View 910 Glenn Road Southold, NY MLS# L3546491
$25,000
4

Beds

3.1

Baths

27,878

Sq.Ft.

910 Glenn Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 1100 Pine Avenue Southold, NY MLS# L3532447
$28,000
3

Beds

2.0

Baths

14,810

Sq.Ft.

1100 Pine Avenue

Southold, NY

Courtesy of THOMAS J MCCARTHY REAL ESTATE
View Address not provided Southold, NY MLS# L3525718
$7,000
1

Beds

1.0

Baths

750

Sq.Ft.

Address not provided

Southold, NY

Courtesy of WILLIAM RAVEIS NEW YORK LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1975 Youngs Avenue Southold, NY MLS# L3518830
$4,000
3

Beds

2.0

Baths

10,890

Sq.Ft.

1975 Youngs Avenue

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 380 Private Road Southold, NY MLS# L3517331
$4,000
2

Beds

2.0

Baths

1,500

Sq.Ft.

380 Private Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 355 Windjammer Drive Southold, NY MLS# L3513704
$60,000
3

Beds

2.0

Baths

22,651

Sq.Ft.

355 Windjammer Drive

Southold, NY

Courtesy of CORCORAN
View 1355 Watersedge Way Southold, NY MLS# L3501928
$19,500
3

Beds

2.0

Baths

1,200

Sq.Ft.

1355 Watersedge Way

Southold, NY

Courtesy of WILLIAM RAVEIS NEW YORK LLC
View 3400 Youngs Avenue Southold, NY MLS# L3489027
  • Virtual Tour
1 of 25
$7,500
4

Beds

2.0

Baths

2,000

Sq.Ft.

3400 Youngs Avenue

Southold, NY

Courtesy of THOMAS J MCCARTHY REAL ESTATE
View 250 Wesland Road Southold, NY MLS# L3478213
$10,500
2

Beds

2.0

Baths

1,400

Sq.Ft.

250 Wesland Road

Southold, NY

Courtesy of BENINATI ASSOCIATES
View 650 Pine Avenue Southold, NY MLS# L3466368
  • Virtual Tour
1 of 34
$30,000
8

Beds

7.0

Baths

5,400

Sq.Ft.

650 Pine Avenue

Southold, NY

Courtesy of THOMAS J MCCARTHY REAL ESTATE
View 3825 S Harbor Road Southold, NY MLS# L3452918
$3,500
2

Beds

1.0

Baths

51,401

Sq.Ft.

3825 S Harbor Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 355 Midway Road Southold, NY MLS# L3389441
$20,000
3

Beds

3.0

Baths

17,860

Sq.Ft.

355 Midway Road

Southold, NY

Courtesy of BROWN HARRIS STEVENS N FORK
View 950 Blue Marlin Drive Southold, NY MLS# L3376195
$20,000
4

Beds

4.0

Baths

3,200

Sq.Ft.

950 Blue Marlin Drive

Southold, NY

Courtesy of WILLIAM RAVEIS NEW YORK LLC
View 1275 The Esplanade Southold, NY MLS# L3289709
$10,000
4

Beds

2.1

Baths

36,155

Sq.Ft.

1275 The Esplanade

Southold, NY

Courtesy of WILLIAM RAVEIS NEW YORK LLC
View 1695 Old Woods Path Southold, NY MLS# L3212687
$30,000
6

Beds

4.0

Baths

3,000

Sq.Ft.

1695 Old Woods Path

Southold, NY

Courtesy of WILLIAM RAVEIS NEW YORK 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

61

Estimated median home price

$1,350,000
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 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K1
$400K - 500K3
$500K - 600K3
$600K - 700K2
$700K - 800K7
$800K - 900K7
$900K - 1M2
$1M - Max35

Homes for Sale by Type in Southold, NY

Property TypeCount
Single Family44
Townhouse0
Condo1
Commercial3
Rental55
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 1/6/2026)

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.