Southold, NY 55+ rental communities & homes for rent

1 communities near Southold

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The Cornerstone at Hauppa...

$2,600s / mo

Base rent from $2,750

The Cornerstone at Hauppa..., Hauppauge, NY

New Construction | 55+ age-restricted | Built 2019 - 2020 | 96 rental 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.

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

Questions? Call us: (631) 407-2675

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.

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

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

New Leisure Village

274 BERWICK CT A, RIDGE, NY, 11961, Ridge, NY 11961

$349,999

2 beds

1 baths

836 sq ft

Condo

274 BERWICK CT A, RIDGE, NY, 11961

Community: Leisure Village

New Leisure Village

373 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961

$415,000

2 beds

1 baths

1,171 sq ft

Condo

373 WOODBRIDGE DR B, RIDGE, NY, 11961

Community: Leisure Village

Greenwood Village

164 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$164,997

2 beds

2 baths

938 sq ft

Condo

164 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

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

Questions? Call us: (631) 407-2675

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

Questions? Call us: (631) 407-2675

Fairfield at St. James

401 CABOT CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$485,000

1 beds

2 baths

900 sq ft

Condo

401 CABOT CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

New The Villages at Mount Sinai Park

4 OAKHURST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$775,000

3 beds

3 baths

2,850 sq ft

House

4 OAKHURST CT, MOUNT SINAI, NY, 11766

Community: The Villages at Mount Sinai Park

Greenwood Village

77 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$149,500

2 beds

1 baths

1,000 sq ft

Condo

77 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

Saddle Lakes

98 SCENIC LAKE DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$749,990

3 beds

3 baths

1,837 sq ft

Condo

98 SCENIC LAKE DR, RIVERHEAD, NY, 11901

Community: Saddle Lakes

Leisure Glen

289 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961

$500,000

2 beds

2 baths

1,635 sq ft

Condo

289 GLEN DR, RIDGE, NY, 11961

Community: Leisure Glen

Fairfield at St. James

102 GOTHAM WAY, SAINT JAMES, NY, 11780, Saint James, NY 11780

$595,000

3 beds

3 baths

1,600 sq ft

Condo

102 GOTHAM WAY, SAINT JAMES, NY, 11780

Community: Fairfield at St. James

Fairfield at St. James

504 GOTHAM CT, SAINT JAMES, NY, 11780, Saint James, NY 11780

$599,995

1 beds

2 baths

1,236 sq ft

House

504 GOTHAM CT, SAINT JAMES, NY, 11780

Community: Fairfield at St. James

New Leisure Village

164 FALMOUTH CT E, RIDGE, NY, 11961, Ridge, NY 11961

$279,000

2 beds

1 baths

819 sq ft

Condo

164 FALMOUTH CT E, RIDGE, NY, 11961

Community: Leisure Village

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

Questions? Call us: (631) 407-2675

Leisure Knoll

195 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961

$479,990

2 beds

1 baths

1,020 sq ft

Condo

195 CANTERBURY DR, RIDGE, NY, 11961

Community: Leisure Knoll

Leisure Village

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

$459,000

2 beds

2 baths

1,250 sq ft

Condo

360 WOODBRIDGE DR A, RIDGE, NY, 11961

Community: Leisure Village

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

Questions? Call us: (631) 407-2675

Leisure Village

475 DARWEN DR B, RIDGE, NY, 11961, Ridge, NY 11961

$437,500

2 beds

2 baths

1,423 sq ft

Condo

475 DARWEN DR B, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

169 VENTRY CT A, RIDGE, NY, 11961, Ridge, NY 11961

$289,000

2 beds

1 baths

875 sq ft

Condo

169 VENTRY CT A, RIDGE, NY, 11961

Community: Leisure Village

The Villages at Mount Sinai Park

78 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$799,000

2 beds

2 baths

2,135 sq ft

Condo

78 LOUDEN LOOP, MOUNT SINAI, NY, 11766

Community: The Villages at Mount Sinai Park

Plymouth Estates at Mount Sinai

230 IRA RD # 230, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$589,999

2 beds

2 baths

1,317 sq ft

Condo

230 IRA RD # 230, MOUNT SINAI, NY, 11766

Community: Plymouth Estates at Mount Sinai

The Vineyards at Miller Place

45 HALLEY LN, MILLER PLACE, NY, 11764, Miller Place, NY 11764

$650,000

2 beds

3 baths

1,853 sq ft

Condo

45 HALLEY LN, MILLER PLACE, NY, 11764

Community: The Vineyards at Miller Place

Leisure Village

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

$250,000

1 beds

1 baths

782 sq ft

Condo

423 WOODBRIDGE DR 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

Leisure Village

432A FALMOUTH CT # 432A, RIDGE, NY, 1196..., Ridge, NY 11961

$389,000

2 beds

1 baths

1,074 sq ft

Condo

432A FALMOUTH CT # 432A, RIDGE, NY, 1196...

