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

147 communities near Massachusetts

Sort by:

Relevance

The Seasons at Salisbury

$600Ks

The Seasons at Salisbury, Holden, MA

Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes

The Villages at Crane Mea...

$400Ks

The Villages at Crane Mea..., Marlborough, MA

Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes

Adams Farm

$800Ks - $900Ks

Adams Farm, Shrewsbury, MA

Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes

Stone Castle Estates

$700Ks

Stone Castle Estates, Methuen, MA

Resale Only | 55+ age-restricted | Built 2005 - 2018 | 89 homes

Hatter's Point

$700Ks - $1Ms

Hatter's Point, Amesbury, MA

Resale Only | 55+ age-restricted | Built 2004 - 2017 | 88 homes

Want to learn more about 55+ communities in Massachusetts? 55places can help!

Questions? Call us: (888) 625-4885

Regency at Assabet Ridge

$500Ks - $600Ks

Regency at Assabet Ridge, Marlborough, MA

Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes

Holliston Woods

$500Ks - $700Ks

Holliston Woods, Holliston, MA

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes

Brooksmont

$600Ks - $700Ks

Brooksmont, Holliston, MA

Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes

Enclave at Hudson

$800Ks - $1Ms

Enclave at Hudson, Hudson, MA

New Construction | 55+ age-restricted | Built 2021 - present | 64 homes

30 Coppersmith

$400Ks - $900Ks

30 Coppersmith, Canton, MA

New Construction | 55+ age-restricted | Built 2025 - present | 63 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 Pines at Hathaway Pon...

$300Ks - $500Ks

The Pines at Hathaway Pon..., Rochester, MA

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 61 homes

Westbrook Crossing

$400Ks - $500Ks

Westbrook Crossing, Dedham, MA

Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 homes

Rockland Glen

$300Ks - $500Ks

Rockland Glen, Rockland, MA

Resale Only | 55+ age-restricted | Built 2008 - 2015 | 60 homes

Northside Meadows

$600Ks - $700Ks

Northside Meadows, Framingham, MA

Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes

Rockwood Meadows

$600Ks - $700Ks

Rockwood Meadows, Upton, MA

New Construction | 55+ age-restricted | Built 2016 - present | 58 homes

Want to learn more about 55+ communities in Massachusetts? 55places can help!

Questions? Call us: (888) 625-4885

Liberty Woods

$600Ks - $700Ks

Liberty Woods, Hanson, MA

New Construction | 55+ age-restricted | Built 2023 - present | 56 homes

Wolcott Woods

$1Ms - $2Ms

Wolcott Woods, Milton, MA

New Construction | 55+ age-restricted | Built 2020 - present | 54 homes

Arbor Hills

$400Ks - $500Ks

Arbor Hills, Kingston, MA

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 54 homes

Trail Ridge at Harvard

$700Ks

Trail Ridge at Harvard, Harvard, MA

Resale Only | 55+ age-restricted | Built 2008 - 2023 | 52 homes

The Elms of Hanover

$500Ks - $700Ks

The Elms of Hanover, Hanover, MA

Resale Only | 55+ age-restricted | Built 2003 - 2004 | 51 homes

English Commons at Topsfi...

$800Ks - $900Ks

English Commons at Topsfi..., Topsfield, MA

Resale Only | 55+ age-restricted | Built 2010 - 2014 | 49 homes

Balancing Rock

$500Ks - $600Ks

Balancing Rock, Holliston, MA

Resale Only | 55+ age-restricted | Built 2006 - 2008 | 49 homes

Pheasant Hill

$300Ks - $400Ks

Pheasant Hill, Northborough, MA

Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes

Rolling Mill

$600Ks - $700Ks

Rolling Mill, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2018 - 2021 | 46 homes

Seaside at Scituate - The...

$900Ks - $1Ms

Seaside at Scituate - The..., Scituate, MA

New Construction | 55+ age-restricted | Built 2019 - present | 44 homes

Want to learn more about 55+ communities in Massachusetts? 55places can help!

