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Massachusetts 55+ active adult communities & homes for sale - Page 2

Living in Massachusetts

From the suburbs of the Greater Boston area and MetroWest to the coastal towns of the South Shore near Plymouth and seaside villages across Cape Cod, Massachusetts combines…
From the suburbs of the Greater Boston area and MetroWest to the coastal towns of the South Shore near Plymouth and seaside villages across Cape Cod, Massachusetts combines world-class medical infrastructure with classic New England living. The state's tax environment offers significant benefits for retirees: Social Security benefits and government pensions are completely exempt from state income tax, while private retirement withdrawals are taxed at a flat 5.0%. Additionally, qualifying homeowners 65 and older can leverage the Senior Circuit Breaker credit for up to $2,820 in property tax relief.Massachusetts features 152 active adult communities—headlined by Oak Point in Middleborough, the state's largest master plan, alongside resort-style condominium developments like Del Webb Chauncy Lake in Westborough, Southport in Mashpee, and luxury coastal enclaves in Scituate. Real estate choices span low-maintenance active adult condos to single-family coastal homes. At 55places, we comprehensively profile every Massachusetts active adult neighborhood with verified pricing, real resident reviews, and direct access to trusted local 55+ real estate experts.

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152 communities near Massachusetts

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Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes
The Seasons at Salisbury
$400ks - $500ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
Northwoods at Sudbury
$500ks
Northwoods at Sudbury, Sudbury, MA
Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes
Bates Quarry
Bates Quarry, Walpole, MA
New Construction | 55+ age-restricted | Built 2025 - present | 100 homes
Enclave at Hudson
$800ks - $1Ms
Enclave at Hudson, Hudson, MA
New Construction | 55+ age-restricted | Built 2021 - present | 64 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
The Village at Shepley Hi...
$900ks
The Village at Shepley Hi..., Groton, MA
New and Resale | 55+ age-restricted | Built 2023 - present | 26 homes
Brooksmont
$400ks - $600ks
Brooksmont, Holliston, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes
The Village at Northridge
$500ks - $600ks
The Village at Northridge, North Reading, MA
Resale Only | 55+ age-restricted | 56 homes
Rolling Green at Topsfiel...
$600ks - $800ks
Rolling Green at Topsfiel..., Topsfield, MA
Resale Only | 55+ age-restricted | Built 2014 - 2014 | 30 homes
Spring Meadow
$400ks - $500ks
Spring Meadow, Hanover, MA
Resale Only | 55+ age-restricted | Built 2004 - 2007 | 39 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.
English Commons at Topsfi...
$800ks - $900ks
English Commons at Topsfi..., Topsfield, MA
Resale Only | 55+ age-restricted | Built 2010 - 2014 | 49 homes
Mattapoisett Landing
$400ks - $500ks
Mattapoisett Landing, Mattapoisett, MA
Resale Only | 55+ age-restricted | Built 2012 - 2015 | 27 homes
The Village at Westminste...
$400ks - $500ks
The Village at Westminste..., Holden, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes
Bramble Ridge
$300ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes
Kensington at The Pinehil...
$500ks
Kensington at The Pinehil..., Plymouth, MA
New Construction | Age-targeted | Built 2017 - present | 17 homes
Chilton Park Village
$400ks
Chilton Park Village, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2006 - 2015 | 25 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
The Gardens of Wilbraham
$200ks - $400ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes
Balancing Rock
$500ks - $600ks
Balancing Rock, Holliston, MA
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 49 homes
The Elms of Hanover
$500ks - $700ks
The Elms of Hanover, Hanover, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 51 homes
Donovan Farm
$500ks - $700ks
Donovan Farm, Norwell, MA
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 40 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
Cranberry Grove
$200ks - $300ks
Cranberry Grove, Wareham, MA
Resale Only | 55+ age-restricted | Built 2001 - 2001 | 36 homes
Pheasant Hill
$300ks - $400ks
Pheasant Hill, Northborough, MA
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes
Arbor Hills
$400ks - $500ks
Arbor Hills, Kingston, MA
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 54 homes
Shaker Heights
$400ks - $500ks
Shaker Heights, Enfield, CT
New Construction | 55+ age-restricted | Built 2018 - present | 77 homes
North Meadow Village
$500ks - $800ks
North Meadow Village, Middleton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2015 | 42 homes
Bartlett Hollow
$200ks - $400ks
Bartlett Hollow, Middletown, CT
New Construction | 55+ age-restricted | Built 2015 - present | 25 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Center Commons
$500ks - $600ks
Center Commons, Pembroke, MA
Resale Only | 55+ age-restricted | Built 2004 - 2009 | 44 homes
Tara Woods
$400ks
Tara Woods, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 38 homes
Peregrine Woods
$400ks - $600ks
Peregrine Woods, Marshfield, MA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 32 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.
Forest Glen
$400ks - $500ks
Forest Glen, Uxbridge, MA
New Construction | 55+ age-restricted | Built 2018 - present | 44 homes
Duxbury Estates
$700ks - $800ks
Duxbury Estates, Duxbury, MA
Resale Only | 55+ age-restricted | Built 2008 - 2013 | 44 homes
Summer Reach
$400ks - $500ks
Summer Reach, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 114 homes
Rockwood Meadows
$600ks - $700ks
Rockwood Meadows, Upton, MA
New Construction | 55+ age-restricted | Built 2016 - present | 58 homes
Holliston Woods
$500ks - $700ks
Holliston Woods, Holliston, MA
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes
WestRidge
$700ks
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes
Regency at Emerald Pines
$600ks - $900ks
Regency at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 homes
Rolling Mill
$600ks - $700ks
Rolling Mill, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2018 - 2021 | 46 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Red Mill Village
$400ks - $600ks
Red Mill Village, Norton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2014 | 156 homes
The Villages at Crane Mea...
$400ks
The Villages at Crane Mea..., Marlborough, MA
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 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 Woodstone Crossing 90 TROTTER RD 3404, WEYMOUTH, MA, 02190, Weymouth, MA 02190
$469,900

