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

126 communities near Middleborough

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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 - $600Ks
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
Martins Landing
$400Ks - $800Ks
Martins Landing, North Reading, MA
New Construction | 55+ age-restricted | Built 2018 - present | 450 homes
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
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Reading Woods
$500Ks - $600Ks
Reading Woods, Reading, MA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 424 homes
Regency at Glen Ellen
$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.
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
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Sawyer's Reach
$400Ks - $600Ks
Sawyer's Reach, Plymouth, MA
New and Resale | 55+ age-restricted | Built 2017 - present | 224 homes
Riverside Woods
$600Ks
Riverside Woods, Andover, MA
Resale Only | 55+ age-restricted | Built 2017 - present | 200 homes
Woodstone Crossing
$400Ks
Woodstone Crossing, Weymouth, MA
Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes
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Brierly Pond Village
$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: (857) 567-8727
Cross Farm
$700Ks - $800Ks
Cross Farm, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2018 - 2024 | 189 homes
Pennington Crossing
$500Ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 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
$900Ks - $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
Quail Ridge, Acton, MA
Resale Only | 55+ age-restricted | Built 2015 - present | 153 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Villages at Weathervane
$800Ks - $1Ms
Villages at Weathervane, Weymouth, MA
Resale Only | 55+ age-restricted | Built 2003 - 2010 | 149 homes
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Wakefield Meadows
$700Ks - $800Ks
Wakefield Meadows, Wakefield, RI
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 142 homes
The Preserve at Hunters H...
$700Ks - $800Ks
The Preserve at Hunters H..., Dighton, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 140 homes
Regency at Emerald Pines
$800Ks
Regency at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 homes
Upton Ridge
$600Ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 homes
Want to learn more about 55+ rental communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
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.
WestRidge
$700Ks - $1Ms
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes
Angell Brook Village
$400Ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
Millwood Preserve
$1Ms
Millwood Preserve, Framingham, MA
New Construction | 55+ age-restricted | Built 2020 - present | 129 homes
The Nevins
$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
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Stonebridge Commons
$600Ks - $700Ks
Stonebridge Commons, Hanson, MA
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 121 homes
Seton Highlands at The Pi...
$800Ks - $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
Summer Reach
$400Ks - $500Ks
Summer Reach, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 114 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 Village at Orchard Me...
$400Ks - $500Ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes
Want to learn more about 55+ rental communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Sargent Woods
$500Ks
Sargent Woods, Newton, NH
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 113 homes
Oak Ridge Estates
$500Ks - $600Ks
Oak Ridge Estates, Hudson, NH
Resale Only | 55+ age-restricted | Built 2012 - 2015 | 101 homes
Whitestone Village
$400Ks - $500Ks
Whitestone Village, Groveland, MA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 100 homes
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
The Villages at Walker Me...
$600Ks - $700Ks
The Villages at Walker Me..., Westborough, MA
Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes
Orchard Hill
$600Ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
Southport 23 SEA SPRAY AVE # 563, MASHPEE, MA, 026..., Mashpee, MA 02649
$759,000

2 beds

|

4 baths

|

2,455 sq ft

|

Condo

23 SEA SPRAY AVE # 563, MASHPEE, MA, 026...
Community: Southport
The Trails 71 WESTON LN # 71, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$1,025,000

2 beds

|

4 baths

|

3,258 sq ft

|

Condo

71 WESTON LN # 71, HOPKINTON, MA, 01748
Community: The Trails
The Preserve at Hunters Hill 3035 CLUBHOUSE DR 4, DIGHTON, MA, 02715, Dighton, MA 02715
$709,900

2 beds

|

2 baths

|

1,775 sq ft

|

House

3035 CLUBHOUSE DR 4, DIGHTON, MA, 02715
The Preserve at Hunters Hill 3035 CLUBHOUSE DR 6, DIGHTON, MA, 02715, Dighton, MA 02715
$759,900

2 beds

|

2 baths

|

2,097 sq ft

|

House

3035 CLUBHOUSE DR 6, DIGHTON, MA, 02715
The Preserve at Hunters Hill 3035 CLUBHOUSE DR 5, DIGHTON, MA, 02715, Dighton, MA 02715
$759,900

