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

41 communities near Upton

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Upton Ridge

$600Ks - $600Ks

Upton Ridge, Upton, MA

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

Rockwood Meadows

$600Ks - $700Ks

Rockwood Meadows, Upton, MA

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

Del Webb Chauncy Lake

$300Ks - $800Ks

Del Webb Chauncy Lake, Westborough, MA

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

Regency at Glen Ellen

$800Ks - $1Ms

Regency at Glen Ellen, Millis, MA

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

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

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

Quail Ridge

$800Ks - $800Ks

Quail Ridge, Acton, MA

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

Harmony Place

$400Ks - $500Ks

Harmony Place, Rutland, MA

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

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.

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 Village at Westminste...

$500Ks - $600Ks

The Village at Westminste..., Holden, MA

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

Orchard Hill

$600Ks - $600Ks

Orchard Hill, Westborough, MA

Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes

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

Questions? Call us: (508) 603-7097

New England Commons

$400Ks - $400Ks

New England Commons, Webster, MA

New and Resale | 55+ age-restricted | Built 2005 - present | 100 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

Bates Quarry

Bates Quarry, Walpole, MA

New Construction | 55+ age-restricted | Built 2025 - present | 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

The Seasons at Salisbury

$600Ks - $600Ks

The Seasons at Salisbury, Holden, MA

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

The Villages at Crane Mea...

$400Ks - $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

Bella Vista

$300Ks - $400Ks

Bella Vista, Glocester, RI

Resale Only | 55+ age-restricted | Built 2015 - 2021 | 70 homes

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

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

Questions? Call us: (508) 603-7097

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

Northside Meadows

$600Ks - $700Ks

Northside Meadows, Framingham, MA

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

Blue Heron Pond

$400Ks - $500Ks

Blue Heron Pond, Lancaster, MA

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 58 homes

Trail Ridge at Harvard

$700Ks - $700Ks

Trail Ridge at Harvard, Harvard, MA

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

Forest Glen

$400Ks - $500Ks

Forest Glen, Uxbridge, MA

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

Northwoods at Sudbury

$600Ks - $1Ms

Northwoods at Sudbury, Sudbury, MA

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

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

Brookside Village

$700Ks - $700Ks

Brookside Village, Walpole, MA

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

Wyman Farms

$500Ks - $900Ks

Wyman Farms, Shrewsbury, MA

New Construction | 55+ age-restricted | Built 2017 - present | 26 homes

Woodcrest Run

$400Ks - $400Ks

Woodcrest Run, Sharon, MA

New Construction | 55+ age-restricted | Built 2019 - present | 25 homes

Garrison Place

$900Ks - $1Ms

Garrison Place, Carlisle, MA

Resale Only | 55+ age-restricted | Built 2018 - 2019 | 16 homes

59 North Main

$900Ks - $900Ks

59 North Main, Sherborn, MA

New Construction | 55+ age-restricted | Built 2019 - present | 12 homes

11101 PETERS FARM WAY # 101, WESTBOROUGH...

Community: Del Webb Chauncy Lake

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

Questions? Call us: (508) 603-7097

New Quail Ridge

159 SKYLINE DR # 159, ACTON, MA, 01720, Acton, MA 01720

$910,000

2 beds

3 baths

2,244 sq ft

Condo

159 SKYLINE DR # 159, ACTON, MA, 01720

Community: Quail Ridge

The Village at Westminster Place

27 TEA PARTY CIR # 27, HOLDEN, MA, 01520, Holden, MA 01520

$579,900

3 beds

3 baths

1,895 sq ft

House

27 TEA PARTY CIR # 27, HOLDEN, MA, 01520

Community: The Village at Westminster Place

Del Webb Chauncy Lake

5 PETERS FARM WAY # 412, WESTBOROUGH, MA..., Westborough, MA 01581

$870,665

2 beds

2 baths

1,512 sq ft

Condo

5 PETERS FARM WAY # 412, WESTBOROUGH, MA...

Community: Del Webb Chauncy Lake

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...

