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

91 communities near Southold

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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 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

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

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

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

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

1 2...3

Oronoque Village

288 AGAWAM DR B, STRATFORD, CT, 06614, Stratford, CT 06614

$389,000

1 beds

2 baths

1,175 sq ft

Condo

288 AGAWAM DR B, STRATFORD, CT, 06614

Community: Oronoque Village

The Village at Oxford Greens

1097 SAINT ANDREWS DR, OXFORD, CT, 06478, Oxford, CT 06478

$773,625

2 beds

3 baths

2,536 sq ft

Condo

1097 SAINT ANDREWS DR, OXFORD, CT, 06478

Community: The Village at Oxford Greens

Fairview at Oxford Greens

$773,625

2 beds

3 baths

2,536 sq ft

Condo

1097 SAINT ANDREWS DR, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

The Village at Oxford Greens

1099 SAINT ANDREWS DR, OXFORD, CT, 06478, Oxford, CT 06478

$747,075

2 beds

3 baths

2,454 sq ft

Condo

1099 SAINT ANDREWS DR, OXFORD, CT, 06478

Community: The Village at Oxford Greens

Fairview at Oxford Greens

$747,075

2 beds

3 baths

2,454 sq ft

Condo

1099 SAINT ANDREWS DR, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

Want to learn more about 55+ communities in Southold? 55places can help!

Questions? Call us: (631) 407-2675

Fairview at Oxford Greens

1105 ST ANDREWS DR, OXFORD, CT, 06478, Oxford, CT 06478

$709,900

2 beds

3 baths

2,536 sq ft

Condo

1105 ST ANDREWS DR, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

The Village at Oxford Greens

$709,900

2 beds

3 baths

2,536 sq ft

Condo

1105 ST ANDREWS DR, OXFORD, CT, 06478

Community: The Village at Oxford Greens

Fairview at Oxford Greens

1101 ST ANDREWS DR, OXFORD, CT, 06478, Oxford, CT 06478

$709,900

2 beds

3 baths

1,955 sq ft

Condo

1101 ST ANDREWS DR, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

The Village at Oxford Greens

$709,900

2 beds

3 baths

1,955 sq ft

Condo

1101 ST ANDREWS DR, OXFORD, CT, 06478

Community: The Village at Oxford Greens

Fairview at Oxford Greens

1109 ST ANDREWS DR, OXFORD, CT, 06478, Oxford, CT 06478

$699,900

2 beds

3 baths

1,955 sq ft

Condo

1109 ST ANDREWS DR, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

The Village at Oxford Greens

$699,900

2 beds

3 baths

1,955 sq ft

Condo

1109 ST ANDREWS DR, OXFORD, CT, 06478

Community: The Village at Oxford Greens

The Village at Oxford Greens

1107 ST ANDREWS DR, OXFORD, CT, 06478, Oxford, CT 06478

$699,900

2 beds

3 baths

2,536 sq ft

Condo

1107 ST ANDREWS DR, OXFORD, CT, 06478

Community: The Village at Oxford Greens

Fairview at Oxford Greens

$699,900

2 beds

3 baths

2,536 sq ft

Condo

1107 ST ANDREWS DR, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

The Village at Oxford Greens

1103 ST ANDREWS DR, OXFORD, CT, 06478, Oxford, CT 06478

$659,900

2 beds

3 baths

2,454 sq ft

Condo

1103 ST ANDREWS DR, OXFORD, CT, 06478

Community: The Village at Oxford Greens

Fairview at Oxford Greens

$659,900

2 beds

3 baths

2,454 sq ft

Condo

1103 ST ANDREWS DR, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

Want to learn more about 55+ communities in Southold? 55places can help!

Questions? Call us: (631) 407-2675

Heritage Village

192 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488

$283,000

2 beds

2 baths

1,308 sq ft

Condo

192 HERITAGE VLG C, SOUTHBURY, CT, 06488

Community: Heritage Village

New Oronoque Village

248 SOUTH TRL B, STRATFORD, CT, 06614, Stratford, CT 06614

$475,000

2 beds

3 baths

1,175 sq ft

Condo

248 SOUTH TRL B, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

741 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$229,900

1 beds

1 baths

928 sq ft

Condo

741 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

The Village at Oxford Greens

633 CHAMPIONSHIP DR # 633, OXFORD, CT, 0..., Oxford, CT 06478

$599,900

2 beds

3 baths

1,983 sq ft

Condo

633 CHAMPIONSHIP DR # 633, OXFORD, CT, 0...

Community: The Village at Oxford Greens

Heritage Village

1 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488

$359,000

2 beds

2 baths

1,044 sq ft

Condo

1 HERITAGE VLG C, SOUTHBURY, CT, 06488

Community: Heritage Village

New Oronoque Village

535 NARRAGANSET LN B, STRATFORD, CT, 066..., Stratford, CT 06614

$409,900

2 beds

2 baths

1,434 sq ft

Condo

535 NARRAGANSET LN B, STRATFORD, CT, 066...

Community: Oronoque Village

Oronoque Village

87 CREEK LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$449,900

1 beds

2 baths

1,454 sq ft

Condo

87 CREEK LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Founders Ridge

22 WEBSTER LN # 22, MIDDLETOWN, CT, 0645..., Middletown, CT 06457

$575,000

2 beds

2 baths

1,412 sq ft

Condo

22 WEBSTER LN # 22, MIDDLETOWN, CT, 0645...

Community: Founders Ridge

New Baldwin Station

26 JASMINE CIR # 26, MILFORD, CT, 06461, Milford, CT 06461

$649,900

2 beds

3 baths

2,331 sq ft

Condo

26 JASMINE CIR # 26, MILFORD, CT, 06461

Community: Baldwin Station

Oronoque Village

383 SEQUOIA LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$490,000

1 beds

2 baths

1,360 sq ft

Condo

383 SEQUOIA LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Want to learn more about 55+ communities in Southold? 55places can help!

