Southold, NY 55+ rental communities & homes for rent

1 communities near Southold

Sort by:

Relevance

The Cornerstone at Hauppa...

$2,831 - - $3,781 / 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

New Newington Ridge Preserve

2 DEMING FARM DR 2, NEWINGTON, CT, 06111, Newington, CT 06111

$519,900

2 beds

2 baths

1,812 sq ft

2 DEMING FARM DR 2, NEWINGTON, CT, 06111

Community: Newington Ridge Preserve

New The Manors at The Colony Preserve

41 GREENTREE CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967

$525,000

2 beds

2 baths

1,557 sq ft

Condo

41 GREENTREE CT, BROOKHAVEN, NY, 11967

Community: The Manors at The Colony Preserve

New Fairfield at St. James

201 BENTLEY CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$474,990

2 beds

2 baths

Condo

201 BENTLEY CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

New Heritage Village

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

$599,900

3 beds

2 baths

1,716 sq ft

Condo

191 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

New Autumn Fields

11 PARTRIDGE RUN 11, ENFIELD, CT, 06082, Enfield, CT 06082

$399,900

2 beds

2 baths

1,296 sq ft

Condo

11 PARTRIDGE RUN 11, ENFIELD, CT, 06082

Community: Autumn Fields

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

New Leisure Knoll

2 BEDFORD CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$459,000

2 beds

2 baths

1,096 sq ft

House

2 BEDFORD CT, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

New Oronoque Village

483 COMMANCHE LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$400,000

1 beds

2 baths

1,454 sq ft

Condo

483 COMMANCHE LN B, STRATFORD, CT, 06614

Community: Oronoque Village

The Manors at The Colony Preserve

21 GREENTREE CT, SHIRLEY, NY, 11967, Shirley, NY 11967

$525,000

2 beds

2 baths

1,557 sq ft

Condo

21 GREENTREE CT, SHIRLEY, NY, 11967

Community: The Manors at The Colony Preserve

Encore Atlantic Shores

135 CHOPIN PL, EASTPORT, NY, 11941, Eastport, NY 11941

$825,000

2 beds

2 baths

2,233 sq ft

Condo

135 CHOPIN PL, EASTPORT, NY, 11941

Community: Encore Atlantic Shores

Heritage Village

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

$225,000

2 beds

2 baths

1,398 sq ft

Condo

411 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Sunrise Village

71 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782

$489,990

2 beds

3 baths

1,046 sq ft

Condo

71 REVERE DR, SAYVILLE, NY, 11782

Community: Sunrise Village

Spring Lake Village

41 COACH DR # 41, SOUTHINGTON, CT, 06489, Southington, CT 06489

$249,900

2 beds

2 baths

1,232 sq ft

Condo

41 COACH DR # 41, SOUTHINGTON, CT, 06489

Community: Spring Lake Village

The Village at Hunt Glen

59 HUNT GLEN DR 59, GRANBY, CT, 06035, Granby, CT 06035

$545,000

2 beds

4 baths

1,848 sq ft

59 HUNT GLEN DR 59, GRANBY, CT, 06035

Community: The Village at Hunt Glen

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

Questions? Call us: (631) 407-2675

Heritage Village

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

$349,900

2 beds

2 baths

1,398 sq ft

Condo

865 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Regency at Prospect

50 LILAC LN 50, PROSPECT, CT, 06712, Prospect, CT 06712

$489,000

2 beds

2 baths

1,503 sq ft

Condo

50 LILAC LN 50, PROSPECT, CT, 06712

Community: Regency at Prospect

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

Questions? Call us: (631) 407-2675

Leisure Knoll

498 CRANSTON LN, RIDGE, NY, 11961, Ridge, NY 11961

$479,000

2 beds

2 baths

1,412 sq ft

Condo

498 CRANSTON LN, RIDGE, NY, 11961

Community: Leisure Knoll

Fairfield at St. James

1205 GOTHAM DR, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$449,990

1 beds

2 baths

750 sq ft

House

1205 GOTHAM DR, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Heritage Village

1041 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488

$299,900

2 beds

2 baths

1,000 sq ft

Condo

1041 HERITAGE VLG A, SOUTHBURY, CT, 0648...

Community: Heritage Village

Encore at Lake Grove

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

$629,999

2 beds

3 baths

1,409 sq ft

Condo

51 SYMPHONY DR, LAKE GROVE, NY, 11755

Community: Encore at Lake Grove

Leisure Village

306 TORQUAY CT E, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$239,000

1 beds

1 baths

684 sq ft

Condo

306 TORQUAY CT E, BROOKHAVEN, NY, 11961

Community: Leisure Village

Heritage Village

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

$285,000

2 beds

2 baths

1,432 sq ft

Condo

972 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

Spring Lake Village

6 LAKEVIEW DR 6, SOUTHINGTON, CT, 06489, Southington, CT 06489

$320,000

3 beds

3 baths

1,471 sq ft

Condo

6 LAKEVIEW DR 6, SOUTHINGTON, CT, 06489

