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

41 communities near Upton

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No reviews yet Upton Ridge
$600Ks - $600Ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 homes
No reviews yet Rockwood Meadows
$600Ks - $700Ks
Rockwood Meadows, Upton, MA
New Construction | 55+ age-restricted | Built 2016 - present | 58 homes
No reviews yet Del Webb Chauncy Lake
$300Ks - $800Ks
Del Webb Chauncy Lake, Westborough, MA
New Construction | 55+ age-restricted | Built 2018 - present | 700 homes
No reviews yet Regency at Glen Ellen
$800Ks - $1Ms
Regency at Glen Ellen, Millis, MA
New Construction | 55+ age-restricted | Built 2017 - present | 324 homes
No reviews yet Brierly Pond Village
$400Ks - $400Ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
Want to learn more about 55+ communities in Upton? 55places can help!
Questions? Call us: (508) 603-7097
No reviews yet Pennington Crossing
$500Ks - $500Ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 homes
No reviews yet The Trails
$900Ks - $1Ms
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 homes
No reviews yet Quail Ridge
$800Ks - $800Ks
Quail Ridge, Acton, MA
Resale Only | 55+ age-restricted | Built 2015 - present | 153 homes
No reviews yet Harmony Place
$400Ks - $500Ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
No reviews yet WestRidge
$700Ks - $1Ms
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 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.
No reviews yet Angell Brook Village
$400Ks - $400Ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
No reviews yet Millwood Preserve
$1Ms - $1Ms
Millwood Preserve, Framingham, MA
New Construction | 55+ age-restricted | Built 2020 - present | 129 homes
No reviews yet The Village at Westminste...
$400Ks - $600Ks
The Village at Westminste..., Holden, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes
No reviews yet The Village at Orchard Me...
$400Ks - $500Ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes
No reviews yet Bates Quarry
Bates Quarry, Walpole, MA
New Construction | 55+ age-restricted | Built 2025 - present | 100 homes
Want to learn more about 55+ communities in Upton? 55places can help!
Questions? Call us: (508) 603-7097
No reviews yet The Villages at Walker Me...
$600Ks - $600Ks
The Villages at Walker Me..., Westborough, MA
Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes
No reviews yet New England Commons
$400Ks - $400Ks
New England Commons, Webster, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 100 homes
No reviews yet Orchard Hill
$600Ks - $700Ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
No reviews yet The Lanterns at Warren Wo...
$500Ks - $700Ks
The Lanterns at Warren Wo..., Ashland, MA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 93 homes
No reviews yet The Seasons at Salisbury
$600Ks - $600Ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 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.
No reviews yet The Villages at Crane Mea...
$400Ks - $400Ks
The Villages at Crane Mea..., Marlborough, MA
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes
No reviews yet Adams Farm
$800Ks - $900Ks
Adams Farm, Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes
No reviews yet Bella Vista
$300Ks - $400Ks
Bella Vista, Glocester, RI
Resale Only | 55+ age-restricted | Built 2015 - 2021 | 70 homes
No reviews yet Regency at Assabet Ridge
$500Ks - $600Ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
No reviews yet Brooksmont
$400Ks - $600Ks
Brooksmont, Holliston, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes
Want to learn more about 55+ communities in Upton? 55places can help!
Questions? Call us: (508) 603-7097
No reviews yet Holliston Woods
$500Ks - $700Ks
Holliston Woods, Holliston, MA
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes
No reviews yet Enclave at Hudson
$800Ks - $1Ms
Enclave at Hudson, Hudson, MA
New Construction | 55+ age-restricted | Built 2021 - present | 64 homes
No reviews yet Northside Meadows
$600Ks - $700Ks
Northside Meadows, Framingham, MA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes
No reviews yet Blue Heron Pond
$400Ks - $500Ks
Blue Heron Pond, Lancaster, MA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 58 homes
No reviews yet Trail Ridge at Harvard
$700Ks - $700Ks
Trail Ridge at Harvard, Harvard, MA
Resale Only | 55+ age-restricted | Built 2008 - 2023 | 52 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.
No reviews yet Balancing Rock
$500Ks - $600Ks
Balancing Rock, Holliston, MA
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 49 homes
No reviews yet Pheasant Hill
$300Ks - $400Ks
Pheasant Hill, Northborough, MA
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes
No reviews yet Forest Glen
$400Ks - $500Ks
Forest Glen, Uxbridge, MA
New Construction | 55+ age-restricted | Built 2018 - present | 44 homes
No reviews yet Northwoods at Sudbury
$600Ks - $1Ms
Northwoods at Sudbury, Sudbury, MA
Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes
No reviews yet Bigelow Farm
$500Ks - $600Ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes
Want to learn more about 55+ communities in Upton? 55places can help!
Questions? Call us: (508) 603-7097
No reviews yet Brookside Village
$700Ks - $700Ks
Brookside Village, Walpole, MA
Resale Only | 55+ age-restricted | Built 2018 - 2018 | 30 homes
No reviews yet Wyman Farms
$500Ks - $900Ks
Wyman Farms, Shrewsbury, MA
New Construction | 55+ age-restricted | Built 2017 - present | 26 homes
No reviews yet Woodcrest Run
$400Ks - $400Ks
Woodcrest Run, Sharon, MA
New Construction | 55+ age-restricted | Built 2019 - present | 25 homes
No reviews yet Garrison Place
$900Ks - $1Ms
Garrison Place, Carlisle, MA
Resale Only | 55+ age-restricted | Built 2018 - 2019 | 16 homes
No reviews yet 59 North Main
$900Ks - $900Ks
59 North Main, Sherborn, MA
New Construction | 55+ age-restricted | Built 2019 - present | 12 homes
1...2
Del Webb Chauncy Lake 2 CODMAN WAY 408, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$639,999

