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Cutchogue, NY 55+ active adult communities & homes for sale

236 homes near Cutchogue

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3.5 rating (2 reviews) Harvest Pointe
$800Ks - $3Ms
Harvest Pointe, Cutchogue, NY
New Construction | 55+ age-restricted | Built 2017 - present | 124 homes
3.6 rating (7 reviews) Heritage Village
$100Ks - $500Ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
No reviews yet Leisure Village
$200Ks - $400Ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
No reviews yet The Greens at Half Hollow
$600Ks - $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes
No reviews yet Oronoque Village
$300Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
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No reviews yet The Village at Oxford Gre...
$500Ks - $700Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes
No reviews yet Leisure Knoll
$300Ks - $500Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
5 rating (2 reviews) Fairfield at St. James
$400Ks - $500Ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
No reviews yet Leisure Glen
$400Ks - $400Ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
No reviews yet Spring Lake Village
$200Ks - $200Ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 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.
4 rating (8 reviews) Glenwood Village
$100Ks - $400Ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
3.7 rating (3 reviews) Greenwood Village
$100Ks - $200Ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes
No reviews yet Regency at Prospect
$300Ks - $500Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
No reviews yet The Waterways at Moriches
$400Ks - $700Ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 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
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3.5 rating (2 reviews) Foxwood Village
$300Ks - $400Ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
1 rating (1 reviews) Plymouth Estates at Mount...
$500Ks - $500Ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes
4.6 rating (9 reviews) Meadowbrook Pointe Links ...
$300Ks - $700Ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale | 55+ age-restricted | Built 2010 - present | 280 homes
4 rating (1 reviews) Vineyards at Blue Point
$800Ks - $800Ks
Vineyards at Blue Point, Blue Point, NY
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes
No reviews yet The Seasons at Elwood
$800Ks - $900Ks
The Seasons at Elwood, East Northport, NY
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 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.
No reviews yet Meadow Brook Estates
$500Ks - $500Ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
5 rating (1 reviews) Encore Atlantic Shores
$600Ks - $900Ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
4.9 rating (14 reviews) Chatfield Farms
$500Ks - $600Ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
5 rating (1 reviews) Encore at Lake Grove
$600Ks - $800Ks
Encore at Lake Grove, Lake Grove, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes
No reviews yet Woodridge Strathmore Terr...
$400Ks - $400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
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Questions? Call us: (631) 646-1910
5 rating (1 reviews) Sunrise Village
$400Ks - $500Ks
Sunrise Village, Sayville, NY
Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes
No reviews yet Saddle Lakes
$400Ks - $400Ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
No reviews yet Country Village Estates
$400Ks - $400Ks
Country Village Estates, Coram, NY
Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes
5 rating (1 reviews) Sunken Pond Estates
$400Ks - $500Ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes
No reviews yet The Seasons at East North...
$700Ks - $700Ks
The Seasons at East North..., East Northport, NY
New Construction | 55+ age-restricted | Built 2023 - present | 190 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.
5 rating (1 reviews) Westhampton Pines
$900Ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes
5 rating (1 reviews) The Villages at Mount Sin...
$600Ks - $700Ks
The Villages at Mount Sin..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 homes
No reviews yet The Powder Forest Homes
$600Ks - $700Ks
The Powder Forest Homes, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes
5 rating (1 reviews) Newtown Woods
$400Ks - $400Ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
No reviews yet Stoneleigh Woods at River...
$600Ks - $600Ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
No reviews yet Strathmore Gate East
$300Ks - $300Ks
Strathmore Gate East, Coram, NY
Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes
No reviews yet Beckley Farms
$300Ks - $400Ks
Beckley Farms, Berlin, CT
New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes
No reviews yet South Pond Village
$100Ks - $200Ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
No reviews yet Setauket Meadows
$600Ks - $700Ks
Setauket Meadows, Setauket, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes
No reviews yet The Manors at The Colony ...
$400Ks - $500Ks
The Manors at The Colony ..., Shirley, NY
New Construction | 55+ age-restricted | Built 2013 - present | 150 homes
The Greens at Half Hollow 285 MADEIRA BLVD # 285, MELVILLE, NY, 11..., Melville, NY 11747
$1,475,000

3 beds

|

3 baths

|

3,200 sq ft

|

Condo

285 MADEIRA BLVD # 285, MELVILLE, NY, 11...
Leisure Village 405 WOODBRIDGE DR D, RIDGE, NY, 11961, Ridge, NY 11961
$290,000