1 beds

|

1 baths

|

965 sq ft

|

Condo

90 TROTTER RD 3404, WEYMOUTH, MA, 02190
Community: Woodstone Crossing
New Del Webb Chauncy Lake 8106 PETERS FARM WAY 106, WESTBOROUGH, M..., Westborough, MA 01581
$599,995

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

8106 PETERS FARM WAY 106, WESTBOROUGH, M...
New
Cindy Certified
150 LIZOTTE DR 312, MARLBOROUGH, MA, 017..., Marlborough, MA 01752
$556,995

2 beds

|

3 baths

|

1,582 sq ft

|

Condo

150 LIZOTTE DR 312, MARLBOROUGH, MA, 017...
New Rolling Green at Topsfield 470 BOSTON ST 21, TOPSFIELD, MA, 01983, Topsfield, MA 01983
$994,000

2 beds

|

4 baths

|

2,949 sq ft

|

House

470 BOSTON ST 21, TOPSFIELD, MA, 01983
New Red Mill Village 30 CODDING RD 30, NORTON, MA, 02766, Norton, MA 02766
$925,000

3 beds

|

3 baths

|

2,387 sq ft

|

Condo

30 CODDING RD 30, NORTON, MA, 02766
Community: Red Mill Village
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
New
Cindy Certified
200 MARTINS LNDG 107, NORTH READING, MA,..., North Reading, MA 01864
$645,000

2 beds

|

2 baths

|

1,470 sq ft

|

Condo

200 MARTINS LNDG 107, NORTH READING, MA,...
New
Cindy Certified
20 AUDUBON WAY 409, CANTON, MA, 02021, Canton, MA 02021
$824,900

2 beds

|

3 baths

|

1,421 sq ft

|

Condo

20 AUDUBON WAY 409, CANTON, MA, 02021
New
Cindy Certified
20 AUDUBON WAY 109, CANTON, MA, 02021, Canton, MA 02021
$719,900

2 beds

|

3 baths

|

1,421 sq ft

|

Condo

20 AUDUBON WAY 109, CANTON, MA, 02021
New
Cindy Certified
20 AUDUBON WAY 101, CANTON, MA, 02021, Canton, MA 02021
$749,900

