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

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

30 homes near Westborough

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Del Webb Chauncy Lake
$400ks - $600ks
Del Webb Chauncy Lake, Westborough, MA
New Construction | 55+ age-restricted | Built 2018 - present | 700 homes
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
The Trails
$500ks - $700ks
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 homes
Brierly Pond Village
$300ks - $400ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 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
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
Forest Glen
$400ks - $500ks
Forest Glen, Uxbridge, MA
New Construction | 55+ age-restricted | Built 2018 - present | 44 homes
Brooksmont
$400ks - $600ks
Brooksmont, Holliston, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes
Angell Brook Village
$300ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 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.
Wyman Farms
$500ks - $900ks
Wyman Farms, Shrewsbury, MA
New Construction | 55+ age-restricted | Built 2017 - present | 26 homes
Millwood Preserve
$700ks - $800ks
Millwood Preserve, Framingham, MA
New Construction | 55+ age-restricted | Built 2020 - present | 129 homes
Rockwood Meadows
$600ks - $700ks
Rockwood Meadows, Upton, MA
New Construction | 55+ age-restricted | Built 2016 - present | 58 homes
Enclave at Hudson
$800ks - $1Ms
Enclave at Hudson, Hudson, MA
New Construction | 55+ age-restricted | Built 2021 - present | 64 homes
Want to learn more about 55+ communities in Westborough? 55places can help!
Questions? Call us: (774) 512-3099
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
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
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.
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes
Balancing Rock
$500ks - $600ks
Balancing Rock, Holliston, MA
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 49 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
Holliston Woods
$500ks - $700ks
Holliston Woods, Holliston, MA
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes
Want to learn more about 55+ communities in Westborough? 55places can help!
Questions? Call us: (774) 512-3099
Upton Ridge
$400ks - $600ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 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
Northside Meadows
$600ks - $700ks
Northside Meadows, Framingham, MA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes
WestRidge
$700ks
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes
New Del Webb Chauncy Lake 4 PETERS FARM WAY 206, WESTBOROUGH, MA, ..., Westborough, MA 01581
$589,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

4 PETERS FARM WAY 206, WESTBOROUGH, MA, ...
New Brierly Pond Village 16 BRIERLY CIR 16, MILLBURY, MA, 01527, Millbury, MA 01527
$519,900

2 beds

|

3 baths

|

2,029 sq ft

|

Condo

16 BRIERLY CIR 16, MILLBURY, MA, 01527
New Millwood Preserve 11 BAITING BROOK RD 11, FRAMINGHAM, MA, ..., Framingham, MA 01701
$1,275,000

3 beds

|

3 baths

|

2,559 sq ft

|

Condo

11 BAITING BROOK RD 11, FRAMINGHAM, MA, ...
Community: Millwood Preserve
New Wyman Farms 935 MAIN ST 23, SHREWSBURY, MA, 01545, Shrewsbury, MA 01545
$945,000

2 beds

|

3 baths

|

2,435 sq ft

|

Condo

935 MAIN ST 23, SHREWSBURY, MA, 01545
Community: Wyman Farms
Del Webb Chauncy Lake 5 PETERS FARM WAY 312, WESTBOROUGH, MA, ..., Westborough, MA 01581
$724,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY 312, 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 109, WESTBOROUGH, MA, ..., Westborough, MA 01581
$474,995

1 beds

|

1 baths

|

1,030 sq ft

|

Condo

5 PETERS FARM WAY 109, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 4403 PETERS FARM WAY 4403, WESTBOROUGH, ..., Westborough, MA 01581
$415,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

4403 PETERS FARM WAY 4403, WESTBOROUGH, ...
Angell Brook Village 44 ANGELL BROOK DR 44, WEST BOYLSTON, MA..., West Boylston, MA 01583
$479,000

2 beds

|

2 baths

|

1,274 sq ft

|

Condo

44 ANGELL BROOK DR 44, WEST BOYLSTON, MA...
Del Webb Chauncy Lake 12308 PETERS FARM WAY 308, WESTBOROUGH, ..., Westborough, MA 01581
$549,900

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

12308 PETERS FARM WAY 308, WESTBOROUGH, ...
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.
Orchard Hill 9 BALDWIN CT 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$645,000

3 beds

|

3 baths

|

2,793 sq ft

|

Condo

9 BALDWIN CT 9, WESTBOROUGH, MA, 01581
Community: Orchard Hill
Regency at Assabet Ridge 13 WILSHIRE WAY 13, MARLBOROUGH, MA, 017..., Marlborough, MA 01752
$689,000

