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

81 communities near Middletown

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Northside Meadows

$600ks - $700ks

Northside Meadows, Framingham, MA

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

Wyman Farms

$500ks - $900ks

Wyman Farms, Shrewsbury, MA

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

59 North Main

$900ks

59 North Main, Sherborn, MA

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

The Lanterns at Warren Wo...

$500ks - $700ks

The Lanterns at Warren Wo..., Ashland, MA

Resale Only | 55+ age-restricted | Built 2016 - 2020 | 93 homes

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

Questions? Call us: (401) 313-4589

Brooksmont

$400ks - $600ks

Brooksmont, Holliston, MA

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

Brookside Village

$700ks

Brookside Village, Walpole, MA

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

Wolcott Woods

$1Ms

Wolcott Woods, Milton, MA

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

Enclave at Hudson

$800ks - $1Ms

Enclave at Hudson, Hudson, MA

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

Liberty Woods

$600ks - $700ks

Liberty Woods, Hanson, MA

New Construction | 55+ age-restricted | Built 2023 - present | 56 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 Villages on Mount Hop...

$600ks - $1Ms

The Villages on Mount Hop..., Tiverton, RI

New and Resale | 55+ age-restricted | Built 2003 - present | 230 homes

Village at Silver Hill

$1Ms - $2Ms

Village at Silver Hill, Weston, MA

New Construction | 55+ age-restricted | Built 2021 - present | 8 homes

Bay Ridge

$600ks - $800ks

Bay Ridge, Middletown, RI

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

Wakefield Meadows

$700ks - $800ks

Wakefield Meadows, Wakefield, RI

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

Bella Vista

$300ks - $400ks

Bella Vista, Glocester, RI

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

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

Questions? Call us: (401) 313-4589

Brookedge Village Condomi...

