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

105 homes near Milton

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Wolcott Woods

$1Ms - $2Ms

Wolcott Woods, Milton, MA

New Construction | 55+ age-restricted | Built 2020 - present | 54 homes

5 rating (3 reviews)

Oak Point

$400Ks - $400Ks

Oak Point, Middleborough, MA

New and Resale | 55+ age-restricted | Built 1999 - present | 1,150 homes

No reviews yet

Southport

$500Ks - $600Ks

Southport, Mashpee, MA

New and Resale | 55+ age-restricted | Built 1989 - present | 730 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

Great Island

$600Ks - $1Ms

Great Island, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 homes

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No reviews yet

Martins Landing

$400Ks - $800Ks

Martins Landing, North Reading, MA

New Construction | 55+ age-restricted | Built 2018 - present | 450 homes

No reviews yet

Reading Woods

$500Ks - $600Ks

Reading Woods, Reading, MA

Resale Only | 55+ age-restricted | Built 2011 - 2016 | 424 homes

No reviews yet

Regency at Glen Ellen

$900Ks - $1Ms

Regency at Glen Ellen, Millis, MA

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

4 rating (5 reviews)

South Shore Village

$600Ks - $800Ks

South Shore Village, South Kingstown, RI

New and Resale | 55+ age-restricted | Built 2016 - present | 303 homes

3 rating (1 reviews)

Regency at Methuen

$700Ks - $900Ks

Regency at Methuen, Methuen, MA

Resale Only | 55+ age-restricted | Built 2011 - 2015 | 240 homes

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No reviews yet

The Villages on Mount Hop...

$600Ks - $1Ms

The Villages on Mount Hop..., Tiverton, RI

New and Resale | 55+ age-restricted | Built 2003 - present | 230 homes

No reviews yet

Sawyer's Reach

$600Ks - $700Ks

Sawyer's Reach, Plymouth, MA

New and Resale | 55+ age-restricted | Built 2017 - present | 224 homes

No reviews yet

Woodstone Crossing

$500Ks - $500Ks

Woodstone Crossing, Weymouth, MA

Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes

No reviews yet

Riverside Woods

$400Ks - $600Ks

Riverside Woods, Andover, MA

Resale Only | 55+ age-restricted | Built 2017 - present | 200 homes

No reviews yet

Brierly Pond Village

$400Ks - $400Ks

Brierly Pond Village, Millbury, MA

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes

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

Questions? Call us: (857) 314-6642

No reviews yet

Preserve at Emerald Pines

$800Ks - $1Ms

Preserve at Emerald Pines, Methuen, MA

Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 homes

No reviews yet

Cross Farm

$700Ks - $800Ks

Cross Farm, Londonderry, NH

Resale Only | 55+ age-restricted | Built 2018 - 2024 | 189 homes

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

Red Mill Village

$500Ks - $800Ks

Red Mill Village, Norton, MA

Resale Only | 55+ age-restricted | Built 2012 - 2014 | 156 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

Villages at Weathervane

$800Ks - $1Ms

Villages at Weathervane, Weymouth, MA

Resale Only | 55+ age-restricted | Built 2003 - 2010 | 149 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

Wakefield Meadows

$700Ks - $800Ks

Wakefield Meadows, Wakefield, RI

Resale Only | 55+ age-restricted | Built 2009 - 2015 | 142 homes

No reviews yet

The Preserve at Hunters H...

$600Ks - $700Ks

The Preserve at Hunters H..., Dighton, MA

New and Resale | 55+ age-restricted | Built 2006 - present | 140 homes

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

Questions? Call us: (857) 314-6642

No reviews yet

Regency at Emerald Pines

$800Ks - $800Ks

Regency at Emerald Pines, Methuen, MA

Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 homes

No reviews yet

Upton Ridge

$600Ks - $600Ks

Upton Ridge, Upton, MA

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

No reviews yet

WestRidge

$700Ks - $1Ms

WestRidge, Hudson, MA

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

No reviews yet

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 Nevins

$700Ks - $700Ks

The Nevins, Londonderry, NH

Resale Only | 55+ age-restricted | Built 2004 - 2013 | 128 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

Stonebridge Commons

$600Ks - $700Ks

Stonebridge Commons, Hanson, MA

Resale Only | 55+ age-restricted | Built 2007 - 2018 | 121 homes

No reviews yet

Seton Highlands at The Pi...

