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 1600 Paradise Point Road Southold, NY MLS# 1071908
  • Recently Listed
1 of 20
$7,500,000
4

Beds

3.2

Baths

5,200

Sq.Ft.

1600 Paradise Point Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 1725 N Sea Drive Southold, NY MLS# 1069597
  • Recently Listed
1 of 24
$4,595,000
4

Beds

4.1

Baths

2,500

Sq.Ft.

1725 N Sea Drive

Southold, NY

Courtesy of COMPASS GREATER NY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
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
View 57200 Route 25 Southold, NY MLS# 1070375
  • Recently Listed
1 of 8
$1,500,000
0.0

Baths

261,360

Sq.Ft.

57200 Route 25

Southold, NY

Courtesy of WILLIAM RAVEIS NEW YORK LLC
View 57200 Main Road Southold, NY MLS# 1070925
  • Recently Listed
1 of 11
$1,500,000
484

Sq.Ft.

57200 Main Road

Southold, NY

Courtesy of WILLIAM RAVEIS NEW YORK LLC
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 2025 Little Peconic Bay Lane Southold, NY MLS# 1061179
$1,695,000
3

Beds

2.0

Baths

2,376

Sq.Ft.

2025 Little Peconic Bay Lane

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 470 Windy Point Lane Southold, NY MLS# 1062583
$1,350,000
3

Beds

2.0

Baths

1,600

Sq.Ft.

470 Windy Point Lane

Southold, NY

Courtesy of KELLER WILLIAMS RTY GOLD COAST
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 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 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 205 Grange Road Southold, NY MLS# 1063190
    $2,195,000
    4

    Beds

    3.1

    Baths

    3,900

    Sq.Ft.

    205 Grange Road

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE
    View 275 Main Bayview Road Southold, NY MLS# 1059141
      1 of 16
      OPEN HOUSE: Saturday 11/14 11:00 AM - 1:00 PM
      $799,000
      3

      Beds

      2.0

      Baths

      1,270

      Sq.Ft.

      275 Main Bayview Road

      Southold, NY

      Courtesy of DOUGLAS ELLIMAN REAL ESTATE
      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 430 Grove Road Southold, NY MLS# 12787395
      $650,000
      3

      Beds

      1.0

      Baths

      1,000

      Sq.Ft.

      430 Grove Road

      Southold, NY

      MRED
      Courtesy of COMPASS GREATER NY, LLC
      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 430 Grove Road Southold, NY MLS# 1060683
        • Virtual Tour
        1 of 17
        $650,000
        3

        Beds

        1.0

        Baths

        430 Grove Road

        Southold, NY

        Courtesy of COMPASS GREATER NY LLC
        View 1455 Cedar Point Drive E Southold, NY MLS# 1058940
        $2,150,000
        3

        Beds

        2.0

        Baths

        1,250

        Sq.Ft.

        1455 Cedar Point Drive E

        Southold, NY

        Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
        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

        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

        74

        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 - 1M4
        $1M - Max52

        Homes for Sale by Type in Southold, NY

        Property TypeCount
        Single Family56
        Townhouse0
        Condo1
        Commercial4
        Rental55
        Lots and Land12
        Condo/Town/CoOp0
        CoOp0
        Multi Family1
        Mobile Home0
        Farms0

        (Data as of 11/13/2026)

        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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        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.