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

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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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
The Gardens of Wilbraham
$200ks - $400ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes
The Village at Westminste...
$400ks - $500ks
The Village at Westminste..., Holden, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes
Hayden Green
$500ks
Hayden Green, Nashua, NH
Resale Only | 55+ age-restricted | Built 2013 - 2015 | 37 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Country Hills
$600ks
Country Hills, East Kingston, NH
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 36 homes
Adams Farm
$700ks - $800ks
Adams Farm, Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes
Whitestone Village
$400ks - $500ks
Whitestone Village, Groveland, MA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 100 homes
Lexington Place
$400ks
Lexington Place, Hudson, NH
Resale Only | 55+ age-restricted | Built 1999 - 1999 | 34 homes
Red Mill Village
$400ks - $600ks
Red Mill Village, Norton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2014 | 156 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.
Rowell Estates
$300ks - $400ks
Rowell Estates, Kingston, NH
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 33 homes
Rolling Green at Topsfiel...
$600ks - $800ks
Rolling Green at Topsfiel..., Topsfield, MA
Resale Only | 55+ age-restricted | Built 2014 - 2014 | 30 homes
Pheasant Hill
$300ks - $400ks
Pheasant Hill, Northborough, MA
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes
The Villages on Mount Hop...
$600ks - $1Ms
The Villages on Mount Hop..., Tiverton, RI
New and Resale | 55+ age-restricted | Built 2003 - present | 230 homes
Bay Ridge
$600ks - $800ks
Bay Ridge, Middletown, RI
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 60 homes
Bella Vista
$300ks - $400ks
Bella Vista, Glocester, RI
Resale Only | 55+ age-restricted | Built 2015 - 2021 | 70 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Bailey Brook
$600ks - $700ks
Bailey Brook, Middletown, RI
Resale Only | 55+ age-restricted | Built 2018 - 2024 | 36 homes
Angell Brook Village
$300ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
WestRidge
$700ks
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes
Sugarplum Hill
$300ks - $400ks
Sugarplum Hill, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2006 - 2012 | 33 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
Hawthorn Preserve
$900ks - $1Ms
Hawthorn Preserve, Braintree, MA
New Construction | 55+ age-restricted | Built 2025 - present | 51 homes
RiverWalk at Bedford
$500ks
RiverWalk at Bedford, Bedford, NH
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 90 homes
Hickory Woods
$400ks - $700ks
Hickory Woods, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2014 - 2016 | 98 homes
The Nevins
$700ks
The Nevins, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 128 homes
Stone Bridge Estates of S...
$600ks
Stone Bridge Estates of S..., Salem, NH
Resale Only | 55+ age-restricted | Built 2015 - 2020 | 46 homes
Long Pond Woods
$500ks - $600ks
Long Pond Woods, Pelham, NH
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 66 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
The Club at Meadowbrook
$300ks
The Club at Meadowbrook, Salem, NH
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 117 homes
King's Landing
$300ks - $400ks
King's Landing, Kingston, NH
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 44 homes
The Paddock
$500ks - $600ks
The Paddock, Salem, NH
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 16 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.
Cross Farm
$700ks - $800ks
Cross Farm, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2018 - 2024 | 189 homes
Chadwick Place
$400ks - $500ks
Chadwick Place, Windham, NH
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 15 homes
Village at Oakwood
$600ks - $700ks
Village at Oakwood, Derry, NH
Resale Only | 55+ age-restricted | Built 2019 - 2021 | 30 homes
Hampton Meadows
$700ks - $900ks
Hampton Meadows, Hampton, NH
Resale Only | 55+ age-restricted | Built 1998 - 2002 | 116 homes
Sargent Woods
$500ks
Sargent Woods, Newton, NH
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 113 homes
The Mews of Bedford
$500ks
The Mews of Bedford, Bedford, NH
Resale Only | 55+ age-restricted | Built 1999 - 2002 | 108 homes
Oak Ridge Estates
$500ks - $600ks
Oak Ridge Estates, Hudson, NH
Resale Only | 55+ age-restricted | Built 2012 - 2015 | 101 homes
Ledgewood of Milford
$400ks
Ledgewood of Milford, Milford, NH
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 98 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Summerfield of Amherst
$600ks
Summerfield of Amherst, Amherst, NH
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 77 homes
Stage Crossing
$400ks - $500ks
Stage Crossing, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 76 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 Martins Landing 320 MARTINS LNDG 2510, NORTH READING, MA..., North Reading, MA 01864
$669,995

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 2510, NORTH READING, MA...
Community: Martins Landing
New Del Webb Chauncy Lake 8 PETERS FARM WAY 206, WESTBOROUGH, MA, ..., Westborough, MA 01581
$654,995

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

8 PETERS FARM WAY 206, WESTBOROUGH, MA, ...
New Bates Quarry 11 BATES QUARRY LN 48, WALPOLE, MA, 0208..., Walpole, MA 02081
$922,995

