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

128 homes near Milton

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No reviews yet Wolcott Woods
$1Ms - $2Ms
Wolcott Woods, Milton, MA
New Construction | 55+ age-restricted | Built 2020 - present | 54 homes
5 rating (3 reviews) Oak Point
$300Ks - $400Ks
Oak Point, Middleborough, MA
New and Resale | 55+ age-restricted | Built 1999 - present | 1,150 homes
No reviews yet Southport
$400Ks - $600Ks
Southport, Mashpee, MA
New and Resale | 55+ age-restricted | Built 1989 - present | 730 homes
No reviews yet Del Webb Chauncy Lake
$300Ks - $800Ks
Del Webb Chauncy Lake, Westborough, MA
New Construction | 55+ age-restricted | Built 2018 - present | 700 homes
No reviews yet Great Island
$700Ks - $1Ms
Great Island, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 homes
Want to learn more about 55+ communities in Milton, MA? 55places can help!
Questions? Call us: (857) 314-6642
No reviews yet Martins Landing
$500Ks - $900Ks
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
$800Ks - $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
4 rating (2 reviews) Regency at Methuen
$700Ks - $800Ks
Regency at Methuen, Methuen, MA
Resale Only | 55+ age-restricted | Built 2011 - 2015 | 240 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.
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 - $600Ks
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, MA? 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
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.
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 - $800Ks
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, MA? 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
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.
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...
$400Ks - $600Ks
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, MA? 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
Great Island 14 VALLEY FRONT, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$729,000

2 beds

|

3 baths

|

2,068 sq ft

|

House

14 VALLEY FRONT, PLYMOUTH, MA, 02360
Community: Great Island
Del Webb Chauncy Lake 1102 PETERS FARM WAY 102, WESTBOROUGH, M..., Westborough, MA 01581
$424,900

1 beds

|

1 baths

|

956 sq ft

|

Condo

1102 PETERS FARM WAY 102, WESTBOROUGH, M...
New 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
Del Webb Chauncy Lake 12208 PETERS FARM WAY # 12208, WESTBOROU..., Westborough, MA 01581
$439,000

1 beds

|

1 baths

|

1,021 sq ft

|

Condo

12208 PETERS FARM WAY # 12208, WESTBOROU...
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
Want to learn more about 55+ communities in Milton, MA? 55places can help!
Questions? Call us: (857) 314-6642
New Regency at Methuen 44 HOPKINS CIR # 44, METHUEN, MA, 01844, Methuen, MA 01844
$759,900

2 beds

|

3 baths

|

2,416 sq ft

|

Condo

44 HOPKINS CIR # 44, METHUEN, MA, 01844
Community: Regency at Methuen
Reading Woods 62 ABIGAIL WAY UNIT 2007, READING, MA, 0..., Reading, MA 01867
$514,900

1 beds

|

1 baths

|

930 sq ft

|

Condo

62 ABIGAIL WAY UNIT 2007, READING, MA, 0...
Community: Reading Woods
Rolling Mill 91 NEWFIELD ST UNIT 34, PLYMOUTH, MA, 02..., Plymouth, MA 02360
$785,000

2 beds

|

3 baths

|

1,867 sq ft

|

Condo

91 NEWFIELD ST UNIT 34, PLYMOUTH, MA, 02...
Community: Rolling Mill
Martins Landing 240 MARTINS LNDG APT 201, NORTH READING,..., North Reading, MA 01864
$664,900

2 beds

|

2 baths

|

1,490 sq ft

|

Condo

240 MARTINS LNDG APT 201, NORTH READING,...
Community: Martins Landing
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
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.
Whitestone Village 606 ALYSSA DR # 606, GROVELAND, MA, 0183..., Groveland, MA 01834
$499,900

2 beds

|

2 baths

|

1,306 sq ft

|

Condo

606 ALYSSA DR # 606, GROVELAND, MA, 0183...
Community: Whitestone Village
New Seton Highlands at The Pinehills 17 ABERDEEN # 17, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$975,000

