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

217 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
$400Ks - $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
$300Ks - $500Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
5 rating (1 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 - $500Ks
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
4 rating (8 reviews) Glenwood Village
$100Ks - $300Ks
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
<$100k - $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
$700Ks - $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 - $800Ks
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 - $400Ks
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
Fairfield at St. James 1204 GOTHAM DR # 1204, SAINT JAMES, NY, ..., Saint James, NY 11780
$414,990

1 beds

|

2 baths

|

750 sq ft

|

Condo

1204 GOTHAM DR # 1204, SAINT JAMES, NY, ...
The Waterways at Moriches 276 DOCKSIDE CT, MORICHES, NY, 11955, Moriches, NY 11955
$699,000

2 beds

|

2 baths

|

1,875 sq ft

|

Condo

276 DOCKSIDE CT, MORICHES, NY, 11955
Foxwood Village 1407 MIDDLE RD 203, CALVERTON, NY, 11933, Calverton, NY 11933
$420,000

3 beds

|

2 baths

|

1,568 sq ft

|

Manufactured Home

1407 MIDDLE RD 203, CALVERTON, NY, 11933
Community: Foxwood Village
The Waterways at Moriches 381 QUARRY POND CT, MORICHES, NY, 11955, Moriches, NY 11955
$669,000

2 beds

|

2 baths

|

2,200 sq ft

|

Condo

381 QUARRY POND CT, MORICHES, NY, 11955
Country Village Estates 192 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727
$475,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

192 THEODORE DR, CORAM, NY, 11727
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
Leisure Knoll 140A LAURANCE LN, RIDGE, NY, 11961, Ridge, NY 11961
$359,000

1 beds

|

1 baths

|

600 sq ft

|

Condo

140A LAURANCE LN, RIDGE, NY, 11961
Community: Leisure Knoll
Leisure Glen 11 CUTCHOGUE CT, RIDGE, NY, 11961, Ridge, NY 11961
$499,999

2 beds

|

2 baths

|

1,537 sq ft

|

Condo

11 CUTCHOGUE CT, RIDGE, NY, 11961
Community: Leisure Glen
Plymouth Estates at Mount Sinai 211 POND CIR, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$574,888

2 beds

|

2 baths

|

1,662 sq ft

|

Condo

211 POND CIR, MOUNT SINAI, NY, 11766
Leisure Village 312C WOODBRIDGE DR 312C, BROOKHAVEN, NY,..., Brookhaven, NY 11961
$277,000

1 beds

|

1 baths

|

679 sq ft

|

Condo

312C WOODBRIDGE DR 312C, BROOKHAVEN, NY,...
Community: Leisure Village
The Waterways at Moriches 270 DOCKSIDE CT # 270, MORICHES, NY, 119..., Moriches, NY 11955
$559,000

2 beds

|

2 baths

|

2,230 sq ft

|

Condo

270 DOCKSIDE CT # 270, MORICHES, NY, 119...
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 423 WOODBRIDGE D, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$259,000

1 beds

|

1 baths

|

782 sq ft

|

Condo

423 WOODBRIDGE D, BROOKHAVEN, NY, 11961
Community: Leisure Village
Windmill Gate 24 PILAR LN, OAKDALE, NY, 11769, Oakdale, NY 11769
$599,000

2 beds

|

2 baths

|

871 sq ft

|

Condo

24 PILAR LN, OAKDALE, NY, 11769
Community: Windmill Gate
Leisure Glen 12 SAYVILLE CT, RIDGE, NY, 11961, Ridge, NY 11961
$415,000

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

12 SAYVILLE CT, RIDGE, NY, 11961
Community: Leisure Glen
Greenwood Village 71 DOGWOOD LN, MANORVILLE, NY, 11949, Manorville, NY 11949
$238,000

2 beds

|

2 baths

|

1,123 sq ft

|

Condo

71 DOGWOOD LN, MANORVILLE, NY, 11949
Community: Greenwood Village
The Waterways at Moriches 580 MIRROR POND CT, MORICHES, NY, 11955, Moriches, NY 11955
$545,000

2 beds

|

2 baths

|

1,867 sq ft

|

Condo

580 MIRROR POND CT, MORICHES, NY, 11955
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
Encore at Lake Grove 23 SONATA CT, LAKE GROVE, NY, 11755, Lake Grove, NY 11755
$705,000

2 beds

|

2 baths

|

1,697 sq ft

|

Condo

23 SONATA CT, LAKE GROVE, NY, 11755
Leisure Glen 5 BALDWIN CT, RIDGE, NY, 11961, Ridge, NY 11961
$489,000

2 beds

|

2 baths

|

1,290 sq ft

|

Condo

5 BALDWIN CT, RIDGE, NY, 11961
Community: Leisure Glen
The Villages at Mount Sinai Park 105 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$789,000

