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Massachusetts 55+ active adult communities & homes for sale

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.

Frequently Asked Questions


152 communities 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.
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
Great Island
$600ks
Great Island, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 homes
30 Coppersmith
$700ks
30 Coppersmith, Canton, MA
New Construction | 55+ age-restricted | Built 2025 - present | 63 homes
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
Upton Ridge
$400ks - $600ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 homes
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Questions? Call us: (888) 625-4885
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
Woodcrest Run
$400ks - $600ks
Woodcrest Run, Sharon, MA
New Construction | 55+ age-restricted | Built 2019 - present | 25 homes
Sawyer's Reach
$400ks - $900ks
Sawyer's Reach, Plymouth, MA
New and Resale | 55+ age-restricted | Built 2017 - present | 224 homes
Riverside Woods
$400ks - $600ks
Riverside Woods, Andover, MA
Resale Only | 55+ age-restricted | Built 2017 - present | 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.
Pennington Crossing
$300ks - $600ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 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
The Pines at Hathaway Pon...
$300ks - $500ks
The Pines at Hathaway Pon..., Rochester, MA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 61 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
Brierly Pond Village
$300ks - $400ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
The Trails
$500ks - $700ks
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 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
The Seasons at Salisbury
$400ks - $500ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
The Gardens of Wilbraham
$200ks - $400ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 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.
Stone Castle Estates
$800ks - $1Ms
Stone Castle Estates, Methuen, MA
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 89 homes
WestRidge
$700ks
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes
Woodstone Crossing
$300ks - $400ks
Woodstone Crossing, Weymouth, MA
Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes
Kensington at The Pinehil...
$500ks
Kensington at The Pinehil..., Plymouth, MA
New Construction | Age-targeted | Built 2017 - present | 17 homes
Chilton Park Village
$400ks
Chilton Park Village, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2006 - 2015 | 25 homes
Regency at Emerald Pines
$600ks - $900ks
Regency at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 homes
Spring Meadow
$400ks - $500ks
Spring Meadow, Hanover, MA
Resale Only | 55+ age-restricted | Built 2004 - 2007 | 39 homes
The Village at Auburnvill...
$300ks - $400ks
The Village at Auburnvill..., Whitman, MA
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Stonebridge Commons
$500ks
Stonebridge Commons, Hanson, MA
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 121 homes
The Village at Shepley Hi...
$900ks
The Village at Shepley Hi..., Groton, MA
New and Resale | 55+ age-restricted | Built 2023 - present | 26 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
New 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
New Seton Highlands at The Pinehills 105 SETON HIGH LANDS 105, PLYMOUTH, MA, ..., Plymouth, MA 02360
$825,000

2 beds

|

3 baths

|

2,186 sq ft

|

House

105 SETON HIGH LANDS 105, PLYMOUTH, MA, ...
New 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
New 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, ...
New 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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
New
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
New
Cindy Certified
399 NEPONSET 112, CANTON, MA, 02021, Canton, MA 02021
$636,780

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

399 NEPONSET 112, CANTON, MA, 02021
New 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
New 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
New 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
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 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
New 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
New 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
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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
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
$755,945

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
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.
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, ...
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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
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
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
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.
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
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
$674,877

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

8 PETERS FARM WAY 106, WESTBOROUGH, MA, ...
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, ...
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, ...
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
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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
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
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...
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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