Weston, MA 55+ active adult communities & homes for sale

165 communities near Weston

Sort by:

Relevance

Village at Silver Hill

$1Ms - $1Ms

Village at Silver Hill, Weston, MA

New Construction | 55+ age-restricted | Built 2021 - present | 8 homes

5 rating (3 reviews)

Oak Point

$300Ks - $400Ks

Oak Point, Middleborough, MA

New and Resale | 55+ age-restricted | Built 1999 - present | 1,150 homes

Southport

$400Ks - $700Ks

Southport, Mashpee, MA

New and Resale | 55+ age-restricted | Built 1989 - present | 730 homes

Del Webb Chauncy Lake

$300Ks - $600Ks

Del Webb Chauncy Lake, Westborough, MA

New Construction | 55+ age-restricted | Built 2018 - present | 700 homes

Great Island

$600Ks - $800Ks

Great Island, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 homes

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

Questions? Call us: (781) 790-4435

Martins Landing

$500Ks - $800Ks

Martins Landing, North Reading, MA

New Construction | 55+ age-restricted | Built 2018 - present | 450 homes

Reading Woods

$500Ks - $600Ks

Reading Woods, Reading, MA

Resale Only | 55+ age-restricted | Built 2011 - 2016 | 424 homes

Regency at Glen Ellen

$800Ks - $1Ms

Regency at Glen Ellen, Millis, MA

New Construction | 55+ age-restricted | Built 2017 - present | 324 homes

4 rating (2 reviews)

Regency at Methuen

$800Ks - $800Ks

Regency at Methuen, Methuen, MA

Resale Only | 55+ age-restricted | Built 2011 - 2015 | 240 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

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.

Sawyer's Reach

$600Ks - $600Ks

Sawyer's Reach, Plymouth, MA

New and Resale | 55+ age-restricted | Built 2017 - present | 224 homes

Woodstone Crossing

$400Ks - $400Ks

Woodstone Crossing, Weymouth, MA

Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes

Riverside Woods

$400Ks - $600Ks

Riverside Woods, Andover, MA

Resale Only | 55+ age-restricted | Built 2017 - present | 200 homes

Brierly Pond Village

$400Ks - $500Ks

Brierly Pond Village, Millbury, MA

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes

Preserve at Emerald Pines

$800Ks - $1Ms

Preserve at Emerald Pines, Methuen, MA

Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 homes

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

Questions? Call us: (781) 790-4435

Cross Farm

$700Ks - $800Ks

Cross Farm, Londonderry, NH

Resale Only | 55+ age-restricted | Built 2018 - 2024 | 189 homes

Pennington Crossing

$500Ks - $500Ks

Pennington Crossing, Walpole, MA

New Construction | 55+ age-restricted | Built 2018 - present | 172 homes

The Trails

$800Ks - $1Ms

The Trails, Hopkinton, MA

New Construction | 55+ age-restricted | Built 2017 - present | 170 homes

Red Mill Village

$500Ks - $800Ks

Red Mill Village, Norton, MA

Resale Only | 55+ age-restricted | Built 2012 - 2014 | 156 homes

Quail Ridge

$800Ks - $800Ks

Quail Ridge, Acton, MA

Resale Only | 55+ age-restricted | Built 2015 - present | 153 homes

Villages at Weathervane

$800Ks - $1Ms

Villages at Weathervane, Weymouth, MA

Resale Only | 55+ age-restricted | Built 2003 - 2010 | 149 homes

Harmony Place

$400Ks - $500Ks

Harmony Place, Rutland, MA

New Construction | 55+ age-restricted | Built 2023 - present | 142 homes

The Preserve at Hunters H...

