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

40 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

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 - $700Ks

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

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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.

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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...

$500Ks - $500Ks

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

The Villages at Walker Me...

$600Ks - $600Ks

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

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

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

Questions? Call us: (508) 603-7097

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Orchard Hill

$700Ks - $700Ks

Orchard Hill, Westborough, MA

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

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

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

No reviews yet

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

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

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

No reviews yet

Brookside Village

$700Ks - $700Ks

Brookside Village, Walpole, MA

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

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

Questions? Call us: (508) 603-7097

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

No reviews yet

Village at Silver Hill

$1Ms - $1Ms

Village at Silver Hill, Weston, MA

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

Regency at Glen Ellen

18 LANSING WAY # 18, MILLIS, MA, 02054, Millis, MA 02054

$859,900

2 beds

3 baths

2,306 sq ft

Condo

18 LANSING WAY # 18, MILLIS, MA, 02054

Community: Regency at Glen Ellen

Del Webb Chauncy Lake

11312 PETERS FARM WAY # 11312, WESTBOROU..., Westborough, MA 01581

$649,900

2 beds

2 baths

1,469 sq ft

Condo

11312 PETERS FARM WAY # 11312, WESTBOROU...

Community: Del Webb Chauncy Lake

New Del Webb Chauncy Lake

2 CODMAN WAY 304, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$424,999

1 beds

1 baths

972 sq ft

Condo

2 CODMAN WAY 304, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

New The Village at Westminster Place

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

$619,900

4 beds

3 baths

1,895 sq ft

Condo

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

Community: The Village at Westminster Place

Millwood Preserve

13 HAWK LN 13, FRAMINGHAM, MA, 01701, Framingham, MA 01701

$1,179,000

2 beds

3 baths

2,306 sq ft

Condo

13 HAWK LN 13, FRAMINGHAM, MA, 01701

Community: Millwood Preserve

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

Questions? Call us: (508) 603-7097

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

New 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

Community: The Villages at Walker Meadow

Upton Ridge

41 SHANNON WAY # 41, UPTON, MA, 01568, Upton, MA 01568

$699,000

2 beds

3 baths

1,875 sq ft

Condo

41 SHANNON WAY # 41, UPTON, MA, 01568

Community: Upton Ridge

Del Webb Chauncy Lake

2 CODMAN WAY 5401, WESTBOROUGH, MA, 0158..., Westborough, MA 01581

$764,999

2 beds

2 baths

1,496 sq ft

Condo

2 CODMAN WAY 5401, WESTBOROUGH, MA, 0158...

Community: Del Webb Chauncy Lake

New 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

New Del Webb Chauncy Lake

12208 PETERS FARM WAY # 12208, WESTBOROU..., Westborough, MA 01581

$455,000

1 beds

1 baths

1,021 sq ft

Condo

12208 PETERS FARM WAY # 12208, WESTBOROU...

Community: Del Webb Chauncy Lake

Brooksmont

$689,000

2 beds

2 baths

1,516 sq ft

Condo

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

Community: Brooksmont

Regency at Glen Ellen

22 HENRY WAY # 22, MILLIS, MA, 02054, Millis, MA 02054

$919,900

2 beds

3 baths

2,564 sq ft

Condo

22 HENRY WAY # 22, MILLIS, MA, 02054

Community: Regency at Glen Ellen

New Millwood Preserve

4 CALLAHAN DR # 4, FRAMINGHAM, MA, 01701, Framingham, MA 01701

$1,463,634

2 beds

3 baths

3,274 sq ft

Condo

4 CALLAHAN DR # 4, FRAMINGHAM, MA, 01701

Community: Millwood Preserve

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...

Community: Del Webb Chauncy Lake

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

Questions? Call us: (508) 603-7097

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...

