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

165 communities near Weston

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Village at Silver Hill
$1Ms - $1Ms
Village at Silver Hill, Weston, MA
New Construction | 55+ age-restricted | Built 2021 - present | 8 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
Southport
$400Ks - $700Ks
Southport, Mashpee, MA
New and Resale | 55+ age-restricted | Built 1989 - present | 730 homes
Del Webb Chauncy Lake
$300Ks - $800Ks
Del Webb Chauncy Lake, Westborough, MA
New Construction | 55+ age-restricted | Built 2018 - present | 700 homes
Great Island
$700Ks - $800Ks
Great Island, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 homes
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Martins Landing
$500Ks - $800Ks
Martins Landing, North Reading, MA
New Construction | 55+ age-restricted | Built 2018 - present | 450 homes
Reading Woods
$500Ks - $600Ks
Reading Woods, Reading, MA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 424 homes
Regency at Glen Ellen
$800Ks - $1Ms
Regency at Glen Ellen, Millis, MA
New Construction | 55+ age-restricted | Built 2017 - present | 324 homes
4 rating (2 reviews) Regency at Methuen
$800Ks - $800Ks
Regency at Methuen, Methuen, MA
Resale Only | 55+ age-restricted | Built 2011 - 2015 | 240 homes
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
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.
Sawyer's Reach
$600Ks - $600Ks
Sawyer's Reach, Plymouth, MA
New and Resale | 55+ age-restricted | Built 2017 - present | 224 homes
Woodstone Crossing
$400Ks - $400Ks
Woodstone Crossing, Weymouth, MA
Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes
Riverside Woods
$400Ks - $600Ks
Riverside Woods, Andover, MA
Resale Only | 55+ age-restricted | Built 2017 - present | 200 homes
Brierly Pond Village
$400Ks - $400Ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
Preserve at Emerald Pines
$800Ks - $1Ms
Preserve at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 homes
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Questions? Call us: (781) 790-4435
Cross Farm
$700Ks - $800Ks
Cross Farm, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2018 - 2024 | 189 homes
Pennington Crossing
$500Ks - $500Ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 homes
The Trails
$800Ks - $1Ms
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 homes
Red Mill Village
$500Ks - $800Ks
Red Mill Village, Norton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2014 | 156 homes
Quail Ridge
$800Ks - $800Ks
Quail Ridge, Acton, MA
Resale Only | 55+ age-restricted | Built 2015 - present | 153 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.
Villages at Weathervane
$800Ks - $1Ms
Villages at Weathervane, Weymouth, MA
Resale Only | 55+ age-restricted | Built 2003 - 2010 | 149 homes
Harmony Place
$400Ks - $500Ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
Regency at Emerald Pines
$800Ks - $800Ks
Regency at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 homes
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
Upton Ridge
$600Ks - $600Ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 homes
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Questions? Call us: (781) 790-4435
WestRidge
$700Ks - $1Ms
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes
Angell Brook Village
$400Ks - $400Ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
Millwood Preserve
$1Ms - $1Ms
Millwood Preserve, Framingham, MA
New Construction | 55+ age-restricted | Built 2020 - present | 129 homes
The Nevins
$700Ks - $700Ks
The Nevins, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 128 homes
The Village at Westminste...
$500Ks - $600Ks
The Village at Westminste..., Holden, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 125 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.
Stonebridge Commons
$600Ks - $700Ks
Stonebridge Commons, Hanson, MA
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 121 homes
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
The Club at Meadowbrook
$300Ks
The Club at Meadowbrook, Salem, NH
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 117 homes
5 rating (1 reviews) Ray Farm
$600Ks - $700Ks
Ray Farm, Exeter, NH
Resale Only | 55+ age-restricted | Built 2018 - 2023 | 116 homes
Hampton Meadows
$700Ks - $900Ks
Hampton Meadows, Hampton, NH
Resale Only | 55+ age-restricted | Built 1998 - 2002 | 116 homes
Want to learn more about 55+ communities in Weston? 55places can help!
Questions? Call us: (781) 790-4435
The Village at Orchard Me...
$400Ks - $500Ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes
Summer Reach
$400Ks - $500Ks
Summer Reach, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 114 homes
Sargent Woods
$500Ks - $500Ks
Sargent Woods, Newton, NH
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 113 homes
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
Del Webb Chauncy Lake 11101 PETERS FARM WAY # 101, WESTBOROUGH..., Westborough, MA 01581
$599,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

