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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
Sunken Pond Estates 1403 PEBBLE BEACH PATH, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$469,000

2 beds

|

3 baths

|

1,350 sq ft

|

Condo

1403 PEBBLE BEACH PATH, RIVERHEAD, NY, 1...
Community: Sunken Pond Estates
Leisure Village 48 TRENT CT B, RIDGE, NY, 11961, Ridge, NY 11961
$355,000

2 beds

|

1 baths

|

1,278 sq ft

|

Condo

48 TRENT CT B, RIDGE, NY, 11961
Community: Leisure Village
Encore Atlantic Shores 167 MELODY CT, EASTPORT, NY, 11941, Eastport, NY 11941
$955,000

2 beds

|

3 baths

|

3,136 sq ft

|

Condo

167 MELODY CT, EASTPORT, NY, 11941
Greenwood Village 57 DOGWOOD LN, MANORVILLE, NY, 11949, Manorville, NY 11949
$159,999

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

57 DOGWOOD LN, MANORVILLE, NY, 11949
Community: Greenwood Village
Stoneleigh Woods at Riverhead 159 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$699,999

2 beds

|

3 baths

|

2,172 sq ft

|

House

159 STONELEIGH DR, RIVERHEAD, NY, 11901
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
The Greens at Half Hollow 1126 SAVOY DR, MELVILLE, NY, 11747, Melville, NY 11747
$629,888

2 beds

|

2 baths

|

1,150 sq ft

|

Condo

1126 SAVOY DR, MELVILLE, NY, 11747
Glenwood Village 1661 OLD COUNTRY RD UNIT 563, RIVERHEAD,..., Riverhead, NY 11901
$489,000

2 beds

|

2 baths

|

1,500 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD UNIT 563, RIVERHEAD,...
Community: Glenwood Village
Leisure Glen 13 OAKDALE CT, RIDGE, NY, 11961, Ridge, NY 11961
$449,999

2 beds

|

2 baths

|

1,140 sq ft

|

House

13 OAKDALE CT, RIDGE, NY, 11961
Community: Leisure Glen
The Vineyards at Miller Place 37 HALLEY LN, MILLER PLACE, NY, 11764, Miller Place, NY 11764
$680,000

2 beds

|

3 baths

|

1,853 sq ft

|

Condo

37 HALLEY LN, MILLER PLACE, NY, 11764
Greenwood Village 53 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$295,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

53 VILLAGE CIR, BROOKHAVEN, 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.
Greenwood Village 2 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949
$250,000

2 beds

|

2 baths

|

1,242 sq ft

|

House

2 LIMETREE DR, MANORVILLE, NY, 11949
Community: Greenwood Village
Leisure Village 311 WOODBRIDGE DR 311-C, RIDGE, NY, 1196..., Ridge, NY 11961
$225,000

1 beds

|

1 baths

|

684 sq ft

|

Condo

311 WOODBRIDGE DR 311-C, RIDGE, NY, 1196...
Community: Leisure Village
Glenwood Village 1661 OLD COUNTRY OLD COUNTRY RD, RIVERHE..., Riverhead, NY 11901
$285,000

2 beds

|

2 baths

|

1,232 sq ft

|

Manufactured Home

1661 OLD COUNTRY OLD COUNTRY RD, RIVERHE...
Community: Glenwood Village
Leisure Village 449 ARLINGTON DR A, RIDGE, NY, 11961, Ridge, NY 11961
$425,000

2 beds

|

1 baths

|

1,074 sq ft

|

Condo

449 ARLINGTON DR A, RIDGE, NY, 11961
Community: Leisure Village
Leisure Village 22B GUILFORD CT # 22B, RIDGE, NY, 11961, Ridge, NY 11961
$335,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

22B GUILFORD CT # 22B, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Glenwood Village 1661 OLD COUNTRY RD UNIT 543, RIVERHEAD,..., Riverhead, NY 11901
$395,000

2 beds

|

2 baths

|

1,632 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD UNIT 543, RIVERHEAD,...
Community: Glenwood Village
Leisure Knoll 144 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961
$469,999

2 beds

|

2 baths

|

Condo

144 EDINBURGH DR, RIDGE, NY, 11961
Community: Leisure Knoll
Leisure Village 412 WEYMOUTH CT UNIT B, RIDGE, NY, 11961, Ridge, NY 11961
$435,000

2 beds

|

1 baths

|

1,100 sq ft

|

Condo

412 WEYMOUTH CT UNIT B, RIDGE, NY, 11961
Community: Leisure Village
Leisure Village 474 DARWEN DR B, RIDGE, NY, 11961, Ridge, NY 11961
$419,000

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

474 DARWEN DR B, RIDGE, NY, 11961
Community: Leisure Village
Greenwood Village 11 WILLOW CT, MANORVILLE, NY, 11949, Manorville, NY 11949
$219,000

