View 2055 Boisseau Avenue Southold, NY MLS# L3590177
    1 of 50
    OPEN HOUSE: Saturday 11/14 11:00 AM - 12:30 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 1220 Youngs Avenue Southold, NY MLS# 998148
    $1,249,000
    2

    Beds

    1.0

    Baths

    2,000

    Sq.Ft.

    1220 Youngs Avenue

    Southold, NY

    Courtesy of BENINATI ASSOCIATES
    View 395 Tuthill Road Southold, NY MLS# 1069295
    • Recently Listed
    1 of 20
    OPEN HOUSE: Saturday 11/14 11:00 AM - 12:30 PM
    $1,200,000
    3

    Beds

    2.0

    Baths

    1,680

    Sq.Ft.

    395 Tuthill Road

    Southold, NY

    Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 380 Clark Road Southold, NY MLS# 993527
    • Virtual Tour
    1 of 21
    $1,150,000
    2

    Beds

    1.0

    Baths

    1,500

    Sq.Ft.

    380 Clark Road

    Southold, NY

    Courtesy of ENGEL & VOLKERS NORTH FORK
    View 52755 Soundview Avenue Southold, NY MLS# 991901
    $1,149,999
    3

    Beds

    2.0

    Baths

    1,576

    Sq.Ft.

    52755 Soundview Avenue

    Southold, NY

    Courtesy of BERKSHIRE HATHAWAY
    View 61341 Route 25 Southold, NY MLS# 1050202
    • Virtual Tour
    1 of 36
    $1,100,000
    4

    Beds

    3.0

    Baths

    2,000

    Sq.Ft.

    61341 Route 25

    Southold, NY

    Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
    View 650 Grove Drive Southold, NY MLS# 1044427
      1 of 29
      OPEN HOUSE: Sunday 11/15 12:00 PM - 2:00 PM
      $1,100,000
      4

      Beds

      2.0

      Baths

      2,000

      Sq.Ft.

      650 Grove Drive

      Southold, NY

      Courtesy of DOUGLAS ELLIMAN REAL ESTATE
      View 136 Bayview Avenue Southold, NY MLS# 1017744
      $999,000
      2

      Beds

      1.0

      Baths

      800

      Sq.Ft.

      136 Bayview Avenue

      Southold, NY

      Courtesy of DOUGLAS ELLIMAN REAL ESTATE
      View Main Bayview Main Bayview Southold, NY MLS# 1059170
      $999,000
      4

      Beds

      3.1

      Baths

      3,000

      Sq.Ft.

      Main Bayview Main Bayview

      Southold, NY

      Courtesy of CORCORAN SRG RESIDENTIAL
      View 600 Gardiners Lane Southold, NY MLS# 1070418
      • Recently Listed
      1 of 16
      OPEN HOUSE: Sunday 11/15 12:00 PM - 2:00 PM
      $990,000
      2

      Beds

      2.1

      Baths

      1,600

      Sq.Ft.

      600 Gardiners Lane

      Southold, NY

      Courtesy of DOUGLAS ELLIMAN REAL ESTATE
      View 2220 Akerly Pond Lane Southold, NY MLS# 1054880
        1 of 19
        OPEN HOUSE: Sunday 11/15 11:30 AM - 1:30 PM
        $975,000
        5

        Beds

        2.0

        Baths

        2220 Akerly Pond Lane

        Southold, NY

        Courtesy of CENTURY 21 ALBERTSON REALTY
        View 270 Opechee Avenue Southold, NY MLS# 1019799
        $969,000
        3

        Beds

        2.0

        Baths

        1,600

        Sq.Ft.

        270 Opechee Avenue

        Southold, NY

        Courtesy of DOUGLAS ELLIMAN REAL ESTATE
        View 5845 N Bayview Road Southold, NY MLS# 964309
        • Virtual Tour
        1 of 26
        $895,000
        3

        Beds

        2.0

        Baths

        1,989

        Sq.Ft.

        5845 N Bayview Road

        Southold, NY

        Courtesy of ENGEL & VOLKERS NORTH FORK
        View 240 Lisa Drive Southold, NY MLS# 982950
        $895,000
        4

        Beds

        2.1

        Baths

        1,862

        Sq.Ft.

        240 Lisa Drive

        Southold, NY

        Courtesy of DOUGLAS ELLIMAN REAL ESTATE
        View 1635 Ships Drive Southold, NY MLS# 1065134
        $869,000
        3

        Beds

        2.0

        Baths

        1,567

        Sq.Ft.

        1635 Ships Drive

        Southold, NY

        Courtesy of SIGNATURE PREMIER PROPERTIES
        View 2380 Laurel Avenue Southold, NY MLS# 1060305
        $850,000
        3

        Beds

        2.1

        Baths

        1,500

        Sq.Ft.

        2380 Laurel Avenue

        Southold, NY

        Courtesy of DOUGLAS ELLIMAN REAL ESTATE
        View 4595 S Harbor Road Southold, NY MLS# 1065984
        $829,000
        5

        Beds

        2.0

        Baths

        2,300

        Sq.Ft.

        4595 S Harbor Road

        Southold, NY

        Courtesy of JOHN SAVORETTI REALTY
        View 705 Wildberry Lane Southold, NY MLS# 1050238
        $824,000
        0.0

        Baths

        26,572

        Sq.Ft.

        705 Wildberry Lane

        Southold, NY

        Courtesy of BERKSHIRE HATHAWAY
        View 1350 Hortons Lane Southold, NY MLS# 817145
        $799,000
        0.0

        Baths

        99,752

        Sq.Ft.

        1350 Hortons Lane

        Southold, NY

        Courtesy of THOMAS J MCCARTHY REAL ESTATE
        View 650 Greenfields Lane Southold, NY MLS# 1044282
        $799,000
        3

        Beds

        2.0

        Baths

        1,344

        Sq.Ft.

        650 Greenfields Lane

        Southold, NY

        Courtesy of DOUGLAS ELLIMAN 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

        76

        Estimated median home price

        $1,499,500
        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 - 200K0
        $200K - 300K0
        $300K - 400K0
        $400K - 500K1
        $500K - 600K1
        $600K - 700K6
        $700K - 800K3
        $800K - 900K6
        $900K - 1M5
        $1M - Max53

        Homes for Sale by Type in Southold, NY

        Property TypeCount
        Single Family58
        Townhouse0
        Condo1
        Commercial4
        Rental54
        Lots and Land12
        Condo/Town/CoOp0
        CoOp0
        Multi Family1
        Mobile Home0
        Farms0

        (Data as of 11/14/2026)

        Information deemed reliable but not guaranteed.

        The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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        Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

        Copyright © 2026 Midwest Real Estate Data LLC.

        Data is updated as of 11/14/2026.

        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.