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Massachusetts 55+ active adult communities & homes for sale - Page 3

152 communities near Massachusetts

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Balancing Rock
$500ks - $600ks
Balancing Rock, Holliston, MA
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 49 homes
Cranberry Grove
$200ks - $300ks
Cranberry Grove, Wareham, MA
Resale Only | 55+ age-restricted | Built 2001 - 2001 | 36 homes
Kensington at The Pinehil...
$500ks
Kensington at The Pinehil..., Plymouth, MA
New Construction | Age-targeted | Built 2017 - present | 17 homes
Arbor Hills
$400ks - $500ks
Arbor Hills, Kingston, MA
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 54 homes
Mattapoisett Landing
$400ks - $500ks
Mattapoisett Landing, Mattapoisett, MA
Resale Only | 55+ age-restricted | Built 2012 - 2015 | 27 homes
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Rockwood Meadows
$600ks - $700ks
Rockwood Meadows, Upton, MA
New Construction | 55+ age-restricted | Built 2016 - present | 58 homes
Spring Meadow
$400ks - $500ks
Spring Meadow, Hanover, MA
Resale Only | 55+ age-restricted | Built 2004 - 2007 | 39 homes
Rockland Glen
$300ks - $500ks
Rockland Glen, Rockland, MA
Resale Only | 55+ age-restricted | Built 2008 - 2015 | 60 homes
Forest Glen
$400ks - $500ks
Forest Glen, Uxbridge, MA
New Construction | 55+ age-restricted | Built 2018 - present | 44 homes
Northside Meadows
$600ks - $700ks
Northside Meadows, Framingham, MA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Wyman Farms
$500ks - $900ks
Wyman Farms, Shrewsbury, MA
New Construction | 55+ age-restricted | Built 2017 - present | 26 homes
Rolling Mill
$600ks - $700ks
Rolling Mill, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2018 - 2021 | 46 homes
59 North Main
$900ks
59 North Main, Sherborn, MA
New Construction | 55+ age-restricted | Built 2019 - present | 12 homes
The Cottages at Lebaron H...
$500ks - $600ks
The Cottages at Lebaron H..., Lakeville, MA
New Construction | 55+ age-restricted | Built 2019 - present | 32 homes
The Lanterns at Warren Wo...
$500ks - $700ks
The Lanterns at Warren Wo..., Ashland, MA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 93 homes
Brooksmont
$400ks - $600ks
Brooksmont, Holliston, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes
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Questions? Call us: (888) 625-4885
Brookside Village
$700ks
Brookside Village, Walpole, MA
Resale Only | 55+ age-restricted | Built 2018 - 2018 | 30 homes
Wolcott Woods
$1Ms
Wolcott Woods, Milton, MA
New Construction | 55+ age-restricted | Built 2020 - present | 54 homes
Liberty Woods
$600ks - $700ks
Liberty Woods, Hanson, MA
New Construction | 55+ age-restricted | Built 2023 - present | 56 homes
Bartlett Hill
$300ks - $400ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Bartlett Hollow
$200ks - $400ks
Bartlett Hollow, Middletown, CT
New Construction | 55+ age-restricted | Built 2015 - present | 25 homes
The Atrium of Portland
<$100k
The Atrium of Portland, Portland, CT
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 56 homes
Shaker Heights
$400ks - $500ks
Shaker Heights, Enfield, CT
New Construction | 55+ age-restricted | Built 2018 - present | 77 homes
Bramble Ridge
$300ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes
Autumn Fields
$200ks - $300ks
Autumn Fields, Enfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes
Stone Castle Estates
$200ks - $600ks
Stone Castle Estates, Methuen, MA
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 89 homes
English Commons at Topsfi...
$800ks - $900ks
English Commons at Topsfi..., Topsfield, MA
Resale Only | 55+ age-restricted | Built 2010 - 2014 | 49 homes
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Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
Angell Brook Village
$300ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
Pheasant Hill
$300ks - $400ks
Pheasant Hill, Northborough, MA
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Whitestone Village
$400ks - $500ks
Whitestone Village, Groveland, MA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 100 homes
The Village at Westminste...
$400ks - $500ks
The Village at Westminste..., Holden, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes
The Villages at Crane Mea...
$400ks
The Villages at Crane Mea..., Marlborough, MA
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes
The Seasons at Salisbury
$400ks - $500ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
Rolling Green at Topsfiel...
$600ks - $800ks
Rolling Green at Topsfiel..., Topsfield, MA
Resale Only | 55+ age-restricted | Built 2014 - 2014 | 30 homes
Trail Ridge at Harvard
$700ks
Trail Ridge at Harvard, Harvard, MA
Resale Only | 55+ age-restricted | Built 2008 - 2023 | 52 homes
Enclave at Hudson
$800ks - $1Ms
Enclave at Hudson, Hudson, MA
New Construction | 55+ age-restricted | Built 2021 - present | 64 homes
Village at Silver Hill
$1Ms - $2Ms
Village at Silver Hill, Weston, MA
New Construction | 55+ age-restricted | Built 2021 - present | 8 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Bates Quarry
Bates Quarry, Walpole, MA
New Construction | 55+ age-restricted | Built 2025 - present | 100 homes
Hawthorn Preserve
$900ks - $1Ms
Hawthorn Preserve, Braintree, MA
New Construction | 55+ age-restricted | Built 2025 - present | 51 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
New 30 Coppersmith 30 COPPERSMITH WAY 412, CANTON, MA, 0202..., Canton, MA 02021
$786,650

