View 600 Highwood Road Southold, NY MLS# 983742
$999,999
2

Beds

1.0

Baths

1,954

Sq.Ft.

600 Highwood Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 52325 County Road 48 8 Southold, NY MLS# 985938
$150,000
Studio

Beds

1.0

Baths

230

Sq.Ft.

52325 County Road 48 8

Southold, NY

Courtesy of EREALTY ADVISORS INC
View 340 Rambler Road Southold, NY MLS# 976177
$960,000
3

Beds

2.0

Baths

1,700

Sq.Ft.

340 Rambler Road

Southold, NY

Courtesy of COMPASS GREATER NY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
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 450 Sterling Woods Lane Southold, NY MLS# 957867
$2,295,000
4

Beds

3.0

Baths

3,769

Sq.Ft.

450 Sterling Woods Lane

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 6625 Hortons Lane Southold, NY MLS# 978724
  • Virtual Tour
1 of 22
$939,000
3

Beds

2.0

Baths

1,500

Sq.Ft.

6625 Hortons Lane

Southold, NY

Courtesy of SIGNATURE PREMIER PROPERTIES
View 5845 N Bayview Road Southold, NY MLS# 964309
  • Virtual Tour
1 of 24
OPEN HOUSE: Saturday 5/16 12:00 PM - 1:30 PM
$999,000
3

Beds

2.0

Baths

1,989

Sq.Ft.

5845 N Bayview Road

Southold, NY

Courtesy of ENGEL & VOLKERS NORTH FORK
View 470 Windy Point Lane Southold, NY MLS# 975344
$1,495,000
3

Beds

3.0

Baths

1,600

Sq.Ft.

470 Windy Point Lane

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 1400 Calves Neck Road Southold, NY MLS# 966843
$899,000
4

Beds

3.0

Baths

2,900

Sq.Ft.

1400 Calves Neck Road

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 1025 Long Creek Drive Southold, NY MLS# 949614
$1,399,000
4

Beds

2.1

Baths

2,690

Sq.Ft.

1025 Long Creek Drive

Southold, NY

Courtesy of ENGEL & VOLKERS NORTH FORK
View 3475 Oaklawn Avenue Southold, NY MLS# 957993
    1 of 39
    OPEN HOUSE: Saturday 5/16 11:00 AM - 1:00 PM
    $1,200,000
    3

    Beds

    1.1

    Baths

    2,000

    Sq.Ft.

    3475 Oaklawn Avenue

    Southold, NY

    Courtesy of SIGNATURE PREMIER PROPERTIES
    View 3500 Pine Neck Road Southold, NY MLS# 951805
      1 of 30
      OPEN HOUSE: Saturday 5/16 1:00 PM - 3:00 PM
      $1,999,000
      3

      Beds

      2.1

      Baths

      2,000

      Sq.Ft.

      3500 Pine Neck Road

      Southold, NY

      Courtesy of SIGNATURE PREMIER PROPERTIES
      View 500 Summer Lane Southold, NY MLS# 953464
      $1,400,000
      4

      Beds

      3.1

      Baths

      2,215

      Sq.Ft.

      500 Summer Lane

      Southold, NY

      Courtesy of COMPASS GREATER NY LLC
      View 56861 Private Rd B (Main) Southold, NY MLS# 950502
        1 of 35
        OPEN HOUSE: Sunday 5/17 1:00 PM - 2:30 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 470 Goose Creek Lane Southold, NY MLS# 943087
        $2,399,000
        3

        Beds

        2.0

        Baths

        2,000

        Sq.Ft.

        470 Goose Creek Lane

        Southold, NY

        Courtesy of THOMAS J MCCARTHY REAL ESTATE
        View 265 Hummel Avenue Southold, NY MLS# 942515
        $649,000
        2

        Beds

        1.0

        Baths

        1,114

        Sq.Ft.

        265 Hummel Avenue

        Southold, NY

        Courtesy of DOUGLAS ELLIMAN REAL ESTATE
        View 52325 County Road 48 31 Southold, NY MLS# 946493
        $239,000
        Studio

        Beds

        1.0

        Baths

        250

        Sq.Ft.

        52325 County Road 48 31

        Southold, NY

        Courtesy of DOUGLAS ELLIMAN REAL ESTATE
        View 1815 Laurel Avenue Southold, NY MLS# 944505
        $2,795,000
        4

        Beds

        4.1

        Baths

        4,327

        Sq.Ft.

        1815 Laurel Avenue

        Southold, NY

        Courtesy of DOUGLAS ELLIMAN REAL ESTATE
        View 195 Mt Beulah Avenue Southold, NY MLS# 942473
        $899,000
        Studio

        Beds

        0.0

        Baths

        87,120

        Sq.Ft.

        195 Mt Beulah Avenue

        Southold, NY

        Courtesy of DOUGLAS ELLIMAN REAL ESTATE
        View 2070 Cedar Drive Southold, NY MLS# 935245
        $989,000
        2

        Beds

        1.0

        Baths

        1,200

        Sq.Ft.

        2070 Cedar Drive

        Southold, NY

        Courtesy of SERHANT EAST END LLC

        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

        69

        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 - 600K0
        $600K - 700K2
        $700K - 800K2
        $800K - 900K3
        $900K - 1M7
        $1M - Max49

        Homes for Sale by Type in Southold, NY

        Property TypeCount
        Single Family52
        Townhouse0
        Condo2
        Commercial5
        Rental61
        Lots and Land10
        Condo/Town/CoOp0
        CoOp0
        Multi Family0
        Mobile Home0
        Farms0

        (Data as of 5/15/2026)

        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.