Milton, MA 55+ active adult communities & homes for sale - Page 2

166 communities near Milton

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Black Rocks Village

$300Ks - $300Ks

Black Rocks Village, Fremont, NH

Resale Only | 55+ age-restricted | Built 2013 - 2016 | 112 homes

The Mews of Bedford

$500Ks - $500Ks

The Mews of Bedford, Bedford, NH

Resale Only | 55+ age-restricted | Built 1999 - 2002 | 108 homes

Berry Hill Estates

$600Ks - $600Ks

Berry Hill Estates, Hooksett, NH

Resale Only | 55+ age-restricted | Built 2009 - 2022 | 107 homes

Oak Ridge Estates

$500Ks - $600Ks

Oak Ridge Estates, Hudson, NH

Resale Only | 55+ age-restricted | Built 2012 - 2015 | 101 homes

Canterbury Commons

$500Ks - $600Ks

Canterbury Commons, Epping, NH

New Construction | 55+ age-restricted | Built 2021 - present | 100 homes

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

Questions? Call us: (857) 314-6642

Bates Quarry

Bates Quarry, Walpole, MA

New Construction | 55+ age-restricted | Built 2025 - present | 100 homes

Orchard Hill

$600Ks - $600Ks

Orchard Hill, Westborough, MA

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

Whitestone Village

$400Ks - $500Ks

Whitestone Village, Groveland, MA

Resale Only | 55+ age-restricted | Built 2002 - 2005 | 100 homes

New England Commons

$400Ks - $400Ks

New England Commons, Webster, MA

New and Resale | 55+ age-restricted | Built 2005 - 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

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.

Ledgewood of Milford

$400Ks - $400Ks

Ledgewood of Milford, Milford, NH

Resale Only | 55+ age-restricted | Built 2003 - 2004 | 98 homes

Hickory Woods

$400Ks - $700Ks

Hickory Woods, Londonderry, NH

Resale Only | 55+ age-restricted | Built 2014 - 2016 | 98 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

The Village at Auburnvill...

$300Ks - $400Ks

The Village at Auburnvill..., Whitman, MA

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 homes

The Villages at Crane Mea...

$400Ks - $400Ks

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

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

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

Questions? Call us: (857) 314-6642

The Seasons at Salisbury

$600Ks - $600Ks

The Seasons at Salisbury, Holden, MA

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

Brook Ridge

$400Ks - $400Ks

Brook Ridge, Hooksett, NH

Resale Only | 55+ age-restricted | Built 2004 - present | 91 homes

RiverWalk at Bedford

$500Ks - $500Ks

RiverWalk at Bedford, Bedford, NH

Resale Only | 55+ age-restricted | Built 2006 - 2006 | 90 homes

5 rating (1 reviews)

The Village at Great Broo...

$500Ks - $700Ks

The Village at Great Broo..., Eliot, ME

Resale Only | 55+ age-restricted | Built 2016 - 2023 | 90 homes

Adams Farm

$800Ks - $900Ks

Adams Farm, Shrewsbury, MA

Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes

Stone Castle Estates

$700Ks - $700Ks

Stone Castle Estates, Methuen, MA

Resale Only | 55+ age-restricted | Built 2005 - 2018 | 89 homes

Hatter's Point

$700Ks - $1Ms

Hatter's Point, Amesbury, MA

Resale Only | 55+ age-restricted | Built 2004 - 2017 | 88 homes

Sherwood Glen

$400Ks - $500Ks

Sherwood Glen, Raymond, NH

Resale Only | 55+ age-restricted | Built 2005 - 2010 | 82 homes

The Cliffs at Evergreen

$700Ks - $600Ks

The Cliffs at Evergreen, Auburn, NH

New Construction | 55+ age-restricted | Built 2022 - present | 79 homes

The Vineyards

$500Ks - $600Ks

The Vineyards, Stratham, NH

Resale Only | 55+ age-restricted | Built 2002 - 2007 | 77 homes

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

Questions? Call us: (857) 314-6642

Summerfield of Amherst

$600Ks - $600Ks

Summerfield of Amherst, Amherst, NH

Resale Only | 55+ age-restricted | Built 2005 - 2008 | 77 homes

Stage Crossing

$400Ks - $500Ks

Stage Crossing, Litchfield, NH

Resale Only | 55+ age-restricted | Built 2005 - 2008 | 76 homes

Parker Village

$400Ks

Parker Village, Merrimack, NH

Resale Only | 55+ age-restricted | Built 2003 - 2008 | 76 homes

Colliston Yard

$400Ks - $500Ks

Colliston Yard, Nashua, NH

Resale Only | 55+ age-restricted | Built 2005 - 2006 | 75 homes

Bramber Green

$900Ks - $900Ks

Bramber Green, Greenland, NH

Resale Only | 55+ age-restricted | Built 2016 - 2017 | 73 homes

Southwinds

$600Ks - $700Ks

Southwinds, South Kingstown, RI

Resale Only | 55+ age-restricted | Built 2005 - 2010 | 70 homes

Bella Vista

$300Ks - $400Ks

Bella Vista, Glocester, RI

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

Regency at Assabet Ridge

$500Ks - $600Ks

Regency at Assabet Ridge, Marlborough, MA

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

The Villages at Three Pon...

