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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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The Elms of Hanover
$500ks - $700ks
The Elms of Hanover, Hanover, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 51 homes
The Pines at Hathaway Pon...
$300ks - $500ks
The Pines at Hathaway Pon..., Rochester, MA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 61 homes
Balancing Rock
$500ks - $600ks
Balancing Rock, Holliston, MA
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 49 homes
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes
Cranberry Grove
$200ks - $300ks
Cranberry Grove, Wareham, MA
Resale Only | 55+ age-restricted | Built 2001 - 2001 | 36 homes
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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
North Meadow Village
$500ks - $800ks
North Meadow Village, Middleton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2015 | 42 homes
Rockwood Meadows
$600ks - $700ks
Rockwood Meadows, Upton, MA
New Construction | 55+ age-restricted | Built 2016 - present | 58 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.
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
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
Trail Ridge at Harvard
$700ks
Trail Ridge at Harvard, Harvard, MA
Resale Only | 55+ age-restricted | Built 2008 - 2023 | 52 homes
Northside Meadows
$600ks - $700ks
Northside Meadows, Framingham, MA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes
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Questions? Call us: (888) 625-4885
Seaside at Scituate - The...
$900ks - $1Ms
Seaside at Scituate - The..., Scituate, MA
New Construction | 55+ age-restricted | Built 2019 - present | 44 homes
Garrison Place
$900ks - $1Ms
Garrison Place, Carlisle, MA
Resale Only | 55+ age-restricted | Built 2018 - 2019 | 16 homes
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
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.
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
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
Enclave at Hudson
$800ks - $1Ms
Enclave at Hudson, Hudson, MA
New Construction | 55+ age-restricted | Built 2021 - present | 64 homes
Liberty Woods
$600ks - $700ks
Liberty Woods, Hanson, MA
New Construction | 55+ age-restricted | Built 2023 - present | 56 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Village at Silver Hill
$1Ms - $2Ms
Village at Silver Hill, Weston, MA
New Construction | 55+ age-restricted | Built 2021 - present | 8 homes
Bartlett Hill
$300ks - $400ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes
North Woods of Colchester
$300ks - $400ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 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
Bidwell Village
$300ks - $400ks
Bidwell Village, Coventry, CT
New Construction | 55+ age-restricted | Built 2020 - present | 37 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
The Village at Northridge
$500ks - $600ks
The Village at Northridge, North Reading, MA
Resale Only | 55+ age-restricted | 56 homes
RiverWalk at Bedford
$500ks
RiverWalk at Bedford, Bedford, NH
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 90 homes
Hawthorn Preserve
$900ks - $1Ms
Hawthorn Preserve, Braintree, MA
New Construction | 55+ age-restricted | Built 2025 - present | 51 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
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
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 Preserve at Emerald Pines 2 PHOEBE ST 2, METHUEN, MA, 01844, Methuen, MA 01844
$835,000

3 beds

|

3 baths

|

2,507 sq ft

|

Condo

2 PHOEBE ST 2, METHUEN, MA, 01844
New Shaker Heights 12 COPLEY CIR 12, ENFIELD, CT, 06082, Enfield, CT 06082
$589,900

2 beds

|

2 baths

|

1,897 sq ft

|

Condo

12 COPLEY CIR 12, ENFIELD, CT, 06082
Community: Shaker Heights
New Hatter's Point 60 MERRIMAC ST 615, AMESBURY, MA, 01913, Amesbury, MA 01913
$939,900

2 beds

|

3 baths

|

2,095 sq ft

|

Condo

60 MERRIMAC ST 615, AMESBURY, MA, 01913
Community: Hatter's Point
New Woodcrest Run 635 OLD POST RD 109, SHARON, MA, 02067, Sharon, MA 02067
$479,900

2 beds

|

2 baths

|

1,056 sq ft

|

Condo

635 OLD POST RD 109, SHARON, MA, 02067
Community: Woodcrest Run
New Woodcrest Run 635 OLD POST RD 110, SHARON, MA, 02067, Sharon, MA 02067
$459,900

1 beds

|

2 baths

|

1,056 sq ft

|

Condo

635 OLD POST RD 110, SHARON, MA, 02067
Community: Woodcrest Run
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
New Woodcrest Run 635 OLD POST RD 302, SHARON, MA, 02067, Sharon, MA 02067
$489,900

2 beds

|

2 baths

|

1,187 sq ft

|

Condo

635 OLD POST RD 302, SHARON, MA, 02067
Community: Woodcrest Run
New Brooksmont 65 BROOKSMONT DR 15, HOLLISTON, MA, 0174..., Holliston, MA 01746
$785,000

