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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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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
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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
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Runnells Landing
$500ks
Runnells Landing, Hollis, NH
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 45 homes
Braemoor Commons
$300ks - $400ks
Braemoor Commons, Salem, NH
Resale Only | 55+ age-restricted | Built 2014 - 2015 | 44 homes
Pine Creek
$500ks
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
Buttrick Village
$400ks - $500ks
Buttrick Village, Londonderry, NH
Resale Only | 55+ age-restricted | Built 1997 - 2000 | 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.
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
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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Hayden Green
$500ks
Hayden Green, Nashua, NH
Resale Only | 55+ age-restricted | Built 2013 - 2015 | 37 homes
Lexington Place
$400ks
Lexington Place, Hudson, NH
Resale Only | 55+ age-restricted | Built 1999 - 1999 | 34 homes
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
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 Villages on Mount Hop...
$600ks - $1Ms
The Villages on Mount Hop..., Tiverton, RI
New and Resale | 55+ age-restricted | Built 2003 - present | 230 homes
Bay Ridge
$600ks - $800ks
Bay Ridge, Middletown, RI
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 60 homes
Bella Vista
$300ks - $400ks
Bella Vista, Glocester, RI
Resale Only | 55+ age-restricted | Built 2015 - 2021 | 70 homes
Bailey Brook
$600ks - $700ks
Bailey Brook, Middletown, RI
Resale Only | 55+ age-restricted | Built 2018 - 2024 | 36 homes
Hawthorn Preserve
$900ks - $1Ms
Hawthorn Preserve, Braintree, MA
New Construction | 55+ age-restricted | Built 2025 - present | 51 homes
RiverWalk at Bedford
$500ks
RiverWalk at Bedford, Bedford, NH
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 90 homes
King's Landing
$300ks - $400ks
King's Landing, Kingston, NH
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 44 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Hampton Meadows
$700ks - $900ks
Hampton Meadows, Hampton, NH
Resale Only | 55+ age-restricted | Built 1998 - 2002 | 116 homes
The Mews of Bedford
$500ks
The Mews of Bedford, Bedford, NH
Resale Only | 55+ age-restricted | Built 1999 - 2002 | 108 homes
Lamplighter Estates
$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.
Cohas Landing
$300ks
Cohas Landing, Londonderry, NH
Resale Only | 55+ age-restricted | Built 1991 - 1997 | 44 homes
Country Hills
$600ks
Country Hills, East Kingston, NH
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 36 homes
English Commons at Topsfi...
$800ks - $900ks
English Commons at Topsfi..., Topsfield, MA
Resale Only | 55+ age-restricted | Built 2010 - 2014 | 49 homes
Angell Brook Village
$300ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
Pheasant Hill
$300ks - $400ks
Pheasant Hill, Northborough, MA
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes
Whitestone Village
$400ks - $500ks
Whitestone Village, Groveland, MA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 100 homes
Stonebridge Commons
$500ks
Stonebridge Commons, Hanson, MA
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 121 homes
Red Mill Village
$400ks - $600ks
Red Mill Village, Norton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2014 | 156 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Adams Farm
$700ks - $800ks
Adams Farm, Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes
Holliston Woods
$500ks - $700ks
Holliston Woods, Holliston, MA
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 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.
New Regency at Emerald Pines 21 PINE TREE DR 21, METHUEN, MA, 01844, Methuen, MA 01844
$948,000

3 beds

|

3 baths

|

2,875 sq ft

|

Condo

21 PINE TREE DR 21, METHUEN, MA, 01844
New Upton Ridge 87 SHANNON WAY 1, UPTON, MA, 01568, Upton, MA 01568
$669,900

2 beds

|

3 baths

|

1,950 sq ft

|

Condo

87 SHANNON WAY 1, UPTON, MA, 01568
Community: Upton Ridge
New WestRidge 29 HASTINGS 29, HUDSON, MA, 01749, Hudson, MA 01749
$799,000

3 beds

|

3 baths

|

2,264 sq ft

|

Condo

29 HASTINGS 29, HUDSON, MA, 01749
Community: WestRidge
New Reading Woods 36 AUGUSTUS CT 1002, READING, MA, 01867, Reading, MA 01867
$520,000

1 beds

|

1 baths

|

955 sq ft

|

Condo

36 AUGUSTUS CT 1002, READING, MA, 01867
Community: Reading Woods
New Oak Point 5006 OAK POINT DR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$459,900

