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

80 communities near Middletown

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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

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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

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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

Wakefield Meadows

$700Ks - $800Ks

Wakefield Meadows, Wakefield, RI

Resale Only | 55+ age-restricted | Built 2009 - 2015 | 142 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

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

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

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

Summer Reach

$400Ks - $500Ks

Summer Reach, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2017 - 2020 | 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

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

Orchard Hill

$600Ks - $600Ks

Orchard Hill, Westborough, MA

Resale Only | 55+ age-restricted | Built 2002 - 2010 | 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

Bella Vista

$300Ks - $400Ks

Bella Vista, Glocester, RI

Resale Only | 55+ age-restricted | Built 2015 - 2021 | 70 homes

No reviews yet

Southwinds

$600Ks - $700Ks

Southwinds, South Kingstown, RI

Resale Only | 55+ age-restricted | Built 2005 - 2010 | 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

69 WOLCOTT WOODS LN # 69, MILTON, MA, 02...

Community: Wolcott Woods

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Questions? Call us: (401) 313-4589

Wolcott Woods

$1,495,000

2 beds

3 baths

2,201 sq ft

Condo

61 WOLCOTT WOODS LN # 61, MILTON, MA, 02...

Community: Wolcott Woods

Southport

16 GREY HAWK DR # 16, MASHPEE, MA, 02649, Mashpee, MA 02649

$639,000

2 beds

3 baths

1,767 sq ft

Condo

16 GREY HAWK DR # 16, MASHPEE, MA, 02649

Community: Southport

New Village at Silver Hill

5 PEAKES LN 5, WESTON, MA, 02493, Weston, MA 02493

$2,095,000

3 beds

5 baths

3,161 sq ft

Condo

5 PEAKES LN 5, WESTON, MA, 02493

Community: Village at Silver Hill

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

Great Island

21 CROSS WIND, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$749,900

3 beds

3 baths

2,805 sq ft

House

21 CROSS WIND, PLYMOUTH, MA, 02360

Community: Great Island

Orchard Hill

5 BLOSSOM CT # 5, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$690,000

3 beds

4 baths

3,373 sq ft

Condo

5 BLOSSOM CT # 5, WESTBOROUGH, MA, 01581

Community: Orchard Hill

Southport

14 SANDVIEW TER # 14, MASHPEE, MA, 02649, Mashpee, MA 02649

$425,000

2 beds

2 baths

1,338 sq ft

Condo

14 SANDVIEW TER # 14, MASHPEE, MA, 02649

Community: Southport

New Pennington Crossing

2213 PENNINGTON DR # 2213, WALPOLE, MA, ..., Walpole, MA 02081

$662,999

2 beds

2 baths

1,490 sq ft

Condo

2213 PENNINGTON DR # 2213, WALPOLE, MA, ...

Community: Pennington Crossing

Woodstone Crossing

130 TROTTER RD 1309, WEYMOUTH, MA, 02190, Weymouth, MA 02190

$499,900

2 beds

2 baths

1,325 sq ft

Condo

130 TROTTER RD 1309, WEYMOUTH, MA, 02190

Community: Woodstone Crossing

New 30 Coppersmith

30 COPPERSMITH WAY # 104, CANTON, MA, 02..., Canton, MA 02021

$467,995

1 beds

1 baths

1,027 sq ft

Condo

30 COPPERSMITH WAY # 104, CANTON, MA, 02...

Community: 30 Coppersmith

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (401) 313-4589

Southport

1 UPLAND CIR # 1, MASHPEE, MA, 02649, Mashpee, MA 02649

$489,000

2 beds

2 baths

1,333 sq ft

Condo

1 UPLAND CIR # 1, MASHPEE, MA, 02649

Community: Southport

Regency at Glen Ellen

20 JAMESON DR # 20, MILLIS, MA, 02054, Millis, MA 02054

$1,325,000

3 beds

3 baths

2,581 sq ft

Condo

20 JAMESON DR # 20, MILLIS, MA, 02054

Community: Regency at Glen Ellen

Great Island

22 COTTAGE CV, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$759,000

3 beds

3 baths

2,074 sq ft

House

22 COTTAGE CV, PLYMOUTH, MA, 02360

Community: Great Island

The Village at Westminster Place

8 INDIAN CIR # 8, HOLDEN, MA, 01520, Holden, MA 01520

$614,500

3 beds

3 baths

1,998 sq ft

House

8 INDIAN CIR # 8, HOLDEN, MA, 01520

Community: The Village at Westminster Place

Southport

181 LEISURE GREEN DR, MASHPEE, MA, 02649, Mashpee, MA 02649

$485,000

2 beds

2 baths

1,338 sq ft

House

181 LEISURE GREEN DR, MASHPEE, MA, 02649

Community: Southport

Great Island

31 FOX HOLW, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$719,000

3 beds

3 baths

2,074 sq ft

House

31 FOX HOLW, PLYMOUTH, MA, 02360

Community: Great Island

Southport

116 GREY HAWK DR # 116, MASHPEE, MA, 026..., Mashpee, MA 02649