2 beds

|

2 baths

|

1,584 sq ft

|

Condo

13 WILSHIRE WAY 13, MARLBOROUGH, MA, 017...
Millwood Preserve 14 CALLAHAN DR 14, FRAMINGHAM, MA, 01701, Framingham, MA 01701
$1,215,000

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

14 CALLAHAN DR 14, FRAMINGHAM, MA, 01701
Community: Millwood Preserve
Del Webb Chauncy Lake 5 PETERS FARM WAY 309, WESTBOROUGH, MA, ..., Westborough, MA 01581
$599,999

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 309, 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 104, WESTBOROUGH, MA, ..., Westborough, MA 01581
$414,995

1 beds

|

1 baths

|

972 sq ft

|

Condo

5 PETERS FARM WAY 104, WESTBOROUGH, MA, ...
The Trails 28 WATERVILLE LN 28, HOPKINTON, MA, 0174..., Hopkinton, MA 01748
$1,069,000

2 beds

|

3 baths

|

2,510 sq ft

|

Condo

28 WATERVILLE LN 28, HOPKINTON, MA, 0174...
Community: The Trails
Balancing Rock 20 GLACIER WAY 20, HOLLISTON, MA, 01746, Holliston, MA 01746
$685,000

2 beds

|

3 baths

|

2,084 sq ft

|

Condo

20 GLACIER WAY 20, HOLLISTON, MA, 01746
Community: Balancing Rock
Del Webb Chauncy Lake 1105 PETERS FARM WAY 105, WESTBOROUGH, M..., Westborough, MA 01581
$389,900

1 beds

|

1 baths

|

945 sq ft

|

Condo

1105 PETERS FARM WAY 105, WESTBOROUGH, M...
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 305, WESTBOROUGH, MA, ..., Westborough, MA 01581
$579,999

2 beds

|

2 baths

|

1,175 sq ft

|

Condo

5 PETERS FARM WAY 305, WESTBOROUGH, MA, ...
Orchard Hill 14 BALDWIN CT 14, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$730,000

2 beds

|

3 baths

|

2,225 sq ft

|

Condo

14 BALDWIN CT 14, WESTBOROUGH, MA, 01581
Community: Orchard Hill
Del Webb Chauncy Lake 6312 PETERS FARM WAY 6312, WESTBOROUGH, ..., Westborough, MA 01581
$625,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

6312 PETERS FARM WAY 6312, WESTBOROUGH, ...
Del Webb Chauncy Lake 1109 PETERS FARM WAY 1109, WESTBOROUGH, ..., Westborough, MA 01581
$409,000

1 beds

|

1 baths

|

1,030 sq ft

|

Condo

1109 PETERS FARM WAY 1109, WESTBOROUGH, ...
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 107, WESTBOROUGH, MA, ..., Westborough, MA 01581
$649,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY 107, WESTBOROUGH, MA, ...
The Village at Orchard Meadows 47 ORCHARD MEADOW DR 47, SHREWSBURY, MA,..., Shrewsbury, MA 01545
$499,900

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, 0..., Westborough, MA 01581
$599,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

2306 TALBOT WAY 2306, WESTBOROUGH, MA, 0...
Forest Glen 61 SPRING HILL DR 61, UXBRIDGE, MA, 0156..., Uxbridge, MA 01569
$589,000

2 beds

|

2 baths

|

1,525 sq ft

|

Condo

61 SPRING HILL DR 61, UXBRIDGE, MA, 0156...
Community: Forest Glen
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 59 BROOKSMONT DR 59, HOLLISTON, MA, 0174..., Holliston, MA 01746
$719,000

2 beds

|

3 baths

|

2,360 sq ft

|

Condo

59 BROOKSMONT DR 59, HOLLISTON, MA, 0174...
Community: Brooksmont
Del Webb Chauncy Lake 1102 PETERS FARM WAY 1102, WESTBOROUGH, ..., Westborough, MA 01581
$414,900

1 beds

|

1 baths

|

956 sq ft

|

Condo

1102 PETERS FARM WAY 1102, WESTBOROUGH, ...
Regency at Assabet Ridge 28 BOWOOD LN 28, MARLBOROUGH, MA, 01752, Marlborough, MA 01752
$759,900

3 beds

|

3 baths

|

2,205 sq ft

|

Condo

28 BOWOOD LN 28, MARLBOROUGH, MA, 01752
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
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, ...

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