Community: Del Webb Chauncy Lake

Brierly Pond Village

32 HORNE WAY # 32, MILLBURY, MA, 01527, Millbury, MA 01527

$449,900

2 beds

2 baths

1,420 sq ft

Condo

32 HORNE WAY # 32, MILLBURY, MA, 01527

Community: Brierly Pond Village

Regency at Assabet Ridge

13 WILSHIRE WAY # 13, MARLBOROUGH, MA, 0..., Marlborough, MA 01752

$739,000

2 beds

2 baths

1,584 sq ft

Condo

13 WILSHIRE WAY # 13, MARLBOROUGH, MA, 0...

Community: Regency at Assabet Ridge

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

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

Community: Regency at Glen Ellen

The Trails

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

$885,000

2 beds

3 baths

2,277 sq ft

Condo

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

Community: The Trails

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

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

Questions? Call us: (508) 603-7097

Brooksmont

$639,000

2 beds

2 baths

1,516 sq ft

Condo

104 BROOKSMONT DR # 104, HOLLISTON, MA, ...

Community: Brooksmont

Del Webb Chauncy Lake

4403 PETERS FARM WAY 403, WESTBOROUGH, M..., Westborough, MA 01581

$439,900

1 beds

1 baths

956 sq ft

Condo

4403 PETERS FARM WAY 403, WESTBOROUGH, M...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

3103 PETERS FARM WAY # 3103, WESTBOROUGH..., Westborough, MA 01581

$386,000

1 beds

1 baths

956 sq ft

Condo

3103 PETERS FARM WAY # 3103, WESTBOROUGH...

Community: Del Webb Chauncy Lake

Millwood Preserve

9 HAWK LN # 28, FRAMINGHAM, MA, 01701, Framingham, MA 01701

$1,175,000

2 beds

3 baths

2,306 sq ft

Condo

9 HAWK LN # 28, FRAMINGHAM, MA, 01701

Community: Millwood Preserve

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

Del Webb Chauncy Lake

3112 PETERS FARM WAY # 112, WESTBOROUGH,..., Westborough, MA 01581

$405,000

1 beds

1 baths

1,021 sq ft

Condo

3112 PETERS FARM WAY # 112, WESTBOROUGH,...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

2 TALBOT WAY 2103, WESTBOROUGH, MA, 0158..., Westborough, MA 01581

$415,000

1 beds

1 baths

956 sq ft

Condo

2 TALBOT WAY 2103, WESTBOROUGH, MA, 0158...

Community: Del Webb Chauncy Lake

Orchard Hill

5 BLOSSOM CT # 5, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$690,000

3 beds

4 baths

3,373 sq ft

Condo

5 BLOSSOM CT # 5, WESTBOROUGH, MA, 01581

Community: Orchard Hill

Del Webb Chauncy Lake

2 CODMAN WAY 402, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$449,999

1 beds

1 baths

972 sq ft

Condo

2 CODMAN WAY 402, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

Brooksmont

$709,000

2 beds

3 baths

2,160 sq ft

Condo

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

Community: Brooksmont

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

Questions? Call us: (508) 603-7097

The Villages at Walker Meadow

9 SHAKER WAY # 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$725,000

2 beds

2 baths

2,090 sq ft

Condo

9 SHAKER WAY # 9, WESTBOROUGH, MA, 01581

Community: The Villages at Walker Meadow

Regency at Glen Ellen

3 JAMESON DR # 3, MILLIS, MA, 02054, Millis, MA 02054

$1,100,000

2 beds

3 baths

1,832 sq ft

Condo

3 JAMESON DR # 3, MILLIS, MA, 02054

Community: Regency at Glen Ellen

The Trails

4 WATERVILLE LN # 4, HOPKINTON, MA, 0174..., Hopkinton, MA 01748

$1,049,000

2 beds

3 baths

2,510 sq ft

Condo

4 WATERVILLE LN # 4, HOPKINTON, MA, 0174...

Community: The Trails

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

Regency at Glen Ellen

20 JAMESON DR # 20, MILLIS, MA, 02054, Millis, MA 02054

$1,325,000

3 beds

3 baths

2,581 sq ft

Condo

20 JAMESON DR # 20, MILLIS, MA, 02054

Community: Regency at Glen Ellen

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...

Community: Del Webb Chauncy Lake

The Trails

71 WESTON LN # 71, HOPKINTON, MA, 01748, Hopkinton, MA 01748

$1,025,000

2 beds

4 baths

3,258 sq ft

Condo

71 WESTON LN # 71, HOPKINTON, MA, 01748

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...

Community: Del Webb Chauncy Lake

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...

Community: Del Webb Chauncy Lake

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

Condo

18 EAGLE LN # 21, FRAMINGHAM, MA, 01701

Community: Millwood Preserve

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Frequently Asked Questions

What size 55+ communities are there in Upton?

In Upton, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.

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

The smallest 55+ communities in Upton has 58 homes, the largest has 139 homes, and the average communities consists of 98 homes.

Are there new 55+ homes available in Upton?

Yes, there are new 55+ homes available in Upton. The most recent communities started in Upton include Upton Ridge, Rockwood Meadows. There are also 2 communities in Upton that offer new construction homes, including Rockwood Meadows, Upton Ridge.

Are there gated 55+ communities in Upton?

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

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

On average, listings in 55+ communities in Upton stay on the market for around 36 days. The average price of homes for sale in these communities is approximately $849,450, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Rockwood Meadows average around $1,049,000, while homes in Upton Ridge average around $649,900.

Want more information about active adult communities around Upton?

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Want to learn more about 55+ communities in Upton?

Call us: (508) 603-7097

41 communities near Upton

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

41 communities near Upton

41 homes near Upton

2 beds

2 baths

1,520 sq ft

Condo

2 beds

2 baths

1,375 sq ft

Condo

2 beds

3 baths

2,306 sq ft

Condo

2 beds

2 baths

1,874 sq ft

Condo

2 beds

2 baths

1,469 sq ft

Condo

2 beds

3 baths

2,244 sq ft

Condo

3 beds

3 baths

1,895 sq ft

House

2 beds

2 baths

1,512 sq ft

Condo

1 beds

1 baths

972 sq ft

Condo

2 beds

2 baths

1,420 sq ft

Condo

2 beds

2 baths

1,584 sq ft

Condo

2 beds

2 baths

1,694 sq ft

Condo

3 beds

3 baths

2,656 sq ft

Condo

2 beds

3 baths

2,277 sq ft

Condo

2 beds

3 baths

2,485 sq ft

Condo

2 beds

2 baths

1,516 sq ft

Condo

1 beds

1 baths

956 sq ft

Condo

1 beds

1 baths

956 sq ft

Condo

2 beds

3 baths

2,306 sq ft

Condo

1 beds