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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
Great Island
$600ks
Great Island, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 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
30 Coppersmith
$700ks
30 Coppersmith, Canton, MA
New Construction | 55+ age-restricted | Built 2025 - present | 63 homes
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
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Questions? Call us: (401) 560-5633
5 rating (3 reviews) Oak Point
$300ks - $400ks
Oak Point, Middleborough, MA
New and Resale | 55+ age-restricted | Built 1999 - present | 1,150 homes
Sawyer's Reach
$400ks - $900ks
Sawyer's Reach, Plymouth, MA
New and Resale | 55+ age-restricted | Built 2017 - present | 224 homes
The Village at Orchard Me...
$400ks - $500ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 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
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 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 Trails
$500ks - $700ks
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 homes
Woodstone Crossing
$300ks - $400ks
Woodstone Crossing, Weymouth, MA
Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes
Pennington Crossing
$300ks - $600ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 homes
Millwood Preserve
$700ks - $800ks
Millwood Preserve, Framingham, MA
New Construction | 55+ age-restricted | Built 2020 - present | 129 homes
Brierly Pond Village
$300ks - $400ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
Seaside at Scituate - The...
$900ks - $1Ms
Seaside at Scituate - The..., Scituate, MA
New Construction | 55+ age-restricted | Built 2019 - present | 44 homes
Want to learn more about 55+ communities in Wakefield? 55places can help!
Questions? Call us: (401) 560-5633
Angell Brook Village
$300ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
The Villages at Walker Me...
$600ks - $700ks
The Villages at Walker Me..., Westborough, MA
Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes
Rockland Glen
$300ks - $500ks
Rockland Glen, Rockland, MA
Resale Only | 55+ age-restricted | Built 2008 - 2015 | 60 homes
Upton Ridge
$400ks - $600ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 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.
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes
Adams Farm
$700ks - $800ks
Adams Farm, Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes
Brooksmont
$400ks - $600ks
Brooksmont, Holliston, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes
Chilton Park Village
$400ks
Chilton Park Village, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2006 - 2015 | 25 homes
Regency at Glen Ellen
$700ks - $900ks
Regency at Glen Ellen, Millis, MA
New Construction | 55+ age-restricted | Built 2017 - present | 324 homes
Lake Point Village
$400ks - $600ks
Lake Point Village, Lakeville, MA
New Construction | 55+ age-restricted | Built 2020 - present | 66 homes
WestRidge
$700ks
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes
Want to learn more about 55+ communities in Wakefield? 55places can help!
Questions? Call us: (401) 560-5633
Rolling Mill
$600ks - $700ks
Rolling Mill, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2018 - 2021 | 46 homes
The Elms of Hanover
$500ks - $700ks
The Elms of Hanover, Hanover, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 51 homes
Center Commons
$500ks - $600ks
Center Commons, Pembroke, MA
Resale Only | 55+ age-restricted | Built 2004 - 2009 | 44 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.
Donovan Farm
$500ks - $700ks
Donovan Farm, Norwell, MA
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 40 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
Balancing Rock
$500ks - $600ks
Balancing Rock, Holliston, MA
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 49 homes
Cranberry Grove
$200ks - $300ks
Cranberry Grove, Wareham, MA
Resale Only | 55+ age-restricted | Built 2001 - 2001 | 36 homes
Kensington at The Pinehil...
$500ks
Kensington at The Pinehil..., Plymouth, MA
New Construction | Age-targeted | Built 2017 - present | 17 homes
Arbor Hills
$400ks - $500ks
Arbor Hills, Kingston, MA
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 54 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
Rockwood Meadows
$600ks - $700ks
Rockwood Meadows, Upton, MA
New Construction | 55+ age-restricted | Built 2016 - present | 58 homes
Want to learn more about 55+ communities in Wakefield? 55places can help!
Questions? Call us: (401) 560-5633
Spring Meadow
$400ks - $500ks
Spring Meadow, Hanover, MA
Resale Only | 55+ age-restricted | Built 2004 - 2007 | 39 homes
Forest Glen
$400ks - $500ks
Forest Glen, Uxbridge, MA
New Construction | 55+ age-restricted | Built 2018 - present | 44 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.
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New Oak Point 507 CRYSTAL WAY, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$419,900

3 beds

|

2 baths

|

1,702 sq ft

|

House

507 CRYSTAL WAY, MIDDLEBORO, MA, 02346
Community: Oak Point
New The Village at Orchard Meadows 4 APPLE SEED DR 4, SHREWSBURY, MA, 01545, Shrewsbury, MA 01545
$625,000

2 beds

|

3 baths

|

1,854 sq ft

|

Condo

4 APPLE SEED DR 4, SHREWSBURY, MA, 01545
New Oak Point 5604 OAK POINT DR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$465,000

3 beds

|

2 baths

|

1,612 sq ft

|

House

5604 OAK POINT DR, MIDDLEBORO, MA, 02346
Community: Oak Point
New Great Island 17 VALLEY FRONT, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$735,000

