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

102 homes 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

Great Island

$600ks

Great Island, Plymouth, MA

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

Sawyer's Reach

$400ks - $900ks

Sawyer's Reach, Plymouth, MA

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

Southport

$400ks - $600ks

Southport, Mashpee, MA

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

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

Questions? Call us: (401) 313-4589

Harmony Place

$400ks - $500ks

Harmony Place, Rutland, MA

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

30 Coppersmith

$700ks

30 Coppersmith, Canton, MA

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

Bigelow Farm

$500ks - $600ks

Bigelow Farm, Northborough, MA

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 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 at Walker Me...

$600ks - $700ks

The Villages at Walker Me..., Westborough, MA

Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes

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

The Trails

$500ks - $700ks

The Trails, Hopkinton, MA

New Construction | 55+ age-restricted | Built 2017 - present | 170 homes

Orchard Hill

$500ks

Orchard Hill, Westborough, MA

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

Regency at Glen Ellen

$700ks - $900ks

Regency at Glen Ellen, Millis, MA

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

Brierly Pond Village

$300ks - $400ks

Brierly Pond Village, Millbury, MA

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

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

Questions? Call us: (401) 313-4589

Woodstone Crossing

$300ks - $400ks

Woodstone Crossing, Weymouth, MA

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

Angell Brook Village

$300ks

Angell Brook Village, West Boylston, MA

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

Northwoods at Sudbury

$500ks

Northwoods at Sudbury, Sudbury, MA

Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes

New England Commons

$200ks - $300ks

New England Commons, Webster, MA

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

The Village at Westminste...

$400ks - $500ks

The Village at Westminste..., Holden, MA

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

Upton Ridge

$400ks - $600ks

Upton Ridge, Upton, MA

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

Pennington Crossing

$300ks - $600ks

Pennington Crossing, Walpole, MA

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

Millwood Preserve

$700ks - $800ks

Millwood Preserve, Framingham, MA

New Construction | 55+ age-restricted | Built 2020 - present | 129 homes

Rolling Mill

$600ks - $700ks

Rolling Mill, Plymouth, MA

Resale Only | 55+ age-restricted | Built 2018 - 2021 | 46 homes

Seaside at Scituate - The...

$900ks - $1Ms

Seaside at Scituate - The..., Scituate, MA

New Construction | 55+ age-restricted | Built 2019 - 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+ communities in Middletown? 55places can help!

Questions? Call us: (401) 313-4589

WestRidge

$700ks

WestRidge, Hudson, MA

Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes

Chilton Park Village

$400ks

Chilton Park Village, Plymouth, MA

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

Lake Point Village

$400ks - $600ks

Lake Point Village, Lakeville, MA

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

Villages at Weathervane

$800ks - $1Ms

Villages at Weathervane, Weymouth, MA

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

Westbrook Crossing

$400ks - $500ks

Westbrook Crossing, Dedham, MA

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

Adams Farm

$700ks - $800ks

Adams Farm, Shrewsbury, MA

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

Brandywyne

$700ks - $800ks

Brandywyne, South Kingstown, RI

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

Blue Heron Pond

$500ks

Blue Heron Pond, Lancaster, MA

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

Hawthorn Preserve

$900ks - $1Ms

Hawthorn Preserve, Braintree, MA

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

Bates Quarry

Bates Quarry, Walpole, MA

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

Brookedge Village Condomi...