$500Ks - $700Ks

The Villages at Three Pon..., Brentwood, NH

Resale Only | 55+ age-restricted | Built 2019 - 2023 | 68 homes

Long Pond Woods

$500Ks - $600Ks

Long Pond Woods, Pelham, NH

Resale Only | 55+ age-restricted | Built 2015 - 2017 | 66 homes

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

Questions? Call us: (857) 314-6642

Blackstone Reserve

$600Ks - $600Ks

Blackstone Reserve, Raymond, NH

Resale Only | 55+ age-restricted | Built 2018 - 2022 | 66 homes

Holliston Woods

$500Ks - $700Ks

Holliston Woods, Holliston, MA

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

Lake Point Village

$400Ks - $400Ks

Lake Point Village, Lakeville, MA

New Construction | 55+ age-restricted | Built 2020 - present | 66 homes

Brooksmont

$600Ks - $700Ks

Brooksmont, Holliston, MA

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

Arbor Woods

$400Ks - $500Ks

Arbor Woods, Dover, NH

Resale Only | 55+ age-restricted | 65 homes

12 KETTLE LN # 31, MASHPEE, MA, 02649

Community: Southport

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

Questions? Call us: (857) 314-6642

Southport

72 GREY HAWK DR # 670, MASHPEE, MA, 0264..., Mashpee, MA 02649

$649,000

2 beds

3 baths

2,283 sq ft

Condo

72 GREY HAWK DR # 670, MASHPEE, MA, 0264...

Community: Southport

Southport

37 PINE HILL BLVD # 30, MASHPEE, MA, 026..., Mashpee, MA 02649

$498,900

2 beds

2 baths

1,338 sq ft

Condo

37 PINE HILL BLVD # 30, MASHPEE, MA, 026...

Community: Southport

Southport

8 CHIPPERS LN # 390, MASHPEE, MA, 02649, Mashpee, MA 02649

$595,000

2 beds

3 baths

2,527 sq ft

Condo

8 CHIPPERS LN # 390, MASHPEE, MA, 02649

Community: Southport

30 Coppersmith

50 COPPERSMITH WAY UNIT 211, CANTON, MA,..., Canton, MA 02021

$949,000

2 beds

2 baths

1,831 sq ft

Condo

50 COPPERSMITH WAY UNIT 211, CANTON, MA,...

Community: 30 Coppersmith

Great Island

31 FOX HOLW, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$719,000

3 beds

3 baths

2,074 sq ft

House

31 FOX HOLW, PLYMOUTH, MA, 02360

Community: Great Island

Great Island

12 WEATHERVANE, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$769,000

2 beds

2 baths

2,056 sq ft

House

12 WEATHERVANE, PLYMOUTH, MA, 02360

Community: Great Island

New Martins Landing

320 MARTINS LNDG APT 403, NORTH READING,..., North Reading, MA 01864

$583,970

1 beds

1 baths

1,027 sq ft

Condo

320 MARTINS LNDG APT 403, NORTH READING,...

Community: Martins Landing

New Great Island

19 RED LEAF, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$765,000

2 beds

2 baths

1,534 sq ft

House

19 RED LEAF, PLYMOUTH, MA, 02360

Community: Great Island

Great Island

25 FOX HOLW, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$699,000

2 beds

2 baths

1,529 sq ft

House

25 FOX HOLW, PLYMOUTH, MA, 02360

Community: Great Island

New Del Webb Chauncy Lake

5 PETERS FARM WAY # 106, WESTBOROUGH, MA..., Westborough, MA 01581

$649,995

2 beds

2 baths

1,496 sq ft

Condo

5 PETERS FARM WAY # 106, WESTBOROUGH, MA...

Community: Del Webb Chauncy Lake

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

Questions? Call us: (857) 314-6642

New Del Webb Chauncy Lake

5 PETERS FARM WAY # 105, WESTBOROUGH, MA..., Westborough, MA 01581

$409,999

1 beds

1 baths

958 sq ft

Condo

5 PETERS FARM WAY # 105, WESTBOROUGH, MA...

Community: Del Webb Chauncy Lake

New Del Webb Chauncy Lake

2 CODMAN WAY 302, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$389,999

1 beds

1 baths

972 sq ft

Condo

2 CODMAN WAY 302, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

New Del Webb Chauncy Lake

5 PETERS FARM WAY # 212, WESTBOROUGH, MA..., Westborough, MA 01581

$512,995

1 beds

1 baths

1,058 sq ft

Condo

5 PETERS FARM WAY # 212, WESTBOROUGH, MA...

Community: Del Webb Chauncy Lake

Brooksmont

$709,000

2 beds

3 baths

2,160 sq ft

Condo

133 BROOKSMONT DR # 43, HOLLISTON, MA, 0...

Community: Brooksmont

Garrison Place

1 GARRISON WAY # 1, CARLISLE, MA, 01741, Carlisle, MA 01741

$1,250,000

2 beds

4 baths

3,230 sq ft

House

1 GARRISON WAY # 1, CARLISLE, MA, 01741

