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

166 communities 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? 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? 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? 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? 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
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
Southport 5 FRIENDSHIP CT # 89, MASHPEE, MA, 02649, Mashpee, MA 02649
$485,900

2 beds

|

2 baths

|

1,333 sq ft

|

Condo

5 FRIENDSHIP CT # 89, MASHPEE, MA, 02649
Community: Southport
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
Southport 72 GREY HAWK DR # 670, MASHPEE, MA, 0264..., Mashpee, MA 02649
$679,000

2 beds

|

3 baths

|

2,283 sq ft

|

Condo

72 GREY HAWK DR # 670, MASHPEE, MA, 0264...
Community: Southport
Southport 16 GREY HAWK DR # 16, MASHPEE, MA, 02649, Mashpee, MA 02649
$639,000

2 beds

|

3 baths

|

1,767 sq ft

|

Condo

16 GREY HAWK DR # 16, MASHPEE, MA, 02649
Community: Southport
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Southport 14 SANDVIEW TER # 14, MASHPEE, MA, 02649, Mashpee, MA 02649
$425,000

2 beds

|

2 baths

|

1,338 sq ft

|

Condo

14 SANDVIEW TER # 14, MASHPEE, MA, 02649
Community: Southport
New Red Mill Village 27 OWEN RD # 27, NORTON, MA, 02766, Norton, MA 02766
$749,000

2 beds

|

3 baths

|

2,415 sq ft

|

Condo

27 OWEN RD # 27, NORTON, MA, 02766
Community: Red Mill Village
Great Island 39 WOODSONG, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$1,050,000

2 beds

|

3 baths

|

3,316 sq ft

|

House

39 WOODSONG, PLYMOUTH, MA, 02360
Community: Great Island
Southport 20 TWIN OAKS DR # 20, MASHPEE, MA, 02649, Mashpee, MA 02649
$539,900

2 beds

|

2 baths

|

1,491 sq ft

|

Condo

20 TWIN OAKS DR # 20, MASHPEE, MA, 02649
Community: Southport
Brierly Pond Village 32 HORNE WAY # 32, MILLBURY, MA, 01527, Millbury, MA 01527
$465,000

2 beds

|

2 baths

|

1,420 sq ft

|

Condo

32 HORNE WAY # 32, MILLBURY, MA, 01527
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.
New Southport 18 EXECUTIVE DR, MASHPEE, MA, 02649, Mashpee, MA 02649
$495,000

2 beds

|

2 baths

|

1,338 sq ft

|

House

18 EXECUTIVE DR, MASHPEE, MA, 02649
Community: Southport
Oak Point 2602 GREEN ST, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$369,900

2 beds

|

2 baths

|

1,680 sq ft

|

House

2602 GREEN ST, MIDDLEBORO, MA, 02346
Community: Oak Point
Regency at Glen Ellen 1 JAMESON DR # 1, MILLIS, MA, 02054, Millis, MA 02054
$1,170,000

2 beds

|

2 baths

|

1,875 sq ft

|

Condo

1 JAMESON DR # 1, MILLIS, MA, 02054
Regency at Glen Ellen 20 JAMESON DR # 20, MILLIS, MA, 02054, Millis, MA 02054
$1,375,000

3 beds

|

3 baths

|

2,581 sq ft

|

Condo

20 JAMESON DR # 20, MILLIS, MA, 02054
New Riverside Woods 4 FRANCIS DR 105, ANDOVER, MA, 01810, Andover, MA 01810
$464,900

1 beds

|

1 baths

|

945 sq ft

|

Condo

4 FRANCIS DR 105, ANDOVER, MA, 01810
Community: Riverside Woods
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
Whitestone Village 503 DIANE CIR # 503, GROVELAND, MA, 0183..., Groveland, MA 01834
$543,907

2 beds

|

3 baths

|

1,830 sq ft

|

Condo

503 DIANE CIR # 503, GROVELAND, MA, 0183...
Community: Whitestone Village
Southport 17 CHADWICK CT # 17, MASHPEE, MA, 02649, Mashpee, MA 02649
$615,000

2 beds

|

2 baths

|

2,325 sq ft

|

Condo

17 CHADWICK CT # 17, MASHPEE, MA, 02649
Community: Southport
Wolcott Woods 69 WOLCOTT WOODS LN # 69, MILTON, MA, 02..., Milton, MA 02186
$2,199,900

2 beds

|

3 baths

|

3,599 sq ft

|

Condo

69 WOLCOTT WOODS LN # 69, MILTON, MA, 02...
Community: Wolcott Woods
Seton Highlands at The Pinehills 9 ABERDEEN # 9, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$799,000

2 beds

|

4 baths

|

2,987 sq ft

|

Condo

9 ABERDEEN # 9, PLYMOUTH, MA, 02360
Sawyer's Reach 45 PLAZA WAY UNIT 406, PLYMOUTH, MA, 023..., Plymouth, MA 02360
$600,000

2 beds

|

2 baths

|

1,368 sq ft

|

Condo

45 PLAZA WAY UNIT 406, PLYMOUTH, MA, 023...
Community: Sawyer's Reach
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.
Regency at Glen Ellen 6 GLEN ELLEN BLVD # 6, MILLIS, MA, 02054, Millis, MA 02054
$1,050,000

