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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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Colliston Yard
$400ks - $500ks
Colliston Yard, Nashua, NH
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 75 homes
Forest Hills of Londonder...
$400ks
Forest Hills of Londonder..., Londonderry, NH
Resale Only | 55+ age-restricted | Built 2001 - 2006 | 65 homes
Hadleigh Woods
$300ks
Hadleigh Woods, Windham, NH
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 62 homes
The Village at Hollis Dep...
$300ks
The Village at Hollis Dep..., Hollis, NH
Resale Only | 55+ age-restricted | Built 2003 - 2003 | 60 homes
Mission Pointe
$500ks - $600ks
Mission Pointe, Hudson, NH
Resale Only | 62+ age-restricted | Built 2006 - 2011 | 58 homes
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Annandale on The River
$500ks - $600ks
Annandale on The River, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2009 - 2011 | 57 homes
Silver Lake Estates
$700ks - $800ks
Silver Lake Estates, Hollis, NH
Resale Only | 55+ age-restricted | Built 2019 - 2022 | 52 homes
Del Ray Place
$700ks - $800ks
Del Ray Place, Windham, NH
New Construction | 55+ age-restricted | Built 2019 - present | 26 homes
Souhegan River View Villa...
$400ks - $500ks
Souhegan River View Villa..., Merrimack, NH
Resale Only | 55+ age-restricted | Built 2001 - 2006 | 51 homes
Lamplighter Estates
$200ks - $300ks
Lamplighter Estates, Kingston, NH
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 50 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.
5 rating (1 reviews) Canberra Village
$400ks - $500ks
Canberra Village, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 49 homes
Cahill Place
$200ks
Cahill Place, Milford, NH
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 49 homes
Gilcreast Farms
$300ks
Gilcreast Farms, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 47 homes
Runnells Landing
$300ks
Runnells Landing, Hollis, NH
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 45 homes
Cohas Landing
$300ks
Cohas Landing, Londonderry, NH
Resale Only | 55+ age-restricted | Built 1991 - 1997 | 44 homes
Braemoor Commons
$300ks - $400ks
Braemoor Commons, Salem, NH
Resale Only | 55+ age-restricted | Built 2014 - 2015 | 44 homes
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Questions? Call us: (888) 625-4885
Pine Creek
$300ks
Pine Creek, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 42 homes
Benjamin Chase Mill
$400ks - $500ks
Benjamin Chase Mill, Derry, NH
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 36 homes
The Villages of Pelham
$300ks - $400ks
The Villages of Pelham, Pelham, NH
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 40 homes
Whispering Winds
$400ks
Whispering Winds, Windham, NH
Resale Only | 55+ age-restricted | Built 2001 - 2001 | 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.
Harvest Village
$400ks
Harvest Village, Londonderry, NH
Resale Only | 55+ age-restricted | Built 1995 - 1999 | 45 homes
Thompson's Preserve
$500ks
Thompson's Preserve, Nashua, NH
Resale Only | 55+ age-restricted | Built 2019 - 2020 | 39 homes
Little Mill Woods
$300ks - $400ks
Little Mill Woods, Sandown, NH
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 38 homes
Parrish Hills
$300ks - $500ks
Parrish Hills, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 37 homes
Hayden Green
$500ks
Hayden Green, Nashua, NH
Resale Only | 55+ age-restricted | Built 2013 - 2015 | 37 homes
Country Hills
$600ks
Country Hills, East Kingston, NH
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 36 homes
Lexington Place
$400ks
Lexington Place, Hudson, NH
Resale Only | 55+ age-restricted | Built 1999 - 1999 | 34 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Rowell Estates
$300ks - $400ks
Rowell Estates, Kingston, NH
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 33 homes
Sugarplum Hill
$300ks - $400ks
Sugarplum Hill, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2006 - 2012 | 33 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
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.
Bella Vista
$300ks - $400ks
Bella Vista, Glocester, RI
Resale Only | 55+ age-restricted | Built 2015 - 2021 | 70 homes
Hampton Meadows
$700ks - $900ks
Hampton Meadows, Hampton, NH
Resale Only | 55+ age-restricted | Built 1998 - 2002 | 116 homes
Bay Ridge
$600ks - $800ks
Bay Ridge, Middletown, RI
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 60 homes
Bailey Brook
$600ks - $700ks
Bailey Brook, Middletown, RI
Resale Only | 55+ age-restricted | Built 2018 - 2024 | 36 homes
Buttrick Village
$400ks - $500ks
Buttrick Village, Londonderry, NH
Resale Only | 55+ age-restricted | Built 1997 - 2000 | 40 homes
Hawthorn Preserve
$900ks - $1Ms
Hawthorn Preserve, Braintree, MA
New Construction | 55+ age-restricted | Built 2025 - present | 51 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
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 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
New Autumn Fields 24 QUAIL HOLW 24, ENFIELD, CT, 06082, Enfield, CT 06082
$339,000

