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Nestled in the serene enclave of Cape St. John, this exquisite coastal residence offers a harmonious blend of luxury and comfort, perfectly designed for an elevated lifes...
- 5 Beds
- 7 Baths
- MDAA2156764 MLS
There is something special about life on the Chesapeake Bay, and this exceptional end-unit residence captures it beautifully. Ideally positioned where the Channel meets t...
- 2 Beds
- 2 Baths
- MDAA2154988 MLS
Located on a private 2.5-acre lot in Wimbledon Farms, this waterfront estate home, designed by Cathy Purple Cherry and constructed by West River Builders, is truly a mast...
- 6 Beds
- 10 Baths
- MDAA2154762 MLS
Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally located within walking distance of dow...
- 4 Beds
- 4 Baths
- MDAA2156430 MLS
There is something unmistakably special about life in Eastport—and 820 Bay Ridge Ave captures it beautifully. Set within coveted Sailor’s Quay, this exceptional residence...
- 4 Beds
- 5 Baths
- MDAA2156026 MLS
- Sailor's Quay Bldg.
Nearly new and beautifully appointed, this exceptional 5-bedroom home with potential for a 6th bedroom offers impressive space, sophisticated finishes, and a coveted sett...
- 5 Beds
- 5 Baths
- MDAA2155912 MLS
New construction from acclaimed local builder, Sturbridge Homes! This spectacular home offers over 3,900 square feet of finished space in the heart of Annapolis's Homewoo...
- 6 Beds
- 6 Baths
- MDAA2155698 MLS
Spectacular water-view home nestled at the tip of the Eastport Peninsula in coveted Chesapeake Landing, a premier gated community. Set within the vibrant Maritime Republ...
- 3 Beds
- 4 Baths
- MDAA2155110 MLS
- Chesapeake Landing Condo Bldg.
Experience effortless waterfront living at The Point on Spa Creek, where this beautifully appointed entry-level residence combines exceptional convenience with captivatin...
- 1 Beds
- 2 Baths
- MDAA2150706 MLS
- The Point Condo Bldg.
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 dinin...
- 2 Beds
- 2 Baths
- MDAA2154658 MLS
This is a sought after MAIN FLOOR, END UNIT*** Look at the floor plan (first shot in the photos) and see the difference***Light and open, this home has been completely r...
- 2 Beds
- 2 Baths
- MDAA2154424 MLS
You’ve experienced Eastport. You’ve admired the effortless ease of its residents, and now you’re . Embrace that coveted, walkable, waterfront lifestyle. This enchanting, ...
- 3 Beds
- 2 Baths
- MDAA2150422 MLS
An exceptional offering in the heart of Eastport, where beautifully considered interiors, generous outdoor space and coveted off-street parking come together in a remarka...
- 3 Beds
- 3 Baths
- MDAA2154492 MLS
Waterfront on the Chesapeake Bay! Welcome to 7017 Bay Front Drive, a charming two-story summer cottage in Annapolis with unobstructed views of the Bay and Bay Bridge. Wat...
- 2 Beds
- 3 Baths
- MDAA2154564 MLS
This exceptional 4 bedroom, 2 full baths, 2 half bath Coastal Contemporary residence captures the essence of Eastport living, where walkability, water access, and a vibra...
- 4 Beds
- 4 Baths
- MDAA2142904 MLS
Welcome to 3320 Arundel on the Bay Road—where relaxed coastal living meets thoughtful design in the water-privileged community of Oyster Harbor. This beautifully maintain...
- 3 Beds
- 4 Baths
- MDAA2141892 MLS
Bay Ridge Waterfront! Built by Pilli Custom Homes and beautifully curated by Erin Paige Pitts Interiors, this exceptional waterfront residence blends timeless architectur...
- 5 Beds
- 7 Baths
- MDAA2152184 MLS
ALL PARTIES MUST SIGN HOLD HARMLESS AGREEMENT AND RETURN TO LISTING AGENT PRIOR TO ACCESSING THE PROPERTY. Welcome to an exceptional opportunity to build your dream water...
- 4 Beds
- 4 Baths
- MDAA2153096 MLS
Discover the pinnacle of contemporary waterfront living in this extraordinary new construction residence by Cypress Homes, perfectly sited on a spectacular peninsula alon...
- 5 Beds
- 5 Baths
- MDAA2152558 MLS
Brand new to the market in enchanting Epping Forest—one of Annapolis’ most sought-after gated, waterfront communities. Perched among the higher elevations, this home offe...
- 3 Beds
- 3 Baths
- MDAA2139650 MLS
Welcome to this beautifully maintained townhome in Eastport’s sought-after Boucher Place community, where timeless design meets effortless, low-maintenance living. Built ...
- 3 Beds
- 4 Baths
- MDAA2152318 MLS
Updated home in Fishing Creek Farm on over an acre with a pool. This property is being entered into the MLS for comparable purposes only. For any questions regarding the ...
- 5 Beds
- 5 Baths
- MDAA2151994 MLS
Set above the South River on 1.28 acres, 2758 Bon Haven Lane offers the feeling of a private waterfront retreat without sacrificing everyday convenience. Mature trees and...
- 3 Beds
- 3 Baths
- MDAA2152078 MLS
Enjoy living in the heart of Eastport, where charming streets, waterfront parks, and a vibrant dining scene create one of Annapolis' most coveted lifestyles. This invitin...