3 beds

|

3 baths

|

2,690 sq ft

|

Condo

17 ABERDEEN # 17, PLYMOUTH, MA, 02360
Seton Highlands at The Pinehills 7 ABERDEEN # 7, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$699,900

2 beds

|

3 baths

|

2,206 sq ft

|

Condo

7 ABERDEEN # 7, PLYMOUTH, MA, 02360
Woodstone Crossing 110 TROTTER RD UNIT 409, WEYMOUTH, MA, 0..., Weymouth, MA 02190
$540,000

2 beds

|

2 baths

|

1,325 sq ft

|

Condo

110 TROTTER RD UNIT 409, WEYMOUTH, MA, 0...
Community: Woodstone Crossing
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
Want to learn more about 55+ communities in Milton, MA? 55places can help!
Questions? Call us: (857) 314-6642
Regency at Glen Ellen 27 RICHARDSON DR # 27, MILLIS, MA, 02054, Millis, MA 02054
$988,900

2 beds

|

3 baths

|

2,485 sq ft

|

Condo

27 RICHARDSON DR # 27, MILLIS, MA, 02054
Regency at Glen Ellen 18 LANSING WAY # 18, MILLIS, MA, 02054, Millis, MA 02054
$849,000

2 beds

|

3 baths

|

2,306 sq ft

|

Condo

18 LANSING WAY # 18, MILLIS, MA, 02054
Del Webb Chauncy Lake 5 PETERS FARM WAY # 101, WESTBOROUGH, MA..., Westborough, MA 01581
$611,995

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

5 PETERS FARM WAY # 101, WESTBOROUGH, MA...
Southport 4 N RIDGE RD # 431, MASHPEE, MA, 02649, Mashpee, MA 02649
$524,900

2 beds

|

2 baths

|

1,338 sq ft

|

Condo

4 N RIDGE RD # 431, MASHPEE, MA, 02649
Community: Southport
Blue Heron Pond 453 BLUE HERON DR # 453, LANCASTER, MA, ..., Lancaster, MA 01523
$304,135

2 beds

|

3 baths

|

1,477 sq ft

|

Condo

453 BLUE HERON DR # 453, LANCASTER, MA, ...
Community: Blue Heron Pond
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.
Del Webb Chauncy Lake 3 PETERS FARM WAY 210, WESTBOROUGH, MA, ..., Westborough, MA 01581
$419,900

1 beds

|

1 baths

|

1,030 sq ft

|

Condo

3 PETERS FARM WAY 210, WESTBOROUGH, MA, ...
Martins Landing 320 MARTINS LNDG APT 406, NORTH READING,..., North Reading, MA 01864
$933,920

2 beds

|

2 baths

|

1,586 sq ft

|

Condo

320 MARTINS LNDG APT 406, NORTH READING,...
Community: Martins Landing
Martins Landing 320 MARTINS LNDG APT 111, NORTH READING,..., North Reading, MA 01864
$563,520

1 beds

|

1 baths

|

1,115 sq ft

|

Condo

320 MARTINS LNDG APT 111, NORTH READING,...
Community: Martins Landing
Martins Landing 320 MARTINS LNDG APT 403, NORTH READING,..., North Reading, MA 01864
$513,970

1 beds

|

1 baths

|

1,027 sq ft

|

Condo

320 MARTINS LNDG APT 403, NORTH READING,...
Community: Martins Landing
Martins Landing 320 MARTINS LNDG 208, NORTH READING, MA,..., North Reading, MA 01864
$612,710

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

320 MARTINS LNDG 208, NORTH READING, MA,...
Community: Martins Landing
Want to learn more about 55+ communities in Milton, MA? 55places can help!
Questions? Call us: (857) 314-6642
Martins Landing 320 MARTINS LNDG 411, NORTH READING, MA,..., North Reading, MA 01864
$801,800