$300ks - $400ks

Brookedge Village Condomi..., South Kingstown, RI

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

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

Questions? Call us: (401) 313-4589

Wakefield Meadows

$700ks - $800ks

Wakefield Meadows, Wakefield, RI

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

Red Mill Village

$400ks - $600ks

Red Mill Village, Norton, MA

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

5 PETERS FARM WAY 304, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

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

Questions? Call us: (401) 313-4589

Angell Brook Village

14 ANGELL BROOK DR 14, WEST BOYLSTON, MA..., West Boylston, MA 01583

$619,900

3 beds

3 baths

1,962 sq ft

Condo

14 ANGELL BROOK DR 14, WEST BOYLSTON, MA...

Community: Angell Brook Village

Westbrook Crossing

989 E ST 310, DEDHAM, MA, 02026, Dedham, MA 02026

$499,000

2 beds

2 baths

1,164 sq ft

Condo

989 E ST 310, DEDHAM, MA, 02026

Community: Westbrook Crossing

Great Island

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

$729,000

2 beds

3 baths

2,074 sq ft

House

7 MADISON REACH, PLYMOUTH, MA, 02360

Community: Great Island

30 Coppersmith

$566,495

1 beds

1 baths

1,027 sq ft

Condo

30 COPPERSMITH WAY 304, CANTON, MA, 0202...

Community: 30 Coppersmith

30 Coppersmith

$828,325

2 beds

2 baths

1,582 sq ft

Condo

30 COPPERSMITH WAY 507, CANTON, MA, 0202...

Community: 30 Coppersmith

Seton Highlands at The Pinehills

105 SETON HIGHLANDS 105, PLYMOUTH, MA, 0..., Plymouth, MA 02360

$825,000

2 beds

3 baths

2,186 sq ft

House

105 SETON HIGHLANDS 105, PLYMOUTH, MA, 0...

Community: Seton Highlands at The Pinehills

Oak Point

$425,000

2 beds

2 baths

1,674 sq ft

House

6802 OAK POINT DR, MIDDLEBORO, MA, 02346

Community: Oak Point

Lake Point Village

57 LONG POINT RD 205, LAKEVILLE, MA, 023..., Lakeville, MA 02347

$575,000

2 beds

2 baths

1,334 sq ft

Condo

57 LONG POINT RD 205, LAKEVILLE, MA, 023...

Community: Lake Point Village

Great Island

6 CHAMPLAIN CIR, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$695,000

2 beds

2 baths

1,529 sq ft

House

6 CHAMPLAIN CIR, PLYMOUTH, MA, 02360

Community: Great Island

The Village at Auburnville

877 AUBURNVILLE WAY H7, WHITMAN, MA, 023..., Whitman, MA 02382

$529,900

2 beds

2 baths

2,083 sq ft

Condo

877 AUBURNVILLE WAY H7, WHITMAN, MA, 023...

Community: The Village at Auburnville

Southport

118 GREY HAWK DR 118, MASHPEE, MA, 02649, Mashpee, MA 02649

$685,000

2 beds

2 baths

1,416 sq ft

Condo

118 GREY HAWK DR 118, MASHPEE, MA, 02649

Community: Southport

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

Questions? Call us: (401) 313-4589

Sawyer's Reach

3 MARINERS WAY 311, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$680,000

2 beds

2 baths

1,386 sq ft

Condo

3 MARINERS WAY 311, PLYMOUTH, MA, 02360

Community: Sawyer's Reach

Orchard Hill

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

$609,900

2 beds

3 baths

2,183 sq ft

Condo

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

Community: Orchard Hill

Del Webb Chauncy Lake

5 PETERS FARM WAY 7107, WESTBOROUGH, MA,..., Westborough, MA 01581

$649,995

2 beds

2 baths

1,512 sq ft

Condo

5 PETERS FARM WAY 7107, WESTBOROUGH, MA,...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

5 PETERS FARM WAY 7112, WESTBOROUGH, MA,..., Westborough, MA 01581

$464,995

1 beds

1 baths

1,058 sq ft

Condo

5 PETERS FARM WAY 7112, WESTBOROUGH, MA,...

Community: Del Webb Chauncy Lake

The Trails

7 WATERVILLE LN 7, HOPKINTON, MA, 01748, Hopkinton, MA 01748

$1,009,000

2 beds

3 baths

2,274 sq ft

Condo

7 WATERVILLE LN 7, HOPKINTON, MA, 01748

Community: The Trails

Del Webb Chauncy Lake

4204 PETERS FARM WAY 204, WESTBOROUGH, M..., Westborough, MA 01581

$450,000

2 beds

1 baths

956 sq ft

Condo

4204 PETERS FARM WAY 204, WESTBOROUGH, M...

Community: Del Webb Chauncy Lake

Southport

21 GREY HAWK DR 21, MASHPEE, MA, 02649, Mashpee, MA 02649

$624,900

2 beds

2 baths

1,491 sq ft

Condo

21 GREY HAWK DR 21, MASHPEE, MA, 02649

Community: Southport

Oak Point

