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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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Forest Hills of Londonder...
$400ks
Forest Hills of Londonder..., Londonderry, NH
Resale Only | 55+ age-restricted | Built 2001 - 2006 | 65 homes
Hadleigh Woods
$300ks
Hadleigh Woods, Windham, NH
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 62 homes
The Village at Hollis Dep...
$300ks
The Village at Hollis Dep..., Hollis, NH
Resale Only | 55+ age-restricted | Built 2003 - 2003 | 60 homes
Mission Pointe
$500ks - $600ks
Mission Pointe, Hudson, NH
Resale Only | 62+ age-restricted | Built 2006 - 2011 | 58 homes
Annandale on The River
$500ks - $600ks
Annandale on The River, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2009 - 2011 | 57 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Silver Lake Estates
$700ks - $800ks
Silver Lake Estates, Hollis, NH
Resale Only | 55+ age-restricted | Built 2019 - 2022 | 52 homes
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
Lamplighter Estates
$200ks - $300ks
Lamplighter Estates, Kingston, NH
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 50 homes
5 rating (1 reviews) Canberra Village
$400ks - $500ks
Canberra Village, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 49 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.
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
Runnells Landing
$300ks
Runnells Landing, Hollis, NH
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 45 homes
Cohas Landing
$300ks
Cohas Landing, Londonderry, NH
Resale Only | 55+ age-restricted | Built 1991 - 1997 | 44 homes
Braemoor Commons
$300ks - $400ks
Braemoor Commons, Salem, NH
Resale Only | 55+ age-restricted | Built 2014 - 2015 | 44 homes
Pine Creek
$300ks
Pine Creek, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 42 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
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
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
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.
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
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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Sugarplum Hill
$300ks - $400ks
Sugarplum Hill, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2006 - 2012 | 33 homes
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
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.
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
North Woods of Colchester
$300ks - $400ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes
Bartlett Hollow
$200ks - $400ks
Bartlett Hollow, Middletown, CT
New Construction | 55+ age-restricted | Built 2015 - present | 25 homes
The Atrium of Portland
<$100k
The Atrium of Portland, Portland, CT
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 56 homes
Bidwell Village
$300ks - $400ks
Bidwell Village, Coventry, CT
New Construction | 55+ age-restricted | Built 2020 - present | 37 homes
Shaker Heights
$400ks - $500ks
Shaker Heights, Enfield, CT
New Construction | 55+ age-restricted | Built 2018 - present | 77 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
Autumn Fields
$200ks - $300ks
Autumn Fields, Enfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes
Country Hills
$600ks
Country Hills, East Kingston, NH
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 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.
New Willis Brook at Lynnfield 13 FAIRWAY LN 56, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,687,000

2 beds

|

2 baths

|

1,913 sq ft

|

Condo

13 FAIRWAY LN 56, LYNNFIELD, MA, 01940
New The Gardens of Wilbraham 23 CHERRY DR 23, WILBRAHAM, MA, 01095, Wilbraham, MA 01095
$399,900

1 beds

|

2 baths

|

1,218 sq ft

|

Condo

23 CHERRY DR 23, WILBRAHAM, MA, 01095
New 30 Coppersmith 30 COPPERSMITH WAY 502, CANTON, MA, 0202..., Canton, MA 02021
$625,995

1 beds

|

1 baths

|

1,027 sq ft

|

Condo

30 COPPERSMITH WAY 502, CANTON, MA, 0202...
Community: 30 Coppersmith
New 30 Coppersmith 30 COPPERSMITH WAY 406, CANTON, MA, 0202..., Canton, MA 02021
$827,440

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

30 COPPERSMITH WAY 406, CANTON, MA, 0202...
Community: 30 Coppersmith
New Great Island 66 CLAM PUDDING, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$850,000

3 beds

|

3 baths

|

2,555 sq ft

|

House

66 CLAM PUDDING, PLYMOUTH, MA, 02360
Community: Great Island
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
New Southport 4 PORTSIDE DR 158, MASHPEE, MA, 02649, Mashpee, MA 02649
$559,000

2 beds

|

3 baths

|

1,685 sq ft

|

Condo

4 PORTSIDE DR 158, MASHPEE, MA, 02649
Community: Southport
New Autumn Fields 37 QUAIL HOLW 37, ENFIELD, CT, 06082, Enfield, CT 06082
$419,000