Questions? Call us: (888) 625-4885

Forest Glen

$400Ks - $500Ks

Forest Glen, Uxbridge, MA

New Construction | 55+ age-restricted | Built 2018 - present | 44 homes

Duxbury Estates

$500Ks - $700Ks

Duxbury Estates, Duxbury, MA

Resale Only | 55+ age-restricted | Built 2008 - 2013 | 44 homes

Center Commons

$500Ks - $600Ks

Center Commons, Pembroke, MA

Resale Only | 55+ age-restricted | Built 2004 - 2009 | 44 homes

Northwoods at Sudbury

$600Ks - $1Ms

Northwoods at Sudbury, Sudbury, MA

Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes

North Meadow Village

$500Ks - $800Ks

North Meadow Village, Middleton, MA

Resale Only | 55+ age-restricted | Built 2012 - 2015 | 42 homes

Bigelow Farm

$500Ks - $600Ks

Bigelow Farm, Northborough, MA

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes

Donovan Farm

$500Ks - $700Ks

Donovan Farm, Norwell, MA

Resale Only | 55+ age-restricted | Built 2001 - 2003 | 40 homes

Spring Meadow

$700Ks

Spring Meadow, Hanover, MA

Resale Only | 55+ age-restricted | Built 2004 - 2007 | 39 homes

Tara Woods

$400Ks

Tara Woods, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2007 - 2015 | 38 homes

Cranberry Grove

$200Ks - $300Ks

Cranberry Grove, Wareham, MA

Resale Only | 55+ age-restricted | Built 2001 - 2001 | 36 homes

Want to learn more about 55+ communities in Massachusetts? 55places can help!

Questions? Call us: (888) 625-4885

Peregrine Woods

$400Ks - $600Ks

Peregrine Woods, Marshfield, MA

Resale Only | 55+ age-restricted | Built 2002 - 2005 | 32 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

Rolling Green at Topsfiel...

$600Ks - $800Ks

Rolling Green at Topsfiel..., Topsfield, MA

Resale Only | 55+ age-restricted | Built 2014 - 2014 | 30 homes

Brookside Village

$700Ks

Brookside Village, Walpole, MA

Resale Only | 55+ age-restricted | Built 2018 - 2018 | 30 homes

Mattapoisett Landing

$400Ks - $500Ks

Mattapoisett Landing, Mattapoisett, MA

Resale Only | 55+ age-restricted | Built 2012 - 2015 | 27 homes

8 CHIPPERS LN # 390, MASHPEE, MA, 02649

Community: Southport

Want to learn more about 55+ communities in Massachusetts? 55places can help!

Questions? Call us: (888) 625-4885

Riverside Woods

2 FRANCIS DR 213, ANDOVER, MA, 01810, Andover, MA 01810

$624,900

2 beds

2 baths

1,485 sq ft

Condo

2 FRANCIS DR 213, ANDOVER, MA, 01810

Community: Riverside Woods

Riverside Woods

2 FRANCIS DR 412, ANDOVER, MA, 01810, Andover, MA 01810

$624,900

2 beds

2 baths

1,490 sq ft

Condo

2 FRANCIS DR 412, ANDOVER, MA, 01810

Community: Riverside Woods

Oak Point

2602 GREEN ST, MIDDLEBORO, MA, 02346, Middleboro, MA 02346

$349,900

2 beds

2 baths

1,680 sq ft

House

2602 GREEN ST, MIDDLEBORO, MA, 02346

Community: Oak Point

New The Villages at Crane Meadow

11 WHISPERING BROOK RD # 55, MARLBOROUGH..., Marlborough, MA 01752

$569,900

2 beds

3 baths

1,830 sq ft

Condo

11 WHISPERING BROOK RD # 55, MARLBOROUGH...

Community: The Villages at Crane Meadow

New Brierly Pond Village

23 HORNE WAY # 23, MILLBURY, MA, 01527, Millbury, MA 01527

$429,900

2 beds

3 baths

1,794 sq ft

Condo

23 HORNE WAY # 23, MILLBURY, MA, 01527

Community: Brierly Pond Village

Southport

37 PINE HILL BLVD # 30, MASHPEE, MA, 026..., Mashpee, MA 02649

$498,900

2 beds

2 baths

1,338 sq ft

Condo

37 PINE HILL BLVD # 30, MASHPEE, MA, 026...

Community: Southport

Southport

23 SEA SPRAY AVE # 563, MASHPEE, MA, 026..., Mashpee, MA 02649

$769,900

2 beds

4 baths

2,455 sq ft

Condo

23 SEA SPRAY AVE # 563, MASHPEE, MA, 026...

Community: Southport

Wolcott Woods

$1,999,900

2 beds

3 baths

3,599 sq ft

Condo

69 WOLCOTT WOODS LN # 69, MILTON, MA, 02...

Community: Wolcott Woods

New The Pines at Hathaway Pond

9 HATHAWAY POND CIR # 9, ROCHESTER, MA, ..., Rochester, MA 02770

$739,900

2 beds

3 baths

3,367 sq ft

Condo

9 HATHAWAY POND CIR # 9, ROCHESTER, MA, ...

Community: The Pines at Hathaway Pond

New Del Webb Chauncy Lake

5 PETERS FARM WAY # 212, WESTBOROUGH, MA..., Westborough, MA 01581

$512,995

1 beds

1 baths

1,058 sq ft

Condo

5 PETERS FARM WAY # 212, WESTBOROUGH, MA...

Community: Del Webb Chauncy Lake

Want to learn more about 55+ communities in Massachusetts? 55places can help!

