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
View 4630 Youngs Avenue Southold, NY MLS# 929474
$1,950,000
2

Beds

2.0

Baths

3,603

Sq.Ft.

4630 Youngs Avenue

Southold, NY

Courtesy of CORCORAN
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 2555 Youngs Avenue 1D Southold, NY MLS# 1006443
  • Adult Community
1 of 10
$560,000
2

Beds

2.0

Baths

1,100

Sq.Ft.

2555 Youngs Avenue 1D

Southold, NY

Courtesy of THOMAS J MCCARTHY REAL ESTATE
View 430 Grove Road Southold, NY MLS# 921579
$699,000
3

Beds

1.0

Baths

430 Grove Road

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 250 Paradise Point Road Southold, NY MLS# 950174
$1,299,000
4

Beds

3.0

Baths

2,200

Sq.Ft.

250 Paradise Point Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 1480 Old Wood Path Southold, NY MLS# 997738
$4,000,000
3

Beds

4.0

Baths

3,496

Sq.Ft.

1480 Old Wood Path

Southold, NY

Courtesy of COMPASS GREATER NY LLC
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 380 Clark Road Southold, NY MLS# 993527
$1,150,000
2

Beds

1.0

Baths

1,500

Sq.Ft.

380 Clark Road

Southold, NY

Courtesy of ENGEL & VOLKERS NORTH FORK
View 650 The Esplanade Southold, NY MLS# 993409
$1,249,000
3

Beds

2.1

Baths

2,300

Sq.Ft.

650 The Esplanade

Southold, NY

Courtesy of WILLIAM RAVEIS NEW YORK LLC
View 2015 Kenneys Road Southold, NY MLS# 1000846
$1,495,000
4

Beds

3.0

Baths

2,900

Sq.Ft.

2015 Kenneys Road

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 920 Cedar Point Drive E Southold, NY MLS# 999173
$6,550,000
5

Beds

4.1

Baths

3,500

Sq.Ft.

920 Cedar Point Drive E

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 1475 Laurel Avenue Southold, NY MLS# 999394
$2,795,000
4

Beds

4.1

Baths

4,327

Sq.Ft.

1475 Laurel Avenue

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 3715 Hortons Lane Southold, NY MLS# 998241
    1 of 25
    OPEN HOUSE: Saturday 7/25 12:00 PM - 2:00 PM
    $1,599,999
    4

    Beds

    4.0

    Baths

    2,200

    Sq.Ft.

    3715 Hortons Lane

    Southold, NY

    Courtesy of RIN
    View 52755 Soundview Avenue Southold, NY MLS# 991901
    $1,199,999
    3

    Beds

    2.0

    Baths

    1,576

    Sq.Ft.

    52755 Soundview Avenue

    Southold, NY

    Courtesy of BERKSHIRE HATHAWAY
    View 5045 Main Bayview Road Southold, NY MLS# 942546
    $1,049,000
    4

    Beds

    2.1

    Baths

    3,000

    Sq.Ft.

    5045 Main Bayview Road

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE
    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
    View 1665 Glenn Road Southold, NY MLS# 990099
    • Virtual Tour
    1 of 46
    $2,250,000
    4

    Beds

    4.1

    Baths

    3,248

    Sq.Ft.

    1665 Glenn Road

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE
    View 445 Budds Pond Road Southold, NY MLS# 995779
    $895,000
    3

    Beds

    2.1

    Baths

    1,988

    Sq.Ft.

    445 Budds Pond Road

    Southold, NY

    Courtesy of COMPASS GREATER NY LLC
    View 75 Birch Road Southold, NY MLS# 988709
      1 of 26
      OPEN HOUSE: Saturday 7/25 11:30 AM - 12:30 PM
      $1,299,999
      4

      Beds

      3.1

      Baths

      2,584

      Sq.Ft.

      75 Birch Road

      Southold, NY

      Courtesy of ENGEL & VOLKERS NORTH FORK

      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

      $1,445,000
      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 - 300K1
      $300K - 400K0
      $400K - 500K1
      $500K - 600K1
      $600K - 700K3
      $700K - 800K4
      $800K - 900K3
      $900K - 1M9
      $1M - Max52

      Homes for Sale by Type in Southold, NY

      Property TypeCount
      Single Family61
      Townhouse0
      Condo1
      Commercial4
      Rental64
      Lots and Land8
      Condo/Town/CoOp0
      CoOp0
      Multi Family1
      Mobile Home0
      Farms0

      (Data as of 7/25/2026)

      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.