Call us at (774) 512-3099 to learn more about active adult communities in Westborough

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

25 homes near Westborough

Sort by:

Relevance

Relevance

Del Webb Chauncy Lake
$400ks - $600ks
Del Webb Chauncy Lake, Westborough, MA
New Construction | 55+ age-restricted | Built 2018 - present | 700 homes
The Trails
$500ks - $700ks
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 homes
Forest Glen
$400ks - $500ks
Forest Glen, Uxbridge, MA
New Construction | 55+ age-restricted | Built 2018 - present | 44 homes
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
The Village at Orchard Me...
$400ks - $500ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes
Want to learn more about 55+ communities in Westborough? 55places can help!
Questions? Call us: (774) 512-3099
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes
Rockwood Meadows
$600ks - $700ks
Rockwood Meadows, Upton, MA
New Construction | 55+ age-restricted | Built 2016 - present | 58 homes
The Villages at Walker Me...
$600ks - $700ks
The Villages at Walker Me..., Westborough, MA
Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes
Brierly Pond Village
$300ks - $400ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 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.
Brooksmont
$400ks - $600ks
Brooksmont, Holliston, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
The Lanterns at Warren Wo...
$500ks - $700ks
The Lanterns at Warren Wo..., Ashland, MA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 93 homes
Millwood Preserve
$700ks - $800ks
Millwood Preserve, Framingham, MA
New Construction | 55+ age-restricted | Built 2020 - present | 129 homes
Want to learn more about 55+ communities in Westborough? 55places can help!
Questions? Call us: (774) 512-3099
Angell Brook Village
$300ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
Wyman Farms
$500ks - $900ks
Wyman Farms, Shrewsbury, MA
New Construction | 55+ age-restricted | Built 2017 - present | 26 homes
Enclave at Hudson
$800ks - $1Ms
Enclave at Hudson, Hudson, MA
New Construction | 55+ age-restricted | Built 2021 - present | 64 homes
Upton Ridge
$400ks - $600ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 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.
Holliston Woods
$500ks - $700ks
Holliston Woods, Holliston, MA
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 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
Blue Heron Pond
$500ks
Blue Heron Pond, Lancaster, MA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 58 homes
Want to learn more about 55+ communities in Westborough? 55places can help!
Questions? Call us: (774) 512-3099
WestRidge
$700ks
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes
Adams Farm
$700ks - $800ks
Adams Farm, Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes
The Villages at Crane Mea...
$400ks
The Villages at Crane Mea..., Marlborough, MA
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes
Northside Meadows
$600ks - $700ks
Northside Meadows, Framingham, MA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes
New Rockwood Meadows 63 ROCKWOOD LN # 63, UPTON, MA, 01568, Upton, MA 01568
$949,900

2 beds

|

3 baths

|

2,392 sq ft

|

Condo

63 ROCKWOOD LN # 63, UPTON, MA, 01568
Community: Rockwood Meadows
Bigelow Farm 6 LYDIAS WAY 6, NORTHBOROUGH, MA, 01532, Northborough, MA 01532
$775,000

2 beds

|

3 baths

|

2,671 sq ft

|

Condo

6 LYDIAS WAY 6, NORTHBOROUGH, MA, 01532
Community: Bigelow Farm
Del Webb Chauncy Lake 5 PETERS FARM WAY 107, WESTBOROUGH, MA, ..., Westborough, MA 01581
$655,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY 107, WESTBOROUGH, MA, ...
Adams Farm 40 ADAMS FARM RD 40, SHREWSBURY, MA, 015..., Shrewsbury, MA 01545
$850,000

2 beds

|

3 baths

|

2,757 sq ft

|

Condo

40 ADAMS FARM RD 40, SHREWSBURY, MA, 015...
Community: Adams Farm
Del Webb Chauncy Lake 5 PETERS FARM WAY 201, WESTBOROUGH, MA, ..., Westborough, MA 01581
$674,995

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

5 PETERS FARM WAY 201, WESTBOROUGH, MA, ...
Want to learn more about 55+ communities in Westborough? 55places can help!
Questions? Call us: (774) 512-3099
Del Webb Chauncy Lake 5 PETERS FARM WAY 401, WESTBOROUGH, MA, ..., Westborough, MA 01581
$839,995

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

5 PETERS FARM WAY 401, WESTBOROUGH, MA, ...
The Village at Orchard Meadows 47 ORCHARD MEADOW DR 47, SHREWSBURY, MA,..., Shrewsbury, MA 01545
$525,000

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

47 ORCHARD MEADOW DR 47, SHREWSBURY, MA,...
Del Webb Chauncy Lake 2306 TALBOT WAY # 2306, WESTBOROUGH, MA,..., Westborough, MA 01581
$599,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

2306 TALBOT WAY # 2306, WESTBOROUGH, MA,...
Brierly Pond Village 100 HORNE WAY # 100, MILLBURY, MA, 01527, Millbury, MA 01527
$509,900