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

2 CODMAN WAY 408, WESTBOROUGH, MA, 01581
Del Webb Chauncy Lake 11101 PETERS FARM WAY # 101, WESTBOROUGH..., Westborough, MA 01581
$629,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

11101 PETERS FARM WAY # 101, WESTBOROUGH...
Harmony Place 8 FIDELITY DR # 4, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

8 FIDELITY DR # 4, RUTLAND, MA, 01543
Community: Harmony Place
Del Webb Chauncy Lake 3103 PETERS FARM WAY # 3103, WESTBOROUGH..., Westborough, MA 01581
$390,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

3103 PETERS FARM WAY # 3103, WESTBOROUGH...
Del Webb Chauncy Lake 3112 PETERS FARM WAY # 112, WESTBOROUGH,..., Westborough, MA 01581
$409,900

1 beds

|

1 baths

|

1,021 sq ft

|

Condo

3112 PETERS FARM WAY # 112, WESTBOROUGH,...
Want to learn more about 55+ communities in Upton? 55places can help!
Questions? Call us: (508) 603-7097
Orchard Hill 9 BALDWIN CT # 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$650,000

3 beds

|

3 baths

|

2,793 sq ft

|

Condo

9 BALDWIN CT # 9, WESTBOROUGH, MA, 01581
Community: Orchard Hill
The Village at Westminster Place 27 TEA PARTY CIR # 27, HOLDEN, MA, 01520, Holden, MA 01520
$609,900

4 beds

|

3 baths

|

1,895 sq ft

|

Condo

27 TEA PARTY CIR # 27, HOLDEN, MA, 01520
The Village at Westminster Place 2 EXPLORERS WAY # 2, HOLDEN, MA, 01520, Holden, MA 01520
$499,900

2 beds

|

2 baths

|

1,661 sq ft

|

Condo

2 EXPLORERS WAY # 2, HOLDEN, MA, 01520
Millwood Preserve 11 EAGLE LN 105, FRAMINGHAM, MA, 01701, Framingham, MA 01701
$1,375,000

2 beds

|

4 baths

|

3,503 sq ft

|

Condo

11 EAGLE LN 105, FRAMINGHAM, MA, 01701
Community: Millwood Preserve
Brooksmont 104 BROOKSMONT DR # 104, HOLLISTON, MA, ..., Holliston, MA 01746
$639,000

