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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
Holliston Woods
$500ks - $700ks
Holliston Woods, Holliston, MA
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes
Summer Reach
$400ks - $500ks
Summer Reach, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 114 homes
The Villages at Crane Mea...
$400ks
The Villages at Crane Mea..., Marlborough, MA
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes
Duxbury Estates
$700ks - $800ks
Duxbury Estates, Duxbury, MA
Resale Only | 55+ age-restricted | Built 2008 - 2013 | 44 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
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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
The Elms of Hanover
$500ks - $700ks
The Elms of Hanover, Hanover, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 51 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.
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
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
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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Mattapoisett Landing
$400ks - $500ks
Mattapoisett Landing, Mattapoisett, MA
Resale Only | 55+ age-restricted | Built 2012 - 2015 | 27 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
Rockland Glen
$300ks - $500ks
Rockland Glen, Rockland, MA
Resale Only | 55+ age-restricted | Built 2008 - 2015 | 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.
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
Seaside at Scituate - The...
$900ks - $1Ms
Seaside at Scituate - The..., Scituate, MA
New Construction | 55+ age-restricted | Built 2019 - present | 44 homes
Wyman Farms
$500ks - $900ks
Wyman Farms, Shrewsbury, MA
New Construction | 55+ age-restricted | Built 2017 - present | 26 homes
Rolling Mill
$600ks - $700ks
Rolling Mill, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2018 - 2021 | 46 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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
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
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.
Enclave at Hudson
$800ks - $1Ms
Enclave at Hudson, Hudson, MA
New Construction | 55+ age-restricted | Built 2021 - present | 64 homes
Liberty Woods
$600ks - $700ks
Liberty Woods, Hanson, MA
New Construction | 55+ age-restricted | Built 2023 - present | 56 homes
Village at Silver Hill
$1Ms - $2Ms
Village at Silver Hill, Weston, MA
New Construction | 55+ age-restricted | Built 2021 - present | 8 homes
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
The Nevins
$700ks
The Nevins, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 128 homes
Stone Bridge Estates of S...
$600ks
Stone Bridge Estates of S..., Salem, NH
Resale Only | 55+ age-restricted | Built 2015 - 2020 | 46 homes
Long Pond Woods
$500ks - $600ks
Long Pond Woods, Pelham, NH
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 66 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
The Club at Meadowbrook
$300ks
The Club at Meadowbrook, Salem, NH
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 117 homes
King's Landing
$300ks - $400ks
King's Landing, Kingston, NH
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 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 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
New 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
New 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
New 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
New 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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
New 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...
New Martins Landing 320 MARTINS LNDG 2510, NORTH READING, MA..., North Reading, MA 01864
$669,995

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 2510, NORTH READING, MA...
Community: Martins Landing
New Del Webb Chauncy Lake 8 PETERS FARM WAY 206, WESTBOROUGH, MA, ..., Westborough, MA 01581
$654,995

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

8 PETERS FARM WAY 206, WESTBOROUGH, MA, ...
New Bates Quarry 11 BATES QUARRY LN 48, WALPOLE, MA, 0208..., Walpole, MA 02081
$922,995

2 beds

|

2 baths

|

1,501 sq ft

|

House

11 BATES QUARRY LN 48, WALPOLE, MA, 0208...
Community: Bates Quarry
New 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
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 67 SOUTHWARD TRL, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$979,000

3 beds

|

4 baths

|

3,768 sq ft

|

House

67 SOUTHWARD TRL, PLYMOUTH, MA, 02360
Community: Great Island
Harmony Place 136 FIDELITY DR 6, RUTLAND, MA, 01543, Rutland, MA 01543
$550,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

136 FIDELITY DR 6, RUTLAND, MA, 01543
Community: Harmony Place
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
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
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
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
Reading Woods 23 AUGUSTUS CT 2004, READING, MA, 01867, Reading, MA 01867
$769,900

2 beds

|

2 baths

|

1,615 sq ft

|

Condo

23 AUGUSTUS CT 2004, READING, MA, 01867
Community: Reading Woods
The Pines at Hathaway Pond 38 HATHAWAY POND CIR 38, ROCHESTER, MA, ..., Rochester, MA 02770
$699,999

2 beds

|

3 baths

|

1,969 sq ft

|

Condo

38 HATHAWAY POND CIR 38, ROCHESTER, MA, ...
Regency at Assabet Ridge 23 AVEBURY LN 23, MARLBOROUGH, MA, 01752, Marlborough, MA 01752
$800,000

4 beds

|

4 baths

|

3,561 sq ft

|

Condo

23 AVEBURY LN 23, MARLBOROUGH, MA, 01752
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 16 LINKSIDE CT 16, NORTHBRIDGE, MA, 0153..., Northbridge, MA 01534
$649,900

