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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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151 homes near Massachusetts

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5 rating (3 reviews) Oak Point
$300ks - $400ks
Oak Point, Middleborough, MA
New and Resale | 55+ age-restricted | Built 1999 - present | 1,150 homes
Martins Landing
$400ks - $700ks
Martins Landing, North Reading, MA
New Construction | 55+ age-restricted | Built 2018 - present | 450 homes
Villages at Weathervane
$800ks - $1Ms
Villages at Weathervane, Weymouth, MA
Resale Only | 55+ age-restricted | Built 2003 - 2010 | 149 homes
Del Webb Chauncy Lake
$400ks - $600ks
Del Webb Chauncy Lake, Westborough, MA
New Construction | 55+ age-restricted | Built 2018 - present | 700 homes
Southport
$400ks - $600ks
Southport, Mashpee, MA
New and Resale | 55+ age-restricted | Built 1989 - present | 730 homes
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Blue Heron Pond
$500ks
Blue Heron Pond, Lancaster, MA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 58 homes
New England Commons
$200ks - $300ks
New England Commons, Webster, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 100 homes
Quail Ridge
$600ks - $700ks
Quail Ridge, Acton, MA
Resale Only | 55+ age-restricted | Built 2015 - present | 153 homes
Regency at Glen Ellen
$700ks - $900ks
Regency at Glen Ellen, Millis, MA
New Construction | 55+ age-restricted | Built 2017 - present | 324 homes
Lake Point Village
$400ks - $600ks
Lake Point Village, Lakeville, MA
New Construction | 55+ age-restricted | Built 2020 - present | 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.
Great Island
$600ks
Great Island, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 homes
Preserve at Emerald Pines
$800ks - $900ks
Preserve at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 homes
The Preserve at Hunters H...
$400ks - $500ks
The Preserve at Hunters H..., Dighton, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 140 homes
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
30 Coppersmith
$700ks
30 Coppersmith, Canton, MA
New Construction | 55+ age-restricted | Built 2025 - present | 63 homes
Woodcrest Run
$400ks - $600ks
Woodcrest Run, Sharon, MA
New Construction | 55+ age-restricted | Built 2019 - present | 25 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Upton Ridge
$400ks - $600ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 homes
The Village at Orchard Me...
$400ks - $500ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes
Sawyer's Reach
$400ks - $900ks
Sawyer's Reach, Plymouth, MA
New and Resale | 55+ age-restricted | Built 2017 - present | 224 homes
Brierly Pond Village
$300ks - $400ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 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.
Riverside Woods
$400ks - $600ks
Riverside Woods, Andover, MA
Resale Only | 55+ age-restricted | Built 2017 - present | 200 homes
The Trails
$500ks - $700ks
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 homes
Seton Highlands at The Pi...
$600ks - $700ks
Seton Highlands at The Pi..., Plymouth, MA
New and Resale | 55+ age-restricted | Built 2008 - present | 120 homes
4 rating (2 reviews) Regency at Methuen
$500ks - $600ks
Regency at Methuen, Methuen, MA
Resale Only | 55+ age-restricted | Built 2011 - 2015 | 240 homes
Pennington Crossing
$300ks - $600ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 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
Hatter's Point
$600ks - $700ks
Hatter's Point, Amesbury, MA
Resale Only | 55+ age-restricted | Built 2004 - 2017 | 88 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Northwoods at Sudbury
$500ks
Northwoods at Sudbury, Sudbury, MA
Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes
The Village at Auburnvill...
$300ks - $400ks
The Village at Auburnvill..., Whitman, MA
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 homes
Woodstone Crossing
$300ks - $400ks
Woodstone Crossing, Weymouth, MA
Resale Only | Age-targeted | Built 2015 - 2019 | 200 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.
Chilton Park Village
$400ks
Chilton Park Village, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2006 - 2015 | 25 homes
WestRidge
$700ks
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes
Stone Castle Estates
$800ks - $1Ms
Stone Castle Estates, Methuen, MA
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 89 homes
Stonebridge Commons
$500ks
Stonebridge Commons, Hanson, MA
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 121 homes
Regency at Emerald Pines
$600ks - $900ks
Regency at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 homes
The Seasons at Salisbury
$400ks - $500ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
Willis Brook at Lynnfield
$1Ms
Willis Brook at Lynnfield, Lynnfield, MA
New Construction | 55+ age-restricted | Built 2026 - present | 100 homes
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
The Village at Shepley Hi...
$900ks
The Village at Shepley Hi..., Groton, MA
New and Resale | 55+ age-restricted | Built 2023 - present | 26 homes
Shaker Heights
$400ks - $500ks
Shaker Heights, Enfield, CT
New Construction | 55+ age-restricted | Built 2018 - present | 77 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.
123...4
The Preserve at Hunters Hill 72 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$799,900