2 beds

|

3 baths

|

1,679 sq ft

|

Condo

37 QUAIL HOLW 37, ENFIELD, CT, 06082
Community: Autumn Fields
New The Seasons at Salisbury 148 FIRESIDE LN 148, HOLDEN, MA, 01520, Holden, MA 01520
$700,000

2 beds

|

3 baths

|

2,601 sq ft

|

Condo

148 FIRESIDE LN 148, HOLDEN, MA, 01520
New Preserve at Emerald Pines 21 PHOEBE ST 21, METHUEN, MA, 01844, Methuen, MA 01844
$894,000

3 beds

|

3 baths

|

2,616 sq ft

|

Condo

21 PHOEBE ST 21, METHUEN, MA, 01844
New Northside Meadows 11 TOLLAND WAY 11, FRAMINGHAM, MA, 01701, Framingham, MA 01701
$1,195,000

2 beds

|

3 baths

|

2,607 sq ft

|

Condo

11 TOLLAND WAY 11, FRAMINGHAM, MA, 01701
Community: Northside Meadows
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 40 PHOEBE ST 101, METHUEN, MA, 01844, Methuen, MA 01844
$825,000

3 beds

|

3 baths

|

2,654 sq ft

|

Condo

40 PHOEBE ST 101, METHUEN, MA, 01844
Southport 2 MAINSAIL CIR 70, MASHPEE, MA, 02649, Mashpee, MA 02649
$569,000

2 beds

|

3 baths

|

1,685 sq ft

|

Condo

2 MAINSAIL CIR 70, MASHPEE, MA, 02649
Community: Southport
Southport 1 WOODS EDGE LN 191, MASHPEE, MA, 02649, Mashpee, MA 02649
$579,000

2 beds

|

3 baths

|

2,542 sq ft

|

Condo

1 WOODS EDGE LN 191, MASHPEE, MA, 02649
Community: Southport
Southport 26 GREY HAWK DR 647, MASHPEE, MA, 02649, Mashpee, MA 02649
$719,000

2 beds

|

2 baths

|

1,952 sq ft

|

Condo

26 GREY HAWK DR 647, MASHPEE, MA, 02649
Community: Southport
The Villages at Crane Meadow 7 WHISPERING BRK 7, MARLBOROUGH, MA, 017..., Marlborough, MA 01752
$579,900

2 beds

|

2 baths

|

1,838 sq ft

|

Condo

7 WHISPERING BRK 7, MARLBOROUGH, MA, 017...
Harmony Place 21 FIDELITY DR 73, RUTLAND, MA, 01543, Rutland, MA 01543
$489,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

21 FIDELITY DR 73, RUTLAND, MA, 01543
Community: Harmony Place
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Harmony Place 23 FIDELITY DR 74, RUTLAND, MA, 01543, Rutland, MA 01543
$489,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

23 FIDELITY DR 74, RUTLAND, MA, 01543
Community: Harmony Place
Harmony Place 19 FIDELITY DR 72, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

19 FIDELITY DR 72, RUTLAND, MA, 01543
Community: Harmony Place
Harmony Place 17 FIDELITY DR 71, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

17 FIDELITY DR 71, RUTLAND, MA, 01543
Community: Harmony Place
Great Island 12 BELLTREE, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$759,900

2 beds

|

3 baths

|

2,322 sq ft

|

House

12 BELLTREE, 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.
WestRidge 4 HASTINGS RD 4, HUDSON, MA, 01749, Hudson, MA 01749
$610,000

2 beds

|

3 baths

|

1,736 sq ft

|

Condo

4 HASTINGS RD 4, HUDSON, MA, 01749
Community: WestRidge
Great Island 7 WHITE TRELLIS, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$750,000

2 beds

|

3 baths

|

2,061 sq ft

|

House

7 WHITE TRELLIS, PLYMOUTH, MA, 02360
Community: Great Island
Great Island 6 CHAMPLAIN CIR, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$659,900

2 beds

|

2 baths

|

1,549 sq ft

|

House

6 CHAMPLAIN CIR, PLYMOUTH, MA, 02360
Community: Great Island
Preserve at Emerald Pines 36 PHOEBE ST 36, METHUEN, MA, 01844, Methuen, MA 01844
$914,900

