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

91 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
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
30 Coppersmith
$700ks
30 Coppersmith, Canton, MA
New Construction | 55+ age-restricted | Built 2025 - present | 63 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
Regency at Glen Ellen
$700ks - $900ks
Regency at Glen Ellen, Millis, MA
New Construction | 55+ age-restricted | Built 2017 - present | 324 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
Sawyer's Reach
$400ks - $900ks
Sawyer's Reach, Plymouth, MA
New and Resale | 55+ age-restricted | Built 2017 - present | 224 homes
Woodcrest Run
$400ks - $600ks
Woodcrest Run, Sharon, MA
New Construction | 55+ age-restricted | Built 2019 - present | 25 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 Auburnvill...
$300ks - $400ks
The Village at Auburnvill..., Whitman, MA
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 92 homes
Great Island
$600ks
Great Island, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2002 - 2015 | 600 homes
The Trails
$500ks - $700ks
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 homes
Northwoods at Sudbury
$500ks
Northwoods at Sudbury, Sudbury, MA
Resale Only | 55+ age-restricted | Built 1999 - 2019 | 43 homes
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Questions? Call us: (401) 313-4589
Regency at Assabet Ridge
$500ks - $600ks
Regency at Assabet Ridge, Marlborough, MA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 69 homes
Lake Point Village
$400ks - $600ks
Lake Point Village, Lakeville, MA
New Construction | 55+ age-restricted | Built 2020 - present | 66 homes
Cranberry Grove
$200ks - $300ks
Cranberry Grove, Wareham, MA
Resale Only | 55+ age-restricted | Built 2001 - 2001 | 36 homes
Forest Glen
$400ks - $500ks
Forest Glen, Uxbridge, MA
New Construction | 55+ age-restricted | Built 2018 - present | 44 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.
Westbrook Crossing
$400ks - $500ks
Westbrook Crossing, Dedham, MA
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 60 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
5 rating (3 reviews) Oak Point
$300ks - $400ks
Oak Point, Middleborough, MA
New and Resale | 55+ age-restricted | Built 1999 - present | 1,150 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
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
Wyman Farms
$500ks - $900ks
Wyman Farms, Shrewsbury, MA
New Construction | 55+ age-restricted | Built 2017 - present | 26 homes
Summer Reach
$400ks - $500ks
Summer Reach, Plymouth, MA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 114 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.
Blue Heron Pond
$500ks
Blue Heron Pond, Lancaster, MA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 58 homes
Northside Meadows
$600ks - $700ks
Northside Meadows, Framingham, MA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 60 homes
The Village at Westminste...
$400ks - $500ks
The Village at Westminste..., Holden, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes
Seaside at Scituate - The...
$900ks - $1Ms
Seaside at Scituate - The..., Scituate, MA
New Construction | 55+ age-restricted | Built 2019 - 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
The Villages at Walker Me...
$600ks - $700ks
The Villages at Walker Me..., Westborough, MA
Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes
Pheasant Hill
$300ks - $400ks
Pheasant Hill, Northborough, MA
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes
Rockwood Meadows
$600ks - $700ks
Rockwood Meadows, Upton, MA
New Construction | 55+ age-restricted | Built 2016 - present | 58 homes
Angell Brook Village
$300ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 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.
Brookedge Village Condomi...
$300ks - $400ks
Brookedge Village Condomi..., South Kingstown, RI
Resale Only | 55+ age-restricted | Built 2007 - 2007 | 28 homes
Wakefield Meadows
$700ks - $800ks
Wakefield Meadows, Wakefield, RI
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 142 homes
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 homes
The Seasons at Salisbury
$400ks - $500ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Village at Silver Hill
$1Ms - $2Ms
Village at Silver Hill, Weston, MA
New Construction | 55+ age-restricted | Built 2021 - present | 8 homes
The Villages at Crane Mea...
$400ks
The Villages at Crane Mea..., Marlborough, MA
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 91 homes
12...3
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
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
Oak Point 402 BLUEBERRY CIR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$379,900