Questions? Call us: (631) 407-2675

Heritage Village

143 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488

$369,900

2 beds

2 baths

1,432 sq ft

Condo

143 HERITAGE VLG E, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

32 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488

$214,900

2 beds

2 baths

1,032 sq ft

Condo

32 HERITAGE VLG C, SOUTHBURY, CT, 06488

Community: Heritage Village

Oronoque Village

194 BAYFIELD LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$660,000

1 beds

3 baths

1,438 sq ft

Condo

194 BAYFIELD LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Spring Lake Village

434 LAKEVIEW DR # 434, SOUTHINGTON, CT, ..., Southington, CT 06489

$319,900

2 beds

2 baths

1,199 sq ft

Condo

434 LAKEVIEW DR # 434, SOUTHINGTON, CT, ...

Community: Spring Lake Village

New Gloria Commons

10 LUCIUS CT # 10, MILFORD, CT, 06461, Milford, CT 06461

$489,900

2 beds

3 baths

2,061 sq ft

Condo

10 LUCIUS CT # 10, MILFORD, CT, 06461

Community: Gloria Commons

The Village at Oxford Greens

217 CHIP SHOT LN # 217, OXFORD, CT, 0647..., Oxford, CT 06478

$729,900

2 beds

2 baths

2,080 sq ft

Condo

217 CHIP SHOT LN # 217, OXFORD, CT, 0647...

Community: The Village at Oxford Greens

Heritage Village

231 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488

$249,900

2 beds

2 baths

1,044 sq ft

Condo

231 HERITAGE VLG C, SOUTHBURY, CT, 06488

Community: Heritage Village

Spring Lake Village

9 VILLAGE RD # 9, SOUTHINGTON, CT, 06489, Southington, CT 06489

$254,900

2 beds

2 baths

1,264 sq ft

Condo

9 VILLAGE RD # 9, SOUTHINGTON, CT, 06489

Community: Spring Lake Village

Heritage Village

264 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$300,000

2 beds

2 baths

1,432 sq ft

Condo

264 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

280 HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488

$199,000

1 beds

1 baths

928 sq ft

Condo

280 HERITAGE VLG, SOUTHBURY, CT, 06488

Community: Heritage Village

Want to learn more about 55+ communities in Southold? 55places can help!

Questions? Call us: (631) 407-2675

Heritage Village

740 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$345,000

2 beds

2 baths

1,398 sq ft

Condo

740 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

The Village at Oxford Greens

185 COUNTRY CLUB DR # 185, OXFORD, CT, 0..., Oxford, CT 06478

$690,000

3 beds

3 baths

2,595 sq ft

Condo

185 COUNTRY CLUB DR # 185, OXFORD, CT, 0...

Community: The Village at Oxford Greens

Heritage Village

132 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$424,900

3 beds

2 baths

1,716 sq ft

Condo

132 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Oronoque Village

445 NORTH TRL A, STRATFORD, CT, 06614, Stratford, CT 06614

$534,900

1 beds

3 baths

1,620 sq ft

Condo

445 NORTH TRL A, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

1013 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488

$350,000

3 beds

2 baths

1,716 sq ft

Condo

1013 HERITAGE VLG B, SOUTHBURY, CT, 0648...

Community: Heritage Village

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Frequently Asked Questions

What size 55+ communities are there in Southold?

In Southold, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Southold?

The smallest 55+ community in Southold has 92 homes, the largest has 92 homes, and the average community consists of 92 homes.

Are there gated 55+ communities in Southold?

No, there are no gated 55+ communities in Southold.

How long do listings in 55+ communities in Southold typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ community in Southold stay on the market for around 43 days. The average price of homes for sale in this community is approximately $549,758, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Founders Village average around $549,758.

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Want to learn more about 55+ communities in Southold?

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91 communities near Southold

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

91 communities near Southold

238 homes near Southold

1 beds

2 baths

1,175 sq ft

Condo

2 beds

3 baths

2,536 sq ft

Condo

2 beds

3 baths

2,536 sq ft

Condo

2 beds

3 baths

2,454 sq ft

Condo

2 beds

3 baths

2,454 sq ft

Condo

2 beds

3 baths

2,536 sq ft

Condo

2 beds

3 baths

2,536 sq ft

Condo

2 beds

3 baths

1,955 sq ft

Condo

2 beds

3 baths

1,955 sq ft

Condo

2 beds

3 baths

1,955 sq ft

Condo

2 beds

3 baths

1,955 sq ft

Condo

2 beds

3 baths

2,536 sq ft

Condo

2 beds

3 baths

2,536 sq ft

Condo

2 beds

3 baths

2,454 sq ft

Condo

2 beds

3 baths

2,454 sq ft

Condo

2 beds

2 baths

1,308 sq ft

Condo

2 beds

3 baths

1,175 sq ft

Condo

1 beds

1 baths

928 sq ft

Condo

2 beds

3 baths

1,983 sq ft

Condo

2 beds