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Homes for Sale in 55+ Communities in Annapolis, MD

15 homes
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78 Old Mill Bottom Rd N Unit 107, Annapolis, MD 21409

Bright, spacious unit at second floor elevation showcases stylish design upgrades throughout! Start an exciting new chapter in this amenity-rich 55+ community conveniently located mere minutes to dow...
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930 Astern Way Unit 609, Annapolis, MD 21401

Experience the best of Heritage Harbour in this rarely available penthouse condo—one of the most spacious units in the building! This stunning two-story home is packed with premium features, offering...
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903 Noah Winfield Ter Unit 303, Annapolis, MD 21409

Stunning Penthouse in Four Seasons at St. Margaret’s – A Premier 55+ Community! Discover luxury and convenience in this beautifully maintained penthouse unit, nestled in the sought-after Four Seasons...
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7101 Bay Front Dr Unit 400, Annapolis, MD 21403

Are you ready to relax and let someone else do the cooking and cleaning? Now is your opportunity! One monthly payment takes care of food, cleaning, ALL utilities, taxes, insurance, maintenance, eve...
Coming soon
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1008 Sextant Ct, Annapolis, MD 21401

Start enjoying the life you've worked so hard for in the sought after, 55+ community of Heritage Harbour. For a low monthly HOA fee you will have access to the ClubHouse, pools, tennis & pickle ball...
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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915 Boom Way, Annapolis, MD 21401

Great opportunity to buy at an affordable price point in Heritge Harbour’s coveted “Skipjack Landing.” Step into sophisticated comfort with this spacious 2,640 sq. ft. end of group colonial townhouse...
Price drop
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78 Old Mill Bottom Rd N Unit 108, Annapolis, MD 21409

Modern Luxury Meets Active Living at The Element! Welcome to this newly built active-adult (one resident must be 55+ years old) community designed for resort-style living just minutes from historic A...
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803 Coxswain Way Unit 302, Annapolis, MD 21401

ASK LISTING AGENT HOW YOU CAN BUY THIS BEAUTIFUL CONDO WITH VERY LITTLE $$ OUT OF POCKET AND NO MORTGAGE INSURANCE!! Enjoy this spacious 2BR 2 FULL BATH 1474 Sq ft 3rd floor Condo with elevato...
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940 Astern Way Unit 409, Annapolis, MD 21401

Welcome to your serene retreat in this highly sought-after 55+ community, where resort-style living meets the comforts of home. This beautifully maintained 2-bedroom, 2-bath condominium offers a spac...
Price drop
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505 Coover Rd, Annapolis, MD 21401

This stunning home is a true standout! Thoughtfully maintained by a meticulous owner, it boasts an inviting open floor plan with 2,698 sqft of finished space, soaring vaulted ceilings, elegant custom...
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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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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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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...
Coming soon
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78 Old Mill Bottom Rd N Unit 101, Annapolis, MD 21409

Welcome to The Element at Mill Creek, an exclusive 55+ community offering luxury, low-maintenance living just minutes from historic Annapolis. This stunning first-floor corner unit is filled with nat...