Middletown, RI 55+ active adult communities & homes for sale - Page 2

81 communities near Middletown

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Bates Quarry

Bates Quarry, Walpole, MA

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

The Cottages at Lebaron H...

$500ks - $600ks

The Cottages at Lebaron H..., Lakeville, MA

New Construction | 55+ age-restricted | Built 2019 - present | 32 homes

Wolcott Woods

$1Ms

Wolcott Woods, Milton, MA

New Construction | 55+ age-restricted | Built 2020 - present | 54 homes

Lake Point Village

$400ks - $600ks

Lake Point Village, Lakeville, MA

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

Liberty Woods

$600ks - $700ks

Liberty Woods, Hanson, MA

New Construction | 55+ age-restricted | Built 2023 - present | 56 homes

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

Questions? Call us: (401) 313-4589

Hawthorn Preserve

$900ks - $1Ms

Hawthorn Preserve, Braintree, MA

New Construction | 55+ age-restricted | Built 2025 - present | 51 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

Angell Brook Village

$300ks

Angell Brook Village, West Boylston, MA

Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes

Pheasant Hill

$300ks - $400ks

Pheasant Hill, Northborough, MA

Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 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.

The Village at Westminste...

$400ks - $500ks

The Village at Westminste..., Holden, MA

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

New England Commons

$200ks - $300ks

New England Commons, Webster, MA

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

Blue Heron Pond

$500ks

Blue Heron Pond, Lancaster, MA

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 58 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

Adams Farm

$700ks - $800ks

Adams Farm, Shrewsbury, MA

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

Holliston Woods

$500ks - $700ks

Holliston Woods, Holliston, MA

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

The Seasons at Salisbury

$400ks - $500ks

The Seasons at Salisbury, Holden, MA

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

Balancing Rock

$500ks - $600ks

Balancing Rock, Holliston, MA

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

Brooksmont

$400ks - $600ks

Brooksmont, Holliston, MA

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

Bailey Brook

$600ks - $700ks

Bailey Brook, Middletown, RI

Resale Only | 55+ age-restricted | Built 2018 - 2024 | 36 homes

Rockwood Meadows

$600ks - $700ks

Rockwood Meadows, Upton, MA

New Construction | 55+ age-restricted | Built 2016 - present | 58 homes

Southwinds

$600ks - $700ks

Southwinds, South Kingstown, RI

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

Regency at Glen Ellen

$700ks - $900ks

Regency at Glen Ellen, Millis, MA

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

Brookside Village

$700ks

Brookside Village, Walpole, MA

Resale Only | 55+ age-restricted | Built 2018 - 2018 | 30 homes

Forest Glen

$400ks - $500ks

Forest Glen, Uxbridge, MA

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

Brandywyne

$700ks - $800ks

Brandywyne, South Kingstown, RI

Resale Only | 55+ age-restricted | Built 2011 - 2013 | 37 homes

Want to learn more about 55+ 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

Enclave at Hudson

$800ks - $1Ms

Enclave at Hudson, Hudson, MA

New Construction | 55+ age-restricted | Built 2021 - present | 64 homes

Wyman Farms

$500ks - $900ks

Wyman Farms, Shrewsbury, MA

New Construction | 55+ age-restricted | Built 2017 - present | 26 homes

Bay Ridge

$600ks - $800ks

Bay Ridge, Middletown, RI

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 60 homes

Brookedge Village Condomi...