2 beds

|

2 baths

|

1,516 sq ft

|

Condo

104 BROOKSMONT DR # 104, HOLLISTON, MA, ...
Community: Brooksmont
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 2 CODMAN WAY 5401, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$749,995

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

2 CODMAN WAY 5401, WESTBOROUGH, MA, 0158...
Del Webb Chauncy Lake 5 PETERS FARM WAY # 205, WESTBOROUGH, MA..., Westborough, MA 01581
$545,995

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5 PETERS FARM WAY # 205, WESTBOROUGH, MA...
WestRidge 3 TOWNSEND RD # 3, HUDSON, MA, 01749, Hudson, MA 01749
$650,000

2 beds

|

3 baths

|

1,928 sq ft

|

Condo

3 TOWNSEND RD # 3, HUDSON, MA, 01749
Community: WestRidge
Del Webb Chauncy Lake 1302 CODMAN WAY # 1302, WESTBOROUGH, MA,..., Westborough, MA 01581
$379,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

1302 CODMAN WAY # 1302, WESTBOROUGH, MA,...
Regency at Glen Ellen 1 JAMESON DR # 1, MILLIS, MA, 02054, Millis, MA 02054
$1,170,000

2 beds

|

2 baths

|

1,875 sq ft

|

Condo

1 JAMESON DR # 1, MILLIS, MA, 02054
Want to learn more about 55+ communities in Upton? 55places can help!
Questions? Call us: (508) 603-7097
Orchard Hill 5 BLOSSOM CT # 5, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$740,000

3 beds

|

4 baths

|

3,373 sq ft

|

Condo

5 BLOSSOM CT # 5, WESTBOROUGH, MA, 01581
Community: Orchard Hill
Del Webb Chauncy Lake 12208 PETERS FARM WAY # 12208, WESTBOROU..., Westborough, MA 01581
$439,000

1 beds

|

1 baths

|

1,021 sq ft

|

Condo

12208 PETERS FARM WAY # 12208, WESTBOROU...
The Villages at Walker Meadow 9 SHAKER WAY # 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$750,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

9 SHAKER WAY # 9, WESTBOROUGH, MA, 01581
Del Webb Chauncy Lake 1102 PETERS FARM WAY 102, WESTBOROUGH, M..., Westborough, MA 01581
$424,900

1 beds

|

1 baths

|

956 sq ft

|

Condo

1102 PETERS FARM WAY 102, WESTBOROUGH, M...
Brierly Pond Village 32 HORNE WAY # 32, MILLBURY, MA, 01527, Millbury, MA 01527
$465,000

2 beds

|

2 baths

|

1,420 sq ft

|

Condo

32 HORNE WAY # 32, 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.
Regency at Glen Ellen 20 JAMESON DR # 20, MILLIS, MA, 02054, Millis, MA 02054
$1,375,000

3 beds

|

3 baths

|

2,581 sq ft

|

Condo

20 JAMESON DR # 20, MILLIS, MA, 02054
Regency at Glen Ellen 6 GLEN ELLEN BLVD # 6, MILLIS, MA, 02054, Millis, MA 02054
$1,050,000

3 beds

|

3 baths

|

2,656 sq ft

|

Condo

6 GLEN ELLEN BLVD # 6, MILLIS, MA, 02054
Del Webb Chauncy Lake 5 PETERS FARM WAY # 412, WESTBOROUGH, MA..., Westborough, MA 01581
$813,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY # 412, WESTBOROUGH, MA...
Del Webb Chauncy Lake 2 CODMAN WAY 302, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$439,995

1 beds

|

1 baths

|

972 sq ft

|

Condo

2 CODMAN WAY 302, WESTBOROUGH, MA, 01581
The Trails 13 BIRKDALE LN # 13, HOPKINTON, MA, 0174..., Hopkinton, MA 01748
$900,000

