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

80 homes 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

$700Ks - $800Ks

Great Island, Plymouth, MA

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

Regency at Glen Ellen

$700Ks - $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

$500Ks - $800Ks

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...

$800Ks - $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

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

New England Commons

$400Ks

New England Commons, Webster, MA

New and Resale | 55+ age-restricted | Built 2005 - present | 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 Villages at Crane Mea...

$400Ks

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

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

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

Questions? Call us: (401) 313-4589

The Seasons at Salisbury

$600Ks

The Seasons at Salisbury, Holden, MA

Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes

Adams Farm

$800Ks - $900Ks

Adams Farm, Shrewsbury, MA

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

Bella Vista

$300Ks - $400Ks

Bella Vista, Glocester, RI

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

Southwinds

$600Ks - $700Ks

Southwinds, South Kingstown, RI

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

Regency at Assabet Ridge

$500Ks - $600Ks

Regency at Assabet Ridge, Marlborough, MA

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

5 BLOSSOM CT # 5, WESTBOROUGH, MA, 01581

Community: Orchard Hill

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Questions? Call us: (401) 313-4589

Brierly Pond Village

192 HORNE WAY # 192, MILLBURY, MA, 01527, Millbury, MA 01527

$475,000

2 beds

3 baths

1,746 sq ft

Condo

192 HORNE WAY # 192, MILLBURY, MA, 01527

Community: Brierly Pond Village

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

Community: Seton Highlands at The Pinehills

Southport

22 GREY HAWK DR # 22, MASHPEE, MA, 02649, Mashpee, MA 02649

$599,000

2 beds

2 baths

1,491 sq ft

Condo

22 GREY HAWK DR # 22, MASHPEE, MA, 02649

Community: Southport

Southport

72 GREY HAWK DR # 670, MASHPEE, MA, 0264..., Mashpee, MA 02649

$649,000

2 beds

3 baths

2,283 sq ft

Condo

72 GREY HAWK DR # 670, MASHPEE, MA, 0264...

Community: Southport

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

Del Webb Chauncy Lake

2 TALBOT WAY 2103, WESTBOROUGH, MA, 0158..., Westborough, MA 01581

$399,000

1 beds

1 baths

956 sq ft

Condo

2 TALBOT WAY 2103, WESTBOROUGH, MA, 0158...

Community: Del Webb Chauncy Lake

Harmony Place

4 FIDELITY DR # 2, RUTLAND, MA, 01543, Rutland, MA 01543

$498,000

2 beds

2 baths

1,582 sq ft

Condo

4 FIDELITY DR # 2, RUTLAND, MA, 01543

Community: Harmony Place

Sawyer's Reach

51 MARINERS WAY # 51, PLYMOUTH, MA, 0236..., Plymouth, MA 02360

$850,000

2 beds

3 baths

1,871 sq ft

Condo

51 MARINERS WAY # 51, PLYMOUTH, MA, 0236...

Community: Sawyer's Reach

Seton Highlands at The Pinehills

17 ABERDEEN # 17, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$949,000

3 beds

3 baths

2,690 sq ft

Condo

17 ABERDEEN # 17, PLYMOUTH, MA, 02360

Community: Seton Highlands at The Pinehills

Great Island

16 REBECCAS LNDG # 16, PLYMOUTH, MA, 023..., Plymouth, MA 02360

$799,000

2 beds

2 baths

1,814 sq ft

Condo

16 REBECCAS LNDG # 16, PLYMOUTH, MA, 023...

Community: Great Island

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

Questions? Call us: (401) 313-4589

30 Coppersmith

$715,995

2 beds

2 baths

1,582 sq ft

Condo

30 COPPERSMITH WAY # 301, CANTON, MA, 02...

Community: 30 Coppersmith

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

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

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

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

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

Del Webb Chauncy Lake

2 CODMAN WAY 411, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$599,999

2 beds

