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

94 communities near Southold

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No reviews yet Founders Village
$500Ks - $600Ks
Founders Village, Southold, NY
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 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 Oronoque Village
$200Ks - $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
$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 - $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
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
$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 - $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
4.6 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 - $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
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 - $500Ks
Sunrise Village, Sayville, NY
Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes
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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
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
5 rating (1 reviews) Westhampton Pines
$900Ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 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) 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
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
No reviews yet Strathmore Gate East
$300Ks - $400Ks
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
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
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 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
$700Ks - $700Ks
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
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
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
Leisure Knoll 304 KINGSTON CT, RIDGE, NY, 11961, Ridge, NY 11961
$429,000

2 beds

|

2 baths

|

976 sq ft

|

Condo

304 KINGSTON CT, RIDGE, NY, 11961
Community: Leisure Knoll
Greenwood Village 45 DOGWOOD LN, MANORVILLE, NY, 11949, Manorville, NY 11949
$199,997

2 beds

|

2 baths

|

1,134 sq ft

|

Condo

45 DOGWOOD LN, MANORVILLE, NY, 11949
Community: Greenwood Village
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 Southold? 55places can help!
Questions? Call us: (631) 407-2675
New Strathmore Gate East 141 FORGE LN, CORAM, NY, 11727, Coram, NY 11727
$319,000

1 beds

|

1 baths

|

728 sq ft

|

Condo

141 FORGE LN, CORAM, NY, 11727
New Stoneleigh Woods at Riverhead 18 KENNSINGTON CT, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$665,000

3 beds

|

3 baths

|

2,172 sq ft

|

Condo

18 KENNSINGTON CT, RIVERHEAD, NY, 11901
Leisure Knoll 144 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961
$449,500

2 beds

|

2 baths

|

Condo

144 EDINBURGH DR, RIDGE, NY, 11961
Community: Leisure Knoll
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
Greenwood Village 99 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$295,000

2 beds

|

2 baths

|

1,487 sq ft

|

Condo

99 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.
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
New Greenwood Village 426 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$225,000

2 beds

|

2 baths

|

1,123 sq ft

|

Condo

426 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
The Waterways at Moriches 244 RIVER DR, MORICHES, NY, 11955, Moriches, NY 11955
$625,000

2 beds

|

2 baths

|

1,960 sq ft

|

Condo

244 RIVER DR, MORICHES, NY, 11955
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
Country Village Estates 36 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727
$459,999

2 beds

|

2 baths

|

1,186 sq ft

|

Condo

36 THEODORE DR, CORAM, NY, 11727
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
Country Village Estates 163 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727
$472,000

2 beds

|

2 baths

|

1,261 sq ft

|

Condo

163 THEODORE DR, CORAM, NY, 11727
New Sunrise Village 12 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782
$525,000

2 beds

|

2 baths

|

1,340 sq ft

|

Condo

12 REVERE DR, SAYVILLE, NY, 11782
Community: Sunrise 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
The Waterways at Moriches 546 HIGHLAND CT, MORICHES, NY, 11955, Moriches, NY 11955
$499,990

2 beds

|

2 baths

|

1,497 sq ft

|

Condo

546 HIGHLAND CT, MORICHES, NY, 11955
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
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 Vineyards at Miller Place 37 HALLEY LN, MILLER PLACE, NY, 11764, Miller Place, NY 11764
$655,000

2 beds

|

3 baths

|

1,853 sq ft

|

Condo

37 HALLEY LN, MILLER PLACE, NY, 11764
Greenwood Village 145 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$207,500

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

145 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Leisure Knoll 194 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961
$469,900

2 beds

|

1 baths

|

1,200 sq ft

|

Condo

194 CANTERBURY DR, RIDGE, NY, 11961
Community: Leisure Knoll
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
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
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
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
Glenwood Village 1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$250,000

2 beds

|

2 baths

|

924 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1...
Community: Glenwood Village
Harvest Pointe 32 MILLSTONE LN 16, CUTCHOGUE, NY, 11935, Cutchogue, NY 11935
$1,125,000

2 beds

|

3 baths

|

1,600 sq ft

|

Condo

32 MILLSTONE LN 16, CUTCHOGUE, NY, 11935
Community: Harvest Pointe
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
Stoneleigh Woods at Riverhead 67 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$660,000

2 beds

|

3 baths

|

1,972 sq ft

|

Condo

67 STONELEIGH DR, RIVERHEAD, NY, 11901
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 Villages at Mount Sinai Park 25 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$799,000

2 beds

|

3 baths

|

2,229 sq ft

|

Condo

25 LOUDEN LOOP, MOUNT SINAI, NY, 11766
Glenwood Village 1661 OLD COUNTRY RD 506, RIVERHEAD, NY, ..., Riverhead, NY 11901
$329,999

2 beds

|

2 baths

|

1,232 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 506, RIVERHEAD, NY, ...
Community: Glenwood Village
The Villages at Mount Sinai Park 68 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$657,000

2 beds

|

2 baths

|

1,736 sq ft

|

Condo

68 LOUDEN LOOP, MOUNT SINAI, NY, 11766
The Villages at Mount Sinai Park 4 OAKHURST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$799,999

3 beds

|

3 baths

|

2,850 sq ft

|

Condo

4 OAKHURST CT, MOUNT SINAI, NY, 11766
Leisure Village 261 NEWCASTLE CT UNIT D, RIDGE, NY, 1196..., Ridge, NY 11961
$210,000

1 beds

|

1 baths

|

800 sq ft

|

Condo

261 NEWCASTLE CT UNIT D, RIDGE, NY, 1196...
Community: Leisure Village
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
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
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 195 E NEWCASTLE CT, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961
$210,000

1 beds

|

1 baths

|

684 sq ft

|

Condo

195 E NEWCASTLE CT, BROOKHAVEN, NY, 1196...
Community: Leisure Village
Leisure Knoll 151 LAURANCE LN, RIDGE, NY, 11961, Ridge, NY 11961
$399,990

2 beds

|

1 baths

|

1,116 sq ft

|

Condo

151 LAURANCE LN, RIDGE, NY, 11961
Community: Leisure Knoll
Leisure Village 416 WEYMOUTH CT A, RIDGE, NY, 11961, Ridge, NY 11961
$399,000

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

416 WEYMOUTH CT A, RIDGE, NY, 11961
Community: Leisure Village
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94 communities near Southold
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