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
The time to sell is now! THE TIME TO SELL IS NOW!
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
        $1,695,000
        6

        Beds

        3.0

        Baths

        2,911

        Sq.Ft.

        56861 Private Rd B (Main)

        Southold, NY

        Courtesy of THE AGENCY NORTHSHORE NY
        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 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
        View 530 Sunset Way Southold, NY MLS# 923863
          1 of 19
          OPEN HOUSE: Saturday 5/16 11:00 AM - 1:00 PM
          $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 11195 N Bayview Road Southold, NY MLS# 931612
          $499,000
          Studio

          Beds

          0.0

          Baths

          16,553

          Sq.Ft.

          11195 N Bayview Road

          Southold, NY

          Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
          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
          $1,850,000
          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 Address not provided Southold, NY MLS# 889540
          $775,000
          1

          Beds

          2.2

          Baths

          2,890

          Sq.Ft.

          Address not provided

          Southold, NY

          Courtesy of ANDREW STYPE REALTY INC
          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 62375 Main Road Southold, NY MLS# 817379
          $1,450,000
          2,500

          Sq.Ft.

          62375 Main Road

          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

          66

          Estimated median home price

          $1,600,000
          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 - 900K3
          $900K - 1M6
          $1M - Max46

          Homes for Sale by Type in Southold, NY

          Property TypeCount
          Single Family48
          Townhouse0
          Condo2
          Commercial5
          Rental60
          Lots and Land11
          Condo/Town/CoOp0
          CoOp0
          Multi Family0
          Mobile Home0
          Farms0

          (Data as of 5/13/2026)

          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.