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Homes for Sale in 55+ Communities in Annapolis, MD

17 homes
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102 Charles St, Annapolis, MD 21401

​Charming 2-bedroom, 2.5-bathroom corner townhome located in the heart of sought-after historic downtown Annapolis. This enchanting residence seamlessly blends classic character with modern comforts,...
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924 Schooner Cir, Annapolis, MD 21401

(BACK ON THE MARKET) Welcome to 924 Schooner Circle and experience the perfect blend of comfort and convenience in the well maintained detached Rambler features all main-level living in the sought...
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976 Riversedge Cir, Annapolis, MD 21401

Welcome to 976 Riversedge Circle, beautifully updated and ideally suited for its new owner! This townhome offers everything you could ask for in a 55+ community at a fantastic value. You will enjoy s...
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831 Coxswain Way, Annapolis, MD 21401

You won't want to miss out on this move-in ready Single-family Rambler home at townhouse pricing in Heritage Harbour! This 2 bedroom, 2 bathroom with office/den home offers a thoughtful layout design...
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528 Coover Rd, Annapolis, MD 21401

Welcome to this beautifully updated single-family home in the highly sought-after 55+ community of Heritage Harbour! This gem combines comfort, convenience, and resort-style living, making it the per...
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940 Astern Way Unit 504, Annapolis, MD 21401

Charming 2 bedroom, 2 bath condo for sale in the heart of Heritage Harbour's 55+ retirement community. This stunning fifth-floor condo offers the perfect blend of comfort, style and convenience, maki...
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940 Astern Way Unit 109, Annapolis, MD 21401

First floor 2 Bedroom, 2 Bath Benton Model with sunroom in The Reserve at Heritage Harbour, an over 55+ community! Kitchen with granite countertop offers breakfast bar, cooktop, wall oven & built ...
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7101 Bay Front Dr Unit 400, Annapolis, MD 21403

Isn't this how you always envisioned retirement!! A premiere life of luxury overlooking the shores of the Chesapeake Bay! Brand new hardwood flooring throughout the entire unit and complete interior...
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905 Noah Winfield Ter Unit 101, Annapolis, MD 21409

Welcome to the beautiful Four Seasons at St Margarets. The very best 55+ active adult community in the Annapolis Area. This gated community provides privacy as well as a great neighborhood communit...
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1270 Swan Dr, Annapolis, MD 21409

Waterfront Retreat on Little Magothy River, Annapolis. Welcome to this exquisite waterfront home situated on the scenic Little Magothy River in Annapolis complete with (Elevator) making this your f...
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78 Old Mill Bottom Rd N Unit 407, Annapolis, MD 21409

FINAL TOP-FLOOR UNIT IN FIRST BUILDING!! IMMEDIATE DELIVERY WITH GARAGE PARKING INCLUDED! Step into this brand new spacious unit with large private balcony at fifth-floor elevation. Four tray ceiling...
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78 Old Mill Bottom Rd N Unit 103, Annapolis, MD 21409

Building One Nearly Sold Out - Model Home Now For Sale! Bright unit showcasing stunning design upgrades throughout. Start an exciting new chapter in this amenity-rich 55+ community conveniently locat...
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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...
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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...
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2900 Shipmaster Way Unit 315, Annapolis, MD 21401

Don't miss out—take advantage of this fantastic opportunity as a buyer! Discover your dream retirement lifestyle in this spectacular completely renovated 2-bedroom, 2-bathroom condo nestled within th...
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78 Old Mill Bottom Rd N Unit 212, Annapolis, MD 21409

Building One Nearly Sold Out - Model Home Now For Sale! Bright, spacious corner unit showcasing stunning design upgrades throughout. Start an exciting new chapter in this amenity-rich 55+ community c...
Price drop
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940 Astern Way Unit 405, Annapolis, MD 21401

Beautifully Staged condominium The Reserve at Heritage Harbour. One of the largest units with larger glass enclosed sunroom. Features security entrance and beautifully maintained grounds. This 55+ co...