$700Ks - $900Ks

Seton Highlands at The Pi..., Plymouth, MA

New and Resale | 55+ age-restricted | Built 2008 - present | 120 homes

No reviews yet

The Club at Meadowbrook

$300Ks

The Club at Meadowbrook, Salem, NH

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 117 homes

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

Questions? Call us: (857) 314-6642

5 rating (1 reviews)

Ray Farm

$600Ks - $700Ks

Ray Farm, Exeter, NH

Resale Only | 55+ age-restricted | Built 2018 - 2023 | 116 homes

No reviews yet

Hampton Meadows

$700Ks - $900Ks

Hampton Meadows, Hampton, NH

Resale Only | 55+ age-restricted | Built 1998 - 2002 | 116 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

Summer Reach

$400Ks - $500Ks

Summer Reach, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2017 - 2020 | 114 homes

No reviews yet

Sargent Woods

$500Ks - $500Ks

Sargent Woods, Newton, NH

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 113 homes

1 2 3 4...5

Stone Castle Estates

4 TILBURY RD # 4, METHUEN, MA, 01844, Methuen, MA 01844

$324,424

1 beds

2 baths

1,128 sq ft

Condo

4 TILBURY RD # 4, METHUEN, MA, 01844

Community: Stone Castle Estates

Regency at Glen Ellen

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

$920,000

2 beds

3 baths

2,366 sq ft

Condo

1 LANSING WAY # 1, MILLIS, MA, 02054

Community: Regency at Glen Ellen

Southport

4 N RIDGE RD # 431, MASHPEE, MA, 02649, Mashpee, MA 02649

$534,900

2 beds

2 baths

1,338 sq ft

Condo

4 N RIDGE RD # 431, MASHPEE, MA, 02649

Community: Southport

Southport

20 TWIN OAKS DR # 20, MASHPEE, MA, 02649, Mashpee, MA 02649

$598,000

2 beds

2 baths

1,491 sq ft

Condo

20 TWIN OAKS DR # 20, MASHPEE, MA, 02649

Community: Southport

Great Island

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

$759,000

3 beds

3 baths

2,782 sq ft

House

24 WEBSTER REACH, PLYMOUTH, MA, 02360

Community: Great Island

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

Questions? Call us: (857) 314-6642

Seton Highlands at The Pinehills

18 INVERNESS LN # 18, PLYMOUTH, MA, 0236..., Plymouth, MA 02360

$895,000

3 beds

4 baths

3,782 sq ft

Condo

18 INVERNESS LN # 18, PLYMOUTH, MA, 0236...

Community: Seton Highlands at The Pinehills

The Preserve at Hunters Hill

3064 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715

$714,900

3 beds

3 baths

1,928 sq ft

House

3064 CLUB HOUSE DR, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

Great Island

29 SHINGLEWOOD, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$889,000

3 beds

3 baths

2,573 sq ft

House

29 SHINGLEWOOD, PLYMOUTH, MA, 02360

Community: Great Island

The Preserve at Hunters Hill

3035 CLUBHOUSE DR 7, DIGHTON, MA, 02715, Dighton, MA 02715

$779,900

2 beds

2 baths

2,216 sq ft

House

3035 CLUBHOUSE DR 7, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

The Preserve at Hunters Hill

3035 CLUBHOUSE DR 1, DIGHTON, MA, 02715, Dighton, MA 02715

$699,900

2 beds

2 baths

1,775 sq ft

House

3035 CLUBHOUSE DR 1, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

The Preserve at Hunters Hill

3035 CLUBHOUSE DR 6, DIGHTON, MA, 02715, Dighton, MA 02715

$759,900

2 beds

2 baths

2,097 sq ft

House

3035 CLUBHOUSE DR 6, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

The Preserve at Hunters Hill

