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

226 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 - $400Ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
No reviews yet Oronoque Village
$500Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
No reviews yet The Village at Oxford Gre...
$500Ks - $600Ks
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
$400Ks - $500Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
5 rating (1 reviews) Fairfield at St. James
$400Ks - $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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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 rating (1 reviews) Vineyards at Blue Point
$600Ks - $900Ks
Vineyards at Blue Point, Blue Point, NY
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes
4.6 rating (9 reviews) Meadowbrook Pointe Links ...
$600Ks - $700Ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale | 55+ age-restricted | Built 2010 - present | 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 - $800Ks
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
$600Ks - $700Ks
Encore at Lake Grove, Lake Grove, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes
No reviews yet Woodridge Strathmore Terr...
$300Ks - $400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
5 rating (1 reviews) Sunrise Village
$400Ks - $500Ks
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 - $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
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
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Questions? Call us: (631) 407-2675
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
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
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
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
Leisure Village 377 WOODBRIDGE DR UNIT C, RIDGE, NY, 119..., Ridge, NY 11961
$324,000

2 beds

|

1 baths

|

1,050 sq ft

|

Condo

377 WOODBRIDGE DR UNIT C, RIDGE, NY, 119...
Community: Leisure Village
Leisure Knoll 190 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961
$449,999

2 beds

|

1 baths

|

787 sq ft

|

Condo

190 CANTERBURY DR, RIDGE, NY, 11961
Community: Leisure Knoll
Glenwood Village 1661 OLD COUNTRY RD 179, RIVERHEAD, NY, ..., Riverhead, NY 11901
$230,000

2 beds

|

2 baths

|

1,036 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 179, RIVERHEAD, NY, ...
Community: Glenwood Village
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
The Waterways at Moriches 106 E MIDLAND POND CT # 1, MORICHES, NY,..., Moriches, NY 11955
$499,000

2 beds

|

2 baths

|

1,982 sq ft

|

Condo

106 E MIDLAND POND CT # 1, MORICHES, NY,...
Leisure Village 96 ENFIELD CT B, RIDGE, NY, 11961, Ridge, NY 11961
$459,000

2 beds

|

2 baths

|

1,486 sq ft

|

Condo

96 ENFIELD CT B, RIDGE, NY, 11961
Community: Leisure Village
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
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
Leisure Glen 460 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961
$550,000

2 beds

|

2 baths

|

1,691 sq ft

|

Condo

460 LEISURE DR, RIDGE, NY, 11961
Community: Leisure Glen
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 28 TRENT CT B, RIDGE, NY, 11961, Ridge, NY 11961
$379,999

2 beds

|

1 baths

|

1,200 sq ft

|

Condo

28 TRENT CT B, RIDGE, NY, 11961
Community: Leisure Village
Leisure Village 373 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961
$339,990

2 beds

|

1 baths

|

1,171 sq ft

|

Condo

373 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
Greenwood Village 132 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$214,990

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

132 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Greenwood Village 21 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949
$179,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

21 LIMETREE DR, MANORVILLE, NY, 11949
Community: Greenwood Village
Greenwood Village 24 LIMETREE DR # 24, MANORVILLE, NY, 119..., Manorville, NY 11949
$224,900

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

24 LIMETREE DR # 24, MANORVILLE, NY, 119...
Community: Greenwood Village
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
Leisure Village 277 BERWICK CT UNIT D, RIDGE, NY, 11961, Ridge, NY 11961
$329,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

277 BERWICK CT UNIT D, RIDGE, NY, 11961
Community: Leisure Village
Stone Ridge Estates 156 CHRISTINE DR, DIX HILLS, NY, 11746, Dix Hills, NY 11746
$800,000

2 beds

|

2 baths

|

1,700 sq ft

|

Condo

156 CHRISTINE DR, DIX HILLS, NY, 11746
Community: Stone Ridge Estates
Fairfield at St. James 302 GOTHAM WAY, SAINT JAMES, NY, 11780, Saint James, NY 11780
$619,000

3 beds

|

3 baths

|

1,548 sq ft

|

Townhouse

302 GOTHAM WAY, SAINT JAMES, NY, 11780
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 42D TRENT CT 42D, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$269,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

42D TRENT CT 42D, BROOKHAVEN, NY, 11961
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 Knoll 209 KINGSTON DR, RIDGE, NY, 11961, Ridge, NY 11961
$430,000

2 beds

|

2 baths

|

1,116 sq ft

|

Condo

209 KINGSTON DR, RIDGE, NY, 11961
Community: Leisure Knoll
Leisure Village 346 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961
$399,000

