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Wakefield, RI 55+ active adult communities & homes for sale

80 communities near Wakefield

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Del Webb Chauncy Lake
$400ks - $600ks
Del Webb Chauncy Lake, Westborough, MA
New Construction | 55+ age-restricted | Built 2018 - present | 700 homes
The Preserve at Hunters H...
$400ks - $500ks
The Preserve at Hunters H..., Dighton, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 140 homes
Great Island
$600ks
Great Island, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 homes
Sawyer's Reach
$400ks - $900ks
Sawyer's Reach, Plymouth, MA
New and Resale | 55+ age-restricted | Built 2017 - present | 224 homes
30 Coppersmith
$700ks
30 Coppersmith, Canton, MA
New Construction | 55+ age-restricted | Built 2025 - present | 63 homes
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Questions? Call us: (401) 560-5633
The Village at Orchard Me...
$400ks - $500ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes
Upton Ridge
$400ks - $600ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 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
The Trails
$500ks - $700ks
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 homes
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 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.
Pennington Crossing
$300ks - $600ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 homes
WestRidge
$700ks
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes
Seton Highlands at The Pi...
$600ks - $700ks
Seton Highlands at The Pi..., Plymouth, MA
New and Resale | 55+ age-restricted | Built 2008 - present | 120 homes
Brierly Pond Village
$300ks - $400ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
Woodcrest Run
$400ks - $600ks
Woodcrest Run, Sharon, MA
New Construction | 55+ age-restricted | Built 2019 - present | 25 homes
Want to learn more about 55+ communities in Wakefield? 55places can help!
Questions? Call us: (401) 560-5633
The Village at Auburnvill...
$300ks - $400ks
The Village at Auburnvill..., Whitman, MA
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 homes
Millwood Preserve
$700ks - $800ks
Millwood Preserve, Framingham, MA
New Construction | 55+ age-restricted | Built 2020 - present | 129 homes
The Pines at Hathaway Pon...
$300ks - $500ks
The Pines at Hathaway Pon..., Rochester, MA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 61 homes
Chilton Park Village
$400ks
Chilton Park Village, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2006 - 2015 | 25 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.
The Villages at Walker Me...
$600ks - $700ks
The Villages at Walker Me..., Westborough, MA
Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes
Seaside at Scituate - The...
$900ks - $1Ms
Seaside at Scituate - The..., Scituate, MA
New Construction | 55+ age-restricted | Built 2019 - present | 44 homes
Stonebridge Commons
$500ks
Stonebridge Commons, Hanson, MA
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 121 homes
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes
Woodstone Crossing
$300ks - $400ks
Woodstone Crossing, Weymouth, MA
Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes
Northside Meadows
$600ks - $700ks
Northside Meadows, Framingham, MA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes
Wyman Farms
$500ks - $900ks
Wyman Farms, Shrewsbury, MA
New Construction | 55+ age-restricted | Built 2017 - present | 26 homes
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Questions? Call us: (401) 560-5633
59 North Main
$900ks
59 North Main, Sherborn, MA
New Construction | 55+ age-restricted | Built 2019 - present | 12 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
Brooksmont
$400ks - $600ks
Brooksmont, Holliston, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 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.
Brookside Village
$700ks
Brookside Village, Walpole, MA
Resale Only | 55+ age-restricted | Built 2018 - 2018 | 30 homes
Enclave at Hudson
$800ks - $1Ms
Enclave at Hudson, Hudson, MA
New Construction | 55+ age-restricted | Built 2021 - present | 64 homes
Village at Silver Hill
$1Ms - $2Ms
Village at Silver Hill, Weston, MA
New Construction | 55+ age-restricted | Built 2021 - present | 8 homes
North Woods of Colchester
$300ks - $400ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes
Red Mill Village
$400ks - $600ks
Red Mill Village, Norton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2014 | 156 homes
Westbrook Crossing
$400ks - $500ks
Westbrook Crossing, Dedham, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 homes
Villages at Weathervane
$800ks - $1Ms
Villages at Weathervane, Weymouth, MA
Resale Only | 55+ age-restricted | Built 2003 - 2010 | 149 homes
Summer Reach
$400ks - $500ks
Summer Reach, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 114 homes
Want to learn more about 55+ communities in Wakefield? 55places can help!
Questions? Call us: (401) 560-5633
Duxbury Estates
$700ks - $800ks
Duxbury Estates, Duxbury, MA
Resale Only | 55+ age-restricted | Built 2008 - 2013 | 44 homes
Peregrine Woods
$400ks - $600ks
Peregrine Woods, Marshfield, MA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 32 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.
1...2
New The Preserve at Hunters Hill 72 CLUBHOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$799,900

2 beds

|

2 baths

|

1,600 sq ft

|

House

72 CLUBHOUSE DR, DIGHTON, MA, 02715
New The Preserve at Hunters Hill 127 CLUBHOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$756,275

