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

238 homes near Southold

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No reviews yet Founders Village
$500Ks - $500Ks
Founders Village, Southold, NY
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 homes
3.6 rating (7 reviews) Heritage Village
$100Ks - $400Ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
No reviews yet Leisure Village
$200Ks - $500Ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
No reviews yet Oronoque Village
$300Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
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
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No reviews yet Leisure Knoll
$200Ks - $400Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
5 rating (1 reviews) Fairfield at St. James
$300Ks - $600Ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
No reviews yet Leisure Glen
$400Ks - $500Ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
No reviews yet Spring Lake Village
$200Ks - $300Ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
4 rating (8 reviews) Glenwood Village
$100Ks - $400Ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 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.
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
$400Ks - $400Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
No reviews yet The Waterways at Moriches
$400Ks - $600Ks
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
3.5 rating (2 reviews) Foxwood Village
$300Ks - $400Ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
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Questions? Call us: (631) 407-2675
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
No reviews yet Meadow Brook Estates
$500Ks - $500Ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 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) Encore Atlantic Shores
$600Ks - $700Ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
4.9 rating (14 reviews) Chatfield Farms
$500Ks - $500Ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
5 rating (1 reviews) Encore at Lake Grove
$500Ks - $600Ks
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
5 rating (1 reviews) Sunrise Village
$400Ks - $400Ks
Sunrise Village, Sayville, NY
Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
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 - $500Ks
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
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...
$700Ks - $800Ks
The Villages at Mount Sin..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 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 The Powder Forest Homes
$600Ks - $700Ks
The Powder Forest Homes, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes
No reviews yet Stoneleigh Woods at River...
$400Ks - $600Ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
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
$200Ks - $400Ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
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
No reviews yet Setauket Meadows
$600Ks - $700Ks
Setauket Meadows, Setauket, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes
No reviews yet Vineyards at Brookfield
$600Ks - $600Ks
Vineyards at Brookfield, Center Moriches, NY
New Construction | 55+ age-restricted | Built 2019 - present | 146 homes
No reviews yet Fieldstone Village
$500Ks - $800Ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
No reviews yet North Woods of Colchester
$300Ks - $400Ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes
Heritage Village 8 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$269,900

2 beds

|

2 baths

|

1,076 sq ft

|

Condo

8 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Fairfield at St. James 302 ELTON CT, SAINT JAMES, NY, 11780, Saint James, NY 11780
$599,000

2 beds

|

2 baths

|

1,246 sq ft

|

Condo

302 ELTON CT, SAINT JAMES, NY, 11780
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
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 Glen 293 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961
$499,900

2 beds

|

2 baths

|

1,290 sq ft

|

Condo

293 GLEN DR, RIDGE, NY, 11961
Community: Leisure Glen
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
Sunrise Village 136 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782
$459,999

2 beds

|

2 baths

|

1,664 sq ft

|

Condo

136 REVERE DR, SAYVILLE, NY, 11782
Community: Sunrise Village
New Encore at Lake Grove 159 SYMPHONY DR, LAKE GROVE, NY, 11755, Lake Grove, NY 11755
$599,999

2 beds

|

3 baths

|

1,378 sq ft

|

Condo

159 SYMPHONY DR, LAKE GROVE, NY, 11755
The Waterways at Moriches 276 DOCKSIDE CT, MORICHES, NY, 11955, Moriches, NY 11955
$649,000

2 beds

|

2 baths

|

1,875 sq ft

|

Condo

276 DOCKSIDE CT, MORICHES, NY, 11955
Greenwood Village 96 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$214,000

2 beds

|

2 baths

|

1,110 sq ft

|

Condo

96 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Leisure Knoll 187 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961
$395,000

2 beds

|

2 baths

|

913 sq ft

|

Condo

187 EDINBURGH DR, RIDGE, NY, 11961
Community: Leisure Knoll
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 Glen 12 BALDWIN CT, RIDGE, NY, 11961, Ridge, NY 11961
$489,990

2 beds

|

2 baths

|

1,542 sq ft

|

Condo

12 BALDWIN CT, RIDGE, NY, 11961
Community: Leisure Glen
Leisure Knoll 379 LARCHMONT CT # 379, RIDGE, NY, 11961, Ridge, NY 11961
$405,000

2 beds

|

2 baths

|

976 sq ft

|

Condo

379 LARCHMONT CT # 379, RIDGE, NY, 11961
Community: Leisure Knoll
Leisure Glen 240 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961
$499,900

2 beds

|

2 baths

|

1,451 sq ft

|

Condo

240 GLEN DR, RIDGE, NY, 11961
Community: Leisure Glen
The Villages at Mount Sinai Park 13 GRAYCREST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$815,000

2 beds

|

2 baths

|

2,016 sq ft

|

Condo

13 GRAYCREST CT, MOUNT SINAI, NY, 11766
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
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
The Villages at Mount Sinai Park 109 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$749,900

2 beds

|

2 baths

|

1,736 sq ft

|

Condo

109 LOUDEN LOOP, MOUNT SINAI, NY, 11766
Encore Atlantic Shores 226 SONATA CT, EASTPORT, NY, 11941, Eastport, NY 11941
$689,000