$600Ks - $800Ks

The Preserve at Hunters H..., Dighton, MA

New and Resale | 55+ age-restricted | Built 2006 - present | 140 homes

Regency at Emerald Pines

$800Ks - $800Ks

Regency at Emerald Pines, Methuen, MA

Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 homes

Upton Ridge

$600Ks - $600Ks

Upton Ridge, Upton, MA

New Construction | 55+ age-restricted | Built 2019 - present | 139 homes

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

Questions? Call us: (781) 790-4435

WestRidge

$700Ks - $1Ms

WestRidge, Hudson, MA

Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes

Angell Brook Village

$400Ks - $400Ks

Angell Brook Village, West Boylston, MA

Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes

Millwood Preserve

$1Ms - $1Ms

Millwood Preserve, Framingham, MA

New Construction | 55+ age-restricted | Built 2020 - present | 129 homes

The Nevins

$700Ks - $700Ks

The Nevins, Londonderry, NH

Resale Only | 55+ age-restricted | Built 2004 - 2013 | 128 homes

The Village at Westminste...

$500Ks - $600Ks

The Village at Westminste..., Holden, MA

New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes

Stonebridge Commons

$600Ks - $700Ks

Stonebridge Commons, Hanson, MA

Resale Only | 55+ age-restricted | Built 2007 - 2018 | 121 homes

Seton Highlands at The Pi...

$700Ks - $900Ks

Seton Highlands at The Pi..., Plymouth, MA

New and Resale | 55+ age-restricted | Built 2008 - present | 120 homes

The Club at Meadowbrook

$300Ks

The Club at Meadowbrook, Salem, NH

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 117 homes

Hampton Meadows

$700Ks - $900Ks

Hampton Meadows, Hampton, NH

Resale Only | 55+ age-restricted | Built 1998 - 2002 | 116 homes

5 rating (1 reviews)

Ray Farm

$600Ks - $700Ks

Ray Farm, Exeter, NH

Resale Only | 55+ age-restricted | Built 2018 - 2023 | 116 homes

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

Questions? Call us: (781) 790-4435

The Village at Orchard Me...

$400Ks - $500Ks

The Village at Orchard Me..., Shrewsbury, MA

Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes

Summer Reach

$400Ks - $500Ks

Summer Reach, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2017 - 2020 | 114 homes

Sargent Woods

$500Ks - $500Ks

Sargent Woods, Newton, NH

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 113 homes

Black Rocks Village

$300Ks - $300Ks

Black Rocks Village, Fremont, NH

Resale Only | 55+ age-restricted | Built 2013 - 2016 | 112 homes

The Mews of Bedford

$500Ks - $500Ks

The Mews of Bedford, Bedford, NH

Resale Only | 55+ age-restricted | Built 1999 - 2002 | 108 homes

12 KETTLE LN # 31, MASHPEE, MA, 02649

Community: Southport

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

Questions? Call us: (781) 790-4435

Southport

72 GREY HAWK DR # 670, MASHPEE, MA, 0264..., Mashpee, MA 02649

$649,000

2 beds

3 baths

2,283 sq ft

Condo

72 GREY HAWK DR # 670, MASHPEE, MA, 0264...

Community: Southport

Brooksmont

$709,000

2 beds

3 baths

2,160 sq ft

Condo

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

Community: Brooksmont

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

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

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

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

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

New Del Webb Chauncy Lake

5 PETERS FARM WAY # 213, WESTBOROUGH, MA..., Westborough, MA 01581

$678,995

2 beds

2 baths

1,496 sq ft

Condo

5 PETERS FARM WAY # 213, WESTBOROUGH, MA...

Community: Del Webb Chauncy Lake

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

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

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

Questions? Call us: (781) 790-4435

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

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,...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