$300ks - $400ks

Brookedge Village Condomi..., South Kingstown, RI

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

Brandywyne

$700ks - $800ks

Brandywyne, South Kingstown, RI

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

Southwinds

$600ks - $700ks

Southwinds, South Kingstown, RI

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

Bailey Brook

$600ks - $700ks

Bailey Brook, Middletown, RI

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

Bates Quarry

Bates Quarry, Walpole, MA

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

Hawthorn Preserve

$900ks - $1Ms

Hawthorn Preserve, Braintree, MA

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

Regency at Assabet Ridge

$500ks - $600ks

Regency at Assabet Ridge, Marlborough, MA

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

Pheasant Hill

$300ks - $400ks

Pheasant Hill, Northborough, MA

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

Stonebridge Commons

$500ks

Stonebridge Commons, Hanson, MA

Resale Only | 55+ age-restricted | Built 2007 - 2018 | 121 homes

Red Mill Village

$400ks - $600ks

Red Mill Village, Norton, MA

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

Blue Heron Pond

$500ks

Blue Heron Pond, Lancaster, MA

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

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

Questions? Call us: (401) 313-4589

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

Villages at Weathervane

$800ks - $1Ms

Villages at Weathervane, Weymouth, MA

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

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

Tara Woods

$400ks

Tara Woods, Plymouth, MA

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

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

Questions? Call us: (401) 313-4589

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

3103 PETERS FARM WAY 103, WESTBOROUGH, M...

Community: Del Webb Chauncy Lake

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

Questions? Call us: (401) 313-4589

New Oak Point

608 WAVERLY RD, MIDDLEBORO, MA, 02346, Middleboro, MA 02346

$449,900

2 beds

2 baths

1,848 sq ft

House

608 WAVERLY RD, MIDDLEBORO, MA, 02346

Community: Oak Point

New Woodstone Crossing

70 TROTTER RD 310, WEYMOUTH, MA, 02190, Weymouth, MA 02190

$549,000

2 beds

2 baths

1,325 sq ft

Condo

70 TROTTER RD 310, WEYMOUTH, MA, 02190

Community: Woodstone Crossing

New Sawyer's Reach

27 MARINERS WAY 27, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$850,000

2 beds

3 baths

2,626 sq ft

Condo

27 MARINERS WAY 27, PLYMOUTH, MA, 02360

Community: Sawyer's Reach

New The Village at Orchard Meadows

70 ORCHARD MEADOW DR 70, SHREWSBURY, MA,..., Shrewsbury, MA 01545

$649,000

2 beds

3 baths

1,896 sq ft

Condo

70 ORCHARD MEADOW DR 70, SHREWSBURY, MA,...

Community: The Village at Orchard Meadows

New Chilton Park Village

3 HARBORLIGHT CIR 3, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$829,900

2 beds

3 baths

2,228 sq ft

Condo

3 HARBORLIGHT CIR 3, PLYMOUTH, MA, 02360

Community: Chilton Park Village

New Del Webb Chauncy Lake

4311 PETERS FARM WAY 311, WESTBOROUGH, M..., Westborough, MA 01581

$562,900

2 beds

2 baths

1,326 sq ft

Condo

4311 PETERS FARM WAY 311, WESTBOROUGH, M...

Community: Del Webb Chauncy Lake

New Woodstone Crossing

70 TROTTER RD 312, WEYMOUTH, MA, 02190, Weymouth, MA 02190

$589,000

3 beds

2 baths

1,475 sq ft

Condo

70 TROTTER RD 312, WEYMOUTH, MA, 02190

Community: Woodstone Crossing

New Southport

21 ROLLING GREEN LN 140, MASHPEE, MA, 02..., Mashpee, MA 02649

$579,000

2 beds

3 baths

1,685 sq ft

Condo

21 ROLLING GREEN LN 140, MASHPEE, MA, 02...

Community: Southport

New The Village at Orchard Meadows

7 BLOSSOM TREE DR 7, SHREWSBURY, MA, 015..., Shrewsbury, MA 01545

$525,000

2 beds

2 baths

1,370 sq ft

Condo

7 BLOSSOM TREE DR 7, SHREWSBURY, MA, 015...

Community: The Village at Orchard Meadows

New Seton Highlands at The Pinehills

27 SETON HIGHLANDS 27, PLYMOUTH, MA, 023..., Plymouth, MA 02360

$875,000

3 beds

4 baths

3,503 sq ft

Condo

27 SETON HIGHLANDS 27, PLYMOUTH, MA, 023...

Community: Seton Highlands at The Pinehills

New Pennington Crossing

2301 PENNINGTON DR 2301, WALPOLE, MA, 02..., Walpole, MA 02081

$685,000

2 beds

2 baths

1,490 sq ft

Condo

2301 PENNINGTON DR 2301, WALPOLE, MA, 02...

Community: Pennington Crossing

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

Questions? Call us: (401) 313-4589

New Great Island

17 SADDLEBACK, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$1,150,000

2 beds

3 baths

3,576 sq ft

House

17 SADDLEBACK, PLYMOUTH, MA, 02360

Community: Great Island

New Upton Ridge

87 SHANNON WAY 86, UPTON, MA, 01568, Upton, MA 01568

$729,000

2 beds

3 baths

1,930 sq ft

Condo

87 SHANNON WAY 86, UPTON, MA, 01568

Community: Upton Ridge

New The Preserve at Hunters Hill

3085 HUNTERS HILL DR 3085, DIGHTON, MA, ..., Dighton, MA 02715

$629,000

2 beds

2 baths

1,973 sq ft

House

3085 HUNTERS HILL DR 3085, DIGHTON, MA, ...

Community: The Preserve at Hunters Hill

Del Webb Chauncy Lake

12101 PETERS FARM WAY 12101, WESTBOROUGH..., Westborough, MA 01712

$579,000

2 beds

2 baths

1,459 sq ft

Condo

12101 PETERS FARM WAY 12101, WESTBOROUGH...

Community: Del Webb Chauncy Lake

New England Commons

5 LITCHFIELD LN 5A, WEBSTER, MA, 01570, Webster, MA 01570

$454,900

2 beds

2 baths

1,173 sq ft

Condo

5 LITCHFIELD LN 5A, WEBSTER, MA, 01570

Community: New England Commons

The Villages at Walker Meadow

6 ASHLEY WAY 6, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$649,900

2 beds

2 baths

1,874 sq ft

Condo

6 ASHLEY WAY 6, WESTBOROUGH, MA, 01581

Community: The Villages at Walker Meadow

Del Webb Chauncy Lake

11 PETERS FARM WAY 310, WESTBOROUGH, MA,..., Westborough, MA 01581

$575,000

2 beds

2 baths

1,326 sq ft

Condo

11 PETERS FARM WAY 310, WESTBOROUGH, MA,...

Community: Del Webb Chauncy Lake

Brookside Village

51 FILLMORE LN 51, WALPOLE, MA, 02081, Walpole, MA 02081

$899,000

2 beds

3 baths

2,180 sq ft

Condo

51 FILLMORE LN 51, WALPOLE, MA, 02081

Community: Brookside Village

Great Island

9 SADDLEBACK, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$949,000

2 beds

3 baths

3,542 sq ft

House

9 SADDLEBACK, PLYMOUTH, MA, 02360

Community: Great Island

Great Island

22 PICKET FENCE, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$895,000

3 beds

3 baths

4,085 sq ft

House

22 PICKET FENCE, PLYMOUTH, MA, 02360

Community: Great Island

Rolling Mill

91 NEWFIELD ST 41, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$750,000

2 beds

2 baths

1,781 sq ft

Condo

91 NEWFIELD ST 41, PLYMOUTH, MA, 02360

Condo

11 BAITING BROOK RD 11, FRAMINGHAM, MA, ...

Community: Millwood Preserve

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

Questions? Call us: (401) 313-4589

Bigelow Farm

29 LYDIAS WAY 29, NORTHBOROUGH, MA, 0153..., Northborough, MA 01532

$875,000

2 beds

3 baths

2,656 sq ft

Condo

29 LYDIAS WAY 29, NORTHBOROUGH, MA, 0153...

Community: Bigelow Farm

Del Webb Chauncy Lake

1 CODMAN WAY 312, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$624,900

2 beds

2 baths

1,510 sq ft

Condo

1 CODMAN WAY 312, WESTBOROUGH, MA, 01581

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

102 homes near Middletown

2 beds

2 baths

1,392 sq ft

Condo

2 beds

4 baths

1,949 sq ft

Condo

2 beds

2 baths

1,368 sq ft

Condo

2 beds

2 baths

1,121 sq ft

Condo

1 beds

1 baths

956 sq ft

Condo

2 beds

2 baths

1,848 sq ft

House

2 beds

2 baths

1,325 sq ft

Condo

2 beds

3 baths

2,626 sq ft

Condo

2 beds

3 baths

1,896 sq ft

Condo

2 beds

3 baths

2,228 sq ft

Condo

2 beds

2 baths

1,326 sq ft

Condo

3 beds

2 baths

1,475 sq ft

Condo

2 beds

3 baths

1,685 sq ft

Condo

2 beds

2 baths

1,370 sq ft

Condo

3 beds

4 baths

3,503 sq ft

Condo

2 beds

2 baths

1,490 sq ft

Condo

2 beds

3 baths

3,576 sq ft

House

2 beds

3 baths

1,930 sq ft

Condo

2 beds

2 baths

1,973 sq ft

House

2 beds