2 beds

|

2 baths

|

1,605 sq ft

|

Condo

226 SONATA CT, EASTPORT, NY, 11941
New Leisure Glen 25 DOUGLASTON CT, RIDGE, NY, 11961, Ridge, NY 11961
$509,990

2 beds

|

2 baths

|

1,451 sq ft

|

Condo

25 DOUGLASTON CT, RIDGE, NY, 11961
Community: Leisure Glen
New Greenwood Village 145 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$225,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

145 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
New Sunken Pond Estates 2204 PEBBLE BEACH PATH, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$489,000

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

2204 PEBBLE BEACH PATH, RIVERHEAD, NY, 1...
Community: Sunken Pond Estates
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 Vineyards at Blue Point 162 HALLEY DR, BROOKHAVEN, NY, 11715, Brookhaven, NY 11715
$895,000

2 beds

|

3 baths

|

2,290 sq ft

|

Condo

162 HALLEY DR, BROOKHAVEN, NY, 11715
Glenwood Village 1661-290 OLD COUNTRY RD 290, RIVERHEAD, ..., Riverhead, NY 11901
$235,000

2 beds

|

2 baths

|

1,152 sq ft

|

Mobile Home

1661-290 OLD COUNTRY RD 290, RIVERHEAD, ...
Community: Glenwood Village
New The Manors at The Colony Preserve 64 GREENTREE CT, SHIRLEY, NY, 11967, Shirley, NY 11967
$515,000

2 beds

|

2 baths

|

1,419 sq ft

|

Condo

64 GREENTREE CT, SHIRLEY, NY, 11967
New 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
New Leisure Village 268A BERWICK CT # 268A, RIDGE, NY, 11961, Ridge, NY 11961
$269,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

268A BERWICK CT # 268A, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
New Fairfield at St. James 609 BENTLEY CT # 609, SAINT JAMES, NY, 1..., Saint James, NY 11780
$399,000

1 beds

|

2 baths

|

752 sq ft

|

Condo

609 BENTLEY CT # 609, SAINT JAMES, NY, 1...
New Country Village Estates 122 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727
$517,000

2 beds

|

2 baths

|

1,393 sq ft

|

Condo

122 THEODORE DR, CORAM, NY, 11727
New Setauket Meadows 131 EMILYS WAY, EAST SETAUKET, NY, 11733, East Setauket, NY 11733
$735,000

2 beds

|

3 baths

|

1,773 sq ft

|

Condo

131 EMILYS WAY, EAST SETAUKET, NY, 11733
Community: Setauket Meadows
New 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
Country Village Estates 56 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727
$449,000

2 beds

|

2 baths

|

1,198 sq ft

|

Condo

56 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.
Encore Atlantic Shores 48 ENCORE BLVD, EASTPORT, NY, 11941, Eastport, NY 11941
$725,000

2 beds

|

2 baths

|

2,100 sq ft

|

Condo

48 ENCORE BLVD, EASTPORT, NY, 11941
Sunrise Village 133 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782
$429,000

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

133 REVERE DR, SAYVILLE, NY, 11782
Community: Sunrise Village
Leisure Village 310 WOODBRIDGE DR UNIT C, RIDGE, NY, 119..., Ridge, NY 11961
$349,000

2 beds

|

1 baths

|

1,278 sq ft

|

Condo

310 WOODBRIDGE DR UNIT C, RIDGE, NY, 119...
Community: Leisure Village
Leisure Knoll 28 KINGSTON DR, RIDGE, NY, 11961, Ridge, NY 11961
$450,000

2 beds

|

2 baths

|

1,094 sq ft

|

Condo

28 KINGSTON DR, RIDGE, NY, 11961
Community: Leisure Knoll
New 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
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
Strathmore Gate East 46 FREEDOM LN, CORAM, NY, 11727, Coram, NY 11727
$390,000

2 beds

|

2 baths

|

1,112 sq ft

|

Condo

46 FREEDOM LN, CORAM, NY, 11727
Leisure Village 311 WOODBRIDGE DR 311-C, RIDGE, NY, 1196..., Ridge, NY 11961
$245,000

1 beds

|

1 baths

|

684 sq ft

|

Condo

311 WOODBRIDGE DR 311-C, RIDGE, NY, 1196...
Community: Leisure Village
Glenwood Village 1661-291 OLD COUNTRY 291, RIVERHEAD, NY,..., Riverhead, NY 11901
$269,000

2 beds

|

1 baths

|

1,000 sq ft

|

Mobile Home

1661-291 OLD COUNTRY 291, RIVERHEAD, NY,...
Community: Glenwood Village
Eagles Walk at East Quogue 1601 AERIE WAY, EAST QUOGUE, NY, 11942, East Quogue, NY 11942
$535,000

2 beds

|

2 baths

|

1,275 sq ft

|

Condo

1601 AERIE WAY, EAST QUOGUE, NY, 11942
Leisure Knoll 215 KINGSTON DR, RIDGE, NY, 11961, Ridge, NY 11961
$454,990

2 beds

|

2 baths

|

1,116 sq ft

|

Condo

215 KINGSTON DR, RIDGE, NY, 11961
Community: Leisure Knoll
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238 homes near Southold
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