Community: Garrison Place

Regency at Glen Ellen

27 RICHARDSON DR # 27, MILLIS, MA, 02054, Millis, MA 02054

$974,900

2 beds

3 baths

2,485 sq ft

Condo

27 RICHARDSON DR # 27, MILLIS, MA, 02054

Community: Regency at Glen Ellen

Del Webb Chauncy Lake

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

$375,000

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

$599,999

2 beds

2 baths

1,375 sq ft

Condo

2 CODMAN WAY 411, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

Brierly Pond Village

28 BRIERLY CIR # 28, MILLBURY, MA, 01527, Millbury, MA 01527

$519,900

2 beds

3 baths

2,080 sq ft

Condo

28 BRIERLY CIR # 28, MILLBURY, MA, 01527

Community: Brierly Pond Village

Great Island

4 MILLERS JOIST, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$725,000

3 beds

3 baths

2,573 sq ft

House

4 MILLERS JOIST, PLYMOUTH, MA, 02360

House

3051 CLUBHOUSE DR 78, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

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

Questions? Call us: (857) 314-6642

The Preserve at Hunters Hill

3055 CLUB HOUSE DR # 80, DIGHTON, MA, 02..., Dighton, MA 02715

$743,175

2 beds

2 baths

1,775 sq ft

House

3055 CLUB HOUSE DR # 80, DIGHTON, MA, 02...

Community: The Preserve at Hunters Hill

Great Island

27 CROSS WIND, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$750,000

3 beds

3 baths

3,180 sq ft

House

27 CROSS WIND, PLYMOUTH, MA, 02360

Community: Great Island

Southport

44 TWIN OAKS DR # 44, MASHPEE, MA, 02649, Mashpee, MA 02649

$519,000

2 beds

2 baths

1,659 sq ft

Condo

44 TWIN OAKS DR # 44, MASHPEE, MA, 02649

Community: Southport

Forest Glen

100 SPRING HILL DR # 100, UXBRIDGE, MA, ..., Uxbridge, MA 01569

$574,900

2 beds

2 baths

1,694 sq ft

Condo

100 SPRING HILL DR # 100, UXBRIDGE, MA, ...

Community: Forest Glen

Great Island

24 WEBSTER REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$739,000

3 beds

3 baths

2,782 sq ft

House

24 WEBSTER REACH, PLYMOUTH, MA, 02360

Community: Great Island

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Frequently Asked Questions

What size 55+ communities are there in Milton?

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

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

The smallest 55+ community in Milton has 54 homes, the largest has 54 homes, and the average community consists of 54 homes.

Are there new 55+ homes available in Milton?

Yes, there is new 55+ home available in Milton. The most recent community started in Milton include Wolcott Woods. There is also 1 community in Milton that offers new construction homes, including Wolcott Woods.

Are there gated 55+ communities in Milton?

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

How long do listings in 55+ communities in Milton typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ community in Milton stay on the market for around 4 days. The average price of homes for sale in this community is approximately $1,675,000, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Wolcott Woods average around $1,675,000.

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166 communities near Milton

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Milton, MA 55+ active adult communities & homes for sale - Page 2

166 communities near Milton

113 homes near Milton

1 beds

1 baths

945 sq ft

Condo

2 beds

2 baths

1,338 sq ft

Condo

2 beds

2 baths

1,420 sq ft

Condo

2 beds

2 baths

2,325 sq ft

Condo

2 beds

2 baths

1,606 sq ft

Condo

2 beds

3 baths

2,283 sq ft

Condo

2 beds

2 baths

1,338 sq ft

Condo

2 beds

3 baths

2,527 sq ft

Condo

2 beds

2 baths

1,831 sq ft

Condo

3 beds

3 baths

2,074 sq ft

House

2 beds

2 baths

2,056 sq ft

House

1 beds

1 baths

1,027 sq ft

Condo

2 beds

2 baths

1,534 sq ft

House

2 beds

2 baths

1,529 sq ft

House

2 beds

2 baths

1,496 sq ft

Condo

1 beds

1 baths

958 sq ft

Condo

1 beds

1 baths

972 sq ft

Condo

1 beds

1 baths

1,058 sq ft

Condo

2 beds

3 baths

2,160 sq ft

Condo

2 beds