Community: Leisure Village

Leisure Village

310 WOODBRIDGE DR UNIT C, RIDGE, NY, 119..., Ridge, NY 11961

$342,000

2 beds

1 baths

1,278 sq ft

Condo

310 WOODBRIDGE DR UNIT C, RIDGE, NY, 119...

Community: Leisure Village

Sunken Pond Estates

4006 SAINT ANDREWS AVE, RIVERHEAD, NY, 1..., Riverhead, NY 11901

$519,888

2 beds

2 baths

1,587 sq ft

Condo

4006 SAINT ANDREWS AVE, RIVERHEAD, NY, 1...

Community: Sunken Pond Estates

Leisure Village

380 WOODBRIDGE DR D, RIDGE, NY, 11961, Ridge, NY 11961

$439,000

2 beds

2 baths

1,147 sq ft

Condo

380 WOODBRIDGE DR D, RIDGE, NY, 11961

Community: Leisure Village

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

Questions? Call us: (631) 407-2675

Stoneleigh Woods at Riverhead

67 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$619,000

2 beds

3 baths

1,972 sq ft

Condo

67 STONELEIGH DR, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

Leisure Village

289 CARDIFF CT B, RIDGE, NY, 11961, Ridge, NY 11961

$420,000

2 beds

2 baths

1,308 sq ft

Condo

289 CARDIFF CT B, RIDGE, NY, 11961

Community: Leisure Village

The Seasons at East Northport

142 AUGUST CIR, EAST NORTHPORT, NY, 1173..., East Northport, NY 11731

$780,302

2 beds

2 baths

1,536 sq ft

Condo

142 AUGUST CIR, EAST NORTHPORT, NY, 1173...

Community: The Seasons at East Northport

Glenwood Village

1661 OLD COUNTRY RD 163, RIVERHEAD, NY, ..., Riverhead, NY 11901

$139,999

2 beds

1 baths

816 sq ft

Mobile Home

1661 OLD COUNTRY RD 163, RIVERHEAD, NY, ...

Community: Glenwood Village

Leisure Village

167 VENTRY CT UNIT C, RIDGE, NY, 11961, Ridge, NY 11961

$210,000

1 beds

1 baths

684 sq ft

Condo

167 VENTRY CT UNIT C, RIDGE, NY, 11961

Community: Leisure Village

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

Questions? Call us: (631) 407-2675

Eagles Walk at East Quogue

104 AERIE WAY, EAST QUOGUE, NY, 11942, East Quogue, NY 11942

$549,900

2 beds

2 baths

1,341 sq ft

Condo

104 AERIE WAY, EAST QUOGUE, NY, 11942

Community: Eagles Walk at East Quogue

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

Community: Stoneleigh Woods at Riverhead

Encore Atlantic Shores

113 OVERTURE PL, EASTPORT, NY, 11941, Eastport, NY 11941

$885,000

2 beds

3 baths

3,037 sq ft

Condo

113 OVERTURE PL, EASTPORT, NY, 11941

Community: Encore Atlantic Shores

The Waterways at Moriches

477 WOODSCREEK CT, MORICHES, NY, 11955, Moriches, NY 11955

$565,000

3 beds

2 baths

1,839 sq ft

Condo

477 WOODSCREEK CT, MORICHES, NY, 11955

Community: The Waterways at Moriches

Greenwood Village

91 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$155,000

2 beds

2 baths

938 sq ft

Condo

91 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

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

Questions? Call us: (631) 407-2675

Leisure Knoll

145 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961

$489,999

2 beds

2 baths

913 sq ft

House

145 EDINBURGH DR, RIDGE, NY, 11961

Community: Leisure Knoll

Foxwood Village

1407 MIDDLE RD 275, CALVERTON, NY, 11933, Calverton, NY 11933

$425,000

3 beds

2 baths

1,530 sq ft

House

1407 MIDDLE RD 275, CALVERTON, NY, 11933

Community: Foxwood Village

Greenwood Village

409 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$175,000

2 beds

2 baths

1,655 sq ft

Condo

409 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

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

Questions? Call us: (631) 407-2675

The Manors at The Colony Preserve

41 GREENTREE CT, SHIRLEY, NY, 11967, Shirley, NY 11967

$535,000

2 beds

2 baths

1,800 sq ft

Condo

41 GREENTREE CT, SHIRLEY, NY, 11967

Community: The Manors at The Colony Preserve

Leisure Village

412 WEYMOUTH CT UNIT B, RIDGE, NY, 11961, Ridge, NY 11961

$415,500

2 beds

1 baths

1,100 sq ft

Condo

412 WEYMOUTH CT UNIT B, RIDGE, NY, 11961

Community: Leisure 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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Want to learn more about 55+ communities in Southold?

Call us: (631) 407-2675

1 communities

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Southold, NY 55+ rental communities & homes for rent

1 communities near Southold

142 homes near Southold

2 beds

2 baths

1,695 sq ft

Condo

2 beds

1 baths

787 sq ft

Condo

2 beds

1 baths

836 sq ft

Condo

2 beds

1 baths

1,171 sq ft

Condo

2 beds

2 baths

938 sq ft

Condo

1 beds

2 baths

900 sq ft

Condo

3 beds

3 baths

2,850 sq ft

House

2 beds

1 baths

1,000 sq ft

Condo

3 beds

3 baths

1,837 sq ft

Condo

2 beds

2 baths

1,635 sq ft

Condo

3 beds

3 baths

1,600 sq ft

Condo

1 beds

2 baths

1,236 sq ft

House

2 beds

1 baths

819 sq ft

Condo

2 beds

1 baths

1,020 sq ft

Condo

2 beds

2 baths

1,250 sq ft

Condo

2 beds

2 baths

1,423 sq ft

Condo

2 beds

1 baths

875 sq ft

Condo

2 beds

2 baths

2,135 sq ft

Condo

2 beds

2 baths

1,317 sq ft

Condo

2 beds