2 beds

|

2 baths

|

1,184 sq ft

|

Condo

11 WILLOW CT, 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.
Leisure Village 259 NEWCASTLE CT E, RIDGE, NY, 11961, Ridge, NY 11961
$254,900

1 beds

|

1 baths

|

875 sq ft

|

Condo

259 NEWCASTLE CT E, RIDGE, NY, 11961
Community: Leisure Village
Fairfield at St. James 107 FAIRFIELD DR N # 107, SAINT JAMES, N..., Saint James, NY 11780
$599,990

2 beds

|

2 baths

|

Condo

107 FAIRFIELD DR N # 107, SAINT JAMES, N...
Leisure Knoll 503 LANCASTER CT # 503, RIDGE, NY, 11961, Ridge, NY 11961
$459,000

2 beds

|

2 baths

|

1,094 sq ft

|

Condo

503 LANCASTER CT # 503, RIDGE, NY, 11961
Community: Leisure Knoll
Leisure Village 227 BLACKPOOL CT D, RIDGE, NY, 11961, Ridge, NY 11961
$212,500

1 beds

|

1 baths

|

684 sq ft

|

House

227 BLACKPOOL CT D, RIDGE, NY, 11961
Community: Leisure Village
Leisure Village 258 NEWCASTLE CT A, RIDGE, NY, 11961, Ridge, NY 11961
$329,000

2 beds

|

1 baths

|

900 sq ft

|

Condo

258 NEWCASTLE CT A, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Stoneleigh Woods at Riverhead 18 KENNSINGTON CT -, RIVERHEAD, NY, 1190..., Riverhead, NY 11901
$665,000

2 beds

|

3 baths

|

2,172 sq ft

|

Stock Cooperative

18 KENNSINGTON CT -, RIVERHEAD, NY, 1190...
Meadowbrook Pointe Links & Spa 60 PACIFIC DUNES CT, MEDFORD, NY, 11763, Medford, NY 11763
$750,000

2 beds

|

3 baths

|

2,191 sq ft

|

Condo

60 PACIFIC DUNES CT, MEDFORD, NY, 11763
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
Leisure Glen 244 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961
$499,000

2 beds

|

2 baths

|

1,456 sq ft

|

Condo

244 GLEN DR, RIDGE, NY, 11961
Community: Leisure Glen
Meadowbrook Pointe Links & Spa 279 AUGUSTA DR, MEDFORD, NY, 11763, Medford, NY 11763
$319,298

2 beds

|

2 baths

|

1,133 sq ft

|

Condo

279 AUGUSTA DR, MEDFORD, NY, 11763
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 310 WOODBRIDGE DR UNIT C, RIDGE, NY, 119..., Ridge, NY 11961
$344,000

2 beds

|

1 baths

|

1,278 sq ft

|

Condo

310 WOODBRIDGE DR UNIT C, RIDGE, NY, 119...
Community: Leisure Village
Sunken Pond Estates 4006 SAINT ANDREWS AVE, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$519,888

2 beds

|

2 baths

|

1,587 sq ft

|

Condo

4006 SAINT ANDREWS AVE, RIVERHEAD, NY, 1...
Community: Sunken Pond Estates
Westhampton Pines 112 ASHLEY DR, WESTHAMPTON, NY, 11977, Westhampton, NY 11977
$1,399,000

3 beds

|

3 baths

|

2,306 sq ft

|

Condo

112 ASHLEY DR, WESTHAMPTON, NY, 11977
Community: Westhampton Pines
Windmill Gate 18 DAWN DR, OAKDALE, NY, 11769, Oakdale, NY 11769
$639,999

2 beds

|

2 baths

|

1,175 sq ft

|

House

18 DAWN DR, OAKDALE, NY, 11769
Community: Windmill Gate
Glenwood Village 1661 OLD COUNTRY RD 308, RIVERHEAD, NY, ..., Riverhead, NY 11901
$149,000

2 beds

|

1 baths

|

840 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 308, RIVERHEAD, NY, ...
Community: Glenwood Village
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Leisure Village 488A FAIRWAY CT # 488A, RIDGE, NY, 11961, Ridge, NY 11961
$449,000

2 beds

|

2 baths

|

1,180 sq ft

|

Condo

488A FAIRWAY CT # 488A, RIDGE, NY, 11961
Community: Leisure Village
Leisure Village 46 TRENT CT C, RIDGE, NY, 11961, Ridge, NY 11961
$365,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

46 TRENT CT C, RIDGE, NY, 11961
Community: Leisure Village
Leisure Village 231 BLACKPOOL CT F, RIDGE, NY, 11961, Ridge, NY 11961
$305,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

231 BLACKPOOL CT F, RIDGE, NY, 11961
Community: Leisure Village
The Vineyards at Miller Place 43 HALLEY LN, MILLER PLACE, NY, 11764, Miller Place, NY 11764
$659,000

2 beds

|

3 baths

|

1,350 sq ft

|

Condo

43 HALLEY LN, MILLER PLACE, NY, 11764
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
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236 homes near Cutchogue
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