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

128 communities near Middleborough

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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
Southport
$400ks - $600ks
Southport, Mashpee, MA
New and Resale | 55+ age-restricted | Built 1989 - present | 730 homes
Martins Landing
$400ks - $700ks
Martins Landing, North Reading, MA
New Construction | 55+ age-restricted | Built 2018 - present | 450 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
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Preserve at Emerald Pines
$800ks - $900ks
Preserve at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 homes
Upton Ridge
$400ks - $600ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 homes
Brierly Pond Village
$300ks - $400ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
Riverside Woods
$400ks - $600ks
Riverside Woods, Andover, MA
Resale Only | 55+ age-restricted | Built 2017 - present | 200 homes
30 Coppersmith
$700ks
30 Coppersmith, Canton, MA
New Construction | 55+ age-restricted | Built 2025 - present | 63 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
$400ks - $900ks
Sawyer's Reach, Plymouth, MA
New and Resale | 55+ age-restricted | Built 2017 - present | 224 homes
Pennington Crossing
$300ks - $600ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 homes
Woodcrest Run
$400ks - $600ks
Woodcrest Run, Sharon, MA
New Construction | 55+ age-restricted | Built 2019 - present | 25 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
Garrison Place
$900ks - $1Ms
Garrison Place, Carlisle, MA
Resale Only | 55+ age-restricted | Built 2018 - 2019 | 16 homes
Regency at Glen Ellen
$700ks - $900ks
Regency at Glen Ellen, Millis, MA
New Construction | 55+ age-restricted | Built 2017 - present | 324 homes
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Bates Quarry
Bates Quarry, Walpole, MA
New Construction | 55+ age-restricted | Built 2025 - present | 100 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
Stone Castle Estates
$800ks - $1Ms
Stone Castle Estates, Methuen, MA
Resale Only | 55+ age-restricted | Built 2005 - 2018 | 89 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
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
$500ks
Stonebridge Commons, Hanson, MA
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 121 homes
The Village at Shepley Hi...
$900ks
The Village at Shepley Hi..., Groton, MA
New and Resale | 55+ age-restricted | Built 2023 - present | 26 homes
The Trails
$500ks - $700ks
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 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
Northside Meadows
$600ks - $700ks
Northside Meadows, Framingham, MA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 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
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Northwoods at Sudbury
$500ks
Northwoods at Sudbury, Sudbury, MA
Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
Westbrook Crossing
$400ks - $500ks
Westbrook Crossing, Dedham, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 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.
Regency at Emerald Pines
$600ks - $900ks
Regency at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 homes
Quail Ridge
$600ks - $700ks
Quail Ridge, Acton, MA
Resale Only | 55+ age-restricted | Built 2015 - present | 153 homes
4 rating (2 reviews) Regency at Methuen
$500ks - $600ks
Regency at Methuen, Methuen, MA
Resale Only | 55+ age-restricted | Built 2011 - 2015 | 240 homes
Hatter's Point
$600ks - $700ks
Hatter's Point, Amesbury, MA
Resale Only | 55+ age-restricted | Built 2004 - 2017 | 88 homes
Spring Meadow
$400ks - $500ks
Spring Meadow, Hanover, MA
Resale Only | 55+ age-restricted | Built 2004 - 2007 | 39 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
Rockland Glen
$300ks - $500ks
Rockland Glen, Rockland, MA
Resale Only | 55+ age-restricted | Built 2008 - 2015 | 60 homes
Woodstone Crossing
$300ks - $400ks
Woodstone Crossing, Weymouth, MA
Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
The Village at Auburnvill...
$300ks - $400ks
The Village at Auburnvill..., Whitman, MA
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 homes
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 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.
123...4
New Del Webb Chauncy Lake 8 PETERS FARM WAY 206, WESTBOROUGH, MA, ..., Westborough, MA 01581
$654,995

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

8 PETERS FARM WAY 206, WESTBOROUGH, MA, ...
New Bates Quarry 11 BATES QUARRY LN 48, WALPOLE, MA, 0208..., Walpole, MA 02081
$922,995

2 beds

|

2 baths

|

1,501 sq ft

|

House

11 BATES QUARRY LN 48, WALPOLE, MA, 0208...
Community: Bates Quarry
New Brierly Pond Village 22 HORNE WAY 22, MILLBURY, MA, 01527, Millbury, MA 01527
$459,900

2 beds

|

2 baths

|

1,746 sq ft

|

Condo

22 HORNE WAY 22, MILLBURY, MA, 01527
New Great Island 67 SOUTHWARD TRL, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$979,000

3 beds

|

4 baths

|

3,768 sq ft

|

House

67 SOUTHWARD TRL, PLYMOUTH, MA, 02360
Community: Great Island
New Oak Point 412 GREEN ST, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$359,000

