View 600 Highwood Road Southold, NY MLS# 1066839
  • Recently Listed
1 of 21
$1,295,000
2

Beds

2.0

Baths

1,925

Sq.Ft.

600 Highwood Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 650 Grove Drive Southold, NY MLS# 1044427
  • Recently Listed
1 of 29
OPEN HOUSE: Saturday 11/7 11:00 AM - 1:00 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 2220 Akerly Pond Lane Southold, NY MLS# 1054880
    1 of 19
    OPEN HOUSE: Saturday 11/7 11:30 AM - 1:30 PM
    $999,000
    5

    Beds

    2.0

    Baths

    2220 Akerly Pond Lane

    Southold, NY

    Courtesy of CENTURY 21 ALBERTSON REALTY
    The time to sell is now! THE TIME TO SELL IS NOW!
    View Main Bayview Main Bayview Southold, NY MLS# 1059170
      1 of 49
      OPEN HOUSE: Sunday 11/8 1:00 PM - 2:30 PM
      $999,000
      4

      Beds

      3.1

      Baths

      3,000

      Sq.Ft.

      Main Bayview Main Bayview

      Southold, NY

      Courtesy of CORCORAN SRG RESIDENTIAL
      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 1025 Seawood Drive Southold, NY MLS# 1032396
      $1,277,000
      4

      Beds

      3.1

      Baths

      3,000

      Sq.Ft.

      1025 Seawood Drive

      Southold, NY

      Courtesy of DOUGLAS ELLIMAN REAL ESTATE
      View 4408 Old North Road Southold, NY MLS# 1023884
      $1,299,000
      4

      Beds

      2.1

      Baths

      2,200

      Sq.Ft.

      4408 Old North Road

      Southold, NY

      Courtesy of DOUGLAS ELLIMAN REAL ESTATE
      View 1075 Ships Drive Southold, NY MLS# 1016785
      $1,299,000
      4

      Beds

      3.0

      Baths

      2,240

      Sq.Ft.

      1075 Ships 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 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 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 2055 Boisseau Avenue Southold, NY MLS# L3590177
        1 of 50
        OPEN HOUSE: Saturday 11/7 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

        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

        75

        Estimated median home price

        $1,500,000
        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 - 200K0
        $200K - 300K0
        $300K - 400K0
        $400K - 500K1
        $500K - 600K1
        $600K - 700K6
        $700K - 800K3
        $800K - 900K6
        $900K - 1M4
        $1M - Max53

        Homes for Sale by Type in Southold, NY

        Property TypeCount
        Single Family57
        Townhouse0
        Condo1
        Commercial4
        Rental54
        Lots and Land12
        Condo/Town/CoOp0
        CoOp0
        Multi Family1
        Mobile Home0
        Farms0

        (Data as of 11/6/2026)

        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.