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

114 homes near Middletown

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No reviews yet Bay Ridge
$600Ks - $800Ks
Bay Ridge, Middletown, RI
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 60 homes
No reviews yet Bailey Brook
$600Ks - $700Ks
Bailey Brook, Middletown, RI
Resale Only | 55+ age-restricted | Built 2018 - 2024 | 36 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
No reviews yet Southport
$400Ks - $700Ks
Southport, Mashpee, MA
New and Resale | 55+ age-restricted | Built 1989 - present | 730 homes
No reviews yet Del Webb Chauncy Lake
$300Ks - $800Ks
Del Webb Chauncy Lake, Westborough, MA
New Construction | 55+ age-restricted | Built 2018 - present | 700 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
No reviews yet Great Island
$700Ks - $1Ms
Great Island, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 homes
No reviews yet Regency at Glen Ellen
$800Ks - $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
No reviews yet 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
No reviews yet Sawyer's Reach
$600Ks - $600Ks
Sawyer's Reach, Plymouth, MA
New and Resale | 55+ age-restricted | Built 2017 - present | 224 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.
No reviews yet Woodstone Crossing
$500Ks - $500Ks
Woodstone Crossing, Weymouth, MA
Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes
No reviews yet Brierly Pond Village
$400Ks - $400Ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
No reviews yet Pennington Crossing
$500Ks - $500Ks
Pennington Crossing, Walpole, MA
New Construction | 55+ age-restricted | Built 2018 - present | 172 homes
No reviews yet The Trails
$900Ks - $1Ms
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 homes
No reviews yet Red Mill Village
$500Ks - $800Ks
Red Mill Village, Norton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2014 | 156 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
No reviews yet Villages at Weathervane
$800Ks - $1Ms
Villages at Weathervane, Weymouth, MA
Resale Only | 55+ age-restricted | Built 2003 - 2010 | 149 homes
No reviews yet Harmony Place
$400Ks - $500Ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
No reviews yet Wakefield Meadows
$700Ks - $800Ks
Wakefield Meadows, Wakefield, RI
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 142 homes
No reviews yet The Preserve at Hunters H...
$600Ks - $800Ks
The Preserve at Hunters H..., Dighton, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 140 homes
No reviews yet Upton Ridge
$600Ks - $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.
No reviews yet WestRidge
$700Ks - $1Ms
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes
No reviews yet Angell Brook Village
$400Ks - $400Ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
No reviews yet Millwood Preserve
$1Ms - $1Ms
Millwood Preserve, Framingham, MA
New Construction | 55+ age-restricted | Built 2020 - present | 129 homes
No reviews yet The Village at Westminste...
$400Ks - $600Ks
The Village at Westminste..., Holden, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes
No reviews yet Stonebridge Commons
$600Ks - $700Ks
Stonebridge Commons, Hanson, MA
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 121 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
No reviews yet Seton Highlands at The Pi...
$700Ks - $900Ks
Seton Highlands at The Pi..., Plymouth, MA
New and Resale | 55+ age-restricted | Built 2008 - present | 120 homes
No reviews yet Summer Reach
$400Ks - $500Ks
Summer Reach, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 114 homes
No reviews yet The Village at Orchard Me...
$400Ks - $500Ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes
No reviews yet New England Commons
$400Ks - $400Ks
New England Commons, Webster, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 100 homes
No reviews yet Orchard Hill
$600Ks - $600Ks
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.
No reviews yet The Villages at Walker Me...
$600Ks - $600Ks
The Villages at Walker Me..., Westborough, MA
Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes
No reviews yet Bates Quarry
Bates Quarry, Walpole, MA
New Construction | 55+ age-restricted | Built 2025 - present | 100 homes
No reviews yet The Lanterns at Warren Wo...
$500Ks - $700Ks
The Lanterns at Warren Wo..., Ashland, MA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 93 homes
No reviews yet The Village at Auburnvill...
$300Ks - $400Ks
The Village at Auburnvill..., Whitman, MA
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 homes
No reviews yet The Seasons at Salisbury
$600Ks - $600Ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
No reviews yet The Villages at Crane Mea...
$400Ks - $400Ks
The Villages at Crane Mea..., Marlborough, MA
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes
No reviews yet Adams Farm
$800Ks - $900Ks
Adams Farm, Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes
No reviews yet Southwinds
$600Ks - $700Ks
Southwinds, South Kingstown, RI
Resale Only | 55+ age-restricted | Built 2005 - 2010 | 70 homes
No reviews yet Bella Vista
$300Ks - $400Ks
Bella Vista, Glocester, RI
Resale Only | 55+ age-restricted | Built 2015 - 2021 | 70 homes
No reviews yet Regency at Assabet Ridge
$500Ks - $600Ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
1...2
Great Island 4 MILLERS JOIST, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$749,000

3 beds

|

3 baths

|

2,573 sq ft

|

House

4 MILLERS JOIST, PLYMOUTH, MA, 02360
Community: Great Island
Del Webb Chauncy Lake 11302 PETERS FARM WAY # 11302, WESTBOROU..., Westborough, MA 01581
$359,995

