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

Sq.Ft.

55700 Route 25

Southold, NY

Courtesy of CORCORAN
View 480 Ackerly Pond Lane Southold, NY MLS# 987518
    1 of 28
    OPEN HOUSE: Saturday 5/23 11:30 AM - 1:00 PM
    $1,749,000
    5

    Beds

    5.1

    Baths

    2,384

    Sq.Ft.

    480 Ackerly Pond Lane

    Southold, NY

    Courtesy of COMPASS GREATER NY LLC
    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
    The time to sell is now! THE TIME TO SELL IS NOW!
    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 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 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
      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 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 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 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 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 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 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
      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 75 Birch Road Southold, NY MLS# 988709
      • Recently Listed
      1 of 26
      $1,399,999
      4

      Beds

      3.1

      Baths

      2,584

      Sq.Ft.

      75 Birch Road

      Southold, NY

      Courtesy of ENGEL & VOLKERS NORTH FORK
      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 52755 Soundview Avenue Southold, NY MLS# 991901
      • Recently Listed
      1 of 25
      $1,299,999
      4

      Beds

      2.0

      Baths

      1,576

      Sq.Ft.

      52755 Soundview Avenue

      Southold, NY

      Courtesy of BERKSHIRE HATHAWAY
      View 2055 Boisseau Avenue Southold, NY MLS# L3590177
        1 of 50
        OPEN HOUSE: Saturday 5/23 11:00 AM - 1:00 PM
        $1,249,000
        3

        Beds

        1.1

        Baths

        2,000

        Sq.Ft.

        2055 Boisseau Avenue

        Southold, NY

        Courtesy of WILLIAM RAVEIS NEW YORK LLC
        View 650 The Esplanade Southold, NY MLS# 993409
        • Recently Listed
        1 of 30
        $1,249,000
        3

        Beds

        2.1

        Baths

        2,300

        Sq.Ft.

        650 The Esplanade

        Southold, NY

        Courtesy of WILLIAM RAVEIS NEW YORK LLC
        View 3475 Oaklawn Avenue Southold, NY MLS# 957993
        $1,200,000
        3

        Beds

        1.1

        Baths

        2,000

        Sq.Ft.

        3475 Oaklawn Avenue

        Southold, NY

        Courtesy of SIGNATURE PREMIER PROPERTIES

        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

        72

        Estimated median home price

        $1,612,500
        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 - Max52

        Homes for Sale by Type in Southold, NY

        Property TypeCount
        Single Family53
        Townhouse0
        Condo2
        Commercial5
        Rental61
        Lots and Land12
        Condo/Town/CoOp0
        CoOp0
        Multi Family0
        Mobile Home0
        Farms0

        (Data as of 5/21/2026)

        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.