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

346 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
The Waterways at Moriches 270 DOCKSIDE CT # 270, MORICHES, NY, 119..., Moriches, NY 11955
$549,000

2 beds

|

2 baths

|

2,230 sq ft

|

Condo

270 DOCKSIDE CT # 270, MORICHES, NY, 119...
Sunrise Village 155 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782
$535,000

2 beds

|

2 baths

|

1,340 sq ft

|

Condo

155 REVERE DR, SAYVILLE, NY, 11782
Community: Sunrise Village
Glenwood Village 1661 OLD COUNTRY RD UNIT 200, RIVERHEAD,..., Riverhead, NY 11901
$249,900

2 beds

|

1 baths

|

753 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD UNIT 200, RIVERHEAD,...
Community: Glenwood Village
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
Leisure Village 231 BLACKPOOL CT C, RIDGE, NY, 11961, Ridge, NY 11961
$289,000

2 beds

|

1 baths

|

825 sq ft

|

Condo

231 BLACKPOOL CT C, RIDGE, NY, 11961
Community: Leisure Village
The Villages at Mount Sinai Park 4 OAKHURST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$849,999

3 beds

|

3 baths

|

2,850 sq ft

|

Condo

4 OAKHURST CT, MOUNT SINAI, NY, 11766
Sunrise Village 133 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782
$449,000

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

133 REVERE DR, SAYVILLE, NY, 11782
Community: Sunrise Village
Leisure Village 312C WOODBRIDGE DR 312C, BROOKHAVEN, NY,..., Brookhaven, NY 11961
$269,000

1 beds

|

1 baths

|

679 sq ft

|

Condo

312C WOODBRIDGE DR 312C, BROOKHAVEN, NY,...
Community: Leisure Village
Leisure Village 135 EASTBOURNE CT UNIT C, RIDGE, NY, 119..., Ridge, NY 11961
$284,900

2 beds

|

1 baths

|

1,118 sq ft

|

Condo

135 EASTBOURNE CT UNIT C, 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.
The Waterways at Moriches 509 OAK BLUFF CT, MORICHES, NY, 11955, Moriches, NY 11955
$510,000

2 beds

|

3 baths

|

1,875 sq ft

|

Condo

509 OAK BLUFF CT, MORICHES, NY, 11955
Leisure Village 75A ENFIELD CT 75A, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961
$369,900

2 beds

|

1 baths

|

1,278 sq ft

|

Condo

75A ENFIELD CT 75A, BROOKHAVEN, NY, 1196...
Community: Leisure Village
Country Village Estates 11 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727
$479,000

2 beds

|

2 baths

|

1,386 sq ft

|

Condo

11 THEODORE DR, CORAM, NY, 11727
The Waterways at Moriches 381 QUARRY POND CT, MORICHES, NY, 11955, Moriches, NY 11955
$649,000

2 beds

|

2 baths

|

2,200 sq ft

|

Condo

381 QUARRY POND CT, MORICHES, NY, 11955
Greenwood Village 48 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$124,900

2 beds

|

2 baths

|

960 sq ft

|

Condo

48 VILLAGE CIR, 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 Waterways at Moriches 295 W MIDLAND POND CT, MORICHES, NY, 119..., Moriches, NY 11955
$699,990

2 beds

|

2 baths

|

2,149 sq ft

|

Condo

295 W MIDLAND POND CT, MORICHES, NY, 119...
Leisure Village 232A BLACKPOOL CT 232A, BROOKHAVEN, NY, ..., Brookhaven, NY 11961
$305,000

2 beds

|

1 baths

|

836 sq ft

|

Condo

232A BLACKPOOL CT 232A, BROOKHAVEN, NY, ...
Community: Leisure Village
Leisure Village 286 BERWICK CT A, RIDGE, NY, 11961, Ridge, NY 11961
$359,900

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

286 BERWICK CT A, RIDGE, NY, 11961
Community: Leisure Village
The Polo Club at Islandia 1239 OLD NICHOLS RD # 46, ISLANDIA, NY, ..., Islandia, NY 11749
$639,000

2 beds

|

3 baths

|

1,654 sq ft

|

Condo

1239 OLD NICHOLS RD # 46, ISLANDIA, NY, ...
Leisure Village 68A ENFIELD CT # 68A, RIDGE, NY, 11961, Ridge, NY 11961
$369,000

2 beds

|

1 baths

|

1,048 sq ft

|

Condo

68A ENFIELD CT # 68A, RIDGE, NY, 11961
Community: Leisure Village

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226 homes near Southold
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