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

24 communities near Ashland

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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

Orchard Hill

$500ks

Orchard Hill, Westborough, MA

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

The Trails

$500ks - $700ks

The Trails, Hopkinton, MA

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

Millwood Preserve

$700ks - $800ks

Millwood Preserve, Framingham, MA

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

Upton Ridge

$400ks - $600ks

Upton Ridge, Upton, MA

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

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

Questions? Call us: (508) 231-4659

Northwoods at Sudbury

$500ks

Northwoods at Sudbury, Sudbury, MA

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

WestRidge

$700ks

WestRidge, Hudson, MA

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

Regency at Glen Ellen

$700ks - $900ks

Regency at Glen Ellen, Millis, MA

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

Bigelow Farm

$500ks - $600ks

Bigelow Farm, Northborough, MA

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 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.

Regency at Assabet Ridge

$500ks - $600ks

Regency at Assabet Ridge, Marlborough, MA

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

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

Pheasant Hill

$300ks - $400ks

Pheasant Hill, Northborough, MA

Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 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 Ashland? 55places can help!

Questions? Call us: (508) 231-4659

The Villages at Crane Mea...

$400ks

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

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

Balancing Rock

$500ks - $600ks

Balancing Rock, Holliston, MA

Resale Only | 55+ age-restricted | Built 2006 - 2008 | 49 homes

Rockwood Meadows

$600ks - $700ks

Rockwood Meadows, Upton, MA

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

Forest Glen

$400ks - $500ks

Forest Glen, Uxbridge, MA

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

Northside Meadows

$600ks - $700ks

Northside Meadows, Framingham, MA

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

59 North Main

$900ks

59 North Main, Sherborn, MA

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

47 BROOKSMONT DR 47, HOLLISTON, MA, 0174...

Condo

5 PETERS FARM WAY 405, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

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

Questions? Call us: (508) 231-4659

Del Webb Chauncy Lake

5 PETERS FARM WAY 407, WESTBOROUGH, MA, ..., Westborough, MA 01581

$799,995

2 beds

2 baths

1,512 sq ft

Condo

5 PETERS FARM WAY 407, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

11 PETERS FARM WAY 409, WESTBOROUGH, MA,..., Westborough, MA 01581

$499,900

2 beds

2 baths

1,326 sq ft

Condo

11 PETERS FARM WAY 409, WESTBOROUGH, MA,...

Community: Del Webb Chauncy Lake

Regency at Glen Ellen

65 GLEN ELLEN BLVD 65, MILLIS, MA, 02054, Millis, MA 02054

$885,000

2 beds

3 baths

2,408 sq ft

Condo

65 GLEN ELLEN BLVD 65, MILLIS, MA, 02054

Community: Regency at Glen Ellen

Millwood Preserve

11 BAITING BROOK RD 11, FRAMINGHAM, MA, ..., Framingham, MA 01701

$1,275,000

2 beds

3 baths

2,559 sq ft

Condo

11 BAITING BROOK RD 11, FRAMINGHAM, MA, ...

Community: Millwood Preserve

Bigelow Farm

29 LYDIAS WAY 29, NORTHBOROUGH, MA, 0153..., Northborough, MA 01532

$850,000

2 beds

3 baths

2,656 sq ft

Condo

29 LYDIAS WAY 29, NORTHBOROUGH, MA, 0153...

Community: Bigelow Farm

Del Webb Chauncy Lake

1 CODMAN WAY 312, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$614,900

2 beds

2 baths

1,510 sq ft

Condo

1 CODMAN WAY 312, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

WestRidge

15 HASTINGS RD 15, HUDSON, MA, 01749, Hudson, MA 01749

$650,000

2 beds

3 baths

1,934 sq ft

Condo

15 HASTINGS RD 15, HUDSON, MA, 01749

Community: WestRidge

Del Webb Chauncy Lake

5 PETERS FARM WAY 304, WESTBOROUGH, MA, ..., Westborough, MA 01581

$419,995

1 beds

1 baths

972 sq ft

Condo

5 PETERS FARM WAY 304, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Orchard Hill

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158..., Westborough, MA 01581

$609,900

2 beds

3 baths

2,183 sq ft

Condo

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158...