1 beds

|

1 baths

|

956 sq ft

|

Condo

11302 PETERS FARM WAY # 11302, WESTBOROU...
The Village at Westminster Place 27 TEA PARTY CIR # 27, HOLDEN, MA, 01520, Holden, MA 01520
$599,900

3 beds

|

3 baths

|

1,895 sq ft

|

Condo

27 TEA PARTY CIR # 27, HOLDEN, MA, 01520
Great Island 74 CHAMPLAIN CIR, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$745,000

3 beds

|

3 baths

|

2,580 sq ft

|

House

74 CHAMPLAIN CIR, PLYMOUTH, MA, 02360
Community: Great Island
Great Island 45 WHITE TRELLIS, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$749,000

3 beds

|

3 baths

|

2,899 sq ft

|

House

45 WHITE TRELLIS, PLYMOUTH, MA, 02360
Community: Great Island
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Del Webb Chauncy Lake 3103 PETERS FARM WAY # 3103, WESTBOROUGH..., Westborough, MA 01581
$386,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

3103 PETERS FARM WAY # 3103, WESTBOROUGH...
Kensington at The Pinehills 18 BIRMINGHAM, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$825,000

3 beds

|

3 baths

|

2,369 sq ft

|

House

18 BIRMINGHAM, PLYMOUTH, MA, 02360
Villages at Weathervane 18 BEN HOGAN LNDG # 18, WEYMOUTH, MA, 02..., Weymouth, MA 02190
$1,400,000

2 beds

|

4 baths

|

2,956 sq ft

|

Condo

18 BEN HOGAN LNDG # 18, WEYMOUTH, MA, 02...
Seton Highlands at The Pinehills 18 INVERNESS LN # 18, PLYMOUTH, MA, 0236..., Plymouth, MA 02360
$875,000

3 beds

|

4 baths

|

3,782 sq ft

|

Condo

18 INVERNESS LN # 18, PLYMOUTH, MA, 0236...
WestRidge 3 TOWNSEND RD # 3, HUDSON, MA, 01749, Hudson, MA 01749
$650,000

2 beds

|

3 baths

|

1,928 sq ft

|

Condo

3 TOWNSEND RD # 3, HUDSON, MA, 01749
Community: WestRidge
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 Glen Ellen 27 RICHARDSON DR # 27, MILLIS, MA, 02054, Millis, MA 02054
$974,900

2 beds

|

3 baths

|

2,485 sq ft

|

Condo

27 RICHARDSON DR # 27, MILLIS, MA, 02054
Southport 2 PGA LN # 2, MASHPEE, MA, 02649, Mashpee, MA 02649
$539,000

2 beds

|

3 baths

|

1,685 sq ft

|

Condo

2 PGA LN # 2, MASHPEE, MA, 02649
Community: Southport
Great Island 27 CROSS WIND, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$750,000

3 beds

|

3 baths

|

3,180 sq ft

|

House

27 CROSS WIND, PLYMOUTH, MA, 02360
Community: Great Island
Sawyer's Reach 45 PLAZA WAY UNIT 406, PLYMOUTH, MA, 023..., Plymouth, MA 02360
$600,000

2 beds

|

2 baths

|

1,368 sq ft

|

Condo

45 PLAZA WAY UNIT 406, PLYMOUTH, MA, 023...
Community: Sawyer's Reach
Seton Highlands at The Pinehills 9 ABERDEEN # 9, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$799,000

2 beds

|

4 baths

|

2,987 sq ft

|

Condo

9 ABERDEEN # 9, PLYMOUTH, MA, 02360
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Southport 17 CHADWICK CT # 17, MASHPEE, MA, 02649, Mashpee, MA 02649
$615,000

2 beds

|

2 baths

|

2,325 sq ft

|

Condo

17 CHADWICK CT # 17, MASHPEE, MA, 02649
Community: Southport
Great Island 24 WEBSTER REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$739,000

3 beds

|

3 baths

|

2,782 sq ft

|

House

24 WEBSTER REACH, PLYMOUTH, MA, 02360
Community: Great Island
Del Webb Chauncy Lake 12302 PETERS FARM WAY # 302, WESTBOROUGH..., Westborough, MA 01581
$379,999

1 beds

|

1 baths

|

956 sq ft

|

Condo

12302 PETERS FARM WAY # 302, WESTBOROUGH...
Southport 80 PINE HILL BLVD # 80, MASHPEE, MA, 026..., Mashpee, MA 02649
$599,000

2 beds

|

3 baths

|

2,208 sq ft

|

Condo

80 PINE HILL BLVD # 80, MASHPEE, MA, 026...
Community: Southport
The Preserve at Hunters Hill 3064 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$649,900

3 beds

|

3 baths

|

1,928 sq ft

|

House

3064 CLUB HOUSE DR, DIGHTON, MA, 02715
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 3075 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715
$749,999