2 beds

|

2 baths

|

2,097 sq ft

|

House

3035 CLUBHOUSE DR 5, DIGHTON, MA, 02715
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Want to learn more about 55+ rental communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
The Preserve at Hunters Hill RR36 CLUB HOUSE DR RR36, DIGHTON, MA, 02..., Dighton, MA 02715
$709,900

2 beds

|

2 baths

|

1,775 sq ft

|

House

RR36 CLUB HOUSE DR RR36, DIGHTON, MA, 02...
Seton Highlands at The Pinehills 17 ABERDEEN # 17, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$949,000

3 beds

|

3 baths

|

2,690 sq ft

|

Condo

17 ABERDEEN # 17, PLYMOUTH, MA, 02360
New Regency at Assabet Ridge 28 BOWOOD LN # 28, MARLBOROUGH, MA, 0175..., Marlborough, MA 01752
$759,900

3 beds

|

3 baths

|

2,205 sq ft

|

Condo

28 BOWOOD LN # 28, MARLBOROUGH, MA, 0175...
New Southport 18 WINDWARD ST # 18, MASHPEE, MA, 02649, Mashpee, MA 02649
$479,900

2 beds

|

2 baths

|

1,333 sq ft

|

Condo

18 WINDWARD ST # 18, 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.
Del Webb Chauncy Lake 2 TALBOT WAY 2103, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$395,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

2 TALBOT WAY 2103, WESTBOROUGH, MA, 0158...
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Del Webb Chauncy Lake 2 CODMAN WAY 104, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$389,999

1 beds

|

1 baths

|

972 sq ft

|

Condo

2 CODMAN WAY 104, WESTBOROUGH, MA, 01581
Martins Landing 320 MARTINS LANDING WAY 102, NORTH READI..., North Reading, MA 01864
$499,999

1 beds

|

1 baths

|

1,027 sq ft

|

Condo

320 MARTINS LANDING WAY 102, NORTH READI...
Community: Martins Landing
Martins Landing 320 MARTINS LNDG APT 210, NORTH READING,..., North Reading, MA 01864
$594,995

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

320 MARTINS LNDG APT 210, NORTH READING,...
Community: Martins Landing
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Martins Landing 320 MARTINS LNDG 107, NORTH READING, MA,..., North Reading, MA 01864
$749,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 107, NORTH READING, MA,...
Community: Martins Landing
Del Webb Chauncy Lake 5 PETERS FARM WAY # 5205, WESTBOROUGH, M..., Westborough, MA 01581
$576,025

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5 PETERS FARM WAY # 5205, WESTBOROUGH, M...
Want to learn more about 55+ rental communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Southport 18 EXECUTIVE DR # 18, MASHPEE, MA, 02649, Mashpee, MA 02649
$450,000

2 beds

|

2 baths

|

1,338 sq ft

|

Condo

18 EXECUTIVE DR # 18, MASHPEE, MA, 02649
Community: Southport
Southport 1 UPLAND CIR # 1, MASHPEE, MA, 02649, Mashpee, MA 02649
$485,000

2 beds

|

2 baths

|

1,333 sq ft

|

Condo

1 UPLAND CIR # 1, 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.
The Villages at Walker Meadow 9 SHAKER WAY # 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$700,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

9 SHAKER WAY # 9, WESTBOROUGH, MA, 01581
New Great Island 25 GREAT POINTE, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$839,000

3 beds

|

3 baths

|

2,822 sq ft

|

House

25 GREAT POINTE, PLYMOUTH, MA, 02360
Community: Great Island
New Enclave at Hudson 16 BARNES BLVD # 16, HUDSON, MA, 01749, Hudson, MA 01749
$1,299,000

2 beds

|

4 baths

|

3,731 sq ft

|

Condo

16 BARNES BLVD # 16, HUDSON, MA, 01749
Community: Enclave at Hudson
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Regency at Glen Ellen 86 GLEN ELLEN BLVD # 86, MILLIS, MA, 020..., Millis, MA 02054
$1,299,900

3 beds

|

3 baths

|

3,060 sq ft

|

Condo

86 GLEN ELLEN BLVD # 86, MILLIS, MA, 020...
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
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
Stonebridge Commons 26 STONEBRIDGE DR # 26, HANSON, MA, 0234..., Hanson, MA 02341
$710,000

