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

Woodcrest Run

$400ks - $600ks

Woodcrest Run, Sharon, MA

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

Regency at Assabet Ridge

$500ks - $600ks

Regency at Assabet Ridge, Marlborough, MA

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

Orchard Hill

$500ks

Orchard Hill, Westborough, MA

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

Quail Ridge

$600ks - $700ks

Quail Ridge, Acton, MA

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

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.

Northwoods at Sudbury

$500ks

Northwoods at Sudbury, Sudbury, MA

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

Wyman Farms

$500ks - $900ks

Wyman Farms, Shrewsbury, MA

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

Forest Glen

$400ks - $500ks

Forest Glen, Uxbridge, MA

New Construction | 55+ age-restricted | Built 2018 - present | 44 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+ communities in Upton? 55places can help!

Questions? Call us: (508) 603-7097

Millwood Preserve

$700ks - $800ks

Millwood Preserve, Framingham, MA

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

Northside Meadows

$600ks - $700ks

Northside Meadows, Framingham, MA

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

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

Questions? Call us: (508) 603-7097

Garrison Place

$900ks - $1Ms

Garrison Place, Carlisle, MA

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

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

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

Enclave at Hudson

$800ks - $1Ms

Enclave at Hudson, Hudson, MA

New Construction | 55+ age-restricted | Built 2021 - present | 64 homes

Village at Silver Hill

$1Ms - $2Ms

Village at Silver Hill, Weston, MA

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

Bates Quarry

Bates Quarry, Walpole, MA

New Construction | 55+ age-restricted | Built 2025 - present | 100 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+ rental communities in Upton? 55places can help!

Questions? Call us: (508) 603-7097

Brookside Village

$700ks

Brookside Village, Walpole, MA

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

WestRidge

$700ks

WestRidge, Hudson, MA

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

Bella Vista

$300ks - $400ks

Bella Vista, Glocester, RI

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

Angell Brook Village

$300ks

Angell Brook Village, West Boylston, MA

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

Pheasant Hill

$300ks - $400ks

Pheasant Hill, Northborough, MA

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

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

Questions? Call us: (508) 603-7097

The Village at Westminste...

$400ks - $500ks

The Village at Westminste..., Holden, MA

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

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

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

Questions? Call us: (508) 603-7097

The Seasons at Salisbury

$400ks - $500ks

The Seasons at Salisbury, Holden, MA

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

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+ communities in Upton? 55places can help!

Questions? Call us: (508) 603-7097

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

4 PETERS FARM WAY 206, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

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

635 OLD POST RD 2-209, SHARON, MA, 02067, Sharon, MA 02067

$499,900

2 beds

2 baths

1,056 sq ft

Condo

635 OLD POST RD 2-209, SHARON, MA, 02067

Community: Woodcrest Run

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

Pennington Crossing

2301 PENNINGTON DR 2301, WALPOLE, MA, 02..., Walpole, MA 02081

$715,000

2 beds

2 baths

1,490 sq ft

Condo

2301 PENNINGTON DR 2301, WALPOLE, MA, 02...

Community: Pennington Crossing

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, ...

Community: Del Webb Chauncy Lake

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, ...

Community: Del Webb Chauncy Lake

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, ...

Community: Del Webb Chauncy Lake

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...

Community: Angell Brook Village

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

Questions? Call us: (508) 603-7097

The Village at Westminster Place

53 TEA PARTY CIR 53, HOLDEN, MA, 01520, Holden, MA 01520

$539,000

2 beds

2 baths

1,258 sq ft

Condo

53 TEA PARTY CIR 53, HOLDEN, MA, 01520

Community: The Village at Westminster Place

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, ...

Community: Del Webb Chauncy Lake

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

Questions? Call us: (508) 603-7097

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

Quail Ridge

35 GREENSIDE LN 35, ACTON, MA, 01720, Acton, MA 01720

$945,000

2 beds

3 baths

2,956 sq ft

House

35 GREENSIDE LN 35, ACTON, MA, 01720

Community: Quail Ridge

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...

Community: Regency at Assabet Ridge

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, ...

Community: Del Webb Chauncy Lake

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, ...

Community: Del Webb Chauncy Lake

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

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

Questions? Call us: (508) 603-7097

Regency at Glen Ellen

86 GLEN ELLEN BLVD 86, MILLIS, MA, 02054, Millis, MA 02054

$1,249,900

3 beds

3 baths

3,060 sq ft

Condo

86 GLEN ELLEN BLVD 86, MILLIS, MA, 02054

Community: Regency at Glen Ellen

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

$382,900

1 beds

1 baths

945 sq ft

Condo

1105 PETERS FARM WAY 105, WESTBOROUGH, M...

Community: Del Webb Chauncy Lake

Regency at Glen Ellen

8 GLEN ELLEN BLVD 8, MILLIS, MA, 02054, Millis, MA 02054

$1,449,000

2 beds

4 baths

4,247 sq ft

Condo

8 GLEN ELLEN BLVD 8, MILLIS, MA, 02054

Condo

12 FIDELITY DR 6, RUTLAND, MA, 01543

Condo

5 PETERS FARM WAY 107, WESTBOROUGH, MA, ...

Condo

61 SPRING HILL DR 61, UXBRIDGE, MA, 0156...

Community: Forest Glen

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

Questions? Call us: (508) 603-7097

Regency at Glen Ellen

13 HATTIE LN 13, MILLIS, MA, 02054, Millis, MA 02054

$920,000

2 beds

3 baths

2,627 sq ft

Condo

13 HATTIE LN 13, MILLIS, MA, 02054

Community: Regency at Glen Ellen

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, ...

Community: Del Webb Chauncy Lake

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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41 communities

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

41 communities near Upton

48 homes near Upton

2 beds

2 baths

1,375 sq ft

Condo

1 beds

1 baths

1,030 sq ft

Condo

2 beds

2 baths

1,496 sq ft

Condo

1 beds

2 baths

1,616 sq ft

Condo

2 beds

2 baths

1,469 sq ft

Condo

2 beds

2 baths

1,056 sq ft

Condo

3 beds

3 baths

2,559 sq ft

Condo

2 beds

2 baths

1,490 sq ft

Condo

2 beds

3 baths

2,435 sq ft

Condo

2 beds

2 baths

1,512 sq ft

Condo

1 beds

1 baths

1,030 sq ft

Condo

1 beds

1 baths

956 sq ft

Condo

2 beds

2 baths

1,274 sq ft

Condo

2 beds

2 baths

1,258 sq ft

Condo

2 beds

2 baths

1,326 sq ft

Condo

3 beds

3 baths

2,793 sq ft

Condo

2 beds

3 baths

2,956 sq ft

House

2 beds

2 baths

1,584 sq ft

Condo

2 beds

2 baths

1,375 sq ft

Condo

1 beds