View 2850 Main Bayview Road Southold, NY MLS# 1036373
$2,695,000
3

Beds

2.0

Baths

1,650

Sq.Ft.

2850 Main Bayview Road

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 1475 Laurel Avenue Southold, NY MLS# 1036799
  • Virtual Tour
1 of 44
$2,795,000
4

Beds

4.1

Baths

4,327

Sq.Ft.

1475 Laurel Avenue

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 49295 Route 25 Southold, NY MLS# 1035534
$699,000
0.0

Baths

32,670

Sq.Ft.

49295 Route 25

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 1135 Wildberry Lane Southold, NY MLS# 1037213
$2,895,000
5

Beds

5.1

Baths

3,240

Sq.Ft.

1135 Wildberry Lane

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 270 Opechee Avenue Southold, NY MLS# 1019799
    1 of 47
    OPEN HOUSE: Saturday 10/10 12:00 PM - 1:30 PM
    $969,000
    3

    Beds

    2.0

    Baths

    1,600

    Sq.Ft.

    270 Opechee Avenue

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE
    View 21515 Soundview Avenue Southold, NY MLS# 1033102
    $2,595,000
    3

    Beds

    2.0

    Baths

    1,840

    Sq.Ft.

    21515 Soundview Avenue

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE
    View 150 Deer Run Southold, NY MLS# 1031351
      1 of 45
      OPEN HOUSE: Saturday 10/10 10:30 AM - 12:30 PM
      $3,675,000
      5

      Beds

      4.2

      Baths

      5,285

      Sq.Ft.

      150 Deer Run

      Southold, NY

      Courtesy of CORCORAN
      View 605 Cedar Drive Southold, NY MLS# 1031524
        1 of 38
        OPEN HOUSE: Saturday 10/10 11:30 AM - 1:00 PM
        $2,395,000
        5

        Beds

        3.1

        Baths

        3,500

        Sq.Ft.

        605 Cedar Drive

        Southold, NY

        Courtesy of COMPASS GREATER NY LLC
        View 195 Williamsburg Drive Southold, NY MLS# 1023134
        $2,650,000
        4

        Beds

        3.1

        Baths

        2,600

        Sq.Ft.

        195 Williamsburg Drive

        Southold, NY

        Courtesy of CORCORAN
        View 420 Lake Drive Southold, NY MLS# 1017614
        $650,000
        0.0

        Baths

        40,075

        Sq.Ft.

        420 Lake Drive

        Southold, NY

        Courtesy of CORCORAN
        View 1050 Bayview Avenue Southold, NY MLS# 1024020
        $1,375,000
        3

        Beds

        2.0

        Baths

        1,841

        Sq.Ft.

        1050 Bayview Avenue

        Southold, NY

        Courtesy of COMPASS GREATER NY LLC
        View 2245 Little Peconic Bay Lane Southold, NY MLS# 1022803
        $1,999,999
        3

        Beds

        2.1

        Baths

        2,367

        Sq.Ft.

        2245 Little Peconic Bay Lane

        Southold, NY

        Courtesy of DOUGLAS ELLIMAN REAL ESTATE
        View 425 Maple Lane Southold, NY MLS# 1024798
        • Virtual Tour
        1 of 43
        $1,395,000
        4

        Beds

        3.1

        Baths

        2,600

        Sq.Ft.

        425 Maple Lane

        Southold, NY

        Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
        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 13675 Main Bayview Road Southold, NY MLS# 1013610
        $1,250,000
        6

        Beds

        3.0

        Baths

        3,093

        Sq.Ft.

        13675 Main Bayview Road

        Southold, NY

        Courtesy of CORCORAN
        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 870 Crittens Lane Southold, NY MLS# 1016402
        $849,999
        3

        Beds

        2.0

        Baths

        1,588

        Sq.Ft.

        870 Crittens Lane

        Southold, NY

        Courtesy of KELLER WILLIAMS REALTY ELITE
        View 680 Private Road 17 Southold, NY MLS# 1017642
        $1,995,000
        3

        Beds

        3.0

        Baths

        1,782

        Sq.Ft.

        680 Private Road 17

        Southold, NY

        Courtesy of COMPASS GREATER NY LLC
        View 1700 Smith Drive S Southold, NY MLS# 1011372
        $1,599,000
        4

        Beds

        3.1

        Baths

        2,668

        Sq.Ft.

        1700 Smith Drive S

        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

        78

        Estimated median home price

        $1,524,500
        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 - 600K2
        $600K - 700K5
        $700K - 800K3
        $800K - 900K5
        $900K - 1M6
        $1M - Max55

        Homes for Sale by Type in Southold, NY

        Property TypeCount
        Single Family62
        Townhouse0
        Condo2
        Commercial3
        Rental58
        Lots and Land10
        Condo/Town/CoOp0
        CoOp0
        Multi Family1
        Mobile Home0
        Farms0

        (Data as of 10/7/2026)

        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.