2 beds

|

3 baths

|

2,030 sq ft

|

Condo

16 LINKSIDE CT 16, NORTHBRIDGE, MA, 0153...
Community: Upton Ridge
30 Coppersmith 30 COPPERSMITH WAY 108, CANTON, MA, 0202..., Canton, MA 02021
$479,995

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

30 COPPERSMITH WAY 108, CANTON, MA, 0202...
Community: 30 Coppersmith
Woodstone Crossing 70 TROTTER RD 4304, WEYMOUTH, MA, 02190, Weymouth, MA 02190
$459,900

1 beds

|

1 baths

|

965 sq ft

|

Condo

70 TROTTER RD 4304, WEYMOUTH, MA, 02190
Community: Woodstone Crossing
The Preserve at Hunters Hill 3047 CLUBHOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$819,900

2 beds

|

2 baths

|

1,775 sq ft

|

House

3047 CLUBHOUSE DR, DIGHTON, MA, 02715
Westbrook Crossing 989 E ST 303, DEDHAM, MA, 02026, Dedham, MA 02026
$749,900

2 beds

|

2 baths

|

1,895 sq ft

|

Condo

989 E ST 303, DEDHAM, MA, 02026
Community: Westbrook Crossing
Martins Landing 320 MARTINS LNDG 501, NORTH READING, MA,..., North Reading, MA 01864
$839,995

2 beds

|

2 baths

|

1,586 sq ft

|

Condo

320 MARTINS LNDG 501, NORTH READING, MA,...
Community: Martins Landing
Great Island 8 RED CANOE 8, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$869,000

3 beds

|

3 baths

|

2,281 sq ft

|

Condo

8 RED CANOE 8, PLYMOUTH, MA, 02360
Community: Great Island
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Del Webb Chauncy Lake 4 PETERS FARM WAY 409, WESTBOROUGH, MA, ..., Westborough, MA 01581
$539,900

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

4 PETERS FARM WAY 409, WESTBOROUGH, MA, ...
Regency at Emerald Pines 64 PINE TREE DR 64, METHUEN, MA, 01844, Methuen, MA 01844
$785,000

3 beds

|

3 baths

|

1,961 sq ft

|

Condo

64 PINE TREE DR 64, METHUEN, MA, 01844
Southport 7 PAR THREE CT, MASHPEE, MA, 02649, Mashpee, MA 02649
$525,000

2 beds

|

3 baths

|

1,685 sq ft

|

House

7 PAR THREE CT, 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.
Stonebridge Commons 40 STONEBRIDGE DR 40, HANSON, MA, 02341, Hanson, MA 02341
$649,900

2 beds

|

3 baths

|

1,800 sq ft

|

Condo

40 STONEBRIDGE DR 40, HANSON, MA, 02341
Community: Stonebridge Commons
Del Webb Chauncy Lake 5 PETERS FARM WAY 7405, WESTBOROUGH, MA,..., Westborough, MA 01581
$559,995

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5 PETERS FARM WAY 7405, WESTBOROUGH, MA,...
Del Webb Chauncy Lake 5305 PETERS FARM WAY 7305, WESTBOROUGH, ..., Westborough, MA 01581
$529,995

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5305 PETERS FARM WAY 7305, WESTBOROUGH, ...
Martins Landing 320 MARTINS LNDG 310, NORTH READING, MA,..., North Reading, MA 01864
$499,995

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

320 MARTINS LNDG 310, NORTH READING, MA,...
Community: Martins Landing
Pennington Crossing 1102 PENNINGTON DR 1102, WALPOLE, MA, 02..., Walpole, MA 02081
$529,900

1 beds

|

1 baths

|

955 sq ft

|

Condo

1102 PENNINGTON DR 1102, WALPOLE, MA, 02...
Community: Pennington Crossing
Brierly Pond Village 97 HORNE WAY 97, MILLBURY, MA, 01527, Millbury, MA 01527
$450,000

2 beds

|

3 baths

|

1,746 sq ft

|

Condo

97 HORNE WAY 97, MILLBURY, MA, 01527
The Village at Shepley Hill 138 SAND HILL RD, GROTON, MA, 01450, Groton, MA 01450
$995,000

4 beds

|

3 baths

|

2,550 sq ft

|

House

138 SAND HILL RD, GROTON, MA, 01450
Riverside Woods 2 FRANCIS DR 301, ANDOVER, MA, 01810, Andover, MA 01810
$539,900

2 beds

|

2 baths

|

1,490 sq ft

|

Condo

2 FRANCIS DR 301, ANDOVER, MA, 01810
Community: Riverside Woods
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
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
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
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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