2 beds

|

2 baths

|

1,815 sq ft

|

House

127 CLUBHOUSE DR, DIGHTON, MA, 02715
New The Village at Orchard Meadows 79 ORCHARD MEADOWS DR 79, SHREWSBURY, MA..., Shrewsbury, MA 01545
$534,900

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

79 ORCHARD MEADOWS DR 79, SHREWSBURY, MA...
New Oak Point 307 BLUEBERRY CIR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$450,000

3 beds

|

2 baths

|

1,700 sq ft

|

House

307 BLUEBERRY CIR, MIDDLEBORO, MA, 02346
Community: Oak Point
New The Pines at Hathaway Pond 14 HATHAWAY POND CIR 14, ROCHESTER, MA, ..., Rochester, MA 02770
$685,000

2 beds

|

3 baths

|

1,776 sq ft

|

Condo

14 HATHAWAY POND CIR 14, ROCHESTER, MA, ...
Want to learn more about 55+ communities in Wakefield? 55places can help!
Questions? Call us: (401) 560-5633
New WestRidge 68 HASTINGS RD 68, HUDSON, MA, 01749, Hudson, MA 01749
$850,000

3 beds

|

3 baths

|

2,264 sq ft

|

Condo

68 HASTINGS RD 68, HUDSON, MA, 01749
Community: WestRidge
New Pennington Crossing 4402 PENNINGTON DR 4402, WALPOLE, MA, 02..., Walpole, MA 02081
$799,900

2 beds

|

2 baths

|

1,339 sq ft

|

Condo

4402 PENNINGTON DR 4402, WALPOLE, MA, 02...
Community: Pennington Crossing
New The Trails 21 BIRKDALE LN 21, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$1,149,000

2 beds

|

4 baths

|

3,610 sq ft

|

Condo

21 BIRKDALE LN 21, HOPKINTON, MA, 01748
Community: The Trails
Sawyer's Reach 62 MARINERS WAY 210, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$504,900

1 beds

|

2 baths

|

910 sq ft

|

Condo

62 MARINERS WAY 210, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
Great Island 23 WOODSONG, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$949,000

2 beds

|

2 baths

|

2,096 sq ft

|

House

23 WOODSONG, 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.
Great Island 7 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$725,000

2 beds

|

3 baths

|

2,061 sq ft

|

House

7 MADISON REACH, PLYMOUTH, MA, 02360
Community: Great Island
Great Island 28 CROSS WIND, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$745,000

2 beds

|

3 baths

|

2,061 sq ft

|

House

28 CROSS WIND, PLYMOUTH, MA, 02360
Community: Great Island
Oak Point 303 BLUEBERRY CIR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$465,000

3 beds

|

2 baths

|

1,950 sq ft

|

House

303 BLUEBERRY CIR, MIDDLEBORO, MA, 02346
Community: Oak Point
Brierly Pond Village 26 HORNE WAY 26, MILLBURY, MA, 01527, Millbury, MA 01527
$546,000

2 beds

|

3 baths

|

1,968 sq ft

|

Condo

26 HORNE WAY 26, MILLBURY, MA, 01527
Great Island 28 COTTAGE CV, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$929,000

2 beds

|

3 baths

|

3,276 sq ft

|

House

28 COTTAGE CV, PLYMOUTH, MA, 02360
Community: Great Island
Seton Highlands at The Pinehills 17 ABERDEEN 17, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$889,000

3 beds

|

3 baths

|

2,690 sq ft

|

Condo

17 ABERDEEN 17, PLYMOUTH, MA, 02360
Want to learn more about 55+ communities in Wakefield? 55places can help!
Questions? Call us: (401) 560-5633
Upton Ridge 56 SHANNON WAY 56, UPTON, MA, 01568, Upton, MA 01568
$724,900

2 beds

|

3 baths

|

1,950 sq ft

|

Condo

56 SHANNON WAY 56, UPTON, MA, 01568
Community: Upton Ridge
Regency at Glen Ellen 20 GLEN ELLEN BLVD 20, MILLIS, MA, 02054, Millis, MA 02054
$1,275,000

4 beds

|

3 baths

|

2,892 sq ft

|

Condo

20 GLEN ELLEN BLVD 20, MILLIS, MA, 02054
Del Webb Chauncy Lake 5 PETERS FARM WAY 410, WESTBOROUGH, MA, ..., Westborough, MA 01581
$594,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 410, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 5 PETERS FARM WAY 302, WESTBOROUGH, MA, ..., Westborough, MA 01581
$414,995

1 beds

|

1 baths

|

972 sq ft

|

Condo

5 PETERS FARM WAY 302, WESTBOROUGH, MA, ...
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 Preserve at Hunters Hill 3059 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$649,999

3 beds

|

2 baths

|

1,524 sq ft

|

House

3059 CLUB HOUSE DR, DIGHTON, MA, 02715
Great Island 7 SHINGLEWOOD, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$899,900