3 beds

|

2 baths

|

1,750 sq ft

|

House

5006 OAK POINT DR, MIDDLEBORO, MA, 02346
Community: Oak Point
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
New Great Island 7 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$685,000

2 beds

|

3 baths

|

2,061 sq ft

|

House

7 MADISON REACH, PLYMOUTH, MA, 02360
Community: Great Island
New Great Island 15 MINT SPRIG, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$979,000

3 beds

|

4 baths

|

4,417 sq ft

|

House

15 MINT SPRIG, PLYMOUTH, MA, 02360
Community: Great Island
Great Island 14 HORIZON, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$795,000

2 beds

|

2 baths

|

2,267 sq ft

|

House

14 HORIZON, PLYMOUTH, MA, 02360
Community: Great Island
Martins Landing 320 MARTINS LNDG 209, NORTH READING, MA,..., North Reading, MA 01864
$615,995

1 beds

|

1 baths

|

1,115 sq ft

|

Condo

320 MARTINS LNDG 209, NORTH READING, MA,...
Community: Martins Landing
WestRidge 33 HASTINGS 33, HUDSON, MA, 01749, Hudson, MA 01749
$599,999

2 beds

|

3 baths

|

1,758 sq ft

|

Condo

33 HASTINGS 33, HUDSON, MA, 01749
Community: WestRidge
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.
Arbor Hills 46 HOLLY CIR 46, KINGSTON, MA, 02364, Kingston, MA 02364
$699,900

2 beds

|

3 baths

|

2,137 sq ft

|

Condo

46 HOLLY CIR 46, KINGSTON, MA, 02364
Community: Arbor Hills
The Pines at Hathaway Pond 39 HATHAWAY POND CIR 39, ROCHESTER, MA, ..., Rochester, MA 02770
$739,900

2 beds

|

3 baths

|

2,004 sq ft

|

Condo

39 HATHAWAY POND CIR 39, ROCHESTER, MA, ...
Garrison Place 1 GARRISON WAY 1, CARLISLE, MA, 01741, Carlisle, MA 01741
$1,138,000

2 beds

|

4 baths

|

3,230 sq ft

|

House

1 GARRISON WAY 1, CARLISLE, MA, 01741
Community: Garrison Place
Great Island 10 GREAT POINTE, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$785,000

2 beds

|

2 baths

|

2,048 sq ft

|

House

10 GREAT POINTE, PLYMOUTH, MA, 02360
Community: Great Island
Enclave at Hudson 38 BARNES BLVD 23, HUDSON, MA, 01749, Hudson, MA 01749
$1,125,000

2 beds

|

3 baths

|

2,544 sq ft

|

Condo

38 BARNES BLVD 23, HUDSON, MA, 01749
Community: Enclave at Hudson
Bigelow Farm 5 LYDIA'S WAY 5, NORTHBOROUGH, MA, 01532, Northborough, MA 01532
$799,900

2 beds

|

3 baths

|

2,556 sq ft

|

Condo

5 LYDIA'S WAY 5, NORTHBOROUGH, MA, 01532
Community: Bigelow Farm
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Rolling Green at Topsfield 470 BOSTON ST 3, TOPSFIELD, MA, 01983, Topsfield, MA 01983
$989,000

2 beds

|

3 baths

|

2,712 sq ft

|

House

470 BOSTON ST 3, TOPSFIELD, MA, 01983
Oak Point 701 OAK POINT DR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$399,900

3 beds

|

2 baths

|

1,344 sq ft

|

House

701 OAK POINT DR, MIDDLEBORO, MA, 02346
Community: Oak Point
The Village at Auburnville 877 AUBURNVILLE WAY C2, WHITMAN, MA, 023..., Whitman, MA 02382
$525,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

877 AUBURNVILLE WAY C2, WHITMAN, MA, 023...
Del Webb Chauncy Lake 3 PETERS FARM WAY 107, WESTBOROUGH, MA, ..., Westborough, MA 01581
$560,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

3 PETERS FARM WAY 107, 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.
Great Island 11 SADDLEBACK, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$1,175,000

2 beds

|

3 baths

|

3,463 sq ft

|

House

11 SADDLEBACK, PLYMOUTH, MA, 02360
Community: Great Island
Hatter's Point 60 MERRIMAC ST 615, AMESBURY, MA, 01913, Amesbury, MA 01913
$919,000

2 beds

|

3 baths

|

2,095 sq ft

|

Condo

60 MERRIMAC ST 615, AMESBURY, MA, 01913
Community: Hatter's Point
The Trails 38 WESTON LN 38, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$999,900

