View 2015 Kenneys Road Southold, NY MLS# 1000846
  • Recently Listed
1 of 21
$1,595,000
4

Beds

3.0

Baths

2,900

Sq.Ft.

2015 Kenneys Road

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 3715 Hortons Lane Southold, NY MLS# 998241
  • Recently Listed
1 of 25
$1,599,999
4

Beds

4.0

Baths

2,200

Sq.Ft.

3715 Hortons Lane

Southold, NY

Courtesy of RIN
View 480 Ackerly Pond Lane Southold, NY MLS# 987518
$1,749,000
5

Beds

5.1

Baths

2,384

Sq.Ft.

480 Ackerly Pond Lane

Southold, NY

Courtesy of COMPASS GREATER NY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 420 Leon Road Southold, NY MLS# 992553
  • Recently Listed
1 of 6
$1,799,000
Studio

Beds

0.0

Baths

376,794

Sq.Ft.

420 Leon Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 25 Lighthouse Road Southold, NY MLS# 983217
  • Virtual Tour
1 of 49
$1,899,000
4

Beds

2.1

Baths

3,800

Sq.Ft.

25 Lighthouse Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 1020 Ruch Lane Southold, NY MLS# 960778
$1,835,000
3

Beds

2.1

Baths

1,800

Sq.Ft.

1020 Ruch Lane

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 700 Gin Lane Southold, NY MLS# 985445
$1,799,995
4

Beds

3.1

Baths

2,627

Sq.Ft.

700 Gin Lane

Southold, NY

Courtesy of SERHANT EAST END LLC
View 600 Glenn Road Southold, NY MLS# 975377
$1,990,000
4

Beds

5.1

Baths

3,499

Sq.Ft.

600 Glenn Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 3500 Pine Neck Road Southold, NY MLS# 951805
$1,999,000
3

Beds

2.1

Baths

2,000

Sq.Ft.

3500 Pine Neck Road

Southold, NY

Courtesy of SIGNATURE PREMIER PROPERTIES
View 56861 Private Rd B (Main) Southold, NY MLS# 950502
    1 of 35
    OPEN HOUSE: Saturday 5/23 12:00 PM - 1:30 PM
    $1,645,000
    6

    Beds

    3.0

    Baths

    2,911

    Sq.Ft.

    56861 Private Rd B (Main)

    Southold, NY

    Courtesy of THE AGENCY NORTHSHORE NY
    View 530 Sunset Way Southold, NY MLS# 923863
    $1,699,000
    5

    Beds

    2.0

    Baths

    1,688

    Sq.Ft.

    530 Sunset Way

    Southold, NY

    Courtesy of THOMAS J MCCARTHY REAL ESTATE
    View 535 Bay Home Road Southold, NY MLS# 924424
    • Virtual Tour
    1 of 15
    $1,499,000
    3

    Beds

    4.0

    Baths

    2,900

    Sq.Ft.

    535 Bay Home Road

    Southold, NY

    Courtesy of BERKSHIRE HATHAWAY
    View 55700 Route 25 Southold, NY MLS# 909437
    $1,795,000
    2,146

    Sq.Ft.

    55700 Route 25

    Southold, NY

    Courtesy of CORCORAN
    View 265 Arshamomaque Avenue Southold, NY MLS# 905528
    $1,795,000
    4

    Beds

    3.1

    Baths

    3,245

    Sq.Ft.

    265 Arshamomaque Avenue

    Southold, NY

    Courtesy of CORCORAN
    View 1260 Water Terrace Southold, NY MLS# 868556
    • Virtual Tour
    1 of 38
    $1,625,000
    4

    Beds

    2.1

    Baths

    3,110

    Sq.Ft.

    1260 Water Terrace

    Southold, NY

    Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
    View 11200 N Bayview Road Southold, NY MLS# 827387
    $1,499,000
    Studio

    Beds

    0.0

    Baths

    228,690

    Sq.Ft.

    11200 N Bayview Road

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE
    View 55975 Route 25 Southold, NY MLS# L3530714
    $1,600,000
    Studio

    Beds

    0.0

    Baths

    87,120

    Sq.Ft.

    55975 Route 25

    Southold, NY

    Courtesy of THOMAS J MCCARTHY REAL ESTATE
    View 55975 Route 25 Southold, NY MLS# L3530579
    $1,600,000
    87,120

    Sq.Ft.

    55975 Route 25

    Southold, NY

    Courtesy of THOMAS J MCCARTHY REAL ESTATE

    About Southold

    Maritime history, fresh salty air and fishing cruises are just a few of the unique attractions to the Southold area.  Railroad and maritime museums combine with the meticulously preserved historic homes of former sea captains and famous artists like Walt Whitman.  Developed and natural recreational areas are ideal for water sports, although recreation departments provide year-round activities from sports programs to concerts and field trips. 

    Listings in Southold, NY

    71

    Estimated median home price

    $1,625,000
    Southold NY Homes for Sale & Properties

    Weichert Realtors is one of the nation's leading providers of Southold, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Southold, NY.

    Homes for Sale by Price in Southold, NY

    PriceCount
    $0 - 100K1
    $100K - 200K1
    $200K - 300K1
    $300K - 400K0
    $400K - 500K3
    $500K - 600K1
    $600K - 700K2
    $700K - 800K2
    $800K - 900K2
    $900K - 1M7
    $1M - Max51

    Homes for Sale by Type in Southold, NY

    Property TypeCount
    Single Family53
    Townhouse0
    Condo2
    Commercial5
    Rental60
    Lots and Land11
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 5/19/2026)

    Information deemed reliable but not guaranteed.

    The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

    The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

    Information Copyright 2021, OneKey® MLS. All Rights Reserved.