1 beds

|

2 baths

|

1,235 sq ft

|

Condo

24 QUAIL HOLW 24, ENFIELD, CT, 06082
Community: Autumn Fields
New Del Webb Chauncy Lake 8 PETERS FARM WAY 113, WESTBOROUGH, MA, ..., Westborough, MA 01581
$639,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

8 PETERS FARM WAY 113, WESTBOROUGH, MA, ...
New Del Webb Chauncy Lake 8 PETERS FARM WAY 103, WESTBOROUGH, MA, ..., Westborough, MA 01581
$414,995

1 beds

|

2 baths

|

972 sq ft

|

Condo

8 PETERS FARM WAY 103, WESTBOROUGH, MA, ...
Sawyer's Reach 35 MARINERS WAY 35, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$929,900

3 beds

|

3 baths

|

2,533 sq ft

|

Condo

35 MARINERS WAY 35, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Oak Point 7012 OAK POINT DR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$425,900

2 beds

|

2 baths

|

1,512 sq ft

|

House

7012 OAK POINT DR, MIDDLEBORO, MA, 02346
Community: Oak Point
Seaside at Scituate - The Carriage Collection 12 THELMA WAY 12, SCITUATE, MA, 02066, Scituate, MA 02066
$1,724,900

2 beds

|

4 baths

|

3,500 sq ft

|

Condo

12 THELMA WAY 12, SCITUATE, MA, 02066
Martins Landing 240 MARTINS LNDG 102, NORTH READING, MA,..., North Reading, MA 01864
$449,000

1 beds

|

1 baths

|

955 sq ft

|

Condo

240 MARTINS LNDG 102, NORTH READING, MA,...
Community: Martins Landing
Quail Ridge 136 SKYLINE DR 136, ACTON, MA, 01720, Acton, MA 01720
$948,000

3 beds

|

3 baths

|

2,685 sq ft

|

Condo

136 SKYLINE DR 136, ACTON, MA, 01720
Community: Quail Ridge
Seton Highlands at The Pinehills 105 SETON HIGHLANDS 105, PLYMOUTH, MA, 0..., Plymouth, MA 02360
$825,000

2 beds

|

3 baths

|

2,186 sq ft

|

Condo

105 SETON HIGHLANDS 105, PLYMOUTH, MA, 0...
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.
Pennington Crossing 2404 PENNINGTON DR 2404, WALPOLE, MA, 02..., Walpole, MA 02081
$559,900

1 beds

|

1 baths

|

965 sq ft

|

Condo

2404 PENNINGTON DR 2404, WALPOLE, MA, 02...
Community: Pennington Crossing
The Pines at Hathaway Pond 31 HATHAWAY POND CIR 31, ROCHESTER, MA, ..., Rochester, MA 02770
$765,000

2 beds

|

3 baths

|

2,231 sq ft

|

Condo

31 HATHAWAY POND CIR 31, ROCHESTER, MA, ...
Bates Quarry 16 TIGER TER 29, WALPOLE, MA, 02081, Walpole, MA 02081
$948,159

2 beds

|

2 baths

|

2,509 sq ft

|

Condo

16 TIGER TER 29, WALPOLE, MA, 02081
Community: Bates Quarry
Cindy Certified
12 TIGER TER 28, WALPOLE, MA, 02081, Walpole, MA 02081
$863,659

2 beds

|

2 baths

|

1,501 sq ft

|

Condo

12 TIGER TER 28, WALPOLE, MA, 02081
30 Coppersmith 30 COPPERSMITH WAY 512, CANTON, MA, 0202..., Canton, MA 02021
$799,995

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

30 COPPERSMITH WAY 512, CANTON, MA, 0202...
Community: 30 Coppersmith
30 Coppersmith 30 COPPERSMITH WAY 509, CANTON, MA, 0202..., Canton, MA 02021
$716,705

2 beds

|

2 baths

|

1,425 sq ft

|

Condo

30 COPPERSMITH WAY 509, CANTON, MA, 0202...
Community: 30 Coppersmith
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Southport 125 LEISURE GREEN DR 167, MASHPEE, MA, 0..., Mashpee, MA 02649
$469,000

2 beds

|

2 baths

|

1,338 sq ft

|

Condo

125 LEISURE GREEN DR 167, MASHPEE, MA, 0...
Community: Southport
Kensington at The Pinehills 18 BIRMINGHAM, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$799,000