11101 PETERS FARM WAY # 101, WESTBOROUGH...
New Quail Ridge 159 SKYLINE DR # 159, ACTON, MA, 01720, Acton, MA 01720
$910,000

2 beds

|

3 baths

|

2,244 sq ft

|

Condo

159 SKYLINE DR # 159, ACTON, MA, 01720
Community: Quail Ridge
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
Regency at Methuen 42 HOPKINS CIR # 42, METHUEN, MA, 01844, Methuen, MA 01844
$849,900

2 beds

|

4 baths

|

3,085 sq ft

|

Condo

42 HOPKINS CIR # 42, METHUEN, MA, 01844
Community: Regency at Methuen
New Woodstone Crossing 130 TROTTER RD 1211, WEYMOUTH, MA, 02190, Weymouth, MA 02190
$459,000

1 beds

|

1 baths

|

1,030 sq ft

|

Condo

130 TROTTER RD 1211, WEYMOUTH, MA, 02190
Community: Woodstone Crossing
Want to learn more about 55+ communities in Weston? 55places can help!
Questions? Call us: (781) 790-4435
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 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
Riverside Woods 4 FRANCIS DR 105, ANDOVER, MA, 01810, Andover, MA 01810
$459,000

1 beds

|

1 baths

|

945 sq ft

|

Condo

4 FRANCIS DR 105, ANDOVER, MA, 01810
Community: Riverside Woods
Riverside Woods 2 FRANCIS DR 412, ANDOVER, MA, 01810, Andover, MA 01810
$624,900

2 beds

|

2 baths

|

1,490 sq ft

|

Condo

2 FRANCIS DR 412, ANDOVER, MA, 01810
Community: Riverside Woods
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
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.
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
Seton Highlands at The Pinehills 18 INVERNESS LN # 18, PLYMOUTH, MA, 0236..., Plymouth, MA 02360
$875,000

3 beds

|

4 baths

|

3,782 sq ft

|

Condo

18 INVERNESS LN # 18, PLYMOUTH, MA, 0236...
New Pennington Crossing 4403 PENNINGTON DR # 4403, WALPOLE, MA, ..., Walpole, MA 02081
$729,000

2 beds

|

2 baths

|

1,520 sq ft

|

Condo

4403 PENNINGTON DR # 4403, WALPOLE, MA, ...
Community: Pennington Crossing
New Del Webb Chauncy Lake 2 CODMAN WAY 411, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$649,999

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

2 CODMAN WAY 411, WESTBOROUGH, MA, 01581
Great Island 39 WOODSONG, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$999,000

2 beds

|

3 baths

|

3,316 sq ft

|

House

39 WOODSONG, PLYMOUTH, MA, 02360
Community: Great Island
Want to learn more about 55+ communities in Weston? 55places can help!
Questions? Call us: (781) 790-4435
The Preserve at Hunters Hill 3049 CLUBHOUSE DR 77, DIGHTON, MA, 02715, Dighton, MA 02715
$803,000

2 beds

|

2 baths

|

2,024 sq ft

|

House

3049 CLUBHOUSE DR 77, DIGHTON, MA, 02715
New The Pines at Hathaway Pond 57 HATHAWAY POND CIR # 57, ROCHESTER, MA..., Rochester, MA 02770
$565,000

1 beds

|

2 baths

|

1,500 sq ft

|

Condo

57 HATHAWAY POND CIR # 57, ROCHESTER, MA...
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
Regency at Glen Ellen 18 LANSING WAY # 18, MILLIS, MA, 02054, Millis, MA 02054
$825,000

2 beds

|

3 baths

|

2,306 sq ft

|

Condo

18 LANSING WAY # 18, MILLIS, MA, 02054
Southport 20 TWIN OAKS DR # 20, MASHPEE, MA, 02649, Mashpee, MA 02649
$529,000

2 beds

|

2 baths

|

1,491 sq ft

|

Condo

20 TWIN OAKS DR # 20, MASHPEE, MA, 02649
Community: Southport
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.
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 # 2410, NORTH READING, ..., North Reading, MA 01864
$706,665

