View 4408 Old North Road Southold, NY MLS# 1023884
$1,385,000
4

Beds

2.1

Baths

2,200

Sq.Ft.

4408 Old North Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
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 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 1220 Youngs Avenue Southold, NY MLS# 998148
$1,295,000
2

Beds

1.0

Baths

2,000

Sq.Ft.

1220 Youngs Avenue

Southold, NY

Courtesy of BENINATI ASSOCIATES
View 1025 Seawood Drive Southold, NY MLS# 1032396
  • Recently Listed
1 of 33
OPEN HOUSE: Saturday 8/22 11:00 AM - 12:30 PM
$1,277,000
4

Beds

3.1

Baths

3,000

Sq.Ft.

1025 Seawood Drive

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 2055 Boisseau Avenue Southold, NY MLS# L3590177
$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 75 Birch Road Southold, NY MLS# 988709
$1,239,999
4

Beds

3.1

Baths

2,584

Sq.Ft.

75 Birch Road

Southold, NY

Courtesy of ENGEL & VOLKERS NORTH FORK
View 380 Clark Road Southold, NY MLS# 993527
    1 of 21
    OPEN HOUSE: Saturday 8/22 12:15 PM - 1:45 PM
    $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 3475 Oaklawn Avenue Southold, NY MLS# 957993
      1 of 35
      OPEN HOUSE: Sunday 8/23 10:30 AM - 12:00 PM
      $999,000
      3

      Beds

      1.1

      Baths

      2,000

      Sq.Ft.

      3475 Oaklawn Avenue

      Southold, NY

      Courtesy of SIGNATURE PREMIER PROPERTIES
      View 5045 Main Bayview Road Southold, NY MLS# 942546
      $999,000
      4

      Beds

      2.1

      Baths

      3,000

      Sq.Ft.

      5045 Main Bayview Road

      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 2070 Cedar Drive Southold, NY MLS# 935245
      $989,000
      2

      Beds

      1.0

      Baths

      1,200

      Sq.Ft.

      2070 Cedar Drive

      Southold, NY

      Courtesy of SERHANT EAST END LLC
      View 230 Booth Road Southold, NY MLS# 1017107
      • Virtual Tour
      1 of 29
      $985,000
      5

      Beds

      2.0

      Baths

      2,238

      Sq.Ft.

      230 Booth Road

      Southold, NY

      Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
      View 270 Opechee Avenue Southold, NY MLS# 1019799
      • Recently Listed
      1 of 41
      $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
      $950,000
      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
      $949,000
      4

      Beds

      2.1

      Baths

      1,862

      Sq.Ft.

      240 Lisa Drive

      Southold, NY

      Courtesy of DOUGLAS ELLIMAN REAL ESTATE
      View 595 Greenfields Lane Southold, NY MLS# 997034
      • Recently Listed
      1 of 44
      $939,000
      3

      Beds

      3.1

      Baths

      2,950

      Sq.Ft.

      595 Greenfields Lane

      Southold, NY

      Courtesy of EXIT REALTY ACHIEVE
      View 100 Bayberry Lane Southold, NY MLS# 1004231
      $935,000
      3

      Beds

      2.0

      Baths

      1,800

      Sq.Ft.

      100 Bayberry Lane

      Southold, NY

      Courtesy of COMPASS GREATER NY 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

      79

      Estimated median home price

      $1,499,000
      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 - 700K3
      $700K - 800K5
      $800K - 900K3
      $900K - 1M11
      $1M - Max54

      Homes for Sale by Type in Southold, NY

      Property TypeCount
      Single Family63
      Townhouse0
      Condo1
      Commercial4
      Rental65
      Lots and Land10
      Condo/Town/CoOp0
      CoOp0
      Multi Family1
      Mobile Home0
      Farms0

      (Data as of 8/21/2026)

      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.