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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
Martins Landing
$400ks - $700ks
Martins Landing, North Reading, MA
New Construction | 55+ age-restricted | Built 2018 - present | 450 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
Southport
$400ks - $600ks
Southport, Mashpee, MA
New and Resale | 55+ age-restricted | Built 1989 - present | 730 homes
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
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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
Regency at Glen Ellen
$700ks - $900ks
Regency at Glen Ellen, Millis, MA
New Construction | 55+ age-restricted | Built 2017 - present | 324 homes
Sawyer's Reach
$400ks - $900ks
Sawyer's Reach, Plymouth, MA
New and Resale | 55+ age-restricted | Built 2017 - present | 224 homes
The Trails
$500ks - $700ks
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 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.
Woodcrest Run
$400ks - $600ks
Woodcrest Run, Sharon, MA
New Construction | 55+ age-restricted | Built 2019 - present | 25 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.
The Village at Auburnvill...
$300ks - $400ks
The Village at Auburnvill..., Whitman, MA
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 homes
Great Island
$600ks
Great Island, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 homes
Preserve at Emerald Pines
$800ks
Preserve at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 192 homes
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North Meadow Village
$500ks - $800ks
North Meadow Village, Middleton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2015 | 42 homes
Riverside Woods
$400ks - $600ks
Riverside Woods, Andover, MA
Resale Only | 55+ age-restricted | Built 2017 - present | 200 homes
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Questions? Call us: (857) 567-8727
Regency at Emerald Pines
$600ks - $900ks
Regency at Emerald Pines, Methuen, MA
Resale Only | 55+ age-restricted | Built 2015 - 2018 | 140 homes
Lake Point Village
$400ks - $600ks
Lake Point Village, Lakeville, MA
New Construction | 55+ age-restricted | Built 2020 - present | 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.
Pennington Crossing
$300ks - $600ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 homes
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
Summer Reach
$400ks - $500ks
Summer Reach, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 114 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.
5 rating (3 reviews) Oak Point
$300ks - $400ks
Oak Point, Middleborough, MA
New and Resale | 55+ age-restricted | Built 1999 - present | 1,150 homes
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Questions? Call us: (857) 567-8727
Cranberry Grove
$200ks - $300ks
Cranberry Grove, Wareham, MA
Resale Only | 55+ age-restricted | Built 2001 - 2001 | 36 homes
Northwoods at Sudbury
$500ks
Northwoods at Sudbury, Sudbury, MA
Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes
Wyman Farms
$500ks - $900ks
Wyman Farms, Shrewsbury, MA
New Construction | 55+ age-restricted | Built 2017 - present | 26 homes
Westbrook Crossing
$400ks - $500ks
Westbrook Crossing, Dedham, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 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.
Willis Brook at Lynnfield
$1Ms
Willis Brook at Lynnfield, Lynnfield, MA
New Construction | 55+ age-restricted | Built 2026 - 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
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
Millwood Preserve
$700ks - $800ks
Millwood Preserve, Framingham, MA
New Construction | 55+ age-restricted | Built 2020 - present | 129 homes
Forest Glen
$400ks - $500ks
Forest Glen, Uxbridge, MA
New Construction | 55+ age-restricted | Built 2018 - present | 44 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.
Hayden Green
$500ks
Hayden Green, Nashua, NH
Resale Only | 55+ age-restricted | Built 2013 - 2015 | 37 homes
Thompson's Preserve
$500ks
Thompson's Preserve, Nashua, NH
Resale Only | 55+ age-restricted | Built 2019 - 2020 | 39 homes
Hadleigh Woods
$300ks
Hadleigh Woods, Windham, NH
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 62 homes
Harvest Village
$300ks - $400ks
Harvest Village, Londonderry, NH
Resale Only | 55+ age-restricted | Built 1995 - 1999 | 45 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.
Whispering Winds
$300ks - $700ks
Whispering Winds, Windham, NH
Resale Only | 55+ age-restricted | Built 2001 - 2001 | 40 homes
Want to learn more about 55+ rental communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Colliston Yard
$400ks - $500ks
Colliston Yard, Nashua, NH
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 75 homes
Cross Farm
$700ks - $800ks
Cross Farm, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2018 - 2024 | 189 homes
The Villages of Pelham
$300ks - $400ks
The Villages of Pelham, Pelham, NH
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 40 homes
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Braemoor Commons
$300ks - $400ks
Braemoor Commons, Salem, NH
Resale Only | 55+ age-restricted | Built 2014 - 2015 | 44 homes
Stage Crossing
$400ks - $500ks
Stage Crossing, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 76 homes
123...4
New The Village at Auburnville 877 AUBURNVILLE WAY J4, WHITMAN, MA, 023..., Whitman, MA 02382
$565,000

2 beds

|

3 baths

|

2,090 sq ft

|

Condo

877 AUBURNVILLE WAY J4, WHITMAN, MA, 023...
New Sawyer's Reach 2 MARINERS WAY 310, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$499,900

