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 - $400Ks

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 - $600Ks

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

No reviews yet

Leisure Knoll

$400Ks - $500Ks

Leisure Knoll, Ridge, NY

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

5 rating (1 reviews)

Fairfield at St. James

$400Ks - $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

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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

$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

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 - $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 - $700Ks

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

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

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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

1 2 3

O'Meara Farm

8 MULBERRY LN # 8, FARMINGTON, CT, 06032, Farmington, CT 06032

$499,999

3 beds

3 baths

1,896 sq ft

8 MULBERRY LN # 8, FARMINGTON, CT, 06032

Community: O'Meara Farm

Heritage Village

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

$265,000

2 beds

2 baths

1,044 sq ft

Condo

231 HERITAGE VLG C, SOUTHBURY, CT, 06488

Community: Heritage Village

Greenwood Village

10 ORANGE TREE CT, MANORVILLE, NY, 11949, Manorville, NY 11949

$210,000

2 beds

2 baths

1,200 sq ft

Condo

10 ORANGE TREE CT, MANORVILLE, NY, 11949

Community: Greenwood Village

Encore Atlantic Shores

68 ENCORE, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941

$849,999

2 beds

3 baths

3,000 sq ft

Condo

68 ENCORE, BROOKHAVEN, NY, 11941

Community: Encore Atlantic Shores

New Glenwood Village

1661 OLD COUNTRY RD UNIT 586, RIVERHEAD,..., Riverhead, NY 11901

$489,000

3 beds

2 baths

1,680 sq ft

Manufactured Home

1661 OLD COUNTRY RD UNIT 586, RIVERHEAD,...

1661 OLD COUNTRY RD UNIT 521, RIVERHEAD,...

Community: Glenwood Village

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

Questions? Call us: (631) 407-2675

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

Encore at Lake Grove

10 SYMPHONY DR, LAKE GROVE, NY, 11755, Lake Grove, NY 11755

$575,000

2 beds

2 baths

1,390 sq ft

Condo

10 SYMPHONY DR, LAKE GROVE, NY, 11755

Community: Encore at Lake Grove

Meadowbrook Pointe Links & Spa

142 AUGUSTA DR, MEDFORD, NY, 11763, Medford, NY 11763

$729,990

2 beds

3 baths

1,691 sq ft

Condo

142 AUGUSTA DR, MEDFORD, NY, 11763

Community: Meadowbrook Pointe Links & Spa

Glenwood Village

1661 OLD COUNTRY RD 540, RIVERHEAD, NY, ..., Riverhead, NY 11901

$425,000

2 beds

2 baths

1,700 sq ft

Manufactured Home

1661 OLD COUNTRY RD 540, RIVERHEAD, NY, ...

Community: Glenwood Village

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

Community: Plymouth Estates at Mount Sinai

New Leisure Village

406 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961

$235,500

1 beds

1 baths

679 sq ft

Condo

406 WOODBRIDGE DR A, RIDGE, NY, 11961

Community: Leisure Village

New Leisure Village

369B WOODBRIDGE DR 55+, BROOKHAVEN, NY, ..., Brookhaven, NY 11961

$349,000

2 beds

1 baths

975 sq ft

Condo

369B WOODBRIDGE DR 55+, BROOKHAVEN, NY, ...

