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

36 homes 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

Upton Ridge

$400ks - $600ks

Upton Ridge, Upton, MA

New Construction | 55+ age-restricted | Built 2019 - present | 139 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 Ashland? 55places can help!

Questions? Call us: (508) 231-4659

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

Orchard Hill

$500ks

Orchard Hill, Westborough, MA

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

Northside Meadows

$600ks - $700ks

Northside Meadows, Framingham, MA

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

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

Forest Glen

$400ks - $500ks

Forest Glen, Uxbridge, MA

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

Holliston Woods

$500ks - $700ks

Holliston Woods, Holliston, MA

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

Millwood Preserve

$1Ms

Millwood Preserve, Framingham, MA

Resale Only | 55+ age-restricted | Built 2020 - 2024 | 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

59 North Main

$900ks

59 North Main, Sherborn, MA

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

Bigelow Farm

$500ks - $600ks

Bigelow Farm, Northborough, MA

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

Pheasant Hill

$300ks - $400ks

Pheasant Hill, Northborough, MA

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

Rockwood Meadows

$600ks - $700ks

Rockwood Meadows, Upton, MA

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

Balancing Rock

$500ks - $600ks

Balancing Rock, Holliston, MA

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

The Villages at Crane Mea...

$400ks

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

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

Enclave at Hudson

$800ks - $1Ms

Enclave at Hudson, Hudson, MA

5 PETERS FARM WAY 7405, WESTBOROUGH, MA,...

8 PETERS FARM WAY 105, 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

1213 CODMAN WAY 1213, WESTBOROUGH, MA, 0..., Westborough, MA 01581

$584,900

2 beds

2 baths

1,512 sq ft

Condo

1213 CODMAN WAY 1213, WESTBOROUGH, MA, 0...

Community: Del Webb Chauncy Lake

The Villages at Walker Meadow

14 WESSONVILLE VILLAGE WAY 79, WESTBOROU..., Westborough, MA 01581

$700,000

2 beds

2 baths

2,090 sq ft

Condo

14 WESSONVILLE VILLAGE WAY 79, WESTBOROU...

Community: The Villages at Walker Meadow

Regency at Glen Ellen

112 GLEN ELLEN BLVD 112, MILLIS, MA, 020..., Millis, MA 02054

$1,299,950

3 beds

4 baths

4,483 sq ft

Condo

112 GLEN ELLEN BLVD 112, MILLIS, MA, 020...

Community: Regency at Glen Ellen

Northside Meadows

11 TOLLAND WAY 11, FRAMINGHAM, MA, 01701, Framingham, MA 01701

$1,195,000

2 beds

3 baths

2,607 sq ft

Condo

11 TOLLAND WAY 11, FRAMINGHAM, MA, 01701

Community: Northside Meadows

WestRidge

4 HASTINGS RD 4, HUDSON, MA, 01749, Hudson, MA 01749

$610,000

2 beds

3 baths

1,736 sq ft

Condo

4 HASTINGS RD 4, HUDSON, MA, 01749

Community: WestRidge

Regency at Glen Ellen

43 JAMESON DR 43, MILLIS, MA, 02054, Millis, MA 02054

$1,199,000

3 beds

3 baths

2,873 sq ft

Condo

43 JAMESON DR 43, MILLIS, MA, 02054

Community: Regency at Glen Ellen

Northwoods at Sudbury

10 NORTHWOOD DR 301, SUDBURY, MA, 01776, Sudbury, MA 01776

$649,000

1 beds

2 baths

1,668 sq ft

Condo

10 NORTHWOOD DR 301, SUDBURY, MA, 01776

Community: Northwoods at Sudbury

Upton Ridge

56 SHANNON WAY 56, UPTON, MA, 01568, Upton, MA 01568

$689,000

2 beds

3 baths

1,950 sq ft

Condo

56 SHANNON WAY 56, UPTON, MA, 01568

Community: Upton Ridge

Orchard Hill

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

$580,000

2 beds

3 baths

2,183 sq ft

Condo

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

Community: Orchard Hill

Upton Ridge

204 SAND TRAP CT 204, NORTHBRIDGE, MA, 0..., Northbridge, MA 01534

$625,000

3 beds

3 baths

2,170 sq ft

Condo

204 SAND TRAP CT 204, NORTHBRIDGE, MA, 0...

Community: Upton Ridge

Del Webb Chauncy Lake

3202 PETERS FARM WAY 202, WESTBOROUGH, M..., Westborough, MA 01581

$425,000

1 beds

1 baths

956 sq ft

Condo

3202 PETERS FARM WAY 202, WESTBOROUGH, M...

Condo

12308 PETERS FARM WAY 308, WESTBOROUGH, ...

Community: Del Webb Chauncy Lake

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

36 homes

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

24 communities near Ashland

36 homes near Ashland

2 beds

3 baths

2,290 sq ft

Condo

4 beds

4 baths

3,561 sq ft

Condo

2 beds

3 baths

2,030 sq ft

Condo

2 beds

2 baths

1,326 sq ft

Condo

2 beds

2 baths

1,166 sq ft

Condo

2 beds

2 baths

1,166 sq ft

Condo

2 beds

2 baths

1,512 sq ft

Condo

1 beds

2 baths

972 sq ft

Condo

2 beds

2 baths

2,509 sq ft

Condo

2 beds

2 baths

1,501 sq ft

Condo

3 beds

3 baths

2,130 sq ft

Condo

2 beds

3 baths

2,510 sq ft

Condo

2 beds

3 baths

2,360 sq ft

Condo

2 beds

2 baths

1,496 sq ft

Condo

1 beds

2 baths

1,058 sq ft

Condo

1 beds

2 baths

958 sq ft

Condo

2 beds

2 baths

1,512 sq ft

Condo

2 beds

2 baths

2,090 sq ft

Condo

3 beds

4 baths

4,483 sq ft

Condo

2 beds