2 beds

|

3 baths

|

1,471 sq ft

|

Condo

20 AUDUBON WAY 101, CANTON, MA, 02021
New
Cindy Certified
20 AUDUBON WAY 202, CANTON, MA, 02021, Canton, MA 02021
$699,900

2 beds

|

3 baths

|

1,440 sq ft

|

Condo

20 AUDUBON WAY 202, CANTON, MA, 02021
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 Willis Brook at Lynnfield 10 FAIRWAY LN 64, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,549,000

2 beds

|

2 baths

|

1,913 sq ft

|

Condo

10 FAIRWAY LN 64, LYNNFIELD, MA, 01940
New
Cindy Certified
150 LIZOTTE DR 213, MARLBOROUGH, MA, 017..., Marlborough, MA 01752
$514,095

2 beds

|

3 baths

|

1,582 sq ft

|

Condo

150 LIZOTTE DR 213, MARLBOROUGH, MA, 017...
New Orchard Hill 19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$579,000

2 beds

|

3 baths

|

2,523 sq ft

|

Condo

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158...
Community: Orchard Hill
New Oak Point 5111 PHEASANT, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$459,900

2 beds

|

2 baths

|

1,674 sq ft

|

House

5111 PHEASANT, MIDDLEBORO, MA, 02346
Community: Oak Point
New Woodstone Crossing 70 TROTTER RD 203, WEYMOUTH, MA, 02190, Weymouth, MA 02190
$445,000

1 beds

|

1 baths

|

955 sq ft

|

Condo

70 TROTTER RD 203, WEYMOUTH, MA, 02190
Community: Woodstone Crossing
New Great Island 37 WEATHERVANE, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$725,000

2 beds

|

2 baths

|

1,548 sq ft

|

House

37 WEATHERVANE, PLYMOUTH, MA, 02360
Community: Great Island
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Great Island 26 CROSS WIND, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$800,000

2 beds

|

3 baths

|

2,382 sq ft

|

House

26 CROSS WIND, PLYMOUTH, MA, 02360
Community: Great Island
Del Webb Chauncy Lake 4206 PETERS FARM WAY 206, WESTBOROUGH, M..., Westborough, MA 01581
$539,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

4206 PETERS FARM WAY 206, WESTBOROUGH, M...
Regency at Methuen 106 SHERWOOD DR 1, METHUEN, MA, 01844, Methuen, MA 01844
$749,900

2 beds

|

2 baths

|

1,797 sq ft

|

Condo

106 SHERWOOD DR 1, METHUEN, MA, 01844
Community: Regency at Methuen
Cindy Certified
150 LIZOTTE DR 201, MARLBOROUGH, MA, 017..., Marlborough, MA 01752
$516,995

2 beds

|

3 baths

|

1,582 sq ft

|

Condo

150 LIZOTTE DR 201, MARLBOROUGH, MA, 017...
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.
Great Island 22 PICKET FENCE, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$900,000

3 beds

|

4 baths

|

4,085 sq ft

|

House

22 PICKET FENCE, PLYMOUTH, MA, 02360
Community: Great Island
Del Webb Chauncy Lake 8 PETERS FARM WAY 307, WESTBOROUGH, MA, ..., Westborough, MA 01581
$644,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

8 PETERS FARM WAY 307, WESTBOROUGH, MA, ...
Southport 10 CHIPPERS LN 10, MASHPEE, MA, 02649, Mashpee, MA 02649
$625,000

2 beds

|

3 baths

|

2,007 sq ft

|

Condo

10 CHIPPERS LN 10, MASHPEE, MA, 02649
Community: Southport
Brierly Pond Village 48 HORNE WAY 48, MILLBURY, MA, 01527, Millbury, MA 01527
$515,000

2 beds

|

3 baths

|

1,968 sq ft

|

Condo

48 HORNE WAY 48, MILLBURY, MA, 01527
Martins Landing 320 MARTINS LNDG 508, NORTH READING, MA,..., North Reading, MA 01864
$649,995

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 508, NORTH READING, MA,...
Community: Martins Landing
Orchard Hill 5 GILMORE FARM RD 5, WESTBOROUGH, MA, 01..., Westborough, MA 01581
$620,000