2 beds

|

3 baths

|

2,360 sq ft

|

Condo

65 BROOKSMONT DR 15, HOLLISTON, MA, 0174...
Community: Brooksmont
New Del Webb Chauncy Lake 8 PETERS FARM WAY 106, WESTBOROUGH, MA, ..., Westborough, MA 01581
$674,877

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

8 PETERS FARM WAY 106, WESTBOROUGH, MA, ...
New Del Webb Chauncy Lake 8 PETERS FARM WAY 108, WESTBOROUGH, MA, ..., Westborough, MA 01581
$549,330

1 beds

|

2 baths

|

1,058 sq ft

|

Condo

8 PETERS FARM WAY 108, WESTBOROUGH, MA, ...
New Del Webb Chauncy Lake 8 PETERS FARM WAY 105, WESTBOROUGH, MA, ..., Westborough, MA 01581
$499,420

1 beds

|

2 baths

|

958 sq ft

|

Condo

8 PETERS FARM WAY 105, 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.
New Regency at Emerald Pines 79 PINE TREE DR 70, METHUEN, MA, 01844, Methuen, MA 01844
$839,000

2 beds

|

2 baths

|

2,287 sq ft

|

Condo

79 PINE TREE DR 70, METHUEN, MA, 01844
New
Cindy Certified
9 DORSET LN 9, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$769,000

2 beds

|

2 baths

|

1,786 sq ft

|

Condo

9 DORSET LN 9, PLYMOUTH, MA, 02360
New Oak Point 406 SIMMONS RD, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$350,000

3 beds

|

2 baths

|

1,416 sq ft

|

House

406 SIMMONS RD, MIDDLEBORO, MA, 02346
Community: Oak Point
New Del Webb Chauncy Lake 1213 CODMAN WAY 1213, WESTBOROUGH, MA, 0..., Westborough, MA 01581
$584,900

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

1213 CODMAN WAY 1213, WESTBOROUGH, MA, 0...
New Brierly Pond Village 37 HORNE WAY 37, MILLBURY, MA, 01527, Millbury, MA 01527
$479,900

2 beds

|

3 baths

|

1,746 sq ft

|

Condo

37 HORNE WAY 37, MILLBURY, MA, 01527
New The Village at Orchard Meadows 1 APPLE SEED DR 1, SHREWSBURY, MA, 01545, Shrewsbury, MA 01545
$649,900

2 beds

|

3 baths

|

1,854 sq ft

|

Condo

1 APPLE SEED DR 1, SHREWSBURY, MA, 01545
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
New Southport 6 CHADWICK CT 6, MASHPEE, MA, 02649, Mashpee, MA 02649
$639,000

2 beds

|

2 baths

|

1,491 sq ft

|

Condo

6 CHADWICK CT 6, MASHPEE, MA, 02649
Community: Southport
New The Villages at Walker Meadow 14 WESSONVILLE VILLAGE WAY 79, WESTBOROU..., Westborough, MA 01581
$700,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

14 WESSONVILLE VILLAGE WAY 79, WESTBOROU...
New Preserve at Emerald Pines 73 PHOEBE ST 40, METHUEN, MA, 01844, Methuen, MA 01844
$980,000

3 beds

|

3 baths

|

3,046 sq ft

|

Condo

73 PHOEBE ST 40, METHUEN, MA, 01844
New Southport 45 GREY HAWK DR 578, MASHPEE, MA, 02649, Mashpee, MA 02649
$629,000

2 beds

|

2 baths

|

1,862 sq ft

|

Condo

45 GREY HAWK DR 578, MASHPEE, MA, 02649
Community: Southport
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.
Southport 51 PORTSIDE DR 51, MASHPEE, MA, 02649, Mashpee, MA 02649
$559,900

2 beds

|

3 baths

|

1,685 sq ft

|

Condo

51 PORTSIDE DR 51, MASHPEE, MA, 02649
Community: Southport
The Village at Westminster Place 18 TEA PARTY CIR 18, HOLDEN, MA, 01520, Holden, MA 01520
$649,990

3 beds

|

3 baths

|

2,028 sq ft

|

House

18 TEA PARTY CIR 18, HOLDEN, MA, 01520
Martins Landing 320 MARTINS LNDG 510, NORTH READING, MA,..., North Reading, MA 01864
$749,995

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 510, NORTH READING, MA,...
Community: Martins Landing
30 Coppersmith 30 COPPERSMITH WAY 50701, CANTON, MA, 02..., Canton, MA 02021
$817,325

