Looking for another area or price range for Over 55 Communities? Don't forget to check these summaries!
All Luxury Over 55 Communities (500K+)
North and West of Boston 300-500K
South and West of Boston 300K or less
South and West of Boston 300-500K
Need something more specific? Let me know! Matt Heisler
Rare One floor living, with room for guests to visit. This stand-alone Colonial in desired Deerfield Estates, Hopkinton's 55+ Community, puts the primary suite on the fir...
Listing courtesy of Listing Agent: Nancy Mulroy from Listing Office: Coldwell Banker Realty - Worcester.
Rare One floor living, with room for guests to visit. This stand-alone Colonial in desired Deerfield Estates, Hopkinton's Active Adult 55+ Community, puts the primary sui...
Listing courtesy of Listing Agent: Nancy Mulroy from Listing Office: Coldwell Banker Realty - Worcester.
NEW CONSTRUCTION LUXURY 55+ LIVING! Discover Del Webb Chauncy Lake, an exceptional active adult community overlooking 400 acres of open space and just 2 miles from downto...
Listing courtesy of Listing Agent: Erin Sullivan from Listing Office: Pulte Homes of New England.
**COMING SOON!** A rare opportunity in Summerfield at Taft Hill, Uxbridge's desirable 55+ community! This spacious Fairway model, the largest floor plan in the developmen...
Convenient 55+ Living At It’s Finest! Located on a Cul-De-Sac in the Sought out Southborough Meadows. Offering an Open Layout Featuring Gleaming Hardwood Floors and a Vau...
Listing courtesy of Listing Agent: Nicole Esposito from Listing Office: Keller Williams Boston MetroWest.
"Coveted Upton Ridge" This customized Bright, Sunny Tuscan style with oversized windows and has 2800+- square feet of elegant living. Over $100,000 in extras for the lot ...
Listing courtesy of Listing Agent: Matt Cuddy from Listing Office: CUDDY Real Estate.
This beautiful two-bedroom residence in desirable Westbrook Crossing offers an inviting layout, abundant natural light, gleaming hardwood floors, and freshly painted inte...
Listing courtesy of Listing Agent: Brian Kenneally from Listing Office: Keller Williams Realty.
Resort-style living awaits at Regency at Glen Ellen! This beautifully maintained townhome offers an exceptional combination of luxury, comfort, and convenience, with a th...
Listing courtesy of Listing Agent: Amanda French from Listing Office: Today Real Estate, Inc..
New construction at Chauncy Lake—welcome home to Westborough’s premier 55+ age-restricted community. Don’t miss this premium third-floor residence, ready for end of year ...
Listing courtesy of Listing Agent: Erin Sullivan from Listing Office: Pulte Homes of New England.
Discover the perfect blend of comfort, elegance, and carefree living in this beautifully maintained 55+ single-family home. Thoughtfully designed for effortless single-le...
Listing courtesy of Listing Agent: Patricia Provencher from Listing Office: Berkshire Hathaway HomeServices Evolution Properties.
Welcome to Cain's Crossing, an exclusive 11-home, 55+ adult community in Southborough! This detached single-family home offers a wonderful blend of comfort, style, and lo...
Listing courtesy of Listing Agent: Hillary Swenson Corner from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
Tucked away on a quiet cul-de-sac in The Village in Medfield, this beautifully landscaped Colonial offers a relaxed lifestyle in a 55+ community close to the heart of tow...
Listing courtesy of Listing Agent: Kandi Pitrus from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
Don't miss this one! Pristine condition and private location surrounded by Green Space! Abundant ambient light throughout this two bedroom, 3.5 bath townhome at Stonebroo...
Listing courtesy of Listing Agent: Joseph P. Ferrazzi from Listing Office: TRG Realty Services.
EXTRAORDINARY WATERFRONT RETREAT! Discover unparalleled privacy and sophistication in this custom stucco residence, beautifully nestled on 3.56 acres overlooking a pictur...
Listing courtesy of Listing Agent: Kim Foemmel from Listing Office: Foemmel Fine Homes.
Welcome home to this lovely, move in ready, sun filled colonial. Nestled near the end of a cul-de-sac subdivision this home offers everything you are looking for! Open f...
Listing courtesy of Listing Agent: Jeannie Leombruno from Listing Office: Century 21 Custom Home Realty.
TO BE BUILT! Early 2027 Occupancy! Discover elevated 55+ living at Bates Quarry, where thoughtfully designed single-family homes, low-maintenance living, and welcoming am...
Listing courtesy of Listing Agent: Erin Sullivan from Listing Office: Pulte Homes of New England.
Enjoy low-maintenance living at Upton Ridge, a desirable 55+ community just a short stroll from the renowned Shining Rock Golf Course. This beautiful Milan-style two-stor...
Listing courtesy of Listing Agent: Shane Brady from Listing Office: Keller Williams Realty.
Welcome to Shrewsbury's newest Active Adult 55+ Condominium Community. 48-unit Community consists of Detached Single Units and Duplex Buildings surrounded by natural wood...
Listing courtesy of Listing Agent: Julie Venincasa from Listing Office: Casa Realty Service.
Discover refined, low-maintenance living at Garrison Place, a distinctive luxury townhouse community, 55+, beautifully sited on more than 30 acres surrounded by picturesq...
Listing courtesy of Listing Agent: Senkler, Pasley & Whitney from Listing Office: Coldwell Banker Realty - Concord.
Welcome Home to 38 Barnes Blvd, a stunning custom designed single family detached home in Enclave at Hudson; a desirable active adult condo community, where refined luxur...
Listing courtesy of Listing Agent: Heather Astapoveh from Listing Office: Gibson Sotheby's International Realty.
