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
Easy one-level living, a peaceful setting, and the rare advantage of an attached two-car garage come together at Angell Brook Village, a desirable 55+ community in West B...
Listing courtesy of Listing Agent: Mary G. Wood from Listing Office: Lamacchia Realty, Inc..
Why wait? Come enjoy this beautifully upgraded, move-in-ready home at the prestigious Del Webb Chauncy Lake 55+ community. Perfectly situated on the 4th (TOP) floor, this...
Listing courtesy of Listing Agent: Robert Fontaine from Listing Office: ERA Key Realty Services- Fram.
Welcome home to Robbins Brook, a warm and inviting 55+ community in North Acton. From the moment you step inside, you’ll appreciate the open, comfortable layout and thoug...
Listing courtesy of Listing Agent: Heather Murphy & Team from Listing Office: Keller Williams Realty Boston Northwest.
Rare opportunity in an intimate 55+ community! This light-filled 2-bedroom, 2-bath condo at Sheriff's Meadow offers easy, one-floor living in a community of just 12 homes...
Listing courtesy of Listing Agent: The Rita and Erica Group from Listing Office: Barrett Sotheby's International Realty.
Brand New Construction – Ready for Occupancy! Penthouse residence with southern exposure and abundant natural light in a highly sought-after top-floor location overlookin...
Listing courtesy of Listing Agent: Erin Sullivan from Listing Office: Pulte Homes of New England.
Brand-New Luxury Construction – Move-In Ready July 2026! Enjoy low-maintenance living in this stunning Franklin home at Del Webb Chauncy Lake, Massachusetts’ premier 55+ ...
Listing courtesy of Listing Agent: Erin Sullivan from Listing Office: Pulte Homes of New England.
Welcome to Summerfields, Boxborough's premier 55+ community, where elegant design and effortless living come together in this beautifully updated and meticulously maintai...
Listing courtesy of Listing Agent: Knox Real Estate Group from Listing Office: William Raveis R.E. & Home Services.
Enjoy all the benefits of new construction without the wait, while still having the flexibility to plan your move early 2027. The stunning Ivywood floor plan is loaded wi...
Listing courtesy of Listing Agent: Erin Sullivan from Listing Office: Pulte Homes of New England.
Brand-New Construction – Ready for Early 2027 Occupancy! Experience effortless luxury living in this beautifully designed Jamestown home at Chauncy Lake, Westborough’s pr...
Listing courtesy of Listing Agent: Erin Sullivan from Listing Office: Pulte Homes of New England.
Downsize without compromise at Hillside Village! Designed for those ready to simplify while still enjoying the space, privacy, and comforts of a larger home, this beautif...
Listing courtesy of Listing Agent: Karen Packard from Listing Office: Karen Packard Real Estate Inc..
~~Welcome to 250 Main St. Unit 108B in Hudson at The Esplanade!~~ Live on America’s BEST Main Street! Hudson’s award-winning downtown is right outside your door with a u...
Listing courtesy of Listing Agent: Michelle Horan from Listing Office: Entryway Real Estate.
Brand-New Construction! Be among the first to secure your preferred home in this highly anticipated new building release at Del Webb Chauncy Lake, Westborough’s premier 5...
Listing courtesy of Listing Agent: Erin Sullivan from Listing Office: Pulte Homes of New England.
Make your move into Del Webb Chauncy Lake, Westborough’s premier 55+ active adult community! Brand-new construction with early 2027 occupancy, this Carlisle design offers...
Listing courtesy of Listing Agent: Erin Sullivan from Listing Office: Pulte Homes of New England.
Brand-new construction ready for occupancy in early 2027! Welcome to Del Webb Chauncy Lake, a premier 55+ active adult community set on 400 acres of open space, just 2 mi...
Listing courtesy of Listing Agent: Erin Sullivan from Listing Office: Pulte Homes of New England.
This beautifully upgraded second floor corner unit offers exceptional privacy and a peaceful setting, with pastoral views across open fields and treetop vistas beyond wit...
Listing courtesy of Listing Agent: Mary G. Wood from Listing Office: Lamacchia Realty, Inc..