2 beds

|

1 baths

|

874 sq ft

|

Condo

405 WOODBRIDGE DR D, RIDGE, NY, 11961
Community: Leisure Village
Stoneleigh Woods at Riverhead 67 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$660,000

2 beds

|

3 baths

|

1,972 sq ft

|

Condo

67 STONELEIGH DR, RIVERHEAD, NY, 11901
Country Village Estates 163 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727
$472,000

2 beds

|

2 baths

|

1,261 sq ft

|

Condo

163 THEODORE DR, CORAM, NY, 11727
Leisure Village 167 VENTRY CT UNIT C, RIDGE, NY, 11961, Ridge, NY 11961
$215,500

1 beds

|

1 baths

|

684 sq ft

|

Condo

167 VENTRY CT UNIT C, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Leisure Village 120 EXMORE CT D, RIDGE, NY, 11961, Ridge, NY 11961
$239,990

1 beds

|

1 baths

|

684 sq ft

|

Condo

120 EXMORE CT D, RIDGE, NY, 11961
Community: Leisure Village
Leisure Knoll 379 LARCHMONT CT # 379, RIDGE, NY, 11961, Ridge, NY 11961
$379,900

2 beds

|

2 baths

|

976 sq ft

|

Condo

379 LARCHMONT CT # 379, RIDGE, NY, 11961
Community: Leisure Knoll
Leisure Glen 19 VILLANOVA CT, RIDGE, NY, 11961, Ridge, NY 11961
$495,000

2 beds

|

2 baths

|

1,451 sq ft

|

Condo

19 VILLANOVA CT, RIDGE, NY, 11961
Community: Leisure Glen
Leisure Village 96 ENFIELD CT B, RIDGE, NY, 11961, Ridge, NY 11961
$424,000

2 beds

|

2 baths

|

1,486 sq ft

|

Condo

96 ENFIELD CT B, RIDGE, NY, 11961
Community: Leisure Village
Fairfield at St. James 102 GOTHAM WAY, SAINT JAMES, NY, 11780, Saint James, NY 11780
$595,000

3 beds

|

3 baths

|

1,600 sq ft

|

Condo

102 GOTHAM WAY, SAINT JAMES, NY, 11780
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 Mount Sinai Park 109 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$729,000

2 beds

|

2 baths

|

1,736 sq ft

|

Condo

109 LOUDEN LOOP, MOUNT SINAI, NY, 11766
Fairfield at St. James 914 FENWAY RD, SAINT JAMES, NY, 11780, Saint James, NY 11780
$470,000

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

914 FENWAY RD, SAINT JAMES, NY, 11780
Leisure Village 329 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961
$399,990

2 beds

|

2 baths

|

1,130 sq ft

|

Condo

329 WOODBRIDGE DR A, RIDGE, NY, 11961
Community: Leisure Village
Leisure Village 269 BERWICK CT B, RIDGE, NY, 11961, Ridge, NY 11961
$364,900

2 beds

|

1 baths

|

1,048 sq ft

|

Condo

269 BERWICK CT B, RIDGE, NY, 11961
Community: Leisure Village
Leisure Village 350B WOODBRIDGE DR 350B, BROOKHAVEN, NY,..., Brookhaven, NY 11961
$335,000

2 beds

|

1 baths

|

1,100 sq ft

|

Condo

350B WOODBRIDGE DR 350B, BROOKHAVEN, NY,...
Community: Leisure Village
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Greenwood Village 38B VILLAGE CIR S, MANORVILLE, NY, 11949, Manorville, NY 11949
$123,000

1 beds

|

1 baths

|

600 sq ft

|

Condo

38B VILLAGE CIR S, MANORVILLE, NY, 11949
Community: Greenwood Village
The Waterways at Moriches 514 HIGHLAND CT # A3, MORICHES, NY, 1195..., Moriches, NY 11955
$568,000

2 beds

|

2 baths

|

1,839 sq ft

|

Condo

514 HIGHLAND CT # A3, MORICHES, NY, 1195...
Leisure Village 369B WOODBRIDGE DR 55+, BROOKHAVEN, NY, ..., Brookhaven, NY 11961
$339,000

2 beds

|

1 baths

|

975 sq ft

|

Condo

369B WOODBRIDGE DR 55+, BROOKHAVEN, NY, ...
Community: Leisure Village
Greenwood Village 77 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$159,990

