View 105 Waterview Drive Southold, NY MLS# 928708
$3,695,000
6

Beds

4.0

Baths

4,663

Sq.Ft.

105 Waterview Drive

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 1480 Old Wood Path Southold, NY MLS# 997738
$3,695,000
3

Beds

4.0

Baths

3,496

Sq.Ft.

1480 Old Wood Path

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 790 N Sea Drive Southold, NY MLS# 995842
$3,450,000
5

Beds

3.1

Baths

4,500

Sq.Ft.

790 N Sea Drive

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 46975 Main Road Southold, NY MLS# 992332
  • Virtual Tour
1 of 38
$2,995,000
0.0

Baths

1,993,741

Sq.Ft.

46975 Main Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 9305 Soundview Avenue Southold, NY MLS# 963793
  • Virtual Tour
1 of 24
$2,950,000
4

Beds

3.1

Baths

4,241

Sq.Ft.

9305 Soundview Avenue

Southold, NY

Courtesy of THOMAS J MCCARTHY REAL ESTATE
View 405 Williamsburgh Drive Southold, NY MLS# 1005049
$2,899,000
4

Beds

3.0

Baths

2,351

Sq.Ft.

405 Williamsburgh Drive

Southold, NY

Courtesy of BERKSHIRE HATHAWAY
View 9680 N Bayview Road Southold, NY MLS# 1052436
$2,850,000
4

Beds

5.1

Baths

7,000

Sq.Ft.

9680 N Bayview Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 1350 Hortons Lane Southold, NY MLS# 859020
$2,799,000
8

Beds

7.0

Baths

5,600

Sq.Ft.

1350 Hortons Lane

Southold, NY

Courtesy of THOMAS J MCCARTHY REAL ESTATE
View 80 Deer Run Southold, NY MLS# 906322
  • Virtual Tour
1 of 41
$2,795,000
4

Beds

5.1

Baths

7,341

Sq.Ft.

80 Deer Run

Southold, NY

Courtesy of CORCORAN
View 1135 Wildberry Lane Southold, NY MLS# 1037213
$2,795,000
5

Beds

5.1

Baths

4,750

Sq.Ft.

1135 Wildberry Lane

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
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 390 Wildberry Lane Southold, NY MLS# 1039113
    1 of 49
    OPEN HOUSE: Saturday 11/14 11:00 AM - 1:30 PM
    $2,795,000
    4

    Beds

    4.1

    Baths

    5,400

    Sq.Ft.

    390 Wildberry Lane

    Southold, NY

    Courtesy of MIGRATE REALTY LLC
    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 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 195 Williamsburg Drive Southold, NY MLS# 1023134
    $2,550,000
    4

    Beds

    3.1

    Baths

    2,600

    Sq.Ft.

    195 Williamsburg Drive

    Southold, NY

    Courtesy of CORCORAN
    View 1430 Bay Haven Lane Southold, NY MLS# 1054890
      1 of 36
      OPEN HOUSE: Saturday 11/14 11:30 AM - 1:30 PM
      $2,548,000
      4

      Beds

      4.0

      Baths

      3,035

      Sq.Ft.

      1430 Bay Haven Lane

      Southold, NY

      Courtesy of COMPASS GREATER NY LLC
      View 3470 N Bayview Road Southold, NY MLS# 903844
      $2,500,000
      5

      Beds

      4.1

      Baths

      3,800

      Sq.Ft.

      3470 N Bayview Road

      Southold, NY

      Courtesy of DOUGLAS ELLIMAN REAL ESTATE
      View 470 Goose Creek Lane Southold, NY MLS# 943087
      $2,399,000
      3

      Beds

      2.0

      Baths

      2,095

      Sq.Ft.

      470 Goose Creek Lane

      Southold, NY

      Courtesy of THOMAS J MCCARTHY REAL ESTATE
      View 605 Cedar Drive Southold, NY MLS# 1031524
      $2,395,000
      5

      Beds

      3.1

      Baths

      3,500

      Sq.Ft.

      605 Cedar Drive

      Southold, NY

      Courtesy of COMPASS GREATER NY LLC
      View 225 Lakeside Drive S Southold, NY MLS# 1038709
      • Virtual Tour
      1 of 29
      $2,200,000
      3

      Beds

      3.0

      Baths

      2,600

      Sq.Ft.

      225 Lakeside Drive S

      Southold, NY

      Courtesy of DANIEL GALE SOTHEBYS INTL RLTY

      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.