Call us at (888) 625-4885 to learn more about active adult communities in Massachusetts

Massachusetts 55+ active adult communities & homes for sale - Page 2

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

Sort by:

Relevance

Relevance

The Village at Northridge
$500ks - $600ks
The Village at Northridge, North Reading, MA
Resale Only | 55+ age-restricted | 56 homes
Bates Quarry
Bates Quarry, Walpole, MA
New Construction | 55+ age-restricted | Built 2025 - present | 100 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
Seaside at Scituate - The...
$900ks - $1Ms
Seaside at Scituate - The..., Scituate, MA
New Construction | 55+ age-restricted | Built 2019 - present | 44 homes
Autumn Fields
$200ks - $300ks
Autumn Fields, Enfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
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
Willis Brook at Lynnfield
$1Ms
Willis Brook at Lynnfield, Lynnfield, MA
New Construction | 55+ age-restricted | Built 2026 - present | 100 homes
The Village at Auburnvill...
$300ks - $400ks
The Village at Auburnvill..., Whitman, MA
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 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.
Village at Silver Hill
$1Ms - $2Ms
Village at Silver Hill, Weston, MA
New Construction | 55+ age-restricted | Built 2021 - present | 8 homes
Pheasant Hill
$300ks - $400ks
Pheasant Hill, Northborough, MA
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes
Wolcott Woods
$1Ms
Wolcott Woods, Milton, MA
New Construction | 55+ age-restricted | Built 2020 - present | 54 homes
The Villages at Crane Mea...
$400ks
The Villages at Crane Mea..., Marlborough, MA
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes
Angell Brook Village
$300ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
Bramble Ridge
$300ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
The Lanterns at Warren Wo...
$500ks - $700ks
The Lanterns at Warren Wo..., Ashland, MA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 93 homes
Holliston Woods
$500ks - $700ks
Holliston Woods, Holliston, MA
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 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
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.
59 North Main
$900ks
59 North Main, Sherborn, MA
New Construction | 55+ age-restricted | Built 2019 - present | 12 homes
Reading Woods
$400ks - $600ks
Reading Woods, Reading, MA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 424 homes
Shaker Heights
$400ks - $500ks
Shaker Heights, Enfield, CT
New Construction | 55+ age-restricted | Built 2018 - present | 77 homes
Millwood Preserve
$1Ms
Millwood Preserve, Framingham, MA
Resale Only | 55+ age-restricted | Built 2020 - 2024 | 129 homes
Bartlett Hollow
$200ks - $400ks
Bartlett Hollow, Middletown, CT
New Construction | 55+ age-restricted | Built 2015 - present | 25 homes
Brookside Village
$700ks
Brookside Village, Walpole, MA
Resale Only | 55+ age-restricted | Built 2018 - 2018 | 30 homes
Wyman Farms
$500ks - $900ks
Wyman Farms, Shrewsbury, MA
New Construction | 55+ age-restricted | Built 2017 - present | 26 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Enclave at Hudson
$800ks - $1Ms
Enclave at Hudson, Hudson, MA
New Construction | 55+ age-restricted | Built 2021 - present | 64 homes
Westbrook Crossing
$400ks - $500ks
Westbrook Crossing, Dedham, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 homes
Northside Meadows
$600ks - $700ks
Northside Meadows, Framingham, MA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 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.
Adams Farm
$700ks - $800ks
Adams Farm, Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes
English Commons at Topsfi...
$800ks - $900ks
English Commons at Topsfi..., Topsfield, MA
Resale Only | 55+ age-restricted | Built 2010 - 2014 | 49 homes
Trail Ridge at Harvard
$700ks
Trail Ridge at Harvard, Harvard, MA
Resale Only | 55+ age-restricted | Built 2008 - 2023 | 52 homes
Forest Glen
$400ks - $500ks
Forest Glen, Uxbridge, MA
New Construction | 55+ age-restricted | Built 2018 - present | 44 homes
Bidwell Village
$300ks - $400ks
Bidwell Village, Coventry, CT
New Construction | 55+ age-restricted | Built 2020 - present | 37 homes
Rolling Green at Topsfiel...
$600ks - $800ks
Rolling Green at Topsfiel..., Topsfield, MA
Resale Only | 55+ age-restricted | Built 2014 - 2014 | 30 homes
Rockwood Meadows
$600ks - $700ks
Rockwood Meadows, Upton, MA
New Construction | 55+ age-restricted | Built 2016 - present | 58 homes
The Elms of Hanover
$500ks - $700ks
The Elms of Hanover, Hanover, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 51 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Donovan Farm
$500ks - $700ks
Donovan Farm, Norwell, MA
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 40 homes
Center Commons
$500ks - $600ks
Center Commons, Pembroke, MA
Resale Only | 55+ age-restricted | Built 2004 - 2009 | 44 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, ...
New 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
New 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
New 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
New 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
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, ...
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 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
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 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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
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
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
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.



Massachusetts 55+ Housing Market Trends

Trend Shown:

Number of Listings

Massachusetts 55+ Housing Market Trends Massachusetts 55+ Housing Market Trends

Connect with an agent
Want to learn more about 55+ communities in Massachusetts?
  • Insights and market stats
  • Instant new home alerts
  • Answers from local 55+ experts

Call us now: (888) 625-4885

Thanks! A local 55+ expert will be in touch shortly.

Want to learn more about 55+ communities in Massachusetts?

Call us: (888) 625-4885
152 communities
Remove Boundaries ×
Map Satellite

Reinmlsx

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 06, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top