2 beds

|

2 baths

|

1,554 sq ft

|

House

17 VALLEY FRONT, PLYMOUTH, MA, 02360
Community: Great Island
New Brooksmont 47 BROOKSMONT DR 47, HOLLISTON, MA, 0174..., Holliston, MA 01746
$709,999

2 beds

|

3 baths

|

2,360 sq ft

|

Condo

47 BROOKSMONT DR 47, HOLLISTON, MA, 0174...
Community: Brooksmont
Want to learn more about 55+ communities in Wakefield? 55places can help!
Questions? Call us: (401) 560-5633
New The Elms of Hanover 14 SUGAR MAPLE CIR 14, HANOVER, MA, 0233..., Hanover, MA 02339
$759,900

2 beds

|

3 baths

|

1,994 sq ft

|

Condo

14 SUGAR MAPLE CIR 14, HANOVER, MA, 0233...
Community: The Elms of Hanover
New Del Webb Chauncy Lake 1108 PETERS FARM WAY 1108, WESTBOROUGH, ..., Westborough, MA 01581
$455,000

1 beds

|

1 baths

|

1,021 sq ft

|

Condo

1108 PETERS FARM WAY 1108, WESTBOROUGH, ...
New Adams Farm 5 HAMILTON CIR 5, SHREWSBURY, MA, 01545, Shrewsbury, MA 01545
$879,000

2 beds

|

3 baths

|

2,475 sq ft

|

House

5 HAMILTON CIR 5, SHREWSBURY, MA, 01545
Community: Adams Farm
New Millwood Preserve 32 HAWK LN 48, FRAMINGHAM, MA, 01701, Framingham, MA 01701
$1,250,000

2 beds

|

3 baths

|

2,306 sq ft

|

Condo

32 HAWK LN 48, FRAMINGHAM, MA, 01701
Community: Millwood Preserve
New Rockland Glen 15 MIDFIELD DR 15, ROCKLAND, MA, 02370, Rockland, MA 02370
$670,000

2 beds

|

3 baths

|

1,770 sq ft

|

Condo

15 MIDFIELD DR 15, ROCKLAND, MA, 02370
Community: Rockland Glen
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 30 Coppersmith 50 COPPERSMITH WAY 302, CANTON, MA, 0202..., Canton, MA 02021
$949,000

2 beds

|

2 baths

|

1,561 sq ft

|

Condo

50 COPPERSMITH WAY 302, CANTON, MA, 0202...
Community: 30 Coppersmith
New Pennington Crossing 2305 PENNINGTON DR 305, WALPOLE, MA, 020..., Walpole, MA 02081
$649,000

2 beds

|

2 baths

|

1,140 sq ft

|

Condo

2305 PENNINGTON DR 305, WALPOLE, MA, 020...
Community: Pennington Crossing
New Seton Highlands at The Pinehills 25 SETON HIGHLANDS 25, PLYMOUTH, MA, 023..., Plymouth, MA 02360
$835,000

2 beds

|

3 baths

|

2,321 sq ft

|

Condo

25 SETON HIGHLANDS 25, PLYMOUTH, MA, 023...
New Del Webb Chauncy Lake 5 PETERS FARM WAY 408, WESTBOROUGH, MA, ..., Westborough, MA 01581
$679,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 408, WESTBOROUGH, MA, ...
New Del Webb Chauncy Lake 5 PETERS FARM WAY 311, WESTBOROUGH, MA, ..., Westborough, MA 01581
$619,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 311, WESTBOROUGH, MA, ...
New Del Webb Chauncy Lake 5 PETERS FARM WAY 104, WESTBOROUGH, MA, ..., Westborough, MA 01581
$399,995

1 beds

|

1 baths

|

972 sq ft

|

Condo

5 PETERS FARM WAY 104, WESTBOROUGH, MA, ...
Want to learn more about 55+ communities in Wakefield? 55places can help!
Questions? Call us: (401) 560-5633
Angell Brook Village 85 ANGELL BROOK DR 85, WEST BOYLSTON, MA..., West Boylston, MA 01583
$499,900

2 beds

|

2 baths

|

1,392 sq ft

|

Condo

85 ANGELL BROOK DR 85, WEST BOYLSTON, MA...
Brierly Pond Village 2 ASHTON LN 2, MILLBURY, MA, 01527, Millbury, MA 01527
$559,900

2 beds

|

4 baths

|

1,949 sq ft

|

Condo

2 ASHTON LN 2, MILLBURY, MA, 01527
Sawyer's Reach 45 PLAZA WAY 208, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$649,900

2 beds

|

2 baths

|

1,368 sq ft

|

Condo

45 PLAZA WAY 208, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
Del Webb Chauncy Lake 3405 PETERS FARM WAY 3405, WESTBOROUGH, ..., Westborough, MA 01581
$529,500

2 beds

|

2 baths

|

1,121 sq ft

|

Condo

3405 PETERS FARM WAY 3405, WESTBOROUGH, ...
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 3103 PETERS FARM WAY 103, WESTBOROUGH, M..., Westborough, MA 01581
$385,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

