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
Beautiful end unit lovingly maintained by the original owner. Large airy rooms with an open floor plan. The kitchen features warm wooden cabinety and a Corian counter top...
Listing courtesy of Listing Agent: Donna Gittelsohn from Listing Office: Coldwell Banker Realty - Framingham.
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.
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.
Your next chapter starts here! Pennington Crossing is a beautifully maintained 55+ pet friendly community offering an inviting clubhouse perfect for gatherings and entert...
Listing courtesy of Listing Agent: Glenna Gelineau from Listing Office: Gelineau & Associates, R.E..
Looking for low-maintenance living with plenty of space and style? This exceptional townhome in Brierly Pond, a sought after premier adult community in Millbury, has just...
Listing courtesy of Listing Agent: Colleen Crowley from Listing Office: Lamacchia Realty, Inc..
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.
Welcome to Stone Hill Condominium in Northbridge MA. This beautifully well maintained ranch-style condo offers approximately 1,670 square feet of finished living space, t...
Listing courtesy of Listing Agent: Jhozilene Grabau from Listing Office: Berkshire Hathaway Home Services Commonwealth Real Estate.
Welcome to this stunning 2-bedroom, 2-bathroom condo in a sought-after 55+ community in Sharon, MA! This unit features an open floor plan with a spacious living and dinin...
Listing courtesy of Listing Agent: Phillip Gendreau from Listing Office: Strive Realty.
Welcome to this stunning 1-bedroom, 1.5-bathroom condo in a sought-after 55+ community in Sharon, MA! This unit features an open floor plan with a spacious living and din...
Listing courtesy of Listing Agent: Phillip Gendreau from Listing Office: Strive Realty.
CORNER UNIT! Welcome to this stunning 2-bedroom, 2-bathroom condo in a sought-after 55+ community in Sharon, MA! This unit features an open floor plan with a spacious liv...
Listing courtesy of Listing Agent: Phillip Gendreau from Listing Office: Strive Realty.
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..
Most sought after over 55 complex, Brierly Pond condominiums. Well-established tree-lined streets surrounded by woods. Clubhouse with a beautiful lake view and so much mo...
Listing courtesy of Listing Agent: Ron Arpino from Listing Office: REMAX Executive Realty.
Welcome to this beautifully maintained 2-bedroom, 1.5-bath townhouse in Olde Canal Village, an established 55+ community. Pride of ownership is evident throughout this br...
Listing courtesy of Listing Agent: Jackie Crawford Ross from Listing Office: REMAX Executive Realty.
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..
Move right into this beautifully maintained condo featuring a bright, open floor plan with a spacious living room and dining room. A French door leads to a lovely three...
Listing courtesy of Listing Agent: Nelson Zide from Listing Office: ERA Key Realty Services- Fram.
IMMED OCCUP POSS or SUBJECT to BUYER’S HOME SALE! Owner says, “Let’s make a deal! Fabulous Cent Air Home w garage located in sought after Orchard Hill Condominiums for ag...
Listing courtesy of Listing Agent: Marilyn Smith from Listing Office: Marilyn L. Smith R. E..
Welcome to your dream home in the highly sought-after adult community of Brierly Pond in Millbury! This gorgeous, move-in-ready townhouse offers an exceptional layout w n...
Listing courtesy of Listing Agent: Colleen Crowley from Listing Office: Lamacchia Realty, Inc..
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.
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.
Stunning sun-filled end unit in the 55+Community of Orchard Meadows with a 2-car garage. Meticulously maintained by original owner, this corner unit located at top of hi...
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.
This top tier upgraded unit is available now, so why wait for new construction when you can move right in? Unlike base models offered by the sales office, this home featu...
Listing courtesy of Listing Agent: Justin Panarelli from Listing Office: Panarelli Properties, Inc..
Welcome home to this well appointed 2-bedroom townhome, tucked away in Millbury’s premier 55+ Brierly Pond II complex. Enter inside to beautiful HW floors. The heart of t...
Listing courtesy of Listing Agent: Donna Duca from Listing Office: Lamacchia Realty, Inc..
Presenting a remarkable residence at 4204 Peters Farm Way U:204 in Westborough, MA This recently constructed condominium, built in 2022, The expansive 956 square feet o...
Listing courtesy of Listing Agent: Deanna Blais from Listing Office: ERA Key Realty Services - Distinctive Group.
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