$300ks - $400ks

Brookedge Village Condomi..., South Kingstown, RI

Resale Only | 55+ age-restricted | Built 2007 - 2007 | 28 homes

Westbrook Crossing

$400ks - $500ks

Westbrook Crossing, Dedham, MA

Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 homes

Villages at Weathervane

$800ks - $1Ms

Villages at Weathervane, Weymouth, MA

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

59 North Main

$900ks

59 North Main, Sherborn, MA

New Construction | 55+ age-restricted | Built 2019 - present | 12 homes

Summer Reach

$400ks - $500ks

Summer Reach, Plymouth, MA

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

Duxbury Estates

$700ks - $800ks

Duxbury Estates, Duxbury, MA

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

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

Questions? Call us: (401) 313-4589

Red Mill Village

$400ks - $600ks

Red Mill Village, Norton, MA

Resale Only | 55+ age-restricted | Built 2012 - 2014 | 156 homes

Peregrine Woods

$400ks - $600ks

Peregrine Woods, Marshfield, MA

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

14 HATHAWAY POND CIR 14, ROCHESTER, MA, ...

Community: The Pines at Hathaway Pond

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

Questions? Call us: (401) 313-4589

New WestRidge

68 HASTINGS RD 68, HUDSON, MA, 01749, Hudson, MA 01749

$850,000

3 beds

3 baths

2,264 sq ft

Condo

68 HASTINGS RD 68, HUDSON, MA, 01749

Community: WestRidge

New Southport

14 STONY BROOK DR 516, MASHPEE, MA, 0264..., Mashpee, MA 02649

$699,000

2 beds

3 baths

1,792 sq ft

Condo

14 STONY BROOK DR 516, MASHPEE, MA, 0264...

Community: Southport

New Pennington Crossing

4402 PENNINGTON DR 4402, WALPOLE, MA, 02..., Walpole, MA 02081

$799,900

2 beds

2 baths

1,339 sq ft

Condo

4402 PENNINGTON DR 4402, WALPOLE, MA, 02...

Community: Pennington Crossing

New The Trails

21 BIRKDALE LN 21, HOPKINTON, MA, 01748, Hopkinton, MA 01748

$1,149,000

2 beds

4 baths

3,610 sq ft

Condo

21 BIRKDALE LN 21, HOPKINTON, MA, 01748

Community: The Trails

New Northwoods at Sudbury

10 NORTHWOOD DR 301, SUDBURY, MA, 01776, Sudbury, MA 01776

$649,000

1 beds

2 baths

1,668 sq ft

Condo

10 NORTHWOOD DR 301, SUDBURY, MA, 01776

Community: Northwoods at Sudbury

New Sawyer's Reach

62 MARINERS WAY 210, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$504,900

1 beds

2 baths

910 sq ft

Condo

62 MARINERS WAY 210, PLYMOUTH, MA, 02360

Community: Sawyer's Reach

New Great Island

23 WOODSONG, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$949,000

2 beds

2 baths

2,096 sq ft

House

23 WOODSONG, PLYMOUTH, MA, 02360

Community: Great Island

Great Island

7 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$725,000

2 beds

3 baths

2,061 sq ft

House

7 MADISON REACH, PLYMOUTH, MA, 02360

Community: Great Island

Great Island

28 CROSS WIND, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$745,000

2 beds

3 baths

2,061 sq ft

House

28 CROSS WIND, PLYMOUTH, MA, 02360

Community: Great Island

Oak Point

303 BLUEBERRY CIR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346

$465,000

3 beds

2 baths

1,950 sq ft

House

303 BLUEBERRY CIR, MIDDLEBORO, MA, 02346

Community: Oak Point

Brierly Pond Village

26 HORNE WAY 26, MILLBURY, MA, 01527, Millbury, MA 01527

$546,000

2 beds

3 baths

1,968 sq ft

Condo

26 HORNE WAY 26, MILLBURY, MA, 01527

Community: Brierly Pond Village

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

Questions? Call us: (401) 313-4589

Great Island

28 COTTAGE CV, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$929,000

2 beds

3 baths

3,276 sq ft

House

28 COTTAGE CV, PLYMOUTH, MA, 02360

Community: Great Island

Seton Highlands at The Pinehills

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

$889,000

3 beds

3 baths

2,690 sq ft

Condo

17 ABERDEEN 17, PLYMOUTH, MA, 02360

Community: Seton Highlands at The Pinehills

Upton Ridge

56 SHANNON WAY 56, UPTON, MA, 01568, Upton, MA 01568

$724,900

2 beds

3 baths

1,950 sq ft

Condo

56 SHANNON WAY 56, UPTON, MA, 01568

Community: Upton Ridge

Regency at Glen Ellen

20 GLEN ELLEN BLVD 20, MILLIS, MA, 02054, Millis, MA 02054

$1,275,000

4 beds

3 baths

2,892 sq ft

Condo

20 GLEN ELLEN BLVD 20, MILLIS, MA, 02054

Community: Regency at Glen Ellen

Del Webb Chauncy Lake

5 PETERS FARM WAY 410, WESTBOROUGH, MA, ..., Westborough, MA 01581

$594,995

2 beds

2 baths

1,375 sq ft

Condo

5 PETERS FARM WAY 410, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

5 PETERS FARM WAY 302, WESTBOROUGH, MA, ..., Westborough, MA 01581

$414,995

1 beds

1 baths

972 sq ft

Condo

5 PETERS FARM WAY 302, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

The Preserve at Hunters Hill

