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

98 communities 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
Leisure Village
$200Ks - $400Ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
The Greens at Half Hollow
$500Ks - $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes
Oronoque Village
$200Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
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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
Leisure Knoll
$300Ks - $400Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
5 rating (2 reviews) Fairfield at St. James
$400Ks - $400Ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
Leisure Glen
$400Ks - $400Ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
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
Regency at Prospect
$300Ks - $500Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
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
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.
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 - $800Ks
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
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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5 rating (1 reviews) Sunrise Village
$400Ks - $500Ks
Sunrise Village, Sayville, NY
Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes
Saddle Lakes
$400Ks - $400Ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
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
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
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 - $500Ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
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
Strathmore Gate East
$300Ks - $400Ks
Strathmore Gate East, Coram, NY
Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes
Beckley Farms
$300Ks - $400Ks
Beckley Farms, Berlin, CT
New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes
South Pond Village
$100Ks - $200Ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
Setauket Meadows
$600Ks - $700Ks
Setauket Meadows, Setauket, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes
The Manors at The Colony ...
$400Ks - $500Ks
The Manors at The Colony ..., Shirley, NY
New Construction | 55+ age-restricted | Built 2013 - present | 150 homes
Greenwood Village 53 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$275,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

53 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Greenwood Village 99 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$269,988

2 beds

|

2 baths

|

1,487 sq ft

|

Condo

99 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Encore Atlantic Shores 113 OVERTURE PL, EASTPORT, NY, 11941, Eastport, NY 11941
$895,000

2 beds

|

3 baths

|

3,037 sq ft

|

Condo

113 OVERTURE PL, EASTPORT, NY, 11941
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
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
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
New Fairfield at St. James 401 CABOT CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$499,000

1 beds

|

2 baths

|

900 sq ft

|

Condo

401 CABOT CT, SMITHTOWN, NY, 11780
Leisure Glen 12 BALDWIN CT, RIDGE, NY, 11961, Ridge, NY 11961
$479,990

2 beds

|

2 baths

|

1,542 sq ft

|

Condo

12 BALDWIN CT, RIDGE, NY, 11961
Community: Leisure Glen
New Glenwood Village 1661 OLD COUNTRY RD UNIT 280, RIVERHEAD,..., Riverhead, NY 11901
$205,000

2 beds

|

2 baths

|

1,008 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD UNIT 280, 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
Strathmore Gate East 49 FREEDOM LN, CORAM, NY, 11727, Coram, NY 11727
$370,000

2 beds

|

1 baths

|

964 sq ft

|

House

49 FREEDOM LN, 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.
Glenwood Village 1661-291 OLD COUNTRY 291, RIVERHEAD, NY,..., Riverhead, NY 11901
$250,000

2 beds

|

1 baths

|

1,000 sq ft

|

Mobile Home

1661-291 OLD COUNTRY 291, RIVERHEAD, NY,...
Community: Glenwood Village
New The Waterways at Moriches 509 OAK BLUFF CT, MORICHES, NY, 11955, Moriches, NY 11955
$755,000

2 beds

|

3 baths

|

1,875 sq ft

|

Condo

509 OAK BLUFF CT, MORICHES, NY, 11955
New The Greens at Half Hollow 652 BALFOUR PL, MELVILLE, NY, 11747, Melville, NY 11747
$1,199,000

3 beds

|

3 baths

|

2,400 sq ft

|

Condo

652 BALFOUR PL, MELVILLE, NY, 11747
Greenwood Village 1 WILLOW CT, MANORVILLE, NY, 11949, Manorville, NY 11949
$229,900

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

1 WILLOW CT, MANORVILLE, NY, 11949
Community: Greenwood Village
Greenwood Village 19 DOGWOOD LN, MANORVILLE, NY, 11949, Manorville, NY 11949
$167,500

2 beds

|

2 baths

|

871 sq ft

|

Condo

19 DOGWOOD LN, MANORVILLE, NY, 11949
Community: Greenwood Village
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Greenwood Village 77 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$155,900

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

77 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Leisure Village 46 TRENT CT C, RIDGE, NY, 11961, Ridge, NY 11961
$350,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

46 TRENT CT C, RIDGE, NY, 11961
Community: Leisure Village
New Plymouth Estates at Mount Sinai 230 IRA RD # 230, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$589,999

2 beds

|

2 baths

|

1,317 sq ft

|

Condo

230 IRA RD # 230, MOUNT SINAI, NY, 11766
Leisure Village 310 WOODBRIDGE DR UNIT C, RIDGE, NY, 119..., Ridge, NY 11961
$342,000

2 beds

|

1 baths

|

1,278 sq ft

|

Condo

310 WOODBRIDGE DR UNIT C, RIDGE, NY, 119...
Community: Leisure Village
Greenwood Village 145 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$199,900