Community: Regency at Assabet Ridge

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

Community: Regency at Glen Ellen

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

3 PETERS FARM WAY 210, WESTBOROUGH, MA, ..., Westborough, MA 01581

$429,900

1 beds

1 baths

1,030 sq ft

Condo

3 PETERS FARM WAY 210, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

1102 PETERS FARM WAY 102, WESTBOROUGH, M..., Westborough, MA 01581

$439,000

1 beds

1 baths

956 sq ft

Condo

1102 PETERS FARM WAY 102, WESTBOROUGH, M...

Community: Del Webb Chauncy Lake

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

Community: Regency at Glen Ellen

Angell Brook Village

87 ANGELL BROOK DR # 87, WEST BOYLSTON, ..., West Boylston, MA 01583

$525,000

2 beds

2 baths

1,392 sq ft

Condo

87 ANGELL BROOK DR # 87, WEST BOYLSTON, ...

Community: Angell Brook Village

Del Webb Chauncy Lake

2 CODMAN WAY 103, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$399,999

1 beds

1 baths

972 sq ft

Condo

2 CODMAN WAY 103, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

Regency at Glen Ellen

1 LANSING WAY # 1, MILLIS, MA, 02054, Millis, MA 02054

$895,000

2 beds

3 baths

2,366 sq ft

Condo

1 LANSING WAY # 1, MILLIS, MA, 02054

Community: Regency at Glen Ellen

The Villages at Walker Meadow

21 SHEFFIELD WAY # 21, WESTBOROUGH, MA, ..., Westborough, MA 01581

$635,000

2 beds

3 baths

2,694 sq ft

Condo

21 SHEFFIELD WAY # 21, WESTBOROUGH, MA, ...

Community: The Villages at Walker Meadow

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

Questions? Call us: (508) 603-7097

Del Webb Chauncy Lake

3102 PETERS FARM WAY # 102, WESTBOROUGH,..., Westborough, MA 01581

$385,000

1 beds

1 baths

956 sq ft

Condo

3102 PETERS FARM WAY # 102, WESTBOROUGH,...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

2 CODMAN WAY 411, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$654,999

2 beds

2 baths

1,375 sq ft

Condo

2 CODMAN WAY 411, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

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

Del Webb Chauncy Lake

2 CODMAN WAY 112, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$459,999

1 beds

1 baths

1,058 sq ft

Condo

2 CODMAN WAY 112, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

Regency at Glen Ellen

1 JAMESON DR # 1, MILLIS, MA, 02054, Millis, MA 02054

$1,200,000

2 beds

2 baths

1,875 sq ft

Condo

1 JAMESON DR # 1, MILLIS, MA, 02054

Community: Regency at Glen Ellen

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

Community: Regency at Glen Ellen

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

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

Adams Farm

$850,000

2 beds

3 baths

2,757 sq ft

Condo

40 ADAMS FARM RD # 40, SHREWSBURY, MA, 0...

Community: Adams Farm

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

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

Questions? Call us: (508) 603-7097

Harmony Place

4 FIDELITY DR # 2, RUTLAND, MA, 01543, Rutland, MA 01543

$498,000

2 beds

2 baths

1,582 sq ft

Condo

4 FIDELITY DR # 2, RUTLAND, MA, 01543

Community: Harmony Place

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?

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40 communities near Upton

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

40 communities near Upton

36 homes near Upton

2 beds

3 baths

2,306 sq ft

Condo

2 beds

2 baths

1,469 sq ft

Condo

1 beds

1 baths

972 sq ft

Condo

4 beds

3 baths

1,895 sq ft

Condo

2 beds

3 baths

2,306 sq ft

Condo

1 beds

1 baths

956 sq ft

Condo

2 beds

2 baths

2,090 sq ft

Condo

2 beds

3 baths

1,875 sq ft

Condo

2 beds

2 baths

1,496 sq ft

Condo

2 beds

3 baths

2,454 sq ft

Condo

1 beds

1 baths

1,021 sq ft

Condo

2 beds

2 baths

1,516 sq ft

Condo

2 beds

3 baths

2,564 sq ft

Condo

2 beds

3 baths

3,274 sq ft

Condo

1 beds

1 baths

956 sq ft

Condo

2 beds

2 baths

1,584 sq ft

Condo

2 beds

3 baths

2,308 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

1 beds

1 baths

1,030 sq ft

Condo

1 beds