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

81 communities near Middletown

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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
Village at Silver Hill
$1Ms - $2Ms
Village at Silver Hill, Weston, MA
New Construction | 55+ age-restricted | Built 2021 - present | 8 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
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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
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
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.
Bella Vista
$300ks - $400ks
Bella Vista, Glocester, RI
Resale Only | 55+ age-restricted | Built 2015 - 2021 | 70 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.
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
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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
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Questions? Call us: (401) 313-4589
Hawthorn Preserve
$900ks - $1Ms
Hawthorn Preserve, Braintree, MA
New Construction | 55+ age-restricted | Built 2025 - present | 51 homes
WestRidge
$700ks
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 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.
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
Stonebridge Commons
$500ks
Stonebridge Commons, Hanson, MA
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 121 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.
Red Mill Village
$400ks - $600ks
Red Mill Village, Norton, MA
Resale Only | 55+ age-restricted | Built 2012 - 2014 | 156 homes
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Questions? Call us: (401) 313-4589
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
Adams Farm
$700ks - $800ks
Adams Farm, Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes
Want to learn more about 55+ rental communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
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
$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
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
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
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.
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
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
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 Elms of Hanover
$500ks - $700ks
The Elms of Hanover, Hanover, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 51 homes
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Questions? Call us: (401) 313-4589
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
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Chilton Park Village
$400ks
Chilton Park Village, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2006 - 2015 | 25 homes
Kensington at The Pinehil...
$500ks
Kensington at The Pinehil..., Plymouth, MA
New Construction | Age-targeted | Built 2017 - present | 17 homes
New 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
New Del Webb Chauncy Lake 4 PETERS FARM WAY 206, WESTBOROUGH, MA, ..., Westborough, MA 01581
$589,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

4 PETERS FARM WAY 206, WESTBOROUGH, MA, ...
New Woodcrest Run 635 OLD POST RD 2-209, SHARON, MA, 02067, Sharon, MA 02067
$499,900

2 beds

|

2 baths

|

1,056 sq ft

|

Condo

635 OLD POST RD 2-209, SHARON, MA, 02067
Community: Woodcrest Run
New Brierly Pond Village 16 BRIERLY CIR 16, MILLBURY, MA, 01527, Millbury, MA 01527
$519,900

2 beds

|

3 baths

|

2,029 sq ft

|

Condo

16 BRIERLY CIR 16, MILLBURY, MA, 01527
New Villages at Weathervane 43 SANDTRAP CIR 43, WEYMOUTH, MA, 02190, Weymouth, MA 02190
$899,900

2 beds

|

2 baths

|

1,795 sq ft

|

Condo

43 SANDTRAP CIR 43, WEYMOUTH, MA, 02190
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
New Seton Highlands at The Pinehills 17 ABERDEEN 17, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$929,000

3 beds

|

3 baths

|

2,690 sq ft

|

Condo

17 ABERDEEN 17, PLYMOUTH, MA, 02360
New Millwood Preserve 11 BAITING BROOK RD 11, FRAMINGHAM, MA, ..., Framingham, MA 01701
$1,275,000

3 beds

|

3 baths

|

2,559 sq ft

|

Condo

11 BAITING BROOK RD 11, FRAMINGHAM, MA, ...
Community: Millwood Preserve
New Pennington Crossing 2301 PENNINGTON DR 2301, WALPOLE, MA, 02..., Walpole, MA 02081
$715,000

2 beds

|

2 baths

|

1,490 sq ft

|

Condo

2301 PENNINGTON DR 2301, WALPOLE, MA, 02...
Community: Pennington Crossing
New Oak Point 3705 PHEASANT LN, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$425,000

2 beds

|

2 baths

|

1,736 sq ft

|

Mobile Home

3705 PHEASANT LN, MIDDLEBORO, MA, 02346
Community: Oak Point
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.
New Seton Highlands at The Pinehills 73 SETON HIGHLANDS 73, PLYMOUTH, MA, 023..., Plymouth, MA 02360
$825,000

2 beds

|

4 baths

|

3,074 sq ft

|

Condo

73 SETON HIGHLANDS 73, PLYMOUTH, MA, 023...
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.
New Wyman Farms 935 MAIN ST 23, SHREWSBURY, MA, 01545, Shrewsbury, MA 01545
$945,000

2 beds

|

3 baths

|

2,435 sq ft

|

Condo

935 MAIN ST 23, SHREWSBURY, MA, 01545
Community: Wyman Farms
New Great Island 29 FOX HOLW, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$705,000

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
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Summer Reach 14 FOUNDERS WAY 14, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$875,000

3 beds

|

3 baths

|

2,181 sq ft

|

Condo

14 FOUNDERS WAY 14, PLYMOUTH, MA, 02360
Community: Summer Reach
The Village at Auburnville 877 AUBURNVILLE WAY M2, WHITMAN, MA, 023..., Whitman, MA 02382
$524,900

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

877 AUBURNVILLE WAY M2, WHITMAN, MA, 023...
Want to learn more about 55+ rental communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Del Webb Chauncy Lake 5 PETERS FARM WAY 312, WESTBOROUGH, MA, ..., Westborough, MA 01581
$724,995

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY 312, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 5 PETERS FARM WAY 109, WESTBOROUGH, MA, ..., Westborough, MA 01581
$474,995

