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Massachusetts 55+ active adult communities & homes for sale - Page 4

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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Hawthorn Preserve
$900ks - $1Ms
Hawthorn Preserve, Braintree, MA
New Construction | 55+ age-restricted | Built 2025 - present | 51 homes
English Commons at Topsfi...
$800ks - $900ks
English Commons at Topsfi..., Topsfield, MA
Resale Only | 55+ age-restricted | Built 2010 - 2014 | 49 homes
Red Mill Village
$400ks - $600ks
Red Mill Village, Norton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2014 | 156 homes
Westbrook Crossing
$400ks - $500ks
Westbrook Crossing, Dedham, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 homes
Reading Woods
$400ks - $600ks
Reading Woods, Reading, MA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 424 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
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Summer Reach
$400ks - $500ks
Summer Reach, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 114 homes
Duxbury Estates
$700ks - $800ks
Duxbury Estates, Duxbury, MA
Resale Only | 55+ age-restricted | Built 2008 - 2013 | 44 homes
Peregrine Woods
$400ks - $600ks
Peregrine Woods, Marshfield, MA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 32 homes
Tara Woods
$400ks
Tara Woods, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 38 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.
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
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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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
Seaside at Scituate - The...
$900ks - $1Ms
Seaside at Scituate - The..., Scituate, MA
New Construction | 55+ age-restricted | Built 2019 - present | 44 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 Mill
$600ks - $700ks
Rolling Mill, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2018 - 2021 | 46 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
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
North Woods of Colchester
$300ks - $400ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
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
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.
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
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 Martins Landing 320 MARTINS LANDING WAY 311, NORTH READI..., North Reading, MA 01864
$612,995

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

320 MARTINS LANDING WAY 311, NORTH READI...
Community: Martins Landing
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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
New 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
New 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,...
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.
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
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
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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
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, ...
Del Webb Chauncy Lake 5 PETERS FARM WAY 404, WESTBOROUGH, MA, ..., Westborough, MA 01581
$489,995

1 beds

|

1 baths

|

972 sq ft

|

Condo

5 PETERS FARM WAY 404, 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
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 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...
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...
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Regency at Methuen 106 SHERWOOD DR 01844, METHUEN, MA, 0184..., Methuen, MA 01844
$779,900

2 beds

|

2 baths

|

1,797 sq ft

|

House

106 SHERWOOD DR 01844, METHUEN, MA, 0184...
Community: Regency at Methuen
Willis Brook at Lynnfield 13 FAIRWAY LN 56, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,687,000

2 beds

|

2 baths

|

1,913 sq ft

|

Condo

13 FAIRWAY LN 56, LYNNFIELD, MA, 01940
The Gardens of Wilbraham 23 CHERRY DR 23, WILBRAHAM, MA, 01095, Wilbraham, MA 01095
$399,900

1 beds

|

2 baths

|

1,218 sq ft

|

Condo

23 CHERRY DR 23, WILBRAHAM, MA, 01095
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.
Cindy Certified
399 NEPONSET 409, CANTON, MA, 02021, Canton, MA 02021
$705,855

2 beds

|

2 baths

|

1,425 sq ft

|

Condo

399 NEPONSET 409, CANTON, MA, 02021
Cindy Certified
180 U:202 OLD POST RD 202, SHARON, MA, 0..., Sharon, MA 02067
$887,900

2 beds

|

3 baths

|

1,431 sq ft

|

Condo

180 U:202 OLD POST RD 202, SHARON, MA, 0...
Cindy Certified
134 COURT ST 2, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$1,023,000

2 beds

|

2 baths

|

1,744 sq ft

|

Condo

134 COURT ST 2, PLYMOUTH, MA, 02360
30 Coppersmith 30 COPPERSMITH WAY 502, CANTON, MA, 0202..., Canton, MA 02021
$625,995

1 beds

|

1 baths

|

1,027 sq ft

|

Condo

30 COPPERSMITH WAY 502, CANTON, MA, 0202...
Community: 30 Coppersmith
30 Coppersmith 30 COPPERSMITH WAY 406, CANTON, MA, 0202..., Canton, MA 02021
$827,440

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

30 COPPERSMITH WAY 406, CANTON, MA, 0202...
Community: 30 Coppersmith
Great Island 66 CLAM PUDDING, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$850,000

3 beds

|

3 baths

|

2,555 sq ft

|

House

66 CLAM PUDDING, PLYMOUTH, MA, 02360
Community: Great Island
Autumn Fields 37 QUAIL HOLW 37, ENFIELD, CT, 06082, Enfield, CT 06082
$419,000

2 beds

|

3 baths

|

1,679 sq ft

|

Condo

37 QUAIL HOLW 37, ENFIELD, CT, 06082
Community: Autumn Fields
The Seasons at Salisbury 148 FIRESIDE LN 148, HOLDEN, MA, 01520, Holden, MA 01520
$700,000

2 beds

|

3 baths

|

2,601 sq ft

|

Condo

148 FIRESIDE LN 148, HOLDEN, MA, 01520
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Preserve at Emerald Pines 21 PHOEBE ST 21, METHUEN, MA, 01844, Methuen, MA 01844
$894,000

3 beds

|

3 baths

|

2,616 sq ft

|

Condo

21 PHOEBE ST 21, METHUEN, MA, 01844
Preserve at Emerald Pines 40 PHOEBE ST 101, METHUEN, MA, 01844, Methuen, MA 01844
$825,000

3 beds

|

3 baths

|

2,654 sq ft

|

Condo

40 PHOEBE ST 101, 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.



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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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