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

95 communities near Southold

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3.6 rating (7 reviews)

Heritage Village

$200ks - $500ks

Heritage Village, Southbury, CT

Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes

The Village at Oxford Gre...

$400ks - $500ks

The Village at Oxford Gre..., Oxford, CT

New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes

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Questions? Call us: (631) 407-2675

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Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes

5 rating (2 reviews)

Fairfield at St. James

$300ks - $500ks

Fairfield at St. James, St. James, NY

Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 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.

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes

5 rating (1 reviews)

Encore Atlantic Shores

$500ks - $800ks

Encore Atlantic Shores, Eastport, NY

Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes

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

Questions? Call us: (631) 407-2675

The Manors at The Colony ...

$300ks - $400ks

The Manors at The Colony ..., Shirley, NY

New Construction | 55+ age-restricted | Built 2013 - present | 150 homes

Country Pointe Preserve

$600ks - $900ks

Country Pointe PreserveYaphank, NY

New Construction | 55+ age-restricted | Built 2024 - present | 152 homes

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

Questions? Call us: (631) 407-2675

Baldwin Station

$400ks

Baldwin Station, Milford, CT

Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes

Bartlett Hill

$300ks - $400ks

Bartlett Hill, Portland, CT

Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes

5 rating (1 reviews)

Sunken Pond Estates

$400ks

Sunken Pond Estates, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes

Strathmore Gate East

$300ks

Strathmore Gate East, Coram, NY

Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes

South Pond Village

$300ks - $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

Regency at Woodbridge

$500ks - $700ks

Regency at Woodbridge, Woodbridge, CT

New Construction | 55+ age-restricted | Built 2023 - present | 70 homes

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes

Saddle Lakes

$400ks - $500ks

Saddle Lakes, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes

Country Village Estates

$300ks

Country Village Estates, Coram, NY

Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes

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Questions? Call us: (631) 407-2675

5 rating (1 reviews)

Sunrise Village

$400ks

Sunrise Village, Sayville, NY

Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes

Evergreen

$400ks - $500ks

Evergreen, Cromwell, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 52 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

Hopmeadow Place

$200ks - $300ks

Hopmeadow Place, Simsbury, CT

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 homes

The Vineyards at Miller P...

$500ks

The Vineyards at Miller P..., Miller Place, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 85 homes

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Questions? Call us: (631) 407-2675

Oak Meadow Estates

$200ks - $300ks

Oak Meadow Estates, Torrington, CT

New and Resale | 55+ age-restricted | Built 2013 - present | 31 homes

Meadow Brook Estates

$300ks - $400ks

Meadow Brook Estates, Oxford, CT

Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes

5 rating (1 reviews)

The Villages at Mount Sin...

$600ks

The Villages at Mount Sin..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 homes

4.9 rating (14 reviews)

Chatfield Farms

$400ks - $700ks

Chatfield Farms, Beacon Falls, CT

New Construction | 55+ age-restricted | Built 2014 - present | 231 homes

Eagles Walk at East Quogu...

$300ks - $400ks

Eagles Walk at East Quogu..., East Quogue, NY

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 67 homes

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

Questions? Call us: (631) 407-2675

5 rating (1 reviews)

Encore at Lake Grove

$500ks - $700ks

Encore at Lake Grove, Lake Grove, NY

Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes

The Vineyards at Mount Si...

$800ks - $1Ms

The Vineyards at Mount Si..., Mount Sinai, NY

New Construction | 55+ age-restricted | Built 2020 - present | 91 homes

Village Vistas

$800ks - $1Ms

Village Vistas, Port Jefferson, NY

Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 homes

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Questions? Call us: (631) 407-2675

4 rating (1 reviews)