2 beds

|

2 baths

|

1,501 sq ft

|

House

11 BATES QUARRY LN 48, WALPOLE, MA, 0208...
Community: Bates Quarry
New Brierly Pond Village 22 HORNE WAY 22, MILLBURY, MA, 01527, Millbury, MA 01527
$459,900

2 beds

|

2 baths

|

1,746 sq ft

|

Condo

22 HORNE WAY 22, MILLBURY, MA, 01527
New Great Island 67 SOUTHWARD TRL, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$979,000

3 beds

|

4 baths

|

3,768 sq ft

|

House

67 SOUTHWARD TRL, PLYMOUTH, MA, 02360
Community: Great Island
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
New Harmony Place 136 FIDELITY DR 6, RUTLAND, MA, 01543, Rutland, MA 01543
$550,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

136 FIDELITY DR 6, RUTLAND, MA, 01543
Community: Harmony Place
New Oak Point 412 GREEN ST, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$359,000

3 beds

|

2 baths

|

1,670 sq ft

|

Mobile Home

412 GREEN ST, MIDDLEBORO, MA, 02346
Community: Oak Point
Rockland Glen 23 NORTHFIELD DR 23, ROCKLAND, MA, 02370, Rockland, MA 02370
$729,000

2 beds

|

3 baths

|

1,770 sq ft

|

Condo

23 NORTHFIELD DR 23, ROCKLAND, MA, 02370
Community: Rockland Glen
Willis Brook at Lynnfield 2 QUIGLEY CIR 39, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,985,000

2 beds

|

3 baths

|

2,442 sq ft

|

Condo

2 QUIGLEY CIR 39, LYNNFIELD, MA, 01940
Garrison Place 13 GARRISON WAY 13, CARLISLE, MA, 01741, Carlisle, MA 01741
$1,098,000

2 beds

|

3 baths

|

2,385 sq ft

|

House

13 GARRISON WAY 13, CARLISLE, MA, 01741
Community: Garrison Place
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 Lanterns at Warren Woods 20 FERN XING 20, ASHLAND, MA, 01721, Ashland, MA 01721
$850,000

2 beds

|

3 baths

|

2,290 sq ft

|

Condo

20 FERN XING 20, ASHLAND, MA, 01721
Reading Woods 23 AUGUSTUS CT 2004, READING, MA, 01867, Reading, MA 01867
$769,900

2 beds

|

2 baths

|

1,615 sq ft

|

Condo

23 AUGUSTUS CT 2004, READING, MA, 01867
Community: Reading Woods
The Pines at Hathaway Pond 38 HATHAWAY POND CIR 38, ROCHESTER, MA, ..., Rochester, MA 02770
$699,999

2 beds

|

3 baths

|

1,969 sq ft

|

Condo

38 HATHAWAY POND CIR 38, ROCHESTER, MA, ...
Regency at Assabet Ridge 23 AVEBURY LN 23, MARLBOROUGH, MA, 01752, Marlborough, MA 01752
$800,000

4 beds

|

4 baths

|

3,561 sq ft

|

Condo

23 AVEBURY LN 23, MARLBOROUGH, MA, 01752
Upton Ridge 16 LINKSIDE CT 16, NORTHBRIDGE, MA, 0153..., Northbridge, MA 01534
$649,900

2 beds

|

3 baths

|

2,030 sq ft

|

Condo

16 LINKSIDE CT 16, NORTHBRIDGE, MA, 0153...
Community: Upton Ridge
30 Coppersmith 30 COPPERSMITH WAY 108, CANTON, MA, 0202..., Canton, MA 02021
$479,995

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

30 COPPERSMITH WAY 108, CANTON, MA, 0202...
Community: 30 Coppersmith
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Woodstone Crossing 70 TROTTER RD 4304, WEYMOUTH, MA, 02190, Weymouth, MA 02190
$459,900

1 beds

|

1 baths

|

965 sq ft

|

Condo

70 TROTTER RD 4304, WEYMOUTH, MA, 02190
Community: Woodstone Crossing
The Preserve at Hunters Hill 3047 CLUBHOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$819,900

2 beds

|

2 baths

|

1,775 sq ft

|

House

3047 CLUBHOUSE DR, DIGHTON, MA, 02715
Westbrook Crossing 989 E ST 303, DEDHAM, MA, 02026, Dedham, MA 02026
$749,900

2 beds

|

2 baths

|

1,895 sq ft

|

Condo

989 E ST 303, DEDHAM, MA, 02026
Community: Westbrook Crossing
Martins Landing 320 MARTINS LNDG 501, NORTH READING, MA,..., North Reading, MA 01864
$839,995

2 beds

|

2 baths

|

1,586 sq ft

|

Condo

320 MARTINS LNDG 501, NORTH READING, MA,...
Community: Martins Landing
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 8 RED CANOE 8, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$869,000

