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Vacation Homes for Sale in Annapolis, MD

11 homes
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300 Durmont Ln, Annapolis, MD 21401

STATELY GRACIOUS & SPACIOUS COLONIAL in the picturesque, water privileged PRESERVE AT BROAD CREEK! Experience peaceful wooded surrounds mere minutes from major commuter routes, Westfield & Towne Cen...
New
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2202 Chesapeake Harbour Dr, Annapolis, MD 21403

Enjoy an Annapolis vacation lifestyle in amenity rich Chesapeake Harbour! Southeast exposure from this light filled end unit with a wrap around deck overlooking the Chesapeake Harbour marina with sli...
New
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981 Westway, Annapolis, MD 21409

Make this 4 bedroom, 2 full bathroom home your own. Nicely situated on almost a 1/4 acre with a large backyard. This home showcases an updated kitchen, a separate eating area, and a living room. The ...
New
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542 Fawns Walk, Annapolis, MD 21409

Charming Townhouse in Quaint Woods Landing – A Tranquil Retreat Awaits! Tucked away in the picturesque community of Woods Landing, this stunning three-story townhouse offers the perfect blend of com...
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7011 Bay Front Dr, Annapolis, MD 21403

Enjoy this charming beachfront Chesapeake Bay cottage with incredible views of the Bay Bridge and amazing sunrises while you finalize plans for your dream home. Open floor plan is filled with light,...
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1009 Monroe St, Annapolis, MD 21403

🏡 STUNNINGLY UPDATED HOME IN EASTPORT! 🌊✨ Don't miss this incredible opportunity to own a beautifully renovated 5-bedroom, 3-bathroom home in the highly sought-after community of Eastport, Annapol...
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68 E Lake Dr, Annapolis, MD 21403

BAY RIDGE WATERFRONT! Great opportunity for a wonderful home with stunning water views of Lake Ogleton in the coveted Bay Ridge community! This 4 bedroom, 4 bath home features vaulted ceilings, scree...
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1576 Bay Head Rd, Annapolis, MD 21409

As you make your way down the quarter-mile private road, passing one of the area's last working farms and historic tobacco barns, you arrive at 1576 Bay Head Road—a breathtaking waterfront sanctuary ...
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78 Old Mill Bottom Rd N Unit 207, Annapolis, MD 21409

Building One Nearly Sold Out - Model Home Now For Sale! Bright, spacious unit showcasing gorgeous design upgrades throughout. Start an exciting new chapter in this amenity-rich 55+ community convenie...
Price drop
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78 Old Mill Bottom Rd N Unit 112, Annapolis, MD 21409

IMMEDIATE DELIVERY! Experience luxury living in this exquisite NEW CORNER UNIT bathed in natural light! GARAGE Parking Included! Delight in a true Chefs Kitchen with gorgeous cabinetry, gas cooktop a...
Price drop
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1718 Holly Beach Farm Rd, Annapolis, MD 21409

Incredible 6+ acre waterfront property in Annapolis - Close to everything but yet very private and serene Easy commute to DC, VA and Baltimore Deep water dock with easy access to the Bay. The grand...