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

228 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 - $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
<$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
4.6 rating (9 reviews) Meadowbrook Pointe Links ...
$600Ks - $700Ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale | 55+ age-restricted | Built 2010 - present | 280 homes
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
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 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
Westhampton Pines 42 KIMBERLY DR # 42, WESTHAMPTON, NY, 11..., Westhampton, NY 11977
$1,450,000

2 beds

|

3 baths

|

2,350 sq ft

|

Condo

42 KIMBERLY DR # 42, WESTHAMPTON, NY, 11...
Community: Westhampton Pines
Encore at Lake Grove 10 SYMPHONY DR, LAKE GROVE, NY, 11755, Lake Grove, NY 11755
$630,000

2 beds

|

2 baths

|

1,390 sq ft

|

Condo

10 SYMPHONY DR, LAKE GROVE, NY, 11755
Westhampton Pines 69 SAMANTHA CIR # 69, WESTHAMPTON, NY, 1..., Westhampton, NY 11977
$998,999

2 beds

|

2 baths

|

1,944 sq ft

|

Condo

69 SAMANTHA CIR # 69, WESTHAMPTON, NY, 1...
Community: Westhampton Pines
Encore Atlantic Shores 82 BALLAD CT, EASTPORT, NY, 11941, Eastport, NY 11941
$795,000

2 beds

|

3 baths

|

2,150 sq ft

|

Condo

82 BALLAD CT, EASTPORT, NY, 11941
Founders Village 2555 YOUNGS AVE 7D, SOUTHOLD, NY, 11971, Southold, NY 11971
$529,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

2555 YOUNGS AVE 7D, SOUTHOLD, NY, 11971
Community: Founders Village
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
Vineyards at Blue Point 26 AVERY WAY # 26, BLUE POINT, NY, 11772, Blue Point, NY 11772
$925,000

2 beds

|

4 baths

|

3,388 sq ft

|

Condo

26 AVERY WAY # 26, BLUE POINT, NY, 11772
New 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
New 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 The Waterways at Moriches 497 OAK BLUFF CT, MORICHES, NY, 11955, Moriches, NY 11955
$559,999

2 beds

|

3 baths

|

1,988 sq ft

|

Condo

497 OAK BLUFF CT, MORICHES, NY, 11955
New Greenwood Village 5148 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$205,000

2 beds

|

2 baths

|

1,350 sq ft

|

Condo

5148 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.
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
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
Glenwood Village 1661 OLD COUNTRY RD UNIT 521, RIVERHEAD,..., Riverhead, NY 11901
$369,000

2 beds

|

2 baths

|

Condo

1661 OLD COUNTRY RD UNIT 521, RIVERHEAD,...
Community: Glenwood Village
Glenwood Village 1661 OLD COUNTRY RD 435, RIVERHEAD, NY, ..., Riverhead, NY 11901
$299,500

2 beds

|

2 baths

|

1,270 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 435, RIVERHEAD, NY, ...
Community: Glenwood Village
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,...
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
New Greenwood Village 74 DOGWOOD LN, MANORVILLE, NY, 11949, Manorville, NY 11949
$99,000

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

74 DOGWOOD LN, MANORVILLE, NY, 11949
Community: Greenwood Village
New Leisure Village 231 BLACKPOOL CT, RIDGE, NY, 11961, Ridge, NY 11961
$289,000

2 beds

|

1 baths

|

825 sq ft

|

Condo

231 BLACKPOOL CT, RIDGE, NY, 11961
Community: Leisure Village
New Leisure Knoll 145 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961
$418,000

2 beds

|

2 baths

|

900 sq ft

|

Condo

145 EDINBURGH DR, RIDGE, NY, 11961
Community: Leisure Knoll
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
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
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 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
New Leisure Village 232 BLACKPOOL CT F, RIDGE, NY, 11961, Ridge, NY 11961
$279,900

2 beds

|

1 baths

|

833 sq ft

|

Condo

232 BLACKPOOL CT F, RIDGE, NY, 11961
Community: Leisure Village
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...
Encore at Lake Grove 20 CONCERTO DR, LAKE GROVE, NY, 11755, Lake Grove, NY 11755
$699,990

2 beds

|

3 baths

|

1,413 sq ft

|

Condo

20 CONCERTO DR, LAKE GROVE, NY, 11755
Sunrise Village 24 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782
$479,000

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

24 REVERE DR, SAYVILLE, NY, 11782
Community: Sunrise Village
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
New Leisure Village 305 TORQUAY CT UNIT C, RIDGE, NY, 11961, Ridge, NY 11961
$364,500

2 beds

|

1 baths

|

836 sq ft

|

House

305 TORQUAY CT UNIT C, RIDGE, NY, 11961
Community: Leisure Village
Vineyards at Blue Point 125 HALLEY DR, BLUE POINT, NY, 11772, Blue Point, NY 11772
$699,000

2 beds

|

2 baths

|

1,619 sq ft

|

Condo

125 HALLEY DR, BLUE POINT, NY, 11772
Leisure Village 374 WOODBRIDGE DR UNIT A A, RIDGE, NY, 1..., Ridge, NY 11961
$329,999

2 beds

|

1 baths

|

1,187 sq ft

|

Condo

374 WOODBRIDGE DR UNIT A A, RIDGE, NY, 1...
Community: Leisure Village
Leisure Village 119 EXMORE CT A, RIDGE, NY, 11961, Ridge, NY 11961
$349,999

2 beds

|

1 baths

|

1,100 sq ft

|

Condo

119 EXMORE CT A, RIDGE, NY, 11961
Community: Leisure Village
Strathmore Gate East 9 FORGE LN, CORAM, NY, 11727, Coram, NY 11727
$339,999

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

9 FORGE 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.
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
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
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
Want to learn more about 55+ communities in Southold? 55places can help!
Questions? Call us: (631) 407-2675
Leisure Knoll 407 BELFAST LN, RIDGE, NY, 11961, Ridge, NY 11961
$400,000

2 beds

|

2 baths

|

1,235 sq ft

|

Condo

407 BELFAST 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...

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228 homes near Southold
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