2 beds

|

2 baths

|

1,971 sq ft

|

Condo

105 LOUDEN LOOP, MOUNT SINAI, NY, 11766
Meadowbrook Pointe Links & Spa 234 AUGUSTA DR # 234, MEDFORD, NY, 11763, Medford, NY 11763
$745,000

2 beds

|

3 baths

|

1,627 sq ft

|

Condo

234 AUGUSTA DR # 234, MEDFORD, NY, 11763
Leisure Glen 6 BROOKVILLE CT, RIDGE, NY, 11961, Ridge, NY 11961
$479,990

2 beds

|

2 baths

|

1,323 sq ft

|

Condo

6 BROOKVILLE CT, 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.
Fairfield at St. James 206 FLAIR CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$570,000

3 beds

|

3 baths

|

1,649 sq ft

|

Condo

206 FLAIR CT, SMITHTOWN, NY, 11780
Leisure Village 346 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961
$419,000

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

346 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
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 192 VENTRY CT A, RIDGE, NY, 11961, Ridge, NY 11961
$249,000

1 beds

|

1 baths

|

650 sq ft

|

Condo

192 VENTRY CT A, RIDGE, NY, 11961
Community: Leisure Village
Leisure Village 69 ENFIELD CT B, RIDGE, NY, 11961, Ridge, NY 11961
$369,000

2 beds

|

1 baths

|

1,278 sq ft

|

Condo

69 ENFIELD CT B, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
Country Village Estates 11 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727
$489,000

2 beds

|

2 baths

|

1,386 sq ft

|

Condo

11 THEODORE DR, CORAM, NY, 11727
Greenwood Village 12 ORANGE TREE, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$234,000

2 beds

|

2 baths

|

1,283 sq ft

|

Condo

12 ORANGE TREE, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Founders Village 2555 YOUNGS AVE 11D, SOUTHOLD, NY, 11971, Southold, NY 11971
$527,500

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

2555 YOUNGS AVE 11D, SOUTHOLD, NY, 11971
Community: Founders Village
Sunrise Village 186 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782
$525,000

2 beds

|

2 baths

|

1,046 sq ft

|

Condo

186 REVERE DR, SAYVILLE, NY, 11782
Community: Sunrise Village
Greenwood Village 3 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949
$214,997

2 beds

|

2 baths

|

1,012 sq ft

|

Condo

3 LIMETREE DR, 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.
Vineyards at Brookfield 56 AVERY DR N, CENTER MORICHES, NY, 1193..., Center Moriches, NY 11934
$639,000

2 beds

|

2 baths

|

1,557 sq ft

|

Condo

56 AVERY DR N, CENTER MORICHES, NY, 1193...
Meadowbrook Pointe Links & Spa 65 PACIFIC DUNES CT, MEDFORD, NY, 11763, Medford, NY 11763
$749,990

2 beds

|

3 baths

|

2,006 sq ft

|

Condo

65 PACIFIC DUNES CT, MEDFORD, NY, 11763
Woodridge Strathmore Terrace 16 HEARTHSIDE DR, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$369,000

1 beds

|

1 baths

|

924 sq ft

|

Condo

16 HEARTHSIDE DR, MOUNT SINAI, NY, 11766
Greenwood Village 77 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$165,000

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

77 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Greenwood Village 22 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949
$141,000

2 beds

|

2 baths

|

920 sq ft

|

Condo

22 LIMETREE DR, MANORVILLE, NY, 11949
Community: Greenwood Village
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
Leisure Village 419 WEYMOUTH CT F, RIDGE, NY, 11961, Ridge, NY 11961
$283,000

1 beds

|

1 baths

|

782 sq ft

|

Condo

419 WEYMOUTH CT F, RIDGE, NY, 11961
Community: Leisure Village
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
Jessup's Landing 25 JESSUPS LANDING CT UNIT E, QUOGUE, NY..., Quogue, NY 11959
$2,500,000

5 beds

|

5 baths

|

2,807 sq ft

|

Condo

25 JESSUPS LANDING CT UNIT E, QUOGUE, NY...
Community: Jessup's Landing
Leisure Village 332 WOODBRIDGE DR UNIT C WOODBRIDGE DR, ..., Ridge, NY 11961
$369,000

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

332 WOODBRIDGE DR UNIT C WOODBRIDGE DR, ...
Community: Leisure Village
Leisure Village 277 BERWICK CT UNIT D, RIDGE, NY, 11961, Ridge, NY 11961
$339,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

277 BERWICK CT UNIT D, RIDGE, NY, 11961
Community: Leisure Village

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217 homes near Southold
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