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

80 communities near Middletown

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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

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

Harmony Place

$400ks - $500ks

Harmony Place, Rutland, MA

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

Southport

$400ks - $600ks

Southport, Mashpee, MA

New and Resale | 55+ age-restricted | Built 1989 - present | 730 homes

Sawyer's Reach

$400ks - $900ks

Sawyer's Reach, Plymouth, MA

New and Resale | 55+ age-restricted | Built 2017 - present | 224 homes

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

Questions? Call us: (401) 313-4589

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

Questions? Call us: (401) 313-4589

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

30 Coppersmith

$700ks

30 Coppersmith, Canton, MA

New Construction | 55+ age-restricted | Built 2025 - present | 63 homes

Regency at Glen Ellen

$700ks - $900ks

Regency at Glen Ellen, Millis, MA

New Construction | 55+ age-restricted | Built 2017 - present | 324 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.

Bates Quarry

Bates Quarry, Walpole, MA

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

Brooksmont

$400ks - $600ks

Brooksmont, Holliston, MA

Resale Only | 55+ age-restricted | Built 2017 - 2020 | 66 homes

The Elms of Hanover

$500ks - $700ks

The Elms of Hanover, Hanover, MA

Resale Only | 55+ age-restricted | Built 2003 - 2004 | 51 homes

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

Questions? Call us: (401) 313-4589

Forest Glen

$400ks - $500ks

Forest Glen, Uxbridge, MA

New Construction | 55+ age-restricted | Built 2018 - present | 44 homes

Woodcrest Run

$400ks - $600ks

Woodcrest Run, Sharon, MA

New Construction | 55+ age-restricted | Built 2019 - present | 25 homes

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

Questions? Call us: (401) 313-4589

Northside Meadows

$600ks - $700ks

Northside Meadows, Framingham, MA

Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes

Lake Point Village

$400ks - $600ks

Lake Point Village, Lakeville, MA

New Construction | 55+ age-restricted | Built 2020 - present | 66 homes

Orchard Hill

$500ks

Orchard Hill, Westborough, MA

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

Adams Farm

$700ks - $800ks

Adams Farm, Shrewsbury, MA

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

Woodstone Crossing

$300ks - $400ks

Woodstone Crossing, Weymouth, MA

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

Holliston Woods

$500ks - $700ks

Holliston Woods, Holliston, MA

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 66 homes

Summer Reach

$400ks - $500ks

Summer Reach, Plymouth, MA

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

Want to learn more about 55+ rental 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

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

$400ks - $500ks

The Seasons at Salisbury, Holden, MA

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

Duxbury Estates

$700ks - $800ks

Duxbury Estates, Duxbury, MA

Resale Only | 55+ age-restricted | Built 2008 - 2013 | 44 homes

Peregrine Woods

$400ks - $600ks

Peregrine Woods, Marshfield, MA

Resale Only | 55+ age-restricted | Built 2002 - 2005 | 32 homes

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

Questions? Call us: (401) 313-4589

Tara Woods

$400ks

Tara Woods, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2007 - 2015 | 38 homes

Center Commons

$500ks - $600ks

Center Commons, Pembroke, MA

Resale Only | 55+ age-restricted | Built 2004 - 2009 | 44 homes

Donovan Farm

$500ks - $700ks

Donovan Farm, Norwell, MA

Resale Only | 55+ age-restricted | Built 2001 - 2003 | 40 homes

The Pines at Hathaway Pon...

$300ks - $500ks

The Pines at Hathaway Pon..., Rochester, MA

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 61 homes

Balancing Rock

$500ks - $600ks

Balancing Rock, Holliston, MA

Resale Only | 55+ age-restricted | Built 2006 - 2008 | 49 homes

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

Questions? Call us: (401) 313-4589

Bigelow Farm

$500ks - $600ks

Bigelow Farm, Northborough, MA

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes

Chilton Park Village

$400ks

Chilton Park Village, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2006 - 2015 | 25 homes

Cranberry Grove

$200ks - $300ks

Cranberry Grove, Wareham, MA

Resale Only | 55+ age-restricted | Built 2001 - 2001 | 36 homes

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

Questions? Call us: (401) 313-4589

Kensington at The Pinehil...