3 beds

|

2 baths

|

1,568 sq ft

|

House

402 BLUEBERRY CIR, MIDDLEBORO, MA, 02346
Community: Oak Point
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Del Webb Chauncy Lake 6312 PETERS FARM WAY 6312, WESTBOROUGH, ..., Westborough, MA 01581
$625,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

6312 PETERS FARM WAY 6312, WESTBOROUGH, ...
Harmony Place 10 FIDELITY DR 5, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

10 FIDELITY DR 5, RUTLAND, MA, 01543
Community: Harmony Place
Harmony Place 12 FIDELITY DR 6, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

12 FIDELITY DR 6, RUTLAND, MA, 01543
Community: Harmony Place
Southport 16 GREY HAWK DR 16, MASHPEE, MA, 02649, Mashpee, MA 02649
$598,000

2 beds

|

3 baths

|

1,416 sq ft

|

Condo

16 GREY HAWK DR 16, MASHPEE, MA, 02649
Community: Southport
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 1109 PETERS FARM WAY 1109, WESTBOROUGH, ..., Westborough, MA 01581
$409,000

1 beds

|

1 baths

|

1,030 sq ft

|

Condo

1109 PETERS FARM WAY 1109, WESTBOROUGH, ...
Harmony Place 15 FIDELITY DR 70, RUTLAND, MA, 01543, Rutland, MA 01543
$489,000

2 beds

|

2 baths

|

1,447 sq ft

|

Condo

15 FIDELITY DR 70, RUTLAND, MA, 01543
Community: Harmony Place
Harmony Place 4 FIDELITY DR 2, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

4 FIDELITY DR 2, RUTLAND, MA, 01543
Community: Harmony Place
The Preserve at Hunters Hill R42 CLUBHOUSE DR R42, DIGHTON, MA, 02715, Dighton, MA 02715
$729,900

2 beds

|

2 baths

|

1,775 sq ft

|

House

R42 CLUBHOUSE DR R42, DIGHTON, MA, 02715
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Regency at Glen Ellen 124 GLEN ELLEN BLVD 124, MILLIS, MA, 020..., Millis, MA 02054
$1,150,000

2 beds

|

2 baths

|

1,797 sq ft

|

Condo

124 GLEN ELLEN BLVD 124, MILLIS, MA, 020...
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, ...
The Village at Orchard Meadows 47 ORCHARD MEADOW DR 47, SHREWSBURY, MA,..., Shrewsbury, MA 01545
$499,900

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

47 ORCHARD MEADOW DR 47, SHREWSBURY, 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.
Seton Highlands at The Pinehills 18 ABERDEEN 18, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$879,900

2 beds

|

3 baths

|

4,054 sq ft

|

Condo

18 ABERDEEN 18, PLYMOUTH, MA, 02360
Del Webb Chauncy Lake 2306 TALBOT WAY 2306, WESTBOROUGH, MA, 0..., Westborough, MA 01581
$589,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

2306 TALBOT WAY 2306, WESTBOROUGH, MA, 0...
30 Coppersmith 30 COPPERSMITH WAY 309, CANTON, MA, 0202..., Canton, MA 02021
$601,060

1 beds

|

1 baths

|

1,119 sq ft

|

Condo

30 COPPERSMITH WAY 309, CANTON, MA, 0202...
Community: 30 Coppersmith
30 Coppersmith 30 COPPERSMITH WAY 506, CANTON, MA, 0202..., Canton, MA 02021
$865,915

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

30 COPPERSMITH WAY 506, CANTON, MA, 0202...
Community: 30 Coppersmith
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Forest Glen 61 SPRING HILL DR 61, UXBRIDGE, MA, 0156..., Uxbridge, MA 01569
$589,000

2 beds

|

2 baths

|

1,525 sq ft

|

Condo

61 SPRING HILL DR 61, UXBRIDGE, MA, 0156...
Community: Forest Glen
Sawyer's Reach 44 MARINERS WAY 44, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$795,000

2 beds

|

3 baths

|

1,871 sq ft

|

Condo

44 MARINERS WAY 44, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
Southport 153 LEISURE GREEN DR 749, MASHPEE, MA, 0..., Mashpee, MA 02649
$559,000