3 beds

|

2 baths

|

1,670 sq ft

|

Mobile Home

412 GREEN ST, MIDDLEBORO, MA, 02346
Community: Oak Point
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
New Rockland Glen 23 NORTHFIELD DR 23, ROCKLAND, MA, 02370, Rockland, MA 02370
$729,000

2 beds

|

3 baths

|

1,770 sq ft

|

Condo

23 NORTHFIELD DR 23, ROCKLAND, MA, 02370
Community: Rockland Glen
Willis Brook at Lynnfield 2 QUIGLEY CIR 39, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,985,000

2 beds

|

3 baths

|

2,442 sq ft

|

Condo

2 QUIGLEY CIR 39, LYNNFIELD, MA, 01940
Garrison Place 13 GARRISON WAY 13, CARLISLE, MA, 01741, Carlisle, MA 01741
$1,098,000

2 beds

|

3 baths

|

2,385 sq ft

|

House

13 GARRISON WAY 13, CARLISLE, MA, 01741
Community: Garrison Place
The Lanterns at Warren Woods 20 FERN XING 20, ASHLAND, MA, 01721, Ashland, MA 01721
$850,000

2 beds

|

3 baths

|

2,290 sq ft

|

Condo

20 FERN XING 20, ASHLAND, MA, 01721
Reading Woods 23 AUGUSTUS CT 2004, READING, MA, 01867, Reading, MA 01867
$769,900

2 beds

|

2 baths

|

1,615 sq ft

|

Condo

23 AUGUSTUS CT 2004, READING, MA, 01867
Community: Reading Woods
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 Pines at Hathaway Pond 38 HATHAWAY POND CIR 38, ROCHESTER, MA, ..., Rochester, MA 02770
$699,999

2 beds

|

3 baths

|

1,969 sq ft

|

Condo

38 HATHAWAY POND CIR 38, ROCHESTER, MA, ...
Regency at Assabet Ridge 23 AVEBURY LN 23, MARLBOROUGH, MA, 01752, Marlborough, MA 01752
$800,000

4 beds

|

4 baths

|

3,561 sq ft

|

Condo

23 AVEBURY LN 23, MARLBOROUGH, MA, 01752
Upton Ridge 16 LINKSIDE CT 16, NORTHBRIDGE, MA, 0153..., Northbridge, MA 01534
$649,900

2 beds

|

3 baths

|

2,030 sq ft

|

Condo

16 LINKSIDE CT 16, NORTHBRIDGE, MA, 0153...
Community: Upton Ridge
30 Coppersmith 30 COPPERSMITH WAY 108, CANTON, MA, 0202..., Canton, MA 02021
$479,995

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

30 COPPERSMITH WAY 108, CANTON, MA, 0202...
Community: 30 Coppersmith
Woodstone Crossing 70 TROTTER RD 4304, WEYMOUTH, MA, 02190, Weymouth, MA 02190
$459,900

1 beds

|

1 baths

|

965 sq ft

|

Condo

70 TROTTER RD 4304, WEYMOUTH, MA, 02190
Community: Woodstone Crossing
The Preserve at Hunters Hill 3047 CLUBHOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$819,900

2 beds

|

2 baths

|

1,775 sq ft

|

House

3047 CLUBHOUSE DR, DIGHTON, MA, 02715
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Westbrook Crossing 989 E ST 303, DEDHAM, MA, 02026, Dedham, MA 02026
$749,900

2 beds

|

2 baths

|

1,895 sq ft

|

Condo

989 E ST 303, DEDHAM, MA, 02026
Community: Westbrook Crossing
Martins Landing 320 MARTINS LNDG 501, NORTH READING, MA,..., North Reading, MA 01864
$839,995

2 beds

|

2 baths

|

1,586 sq ft

|

Condo

320 MARTINS LNDG 501, NORTH READING, MA,...
Community: Martins Landing
Great Island 8 RED CANOE 8, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$869,000

3 beds

|

3 baths

|

2,281 sq ft

|

Condo

8 RED CANOE 8, PLYMOUTH, MA, 02360
Community: Great Island
Del Webb Chauncy Lake 4 PETERS FARM WAY 409, WESTBOROUGH, MA, ..., Westborough, MA 01581
$539,900

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

4 PETERS FARM WAY 409, 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.
Regency at Emerald Pines 64 PINE TREE DR 64, METHUEN, MA, 01844, Methuen, MA 01844
$785,000