- 3 Beds
- 4 Baths
- MDAA2148640 MLS
Welcome to the sought-after waterfront community of Chesapeake Harbour! This beautiful 2-bedroom, 2.5-bath end unit condo offers a spacious, light-filled floor plan with ...
- 2 Beds
- 3 Baths
- MDAA2151662 MLS
LOCK AND LEAVE CAREFREE LIFESTYLE IN A WATERFRONT GATED COMMUNITY! DESIGNER SHOWCASE including a custom painted entry that draws you in the moment you open the door. ...
- 3 Beds
- 3 Baths
- MDAA2145640 MLS
An Eastport waterfront home located on Spa Creek set on a prominent .165-acre site once part of a historic city park, this property offers approximately 3000 above grade...
- 4 Beds
- 4 Baths
- MDAA2133542 MLS
Experience the perfect blend of modern luxury and waterfront living at 1412 Ellis Road in the highly sought-after, water-privileged community of Oyster Harbor. This beaut...
- 4 Beds
- 3 Baths
- MDAA2150794 MLS
New Construction in desirable Bay Ridge. Lot is prepped and construction is ready to start. This coastal cottage has sweeping views of the Chesapeake Bay from the rear...
- 4 Beds
- 4 Baths
- MDAA2150740 MLS
Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home b...
- 4 Beds
- 4 Baths
- MDAA2151212 MLS
YOU'LL HAVE IT MADE IN THE SHADE HERE! 2026 UPDATES include BRAND NEW HEAT PUMP, NEW ROOF & SKYLIGHTS W/REMOTE OPERATED MINI-BLINDS, NEW WASHER & DRYER, NEW LUXURY VINY...
- 4 Beds
- 2 Baths
- MDAA2150576 MLS
Sunsets, Water Views & Effortless Coastal Living in Hillsmere Perfectly positioned on one of the quietest streets in Hillsmere, this exceptional residence offers breathta...
- 5 Beds
- 4 Baths
- MDAA2149706 MLS
Multiple offer situation. The seller has established a deadline for all final offers or revisions for tomorrow, Saturday, 6/13/26, at 6:00 PM. Waterfront Home for Sale i...
- 4 Beds
- 3 Baths
- MDAA2143526 MLS
Standing proudly along the South River, just minutes from downtown Annapolis and the open waters of the Chesapeake Bay, this custom-built 2015 shingle-style residence cap...
- 3 Beds
- 4 Baths
- MDAA2143624 MLS
This exceptional 3-bedroom, 2.5-bath sun-drenched contemporary home sits on a spacious Eastport corner lot. Enjoy the vibrant Eastport lifestyle from your newly updated, ...
- 3 Beds
- 3 Baths
- MDAA2144320 MLS
Stunning Waterfront Coastal Retreat on Oyster Creek with Breathtaking Sunsets! This exceptional 4-bedroom, 4-bathroom home is perfectly situated on the shores offering un...
- 4 Beds
- 4 Baths
- MDAA2116986 MLS
Tucked along the protected waters of Ramsgate Harbor with direct access through the canal to the South River and the Chesapeake Bay beyond, this exceptional waterfront re...
- 6 Beds
- 4 Baths
- MDAA2145168 MLS
NOW WITH IMPROVED VIEW! Experience a hassle-free waterfront lifestyle at The Point on Spa Creek, where this stunning condo offers exceptionally easy living with picturesq...
- 3 Beds
- 2 Baths
- MDAA2148832 MLS
- The Point Condo Bldg.
Impressive price reduction makes this unit the best value in Chesapeake Harbour! Watch sunrises over the Chesapeake Bay from this airy condo in amenity-rich Chesapeake H...
- 2 Beds
- 2 Baths
- MDAA2137422 MLS
Experience the ease of waterfront living on Oyster Creek, where direct access to the Chesapeake Bay places boating, waterfront dining, and endless days on the water just ...
- 4 Beds
- 4 Baths
- MDAA2144542 MLS
A new standard of waterfront living unfolds at the South Annapolis Yacht Centre, a boutique enclave of just eleven luxury residences rising along the edge of Spa Creek wh...
- 2 Beds
- 3 Baths
- MDAA2135660 MLS
Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in An...
- 4 Beds
- 6 Baths
- MDAA2148092 MLS
520 Harbor Drive isn’t simply another home hitting the market — it’s the opportunity buyers spend months waiting to find in Hillsmere and rarely secure. Perfectly positio...
- 4 Beds
- 3 Baths
- MDAA2142262 MLS
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 ...
- 5 Beds
- 5 Baths
- MDAA2148158 MLS
Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outsi...
- 6 Beds
- 9 Baths
- MDAA2147500 MLS
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 i...
- 5 Beds
- 4 Baths
- MDAA2146036 MLS
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, ...
- 2 Beds
- 2 Baths
- MDAA2147972 MLS
Embrace the ease of true coastal living in this beautifully appointed home, ideally situated just a short stroll from the waterfront and the bustling center of Downtown A...
- 3 Beds
- 4 Baths
- MDAA2137608 MLS
Burley Creek, with its direct passage to Whitehall Bay and the Chesapeake Bay, sets a serene and picturesque stage for this thoughtfully designed waterfront residence, wh...
- 5 Beds
- 5 Baths
- MDAA2141846 MLS
Absolutely transformed with a recently completed interior remodel this stunning contemporary home boasts panoramic water views across Lake Hillsmere and out to the South ...
- 5 Beds
- 5 Baths
- MDAA2134744 MLS
Annapolis Coastal Style Real Estate & Homes
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