1 beds

|

2 baths

|

897 sq ft

|

Condo

2 MARINERS WAY 310, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
New 30 Coppersmith 30 COPPERSMITH WAY 207, CANTON, MA, 0202..., Canton, MA 02021
$741,295

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

30 COPPERSMITH WAY 207, CANTON, MA, 0202...
Community: 30 Coppersmith
New 30 Coppersmith 30 COPPERSMITH WAY 308, CANTON, MA, 0202..., Canton, MA 02021
$608,465

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

30 COPPERSMITH WAY 308, CANTON, MA, 0202...
Community: 30 Coppersmith
New Del Webb Chauncy Lake 5 PETERS FARM WAY 310, WESTBOROUGH, MA, ..., Westborough, MA 01581
$651,685

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 310, WESTBOROUGH, MA, ...
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
New Del Webb Chauncy Lake 5 PETERS FARM WAY 212, WESTBOROUGH, MA, ..., Westborough, MA 01581
$539,995

1 beds

|

1 baths

|

1,030 sq ft

|

Condo

5 PETERS FARM WAY 212, WESTBOROUGH, MA, ...
New Del Webb Chauncy Lake 5 PETERS FARM WAY 406, WESTBOROUGH, MA, ..., Westborough, MA 01581
$853,025

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

5 PETERS FARM WAY 406, WESTBOROUGH, MA, ...
Willis Brook at Lynnfield 7 FAIRWAY LN 59, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,819,000

2 beds

|

3 baths

|

2,442 sq ft

|

Condo

7 FAIRWAY LN 59, LYNNFIELD, MA, 01940
Northwoods at Sudbury 20 NORTHWOOD DR 303, SUDBURY, MA, 01776, Sudbury, MA 01776
$699,750

1 beds

|

2 baths

|

1,616 sq ft

|

Condo

20 NORTHWOOD DR 303, SUDBURY, MA, 01776
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 4 PETERS FARM WAY 206, WESTBOROUGH, MA, ..., Westborough, MA 01581
$589,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

4 PETERS FARM WAY 206, WESTBOROUGH, MA, ...
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.
Woodcrest Run 635 OLD POST RD 2-209, SHARON, MA, 02067, Sharon, MA 02067
$499,900

2 beds

|

2 baths

|

1,056 sq ft

|

Condo

635 OLD POST RD 2-209, SHARON, MA, 02067
Community: Woodcrest Run
Martins Landing 260 MARTINS LNDG 412, NORTH READING, MA,..., North Reading, MA 01864
$749,000

2 beds

|

2 baths

|

1,485 sq ft

|

Condo

260 MARTINS LNDG 412, NORTH READING, MA,...
Community: Martins Landing
Villages at Weathervane 43 SANDTRAP CIR 43, WEYMOUTH, MA, 02190, Weymouth, MA 02190
$899,900

2 beds

|

2 baths

|

1,795 sq ft

|

Condo

43 SANDTRAP CIR 43, WEYMOUTH, MA, 02190
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Seton Highlands at The Pinehills 17 ABERDEEN 17, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$929,000

3 beds

|

3 baths

|

2,690 sq ft

|

Condo

17 ABERDEEN 17, PLYMOUTH, MA, 02360
North Meadow Village 10 WHITE CEDAR DR 10, MIDDLETON, MA, 019..., Middleton, MA 01949
$984,900

3 beds

|

3 baths

|

2,691 sq ft

|

Condo

10 WHITE CEDAR DR 10, MIDDLETON, MA, 019...
Want to learn more about 55+ rental communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Millwood Preserve 11 BAITING BROOK RD 11, FRAMINGHAM, MA, ..., Framingham, MA 01701
$1,275,000

3 beds

|

3 baths

|

2,559 sq ft

|

Condo

11 BAITING BROOK RD 11, FRAMINGHAM, MA, ...
Community: Millwood Preserve
Pennington Crossing 2301 PENNINGTON DR 2301, WALPOLE, MA, 02..., Walpole, MA 02081
$715,000

2 beds

|

2 baths

|

1,490 sq ft

|

Condo

2301 PENNINGTON DR 2301, WALPOLE, MA, 02...
Community: Pennington Crossing
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.
Oak Point 3705 PHEASANT LN, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$425,000

2 beds

|

2 baths

|

1,736 sq ft

|

Mobile Home

3705 PHEASANT LN, MIDDLEBORO, MA, 02346
Community: Oak Point
Seton Highlands at The Pinehills 73 SETON HIGHLANDS 73, PLYMOUTH, MA, 023..., Plymouth, MA 02360
$825,000

2 beds

|

3 baths

|

3,074 sq ft

|

Condo

73 SETON HIGHLANDS 73, PLYMOUTH, MA, 023...
Wyman Farms 935 MAIN ST 23, SHREWSBURY, MA, 01545, Shrewsbury, MA 01545
$945,000