1307 BLUEBERRY CIR, MIDDLEBORO, MA, 0234..., Middleboro, MA 02346

$369,900

3 beds

2 baths

1,344 sq ft

House

1307 BLUEBERRY CIR, MIDDLEBORO, MA, 0234...

Community: Oak Point

Seaside at Scituate - The Carriage Collection

$1,799,000

2 beds

4 baths

3,790 sq ft

Condo

5 BRAND BLVD 5, SCITUATE, MA, 02066

Community: Seaside at Scituate - The Carriage Collection

The Villages at Walker Meadow

3 QUAKER WAY 40, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$619,900

2 beds

2 baths

1,876 sq ft

Condo

3 QUAKER WAY 40, WESTBOROUGH, MA, 01581

Community: The Villages at Walker Meadow

Great Island

9 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$789,000

3 beds

3 baths

2,348 sq ft

House

9 MADISON REACH, PLYMOUTH, MA, 02360

Community: Great Island

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

Questions? Call us: (401) 313-4589

Sawyer's Reach

2 MARINERS WAY 310, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$499,900

1 beds

2 baths

897 sq ft

Condo

2 MARINERS WAY 310, PLYMOUTH, MA, 02360

Community: Sawyer's Reach

Northwoods at Sudbury

20 NORTHWOOD DR 303, SUDBURY, MA, 01776, Sudbury, MA 01776

$699,750

1 beds

2 baths

1,616 sq ft

Condo

20 NORTHWOOD DR 303, SUDBURY, MA, 01776

Community: Northwoods at Sudbury

Del Webb Chauncy Lake

4 PETERS FARM WAY 206, WESTBOROUGH, MA, ..., Westborough, MA 01581

$569,000

2 beds

2 baths

1,469 sq ft

Condo

4 PETERS FARM WAY 206, WESTBOROUGH, MA, ...

Community: Del Webb Chauncy Lake

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

Great Island

29 FOX HOLW, PLYMOUTH, MA, 02360, Plymouth, MA 02360

$690,000

2 beds

2 baths

2,439 sq ft

House

29 FOX HOLW, PLYMOUTH, MA, 02360

Community: Great Island

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

4403 PETERS FARM WAY 4403, WESTBOROUGH, ..., Westborough, MA 01581

$415,000

1 beds

1 baths

956 sq ft

Condo

4403 PETERS FARM WAY 4403, WESTBOROUGH, ...

Community: Del Webb Chauncy Lake

Del Webb Chauncy Lake

12308 PETERS FARM WAY 308, WESTBOROUGH, ..., Westborough, MA 01581

$549,900

2 beds

2 baths

1,326 sq ft

Condo

12308 PETERS FARM WAY 308, WESTBOROUGH, ...

Community: Del Webb Chauncy Lake

Orchard Hill

9 BALDWIN CT 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581

$625,000

3 beds

3 baths

2,793 sq ft

Condo

9 BALDWIN CT 9, WESTBOROUGH, MA, 01581

Community: Orchard Hill

The Trails

28 WATERVILLE LN 28, HOPKINTON, MA, 0174..., Hopkinton, MA 01748

$1,069,000

2 beds

3 baths

2,510 sq ft

Condo

28 WATERVILLE LN 28, HOPKINTON, MA, 0174...

Community: The Trails

30 Coppersmith

$536,085

1 beds

1 baths

1,129 sq ft

Condo

30 COPPERSMITH WAY 108, CANTON, MA, 0202...

Community: 30 Coppersmith

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

Questions? Call us: (401) 313-4589

Southport

94 PINE HL 94, MASHPEE, MA, 02649, Mashpee, MA 02649

$525,000

2 beds

3 baths

1,685 sq ft

Condo

94 PINE HL 94, MASHPEE, MA, 02649

Community: Southport

Harmony Place

20 FIDELITY DR 10, RUTLAND, MA, 01543, Rutland, MA 01543

$503,000

2 beds

2 baths

1,582 sq ft

Condo

20 FIDELITY DR 10, RUTLAND, MA, 01543

Community: Harmony Place

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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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55+ homes for sale in Tiverton

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102 homes

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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

2,096 sq ft

House

2 beds

3 baths

4,054 sq ft

Condo

2 beds

3 baths

1,934 sq ft

Condo

2 beds

2 baths

1,375 sq ft

Condo

1 beds

1 baths

972 sq ft

Condo

3 beds

3 baths

1,962 sq ft

Condo

2 beds

2 baths

1,164 sq ft

Condo

2 beds

3 baths

2,074 sq ft

House

1 beds

1 baths

1,027 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

3 baths

2,186 sq ft

House

2 beds

2 baths

1,674 sq ft

House

2 beds

2 baths

1,334 sq ft

Condo

2 beds

2 baths

1,529 sq ft

House

2 beds

2 baths

2,083 sq ft

Condo

2 beds

2 baths

1,416 sq ft

Condo

2 beds

2 baths

1,386 sq ft

Condo

2 beds

3 baths

2,183 sq ft

Condo

2 beds

2 baths

1,512 sq ft

Condo

1 beds