3103 PETERS FARM WAY 103, WESTBOROUGH, M...
Oak Point 608 WAVERLY RD, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$449,900

2 beds

|

2 baths

|

1,848 sq ft

|

House

608 WAVERLY RD, MIDDLEBORO, MA, 02346
Community: Oak Point
Woodstone Crossing 70 TROTTER RD 310, WEYMOUTH, MA, 02190, Weymouth, MA 02190
$549,000

2 beds

|

2 baths

|

1,325 sq ft

|

Condo

70 TROTTER RD 310, WEYMOUTH, MA, 02190
Community: Woodstone Crossing
Sawyer's Reach 27 MARINERS WAY 27, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$850,000

2 beds

|

3 baths

|

2,626 sq ft

|

Condo

27 MARINERS WAY 27, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
The Village at Orchard Meadows 70 ORCHARD MEADOW DR 70, SHREWSBURY, MA,..., Shrewsbury, MA 01545
$649,000

2 beds

|

3 baths

|

1,896 sq ft

|

Condo

70 ORCHARD MEADOW DR 70, SHREWSBURY, MA,...
Chilton Park Village 3 HARBORLIGHT CIR 3, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$829,900

2 beds

|

3 baths

|

2,228 sq ft

|

Condo

3 HARBORLIGHT CIR 3, PLYMOUTH, MA, 02360
Del Webb Chauncy Lake 4311 PETERS FARM WAY 311, WESTBOROUGH, M..., Westborough, MA 01581
$562,900

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

4311 PETERS FARM WAY 311, WESTBOROUGH, M...
Want to learn more about 55+ communities in Wakefield? 55places can help!
Questions? Call us: (401) 560-5633
Woodstone Crossing 70 TROTTER RD 312, WEYMOUTH, MA, 02190, Weymouth, MA 02190
$589,000

3 beds

|

2 baths

|

1,475 sq ft

|

Condo

70 TROTTER RD 312, WEYMOUTH, MA, 02190
Community: Woodstone Crossing
The Village at Orchard Meadows 7 BLOSSOM TREE DR 7, SHREWSBURY, MA, 015..., Shrewsbury, MA 01545
$525,000

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

7 BLOSSOM TREE DR 7, SHREWSBURY, MA, 015...
Seton Highlands at The Pinehills 27 SETON HIGHLANDS 27, PLYMOUTH, MA, 023..., Plymouth, MA 02360
$875,000

3 beds

|

4 baths

|

3,503 sq ft

|

Condo

27 SETON HIGHLANDS 27, PLYMOUTH, MA, 023...
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 2301 PENNINGTON DR 2301, WALPOLE, MA, 02..., Walpole, MA 02081
$685,000

2 beds

|

2 baths

|

1,490 sq ft

|

Condo

2301 PENNINGTON DR 2301, WALPOLE, MA, 02...
Community: Pennington Crossing
Great Island 17 SADDLEBACK, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$1,150,000

2 beds

|

3 baths

|

3,576 sq ft

|

House

17 SADDLEBACK, PLYMOUTH, MA, 02360
Community: Great Island
Upton Ridge 87 SHANNON WAY 86, UPTON, MA, 01568, Upton, MA 01568
$729,000

2 beds

|

3 baths

|

1,930 sq ft

|

Condo

87 SHANNON WAY 86, UPTON, MA, 01568
Community: Upton Ridge
The Preserve at Hunters Hill 3085 HUNTERS HILL DR 3085, DIGHTON, MA, ..., Dighton, MA 02715
$626,000

2 beds

|

2 baths

|

1,973 sq ft

|

House

3085 HUNTERS HILL DR 3085, DIGHTON, MA, ...
Del Webb Chauncy Lake 12101 PETERS FARM WAY 12101, WESTBOROUGH..., Westborough, MA 01712
$579,000

2 beds

|

2 baths

|

1,459 sq ft

|

Condo

12101 PETERS FARM WAY 12101, WESTBOROUGH...
New England Commons 5 LITCHFIELD LN 5A, WEBSTER, MA, 01570, Webster, MA 01570
$454,900

2 beds

|

2 baths

|

1,173 sq ft

|

Condo

5 LITCHFIELD LN 5A, WEBSTER, MA, 01570
Community: New England Commons
The Villages at Walker Meadow 6 ASHLEY WAY 6, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$649,900

2 beds

|

2 baths

|

1,874 sq ft

|

Condo

6 ASHLEY WAY 6, WESTBOROUGH, MA, 01581
Del Webb Chauncy Lake 11 PETERS FARM WAY 310, WESTBOROUGH, MA,..., Westborough, MA 01581
$575,000

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

11 PETERS FARM WAY 310, WESTBOROUGH, MA,...
Want to learn more about 55+ communities in Wakefield? 55places can help!
Questions? Call us: (401) 560-5633
Great Island 9 SADDLEBACK, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$949,000

2 beds

|

3 baths

|

3,542 sq ft

|

House

9 SADDLEBACK, PLYMOUTH, MA, 02360
Community: Great Island
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
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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