3 beds

|

3 baths

|

2,281 sq ft

|

Condo

8 RED CANOE 8, PLYMOUTH, MA, 02360
Community: Great Island
Del Webb Chauncy Lake 4 PETERS FARM WAY 409, WESTBOROUGH, MA, ..., Westborough, MA 01581
$539,900

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

4 PETERS FARM WAY 409, WESTBOROUGH, MA, ...
Regency at Emerald Pines 64 PINE TREE DR 64, METHUEN, MA, 01844, Methuen, MA 01844
$785,000

3 beds

|

3 baths

|

1,961 sq ft

|

Condo

64 PINE TREE DR 64, METHUEN, MA, 01844
Southport 7 PAR THREE CT, MASHPEE, MA, 02649, Mashpee, MA 02649
$525,000

2 beds

|

3 baths

|

1,685 sq ft

|

House

7 PAR THREE CT, MASHPEE, MA, 02649
Community: Southport
Stonebridge Commons 40 STONEBRIDGE DR 40, HANSON, MA, 02341, Hanson, MA 02341
$649,900

2 beds

|

3 baths

|

1,800 sq ft

|

Condo

40 STONEBRIDGE DR 40, HANSON, MA, 02341
Community: Stonebridge Commons
Del Webb Chauncy Lake 5 PETERS FARM WAY 7405, WESTBOROUGH, MA,..., Westborough, MA 01581
$559,995

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5 PETERS FARM WAY 7405, WESTBOROUGH, MA,...
Del Webb Chauncy Lake 5305 PETERS FARM WAY 7305, WESTBOROUGH, ..., Westborough, MA 01581
$529,995

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5305 PETERS FARM WAY 7305, WESTBOROUGH, ...
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Martins Landing 320 MARTINS LNDG 310, NORTH READING, MA,..., North Reading, MA 01864
$499,995

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

320 MARTINS LNDG 310, NORTH READING, MA,...
Community: Martins Landing
Pennington Crossing 1102 PENNINGTON DR 1102, WALPOLE, MA, 02..., Walpole, MA 02081
$529,900

1 beds

|

1 baths

|

955 sq ft

|

Condo

1102 PENNINGTON DR 1102, WALPOLE, MA, 02...
Community: Pennington Crossing
Brierly Pond Village 97 HORNE WAY 97, MILLBURY, MA, 01527, Millbury, MA 01527
$450,000

2 beds

|

3 baths

|

1,746 sq ft

|

Condo

97 HORNE WAY 97, MILLBURY, MA, 01527
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 Village at Shepley Hill 138 SAND HILL RD, GROTON, MA, 01450, Groton, MA 01450
$995,000

4 beds

|

3 baths

|

2,550 sq ft

|

House

138 SAND HILL RD, GROTON, MA, 01450
Riverside Woods 2 FRANCIS DR 301, ANDOVER, MA, 01810, Andover, MA 01810
$539,900

2 beds

|

2 baths

|

1,490 sq ft

|

Condo

2 FRANCIS DR 301, ANDOVER, MA, 01810
Community: Riverside Woods
Southport 126 GREY HAWK DR 697, MASHPEE, MA, 02649, Mashpee, MA 02649
$779,900

2 beds

|

3 baths

|

1,620 sq ft

|

Condo

126 GREY HAWK DR 697, MASHPEE, MA, 02649
Community: Southport
Southport 12 PGA LN 423, MASHPEE, MA, 02649, Mashpee, MA 02649
$545,000

2 beds

|

2 baths

|

1,333 sq ft

|

Condo

12 PGA LN 423, MASHPEE, MA, 02649
Community: Southport
Stone Castle Estates 6 ASHLEY LN 38, METHUEN, MA, 01844, Methuen, MA 01844
$316,648

2 beds

|

1 baths

|

1,209 sq ft

|

Condo

6 ASHLEY LN 38, METHUEN, MA, 01844
Stonebridge Commons 31 STONEBRIDGE DR 31, HANSON, MA, 02341, Hanson, MA 02341
$645,000

2 beds

|

3 baths

|

2,071 sq ft

|

Condo

31 STONEBRIDGE DR 31, HANSON, MA, 02341
Community: Stonebridge Commons
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 8113 PETERS FARM WAY 113, WESTBOROUGH, M..., Westborough, MA 01581
$639,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

8113 PETERS FARM WAY 113, WESTBOROUGH, M...
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Del Webb Chauncy Lake 8103 PETERS FARM WAY 103, WESTBOROUGH, M..., Westborough, MA 01581
$414,995

1 beds

|

2 baths

|

972 sq ft

|

Condo

8103 PETERS FARM WAY 103, WESTBOROUGH, M...
Sawyer's Reach 35 MARINERS WAY 35, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$899,000

3 beds

|

3 baths

|

2,533 sq ft

|

Condo

35 MARINERS WAY 35, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
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.
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This application does not include information on all of the properties available for sale at this time.

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