Community: Leisure Village

New Leisure Village

423 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961

$259,000

1 beds

1 baths

782 sq ft

Condo

423 WOODBRIDGE DR A, RIDGE, NY, 11961

Community: Leisure Village

New Greenwood Village

5157 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$189,500

2 beds

2 baths

1,200 sq ft

Condo

5157 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

Glenwood Village

1661 OLD COUNTRY RD 179, RIVERHEAD, NY, ..., Riverhead, NY 11901

$215,000

2 beds

2 baths

1,036 sq ft

Mobile Home

1661 OLD COUNTRY RD 179, RIVERHEAD, NY, ...

Community: Glenwood Village

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

Questions? Call us: (631) 407-2675

Fairfield at St. James

1104 DREW DR, SAINT JAMES, NY, 11780, Saint James, NY 11780

$429,000

1 beds

1 baths

752 sq ft

Condo

1104 DREW DR, SAINT JAMES, NY, 11780

Community: Fairfield at St. James

Meadowbrook Pointe Links & Spa

42 AUGUSTA DR, MEDFORD, NY, 11763, Medford, NY 11763

$649,990

2 beds

3 baths

1,534 sq ft

Condo

42 AUGUSTA DR, MEDFORD, NY, 11763

Community: Meadowbrook Pointe Links & Spa

Woodridge Strathmore Terrace

78 HEARTHSIDE DR # 78, MOUNT SINAI, NY, ..., Mount Sinai, NY 11766

$449,000

2 beds

2 baths

1,501 sq ft

Condo

78 HEARTHSIDE DR # 78, MOUNT SINAI, NY, ...

Community: Woodridge Strathmore Terrace

Glenwood Village

1661 OLD COUNTRY RD UNIT 200, RIVERHEAD,..., Riverhead, NY 11901

$249,900

2 beds

1 baths

753 sq ft

Manufactured Home

1661 OLD COUNTRY RD UNIT 200, RIVERHEAD,...

Community: Glenwood Village

Leisure Village

137 EASTBOURNE CT A, RIDGE, NY, 11961, Ridge, NY 11961

$299,999

2 beds

1 baths

836 sq ft

Condo

137 EASTBOURNE CT A, RIDGE, NY, 11961

Community: Leisure Village

Sunken Pond Estates

3804 AMEN COR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$519,000

2 beds

3 baths

1,674 sq ft

Condo

3804 AMEN COR, RIVERHEAD, NY, 11901

Community: Sunken Pond Estates

Country Village Estates

11 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727

$479,000

2 beds

2 baths

1,386 sq ft

Condo

11 THEODORE DR, CORAM, NY, 11727

Community: Country Village Estates

Glenwood Village

1661 OLD COUNTRY RD UNIT 423, RIVERHEAD,..., Riverhead, NY 11901

$199,900

2 beds

2 baths

960 sq ft

Manufactured Home

1661 OLD COUNTRY RD UNIT 423, RIVERHEAD,...

Community: Glenwood Village

The Waterways at Moriches

521 HIGHLAND CT # 521, MORICHES, NY, 119..., Moriches, NY 11955

$610,000

2 beds

2 baths

1,839 sq ft

Condo

521 HIGHLAND CT # 521, MORICHES, NY, 119...

Community: The Waterways at Moriches

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

Condo

226 SONATA CT, EASTPORT, NY, 11941

Community: Encore Atlantic Shores

1 2 3 4 5 6

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.

Want more information about active adult communities around 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

232 homes near Southold

3 beds

3 baths

1,896 sq ft

2 beds

2 baths

1,044 sq ft

Condo

2 beds

2 baths

1,200 sq ft

Condo

2 beds

3 baths

3,000 sq ft

Condo

3 beds

2 baths

1,680 sq ft

Manufactured Home

2 beds

2 baths

1,400 sq ft

Manufactured Home

2 beds

2 baths

1,300 sq ft

Manufactured Home

2 beds

2 baths

1,697 sq ft

Condo

2 beds

2 baths

1,086 sq ft

Manufactured Home

2 beds

2 baths

1,334 sq ft

Condo

2 beds

2 baths

1,776 sq ft

Manufactured Home

2 beds

2 baths

1,088 sq ft

Manufactured Home

3 beds

4 baths

3,048 sq ft

Condo

2 beds

2 baths

1,152 sq ft

Manufactured Home

2 beds

2 baths

Condo

2 beds

3 baths

1,350 sq ft

Condo

2 beds

2 baths

1,390 sq ft

Condo

2 beds

3 baths

1,691 sq ft

Condo

2 beds

2 baths

1,700 sq ft

Manufactured Home

2 beds

2 baths

1,662 sq ft