3 beds

|

3 baths

|

2,369 sq ft

|

House

18 BIRMINGHAM, PLYMOUTH, MA, 02360
Upton Ridge 126 CLUBHOUSE LN 126, NORTHBRIDGE, MA, 0..., Northbridge, MA 01534
$659,000

3 beds

|

3 baths

|

2,130 sq ft

|

Condo

126 CLUBHOUSE LN 126, NORTHBRIDGE, MA, 0...
Community: Upton Ridge
The Trails 30 WATERVILLE LN 30, HOPKINTON, MA, 0174..., Hopkinton, MA 01748
$1,069,900

2 beds

|

3 baths

|

2,510 sq ft

|

Condo

30 WATERVILLE LN 30, HOPKINTON, MA, 0174...
Community: The Trails
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 Pines at Hathaway Pond 20 HATHAWAY POND CIR 20, ROCHESTER, MA, ..., Rochester, MA 02770
$749,000

2 beds

|

3 baths

|

1,968 sq ft

|

Condo

20 HATHAWAY POND CIR 20, ROCHESTER, MA, ...
Cindy Certified
20 AUDUBON WAY 309, CANTON, MA, 02021, Canton, MA 02021
$784,900

2 beds

|

3 baths

|

1,421 sq ft

|

Condo

20 AUDUBON WAY 309, CANTON, MA, 02021
Cindy Certified
20 AUDUBON WAY U 102, CANTON, MA, 02021, Canton, MA 02021
$659,900

2 beds

|

3 baths

|

1,440 sq ft

|

Condo

20 AUDUBON WAY U 102, CANTON, MA, 02021
Seton Highlands at The Pinehills 15 ABERDEEN 15, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$900,000

3 beds

|

4 baths

|

3,703 sq ft

|

Condo

15 ABERDEEN 15, PLYMOUTH, MA, 02360
Garrison Place 1 GARRISON WAY 1, CARLISLE, MA, 01741, Carlisle, MA 01741
$1,198,000

2 beds

|

4 baths

|

3,230 sq ft

|

Condo

1 GARRISON WAY 1, CARLISLE, MA, 01741
Community: Garrison Place
Cindy Certified
399 NEPONSET 213, CANTON, MA, 02021, Canton, MA 02021
$699,995

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

399 NEPONSET 213, CANTON, MA, 02021
Regency at Glen Ellen 24 HENRY WAY 24, MILLIS, MA, 02054, Millis, MA 02054
$899,900

2 beds

|

3 baths

|

2,370 sq ft

|

Condo

24 HENRY WAY 24, MILLIS, MA, 02054
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Seton Highlands at The Pinehills 25 SETON HIGHLANDS 25, PLYMOUTH, MA, 023..., Plymouth, MA 02360
$835,000

2 beds

|

3 baths

|

2,321 sq ft

|

Condo

25 SETON HIGHLANDS 25, PLYMOUTH, MA, 023...
Southport 15 CLASSIC CIR 15, MASHPEE, MA, 02649, Mashpee, MA 02649
$499,900

2 beds

|

2 baths

|

1,333 sq ft

|

Condo

15 CLASSIC CIR 15, MASHPEE, MA, 02649
Community: Southport
The Village at Northridge 37 NORTHRIDGE DR 37, NORTH READING, MA, ..., North Reading, MA 01864
$545,900

2 beds

|

2 baths

|

1,184 sq ft

|

Condo

37 NORTHRIDGE DR 37, NORTH READING, 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.
Riverside Woods 4 FRANCIS DR 412, ANDOVER, MA, 01810, Andover, MA 01810
$649,900

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

4 FRANCIS DR 412, ANDOVER, MA, 01810
Community: Riverside Woods
Sawyer's Reach 1 MARINER’S WAY 207, PLYMOUTH, MA, 023..., Plymouth, MA 02360
$589,900

2 beds

|

2 baths

|

1,084 sq ft

|

Condo

1 MARINER’S WAY 207, PLYMOUTH, MA, 023...
Community: Sawyer's Reach
Cindy Certified
96 AURORA SKY 96, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$838,230

2 beds

|

2 baths

|

1,614 sq ft

|

Condo

96 AURORA SKY 96, PLYMOUTH, MA, 02360
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
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
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
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
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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
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
Del Webb Chauncy Lake 8 PETERS FARM WAY 106, WESTBOROUGH, MA, ..., Westborough, MA 01581
$619,995

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

8 PETERS FARM WAY 106, 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.



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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: Sep 09, 2026.
This application does not include information on all of the properties available for sale at this time.

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