Vineyards at Blue Point

$500ks - $700ks

Vineyards at Blue Point, Blue Point, NY

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes

Founders Village

$400ks - $500ks

Founders Village, Southold, NY

Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 homes

1 2...3

New Spring Lake Village

885 GLACIER WAY 885, SOUTHINGTON, CT, 06..., Southington, CT 06489

$349,900

2 beds

3 baths

1,775 sq ft

Condo

885 GLACIER WAY 885, SOUTHINGTON, CT, 06...

3006 AMEN COR, RIVERHEAD, NY, 11901

Community: Sunken Pond Estates

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

Questions? Call us: (631) 407-2675

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New Leisure Glen

587 LEISURE DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$575,000

2 beds

2 baths

1,454 sq ft

Condo

587 LEISURE DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

New South Pond Village

177 THISTLE POND DR 177, BLOOMFIELD, CT,..., Bloomfield, CT 06002

$465,000

3 beds

3 baths

2,243 sq ft

177 THISTLE POND DR 177, BLOOMFIELD, CT,...

Community: South Pond Village

New The Village at Oxford Greens

523 PUTTING GREEN LN 523, OXFORD, CT, 06..., Oxford, CT 06478

$625,000

2 beds

2 baths

2,008 sq ft

Condo

523 PUTTING GREEN LN 523, OXFORD, CT, 06...

Community: The Village at Oxford Greens

New Greenwood Village

2 DOGWOOD LN, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$192,500

2 beds

2 baths

1,064 sq ft

Condo

2 DOGWOOD LN, BROOKHAVEN, NY, 11949

Community: Greenwood Village

New Heritage Village

1016 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488

$225,000

1 beds

1 baths

928 sq ft

Condo

1016 HERITAGE VLG B, SOUTHBURY, CT, 0648...

Community: Heritage Village

New Oronoque Village

72 DAKOTA LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$539,500

1 beds

3 baths

1,118 sq ft

Condo

72 DAKOTA LN B, STRATFORD, CT, 06614

Community: Oronoque Village

New Oronoque Village

71 DAKOTA LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$425,000

1 beds

2 baths

1,375 sq ft

Condo

71 DAKOTA LN A, STRATFORD, CT, 06614

Community: Oronoque Village

New Heritage Village

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

$520,000

3 beds

2 baths

1,716 sq ft

Condo

977 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

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

Questions? Call us: (631) 407-2675

New The Village at Oxford Greens

731 CHAMPIONSHIP DR 731, OXFORD, CT, 064..., Oxford, CT 06478

$629,900

2 beds

2 baths

1,539 sq ft

Condo

731 CHAMPIONSHIP DR 731, OXFORD, CT, 064...

Community: The Village at Oxford Greens

New Oronoque Village

132 BISON LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$465,000

1 beds

2 baths

1,426 sq ft

Condo

132 BISON LN B, STRATFORD, CT, 06614

Condo

79 HERITAGE VLG A, SOUTHBURY, CT, 06488

Condo

207 WOODBRIDGE DR B, BROOKHAVEN, NY, 119...

Condo

506 DREW DR, SMITHTOWN, NY, 11780

Condo

78 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

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

Questions? Call us: (631) 407-2675

Bartlett Hill

9 PEAR ORCHARD RD 9, PORTLAND, CT, 06480, Portland, CT 06480

$479,900

2 beds

3 baths

1,404 sq ft

9 PEAR ORCHARD RD 9, PORTLAND, CT, 06480

Community: Bartlett Hill

Meadowbrook Pointe Links & Spa

83 PACIFIC DUNES CT 83, BROOKHAVEN, NY, ..., Brookhaven, NY 11763

$749,990

3 beds

3 baths

2,047 sq ft

Condo

83 PACIFIC DUNES CT 83, BROOKHAVEN, NY, ...

Community: Meadowbrook Pointe Links & Spa

Leisure Glen

263 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$499,000

2 beds

2 baths

1,315 sq ft

Condo

263 GLEN DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

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

Questions? Call us: (631) 407-2675

Strathmore Gate East

25 FREEMONT LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727

$329,000

1 beds

1 baths

750 sq ft

Condo

25 FREEMONT LN, BROOKHAVEN, NY, 11727

Community: Strathmore Gate East

Oronoque Village

639 ONONDAGA LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$649,000

2 beds

3 baths

1,438 sq ft

Condo

639 ONONDAGA LN B, STRATFORD, CT, 06614

Community: Oronoque Village

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 169 days. The average price of homes for sale in this community is approximately $527,500, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Founders Village average around $527,500.

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95 communities

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

95 communities near Southold

172 homes near Southold

2 beds

3 baths

1,775 sq ft

Condo

2 beds

2 baths

1,112 sq ft

Condo

2 beds

2 baths

1,312 sq ft

Condo

2 beds

2 baths

1,447 sq ft

Condo

2 beds

2 baths

1,587 sq ft

Condo

2 beds

2 baths

1,454 sq ft

Condo

3 beds

3 baths

2,243 sq ft

2 beds

2 baths

2,008 sq ft

Condo

2 beds

2 baths

1,064 sq ft

Condo

1 beds

1 baths

928 sq ft

Condo

1 beds

3 baths

1,118 sq ft

Condo

1 beds

2 baths

1,375 sq ft

Condo

3 beds

2 baths

1,716 sq ft

Condo

2 beds

2 baths

1,539 sq ft

Condo

1 beds

2 baths

1,426 sq ft

Condo

2 beds

3 baths

2,820 sq ft

Condo

2 beds

3 baths

2,034 sq ft

Condo

2 beds

3 baths

2,389 sq ft

Condo

2 beds

2 baths

1,032 sq ft

Condo

2 beds

2 baths