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

41 communities near Upton

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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

Harmony Place

$400ks - $500ks

Harmony Place, Rutland, MA

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

Regency at Glen Ellen

$700ks - $900ks

Regency at Glen Ellen, Millis, MA

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

The Trails

$500ks - $700ks

The Trails, Hopkinton, MA

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

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

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

Questions? Call us: (508) 603-7097

Woodcrest Run

$400ks - $600ks

Woodcrest Run, Sharon, MA

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

Brooksmont

$400ks - $600ks

Brooksmont, Holliston, MA

Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 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

Forest Glen

$400ks - $500ks

Forest Glen, Uxbridge, MA

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

The Villages at Walker Me...

$600ks - $700ks

The Villages at Walker Me..., Westborough, MA

Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

Holliston Woods

$500ks - $700ks

Holliston Woods, Holliston, MA

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes

The Villages at Crane Mea...

$400ks

The Villages at Crane Mea..., Marlborough, MA

Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes

The Seasons at Salisbury

$400ks - $500ks

The Seasons at Salisbury, Holden, MA

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

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

Questions? Call us: (508) 603-7097

Balancing Rock

$500ks - $600ks

Balancing Rock, Holliston, MA

Resale Only | 55+ age-restricted | Built 2006 - 2008 | 49 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+ rental communities in Upton? 55places can help!

Questions? Call us: (508) 603-7097

Orchard Hill

$500ks

Orchard Hill, Westborough, MA

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

Rockwood Meadows

$600ks - $700ks

Rockwood Meadows, Upton, MA

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

Trail Ridge at Harvard

$700ks

Trail Ridge at Harvard, Harvard, MA

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

Northside Meadows

$600ks - $700ks

Northside Meadows, Framingham, MA

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

Bella Vista

$300ks - $400ks

Bella Vista, Glocester, RI

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

Northwoods at Sudbury

$500ks

Northwoods at Sudbury, Sudbury, MA

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

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

Questions? Call us: (508) 603-7097

Wyman Farms

$500ks - $900ks

Wyman Farms, Shrewsbury, MA

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

Brierly Pond Village

$300ks - $400ks

Brierly Pond Village, Millbury, MA

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

59 North Main

$900ks

59 North Main, Sherborn, MA

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

Pennington Crossing

$300ks - $600ks

Pennington Crossing, Walpole, MA

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

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

Questions? Call us: (508) 603-7097

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

Millwood Preserve

$700ks - $800ks

Millwood Preserve, Framingham, MA

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

Brookside Village

$700ks

Brookside Village, Walpole, MA

Resale Only | 55+ age-restricted | Built 2018 - 2018 | 30 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 Upton? 55places can help!

Questions? Call us: (508) 603-7097

Village at Silver Hill

$1Ms - $2Ms

Village at Silver Hill, Weston, MA

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

Garrison Place

$900ks - $1Ms

Garrison Place, Carlisle, MA

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

WestRidge

$700ks

WestRidge, Hudson, MA

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

Regency at Assabet Ridge

$500ks - $600ks

Regency at Assabet Ridge, Marlborough, MA

Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes

Angell Brook Village

$300ks

Angell Brook Village, West Boylston, MA

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

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

Questions? Call us: (508) 603-7097

Pheasant Hill

$300ks - $400ks

Pheasant Hill, Northborough, MA

Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes

The Village at Westminste...

$400ks - $500ks

The Village at Westminste..., Holden, MA

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

New England Commons

$200ks - $300ks

New England Commons, Webster, MA

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

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

Questions? Call us: (508) 603-7097

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

4 FIDELITY DR 2, RUTLAND, MA, 01543

Community: Harmony Place

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

Condo

2306 TALBOT WAY 2306, WESTBOROUGH, MA, 0...

Community: Del Webb Chauncy Lake

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

Questions? Call us: (508) 603-7097

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

Community: Brierly Pond Village

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...

Condo

5 WESSONVILLE VILLAGE WAY 5, WESTBOROUGH...

Community: The Villages at Walker Meadow

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Questions? Call us: (508) 603-7097

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...

Community: Del Webb Chauncy Lake

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, ...

Community: Del Webb Chauncy Lake

Harmony Place

20 FIDELITY DR # 10, RUTLAND, MA, 01543, Rutland, MA 01543

$498,000

2 beds

2 baths

1,582 sq ft

Condo

20 FIDELITY DR # 10, RUTLAND, MA, 01543

Community: Harmony Place

Harmony Place

18 FIDELITY DR # 9, RUTLAND, MA, 01543, Rutland, MA 01543

$498,000

2 beds

2 baths

1,582 sq ft

Condo

18 FIDELITY DR # 9, RUTLAND, MA, 01543

Condo

14 WATERVILLE LN # 14, HOPKINTON, MA, 01...

Community: The Trails

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

Questions? Call us: (508) 603-7097

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

Regency at Glen Ellen

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

$1,075,000

2 beds

3 baths

1,832 sq ft

Condo

3 JAMESON DR 3, MILLIS, MA, 02054

Community: Regency at Glen Ellen

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...

Community: Del Webb Chauncy Lake

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...

Community: Del Webb Chauncy Lake

Regency at Glen Ellen

6 GLEN ELLEN BLVD 6, MILLIS, MA, 02054, Millis, MA 02054

$999,999

3 beds

3 baths

2,656 sq ft

Condo

6 GLEN ELLEN BLVD 6, MILLIS, MA, 02054

Community: Regency at Glen Ellen

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.

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Want to learn more about 55+ communities in Upton?

Call us: (508) 603-7097

41 communities

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

41 communities near Upton

35 homes near Upton

2 beds

2 baths

1,056 sq ft

Condo

2 beds

3 baths

2,301 sq ft

House

1 beds

1 baths

1,030 sq ft

Condo

2 beds

2 baths

1,447 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

2 baths

1,797 sq ft

Condo

2 beds

3 baths

2,392 sq ft

Condo

2 beds

2 baths

1,512 sq ft

Condo

2 beds

3 baths

2,757 sq ft

Condo

2 beds

3 baths

2,144 sq ft

Condo

2 beds

2 baths

1,496 sq ft

Condo

2 beds

2 baths

1,370 sq ft

Condo

2 beds

2 baths

1,469 sq ft

Condo

2 beds

3 baths

2,021 sq ft

Condo

1 beds

1 baths

1,030 sq ft

Condo

2 beds

2 baths

1,525 sq ft

Condo

2 beds

4 baths

2,100 sq ft

Condo

2 beds

4 baths

3,292 sq ft

Condo

2 beds

3 baths

2,360 sq ft

Condo

2 beds