3035 CLUBHOUSE DR 8, DIGHTON, MA, 02715, Dighton, MA 02715

$779,900

2 beds

2 baths

2,216 sq ft

House

3035 CLUBHOUSE DR 8, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

The Preserve at Hunters Hill

3035 CLUBHOUSE DR 4, DIGHTON, MA, 02715, Dighton, MA 02715

$699,900

2 beds

2 baths

1,775 sq ft

House

3035 CLUBHOUSE DR 4, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

Regency at Methuen

75 SHERWOOD DR # 152, METHUEN, MA, 01844, Methuen, MA 01844

$899,900

3 beds

3 baths

2,609 sq ft

Condo

75 SHERWOOD DR # 152, METHUEN, MA, 01844

Community: Regency at Methuen

The Preserve at Hunters Hill

3035 CLUBHOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715

$699,900

2 beds

2 baths

1,775 sq ft

House

3035 CLUBHOUSE DR, 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

3035 CLUBHOUSE DR 3, DIGHTON, MA, 02715, Dighton, MA 02715

$739,900

2 beds

2 baths

1,928 sq ft

House

3035 CLUBHOUSE DR 3, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

Stonebridge Commons

26 STONEBRIDGE DR # 26, HANSON, MA, 0234..., Hanson, MA 02341

$725,000

3 beds

3 baths

2,158 sq ft

Condo

26 STONEBRIDGE DR # 26, HANSON, MA, 0234...

Community: Stonebridge Commons

The Preserve at Hunters Hill

3035 CLUBHOUSE DR 2, DIGHTON, MA, 02715, Dighton, MA 02715

$739,900

2 beds

2 baths

1,928 sq ft

House

3035 CLUBHOUSE DR 2, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

The Preserve at Hunters Hill

3035 CLUBHOUSE DR 5, DIGHTON, MA, 02715, Dighton, MA 02715

$759,900

2 beds

2 baths

2,097 sq ft

House

3035 CLUBHOUSE DR 5, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

Great Island

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

$795,000

3 beds

3 baths

4,144 sq ft

House

27 CROSS WIND, PLYMOUTH, MA, 02360

Community: Great Island

Martins Landing

250 MARTINS LNDG APT 213, NORTH READING,..., North Reading, MA 01864

$715,000

2 beds

2 baths

1,496 sq ft

Condo

250 MARTINS LNDG APT 213, NORTH READING,...

Community: Martins Landing

Del Webb Chauncy Lake

1107 PETERS FARM WAY # 1107, WESTBOROUGH..., Westborough, MA 01581

$615,000

2 beds

2 baths

1,469 sq ft

Condo

1107 PETERS FARM WAY # 1107, WESTBOROUGH...

Community: Del Webb Chauncy Lake

Great Island

17 SADDLEBACK, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$1,049,000

2 beds

3 baths

3,576 sq ft

House

17 SADDLEBACK, PLYMOUTH, MA, 02360

Community: Great Island

Woodstone Crossing

130 TROTTER RD APT 309, WEYMOUTH, MA, 02..., Weymouth, MA 02190

$549,900

2 beds

2 baths

1,325 sq ft

Condo

130 TROTTER RD APT 309, WEYMOUTH, MA, 02...

Community: Woodstone Crossing

Reading Woods

62 ABIGAIL WAY UNIT 2007, READING, MA, 0..., Reading, MA 01867

$524,900

1 beds

1 baths

930 sq ft

Condo

62 ABIGAIL WAY UNIT 2007, READING, MA, 0...

Community: Reading Woods

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

Questions? Call us: (857) 314-6642

The Preserve at Hunters Hill

3057 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715

$739,900

2 beds

2 baths

2,044 sq ft

House

3057 CLUB HOUSE DR, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

Southport

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

$599,900

2 beds

2 baths

1,659 sq ft

Condo

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

Community: Southport