2 CODMAN WAY 411, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$599,999

2 beds

2 baths

1,375 sq ft

Condo

2 CODMAN WAY 411, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

Brierly Pond Village

28 BRIERLY CIR # 28, MILLBURY, MA, 01527, Millbury, MA 01527

$519,900

2 beds

3 baths

2,080 sq ft

Condo

28 BRIERLY CIR # 28, MILLBURY, MA, 01527

Community: Brierly Pond Village

Great Island

4 MILLERS JOIST, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$725,000

3 beds

3 baths

2,573 sq ft

House

4 MILLERS JOIST, PLYMOUTH, MA, 02360

Community: Great Island

The Preserve at Hunters Hill

3035 CLUBHOUSE DR 5, DIGHTON, MA, 02715, Dighton, MA 02715

$759,900

2 beds

2 baths

2,097 sq ft

House

3035 CLUBHOUSE DR 5, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

The Preserve at Hunters Hill

3035 CLUBHOUSE DR 3, DIGHTON, MA, 02715, Dighton, MA 02715

$739,900

2 beds

2 baths

1,928 sq ft

House

3035 CLUBHOUSE DR 3, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

The Preserve at Hunters Hill

3035 CLUBHOUSE DR 2, DIGHTON, MA, 02715, Dighton, MA 02715

$739,900

2 beds

2 baths

1,928 sq ft

House

3035 CLUBHOUSE DR 2, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

The Preserve at Hunters Hill

3035 CLUBHOUSE DR 6, DIGHTON, MA, 02715, Dighton, MA 02715

$759,900

2 beds

2 baths

2,097 sq ft

House

3035 CLUBHOUSE DR 6, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

The Preserve at Hunters Hill

3035 CLUBHOUSE DR 7, DIGHTON, MA, 02715, Dighton, MA 02715

$779,900

2 beds

2 baths

2,216 sq ft

House

3035 CLUBHOUSE DR 7, DIGHTON, MA, 02715

Condo

17 CHADWICK CT # 17, MASHPEE, MA, 02649

Community: Southport

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

Questions? Call us: (781) 790-4435

Great Island

27 CROSS WIND, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$750,000

3 beds

3 baths

3,180 sq ft

House

27 CROSS WIND, PLYMOUTH, MA, 02360

Community: Great Island

New 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

Southport

44 TWIN OAKS DR # 44, MASHPEE, MA, 02649, Mashpee, MA 02649

$519,000

2 beds

2 baths

1,659 sq ft

Condo

44 TWIN OAKS DR # 44, MASHPEE, MA, 02649

Community: Southport

Forest Glen

100 SPRING HILL DR # 100, UXBRIDGE, MA, ..., Uxbridge, MA 01569

$574,900

2 beds

2 baths

1,694 sq ft

Condo

100 SPRING HILL DR # 100, UXBRIDGE, MA, ...

Community: Forest Glen

Great Island

24 WEBSTER REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$739,000

3 beds

3 baths

2,782 sq ft

House

24 WEBSTER REACH, PLYMOUTH, MA, 02360

Community: Great Island

1 2…3

Frequently Asked Questions

What size 55+ communities are there in Weston?

In Weston, there is 1 small community with less than 500 homes.

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

The smallest 55+ community in Weston has 8 homes, the largest has 8 homes, and the average community consists of 8 homes.

Are there new 55+ homes available in Weston?

Yes, there is new 55+ home available in Weston. The most recent community started in Weston include Village at Silver Hill. There is also 1 community in Weston that offers new construction homes, including Village at Silver Hill.

Are there gated 55+ communities in Weston?

No, there are no gated 55+ communities in Weston.

Want more information about active adult communities around Weston?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Weston?

Call us: (781) 790-4435

165 communities near Weston

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 18, 2025.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

Weston, MA 55+ active adult communities & homes for sale

165 communities near Weston

115 homes near Weston

2 beds

2 baths

1,338 sq ft

Condo

2 beds

3 baths

2,527 sq ft

Condo

2 beds

4 baths

2,455 sq ft

Condo

2 beds

2 baths

1,333 sq ft

Condo

2 beds

2 baths

1,606 sq ft

Condo

2 beds

3 baths

2,283 sq ft

Condo

2 beds

3 baths

2,160 sq ft

Condo

1 beds

1 baths

958 sq ft

Condo

2 beds

4 baths

3,230 sq ft

House

1 beds

1 baths

972 sq ft

Condo

1 beds

1 baths

1,058 sq ft

Condo

2 beds

2 baths

1,496 sq ft

Condo

2 beds

2 baths

1,496 sq ft

Condo

2 beds

3 baths

2,485 sq ft

Condo

3 beds

3 baths

2,074 sq ft

House

2 beds

2 baths

1,534 sq ft

House

1 beds

1 baths

956 sq ft

Condo

2 beds

2 baths

1,375 sq ft

Condo

2 beds

3 baths

2,080 sq ft

Condo

3 beds