2 beds

|

2 baths

|

1,600 sq ft

|

House

72 CLUB HOUSE DR, DIGHTON, MA, 02715
Quail Ridge 20 PARKLAND LN 20, ACTON, MA, 01720, Acton, MA 01720
$925,000

2 beds

|

2 baths

|

2,149 sq ft

|

Condo

20 PARKLAND LN 20, ACTON, MA, 01720
Community: Quail Ridge
The Preserve at Hunters Hill 127 CLUBHOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$756,275

2 beds

|

2 baths

|

1,815 sq ft

|

House

127 CLUBHOUSE DR, DIGHTON, MA, 02715
Martins Landing 320 MARTINS LNDG 307, NORTH READING, MA,..., North Reading, MA 01864
$774,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 307, NORTH READING, MA,...
Community: Martins Landing
The Village at Orchard Meadows 79 ORCHARD MEADOWS DR 79, SHREWSBURY, MA..., Shrewsbury, MA 01545
$534,900

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

79 ORCHARD MEADOWS DR 79, SHREWSBURY, MA...
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Southport 14 STONY BROOK DR 516, MASHPEE, MA, 0264..., Mashpee, MA 02649
$699,000

2 beds

|

3 baths

|

1,792 sq ft

|

Condo

14 STONY BROOK DR 516, MASHPEE, MA, 0264...
Community: Southport
Pennington Crossing 4402 PENNINGTON DR 4402, WALPOLE, MA, 02..., Walpole, MA 02081
$799,900

2 beds

|

2 baths

|

1,339 sq ft

|

Condo

4402 PENNINGTON DR 4402, WALPOLE, MA, 02...
Community: Pennington Crossing
Northwoods at Sudbury 10 NORTHWOOD DR 301, SUDBURY, MA, 01776, Sudbury, MA 01776
$649,000

1 beds

|

2 baths

|

1,668 sq ft

|

Condo

10 NORTHWOOD DR 301, SUDBURY, MA, 01776
Sawyer's Reach 62 MARINERS WAY 210, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$479,900

1 beds

|

2 baths

|

910 sq ft

|

Condo

62 MARINERS WAY 210, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
Great Island 23 WOODSONG, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$949,000

2 beds

|

2 baths

|

2,096 sq ft

|

House

23 WOODSONG, 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.
Cindy Certified
9 INDEPENDENCE AVE 307, BRAINTREE, MA, 0..., Braintree, MA 02184
$629,000

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

9 INDEPENDENCE AVE 307, BRAINTREE, MA, 0...
Great Island 7 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$725,000

2 beds

|

3 baths

|

2,061 sq ft

|

House

7 MADISON REACH, PLYMOUTH, MA, 02360
Community: Great Island
Riverside Woods 6 OVERLOOK DR 204, ANDOVER, MA, 01810, Andover, MA 01810
$679,900

2 beds

|

2 baths

|

1,600 sq ft

|

Condo

6 OVERLOOK DR 204, ANDOVER, MA, 01810
Community: Riverside Woods
Great Island 28 CROSS WIND, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$745,000

2 beds

|

3 baths

|

2,061 sq ft

|

House

28 CROSS WIND, PLYMOUTH, MA, 02360
Community: Great Island
Great Island 28 COTTAGE CV, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$899,000

2 beds

|

3 baths

|

3,276 sq ft

|

House

28 COTTAGE CV, PLYMOUTH, MA, 02360
Community: Great Island
Upton Ridge 56 SHANNON WAY 56, UPTON, MA, 01568, Upton, MA 01568
$689,000

2 beds

|

3 baths

|

1,950 sq ft

|

Condo

56 SHANNON WAY 56, UPTON, MA, 01568
Community: Upton Ridge
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Southport 18 BONWOOD DR 402, MASHPEE, MA, 02649, Mashpee, MA 02649
$599,000

2 beds

|

4 baths

|

2,527 sq ft

|

Condo

18 BONWOOD DR 402, MASHPEE, MA, 02649
Community: Southport
Great Island 39 COTTAGE CV, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$749,000

2 beds

|

3 baths

|

2,427 sq ft

|

House

39 COTTAGE CV, PLYMOUTH, MA, 02360
Community: Great Island
Cindy Certified
27 HOWLAND 7, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$859,900

2 beds

|

2 baths

|

1,678 sq ft

|

Condo

27 HOWLAND 7, PLYMOUTH, MA, 02360
Orchard Hill 19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$597,500

2 beds

|

3 baths

|

2,183 sq ft

|

Condo

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158...
Community: Orchard Hill
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.
Stonebridge Commons 31 STONEBRIDGE DR 31, HANSON, MA, 02341, Hanson, MA 02341
$659,000

2 beds

|

3 baths

|

2,071 sq ft

|

Condo

31 STONEBRIDGE DR 31, HANSON, MA, 02341
Community: Stonebridge Commons
Brierly Pond Village 168 HORNE WAY 168, MILLBURY, MA, 01527, Millbury, MA 01527
$399,900