2 beds

|

4 baths

|

1,685 sq ft

|

Condo

153 LEISURE GREEN DR 749, MASHPEE, MA, 0...
Community: Southport
Regency at Glen Ellen 13 HATTIE LN 13, MILLIS, MA, 02054, Millis, MA 02054
$920,000

2 beds

|

3 baths

|

2,627 sq ft

|

Condo

13 HATTIE LN 13, MILLIS, MA, 02054
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 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, ...
The Elms of Hanover 18 WINTERBERRY LN 18, HANOVER, MA, 02339, Hanover, MA 02339
$775,000

2 beds

|

3 baths

|

2,258 sq ft

|

Condo

18 WINTERBERRY LN 18, HANOVER, MA, 02339
Community: The Elms of Hanover
Harmony Place 20 FIDELITY DR 10, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

20 FIDELITY DR 10, RUTLAND, MA, 01543
Community: Harmony Place
Lake Point Village 57 LONG POINT RD 104, LAKEVILLE, MA, 023..., Lakeville, MA 02347
$585,000

2 beds

|

2 baths

|

1,334 sq ft

|

Condo

57 LONG POINT RD 104, LAKEVILLE, MA, 023...
Community: Lake Point Village
Regency at Assabet Ridge 28 BOWOOD LN 28, MARLBOROUGH, MA, 01752, Marlborough, MA 01752
$759,900

3 beds

|

3 baths

|

2,205 sq ft

|

Condo

28 BOWOOD LN 28, MARLBOROUGH, MA, 01752
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Southport 18 WINDWARD ST # 18, MASHPEE, MA, 02649, Mashpee, MA 02649
$479,900

2 beds

|

2 baths

|

1,333 sq ft

|

Condo

18 WINDWARD ST # 18, MASHPEE, MA, 02649
Community: Southport
Sawyer's Reach 62 MARINERS WAY 305, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$500,000

1 beds

|

1 baths

|

804 sq ft

|

Condo

62 MARINERS WAY 305, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
Harmony Place 10 FIDELITY DR # 5, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

10 FIDELITY DR # 5, RUTLAND, MA, 01543
Community: Harmony Place
30 Coppersmith 30 COPPERSMITH WAY 408, CANTON, MA, 0202..., Canton, MA 02021
$691,435

2 beds

|

2 baths

|

1,425 sq ft

|

Condo

30 COPPERSMITH WAY 408, CANTON, MA, 0202...
Community: 30 Coppersmith
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.
Harmony Place 12 FIDELITY DR # 6, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

12 FIDELITY DR # 6, RUTLAND, MA, 01543
Community: Harmony Place
The Trails 14 WATERVILLE LN # 14, HOPKINTON, MA, 01..., Hopkinton, MA 01748
$989,000

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

14 WATERVILLE LN # 14, HOPKINTON, MA, 01...
Community: The Trails
Regency at Glen Ellen 3 JAMESON DR 3, MILLIS, MA, 02054, Millis, MA 02054
$1,075,000

2 beds

|

3 baths

|

1,832 sq ft

|

Condo

3 JAMESON DR 3, MILLIS, MA, 02054
Del Webb Chauncy Lake 11101 PETERS FARM WAY 101, WESTBOROUGH, ..., Westborough, MA 01581
$599,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

11101 PETERS FARM WAY 101, WESTBOROUGH, ...
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (401) 313-4589
Woodcrest Run 635 OLD POST RD 303, SHARON, MA, 02067, Sharon, MA 02067
$679,999

2 beds

|

3 baths

|

2,396 sq ft

|

Condo

635 OLD POST RD 303, SHARON, MA, 02067
Community: Woodcrest Run
Southport 15 PEBBLE BCH 2005-103, MASHPEE, MA, 026..., Mashpee, MA 02649
$535,000

2 beds

|

3 baths

|

1,685 sq ft

|

Condo

15 PEBBLE BCH 2005-103, MASHPEE, MA, 026...
Community: Southport
12…3

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