2 beds

|

3 baths

|

2,021 sq ft

|

Condo

100 HORNE WAY # 100, 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.
Del Webb Chauncy Lake 5 PETERS FARM WAY # 111, WESTBOROUGH, MA..., Westborough, MA 01581
$489,995

1 beds

|

1 baths

|

1,030 sq ft

|

Condo

5 PETERS FARM WAY # 111, WESTBOROUGH, MA...
Forest Glen 61 SPRING HILL DR # 61, UXBRIDGE, MA, 01..., Uxbridge, MA 01569
$589,000

2 beds

|

2 baths

|

1,525 sq ft

|

Condo

61 SPRING HILL DR # 61, UXBRIDGE, MA, 01...
Community: Forest Glen
Brierly Pond Village 196 HORNE WAY # 196, MILLBURY, MA, 01527, Millbury, MA 01527
$515,000

2 beds

|

4 baths

|

2,100 sq ft

|

Condo

196 HORNE WAY # 196, MILLBURY, MA, 01527
The Trails 6 WATERVILLE LN # 6, HOPKINTON, MA, 0174..., Hopkinton, MA 01748
$1,179,900

2 beds

|

4 baths

|

3,292 sq ft

|

Condo

6 WATERVILLE LN # 6, HOPKINTON, MA, 0174...
Community: The Trails
Want to learn more about 55+ communities in Westborough? 55places can help!
Questions? Call us: (774) 512-3099
Brooksmont 59 BROOKSMONT DR # 59, HOLLISTON, MA, 01..., Holliston, MA 01746
$724,900

2 beds

|

3 baths

|

2,360 sq ft

|

Condo

59 BROOKSMONT DR # 59, HOLLISTON, MA, 01...
Community: Brooksmont
The Villages at Walker Meadow 5 WESSONVILLE VILLAGE WAY 5, WESTBOROUGH..., Westborough, MA 01581
$739,000

2 beds

|

3 baths

|

2,090 sq ft

|

Condo

5 WESSONVILLE VILLAGE WAY 5, WESTBOROUGH...
Del Webb Chauncy Lake 1102 PETERS FARM WAY # 1102, WESTBOROUGH..., Westborough, MA 01581
$419,900

1 beds

|

1 baths

|

956 sq ft

|

Condo

1102 PETERS FARM WAY # 1102, WESTBOROUGH...
Del Webb Chauncy Lake 5 PETERS FARM WAY 103, WESTBOROUGH, MA, ..., Westborough, MA 01581
$440,485

1 beds

|

1 baths

|

972 sq ft

|

Condo

5 PETERS FARM WAY 103, 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.
Regency at Assabet Ridge 28 BOWOOD LN # 28, MARLBOROUGH, MA, 0175..., Marlborough, MA 01752
$759,900

3 beds

|

3 baths

|

2,205 sq ft

|

Condo

28 BOWOOD LN # 28, MARLBOROUGH, MA, 0175...
Del Webb Chauncy Lake 2 CODMAN WAY 408, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$589,999

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

2 CODMAN WAY 408, WESTBOROUGH, MA, 01581
Del Webb Chauncy Lake 5 PETERS FARM WAY 5205, WESTBOROUGH, MA,..., Westborough, MA 01581
$576,025

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5 PETERS FARM WAY 5205, WESTBOROUGH, MA,...
Del Webb Chauncy Lake 4203 PETERS FARM WAY # 4203, WESTBOROUGH..., Westborough, MA 01581
$470,000

1 beds

|

1 baths

|

945 sq ft

|

Condo

4203 PETERS FARM WAY # 4203, WESTBOROUGH...
Want to learn more about 55+ communities in Westborough? 55places can help!
Questions? Call us: (774) 512-3099
The Trails 14 WATERVILLE LN # 14, HOPKINTON, MA, 01..., Hopkinton, MA 01748
$989,000

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

14 WATERVILLE LN # 14, HOPKINTON, MA, 01...
Community: The Trails
The Trails 30 WATERVILLE LN # 30, HOPKINTON, MA, 01..., Hopkinton, MA 01748
$1,199,000

2 beds

|

3 baths

|

2,510 sq ft

|

Condo

30 WATERVILLE LN # 30, HOPKINTON, MA, 01...
Community: The Trails
Del Webb Chauncy Lake 2 TALBOT WAY 2103, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$395,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

2 TALBOT WAY 2103, WESTBOROUGH, MA, 0158...
Del Webb Chauncy Lake 11101 PETERS FARM WAY # 101, WESTBOROUGH..., Westborough, MA 01581
$599,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

11101 PETERS FARM WAY # 101, WESTBOROUGH...

Frequently Asked Questions


Want more information about active adult communities around Westborough?

Global - Lead Form - Buyer or Renter
*55places does not provide or maintain community HOA information.
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 Westborough?

Call us: (774) 512-3099
25 homes
Remove Boundaries ×
Map Satellite

Reinmlsx

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.
© 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: Feb 24, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top