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

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

Martins Landing

240 MARTINS LNDG APT 405, NORTH READING,..., North Reading, MA 01864

$549,900

2 beds

2 baths

1,140 sq ft

Condo

240 MARTINS LNDG APT 405, NORTH READING,...

Community: Martins Landing

The Village at Orchard Meadows

75 ORCHARD MEADOW DR # 75, SHREWSBURY, M..., Shrewsbury, MA 01545

$499,900

2 beds

2 baths

1,370 sq ft

Condo

75 ORCHARD MEADOW DR # 75, SHREWSBURY, M...

Community: The Village at Orchard Meadows

Del Webb Chauncy Lake

2 CODMAN WAY 401, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$749,999

2 beds

2 baths

1,496 sq ft

Condo

2 CODMAN WAY 401, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

2 CODMAN WAY 207, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$679,999

2 beds

2 baths

1,512 sq ft

Condo

2 CODMAN WAY 207, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

Sawyer's Reach

40 MARINERS WAY # 40, PLYMOUTH, MA, 0236..., Plymouth, MA 02360

$750,000

2 beds

3 baths

1,871 sq ft

Condo

40 MARINERS WAY # 40, PLYMOUTH, MA, 0236...

Community: Sawyer's Reach

Stonebridge Commons

38 STONEBRIDGE DR # 38, HANSON, MA, 0234..., Hanson, MA 02341

$640,000

2 beds

3 baths

1,890 sq ft

House

38 STONEBRIDGE DR # 38, HANSON, MA, 0234...

Community: Stonebridge Commons

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

Questions? Call us: (857) 314-6642

Del Webb Chauncy Lake

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

$624,999

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

2 CODMAN WAY 403, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$459,999

1 beds

1 baths

972 sq ft

Condo

2 CODMAN WAY 403, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

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

Southport

7 SEA SPRAY AVE # 555, MASHPEE, MA, 0264..., Mashpee, MA 02649

$699,000

2 beds

3 baths

1,841 sq ft

Condo

7 SEA SPRAY AVE # 555, MASHPEE, MA, 0264...

Community: Southport

Kensington at The Pinehills

18 BIRMINGHAM, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$849,000

3 beds

3 baths

2,369 sq ft

House

18 BIRMINGHAM, PLYMOUTH, MA, 02360

Community: Kensington at The Pinehills

1 2…3

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.

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Want to learn more about 55+ communities in Milton?

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105 homes near Milton

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

164 communities near Milton

105 homes near Milton

1 beds

2 baths

1,128 sq ft

Condo

2 beds

3 baths

2,366 sq ft

Condo

2 beds

2 baths

1,338 sq ft

Condo

2 beds

2 baths

1,491 sq ft

Condo

3 beds

3 baths

2,782 sq ft

House

3 beds

4 baths

3,782 sq ft

Condo

3 beds

3 baths

1,928 sq ft

House

3 beds

3 baths

2,573 sq ft

House

2 beds

2 baths

2,216 sq ft

House

2 beds

2 baths

1,775 sq ft

House

2 beds

2 baths

2,097 sq ft

House

2 beds

2 baths

2,216 sq ft

House

2 beds

2 baths

1,775 sq ft

House

3 beds

3 baths

2,609 sq ft

Condo

2 beds

2 baths

1,775 sq ft

House

2 beds

2 baths

1,928 sq ft

House

3 beds

3 baths

2,158 sq ft

Condo

2 beds

2 baths

1,928 sq ft

House

2 beds

2 baths

2,097 sq ft

House

3 beds