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 411, NORTH READING, MA,...
Community: Martins Landing
Del Webb Chauncy Lake 2 CODMAN WAY 5103, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$389,999

1 beds

|

1 baths

|

972 sq ft

|

Condo

2 CODMAN WAY 5103, WESTBOROUGH, MA, 0158...
Martins Landing 320 MARTINS LNDG APT 213, NORTH READING,..., North Reading, MA 01864
$860,015

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG APT 213, NORTH READING,...
Community: Martins Landing
Great Island 21 CROSS WIND, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$769,000

3 beds

|

3 baths

|

2,805 sq ft

|

House

21 CROSS WIND, PLYMOUTH, MA, 02360
Community: Great Island
Westbrook Crossing 989 EAST ST 107, DEDHAM, MA, 02026, Dedham, MA 02026
$282,000

1 beds

|

1 baths

|

882 sq ft

|

Condo

989 EAST ST 107, DEDHAM, MA, 02026
Community: Westbrook Crossing
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.
The Village at Westminster Place 27 TEA PARTY CIR # 27, HOLDEN, MA, 01520, Holden, MA 01520
$619,900

4 beds

|

3 baths

|

1,895 sq ft

|

Condo

27 TEA PARTY CIR # 27, HOLDEN, MA, 01520
Stonebridge Commons 38 STONEBRIDGE DR # 38, HANSON, MA, 0234..., Hanson, MA 02341
$624,900

2 beds

|

3 baths

|

1,890 sq ft

|

Condo

38 STONEBRIDGE DR # 38, HANSON, MA, 0234...
Community: Stonebridge Commons
Southport 116 GREY HAWK DR # 116, MASHPEE, MA, 026..., Mashpee, MA 02649
$657,000

2 beds

|

2 baths

|

1,491 sq ft

|

Condo

116 GREY HAWK DR # 116, MASHPEE, MA, 026...
Community: Southport
Southport 1 UPLAND CIR # 1, MASHPEE, MA, 02649, Mashpee, MA 02649
$509,000

2 beds

|

2 baths

|

1,333 sq ft

|

Condo

1 UPLAND CIR # 1, MASHPEE, MA, 02649
Community: Southport
Del Webb Chauncy Lake 3102 PETERS FARM WAY # 102, WESTBOROUGH,..., Westborough, MA 01581
$379,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

3102 PETERS FARM WAY # 102, WESTBOROUGH,...
Want to learn more about 55+ communities in Milton, MA? 55places can help!
Questions? Call us: (857) 314-6642
Southport 44 TWIN OAKS DR # 44, MASHPEE, MA, 02649, Mashpee, MA 02649
$549,000

2 beds

|

2 baths

|

1,659 sq ft

|

Condo

44 TWIN OAKS DR # 44, MASHPEE, MA, 02649
Community: Southport
Seton Highlands at The Pinehills 4 INVERNESS LN # 4, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$999,000

2 beds

|

4 baths

|

3,483 sq ft

|

Condo

4 INVERNESS LN # 4, PLYMOUTH, MA, 02360
Southport 37 PINE HILL BLVD # 30, MASHPEE, MA, 026..., Mashpee, MA 02649
$525,000

2 beds

|

2 baths

|

1,338 sq ft

|

Condo

37 PINE HILL BLVD # 30, MASHPEE, MA, 026...
Community: Southport
Del Webb Chauncy Lake 11312 PETERS FARM WAY # 11312, WESTBOROU..., Westborough, MA 01581
$649,900

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

11312 PETERS FARM WAY # 11312, WESTBOROU...
Kensington at The Pinehills 18 BIRMINGHAM, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$825,000

3 beds

|

3 baths

|

2,369 sq ft

|

House

18 BIRMINGHAM, PLYMOUTH, MA, 02360
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128 homes near Milton
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