3 beds

|

2 baths

|

2,151 sq ft

|

House

3075 CLUB HOUSE DR, DIGHTON, MA, 02715
Brooksmont 104 BROOKSMONT DR # 104, HOLLISTON, MA, ..., Holliston, MA 01746
$639,000

2 beds

|

2 baths

|

1,516 sq ft

|

Condo

104 BROOKSMONT DR # 104, HOLLISTON, MA, ...
Community: Brooksmont
Del Webb Chauncy Lake 2 CODMAN WAY 5401, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$749,995

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

2 CODMAN WAY 5401, WESTBOROUGH, MA, 0158...
Del Webb Chauncy Lake 2 CODMAN WAY 408, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$639,999

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

2 CODMAN WAY 408, WESTBOROUGH, MA, 01581
Del Webb Chauncy Lake 5 PETERS FARM WAY # 205, WESTBOROUGH, MA..., Westborough, MA 01581
$545,995

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5 PETERS FARM WAY # 205, WESTBOROUGH, MA...
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Southport 12 KETTLE LN # 31, MASHPEE, MA, 02649, Mashpee, MA 02649
$495,000

2 beds

|

2 baths

|

1,606 sq ft

|

Condo

12 KETTLE LN # 31, MASHPEE, MA, 02649
Community: Southport
Southport 72 GREY HAWK DR # 670, MASHPEE, MA, 0264..., Mashpee, MA 02649
$659,000

2 beds

|

3 baths

|

2,283 sq ft

|

Condo

72 GREY HAWK DR # 670, MASHPEE, MA, 0264...
Community: Southport
Orchard Hill 9 BALDWIN CT # 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$650,000

3 beds

|

3 baths

|

2,793 sq ft

|

Condo

9 BALDWIN CT # 9, WESTBOROUGH, MA, 01581
Community: Orchard Hill
Spring Meadow 116 SPRING MEADOW LN # 116, HANOVER, MA,..., Hanover, MA 02339
$724,900

2 beds

|

3 baths

|

2,417 sq ft

|

Condo

116 SPRING MEADOW LN # 116, HANOVER, MA,...
Community: Spring Meadow
Seton Highlands at The Pinehills 105 SETON HIGHLANDS # 105, PLYMOUTH, MA,..., Plymouth, MA 02360
$859,999

2 beds

|

3 baths

|

2,186 sq ft

|

Condo

105 SETON HIGHLANDS # 105, PLYMOUTH, 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 3049 CLUBHOUSE DR 77, DIGHTON, MA, 02715, Dighton, MA 02715
$803,000

2 beds

|

2 baths

|

2,024 sq ft

|

House

3049 CLUBHOUSE DR 77, DIGHTON, MA, 02715
Southport 18 EXECUTIVE DR, MASHPEE, MA, 02649, Mashpee, MA 02649
$495,000

2 beds

|

2 baths

|

1,338 sq ft

|

House

18 EXECUTIVE DR, MASHPEE, MA, 02649
Community: Southport
Regency at Glen Ellen 1 JAMESON DR # 1, MILLIS, MA, 02054, Millis, MA 02054
$1,170,000

2 beds

|

2 baths

|

1,875 sq ft

|

Condo

1 JAMESON DR # 1, MILLIS, MA, 02054
Seton Highlands at The Pinehills 17 ABERDEEN # 17, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$975,000

3 beds

|

3 baths

|

2,690 sq ft

|

Condo

17 ABERDEEN # 17, PLYMOUTH, MA, 02360
The Villages at Walker Meadow 9 SHAKER WAY # 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$750,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

9 SHAKER WAY # 9, WESTBOROUGH, MA, 01581
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Del Webb Chauncy Lake 12208 PETERS FARM WAY # 12208, WESTBOROU..., Westborough, MA 01581
$439,000

1 beds

|

1 baths

|

1,021 sq ft

|

Condo

12208 PETERS FARM WAY # 12208, WESTBOROU...
Southport 8 CHIPPERS LN # 390, MASHPEE, MA, 02649, Mashpee, MA 02649
$595,000

2 beds

|

3 baths

|

2,527 sq ft

|

Condo

8 CHIPPERS LN # 390, MASHPEE, MA, 02649
Community: Southport
Great Island 39 WOODSONG, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$1,050,000

2 beds

|

3 baths

|

3,316 sq ft

|

House

39 WOODSONG, PLYMOUTH, MA, 02360
Community: Great Island
Regency at Glen Ellen 6 GLEN ELLEN BLVD # 6, MILLIS, MA, 02054, Millis, MA 02054
$1,050,000

3 beds

|

3 baths

|

2,656 sq ft

|

Condo

6 GLEN ELLEN BLVD # 6, MILLIS, MA, 02054
Wolcott Woods 69 WOLCOTT WOODS LN # 69, MILTON, MA, 02..., Milton, MA 02186
$2,199,900

2 beds

|

3 baths

|

3,599 sq ft

|

Condo

69 WOLCOTT WOODS LN # 69, MILTON, MA, 02...
Community: Wolcott Woods
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114 homes near Middletown
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