$500ks

Kensington at The Pinehil..., Plymouth, MA

New Construction | Age-targeted | Built 2017 - present | 17 homes

Arbor Hills

$400ks - $500ks

Arbor Hills, Kingston, MA

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 54 homes

4 WOODSONG, PLYMOUTH, MA, 02360

Community: Great Island

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

Condo

51 MARINERS WAY 51, PLYMOUTH, MA, 02360

Community: Sawyer's Reach

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

Questions? Call us: (401) 313-4589

Woodcrest Run

635 OLD POST RD 2-203, SHARON, MA, 02067, Sharon, MA 02067

$499,900

2 beds

2 baths

1,056 sq ft

Condo

635 OLD POST RD 2-203, SHARON, MA, 02067

Community: Woodcrest Run

Bates Quarry

10 WEATHERVANE DR 20, WALPOLE, MA, 02081, Walpole, MA 02081

$864,999

2 beds

3 baths

2,301 sq ft

House

10 WEATHERVANE DR 20, WALPOLE, MA, 02081

Condo

124 GLEN ELLEN BLVD 124, MILLIS, MA, 020...

Community: Regency at Glen Ellen

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

Questions? Call us: (401) 313-4589

Sawyer's Reach

1 MARINERS WAY 204, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$580,000

1 beds

2 baths

1,113 sq ft

Condo

1 MARINERS WAY 204, PLYMOUTH, MA, 02360

Community: Sawyer's Reach

Del Webb Chauncy Lake

5 PETERS FARM WAY 107, WESTBOROUGH, MA, ..., Westborough, MA 01581

$649,995

2 beds

2 baths

1,512 sq ft

Condo

5 PETERS FARM WAY 107, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Bates Quarry

3 WEATHERVANE DR 1, WALPOLE, MA, 02081, Walpole, MA 02081

$998,069

2 beds

3 baths

2,144 sq ft

Condo

3 WEATHERVANE DR 1, WALPOLE, MA, 02081

Community: Bates Quarry

Del Webb Chauncy Lake

5 PETERS FARM WAY 201, WESTBOROUGH, MA, ..., Westborough, MA 01581

$674,995

2 beds

2 baths

1,496 sq ft

Condo

5 PETERS FARM WAY 201, WESTBOROUGH, MA, ...

Condo

30 COPPERSMITH WAY 506, CANTON, MA, 0202...

Condo

153 LEISURE GREEN DR # 749, MASHPEE, MA,...

Condo

5 WESSONVILLE VILLAGE WAY 5, WESTBOROUGH...

Community: The Villages at Walker Meadow

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

Questions? Call us: (401) 313-4589

Del Webb Chauncy Lake

1102 PETERS FARM WAY 1102, WESTBOROUGH, ..., Westborough, MA 01581

$414,900

1 beds

1 baths

956 sq ft

Condo

1102 PETERS FARM WAY 1102, WESTBOROUGH, ...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

5 PETERS FARM WAY 103, WESTBOROUGH, MA, ..., Westborough, MA 01581

$409,995

1 beds

1 baths

972 sq ft

Condo

5 PETERS FARM WAY 103, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

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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55+ communities in Tiverton

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80 communities

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

80 communities near Middletown

71 homes near Middletown

2 beds

2 baths

1,175 sq ft

Condo

2 beds

3 baths

2,218 sq ft

Condo

2 beds

2 baths

1,056 sq ft

Condo

3 beds

2 baths

1,568 sq ft

House

2 beds

2 baths

2,113 sq ft

House

2 beds

3 baths

2,084 sq ft

Condo

2 beds

3 baths

2,225 sq ft

Condo

2 beds

2 baths

1,469 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

2 baths

1,326 sq ft

Condo

2 beds

3 baths

1,416 sq ft

Condo

2 beds

3 baths

1,871 sq ft

Condo

2 beds

2 baths

1,056 sq ft

Condo

2 beds

3 baths

2,301 sq ft

House

1 beds

1 baths

1,030 sq ft

Condo

2 beds

2 baths

1,447 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

2 baths

1,775 sq ft

House

2 beds