Welcome home to effortless one-level living in one of Ashland’s most desirable 55+ locations. This pristine free-standing home offers 1690 SF and sits on a premium lot ba...
Listing courtesy of Listing Agent: Rosemary Comrie from Listing Office: Comrie Real Estate, Inc..
Impeccable resale with true attention to detail! The Trails in Hopkinton combines a rich farmland setting with the modern amenities designed for carefree living. Construc...
Listing courtesy of Listing Agent: Philip R. Ottaviani from Listing Office: Realty Executives Boston West.
The Reserve at The Trails in Hopkinton is our 4th and final phase. It combines a rich farmland setting with the modern amenities designed for carefree living. This beauti...
Listing courtesy of Listing Agent: Karen Belniak from Listing Office: Realty Executives Boston West.
This gorgeous, impeccably maintained home in the adult Carriage Hill community boasts over 2,200 square feet of living space. From the two-story foyer to a formal dining ...
Listing courtesy of Listing Agent: Lynn Cohen from Listing Office: Team Impressa LLC.
Presented at 51 Lawrence Dr U:51, Franklin, MA, this sophisticated 1,800 square foot detached cape, constructed in 2006, offers a refined living experience. This single-s...
Listing courtesy of Listing Agent: Tara Rak from Listing Office: Keller Williams Elite.
Welcome to Robbins Brook, where easy, carefree living meets spacious, beautifully designed interiors. This inviting 55+ townhouse offers 2 bedrooms, 2.5 baths, and a vers...
Listing courtesy of Listing Agent: Bob Champey from Listing Office: William Raveis R.E. & Home Services.
Welcome to Bigelow Farm, a special 55+ active community. The front entry beckons with a composite porch & then a 2 story foyer as you enter. The chef ready kitchen has ...
Listing courtesy of Listing Agent: Jeri Baily from Listing Office: Coldwell Banker Realty - Worcester.
OPEN HOUSES CANCELED-OFFER ACCEPTED Welcome Home to this beautifully maintained townhouse in Medway's Premier 55+ community offering the perfect combination of modern sty...
Listing courtesy of Listing Agent: Kulesza Mercuri Real Estate Team from Listing Office: RE/MAX Real Estate Center.
Welcome to this beautifully maintained home in desirable Eagle Ridge 55+ community! Offering 1958 square feet of comfortable living space, this spacious 3 bedroom, 2 bath...
Listing courtesy of Listing Agent: Jayne Diliberto Porter from Listing Office: A. J. Homes.
Set against a peaceful woodland backdrop, 13 Garrison Way offers exceptional privacy within Garrison Place, Carlisle’s sought-after 55+ community set on 30 scenic acres. ...
Listing courtesy of Listing Agent: Peggy Dowcett from Listing Office: Coldwell Banker Realty - Concord.
Set against a peaceful woodland backdrop, 13 Garrison Way offers exceptional privacy within Garrison Place, Carlisle’s sought-after 55+ community set on 30 scenic acres. ...
Listing courtesy of Listing Agent: Peggy Dowcett from Listing Office: Coldwell Banker Realty - Concord.
*PRICE REDUCED $25k* Motivated to find the right owner! Welcome to 23 Avebury Lane, Unit 23, a beautiful end-unit townhouse offering an impressive 3,561 square feet of fi...
Listing courtesy of Listing Agent: Rachael Peterson from Listing Office: eXp Realty LLC.
NEW PRICE! $20,000 REDUCTION! EXCEPTIONAL VALUE AT GROUSE HILL! A rare opportunity to own this spectacular 3,128 sq. ft., light-filled end unit in Sudbury's coveted 55+ c...
Listing courtesy of Listing Agent: Sylvia Makarios from Listing Office: Coldwell Banker Realty - Westwood.
READY FOR MOVE-IN THIS DECEMBER! Discover refined 55+ living at Bates Quarry in this fully upgraded, Tuscan-style single-family home within a low-maintenance condominium ...
Listing courtesy of Listing Agent: Erin Sullivan from Listing Office: Pulte Homes of New England.
TO BE BUILT!! Brand-new construction with early 2027 occupancy! Discover elevated 55+ living at Bates Quarry, where thoughtfully designed single-family homes, low-mainten...
Listing courtesy of Listing Agent: Erin Sullivan from Listing Office: Pulte Homes of New England.
The Reserve at The Trails(phase 4) in Hopkinton combines a rich farmland setting with the modern amenities designed for carefree living. Constructed with quality products...
Listing courtesy of Listing Agent: Philip R. Ottaviani from Listing Office: Realty Executives Boston West.
Exceptional location and setting! Beautifully appointed and thoughtfully designed, this turnkey home offers easy, low-maintenance living with no shoveling, mowing, or ext...
Listing courtesy of Listing Agent: Barbra Weisman from Listing Office: Compass.
Discover refined, low-maintenance living at Garrison Place, a distinctive luxury townhouse community, 55+, beautifully sited on more than 30 acres surrounded by picturesq...
Listing courtesy of Listing Agent: Senkler, Pasley & Whitney from Listing Office: Coldwell Banker Realty - Concord.
Special Condominium with many extras to enjoy. HOA of $749.22 INCLUDES HEAT AND HOT WATER. Actual HOA Cost is approximately $375.00 NEW FLOORING TO BE INSTALLED. OP...
Listing courtesy of Listing Agent: Barbara Matyi from Listing Office: Waybridge Realty.
Welcome to a lifestyle reimagined at Baiting Brook Farm, a brand-new 55+ active adult community in the scenic countryside of North Framingham. As Massachusetts' first Agr...
Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.
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