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

30 COPPERSMITH WAY 412, CANTON, MA, 0202...
Community: 30 Coppersmith
New Martins Landing 320 MARTINS LNDG 509, NORTH READING, MA,..., North Reading, MA 01864
$824,995

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 509, NORTH READING, MA,...
Community: Martins Landing
New Martins Landing 320 MARTINS LNDG 307, NORTH READING, MA,..., North Reading, MA 01864
$774,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 307, NORTH READING, MA,...
Community: Martins Landing
New The Gardens of Wilbraham 79 CHERRY DR 79, WILBRAHAM, MA, 01095, Wilbraham, MA 01095
$435,000

2 beds

|

2 baths

|

1,376 sq ft

|

Condo

79 CHERRY DR 79, WILBRAHAM, MA, 01095
New The Village at Orchard Meadows 79 ORCHARD MEADOWS DR 79, SHREWSBURY, MA..., Shrewsbury, MA 01545
$534,900

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

79 ORCHARD MEADOWS DR 79, SHREWSBURY, MA...
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
New Oak Point 307 BLUEBERRY CIR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$450,000

3 beds

|

2 baths

|

1,700 sq ft

|

House

307 BLUEBERRY CIR, MIDDLEBORO, MA, 02346
Community: Oak Point
New The Pines at Hathaway Pond 14 HATHAWAY POND CIR 14, ROCHESTER, MA, ..., Rochester, MA 02770
$685,000

2 beds

|

3 baths

|

1,776 sq ft

|

Condo

14 HATHAWAY POND CIR 14, ROCHESTER, MA, ...
New WestRidge 68 HASTINGS RD 68, HUDSON, MA, 01749, Hudson, MA 01749
$850,000

3 beds

|

3 baths

|

2,264 sq ft

|

Condo

68 HASTINGS RD 68, HUDSON, MA, 01749
Community: WestRidge
New Southport 14 STONY BROOK DR 516, MASHPEE, MA, 0264..., Mashpee, MA 02649
$699,000

2 beds

|

3 baths

|

1,792 sq ft

|

Condo

14 STONY BROOK DR 516, MASHPEE, MA, 0264...
Community: Southport
New Pennington Crossing 4402 PENNINGTON DR 4402, WALPOLE, MA, 02..., Walpole, MA 02081
$799,900

2 beds

|

2 baths

|

1,339 sq ft

|

Condo

4402 PENNINGTON DR 4402, WALPOLE, MA, 02...
Community: Pennington Crossing
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
New The Trails 21 BIRKDALE LN 21, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$1,149,000

2 beds

|

4 baths

|

3,610 sq ft

|

Condo

21 BIRKDALE LN 21, HOPKINTON, MA, 01748
Community: The Trails
New Martins Landing 280 MARTINS LNDG 104, NORTH READING, MA,..., North Reading, MA 01864
$559,900

1 beds

|

1 baths

|

972 sq ft

|

Condo

280 MARTINS LNDG 104, NORTH READING, MA,...
Community: Martins Landing
New Northwoods at Sudbury 10 NORTHWOOD DR 301, SUDBURY, MA, 01776, Sudbury, MA 01776
$649,000

1 beds

|

2 baths

|

1,668 sq ft

|

Condo

10 NORTHWOOD DR 301, SUDBURY, MA, 01776
New Sawyer's Reach 62 MARINERS WAY 210, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$504,900

1 beds

|

2 baths

|

910 sq ft

|

Condo

62 MARINERS WAY 210, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
New Great Island 23 WOODSONG, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$949,000

2 beds

|

2 baths

|

2,096 sq ft

|

House

23 WOODSONG, PLYMOUTH, MA, 02360
Community: Great Island
Riverside Woods 6 OVERLOOK DR 305, ANDOVER, MA, 01810, Andover, MA 01810
$679,900

2 beds

|

2 baths

|

1,720 sq ft

|

Condo

6 OVERLOOK DR 305, ANDOVER, MA, 01810
Community: Riverside Woods
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Willis Brook at Lynnfield 1 FAIRWAY LN 62, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,700,000

2 beds

|

2 baths

|

1,913 sq ft

|

Condo

1 FAIRWAY LN 62, LYNNFIELD, MA, 01940
Great Island 7 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$725,000

2 beds

|

3 baths

|

2,061 sq ft

|

House

7 MADISON REACH, PLYMOUTH, MA, 02360
Community: Great Island
Riverside Woods 6 OVERLOOK DR 204, ANDOVER, MA, 01810, Andover, MA 01810
$679,900

2 beds

|

2 baths

|

1,600 sq ft

|

Condo

6 OVERLOOK DR 204, ANDOVER, MA, 01810
Community: Riverside Woods
Great Island 28 CROSS WIND, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$745,000