2 beds

|

3 baths

|

2,277 sq ft

|

Condo

13 BIRKDALE LN # 13, HOPKINTON, MA, 0174...
Community: The Trails
Want to learn more about 55+ communities in Upton? 55places can help!
Questions? Call us: (508) 603-7097
Regency at Glen Ellen 27 RICHARDSON DR # 27, MILLIS, MA, 02054, Millis, MA 02054
$988,900

2 beds

|

3 baths

|

2,485 sq ft

|

Condo

27 RICHARDSON DR # 27, MILLIS, MA, 02054
Regency at Glen Ellen 18 LANSING WAY # 18, MILLIS, MA, 02054, Millis, MA 02054
$849,000

2 beds

|

3 baths

|

2,306 sq ft

|

Condo

18 LANSING WAY # 18, MILLIS, MA, 02054
Del Webb Chauncy Lake 5 PETERS FARM WAY # 101, WESTBOROUGH, MA..., Westborough, MA 01581
$611,995

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

5 PETERS FARM WAY # 101, WESTBOROUGH, MA...
Del Webb Chauncy Lake 3 PETERS FARM WAY 210, WESTBOROUGH, MA, ..., Westborough, MA 01581
$419,900

1 beds

|

1 baths

|

1,030 sq ft

|

Condo

3 PETERS FARM WAY 210, WESTBOROUGH, MA, ...
Blue Heron Pond 453 BLUE HERON DR # 453, LANCASTER, MA, ..., Lancaster, MA 01523
$304,135

2 beds

|

3 baths

|

1,477 sq ft

|

Condo

453 BLUE HERON DR # 453, LANCASTER, MA, ...
Community: Blue Heron Pond
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 2 CODMAN WAY 5103, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$389,999

1 beds

|

1 baths

|

972 sq ft

|

Condo

2 CODMAN WAY 5103, WESTBOROUGH, MA, 0158...
Del Webb Chauncy Lake 3102 PETERS FARM WAY # 102, WESTBOROUGH,..., Westborough, MA 01581
$379,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

3102 PETERS FARM WAY # 102, WESTBOROUGH,...
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
The Trails 10 WATERVILLE LN # 10, HOPKINTON, MA, 01..., Hopkinton, MA 01748
$989,000

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

10 WATERVILLE LN # 10, HOPKINTON, MA, 01...
Community: The Trails
Del Webb Chauncy Lake 12302 PETERS FARM WAY # 302, WESTBOROUGH..., Westborough, MA 01581
$379,999

1 beds

|

1 baths

|

956 sq ft

|

Condo

12302 PETERS FARM WAY # 302, WESTBOROUGH...
Want to learn more about 55+ communities in Upton? 55places can help!
Questions? Call us: (508) 603-7097
Millwood Preserve 18 EAGLE LN # 21, FRAMINGHAM, MA, 01701, Framingham, MA 01701
$1,249,900

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

18 EAGLE LN # 21, FRAMINGHAM, MA, 01701
Community: Millwood Preserve
Regency at Assabet Ridge 13 WILSHIRE WAY # 13, MARLBOROUGH, MA, 0..., Marlborough, MA 01752
$749,000

2 beds

|

2 baths

|

1,584 sq ft

|

Condo

13 WILSHIRE WAY # 13, MARLBOROUGH, MA, 0...
Regency at Glen Ellen 20 LANSING WAY # 20, MILLIS, MA, 02054, Millis, MA 02054
$925,000

2 beds

|

3 baths

|

2,308 sq ft

|

Condo

20 LANSING WAY # 20, MILLIS, MA, 02054
Harmony Place 6 FIDELITY DR # 3, RUTLAND, MA, 01543, Rutland, MA 01543
$512,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

6 FIDELITY DR # 3, RUTLAND, MA, 01543
Community: Harmony Place
Woodcrest Run 635 OLD POST RD 110, SHARON, MA, 02067, Sharon, MA 02067
$459,900

1 beds

|

2 baths

|

1,056 sq ft

|

Condo

635 OLD POST RD 110, SHARON, MA, 02067
Community: Woodcrest Run
1…2

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41 communities near Upton
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