Community: Orchard Hill

Del Webb Chauncy Lake

5 PETERS FARM WAY 7112, WESTBOROUGH, MA,..., Westborough, MA 01581

$449,995

1 beds

1 baths

1,058 sq ft

Condo

5 PETERS FARM WAY 7112, WESTBOROUGH, MA,...

Community: Del Webb Chauncy Lake

The Trails

7 WATERVILLE LN 7, HOPKINTON, MA, 01748, Hopkinton, MA 01748

$1,009,000

2 beds

3 baths

2,274 sq ft

Condo

7 WATERVILLE LN 7, HOPKINTON, MA, 01748

Community: The Trails

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

Questions? Call us: (508) 231-4659

Del Webb Chauncy Lake

4204 PETERS FARM WAY 204, WESTBOROUGH, M..., Westborough, MA 01581

$450,000

1 beds

1 baths

956 sq ft

Condo

4204 PETERS FARM WAY 204, WESTBOROUGH, M...

Community: Del Webb Chauncy Lake

The Villages at Walker Meadow

3 QUAKER WAY 40, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$619,900

2 beds

2 baths

1,876 sq ft

Condo

3 QUAKER WAY 40, WESTBOROUGH, MA, 01581

Community: The Villages at Walker Meadow

Northwoods at Sudbury

20 NORTHWOOD DR 303, SUDBURY, MA, 01776, Sudbury, MA 01776

$699,750

1 beds

2 baths

1,616 sq ft

Condo

20 NORTHWOOD DR 303, SUDBURY, MA, 01776

Community: Northwoods at Sudbury

Del Webb Chauncy Lake

4 PETERS FARM WAY 206, WESTBOROUGH, MA, ..., Westborough, MA 01581

$569,000

2 beds

2 baths

1,469 sq ft

Condo

4 PETERS FARM WAY 206, 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

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

Orchard Hill

9 BALDWIN CT 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$625,000

3 beds

3 baths

2,793 sq ft

Condo

9 BALDWIN CT 9, WESTBOROUGH, MA, 01581

Community: Orchard Hill

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

Del Webb Chauncy Lake

6312 PETERS FARM WAY 6312, WESTBOROUGH, ..., Westborough, MA 01581

$585,000

2 beds

2 baths

1,469 sq ft

Condo

6312 PETERS FARM WAY 6312, WESTBOROUGH, ...

Community: Del Webb Chauncy Lake

Regency at Glen Ellen

124 GLEN ELLEN BLVD 124, MILLIS, MA, 020..., Millis, MA 02054

$1,099,000

2 beds

2 baths

1,797 sq ft

Condo

124 GLEN ELLEN BLVD 124, MILLIS, MA, 020...

Community: Regency at Glen Ellen

Del Webb Chauncy Lake

2306 TALBOT WAY 2306, WESTBOROUGH, MA, 0..., Westborough, MA 01581

$589,000

2 beds

2 baths

1,469 sq ft

Condo

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

Community: Del Webb Chauncy Lake

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

Questions? Call us: (508) 231-4659

Frequently Asked Questions

What size 55+ communities are there in Ashland?

In Ashland, there is 1 small community with less than 500 homes.

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

The smallest 55+ community in Ashland has 93 homes, the largest has 93 homes, and the average community consists of 93 homes.

Are there gated 55+ communities in Ashland?

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

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24 communities

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

24 communities near Ashland

38 homes near Ashland

2 beds

2 baths

1,512 sq ft

Condo

2 beds

3 baths

2,056 sq ft

Condo

2 beds

2 baths

1,175 sq ft

Condo

1 beds

1 baths

972 sq ft

Condo

2 beds

3 baths

2,360 sq ft

Condo

2 beds

3 baths

2,306 sq ft

Condo

2 beds

2 baths

1,375 sq ft

Condo

2 beds

2 baths

1,375 sq ft

Condo

2 beds

2 baths

1,121 sq ft

Condo

1 beds

1 baths

956 sq ft

Condo

2 beds

3 baths

1,930 sq ft

Condo

2 beds

2 baths

1,459 sq ft

Condo

2 beds

2 baths

1,874 sq ft

Condo

2 beds

2 baths

1,326 sq ft

Condo

2 beds

3 baths

2,598 sq ft

Condo

2 beds

2 baths

1,166 sq ft

Condo

2 beds

2 baths

1,512 sq ft

Condo

2 beds

2 baths

1,326 sq ft

Condo

2 beds

3 baths

2,408 sq ft

Condo

2 beds