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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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Reading Woods
$400ks - $600ks
Reading Woods, Reading, MA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 424 homes
Holliston Woods
$500ks - $700ks
Holliston Woods, Holliston, MA
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes
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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
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
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
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.
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
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
Hatter's Point
$600ks - $700ks
Hatter's Point, Amesbury, MA
Resale Only | 55+ age-restricted | Built 2004 - 2017 | 88 homes
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Questions? Call us: (888) 625-4885
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
The Villages at Walker Me...
$600ks - $700ks
The Villages at Walker Me..., Westborough, MA
Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 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
Trail Ridge at Harvard
$700ks
Trail Ridge at Harvard, Harvard, MA
Resale Only | 55+ age-restricted | Built 2008 - 2023 | 52 homes
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
59 North Main
$900ks
59 North Main, Sherborn, MA
New Construction | 55+ age-restricted | Built 2019 - present | 12 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
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
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.
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
Village at Silver Hill
$1Ms - $2Ms
Village at Silver Hill, Weston, MA
New Construction | 55+ age-restricted | Built 2021 - present | 8 homes
Bates Quarry
Bates Quarry, Walpole, MA
New Construction | 55+ age-restricted | Built 2025 - present | 100 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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Hawthorn Preserve
$900ks - $1Ms
Hawthorn Preserve, Braintree, MA
New Construction | 55+ age-restricted | Built 2025 - present | 51 homes
Hickory Woods
$400ks - $700ks
Hickory Woods, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2014 - 2016 | 98 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 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 Martins Landing 320 MARTINS LNDG 512, NORTH READING, MA,..., North Reading, MA 01864
$924,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 512, NORTH READING, MA,...
Community: Martins Landing
New 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
New 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
New 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, ...
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
New 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, ...
New 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
New 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
New 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
New 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
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 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
New 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
New Rockwood Meadows 41 ROCKWOOD LN 41, UPTON, MA, 01568, Upton, MA 01568
$779,900

2 beds

|

2 baths

|

1,743 sq ft

|

Condo

41 ROCKWOOD LN 41, UPTON, MA, 01568
Community: Rockwood Meadows
New 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...
New 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
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
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.
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
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
Northside Meadows 11 TOLLAND WAY 11, FRAMINGHAM, MA, 01701, Framingham, MA 01701
$1,195,000

2 beds

|

3 baths

|

2,607 sq ft

|

Condo

11 TOLLAND WAY 11, FRAMINGHAM, MA, 01701
Community: Northside Meadows
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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Southport 2 MAINSAIL CIR 70, MASHPEE, MA, 02649, Mashpee, MA 02649
$569,000

2 beds

|

3 baths

|

1,685 sq ft

|

Condo

2 MAINSAIL CIR 70, MASHPEE, MA, 02649
Community: Southport
Southport 1 WOODS EDGE LN 191, MASHPEE, MA, 02649, Mashpee, MA 02649
$579,000

2 beds

|

3 baths

|

2,542 sq ft

|

Condo

1 WOODS EDGE LN 191, MASHPEE, MA, 02649
Community: Southport
Southport 26 GREY HAWK DR 647, MASHPEE, MA, 02649, Mashpee, MA 02649
$719,000

2 beds

|

2 baths

|

1,952 sq ft

|

Condo

26 GREY HAWK DR 647, 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.
The Villages at Crane Meadow 7 WHISPERING BRK 7, MARLBOROUGH, MA, 017..., Marlborough, MA 01752
$579,900

2 beds

|

2 baths

|

1,838 sq ft

|

Condo

7 WHISPERING BRK 7, MARLBOROUGH, MA, 017...
Harmony Place 21 FIDELITY DR 73, RUTLAND, MA, 01543, Rutland, MA 01543
$489,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

21 FIDELITY DR 73, RUTLAND, MA, 01543
Community: Harmony Place
Harmony Place 23 FIDELITY DR 74, RUTLAND, MA, 01543, Rutland, MA 01543
$489,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

23 FIDELITY DR 74, RUTLAND, MA, 01543
Community: Harmony Place
Harmony Place 19 FIDELITY DR 72, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

19 FIDELITY DR 72, RUTLAND, MA, 01543
Community: Harmony Place
Harmony Place 17 FIDELITY DR 71, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

17 FIDELITY DR 71, RUTLAND, MA, 01543
Community: Harmony Place
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
WestRidge 4 HASTINGS RD 4, HUDSON, MA, 01749, Hudson, MA 01749
$610,000

2 beds

|

3 baths

|

1,736 sq ft

|

Condo

4 HASTINGS RD 4, HUDSON, MA, 01749
Community: WestRidge
Great Island 7 WHITE TRELLIS, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$750,000

2 beds

|

3 baths

|

2,061 sq ft

|

House

7 WHITE TRELLIS, 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 6 CHAMPLAIN CIR, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$659,900

2 beds

|

2 baths

|

1,549 sq ft

|

House

6 CHAMPLAIN CIR, PLYMOUTH, MA, 02360
Community: Great Island
Preserve at Emerald Pines 36 PHOEBE ST 36, METHUEN, MA, 01844, Methuen, MA 01844
$914,900

3 beds

|

3 baths

|

2,649 sq ft

|

Condo

36 PHOEBE ST 36, 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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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 14, 2026.
This application does not include information on all of the properties available for sale at this time.

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