2 baths

1,375 sq ft

Condo

2 CODMAN WAY 411, WESTBOROUGH, MA, 01581

Community: Del Webb Chauncy Lake

The Preserve at Hunters Hill

3051 CLUBHOUSE DR 78, DIGHTON, MA, 02715, Dighton, MA 02715

$829,225

2 beds

2 baths

2,266 sq ft

House

3051 CLUBHOUSE DR 78, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

Southport

44 TWIN OAKS DR # 44, MASHPEE, MA, 02649, Mashpee, MA 02649

$519,000

2 beds

2 baths

1,659 sq ft

Condo

44 TWIN OAKS DR # 44, MASHPEE, MA, 02649

Community: Southport

The Villages at Walker Meadow

3 DOVER WAY # 3, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$620,000

2 beds

2 baths

1,874 sq ft

Condo

3 DOVER WAY # 3, WESTBOROUGH, MA, 01581

Community: The Villages at Walker Meadow

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

Questions? Call us: (401) 313-4589

Southport

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

$529,000

2 beds

2 baths

1,491 sq ft

Condo

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

Community: Southport

Southport

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

$549,000

2 beds

3 baths

1,685 sq ft

Condo

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

Community: Southport

Oak Point

2602 PHEASANT LN, MIDDLEBORO, MA, 02346, Middleboro, MA 02346

$450,000

3 beds

2 baths

1,802 sq ft

House

2602 PHEASANT LN, MIDDLEBORO, MA, 02346

Community: Oak Point

Great Island

14 PICKET FENCE, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$825,000

3 beds

3 baths

2,555 sq ft

House

14 PICKET FENCE, PLYMOUTH, MA, 02360

Community: Great Island

30 Coppersmith

$581,995

2 beds

2 baths

1,425 sq ft

Condo

30 COPPERSMITH WAY # 409, CANTON, MA, 02...

Community: 30 Coppersmith

30 Coppersmith

$483,995

1 beds

1 baths

1,027 sq ft

Condo

30 COPPERSMITH WAY # 204, CANTON, MA, 02...

Community: 30 Coppersmith

Millwood Preserve

9 HAWK LN # 28, FRAMINGHAM, MA, 01701, Framingham, MA 01701

$1,175,000

2 beds

3 baths

2,306 sq ft

Condo

9 HAWK LN # 28, FRAMINGHAM, MA, 01701

Community: Millwood Preserve

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,...

Community: Seton Highlands at The Pinehills

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

Regency at Glen Ellen

3 JAMESON DR # 3, MILLIS, MA, 02054, Millis, MA 02054

$1,100,000

2 beds

3 baths

1,832 sq ft

Condo

3 JAMESON DR # 3, MILLIS, MA, 02054

Community: Regency at Glen Ellen

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

Questions? Call us: (401) 313-4589

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

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...

Community: Del Webb Chauncy Lake

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

Millwood Preserve

18 EAGLE LN # 21, FRAMINGHAM, MA, 01701, Framingham, MA 01701

$1,249,900

2 beds

3 baths

2,454 sq ft

Condo

18 EAGLE LN # 21, FRAMINGHAM, MA, 01701

Community: Millwood Preserve

The Preserve at Hunters Hill

3035 CLUBHOUSE DR 8, DIGHTON, MA, 02715, Dighton, MA 02715

$779,900

2 beds

2 baths

2,216 sq ft

House

3035 CLUBHOUSE DR 8, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

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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 homes near Middletown

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

80 communities near Middletown

80 homes near Middletown

2 beds

2 baths

1,368 sq ft

Condo

2 beds

3 baths

2,510 sq ft

Condo

2 beds

2 baths

1,333 sq ft

Condo

2 beds

2 baths

2,044 sq ft

House

3 beds

4 baths

3,373 sq ft

Condo

2 beds

3 baths

1,746 sq ft

Condo

2 beds

4 baths

2,987 sq ft

Condo

2 beds

2 baths

1,491 sq ft

Condo

2 beds

3 baths

2,283 sq ft

Condo

2 beds

3 baths

2,527 sq ft

Condo

1 beds

1 baths

956 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

3 baths

1,871 sq ft

Condo

3 beds

3 baths

2,690 sq ft

Condo

2 beds

2 baths

1,814 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

3 baths

1,794 sq ft

Condo

2 beds

3 baths

2,277 sq ft

Condo

2 beds

2 baths

1,680 sq ft

House

1 beds