3059 CLUB HOUSE DR, DIGHTON, MA, 02715, Dighton, MA 02715

$649,999

3 beds

2 baths

1,524 sq ft

House

3059 CLUB HOUSE DR, DIGHTON, MA, 02715

Community: The Preserve at Hunters Hill

Great Island

7 SHINGLEWOOD, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$899,900

3 beds

3 baths

3,619 sq ft

House

7 SHINGLEWOOD, PLYMOUTH, MA, 02360

Community: Great Island

Del Webb Chauncy Lake

6305 PETERS FARM WAY 6305, WESTBOROUGH, ..., Westborough, MA 01581

$474,999

2 beds

2 baths

1,166 sq ft

Condo

6305 PETERS FARM WAY 6305, WESTBOROUGH, ...

Community: Del Webb Chauncy Lake

Southport

68 LEISURE GREEN DR 68, MASHPEE, MA, 026..., Mashpee, MA 02649

$779,900

2 beds

3 baths

1,620 sq ft

House

68 LEISURE GREEN DR 68, MASHPEE, MA, 026...

Community: Southport

Seton Highlands at The Pinehills

26 ABERDEEN 26, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$1,065,000

3 beds

5 baths

3,680 sq ft

Condo

26 ABERDEEN 26, PLYMOUTH, MA, 02360

Community: Seton Highlands at The Pinehills

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

Questions? Call us: (401) 313-4589

Great Island

12 BELLTREE, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$759,900

2 beds

3 baths

2,322 sq ft

House

12 BELLTREE, PLYMOUTH, MA, 02360

Community: Great Island

Southport

18 BONWOOD DR 402, MASHPEE, MA, 02649, Mashpee, MA 02649

$599,000

2 beds

4 baths

2,527 sq ft

Condo

18 BONWOOD DR 402, MASHPEE, MA, 02649

Community: Southport

Great Island

39 COTTAGE CV, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$759,000

2 beds

3 baths

2,427 sq ft

House

39 COTTAGE CV, PLYMOUTH, MA, 02360

Community: Great Island

Orchard Hill

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158..., Westborough, MA 01581

$597,500

2 beds

3 baths

2,183 sq ft

Condo

19 IMPERIAL CT 19, WESTBOROUGH, MA, 0158...

Community: Orchard Hill

Stonebridge Commons

31 STONEBRIDGE DR 31, HANSON, MA, 02341, Hanson, MA 02341

$695,000

2 beds

3 baths

2,071 sq ft

Condo

31 STONEBRIDGE DR 31, HANSON, MA, 02341

Community: Stonebridge Commons

Brierly Pond Village

168 HORNE WAY 168, MILLBURY, MA, 01527, Millbury, MA 01527

$475,000

2 beds

3 baths

1,735 sq ft

Condo

168 HORNE WAY 168, MILLBURY, MA, 01527

Community: Brierly Pond Village

Upton Ridge

204 SAND TRAP CT 204, NORTHBRIDGE, MA, 0..., Northbridge, MA 01534

$650,000

3 beds

3 baths

2,170 sq ft

Condo

204 SAND TRAP CT 204, NORTHBRIDGE, MA, 0...

Community: Upton Ridge

Brierly Pond Village

16 ASHTON LN 16, MILLBURY, MA, 01527, Millbury, MA 01527

$529,900

2 beds

3 baths

2,062 sq ft

Condo

16 ASHTON LN 16, MILLBURY, MA, 01527

Community: Brierly Pond Village

Del Webb Chauncy Lake

3202 PETERS FARM WAY 202, WESTBOROUGH, M..., Westborough, MA 01581

$440,000

1 beds

1 baths

956 sq ft

Condo

3202 PETERS FARM WAY 202, WESTBOROUGH, M...

Community: Del Webb Chauncy Lake

Great Island

12 MILLERS JOIST, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$754,900

2 beds

2 baths

2,171 sq ft

House

12 MILLERS JOIST, PLYMOUTH, MA, 02360

Community: Great Island

The Village at Orchard Meadows

19 CORTLAND GROVE DR 19, SHREWSBURY, MA,..., Shrewsbury, MA 01545

$534,900

2 beds

2 baths

1,370 sq ft

Condo

19 CORTLAND GROVE DR 19, SHREWSBURY, MA,...

Community: The Village at Orchard Meadows

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

Questions? Call us: (401) 313-4589

The Trails

9 WATERVILLE LN 9, HOPKINTON, MA, 01748, Hopkinton, MA 01748

$999,900

2 beds

3 baths

2,274 sq ft

Condo

9 WATERVILLE LN 9, HOPKINTON, MA, 01748

Community: The Trails

Del Webb Chauncy Lake

5205 PETERS FARM WAY 7205, WESTBOROUGH, ..., Westborough, MA 01581

$499,995

2 beds

2 baths

1,175 sq ft

Condo

5205 PETERS FARM WAY 7205, WESTBOROUGH, ...

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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81 communities

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Middletown, RI 55+ active adult communities & homes for sale - Page 2

81 communities near Middletown

100 homes near Middletown

2 beds

2 baths

1,600 sq ft

House

2 beds

2 baths

1,815 sq ft

House

2 beds

2 baths

1,370 sq ft

Condo

3 beds

2 baths

1,700 sq ft

House

2 beds

3 baths

1,776 sq ft

Condo

3 beds

3 baths

2,264 sq ft

Condo

2 beds

3 baths

1,792 sq ft

Condo

2 beds

2 baths

1,339 sq ft

Condo

2 beds

4 baths

3,610 sq ft

Condo

1 beds

2 baths

1,668 sq ft

Condo

1 beds

2 baths

910 sq ft

Condo

2 beds

2 baths

2,096 sq ft

House

2 beds

3 baths

2,061 sq ft

House

2 beds

3 baths

2,061 sq ft

House

3 beds

2 baths

1,950 sq ft

House

2 beds

3 baths

1,968 sq ft

Condo

2 beds

3 baths

3,276 sq ft

House

3 beds

3 baths

2,690 sq ft

Condo

2 beds

3 baths

1,950 sq ft

Condo

4 beds