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

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

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

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

Questions? Call us: (401) 313-4589

Great Island

$600Ks - $800Ks

Great Island, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 homes

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

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

Sawyer's Reach

$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.

Woodstone Crossing

$400Ks

Woodstone Crossing, Weymouth, MA

Resale Only | Age-targeted | Built 2015 - 2019 | 200 homes

Brierly Pond Village

$400Ks

Brierly Pond Village, Millbury, MA

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes

Pennington Crossing

$500Ks

Pennington Crossing, Walpole, MA

New Construction | 55+ age-restricted | Built 2018 - present | 172 homes

The Trails

$800Ks - $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

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

Questions? Call us: (401) 313-4589

Villages at Weathervane

$800Ks - $1Ms

Villages at Weathervane, Weymouth, MA

Resale Only | 55+ age-restricted | Built 2003 - 2010 | 149 homes

Harmony Place

$400Ks - $500Ks

Harmony Place, Rutland, MA

New Construction | 55+ age-restricted | Built 2023 - present | 142 homes

Wakefield Meadows

$700Ks - $800Ks

Wakefield Meadows, Wakefield, RI

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

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

Upton Ridge

$600Ks

Upton Ridge, Upton, MA

New Construction | 55+ age-restricted | Built 2019 - present | 139 homes

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 Village at Westminste...

$500Ks - $600Ks

The Village at Westminste..., Holden, MA

New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes

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

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

Summer Reach

$400Ks - $500Ks

Summer Reach, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2017 - 2020 | 114 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

New England Commons

$400Ks

New England Commons, Webster, MA

New and Resale | 55+ age-restricted | Built 2005 - present | 100 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

Orchard Hill

$600Ks

Orchard Hill, Westborough, MA

Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes

Bates Quarry

Bates Quarry, Walpole, MA

New Construction | 55+ age-restricted | Built 2025 - present | 100 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

The Village at Auburnvill...

$300Ks - $400Ks

The Village at Auburnvill..., Whitman, MA

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 homes

The Seasons at Salisbury

$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

The Villages at Crane Mea...