3 beds

|

3 baths

|

1,961 sq ft

|

Condo

64 PINE TREE DR 64, METHUEN, MA, 01844
Southport 7 PAR THREE CT, MASHPEE, MA, 02649, Mashpee, MA 02649
$525,000

2 beds

|

3 baths

|

1,685 sq ft

|

House

7 PAR THREE CT, MASHPEE, MA, 02649
Community: Southport
Martins Landing 320 MARTINS LNDG 511, NORTH READING, MA,..., North Reading, MA 01864
$669,995

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 511, NORTH READING, MA,...
Community: Martins Landing
Stonebridge Commons 40 STONEBRIDGE DR 40, HANSON, MA, 02341, Hanson, MA 02341
$679,900

2 beds

|

3 baths

|

1,800 sq ft

|

Condo

40 STONEBRIDGE DR 40, HANSON, MA, 02341
Community: Stonebridge Commons
Del Webb Chauncy Lake 5 PETERS FARM WAY 7405, WESTBOROUGH, MA,..., Westborough, MA 01581
$559,995

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5 PETERS FARM WAY 7405, WESTBOROUGH, MA,...
Del Webb Chauncy Lake 5305 PETERS FARM WAY 7305, WESTBOROUGH, ..., Westborough, MA 01581
$529,995

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5305 PETERS FARM WAY 7305, WESTBOROUGH, ...
Martins Landing 320 MARTINS LNDG 310, NORTH READING, MA,..., North Reading, MA 01864
$499,995

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

320 MARTINS LNDG 310, NORTH READING, MA,...
Community: Martins Landing
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Pennington Crossing 1102 PENNINGTON DR 1102, WALPOLE, MA, 02..., Walpole, MA 02081
$529,900

1 beds

|

1 baths

|

955 sq ft

|

Condo

1102 PENNINGTON DR 1102, WALPOLE, MA, 02...
Community: Pennington Crossing
Brierly Pond Village 97 HORNE WAY 97, MILLBURY, MA, 01527, Millbury, MA 01527
$450,000

2 beds

|

3 baths

|

1,746 sq ft

|

Condo

97 HORNE WAY 97, MILLBURY, MA, 01527
The Village at Shepley Hill 138 SAND HILL RD, GROTON, MA, 01450, Groton, MA 01450
$995,000

4 beds

|

3 baths

|

2,550 sq ft

|

House

138 SAND HILL RD, GROTON, MA, 01450
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.
Riverside Woods 2 FRANCIS DR 301, ANDOVER, MA, 01810, Andover, MA 01810
$539,900

2 beds

|

2 baths

|

1,490 sq ft

|

Condo

2 FRANCIS DR 301, ANDOVER, MA, 01810
Community: Riverside Woods
Southport 126 GREY HAWK DR 697, MASHPEE, MA, 02649, Mashpee, MA 02649
$779,900

2 beds

|

3 baths

|

1,620 sq ft

|

Condo

126 GREY HAWK DR 697, MASHPEE, MA, 02649
Community: Southport
Southport 12 PGA LN 423, MASHPEE, MA, 02649, Mashpee, MA 02649
$545,000

2 beds

|

2 baths

|

1,333 sq ft

|

Condo

12 PGA LN 423, MASHPEE, MA, 02649
Community: Southport
Stone Castle Estates 6 ASHLEY LN 38, METHUEN, MA, 01844, Methuen, MA 01844
$316,648

2 beds

|

1 baths

|

1,209 sq ft

|

Condo

6 ASHLEY LN 38, METHUEN, MA, 01844
Stonebridge Commons 31 STONEBRIDGE DR 31, HANSON, MA, 02341, Hanson, MA 02341
$659,000

2 beds

|

3 baths

|

2,071 sq ft

|

Condo

31 STONEBRIDGE DR 31, HANSON, MA, 02341
Community: Stonebridge Commons
Great Island 26 CROSS WIND, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$800,000

2 beds

|

3 baths

|

2,382 sq ft

|

House

26 CROSS WIND, PLYMOUTH, MA, 02360
Community: Great Island
Del Webb Chauncy Lake 8 PETERS FARM WAY 113, WESTBOROUGH, MA, ..., Westborough, MA 01581
$639,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

8 PETERS FARM WAY 113, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 8103 PETERS FARM WAY 103, WESTBOROUGH, M..., Westborough, MA 01581
$414,995

1 beds

|

2 baths

|

972 sq ft

|

Condo

8103 PETERS FARM WAY 103, WESTBOROUGH, M...
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Sawyer's Reach 35 MARINERS WAY 35, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$899,000

3 beds

|

3 baths

|

2,533 sq ft

|

Condo

35 MARINERS WAY 35, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
Oak Point 7012 OAK POINT DR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$425,900

2 beds

|

2 baths

|

1,512 sq ft

|

House

7012 OAK POINT DR, MIDDLEBORO, MA, 02346
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.

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