Questions? Call us: (888) 625-4885

The Trails

13 BIRKDALE LN # 13, HOPKINTON, MA, 0174..., Hopkinton, MA 01748

$879,000

2 beds

3 baths

2,277 sq ft

Condo

13 BIRKDALE LN # 13, HOPKINTON, MA, 0174...

Community: The Trails

Brierly Pond Village

92 HORNE WAY # 92, MILLBURY, MA, 01527, Millbury, MA 01527

$475,000

2 beds

2 baths

1,420 sq ft

Condo

92 HORNE WAY # 92, MILLBURY, MA, 01527

Community: Brierly Pond Village

New Center Commons

29 LIBERTY DR # 29, PEMBROKE, MA, 02359, Pembroke, MA 02359

$629,900

2 beds

3 baths

1,966 sq ft

Condo

29 LIBERTY DR # 29, PEMBROKE, MA, 02359

Community: Center Commons

Regency at Glen Ellen

27 RICHARDSON DR # 27, MILLIS, MA, 02054, Millis, MA 02054

$974,900

2 beds

3 baths

2,485 sq ft

Condo

27 RICHARDSON DR # 27, MILLIS, MA, 02054

Community: Regency at Glen Ellen

Southport

1 UPLAND CIR # 1, MASHPEE, MA, 02649, Mashpee, MA 02649

$499,000

2 beds

2 baths

1,333 sq ft

Condo

1 UPLAND CIR # 1, MASHPEE, MA, 02649

Community: Southport

New Del Webb Chauncy Lake

2 CODMAN WAY 302, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$389,999

1 beds

1 baths

972 sq ft

Condo

2 CODMAN WAY 302, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

Hatter's Point

60 MERRIMAC ST 604, AMESBURY, MA, 01913, Amesbury, MA 01913

$739,900

2 beds

2 baths

1,265 sq ft

Condo

60 MERRIMAC ST 604, AMESBURY, MA, 01913

Community: Hatter's Point

Del Webb Chauncy Lake

11302 PETERS FARM WAY # 11302, WESTBOROU..., Westborough, MA 01581

$359,995

1 beds

1 baths

956 sq ft

Condo

11302 PETERS FARM WAY # 11302, WESTBOROU...

Community: Del Webb Chauncy Lake

New Martins Landing

320 MARTINS LNDG APT 403, NORTH READING,..., North Reading, MA 01864

$583,970

1 beds

1 baths

1,027 sq ft

Condo

320 MARTINS LNDG APT 403, NORTH READING,...

Community: Martins Landing

30 Coppersmith

50 COPPERSMITH WAY UNIT 211, CANTON, MA,..., Canton, MA 02021

$949,000

2 beds

2 baths

1,831 sq ft

Condo

50 COPPERSMITH WAY UNIT 211, CANTON, MA,...

Community: 30 Coppersmith

Want to learn more about 55+ communities in Massachusetts? 55places can help!