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

77 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Country Village Estates 36 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727
$459,999

2 beds

|

2 baths

|

1,186 sq ft

|

Condo

36 THEODORE DR, CORAM, NY, 11727
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.
Greenwood Village 161 VILLAGE CIR W # 161, MANORVILLE, NY,..., Manorville, NY 11949
$169,990

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

161 VILLAGE CIR W # 161, MANORVILLE, NY,...
Community: Greenwood Village
Leisure Village 276 BERWICK CT A, RIDGE, NY, 11961, Ridge, NY 11961
$315,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

276 BERWICK CT A, RIDGE, NY, 11961
Community: Leisure Village
The Greens at Half Hollow 382 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747
$1,525,000

2 beds

|

2 baths

|

2,937 sq ft

|

Condo

382 ALTESSA BLVD, MELVILLE, NY, 11747
Stone Ridge Estates 108 JOSEPH LN, DIX HILLS, NY, 11746, Dix Hills, NY 11746
$799,999

2 beds

|

2 baths

|

1,695 sq ft

|

Condo

108 JOSEPH LN, DIX HILLS, NY, 11746
Community: Stone Ridge Estates
The Waterways at Moriches 537 HIGHLAND CT, MORICHES, NY, 11955, Moriches, NY 11955
$565,000

2 beds

|

2 baths

|

1,839 sq ft

|

Condo

537 HIGHLAND CT, MORICHES, NY, 11955
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Glenwood Village 1661 OLD COUNTRY RD 163, RIVERHEAD, NY, ..., Riverhead, NY 11901
$164,999

2 beds

|

1 baths

|

816 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 163, RIVERHEAD, NY, ...
Community: Glenwood Village
Leisure Village 195 E NEWCASTLE CT, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961
$229,000

1 beds

|

1 baths

|

684 sq ft

|

Condo

195 E NEWCASTLE CT, BROOKHAVEN, NY, 1196...
Community: Leisure Village
Glenwood Village 1661 OLD COUNTRY RD UNIT 508, RIVERHEAD,..., Riverhead, NY 11901
$399,000

2 beds

|

2 baths

|

1,500 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD UNIT 508, RIVERHEAD,...
Community: Glenwood Village
Greenwood Village 164 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$174,990

2 beds

|

2 baths

|

938 sq ft

|

Manufactured Home

164 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Leisure Village 419 WEYMOUTH CT UNIT F F, RIDGE, NY, 119..., Ridge, NY 11961
$260,000

1 beds

|

1 baths

|

782 sq ft

|

Condo

419 WEYMOUTH CT UNIT F F, RIDGE, NY, 119...
Community: Leisure Village
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.
Leisure Village 166 VENTRY CT B, RIDGE, NY, 11961, Ridge, NY 11961
$259,000

1 beds

|

1 baths

|

680 sq ft

|

House

166 VENTRY CT B, RIDGE, NY, 11961
Community: Leisure Village
The Waterways at Moriches 107 E MIDLAND POND CT, MORICHES, NY, 119..., Moriches, NY 11955
$499,907

2 beds

|

2 baths

|

2,141 sq ft

|

Condo

107 E MIDLAND POND CT, MORICHES, NY, 119...
The Waterways at Moriches 521 HIGHLAND CT # 521, MORICHES, NY, 119..., Moriches, NY 11955
$610,000

2 beds

|

2 baths

|

1,839 sq ft

|

Condo

521 HIGHLAND CT # 521, MORICHES, NY, 119...
The Waterways at Moriches 279 DOCKSIDE CT, MORICHES, NY, 11955, Moriches, NY 11955
$575,000

2 beds

|

2 baths

|

1,480 sq ft

|

Condo

279 DOCKSIDE CT, MORICHES, NY, 11955
Plymouth Estates at Mount Sinai 166 IRA RD, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$579,999

2 beds

|

2 baths

|

1,820 sq ft

|

Townhouse

166 IRA RD, MOUNT SINAI, NY, 11766
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Plymouth Estates at Mount Sinai 164 IRA RD, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$579,999

2 beds

|

2 baths

|

1,820 sq ft

|

Condo

164 IRA RD, MOUNT SINAI, NY, 11766

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236 homes near Cutchogue
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