3 beds

|

3 baths

|

2,649 sq ft

|

Condo

36 PHOEBE ST 36, METHUEN, MA, 01844
Oak Point 408 GREEN ST, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$379,000

3 beds

|

2 baths

|

1,344 sq ft

|

House

408 GREEN ST, MIDDLEBORO, MA, 02346
Community: Oak Point
Riverside Woods 2 FRANCIS DR 401, ANDOVER, MA, 01810, Andover, MA 01810
$619,000

2 beds

|

2 baths

|

1,490 sq ft

|

Condo

2 FRANCIS DR 401, ANDOVER, MA, 01810
Community: Riverside Woods
Great Island 6 CLAM PUDDING, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$850,000

3 beds

|

3 baths

|

2,580 sq ft

|

House

6 CLAM PUDDING, PLYMOUTH, MA, 02360
Community: Great Island
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Seton Highlands at The Pinehills 24 INVERNESS 24, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$923,000

3 beds

|

3 baths

|

2,719 sq ft

|

Condo

24 INVERNESS 24, PLYMOUTH, MA, 02360
Reading Woods 31 JACOB WAY 31, READING, MA, 01867, Reading, MA 01867
$879,000

3 beds

|

3 baths

|

2,089 sq ft

|

Condo

31 JACOB WAY 31, READING, MA, 01867
Community: Reading Woods
Del Webb Chauncy Lake 5 PETERS FARM WAY 411, WESTBOROUGH, MA, ..., Westborough, MA 01581
$649,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 411, 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 5 HIGHBANK TRL, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$691,050

2 beds

|

3 baths

|

2,074 sq ft

|

House

5 HIGHBANK TRL, PLYMOUTH, MA, 02360
Community: Great Island
Stone Castle Estates 4 TILBURY RD 4, METHUEN, MA, 01844, Methuen, MA 01844
$324,424

1 beds

|

2 baths

|

1,128 sq ft

|

Condo

4 TILBURY RD 4, METHUEN, MA, 01844
Orchard Hill 9 BALDWIN CT 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$600,000

3 beds

|

3 baths

|

2,793 sq ft

|

Condo

9 BALDWIN CT 9, WESTBOROUGH, MA, 01581
Community: Orchard Hill
Preserve at Emerald Pines 3 HUMMINGBIRD WAY 3, METHUEN, MA, 01844, Methuen, MA 01844
$879,000

3 beds

|

3 baths

|

2,642 sq ft

|

Condo

3 HUMMINGBIRD WAY 3, METHUEN, MA, 01844
Regency at Glen Ellen 43 JAMESON DR 43, MILLIS, MA, 02054, Millis, MA 02054
$1,299,900

3 beds

|

3 baths

|

2,873 sq ft

|

Condo

43 JAMESON DR 43, MILLIS, MA, 02054
Riverside Woods 2 FRANCIS DR 203, ANDOVER, MA, 01810, Andover, MA 01810
$449,900

1 beds

|

1 baths

|

955 sq ft

|

Condo

2 FRANCIS DR 203, ANDOVER, MA, 01810
Community: Riverside Woods
Regency at Methuen 14 HARTSHORNE WAY 14, METHUEN, MA, 01844, Methuen, MA 01844
$799,900

3 beds

|

3 baths

|

2,407 sq ft

|

Condo

14 HARTSHORNE WAY 14, METHUEN, MA, 01844
Community: Regency at Methuen
Seton Highlands at The Pinehills 17 ABERDEEN 17, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$889,000

3 beds

|

3 baths

|

2,690 sq ft

|

Condo

17 ABERDEEN 17, PLYMOUTH, MA, 02360
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Del Webb Chauncy Lake 2306 TALBOT WAY 2306, WESTBOROUGH, MA, 0..., Westborough, MA 01581
$559,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

2306 TALBOT WAY 2306, WESTBOROUGH, MA, 0...
Angell Brook Village 10 ANGELL BROOK DR 10, WEST BOYLSTON, MA..., West Boylston, MA 01583
$540,000

3 beds

|

2 baths

|

2,228 sq ft

|

Condo

10 ANGELL BROOK DR 10, WEST BOYLSTON, 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.



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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: Aug 10, 2026.
This application does not include information on all of the properties available for sale at this time.

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