Presenting a distinguished single-family residence at 18 Tea Party Circle, Holden, MA, constructed in 2023 and encompassing 2028 square feet of meticulously designed livi...
Listing courtesy of Listing Agent: Barbara Piecewicz from Listing Office: Paramount Properties LLC.
Welcome to Regency at Bolton, a 55+ active adult community. 55 Pondside Dr is a bright and open unit with soaring ceilings, cathedral style large windows. First floor ha...
Listing courtesy of Listing Agent: Maria Koral from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
Under construction home in Harmony Place - Rutland's Newest 55+ Community. This beautiful, well-built attached home offers 1,447 sq ft of single-level living area, a prim...
Listing courtesy of Listing Agent: Karin Anderson from Listing Office: Harbor Classic Realty.
Under construction home in Harmony Place - Rutland's Newest 55+ Community. This beautiful, well-built attached home offers 1,447 sq ft of single-level living area, a prim...
Listing courtesy of Listing Agent: Karin Anderson from Listing Office: Harbor Classic Realty.
Under construction home in Harmony Place - Rutland's Newest 55+ Community. This beautiful, well-built attached home offers 1,582 sq ft of single-level living area, a prim...
Listing courtesy of Listing Agent: Karin Anderson from Listing Office: Harbor Classic Realty.
Under construction home in Harmony Place - Rutland's Newest 55+ Community. This beautiful, well-built attached home offers 1,582 sq ft of single-level living area, a prim...
Listing courtesy of Listing Agent: Karin Anderson from Listing Office: Harbor Classic Realty.
Under construction home in Harmony Place - Rutland's Newest 55+ Community. This beautiful, well-built attached home offers 1,582 sq ft of single-level living area, a prim...
Listing courtesy of Listing Agent: Karin Anderson from Listing Office: Harbor Classic Realty.
Welcome to this lovely condo in the desirable Westridge Community. Enjoy the open floor plan that seamlessly transitions between the living and dining areas. The living a...
Listing courtesy of Listing Agent: Teri Manning from Listing Office: Keller Williams Pinnacle MetroWest.
MOVE IN TODAY—Rare LAKEVIEW with GARAGE at Del Webb Chauncy Lake.Why wait for construction when this exceptional 3rd-floor corner unit is ready right now? Stunning lake v...
Listing courtesy of Listing Agent: Martha Convers from Listing Office: Lamacchia Realty, Inc..
Rarely available, this desirable two-bedroom, two-bath residence at Ryan Estate, Lincoln's coveted 55+ active adult community, offers the perfect blend of comfort, conven...
Listing courtesy of Listing Agent: Terry Perlmutter from Listing Office: Barrett Sotheby's International Realty.
Enjoy the benefits of new construction without the wait! This 3-year-young 1-bed, 1-bath condo at Del Webb at Chauncy Lake in Westborough’s premier 55+ community is stunn...
Listing courtesy of Listing Agent: Katie Mulcahy from Listing Office: Mathieu Newton Sotheby's International Realty.
Easy living in the sought-after 55+ community of Summerfields! This well maintained townhouse, with included warranty, has a comfortable layout and thoughtful details thr...
Listing courtesy of Listing Agent: Janice VanDerAa from Listing Office: Keller Williams Realty Boston Northwest.
Exceptional Like-New Condo located in the Highly Desirable 55+ Lux community of Chauncy Lake. 1,121 sq.ft. of Thoughtfully Designed Living Space,w/ Upscale Finishes throu...
Listing courtesy of Listing Agent: Pierre Boucher from Listing Office: RE/MAX Prof Associates.
Before paying builder prices, discover this beautifully upgraded, move-in-ready Chauncy Lake / Del Webb home that offers luxury finishes, a private garage spot ($25k-30k ...
Listing courtesy of Listing Agent: Robert Fontaine from Listing Office: ERA Key Realty Services- Fram.
Presenting an exceptional opportunity at 12101 Peters Farm Way U:12101, Westborough, MA, a meticulously maintained condominium constructed in 2021. This attractive proper...
Listing courtesy of Listing Agent: Kathleen Spangler from Listing Office: Spangler SELECT.
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