3 beds

|

3 baths

|

3,619 sq ft

|

House

7 SHINGLEWOOD, PLYMOUTH, MA, 02360
Community: Great Island
Del Webb Chauncy Lake 6305 PETERS FARM WAY 6305, WESTBOROUGH, ..., Westborough, MA 01581
$474,999

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

6305 PETERS FARM WAY 6305, WESTBOROUGH, ...
Seton Highlands at The Pinehills 26 ABERDEEN 26, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$1,065,000

3 beds

|

5 baths

|

3,680 sq ft

|

Condo

26 ABERDEEN 26, PLYMOUTH, MA, 02360
Great Island 12 BELLTREE, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$759,900

2 beds

|

3 baths

|

2,322 sq ft

|

House

12 BELLTREE, PLYMOUTH, MA, 02360
Community: Great Island
Great Island 39 COTTAGE CV, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$759,000

2 beds

|

3 baths

|

2,427 sq ft

|

House

39 COTTAGE CV, PLYMOUTH, MA, 02360
Community: Great Island
Orchard Hill 19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$597,500

2 beds

|

3 baths

|

2,183 sq ft

|

Condo

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158...
Community: Orchard Hill
Want to learn more about 55+ communities in Wakefield? 55places can help!
Questions? Call us: (401) 560-5633
Stonebridge Commons 31 STONEBRIDGE DR 31, HANSON, MA, 02341, Hanson, MA 02341
$695,000

2 beds

|

3 baths

|

2,071 sq ft

|

Condo

31 STONEBRIDGE DR 31, HANSON, MA, 02341
Community: Stonebridge Commons
Brierly Pond Village 168 HORNE WAY 168, MILLBURY, MA, 01527, Millbury, MA 01527
$475,000

2 beds

|

3 baths

|

1,735 sq ft

|

Condo

168 HORNE WAY 168, MILLBURY, MA, 01527
Upton Ridge 204 SAND TRAP CT 204, NORTHBRIDGE, MA, 0..., Northbridge, MA 01534
$650,000

3 beds

|

3 baths

|

2,170 sq ft

|

Condo

204 SAND TRAP CT 204, NORTHBRIDGE, MA, 0...
Community: Upton Ridge
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.
Brierly Pond Village 16 ASHTON LN 16, MILLBURY, MA, 01527, Millbury, MA 01527
$529,900

2 beds

|

3 baths

|

2,062 sq ft

|

Condo

16 ASHTON LN 16, MILLBURY, MA, 01527
Del Webb Chauncy Lake 3202 PETERS FARM WAY 202, WESTBOROUGH, M..., Westborough, MA 01581
$440,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

3202 PETERS FARM WAY 202, WESTBOROUGH, M...
Great Island 12 MILLERS JOIST, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$754,900

2 beds

|

2 baths

|

2,171 sq ft

|

House

12 MILLERS JOIST, PLYMOUTH, MA, 02360
Community: Great Island
The Village at Orchard Meadows 19 CORTLAND GROVE DR 19, SHREWSBURY, MA,..., Shrewsbury, MA 01545
$534,900

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

19 CORTLAND GROVE DR 19, SHREWSBURY, MA,...
The Trails 9 WATERVILLE LN 9, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$999,900

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

9 WATERVILLE LN 9, HOPKINTON, MA, 01748
Community: The Trails
Del Webb Chauncy Lake 5205 PETERS FARM WAY 7205, WESTBOROUGH, ..., Westborough, MA 01581
$499,995

2 beds

|

2 baths

|

1,175 sq ft

|

Condo

5205 PETERS FARM WAY 7205, WESTBOROUGH, ...
Del Webb Chauncy Lake 5 PETERS FARM WAY 7104, WESTBOROUGH, MA,..., Westborough, MA 01581
$399,995

1 beds

|

1 baths

|

972 sq ft

|

Condo

5 PETERS FARM WAY 7104, WESTBOROUGH, MA,...
Great Island 22 PICKET FENCE, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$895,000

3 beds

|

3 baths

|

4,085 sq ft

|

House

22 PICKET FENCE, PLYMOUTH, MA, 02360
Community: Great Island
Want to learn more about 55+ communities in Wakefield? 55places can help!
Questions? Call us: (401) 560-5633
Great Island 9 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$785,000

3 beds

|

3 baths

|

2,348 sq ft

|

House

9 MADISON REACH, PLYMOUTH, MA, 02360
Community: Great Island
Bigelow Farm 14 LYDIAS WAY 14, NORTHBOROUGH, MA, 0153..., Northborough, MA 01532
$799,000

2 beds

|

3 baths

|

2,691 sq ft

|

Condo

14 LYDIAS WAY 14, NORTHBOROUGH, MA, 0153...
Community: Bigelow Farm
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.

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