker Realty

  32 Cornhill St, Annapolis, MD 21401
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  /23

  $315,000

  • 1 Bed
  • 1.5 Baths
  • 1,000 Sq Ft

  7101 Bay Front Dr Unit 202, Annapolis, MD 21403

  Experience the Baywoods lifestyle from Unit #202, a beautifully located 1BR/1.5BA cooperative residence in the sought-after Baywoods community of Annapolis. Nestled along the beautiful Chesapeake Bay, Baywoods offers residents the perfect blend of waterfront beauty, maintenance-free living, and a vibrant retirement lifestyle. Unit #202 is ideally located in the North Tower, just steps from the

  Ruth McGovern Long & Foster Real Estate, Inc.

  7101 Bay Front Dr Unit 202, Annapolis, MD 21403
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  /45

  $700,000

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  2020 Quay Village Ct Unit T1, Annapolis, MD 21403

  OPEN Sunday 10 -12 NOOON === 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

  Candice Friday Coastal Realty Maryland

  2020 Quay Village Ct Unit T1, Annapolis, MD 21403
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  /105

  $2,650,000

  • 6 Beds
  • 4.5 Baths
  • 5,918 Sq Ft

  529 Lee Cir, Annapolis, MD 21403

  Annapolis Stunning Coastal Colonial Waterfront Retreat where every day feels like a vacation. Perfectly positioned on the tranquil waters of the Chesapeake Bay tributaries, this extraordinary waterfront residence at 529 Lee Circle offers an exceptional blend of sophisticated coastal design and effortless indoor-outdoor living. Privately nestled among mature trees, the home enjoys a peaceful

  Ani Gonzalez-Brunet Coldwell Banker Realty

  529 Lee Cir, Annapolis, MD 21403
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  /25

  $649,000

  Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 2,600 Sq Ft

  707 Shelton Ave, Annapolis, MD 21401

  Fabulous end unit in highly sought-after Murray Hill! 100% turnkey home is ready for new owners! Just a block from great restaurants, shopping, Maryland Hall for the Creative Arts, water access to coveted Spa Creek, waterfront walking trails, and playgrounds. Easy stroll to the Navy Stadium and a free circulator bus to the City Dock! In the Heart of Annapolis' Arts District, 707 Shelton Avenue

  Alex Tower Sears TTR Sotheby's International Realty

  707 Shelton Ave, Annapolis, MD 21401
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  /53

  $2,950,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 4,466 Sq Ft

  703 Glendon Ave, Annapolis, MD 21403

  TO BE BUILT, luxury home on Back Creek adjacent to Eastport. Quiet dead end street. Only steps away from the community marina with deep water slips. Permits in process for home and private pier. Primary suite on the main level. 5075 sq/ft of finished living space. Intentionally designed large home that can also live small when guests are away. 5br 4.5 Bath with 2 car garage. Offering includes 10'

  Colleen Smith EXP Realty, LLC

  703 Glendon Ave, Annapolis, MD 21403
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  /53

  $2,950,000

  • 4 Beds
  • 5 Baths
  • 3,750 Sq Ft

  238 King George St, Annapolis, MD 21401

  Perfectly positioned on one of the most coveted streets in Historic Annapolis, just steps from State Circle, the United States Naval Academy, City Dock, waterfront dining, boutiques, and yacht clubs, 238 King George Street offers a rare opportunity to own a completely reimagined luxury residence in the heart of Maryland’s capital city. Blending timeless historic charm with the modern conveniences

  Wendy Oliver Coldwell Banker Realty

  238 King George St, Annapolis, MD 21401
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  $1,899,900

  Open Sun 12PM - 2PM $100K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,620 Sq Ft

  3712 Gateshead Dr, Annapolis, MD 21403

  Price reduced, incredible price for Waterfront in prestigious Watergate! Check the comps! Overlooking the protected “hurricane hole” of Watergate Harbor with direct access to the South River near Thomas Point, 3712 Gateshead Drive offers the ultimate lifestyle with waterviews from every room in the home. Located on a street with homes valued at $4 million to $7 million, you get the waterfront

  Melissa Murray Compass

  3712 Gateshead Dr, Annapolis, MD 21403
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  /38

  $775,000

  $25K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  1709 Point no Point Dr, Annapolis, MD 21401

  Major $25,000 price improvement — an incredible opportunity to own a private contemporary retreat in Annapolis! Tucked into one of the area’s most peaceful and private wooded settings, 1709 Point No Point Road offers a rare combination of total seclusion and unbeatable convenience. From the moment you arrive, the striking contemporary architecture, soaring skylights, and walls of windows connect

  Whitney Ward Berkshire Hathaway HomeServices PenFed Realty

  1709 Point no Point Dr, Annapolis, MD 21401
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  /54

  $6,500,000

  • 7 Beds
  • 8.5 Baths
  • 9,026 Sq Ft

  2562 Carrollton Rd, Annapolis, MD 21403

  A truly iconic Annapolis offering, this extraordinarily rare waterfront estate is gracefully set on 7.5 remarkably private acres, showcasing what may be the most breathtaking panoramic views in all of Annapolis. With endless, horizon-stretching vistas that evoke the feel of an oceanfront retreat, the Chesapeake Bay unfolds before you with the Bay Bridge creating a dramatic backdrop in the

  Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

  2562 Carrollton Rd, Annapolis, MD 21403
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  $300,000

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  7101 Bay Front Dr Unit 301, Annapolis, MD 21403

  Perhaps the finest Annapolis has to offer...A premiere, resort style retirement living option for those 60+ Time to let someone one else take care of the daily cooking and cleaning, you only need to relax, socialize with your friends and enjoy all Annapolis, Md has to offer! One monthly fee takes care of ALL utilities, daily meal, weekly cleaning, taxes, insurance, garage parking,

  Diane Gavin Coldwell Banker Realty

  7101 Bay Front Dr Unit 301, Annapolis, MD 21403

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