3 beds

|

3 baths

|

2,656 sq ft

|

Condo

6 GLEN ELLEN BLVD # 6, MILLIS, MA, 02054
Hatter's Point 60 MERRIMAC ST 604, AMESBURY, MA, 01913, Amesbury, MA 01913
$739,900

2 beds

|

2 baths

|

1,265 sq ft

|

Condo

60 MERRIMAC ST 604, AMESBURY, MA, 01913
Community: Hatter's Point
Wolcott Woods 61 WOLCOTT WOODS LN # 61, MILTON, MA, 02..., Milton, MA 02186
$1,495,000

2 beds

|

3 baths

|

2,201 sq ft

|

Condo

61 WOLCOTT WOODS LN # 61, MILTON, MA, 02...
Community: Wolcott Woods
Wolcott Woods 59 WOLCOTT WOODS LN # 59, MILTON, MA, 02..., Milton, MA 02186
$1,495,000

2 beds

|

3 baths

|

2,224 sq ft

|

Condo

59 WOLCOTT WOODS LN # 59, MILTON, MA, 02...
Community: Wolcott Woods
Millwood Preserve 4 CALLAHAN DR # 4, FRAMINGHAM, MA, 01701, Framingham, MA 01701
$1,375,000

2 beds

|

3 baths

|

3,274 sq ft

|

Condo

4 CALLAHAN DR # 4, FRAMINGHAM, MA, 01701
Community: Millwood Preserve
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
The Village at Westminster Place 2 EXPLORERS WAY # 2, HOLDEN, MA, 01520, Holden, MA 01520
$499,900

2 beds

|

2 baths

|

1,661 sq ft

|

Condo

2 EXPLORERS WAY # 2, HOLDEN, MA, 01520
Del Webb Chauncy Lake 5 PETERS FARM WAY # 412, WESTBOROUGH, MA..., Westborough, MA 01581
$813,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY # 412, WESTBOROUGH, MA...
New WestRidge 3 TOWNSEND RD # 3, HUDSON, MA, 01749, Hudson, MA 01749
$650,000

2 beds

|

3 baths

|

1,928 sq ft

|

Condo

3 TOWNSEND RD # 3, HUDSON, MA, 01749
Community: WestRidge
Riverside Woods 2 FRANCIS DR 412, ANDOVER, MA, 01810, Andover, MA 01810
$629,900

2 beds

|

2 baths

|

1,490 sq ft

|

Condo

2 FRANCIS DR 412, ANDOVER, MA, 01810
Community: Riverside Woods
Oak Point 1305 BLUEBERRY CIR, MIDDLEBORO, MA, 0234..., Middleboro, MA 02346
$411,000

3 beds

|

2 baths

|

1,900 sq ft

|

House

1305 BLUEBERRY CIR, MIDDLEBORO, MA, 0234...
Community: Oak Point
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 2 CODMAN WAY 302, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$439,995

1 beds

|

1 baths

|

972 sq ft

|

Condo

2 CODMAN WAY 302, WESTBOROUGH, MA, 01581
Del Webb Chauncy Lake 5 PETERS FARM WAY # 205, WESTBOROUGH, MA..., Westborough, MA 01581
$562,000

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5 PETERS FARM WAY # 205, WESTBOROUGH, MA...
New Angell Brook Village 55 ANGELL BROOK DR # 55, WEST BOYLSTON, ..., West Boylston, MA 01583
$509,900

2 beds

|

2 baths

|

1,356 sq ft

|

Condo

55 ANGELL BROOK DR # 55, WEST BOYLSTON, ...
New Orchard Hill 5 BLOSSOM CT # 5, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$740,000

3 beds

|

4 baths

|

3,373 sq ft

|

Condo

5 BLOSSOM CT # 5, WESTBOROUGH, MA, 01581
Community: Orchard Hill
New Hatter's Point 60 MERRIMAC ST 907, AMESBURY, MA, 01913, Amesbury, MA 01913
$675,000

1 beds

|

2 baths

|

1,102 sq ft

|

Condo

60 MERRIMAC ST 907, AMESBURY, MA, 01913
Community: Hatter's Point
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (857) 314-6642
New Del Webb Chauncy Lake 11101 PETERS FARM WAY # 101, WESTBOROUGH..., Westborough, MA 01581
$629,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

11101 PETERS FARM WAY # 101, WESTBOROUGH...
Woodstone Crossing 130 TROTTER RD 1309, WEYMOUTH, MA, 02190, Weymouth, MA 02190
$524,900

2 beds

|

2 baths

|

1,325 sq ft

|

Condo

130 TROTTER RD 1309, WEYMOUTH, MA, 02190
Community: Woodstone Crossing
The Trails 13 BIRKDALE LN # 13, HOPKINTON, MA, 0174..., Hopkinton, MA 01748
$900,000

2 beds

|

3 baths

|

2,277 sq ft

|

Condo

13 BIRKDALE LN # 13, HOPKINTON, MA, 0174...
Community: The Trails
The Villages at Walker Meadow 9 SHAKER WAY # 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$750,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

9 SHAKER WAY # 9, WESTBOROUGH, MA, 01581
Southport 181 LEISURE GREEN DR, MASHPEE, MA, 02649, Mashpee, MA 02649
$499,999

2 beds

|

2 baths

|

1,338 sq ft

|

House

181 LEISURE GREEN DR, MASHPEE, MA, 02649
Community: Southport
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166 communities near Milton
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