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

145 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood 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.
Setauket Meadows 95 COVE LN, EAST SETAUKET, NY, 11733, East Setauket, NY 11733
$749,990

2 beds

|

3 baths

|

1,991 sq ft

|

Condo

95 COVE LN, EAST SETAUKET, NY, 11733
Community: Setauket Meadows
The Vineyards at Miller Place 48 AVERY LN, MILLER PLACE, NY, 11764, Miller Place, NY 11764
$679,900

2 beds

|

3 baths

|

1,486 sq ft

|

Condo

48 AVERY LN, MILLER PLACE, NY, 11764
Leisure Glen 256 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961
$499,000

2 beds

|

2 baths

|

1,456 sq ft

|

Condo

256 GLEN DR, RIDGE, NY, 11961
Community: Leisure Glen
Strathmore Gate East 53 FREEDOM LN, CORAM, NY, 11727, Coram, NY 11727
$440,000

2 beds

|

1 baths

|

1,036 sq ft

|

Condo

53 FREEDOM LN, CORAM, NY, 11727
Stoneleigh Woods at Riverhead 67 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$640,000

2 beds

|

3 baths

|

1,972 sq ft

|

Condo

67 STONELEIGH DR, RIVERHEAD, NY, 11901
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Stoneleigh Woods at Riverhead 4 HAVERTON CT, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$660,000

2 beds

|

3 baths

|

2,175 sq ft

|

Condo

4 HAVERTON CT, RIVERHEAD, NY, 11901
Foxwood Village 1407 MIDDLE RD UNIT 258, CALVERTON, NY, ..., Calverton, NY 11933
$525,000

3 beds

|

2 baths

|

1,568 sq ft

|

Manufactured Home

1407 MIDDLE RD UNIT 258, CALVERTON, NY, ...
Community: Foxwood Village
Stoneleigh Woods at Riverhead 159 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$680,000

2 beds

|

3 baths

|

2,175 sq ft

|

Condo

159 STONELEIGH DR, RIVERHEAD, NY, 11901
Vineyards at Moriches 134 HALLEY DR, CENTER MORICHES, NY, 1193..., Center Moriches, NY 11934
$735,000

3 beds

|

3 baths

|

2,933 sq ft

|

Condo

134 HALLEY DR, CENTER MORICHES, NY, 1193...
Glenwood Village 1661 OLD COUNTRY RD 163, RIVERHEAD, NY, ..., Riverhead, NY 11901
$149,999

2 beds

|

1 baths

|

816 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 163, RIVERHEAD, NY, ...
Community: Glenwood 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 280 BERWICK CT A, RIDGE, NY, 11961, Ridge, NY 11961
$359,900

2 beds

|

1 baths

|

836 sq ft

|

Condo

280 BERWICK CT A, RIDGE, NY, 11961
Community: Leisure Village
Glenwood Village 1661 OLD COUNTRY RD UNIT 539, RIVERHEAD,..., Riverhead, NY 11901
$399,000

2 beds

|

2 baths

|

1,500 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD UNIT 539, RIVERHEAD,...
Community: Glenwood Village
Leisure Knoll 323 BROWNFIELD DR, RIDGE, NY, 11961, Ridge, NY 11961
$375,000

2 beds

|

1 baths

|

655 sq ft

|

Condo

323 BROWNFIELD DR, RIDGE, NY, 11961
Community: Leisure Knoll
The Greens at Half Hollow 259 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747
$1,499,000

3 beds

|

4 baths

|

3,100 sq ft

|

Condo

259 ALTESSA BLVD, MELVILLE, NY, 11747
The Greens at Half Hollow 911 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747
$639,000

2 beds

|

2 baths

|

1,134 sq ft

|

Condo

911 ALTESSA BLVD, MELVILLE, NY, 11747
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Leisure Knoll 190 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961
$434,999

2 beds

|

1 baths

|

787 sq ft

|

Condo

190 CANTERBURY DR, RIDGE, NY, 11961
Community: Leisure Knoll
Leisure Knoll 202 BELFAST LN, RIDGE, NY, 11961, Ridge, NY 11961
$429,999

2 beds

|

2 baths

|

1,235 sq ft

|

Condo

202 BELFAST LN, RIDGE, NY, 11961
Community: Leisure Knoll
Glenwood Village 1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$245,000

2 beds

|

2 baths

|

924 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1...
Community: Glenwood Village
The Greens at Half Hollow 1082 SAVOY DR, MELVILLE, NY, 11747, Melville, NY 11747
$599,999

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

1082 SAVOY DR, MELVILLE, NY, 11747
The Greens at Half Hollow 423 FLORENCIA PL, MELVILLE, NY, 11747, Melville, NY 11747
$1,225,000

3 beds

|

3 baths

|

2,500 sq ft

|

Condo

423 FLORENCIA PL, MELVILLE, NY, 11747
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98 communities near Cutchogue
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