2 beds

|

3 baths

|

2,435 sq ft

|

Condo

935 MAIN ST 23, SHREWSBURY, MA, 01545
Community: Wyman Farms
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.
Great Island 29 FOX HOLW, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$705,000

2 beds

|

2 baths

|

2,439 sq ft

|

House

29 FOX HOLW, PLYMOUTH, MA, 02360
Community: Great Island
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Martins Landing 320 MARTINS LNDG 207, NORTH READING, MA,..., North Reading, MA 01864
$774,995

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

320 MARTINS LNDG 207, NORTH READING, MA,...
Community: Martins Landing
Martins Landing 220 MARTINS LNDG 309, NORTH READING, MA,..., North Reading, MA 01864
$640,000

2 beds

|

2 baths

|

1,335 sq ft

|

Condo

220 MARTINS LNDG 309, NORTH READING, MA,...
Community: Martins Landing
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
Summer Reach 14 FOUNDERS WAY 14, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$875,000

3 beds

|

3 baths

|

2,181 sq ft

|

Condo

14 FOUNDERS WAY 14, PLYMOUTH, MA, 02360
Community: Summer Reach
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.
The Village at Auburnville 877 AUBURNVILLE WAY M2, WHITMAN, MA, 023..., Whitman, MA 02382
$524,900

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

877 AUBURNVILLE WAY M2, WHITMAN, MA, 023...
Del Webb Chauncy Lake 5 PETERS FARM WAY 312, WESTBOROUGH, MA, ..., Westborough, MA 01581
$724,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY 312, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 5 PETERS FARM WAY 109, WESTBOROUGH, MA, ..., Westborough, MA 01581
$474,995

1 beds

|

1 baths

|

1,030 sq ft

|

Condo

5 PETERS FARM WAY 109, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 4403 PETERS FARM WAY 4403, WESTBOROUGH, ..., Westborough, MA 01581
$415,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

4403 PETERS FARM WAY 4403, WESTBOROUGH, ...
Angell Brook Village 44 ANGELL BROOK DR 44, WEST BOYLSTON, MA..., West Boylston, MA 01583
$479,000

2 beds

|

2 baths

|

1,274 sq ft

|

Condo

44 ANGELL BROOK DR 44, WEST BOYLSTON, MA...
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 Village at Westminster Place 53 TEA PARTY CIR 53, HOLDEN, MA, 01520, Holden, MA 01520
$539,000

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

53 TEA PARTY CIR 53, HOLDEN, MA, 01520
Del Webb Chauncy Lake 12308 PETERS FARM WAY 308, WESTBOROUGH, ..., Westborough, MA 01581
$549,900

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

12308 PETERS FARM WAY 308, WESTBOROUGH, ...
Martins Landing 220 MARTINS LNDG 403, NORTH READING, MA,..., North Reading, MA 01864
$529,900

1 beds

|

1 baths

|

965 sq ft

|

Condo

220 MARTINS LNDG 403, NORTH READING, MA,...
Community: Martins Landing
Martins Landing 280 MARTINS 306, NORTH READING, MA, 0186..., North Reading, MA 01864
$794,999

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

280 MARTINS 306, NORTH READING, MA, 0186...
Community: Martins Landing
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.
Orchard Hill 9 BALDWIN CT 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$645,000

3 beds

|

3 baths

|

2,793 sq ft

|

Condo

9 BALDWIN CT 9, WESTBOROUGH, MA, 01581
Community: Orchard Hill
Want to learn more about 55+ rental communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Regency at Assabet Ridge 13 WILSHIRE WAY 13, MARLBOROUGH, MA, 017..., Marlborough, MA 01752
$689,000

2 beds

|

2 baths

|

1,584 sq ft

|

Condo

13 WILSHIRE WAY 13, MARLBOROUGH, MA, 017...
Cranberry Grove 3 CRANBERRY GROVE WAY C, WAREHAM, MA, 02..., Wareham, MA 02571
$419,900

2 beds

|

2 baths

|

1,350 sq ft

|

Condo

3 CRANBERRY GROVE WAY C, WAREHAM, MA, 02...
Community: Cranberry Grove
Martins Landing 320 MARTINS LNDG 108, NORTH READING, MA,..., North Reading, MA 01864
$536,000

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

320 MARTINS LNDG 108, NORTH READING, MA,...
Community: Martins Landing
Want to learn more about 55+ communities in Middleborough? 55places can help!
Questions? Call us: (857) 567-8727
Martins Landing 250-402 MARTIN'S LNDG 402, NORTH READING..., North Reading, MA 01864
$404,900

1 beds

|

1 baths

|

1,027 sq ft

|

Condo

250-402 MARTIN'S LNDG 402, NORTH READING...
Community: Martins Landing
Del Webb Chauncy Lake 5 PETERS FARM WAY 309, WESTBOROUGH, MA, ..., Westborough, MA 01581
$599,999

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 309, WESTBOROUGH, MA, ...

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