2 beds

|

3 baths

|

2,061 sq ft

|

House

28 CROSS WIND, PLYMOUTH, MA, 02360
Community: Great Island
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Regency at Methuen 67 SHERWOOD DR 67, METHUEN, MA, 01844, Methuen, MA 01844
$799,900

3 beds

|

3 baths

|

2,488 sq ft

|

House

67 SHERWOOD DR 67, METHUEN, MA, 01844
Community: Regency at Methuen
Oak Point 303 BLUEBERRY CIR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$465,000

3 beds

|

2 baths

|

1,950 sq ft

|

House

303 BLUEBERRY CIR, MIDDLEBORO, MA, 02346
Community: Oak Point
Brierly Pond Village 26 HORNE WAY 26, MILLBURY, MA, 01527, Millbury, MA 01527
$546,000

2 beds

|

3 baths

|

1,968 sq ft

|

Condo

26 HORNE WAY 26, MILLBURY, MA, 01527
Great Island 28 COTTAGE CV, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$929,000

2 beds

|

3 baths

|

3,276 sq ft

|

House

28 COTTAGE CV, PLYMOUTH, MA, 02360
Community: Great Island
Seton Highlands at The Pinehills 17 ABERDEEN 17, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$889,000

3 beds

|

3 baths

|

2,690 sq ft

|

Condo

17 ABERDEEN 17, PLYMOUTH, MA, 02360
Upton Ridge 56 SHANNON WAY 56, UPTON, MA, 01568, Upton, MA 01568
$724,900

2 beds

|

3 baths

|

1,950 sq ft

|

Condo

56 SHANNON WAY 56, UPTON, MA, 01568
Community: Upton Ridge
Regency at Glen Ellen 20 GLEN ELLEN BLVD 20, MILLIS, MA, 02054, Millis, MA 02054
$1,275,000

4 beds

|

3 baths

|

2,892 sq ft

|

Condo

20 GLEN ELLEN BLVD 20, MILLIS, MA, 02054
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Whitestone Village 1001 ALYSSA DR 1001, GROVELAND, MA, 0183..., Groveland, MA 01834
$569,000

2 beds

|

2 baths

|

1,306 sq ft

|

Condo

1001 ALYSSA DR 1001, GROVELAND, MA, 0183...
Community: Whitestone Village
Del Webb Chauncy Lake 5 PETERS FARM WAY 410, WESTBOROUGH, MA, ..., Westborough, MA 01581
$594,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 410, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 5 PETERS FARM WAY 302, WESTBOROUGH, MA, ..., Westborough, MA 01581
$414,995

1 beds

|

1 baths

|

972 sq ft

|

Condo

5 PETERS FARM WAY 302, WESTBOROUGH, MA, ...
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
The Preserve at Hunters Hill 3059 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$649,999

3 beds

|

2 baths

|

1,524 sq ft

|

House

3059 CLUB HOUSE DR, DIGHTON, MA, 02715
Great Island 7 SHINGLEWOOD, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$899,900

3 beds

|

3 baths

|

3,619 sq ft

|

House

7 SHINGLEWOOD, PLYMOUTH, MA, 02360
Community: Great Island
Del Webb Chauncy Lake 6305 PETERS FARM WAY 6305, WESTBOROUGH, ..., Westborough, MA 01581
$474,999

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

6305 PETERS FARM WAY 6305, WESTBOROUGH, ...
The Gardens of Wilbraham 137 CHERRY DR 137, WILBRAHAM, MA, 01095, Wilbraham, MA 01095
$400,000

2 beds

|

2 baths

|

1,241 sq ft

|

Condo

137 CHERRY DR 137, WILBRAHAM, MA, 01095
Southport 68 LEISURE GREEN DR 68, MASHPEE, MA, 026..., Mashpee, MA 02649
$779,900

2 beds

|

3 baths

|

1,620 sq ft

|

House

68 LEISURE GREEN DR 68, MASHPEE, MA, 026...
Community: Southport
Seton Highlands at The Pinehills 26 ABERDEEN 26, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$1,065,000

3 beds

|

5 baths

|

3,680 sq ft

|

Condo

26 ABERDEEN 26, PLYMOUTH, MA, 02360
Great Island 12 BELLTREE, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$759,900

2 beds

|

3 baths

|

2,322 sq ft

|

House

12 BELLTREE, PLYMOUTH, MA, 02360
Community: Great Island
Southport 18 BONWOOD DR 402, MASHPEE, MA, 02649, Mashpee, MA 02649
$599,000

2 beds

|

4 baths

|

2,527 sq ft

|

Condo

18 BONWOOD DR 402, MASHPEE, MA, 02649
Community: Southport
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Great Island 39 COTTAGE CV, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$759,000

2 beds

|

3 baths

|

2,427 sq ft

|

House

39 COTTAGE CV, PLYMOUTH, MA, 02360
Community: Great Island
Orchard Hill 19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$597,500

2 beds

|

3 baths

|

2,183 sq ft

|

Condo

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158...
Community: Orchard Hill
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.



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© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Jul 17, 2026.
This application does not include information on all of the properties available for sale at this time.

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