View 25 Lighthouse Road Southold, NY MLS# 983217
  • Recently Listed with Virtual Tour
1 of 47
$1,899,000
4

Beds

2.1

Baths

3,800

Sq.Ft.

25 Lighthouse Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 46520 County Rte 48 11 Southold, NY MLS# 979313
  • Recently Listed
1 of 12
$99,999
2,400

Sq.Ft.

46520 County Rte 48 11

Southold, NY

Courtesy of THOMAS J MCCARTHY REAL ESTATE
View 240 Lisa Drive Southold, NY MLS# 982950
  • Recently Listed
1 of 20
$999,000
4

Beds

2.1

Baths

1,862

Sq.Ft.

240 Lisa Drive

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 150 Baywater Avenue Southold, NY MLS# 985489
  • Recently Listed
1 of 3
$850,000
3

Beds

4.0

Baths

2,100

Sq.Ft.

150 Baywater Avenue

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 4745 N Bayview Road Southold, NY MLS# 979680
$2,200,000
4

Beds

3.3

Baths

5,500

Sq.Ft.

4745 N Bayview Road

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 1020 Ruch Lane Southold, NY MLS# 960778
  • Recently Listed
1 of 35
$1,895,000
3

Beds

2.1

Baths

1,800

Sq.Ft.

1020 Ruch Lane

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 700 Gin Lane Southold, NY MLS# 985445
  • Recently Listed
1 of 21
$1,799,995
4

Beds

3.1

Baths

2,627

Sq.Ft.

700 Gin Lane

Southold, NY

Courtesy of SERHANT EAST END LLC
View 600 Highwood Road Southold, NY MLS# 983742
  • Recently Listed
1 of 14
$999,999
3

Beds

2.0

Baths

1,954

Sq.Ft.

600 Highwood Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 52325 County Road 48 8 Southold, NY MLS# 985938
  • Recently Listed
1 of 7
$150,000
Studio

Beds

1.0

Baths

230

Sq.Ft.

52325 County Road 48 8

Southold, NY

Courtesy of EREALTY ADVISORS INC
View 340 Rambler Road Southold, NY MLS# 976177
  • Recently Listed
1 of 18
$960,000
3

Beds

2.0

Baths

1,700

Sq.Ft.

340 Rambler Road

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 600 Glenn Road Southold, NY MLS# 975377
  • Recently Listed
1 of 27
$1,990,000
4

Beds

5.1

Baths

3,499

Sq.Ft.

600 Glenn Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 450 Sterling Woods Lane Southold, NY MLS# 957867
    1 of 41
    OPEN HOUSE: Saturday 4/25 1:00 PM - 2:30 PM
    $2,295,000
    4

    Beds

    3.0

    Baths

    3,769

    Sq.Ft.

    450 Sterling Woods Lane

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE
    View 6625 Hortons Lane Southold, NY MLS# 978724
    • Virtual Tour
    1 of 22
    OPEN HOUSE: Saturday 4/25 11:30 AM - 1:30 PM
    $989,000
    3

    Beds

    2.0

    Baths

    1,500

    Sq.Ft.

    6625 Hortons Lane

    Southold, NY

    Courtesy of SIGNATURE PREMIER PROPERTIES
    View 5845 N Bayview Road Southold, NY MLS# 964309
    • Virtual Tour
    1 of 22
    OPEN HOUSE: Saturday 4/25 12:00 PM - 1:30 PM
    $1,050,000
    3

    Beds

    2.0

    Baths

    1,989

    Sq.Ft.

    5845 N Bayview Road

    Southold, NY

    Courtesy of ENGEL & VOLKERS NORTH FORK
    View 470 Windy Point Lane Southold, NY MLS# 975344
    $1,495,000
    3

    Beds

    3.0

    Baths

    1,600

    Sq.Ft.

    470 Windy Point Lane

    Southold, NY

    Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
    View 1400 Calves Neck Road Southold, NY MLS# 966843
    $899,000
    4

    Beds

    3.0

    Baths

    2,900

    Sq.Ft.

    1400 Calves Neck Road

    Southold, NY

    Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
    View 1025 Long Creek Drive Southold, NY MLS# 949614
    $1,399,000
    4

    Beds

    2.1

    Baths

    2,690

    Sq.Ft.

    1025 Long Creek Drive

    Southold, NY

    Courtesy of ENGEL & VOLKERS NORTH FORK
    View 19620 Soundview Avenue Southold, NY MLS# 957966
    $4,395,000
    7

    Beds

    7.1

    Baths

    7,300

    Sq.Ft.

    19620 Soundview Avenue

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE
    View 5195 Old North Road Southold, NY MLS# 918103
    $9,400,000
    20,000

    Sq.Ft.

    5195 Old North Road

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE
    View 1000 Gin Lane Southold, NY MLS# 961780
    $699,000
    2

    Beds

    1.0

    Baths

    1,189

    Sq.Ft.

    1000 Gin Lane

    Southold, NY

    Courtesy of CENTURY 21 ALBERTSON REALTY

    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

    57

    Estimated median home price

    $1,495,000
    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 - 200K1
    $200K - 300K1
    $300K - 400K0
    $400K - 500K3
    $500K - 600K0
    $600K - 700K4
    $700K - 800K3
    $800K - 900K3
    $900K - 1M5
    $1M - Max36

    Homes for Sale by Type in Southold, NY

    Property TypeCount
    Single Family42
    Townhouse0
    Condo2
    Commercial5
    Rental63
    Lots and Land8
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 4/24/2026)

    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.