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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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Adams Farm
$700ks - $800ks
Adams Farm, Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 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
Holliston Woods
$500ks - $700ks
Holliston Woods, Holliston, MA
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes
The Villages at Crane Mea...
$400ks
The Villages at Crane Mea..., Marlborough, MA
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes
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Balancing Rock
$500ks - $600ks
Balancing Rock, Holliston, MA
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 49 homes
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes
North Meadow Village
$500ks - $800ks
North Meadow Village, Middleton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2015 | 42 homes
Rockwood Meadows
$600ks - $700ks
Rockwood Meadows, Upton, MA
New Construction | 55+ age-restricted | Built 2016 - present | 58 homes
Rolling Green at Topsfiel...
$600ks - $800ks
Rolling Green at Topsfiel..., Topsfield, MA
Resale Only | 55+ age-restricted | Built 2014 - 2014 | 30 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
Wyman Farms
$500ks - $900ks
Wyman Farms, Shrewsbury, MA
New Construction | 55+ age-restricted | Built 2017 - present | 26 homes
59 North Main
$900ks
59 North Main, Sherborn, MA
New Construction | 55+ age-restricted | Built 2019 - present | 12 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
The Lanterns at Warren Wo...
$500ks - $700ks
The Lanterns at Warren Wo..., Ashland, MA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 93 homes
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Questions? Call us: (888) 625-4885
Millwood Preserve
$1Ms
Millwood Preserve, Framingham, MA
Resale Only | 55+ age-restricted | Built 2020 - 2024 | 129 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
Enclave at Hudson
$800ks - $1Ms
Enclave at Hudson, Hudson, MA
New Construction | 55+ age-restricted | Built 2021 - present | 64 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.
Village at Silver Hill
$1Ms - $2Ms
Village at Silver Hill, Weston, MA
New Construction | 55+ age-restricted | Built 2021 - present | 8 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
Tara Woods
$400ks
Tara Woods, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 38 homes
Center Commons
$500ks - $600ks
Center Commons, Pembroke, MA
Resale Only | 55+ age-restricted | Built 2004 - 2009 | 44 homes
Donovan Farm
$500ks - $700ks
Donovan Farm, Norwell, MA
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 40 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
The Elms of Hanover
$500ks - $700ks
The Elms of Hanover, Hanover, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 51 homes
Chilton Park Village
$400ks
Chilton Park Village, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2006 - 2015 | 25 homes
Cranberry Grove
$200ks - $300ks
Cranberry Grove, Wareham, MA
Resale Only | 55+ age-restricted | Built 2001 - 2001 | 36 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.
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
Rockland Glen
$300ks - $500ks
Rockland Glen, Rockland, MA
Resale Only | 55+ age-restricted | Built 2008 - 2015 | 60 homes
Rolling Mill
$600ks - $700ks
Rolling Mill, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2018 - 2021 | 46 homes
Liberty Woods
$600ks - $700ks
Liberty Woods, Hanson, MA
New Construction | 55+ age-restricted | Built 2023 - present | 56 homes
Willis Brook at Lynnfield
$1Ms
Willis Brook at Lynnfield, Lynnfield, MA
New Construction | 55+ age-restricted | Built 2026 - present | 100 homes
Hawthorn Preserve
$900ks - $1Ms
Hawthorn Preserve, Braintree, MA
New Construction | 55+ age-restricted | Built 2025 - present | 51 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
RiverWalk at Bedford
$500ks
RiverWalk at Bedford, Bedford, NH
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 90 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 Southport 126 GREY HAWK DR 697, MASHPEE, MA, 02649, Mashpee, MA 02649
$779,900

2 beds

|

3 baths

|

1,620 sq ft

|

Condo

126 GREY HAWK DR 697, MASHPEE, MA, 02649
Community: Southport
New Southport 12 PGA LN 423, MASHPEE, MA, 02649, Mashpee, MA 02649
$545,000

2 beds

|

2 baths

|

1,333 sq ft

|

Condo

12 PGA LN 423, MASHPEE, MA, 02649
Community: Southport
New Stone Castle Estates 6 ASHLEY LN 38, METHUEN, MA, 01844, Methuen, MA 01844
$316,648

2 beds

|

1 baths

|

1,209 sq ft

|

Condo

6 ASHLEY LN 38, METHUEN, MA, 01844
New 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
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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
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
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, ...
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
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
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.
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...
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, ...
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
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
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
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.
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
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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
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
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
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 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
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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
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
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 11, 2026.
This application does not include information on all of the properties available for sale at this time.

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