Questions? Call us: (888) 625-4885

Great Island

31 FOX HOLW, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$719,000

3 beds

3 baths

2,074 sq ft

House

31 FOX HOLW, PLYMOUTH, MA, 02360

Community: Great Island

The Gardens of Wilbraham

116 CHERRY DR # 116, WILBRAHAM, MA, 0109..., Wilbraham, MA 01095

$515,000

2 beds

2 baths

1,634 sq ft

Condo

116 CHERRY DR # 116, WILBRAHAM, MA, 0109...

Community: The Gardens of Wilbraham

New Great Island

19 RED LEAF, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$765,000

2 beds

2 baths

1,534 sq ft

House

19 RED LEAF, PLYMOUTH, MA, 02360

Community: Great Island

Great Island

25 FOX HOLW, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$699,000

2 beds

2 baths

1,529 sq ft

House

25 FOX HOLW, PLYMOUTH, MA, 02360

Community: Great Island

New Del Webb Chauncy Lake

5 PETERS FARM WAY # 105, WESTBOROUGH, MA..., Westborough, MA 01581

$409,999

1 beds

1 baths

958 sq ft

Condo

5 PETERS FARM WAY # 105, WESTBOROUGH, MA...

Community: Del Webb Chauncy Lake

New Del Webb Chauncy Lake

5 PETERS FARM WAY # 106, WESTBOROUGH, MA..., Westborough, MA 01581

$649,995

2 beds

2 baths

1,496 sq ft

Condo

5 PETERS FARM WAY # 106, WESTBOROUGH, MA...

Community: Del Webb Chauncy Lake

Riverside Woods

4 FRANCIS DR 105, ANDOVER, MA, 01810, Andover, MA 01810

$454,900

1 beds

1 baths

945 sq ft

Condo

4 FRANCIS DR 105, ANDOVER, MA, 01810

Community: Riverside Woods

Brooksmont

$709,000

2 beds

3 baths

2,160 sq ft

Condo

133 BROOKSMONT DR # 43, HOLLISTON, MA, 0...

Community: Brooksmont

Garrison Place

1 GARRISON WAY # 1, CARLISLE, MA, 01741, Carlisle, MA 01741

$1,250,000

2 beds

4 baths

3,230 sq ft

House

1 GARRISON WAY # 1, CARLISLE, MA, 01741

Community: Garrison Place

Del Webb Chauncy Lake

3102 PETERS FARM WAY # 102, WESTBOROUGH,..., Westborough, MA 01581

$375,000

1 beds

1 baths

956 sq ft

Condo

3102 PETERS FARM WAY # 102, WESTBOROUGH,...

House

3035 CLUBHOUSE DR 6, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

1 2…3

Home
Massachusetts

Frequently Asked Questions

What size 55+ communities are there in Massachusetts?

In Massachusetts, there are 1 large community with over 1000 homes, 3 medium communities with 500-1000 homes, and 81 small communities with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Massachusetts?

The smallest 55+ communities in Massachusetts has 8 homes, the largest has 1150 homes, and the average communities consists of 129 homes.

Are there new 55+ homes available in Massachusetts?

Yes, there are new 55+ homes available in Massachusetts. The most recent communities started in Massachusetts include Harmony Place, Liberty Woods, Village at Silver Hill. There are also 29 communities in Massachusetts that offer new construction homes, including Woodcrest Run, Rockwood Meadows, 59 North Main.

Are there gated 55+ communities in Massachusetts?

Yes, there are gated 55+ communities in Massachusetts. Approximately 15.3% of 55+ communities in the area are gated. For instance, Preserve at Emerald Pines is a gated communities with 192 homes, and Millwood Preserve is another gated communities with 129 homes.

How long do listings in 55+ communities in Massachusetts typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ communities in Massachusetts stay on the market for around 195 days. The average price of homes for sale in these communities is approximately $713,616, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Wolcott Woods average around $1,675,000, while homes in Upton Ridge average around $649,900.

Massachusetts 55+ Housing Market Trends

Trend Shown:

Number of Listings

Want to learn more about 55+ communities in Massachusetts?

Insights and market stats
Instant new home alerts
Answers from local 55+ experts

Want to learn more about 55+ communities in Massachusetts?

Call us: (888) 625-4885

147 communities near Massachusetts

Remove Boundaries ×

Map Satellite

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.
© 2025 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: Nov 22, 2025.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

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

147 communities near Massachusetts

118 homes near Massachusetts

3 beds

3 baths

2,782 sq ft

House

2 beds

2 baths

1,338 sq ft

Condo

2 beds

2 baths

2,325 sq ft

Condo

2 beds

3 baths

2,283 sq ft

Condo

2 beds

3 baths

2,527 sq ft

Condo

2 beds

2 baths

1,485 sq ft

Condo

2 beds

2 baths

1,490 sq ft

Condo

2 beds

2 baths

1,680 sq ft

House

2 beds

3 baths

1,830 sq ft

Condo

2 beds

3 baths

1,794 sq ft

Condo

2 beds

2 baths

1,338 sq ft

Condo

2 beds

4 baths

2,455 sq ft

Condo

2 beds

3 baths

3,599 sq ft

Condo

2 beds

3 baths

3,367 sq ft

Condo

1 beds

1 baths

1,058 sq ft

Condo

2 beds

3 baths

2,277 sq ft

Condo

2 beds

2 baths

1,420 sq ft

Condo

2 beds

3 baths

1,966 sq ft

Condo

2 beds

3 baths

2,485 sq ft

Condo

2 beds