3 beds

|

3 baths

|

2,158 sq ft

|

Condo

26 STONEBRIDGE DR # 26, HANSON, MA, 0234...
Community: Stonebridge Commons
Preserve at Emerald Pines 55 PHOEBE ST # 32, METHUEN, MA, 01844, Methuen, MA 01844
$885,000

2 beds

|

3 baths

|

2,280 sq ft

|

Condo

55 PHOEBE ST # 32, METHUEN, MA, 01844
Oak Point 2602 GREEN ST, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$349,900

2 beds

|

2 baths

|

1,680 sq ft

|

House

2602 GREEN ST, MIDDLEBORO, MA, 02346
Community: Oak Point
Want to learn more about 55+ rental communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
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 1 MARINERS WAY UNIT 309, PLYMOUTH, MA, 0..., Plymouth, MA 02360
$635,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

1 MARINERS WAY UNIT 309, PLYMOUTH, MA, 0...
Community: Sawyer's Reach
Oak Point 3402 ISLAND DR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$349,900

3 beds

|

2 baths

|

1,344 sq ft

|

House

3402 ISLAND DR, MIDDLEBORO, MA, 02346
Community: Oak Point
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
The Preserve at Hunters Hill 3057 CLUB HOUSE DR MODEL, DIGHTON, MA, 0..., Dighton, MA 02715
$739,900

2 beds

|

2 baths

|

2,044 sq ft

|

House

3057 CLUB HOUSE DR MODEL, DIGHTON, MA, 0...
The Preserve at Hunters Hill RR76 CLUBHOUSE DR RR76, DIGHTON, MA, 027..., Dighton, MA 02715
$789,900

2 beds

|

2 baths

|

2,700 sq ft

|

House

RR76 CLUBHOUSE DR RR76, DIGHTON, MA, 027...
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
The Preserve at Hunters Hill G1 CLUB HOUSE DR G1, DIGHTON, MA, 02715, Dighton, MA 02715
$729,900

2 beds

|

2 baths

|

1,928 sq ft

|

House

G1 CLUB HOUSE DR G1, DIGHTON, MA, 02715
The Preserve at Hunters Hill RR74 CLUB HOUSE DR RR74, DIGHTON, MA, 02..., Dighton, MA 02715
$769,900

2 beds

|

2 baths

|

2,216 sq ft

|

House

RR74 CLUB HOUSE DR RR74, DIGHTON, MA, 02...
Reading Woods 36 ABIGAIL WAY 3003, READING, MA, 01867, Reading, MA 01867
$509,900

1 beds

|

1 baths

|

965 sq ft

|

Condo

36 ABIGAIL WAY 3003, READING, MA, 01867
Community: Reading Woods
Del Webb Chauncy Lake 5 PETERS FARM WAY # 207, WESTBOROUGH, MA..., Westborough, MA 01581
$671,025

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY # 207, 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.
Del Webb Chauncy Lake 5 PETERS FARM WAY # 112, WESTBOROUGH, MA..., Westborough, MA 01581
$480,978

1 beds

|

1 baths

|

1,058 sq ft

|

Condo

5 PETERS FARM WAY # 112, WESTBOROUGH, MA...
Want to learn more about 55+ rental communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Del Webb Chauncy Lake 2 CODMAN WAY 408, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$589,999

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

2 CODMAN WAY 408, WESTBOROUGH, MA, 01581
Del Webb Chauncy Lake 5 PETERS FARM WAY # 101, WESTBOROUGH, MA..., Westborough, MA 01581
$650,535

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

5 PETERS FARM WAY # 101, WESTBOROUGH, MA...
Del Webb Chauncy Lake 5 PETERS FARM WAY # 105, WESTBOROUGH, MA..., Westborough, MA 01581
$430,975

1 beds

|

1 baths

|

958 sq ft

|

Condo

5 PETERS FARM WAY # 105, WESTBOROUGH, MA...
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Martins Landing 320 MARTINS LNDG 410, NORTH READING, MA,..., North Reading, MA 01864
$734,995

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 410, NORTH READING, MA,...
Community: Martins Landing
Martins Landing 320 MARTINS LNDG APT 209, NORTH READING,..., North Reading, MA 01864
$589,995

1 beds

|

1 baths

|

1,115 sq ft

|

Condo

320 MARTINS LNDG APT 209, NORTH READING,...
Community: Martins Landing

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