$400Ks

The Villages at Crane Mea..., Marlborough, MA

Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes

Adams Farm

$800Ks - $900Ks

Adams Farm, Shrewsbury, MA

Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes

Southwinds

$600Ks - $700Ks

Southwinds, South Kingstown, RI

Resale Only | 55+ age-restricted | Built 2005 - 2010 | 70 homes

Bella Vista

$300Ks - $400Ks

Bella Vista, Glocester, RI

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

Regency at Assabet Ridge

$500Ks - $600Ks

Regency at Assabet Ridge, Marlborough, MA

Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes

2602 GREEN ST, MIDDLEBORO, MA, 02346

Community: Oak Point

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

Questions? Call us: (401) 313-4589

New The Villages at Crane Meadow

11 WHISPERING BROOK RD # 55, MARLBOROUGH..., Marlborough, MA 01752

$569,900

2 beds

3 baths

1,830 sq ft

Condo

11 WHISPERING BROOK RD # 55, MARLBOROUGH...

Community: The Villages at Crane Meadow

New Brierly Pond Village

23 HORNE WAY # 23, MILLBURY, MA, 01527, Millbury, MA 01527

$429,900

2 beds

3 baths

1,794 sq ft

Condo

23 HORNE WAY # 23, MILLBURY, MA, 01527

Community: Brierly Pond Village

New The Pines at Hathaway Pond

9 HATHAWAY POND CIR # 9, ROCHESTER, MA, ..., Rochester, MA 02770

$739,900

2 beds

3 baths

3,367 sq ft

Condo

9 HATHAWAY POND CIR # 9, ROCHESTER, MA, ...

Community: The Pines at Hathaway Pond

New Del Webb Chauncy Lake

5 PETERS FARM WAY # 212, WESTBOROUGH, MA..., Westborough, MA 01581

$512,995

1 beds

1 baths

1,058 sq ft

Condo

5 PETERS FARM WAY # 212, WESTBOROUGH, MA...

Community: Del Webb Chauncy Lake

The Trails

13 BIRKDALE LN # 13, HOPKINTON, MA, 0174..., Hopkinton, MA 01748

$879,000

2 beds

3 baths

2,277 sq ft

Condo

13 BIRKDALE LN # 13, HOPKINTON, MA, 0174...

Community: The Trails

Brierly Pond Village

92 HORNE WAY # 92, MILLBURY, MA, 01527, Millbury, MA 01527

$475,000

2 beds

2 baths

1,420 sq ft

Condo

92 HORNE WAY # 92, MILLBURY, MA, 01527

Community: Brierly Pond Village

New Center Commons

29 LIBERTY DR # 29, PEMBROKE, MA, 02359, Pembroke, MA 02359

$629,900

2 beds

3 baths

1,966 sq ft

Condo

29 LIBERTY DR # 29, PEMBROKE, MA, 02359

Community: Center Commons

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

Community: Regency at Glen Ellen

Southport

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

$499,000

2 beds

2 baths

1,333 sq ft

Condo

1 UPLAND CIR # 1, MASHPEE, MA, 02649

Community: Southport

New Del Webb Chauncy Lake

2 CODMAN WAY 302, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$389,999

1 beds

1 baths

972 sq ft

Condo

2 CODMAN WAY 302, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

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

Questions? Call us: (401) 313-4589

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

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

30 Coppersmith

50 COPPERSMITH WAY UNIT 211, CANTON, MA,..., Canton, MA 02021

$949,000

2 beds

2 baths

1,831 sq ft

Condo

50 COPPERSMITH WAY UNIT 211, CANTON, MA,...

Community: 30 Coppersmith

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

New Great Island

19 RED LEAF, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$765,000

2 beds

2 baths

1,534 sq ft

House

19 RED LEAF, PLYMOUTH, MA, 02360

Community: Great Island

Great Island

25 FOX HOLW, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$699,000

2 beds

2 baths

1,529 sq ft

House

25 FOX HOLW, PLYMOUTH, MA, 02360

Community: Great Island

New Del Webb Chauncy Lake

5 PETERS FARM WAY # 105, WESTBOROUGH, MA..., Westborough, MA 01581

$409,999

1 beds

1 baths

958 sq ft

Condo

5 PETERS FARM WAY # 105, WESTBOROUGH, MA...

Community: Del Webb Chauncy Lake

New Del Webb Chauncy Lake

5 PETERS FARM WAY # 106, WESTBOROUGH, MA..., Westborough, MA 01581

$649,995

2 beds

2 baths

1,496 sq ft

Condo

5 PETERS FARM WAY # 106, WESTBOROUGH, MA...

Community: Del Webb Chauncy Lake

Brooksmont

$709,000

2 beds

3 baths

2,160 sq ft

Condo

133 BROOKSMONT DR # 43, HOLLISTON, MA, 0...

Community: Brooksmont

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,...

House

3035 CLUBHOUSE DR, DIGHTON, MA, 02715

Condo

17 CHADWICK CT # 17, MASHPEE, MA, 02649

Community: Southport

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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

98 homes near Middletown

2 beds

2 baths

1,338 sq ft

Condo

2 beds

4 baths

2,455 sq ft

Condo

2 beds

3 baths

3,599 sq ft

Condo

2 beds

2 baths

1,338 sq ft

Condo

2 beds

2 baths

1,680 sq ft

House

2 beds

3 baths

1,830 sq ft

Condo

2 beds

3 baths

1,794 sq ft

Condo

2 beds

3 baths

3,367 sq ft

Condo

1 beds

1 baths

1,058 sq ft

Condo

2 beds

3 baths

2,277 sq ft

Condo

2 beds

2 baths

1,420 sq ft

Condo

2 beds

3 baths

1,966 sq ft

Condo

2 beds

3 baths

2,485 sq ft

Condo

2 beds

2 baths

1,333 sq ft

Condo

1 beds

1 baths

972 sq ft

Condo

1 beds

1 baths

956 sq ft

Condo

3 beds

3 baths

2,782 sq ft

House

2 beds

2 baths

1,831 sq ft

Condo

3 beds

3 baths

2,074 sq ft

House

2 beds