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

38 WESTON LN 38, HOPKINTON, MA, 01748
Community: The Trails
Sawyer's Reach 45 PLAZA WAY 204, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$565,000

1 beds

|

2 baths

|

1,113 sq ft

|

Condo

45 PLAZA WAY 204, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
Great Island 7 WHITE TRELLIS, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$719,900

2 beds

|

3 baths

|

2,061 sq ft

|

House

7 WHITE TRELLIS, PLYMOUTH, MA, 02360
Community: Great Island
The Trails 10 WATERVILLE LN 10, HOPKINTON, MA, 0174..., Hopkinton, MA 01748
$999,900

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

10 WATERVILLE LN 10, HOPKINTON, MA, 0174...
Community: The Trails
Del Webb Chauncy Lake 8310 PETERS FARM WAY 310, WESTBOROUGH, M..., Westborough, MA 01581
$564,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

8310 PETERS FARM WAY 310, WESTBOROUGH, M...
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Regency at Glen Ellen 29 HENRY WAY 29, MILLIS, MA, 02054, Millis, MA 02054
$899,000

2 beds

|

3 baths

|

2,432 sq ft

|

Condo

29 HENRY WAY 29, MILLIS, MA, 02054
Great Island 12 MAPLEWOOD, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$720,000

2 beds

|

2 baths

|

1,548 sq ft

|

House

12 MAPLEWOOD, PLYMOUTH, MA, 02360
Community: Great Island
The Village at Westminster Place 9 SETTLERS LN 583, HOLDEN, MA, 01520, Holden, MA 01520
$649,000

3 beds

|

3 baths

|

1,877 sq ft

|

Condo

9 SETTLERS LN 583, HOLDEN, MA, 01520
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.
Bidwell Village 94 STONEHOUSE RD 13, COVENTRY, CT, 06238, Coventry, CT 06238
$385,000

3 beds

|

4 baths

|

1,810 sq ft

|

Condo

94 STONEHOUSE RD 13, COVENTRY, CT, 06238
Community: Bidwell Village
Stone Castle Estates 10 ASHLEY LN 10, METHUEN, MA, 01844, Methuen, MA 01844
$316,649

2 beds

|

2 baths

|

1,209 sq ft

|

Condo

10 ASHLEY LN 10, METHUEN, MA, 01844
The Village at Orchard Meadows 4 BLOSSOM TREE DR 4, SHREWSBURY, MA, 015..., Shrewsbury, MA 01545
$599,900

2 beds

|

2 baths

|

1,580 sq ft

|

Condo

4 BLOSSOM TREE DR 4, SHREWSBURY, MA, 015...
Martins Landing 320 MARTINS LNDG 2510, NORTH READING, MA..., North Reading, MA 01864
$649,995

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 2510, NORTH READING, MA...
Community: Martins Landing
Brierly Pond Village 22 HORNE WAY 22, MILLBURY, MA, 01527, Millbury, MA 01527
$459,900

2 beds

|

2 baths

|

1,746 sq ft

|

Condo

22 HORNE WAY 22, MILLBURY, MA, 01527
Oak Point 412 GREEN ST, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$359,000

3 beds

|

2 baths

|

1,670 sq ft

|

Mobile Home

412 GREEN ST, MIDDLEBORO, MA, 02346
Community: Oak Point
Rockland Glen 23 NORTHFIELD DR 23, ROCKLAND, MA, 02370, Rockland, MA 02370
$729,000

2 beds

|

3 baths

|

1,770 sq ft

|

Condo

23 NORTHFIELD DR 23, ROCKLAND, MA, 02370
Community: Rockland Glen
Willis Brook at Lynnfield 2 QUIGLEY CIR 39, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,985,000

2 beds

|

3 baths

|

2,442 sq ft

|

Condo

2 QUIGLEY CIR 39, LYNNFIELD, MA, 01940
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Garrison Place 13 GARRISON WAY 13, CARLISLE, MA, 01741, Carlisle, MA 01741
$1,098,000

2 beds

|

3 baths

|

2,385 sq ft

|

House

13 GARRISON WAY 13, CARLISLE, MA, 01741
Community: Garrison Place
The Lanterns at Warren Woods 20 FERN XING 20, ASHLAND, MA, 01721, Ashland, MA 01721
$850,000

2 beds

|

3 baths

|

2,290 sq ft

|

Condo

20 FERN XING 20, ASHLAND, MA, 01721
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.
REIN updates its listings on a daily basis. Data last updated: Oct 09, 2026.
This application does not include information on all of the properties available for sale at this time.

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