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

30 COPPERSMITH WAY 50701, CANTON, MA, 02...
Community: 30 Coppersmith
Del Webb Chauncy Lake 5 PETERS FARM WAY 7409, WESTBOROUGH, MA,..., Westborough, MA 01581
$599,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 7409, WESTBOROUGH, MA,...
Bates Quarry 4 BATES QUARRY LN 44, WALPOLE, MA, 02081, Walpole, MA 02081
$936,949

2 beds

|

3 baths

|

2,301 sq ft

|

House

4 BATES QUARRY LN 44, WALPOLE, MA, 02081
Community: Bates Quarry
Spring Meadow 152 SPRING MEADOW LN 152, HANOVER, MA, 0..., Hanover, MA 02339
$750,000

2 beds

|

3 baths

|

2,417 sq ft

|

Condo

152 SPRING MEADOW LN 152, HANOVER, MA, 0...
Community: Spring Meadow
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Pennington Crossing 1211 PENNINGTON DR 1211, WALPOLE, MA, 02..., Walpole, MA 02081
$575,000

1 beds

|

1 baths

|

1,030 sq ft

|

Condo

1211 PENNINGTON DR 1211, WALPOLE, MA, 02...
Community: Pennington Crossing
Cindy Certified
200 MARTINS LNDG 312, NORTH READING, MA,..., North Reading, MA 01864
$739,900

2 beds

|

2 baths

|

1,475 sq ft

|

Condo

200 MARTINS LNDG 312, NORTH READING, MA,...
Regency at Emerald Pines 38 SEQUOIA DR 38, METHUEN, MA, 01844, Methuen, MA 01844
$889,000

3 beds

|

3 baths

|

2,633 sq ft

|

Condo

38 SEQUOIA DR 38, METHUEN, MA, 01844
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.
Del Webb Chauncy Lake 8 PETERS FARM WAY 401, WESTBOROUGH, MA, ..., Westborough, MA 01581
$872,440

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

8 PETERS FARM WAY 401, WESTBOROUGH, MA, ...
Center Commons 33 FREEDOM CIR 33, PEMBROKE, MA, 02359, Pembroke, MA 02359
$485,000

2 beds

|

2 baths

|

1,452 sq ft

|

Condo

33 FREEDOM CIR 33, PEMBROKE, MA, 02359
Community: Center Commons
Southport 7 IRONWOOD PATH 186, MASHPEE, MA, 02649, Mashpee, MA 02649
$564,000

2 beds

|

3 baths

|

1,685 sq ft

|

Condo

7 IRONWOOD PATH 186, MASHPEE, MA, 02649
Community: Southport
Great Island 9 CANOE LNDG, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$747,000

2 beds

|

3 baths

|

2,074 sq ft

|

House

9 CANOE LNDG, PLYMOUTH, MA, 02360
Community: Great Island
Great Island 22 CROSS WIND, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$825,000

3 beds

|

3 baths

|

2,440 sq ft

|

House

22 CROSS WIND, PLYMOUTH, MA, 02360
Community: Great Island
Great Island 6 AUTUMN GLN, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$725,000

2 beds

|

3 baths

|

2,061 sq ft

|

House

6 AUTUMN GLN, PLYMOUTH, MA, 02360
Community: Great Island
Martins Landing 260 MARTINS LANDING WAY 202, NORTH READI..., North Reading, MA 01864
$499,900

1 beds

|

1 baths

|

972 sq ft

|

Condo

260 MARTINS LANDING WAY 202, NORTH READI...
Community: Martins Landing
Regency at Glen Ellen 112 GLEN ELLEN BLVD 112, MILLIS, MA, 020..., Millis, MA 02054
$1,299,950

3 beds

|

4 baths

|

4,483 sq ft

|

Condo

112 GLEN ELLEN BLVD 112, MILLIS, MA, 020...
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Riverside Woods 1 HOOD DR 1, ANDOVER, MA, 01810, Andover, MA 01810
$945,900

3 beds

|

3 baths

|

2,466 sq ft

|

Condo

1 HOOD DR 1, ANDOVER, MA, 01810
Community: Riverside Woods
Stone Castle Estates 17 STONE CASTLE DR 17, METHUEN, MA, 0184..., Methuen, MA 01844
$875,000

3 beds

|

3 baths

|

2,438 sq ft

|

House

17 STONE CASTLE DR 17, METHUEN, MA, 0184...
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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The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 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: Aug 22, 2026.
This application does not include information on all of the properties available for sale at this time.

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