Community: Spring Lake Village

Woodridge Strathmore Terrace

35 CHIPPENDALE DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$449,999

2 beds

2 baths

1,240 sq ft

Condo

35 CHIPPENDALE DR, BROOKHAVEN, NY, 11766

Community: Woodridge Strathmore Terrace

Glenwood Village

181 GLYNWOOD 181, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$265,000

2 beds

1 baths

1,100 sq ft

Manufactured On Land

181 GLYNWOOD 181, RIVERHEAD, NY, 11901

Community: Glenwood Village

Encore Atlantic Shores

179 MELODY CT, EASTPORT, NY, 11941, Eastport, NY 11941

$925,000

2 beds

3 baths

2,900 sq ft

Condo

179 MELODY CT, EASTPORT, NY, 11941

Community: Encore Atlantic Shores

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

Questions? Call us: (631) 407-2675

Oronoque Village

488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$599,000

1 beds

3 baths

2,199 sq ft

Condo

488 COMMANCHE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

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

$359,900

2 beds

2 baths

1,432 sq ft

Condo

170 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Leisure Knoll

206 BELFAST LN, RIDGE, NY, 11961, Ridge, NY 11961

$345,000

2 beds

1 baths

658 sq ft

Condo

206 BELFAST LN, RIDGE, NY, 11961

Community: Leisure Knoll

Glenwood Village

1661 OLD COUNTRY RD 275, RIVERHEAD, NY, ..., Riverhead, NY 11901

$249,850

2 beds

2 baths

1,050 sq ft

Mobile Home

1661 OLD COUNTRY RD 275, RIVERHEAD, NY, ...

Community: Glenwood Village

Leisure Glen

530 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961

$595,000

2 beds

2 baths

1,434 sq ft

Condo

530 LEISURE DR, RIDGE, NY, 11961

Community: Leisure Glen

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

Questions? Call us: (631) 407-2675

Spring Lake Village

40 HICKORY HL # 40, SOUTHINGTON, CT, 064..., Southington, CT 06489

$233,527

2 beds

2 baths

1,211 sq ft

Condo

40 HICKORY HL # 40, SOUTHINGTON, CT, 064...

Community: Spring Lake Village

Heritage Village

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

$399,000

3 beds

2 baths

1,716 sq ft

Condo

575 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$260,000

2 beds

2 baths

1,398 sq ft

Condo

701 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Leisure Village

258 NEWCASTLE CT F, RIDGE, NY, 11961, Ridge, NY 11961

$279,000

2 beds

1 baths

875 sq ft

Condo

258 NEWCASTLE CT F, RIDGE, NY, 11961

Community: Leisure Village

Oak Meadow Estates

65 OAK MEADOW LN # 65, HARWINTON, CT, 06..., Harwinton, CT 06791

$495,000

2 beds

4 baths

2,164 sq ft

Condo

65 OAK MEADOW LN # 65, HARWINTON, CT, 06...

Community: Oak Meadow Estates

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

Questions? Call us: (631) 407-2675

South Pond Village

81 SILO WAY 81, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002

$259,999

2 beds

2 baths

1,204 sq ft

Condo

81 SILO WAY 81, BLOOMFIELD, CT, 06002

Community: South Pond Village

Leisure Knoll

304 KINGSTON CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$530,000

2 beds

2 baths

1,000 sq ft

Condo

304 KINGSTON CT, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Oronoque Village

133 BANNOCK LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$635,000

2 beds

3 baths

2,038 sq ft

Condo

133 BANNOCK LN B, 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

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

$299,900

2 beds

2 baths

1,144 sq ft

Condo

914 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Chatfield Farms

8 WOODLAND PATH 8, BEACON FALLS, CT, 064..., Beacon Falls, CT 06403

$699,900

3 beds

4 baths

2,610 sq ft

Condo

8 WOODLAND PATH 8, BEACON FALLS, CT, 064...

Community: Chatfield Farms

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.

Want more information about active adult communities around Southold?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Southold?

Call us: (631) 407-2675

1 communities

Remove Boundaries ×

Map Satellite

Southold, NY 55+ rental communities & homes for rent

1 communities near Southold

149 homes near Southold

2 beds

2 baths

1,812 sq ft

2 beds

2 baths

1,557 sq ft

Condo

2 beds

2 baths

Condo

3 beds

2 baths

1,716 sq ft

Condo

2 beds

2 baths

1,296 sq ft

Condo

2 beds

2 baths

1,096 sq ft

House

1 beds

2 baths

1,454 sq ft

Condo

2 beds

2 baths

1,557 sq ft

Condo

2 beds

2 baths

2,233 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

3 baths

1,046 sq ft

Condo

2 beds

2 baths

1,232 sq ft

Condo

2 beds

4 baths

1,848 sq ft

2 beds

2 baths

1,398 sq ft

Condo

2 beds

2 baths

1,503 sq ft

Condo

2 beds

2 baths

1,412 sq ft

Condo

1 beds

2 baths

750 sq ft

House

2 beds

2 baths

1,000 sq ft

Condo

2 beds

3 baths

1,409 sq ft

Condo

1 beds

1 baths

684 sq ft

Condo