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

The Trails

$500ks - $700ks

The Trails, Hopkinton, MA

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

Regency at Glen Ellen

$700ks - $900ks

Regency at Glen Ellen, Millis, MA

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

Bates Quarry

Bates Quarry, Walpole, MA

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

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

Questions? Call us: (508) 231-4659

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

Questions? Call us: (508) 231-4659

Forest Glen

$400ks - $500ks

Forest Glen, Uxbridge, MA

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

Brooksmont

$400ks - $600ks

Brooksmont, Holliston, MA

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

Bigelow Farm

$500ks - $600ks

Bigelow Farm, Northborough, MA

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

Orchard Hill

$500ks

Orchard Hill, Westborough, MA

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

Rockwood Meadows

$600ks - $700ks

Rockwood Meadows, Upton, MA

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

Pheasant Hill

$300ks - $400ks

Pheasant Hill, Northborough, MA

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

Regency at Assabet Ridge

$500ks - $600ks

Regency at Assabet Ridge, Marlborough, MA

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

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

Questions? Call us: (508) 231-4659

Enclave at Hudson

$800ks - $1Ms

Enclave at Hudson, Hudson, MA

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

WestRidge

$700ks

WestRidge, Hudson, MA

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

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

Questions? Call us: (508) 231-4659

Northside Meadows

$600ks - $700ks

Northside Meadows, Framingham, MA

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

Northwoods at Sudbury

$500ks

Northwoods at Sudbury, Sudbury, MA

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

Millwood Preserve

$700ks - $800ks

Millwood Preserve, Framingham, MA

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

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

Questions? Call us: (508) 231-4659

Village at Silver Hill

$1Ms - $2Ms

Village at Silver Hill, Weston, MA

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

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

63 ROCKWOOD LN 63, UPTON, MA, 01568

Community: Rockwood Meadows

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

Condo

59 BROOKSMONT DR 59, HOLLISTON, MA, 0174...

Community: Brooksmont

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

Questions? Call us: (508) 231-4659

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

The Villages at Walker Meadow

5 WESSONVILLE VILLAGE WAY 5, WESTBOROUGH..., Westborough, MA 01581

$739,000

2 beds

3 baths

2,090 sq ft

Condo

5 WESSONVILLE VILLAGE WAY 5, WESTBOROUGH...

Community: The Villages at Walker Meadow

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

Questions? Call us: (508) 231-4659

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

Del Webb Chauncy Lake

2 CODMAN WAY 408, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$589,999

2 beds

2 baths

1,375 sq ft

Condo

2 CODMAN WAY 408, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

5 PETERS FARM WAY 5205, WESTBOROUGH, MA,..., Westborough, MA 01581

$576,025

2 beds

2 baths

1,166 sq ft

Condo

5 PETERS FARM WAY 5205, WESTBOROUGH, MA,...

Community: Del Webb Chauncy Lake

The Trails

14 WATERVILLE LN # 14, HOPKINTON, MA, 01..., Hopkinton, MA 01748

$989,000

2 beds

3 baths

2,274 sq ft

Condo

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

Community: The Trails

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

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

Questions? Call us: (508) 231-4659

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 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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Want to learn more about 55+ communities in Ashland?

Call us: (508) 231-4659

24 communities

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

24 communities near Ashland

25 homes near Ashland

2 beds

2 baths

1,326 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

1,797 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

2,144 sq ft

Condo

2 beds

2 baths

1,496 sq ft

Condo

2 beds

2 baths

1,469 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

3,292 sq ft

Condo

2 beds

3 baths

2,360 sq ft

Condo

2 beds

3 baths

2,627 sq ft

Condo

2 beds

3 baths

2,090 sq ft

Condo

1 beds

1 baths

956 sq ft

Condo

1 beds

1 baths

972 sq ft

Condo

2 beds

2 baths

1,375 sq ft

Condo

2 beds

2 baths

1,166 sq ft

Condo

2 beds