1 beds

|

1 baths

|

1,030 sq ft

|

Condo

5 PETERS FARM WAY 109, WESTBOROUGH, MA, ...
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.
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, ...
Angell Brook Village 44 ANGELL BROOK DR 44, WEST BOYLSTON, MA..., West Boylston, MA 01583
$479,000

2 beds

|

2 baths

|

1,274 sq ft

|

Condo

44 ANGELL BROOK DR 44, WEST BOYLSTON, MA...
The Village at Westminster Place 53 TEA PARTY CIR 53, HOLDEN, MA, 01520, Holden, MA 01520
$539,000

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

53 TEA PARTY CIR 53, HOLDEN, MA, 01520
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.
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, ...
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Southport 13 PGA LN 424, MASHPEE, MA, 02649, Mashpee, MA 02649
$479,000

2 beds

|

2 baths

|

1,338 sq ft

|

Condo

13 PGA LN 424, MASHPEE, MA, 02649
Community: Southport
Southport 72 PINE HILL BLVD 72, MASHPEE, MA, 02649, Mashpee, MA 02649
$479,900

2 beds

|

2 baths

|

1,338 sq ft

|

House

72 PINE HILL BLVD 72, MASHPEE, MA, 02649
Community: Southport
Orchard Hill 9 BALDWIN CT 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$645,000

3 beds

|

3 baths

|

2,793 sq ft

|

Condo

9 BALDWIN CT 9, WESTBOROUGH, MA, 01581
Community: Orchard Hill
Regency at Assabet Ridge 13 WILSHIRE WAY 13, MARLBOROUGH, MA, 017..., Marlborough, MA 01752
$689,000

2 beds

|

2 baths

|

1,584 sq ft

|

Condo

13 WILSHIRE WAY 13, MARLBOROUGH, MA, 017...
Want to learn more about 55+ rental communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
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.
Cranberry Grove 3 CRANBERRY GROVE WAY C, WAREHAM, MA, 02..., Wareham, MA 02571
$419,900

2 beds

|

2 baths

|

1,350 sq ft

|

Condo

3 CRANBERRY GROVE WAY C, WAREHAM, MA, 02...
Community: Cranberry Grove
Del Webb Chauncy Lake 5 PETERS FARM WAY 309, WESTBOROUGH, MA, ..., Westborough, MA 01581
$599,999

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 309, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 5 PETERS FARM WAY 104, WESTBOROUGH, MA, ..., Westborough, MA 01581
$414,995

1 beds

|

1 baths

|

972 sq ft

|

Condo

5 PETERS FARM WAY 104, WESTBOROUGH, MA, ...
Great Island 22 PICKET FENCE, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$949,000

3 beds

|

3 baths

|

4,085 sq ft

|

House

22 PICKET FENCE, PLYMOUTH, MA, 02360
Community: Great Island
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
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
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.
30 Coppersmith 30 COPPERSMITH WAY 108, CANTON, MA, 0202..., Canton, MA 02021
$475,995

1 beds

|

1 baths

|

1,129 sq ft

|

Condo

30 COPPERSMITH WAY 108, CANTON, MA, 0202...
Community: 30 Coppersmith
Southport 12 KETTLE LN 31, MASHPEE, MA, 02649, Mashpee, MA 02649
$475,000

2 beds

|

2 baths

|

1,606 sq ft

|

Condo

12 KETTLE LN 31, MASHPEE, MA, 02649
Community: Southport
Regency at Glen Ellen 86 GLEN ELLEN BLVD 86, MILLIS, MA, 02054, Millis, MA 02054
$1,249,900

3 beds

|

3 baths

|

3,060 sq ft

|

Condo

86 GLEN ELLEN BLVD 86, MILLIS, MA, 02054
Balancing Rock 20 GLACIER WAY 20, HOLLISTON, MA, 01746, Holliston, MA 01746
$685,000

2 beds

|

3 baths

|

2,084 sq ft

|

Condo

20 GLACIER WAY 20, HOLLISTON, MA, 01746
Community: Balancing Rock
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.
Del Webb Chauncy Lake 1105 PETERS FARM WAY 105, WESTBOROUGH, M..., Westborough, MA 01581
$389,900

1 beds

|

1 baths

|

945 sq ft

|

Condo

1105 PETERS FARM WAY 105, WESTBOROUGH, M...
Want to learn more about 55+ rental communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Westbrook Crossing 989 E ST 402, DEDHAM, MA, 02026, Dedham, MA 02026
$499,900

1 beds

|

1 baths

|

882 sq ft

|

Condo

989 E ST 402, DEDHAM, MA, 02026
Community: Westbrook Crossing
Regency at Glen Ellen 8 GLEN ELLEN BLVD 8, MILLIS, MA, 02054, Millis, MA 02054
$1,449,000

2 beds

|

4 baths

|

4,247 sq ft

|

Condo

8 GLEN ELLEN BLVD 8, MILLIS, MA, 02054
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
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Del Webb Chauncy Lake 5 PETERS FARM WAY 305, WESTBOROUGH, MA, ..., Westborough, MA 01581
$579,999

2 beds

|

2 baths

|

1,175 sq ft

|

Condo

5 PETERS FARM WAY 305, WESTBOROUGH, MA, ...
Woodcrest Run 635 OLD POST RD 210, SHARON, MA, 02067, Sharon, MA 02067
$499,900

2 beds

|

2 baths

|

1,056 sq ft

|

Condo

635 OLD POST RD 210, SHARON, MA, 02067
Community: Woodcrest Run

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