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG # 2410, NORTH READING, ...
Community: Martins Landing
Stone Castle Estates 1 TILBURY RD # 1, METHUEN, MA, 01844, Methuen, MA 01844
$729,900

3 beds

|

3 baths

|

2,153 sq ft

|

Condo

1 TILBURY RD # 1, METHUEN, MA, 01844
New Great Island 16 PICKET FENCE, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$775,000

2 beds

|

2 baths

|

2,059 sq ft

|

House

16 PICKET FENCE, PLYMOUTH, MA, 02360
Community: Great Island
New Red Mill Village 48 CODDING RD # 48, NORTON, MA, 02766, Norton, MA 02766
$849,000

3 beds

|

3 baths

|

2,471 sq ft

|

Condo

48 CODDING RD # 48, NORTON, MA, 02766
Community: Red Mill Village
Want to learn more about 55+ communities in Weston? 55places can help!
Questions? Call us: (781) 790-4435
New The Villages at Walker Meadow 3 DOVER WAY # 3, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$620,000

2 beds

|

2 baths

|

1,874 sq ft

|

Condo

3 DOVER WAY # 3, WESTBOROUGH, MA, 01581
Sawyer's Reach 45 PLAZA WAY UNIT 406, PLYMOUTH, MA, 023..., Plymouth, MA 02360
$550,000

2 beds

|

2 baths

|

1,368 sq ft

|

Condo

45 PLAZA WAY UNIT 406, PLYMOUTH, MA, 023...
Community: Sawyer's Reach
The Village at Westminster Place 27 TEA PARTY CIR # 27, HOLDEN, MA, 01520, Holden, MA 01520
$579,900

3 beds

|

3 baths

|

1,895 sq ft

|

House

27 TEA PARTY CIR # 27, HOLDEN, MA, 01520
Del Webb Chauncy Lake 5 PETERS FARM WAY # 412, WESTBOROUGH, MA..., Westborough, MA 01581
$870,665

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY # 412, WESTBOROUGH, MA...
New Great Island 14 PICKET FENCE, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$825,000

3 beds

|

3 baths

|

2,555 sq ft

|

House

14 PICKET FENCE, 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.
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...
Southport 1 UPLAND CIR # 1, MASHPEE, MA, 02649, Mashpee, MA 02649
$499,000

2 beds

|

2 baths

|

1,333 sq ft

|

Condo

1 UPLAND CIR # 1, MASHPEE, MA, 02649
Community: Southport
The Preserve at Hunters Hill 3075 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$699,000

3 beds

|

2 baths

|

2,151 sq ft

|

House

3075 CLUB HOUSE DR, DIGHTON, MA, 02715
Brierly Pond Village 32 HORNE WAY # 32, MILLBURY, MA, 01527, Millbury, MA 01527
$449,900

2 beds

|

2 baths

|

1,420 sq ft

|

Condo

32 HORNE WAY # 32, MILLBURY, MA, 01527
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 Weston? 55places can help!
Questions? Call us: (781) 790-4435
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
Reading Woods 62 ABIGAIL WAY UNIT 3004, READING, MA, 0..., Reading, MA 01867
$729,000

2 beds

|

2 baths

|

1,615 sq ft

|

Condo

62 ABIGAIL WAY UNIT 3004, READING, MA, 0...
Community: Reading Woods
New Oak Point 2602 PHEASANT LN, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$450,000

3 beds

|

2 baths

|

1,802 sq ft

|

House

2602 PHEASANT LN, MIDDLEBORO, MA, 02346
Community: Oak Point
Regency at Assabet Ridge 13 WILSHIRE WAY # 13, MARLBOROUGH, MA, 0..., Marlborough, MA 01752
$739,000

2 beds

|

2 baths

|

1,584 sq ft

|

Condo

13 WILSHIRE WAY # 13, MARLBOROUGH, MA, 0...
Southport 15 PEBBLE BEACH AVE # 2005-103, MASHPEE,..., Mashpee, MA 02649
$549,000

2 beds

|

3 baths

|

1,685 sq ft

|

Condo

15 PEBBLE BEACH AVE # 2005-103, MASHPEE,...
Community: Southport
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165 communities near Weston
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