2 beds

|

3 baths

|

2,183 sq ft

|

Condo

5 GILMORE FARM RD 5, WESTBOROUGH, MA, 01...
Community: Orchard Hill
Rockland Glen 4 MIDFIELD DR 4, ROCKLAND, MA, 02370, Rockland, MA 02370
$699,900

2 beds

|

3 baths

|

2,857 sq ft

|

Condo

4 MIDFIELD DR 4, ROCKLAND, MA, 02370
Community: Rockland Glen
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Westbrook Crossing 989 E ST 115, DEDHAM, MA, 02026, Dedham, MA 02026
$530,000

2 beds

|

2 baths

|

1,485 sq ft

|

Condo

989 E ST 115, DEDHAM, MA, 02026
Community: Westbrook Crossing
The Preserve at Hunters Hill 65 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$739,900

2 beds

|

2 baths

|

1,775 sq ft

|

House

65 CLUB HOUSE DR, DIGHTON, MA, 02715
Seton Highlands at The Pinehills 15 ABERDEEN 15, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$895,000

3 beds

|

4 baths

|

3,703 sq ft

|

Condo

15 ABERDEEN 15, PLYMOUTH, MA, 02360
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.
Angell Brook Village 138 ANGELL BROOK DR 138, WEST BOYLSTON, ..., West Boylston, MA 01583
$505,900

2 beds

|

2 baths

|

1,404 sq ft

|

Condo

138 ANGELL BROOK DR 138, WEST BOYLSTON, ...
Del Webb Chauncy Lake 8 PETERS FARM WAY 102, WESTBOROUGH, MA, ..., Westborough, MA 01581
$414,995

1 beds

|

2 baths

|

972 sq ft

|

Condo

8 PETERS FARM WAY 102, WESTBOROUGH, MA, ...
Cindy Certified
150 LIZOTTE DR 107, MARLBOROUGH, MA, 017..., Marlborough, MA 01752
$487,095

2 beds

|

3 baths

|

1,586 sq ft

|

Condo

150 LIZOTTE DR 107, MARLBOROUGH, MA, 017...
Upton Ridge 72 SHANNON WAY 102, UPTON, MA, 01568, Upton, MA 01568
$699,000

2 beds

|

3 baths

|

2,875 sq ft

|

Condo

72 SHANNON WAY 102, UPTON, MA, 01568
Community: Upton Ridge
30 Coppersmith 30 COPPERSMITH WAY 411, CANTON, MA, 0202..., Canton, MA 02021
$574,995

2 beds

|

2 baths

|

1,425 sq ft

|

Condo

30 COPPERSMITH WAY 411, CANTON, MA, 0202...
Community: 30 Coppersmith
Westbrook Crossing 989 E ST 210, DEDHAM, MA, 02026, Dedham, MA 02026
$625,000

2 beds

|

2 baths

|

1,346 sq ft

|

Condo

989 E ST 210, DEDHAM, MA, 02026
Community: Westbrook Crossing
Martins Landing 250 MARTINS LNDG 106, NORTH READING, MA,..., North Reading, MA 01864
$799,995

2 beds

|

2 baths

|

1,586 sq ft

|

Condo

250 MARTINS LNDG 106, NORTH READING, MA,...
Community: Martins Landing
Brierly Pond Village 23 HORNE WAY 23, MILLBURY, MA, 01527, Millbury, MA 01527
$439,900

2 beds

|

3 baths

|

1,746 sq ft

|

Condo

23 HORNE WAY 23, MILLBURY, MA, 01527
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Martins Landing 260 MARTINS LNDG 402, NORTH READING, MA,..., North Reading, MA 01864
$499,000

1 beds

|

1 baths

|

972 sq ft

|

Condo

260 MARTINS LNDG 402, NORTH READING, MA,...
Community: Martins Landing
Great Island 6 AUTUMN GLN, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$715,000

2 beds

|

3 baths

|

2,061 sq ft

|

House

6 AUTUMN GLN, 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.



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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: Nov 03, 2026.
This application does not include information on all of the properties available for sale at this time.

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