$657,000

2 beds

2 baths

1,864 sq ft

Condo

116 GREY HAWK DR # 116, MASHPEE, MA, 026...

Community: Southport

Sawyer's Reach

2 MARINERS WAY UNIT 306, PLYMOUTH, MA, 0..., Plymouth, MA 02360

$650,000

2 beds

2 baths

1,368 sq ft

Condo

2 MARINERS WAY UNIT 306, PLYMOUTH, MA, 0...

Community: Sawyer's Reach

Southport

20 TWIN OAKS DR # 20, MASHPEE, MA, 02649, Mashpee, MA 02649

$535,000

2 beds

2 baths

1,491 sq ft

Condo

20 TWIN OAKS DR # 20, MASHPEE, MA, 02649

Community: Southport

30 Coppersmith

$610,995

2 beds

2 baths

1,579 sq ft

Condo

30 COPPERSMITH WAY # 107, CANTON, MA, 02...

Community: 30 Coppersmith

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (401) 313-4589

Great Island

12 WEATHERVANE, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$769,000

2 beds

2 baths

2,056 sq ft

House

12 WEATHERVANE, PLYMOUTH, MA, 02360

Community: Great Island

Del Webb Chauncy Lake

5 PETERS FARM WAY # 101, WESTBOROUGH, MA..., Westborough, MA 01581

$611,995

2 beds

2 baths

1,496 sq ft

Condo

5 PETERS FARM WAY # 101, WESTBOROUGH, MA...

Community: Del Webb Chauncy Lake

Brierly Pond Village

32 HORNE WAY # 32, MILLBURY, MA, 01527, Millbury, MA 01527

$459,500

2 beds

2 baths

1,420 sq ft

Condo

32 HORNE WAY # 32, MILLBURY, MA, 01527

Community: Brierly Pond Village

Del Webb Chauncy Lake

3112 PETERS FARM WAY # 112, WESTBOROUGH,..., Westborough, MA 01581

$409,900

1 beds

1 baths

1,021 sq ft

Condo

3112 PETERS FARM WAY # 112, WESTBOROUGH,...

Community: Del Webb Chauncy Lake

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

Southport

15 PEBBLE BEACH AVE # 2005-103, MASHPEE,..., Mashpee, MA 02649

$559,000

2 beds

3 baths

1,685 sq ft

Condo

15 PEBBLE BEACH AVE # 2005-103, MASHPEE,...

Community: Southport

Oak Point

1901 PHEASANT LN, MIDDLEBORO, MA, 02346, Middleboro, MA 02346

$419,900

2 beds

2 baths

1,736 sq ft

House

1901 PHEASANT LN, MIDDLEBORO, MA, 02346

Community: Oak Point

Del Webb Chauncy Lake

3102 PETERS FARM WAY # 102, WESTBOROUGH,..., Westborough, MA 01581

$375,000

1 beds

1 baths

956 sq ft

Condo

3102 PETERS FARM WAY # 102, WESTBOROUGH,...

Community: Del Webb Chauncy Lake

The Trails

4 WATERVILLE LN # 4, HOPKINTON, MA, 0174..., Hopkinton, MA 01748

$1,049,000

2 beds

3 baths

2,510 sq ft

Condo

4 WATERVILLE LN # 4, HOPKINTON, MA, 0174...

Community: The Trails

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

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (401) 313-4589

Brooksmont

$729,900

2 beds

2 baths

2,431 sq ft

Condo

95 BROOKSMONT DR # 26, HOLLISTON, MA, 01...

Community: Brooksmont

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

Community: The Village at Westminster Place

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...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

11101 PETERS FARM WAY # 101, WESTBOROUGH..., Westborough, MA 01581

$619,000

2 beds

2 baths

1,469 sq ft

Condo

11101 PETERS FARM WAY # 101, WESTBOROUGH...

Community: Del Webb Chauncy Lake

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

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Frequently Asked Questions

What size 55+ communities are there in Middletown?

In Middletown, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Middletown?

The smallest 55+ communities in Middletown has 36 homes, the largest has 60 homes, and the average communities consists of 48 homes.

Are there gated 55+ communities in Middletown?

Yes, there is gated 55+ communities in Middletown. Approximately 50.0% of 55+ communities in the area are gated. For instance, Bay Ridge is a gated communities with 60 homes.

Want more information about active adult communities around Middletown?

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80 communities near Middletown

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

80 communities near Middletown

111 homes near Middletown

1 beds

1 baths

1,027 sq ft

Condo

2 beds

2 baths

1,425 sq ft

Condo

2 beds

2 baths

1,606 sq ft

Condo

2 beds

3 baths

2,283 sq ft

Condo

2 beds

3 baths

3,599 sq ft

Condo

2 beds

3 baths

2,201 sq ft

Condo

2 beds

3 baths

1,767 sq ft

Condo

3 beds

5 baths

3,161 sq ft

Condo

2 beds

2 baths

1,338 sq ft

Condo

3 beds

3 baths

2,805 sq ft

House

3 beds

4 baths

3,373 sq ft

Condo

2 beds

2 baths

1,338 sq ft

Condo

2 beds

2 baths

1,490 sq ft

Condo

2 beds

2 baths

1,325 sq ft

Condo

1 beds

1 baths

1,027 sq ft

Condo

2 beds

2 baths

1,333 sq ft

Condo

3 beds

3 baths

2,581 sq ft

Condo

3 beds

3 baths

2,074 sq ft

House

3 beds

3 baths

1,998 sq ft

House

2 beds