2 beds

|

3 baths

|

1,735 sq ft

|

Condo

168 HORNE WAY 168, MILLBURY, MA, 01527
Martins Landing 220 MARTINS LNDG 102, NORTH READING, MA,..., North Reading, MA 01867
$479,900

1 beds

|

1 baths

|

955 sq ft

|

Condo

220 MARTINS LNDG 102, NORTH READING, MA,...
Community: Martins Landing
Upton Ridge 204 SAND TRAP CT 204, NORTHBRIDGE, MA, 0..., Northbridge, MA 01534
$625,000

3 beds

|

3 baths

|

2,170 sq ft

|

Condo

204 SAND TRAP CT 204, NORTHBRIDGE, MA, 0...
Community: Upton Ridge
Del Webb Chauncy Lake 3202 PETERS FARM WAY 202, WESTBOROUGH, M..., Westborough, MA 01581
$440,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

3202 PETERS FARM WAY 202, WESTBOROUGH, M...
Martins Landing 230 MARTINS LNDG 102, NORTH READING, MA,..., North Reading, MA 01864
$475,000

1 beds

|

1 baths

|

955 sq ft

|

Condo

230 MARTINS LNDG 102, NORTH READING, MA,...
Community: Martins Landing
The Trails 9 WATERVILLE LN 9, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$999,900

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

9 WATERVILLE LN 9, HOPKINTON, MA, 01748
Community: The Trails
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Del Webb Chauncy Lake 7205 PETERS FARM WAY 7205, WESTBOROUGH, ..., Westborough, MA 01581
$489,995

2 beds

|

2 baths

|

1,175 sq ft

|

Condo

7205 PETERS FARM WAY 7205, WESTBOROUGH, ...
Martins Landing 230 MARTIN'S LNDG 108, NORTH READING, MA..., North Reading, MA 01864
$479,900

1 beds

|

1 baths

|

1,020 sq ft

|

Condo

230 MARTIN'S LNDG 108, NORTH READING, MA...
Community: Martins Landing
Martins Landing 320 MARTINS LNDG 2508, NORTH READING, MA..., North Reading, MA 01864
$724,995

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 2508, 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.
Martins Landing 320 MARTINS LNDG 401, NORTH READING, MA,..., North Reading, MA 01864
$849,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 401, NORTH READING, MA,...
Community: Martins Landing
Cindy Certified
85 LEWIS AVE 85, WALPOLE, MA, 02081, Walpole, MA 02081
$749,000

3 beds

|

2 baths

|

1,293 sq ft

|

Condo

85 LEWIS AVE 85, WALPOLE, MA, 02081
Preserve at Emerald Pines 11 HUMMINGBIRD WAY 11, METHUEN, MA, 0184..., Methuen, MA 01844
$939,900

3 beds

|

3 baths

|

2,907 sq ft

|

Condo

11 HUMMINGBIRD WAY 11, METHUEN, MA, 0184...
Martins Landing 320 MARTINS LNDG 2310, NORTH READING, MA..., North Reading, MA 01864
$569,995

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

320 MARTINS LNDG 2310, NORTH READING, MA...
Community: Martins Landing
The Village at Shepley Hill 70 LEGACY LN B, GROTON, MA, 01450, Groton, MA 01450
$1,150,000

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

70 LEGACY LN B, GROTON, MA, 01450
The Village at Auburnville 877 AUBURNVILLE WAY A3, WHITMAN, MA, 023..., Whitman, MA 02382
$485,000

2 beds

|

3 baths

|

2,103 sq ft

|

Condo

877 AUBURNVILLE WAY A3, WHITMAN, MA, 023...
Woodcrest Run 635 OLD POST RD 2-303, SHARON, MA, 02067, Sharon, MA 02067
$675,000

2 beds

|

3 baths

|

2,400 sq ft

|

Condo

635 OLD POST RD 2-303, SHARON, MA, 02067
Community: Woodcrest Run
Cindy Certified
180/208 OLD POST RD 208, SHARON, MA, 020..., Sharon, MA 02067
$1,094,900

2 beds

|

3 baths

|

1,653 sq ft

|

Condo

180/208 OLD POST RD 208, SHARON, MA, 020...
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
30 Coppersmith 30 COPPERSMITH WAY 410, CANTON, MA, 0202..., Canton, MA 02021
$684,995

2 beds

|

2 baths

|

1,425 sq ft

|

Condo

30 COPPERSMITH WAY 410, CANTON, MA, 0202...
Community: 30 Coppersmith
Southport 1 SANDVIEW TER 1, MASHPEE, MA, 02649, Mashpee, MA 02649
$549,900

2 beds

|

2 baths

|

2,333 sq ft

|

Condo

1 SANDVIEW TER 1, 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.



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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 24, 2026.
This application does not include information on all of the properties available for sale at this time.

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