View 1665 Glenn Road Southold, NY MLS# 990099
  • Virtual Tour
1 of 46
$2,350,000
4

Beds

4.1

Baths

3,248

Sq.Ft.

1665 Glenn Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 450 Sterling Woods Lane Southold, NY MLS# 957867
$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 600 Glenn Road Southold, NY MLS# 806509
$2,195,000
4

Beds

5.1

Baths

3,000

Sq.Ft.

600 Glenn Road

Southold, NY

Courtesy of CORCORAN
The time to sell is now! THE TIME TO SELL IS NOW!
View 3500 Pine Neck Road Southold, NY MLS# 951805
$1,999,000
3

Beds

2.1

Baths

2,000

Sq.Ft.

3500 Pine Neck Road

Southold, NY

Courtesy of SIGNATURE PREMIER PROPERTIES
View 600 Glenn Road Southold, NY MLS# 975377
$1,990,000
4

Beds

5.1

Baths

3,499

Sq.Ft.

600 Glenn Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 800 Corey Creek Lane Southold, NY MLS# 994764
$1,950,000
4

Beds

3.2

Baths

3,025

Sq.Ft.

800 Corey Creek Lane

Southold, NY

Courtesy of LI PROBATE REALTY INC
View 4630 Youngs Avenue Southold, NY MLS# 929474
  • Recently Listed
1 of 31
$1,950,000
2

Beds

2.0

Baths

3,603

Sq.Ft.

4630 Youngs Avenue

Southold, NY

Courtesy of CORCORAN
View 25 Lighthouse Road Southold, NY MLS# 983217
  • Virtual Tour
1 of 49
$1,899,000
4

Beds

2.1

Baths

3,800

Sq.Ft.

25 Lighthouse Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 1020 Ruch Lane Southold, NY MLS# 960778
$1,835,000
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
$1,799,995
4

Beds

3.1

Baths

2,627

Sq.Ft.

700 Gin Lane

Southold, NY

Courtesy of SERHANT EAST END LLC
View 420 Leon Road Southold, NY MLS# 992553
$1,799,000
Studio

Beds

0.0

Baths

376,794

Sq.Ft.

420 Leon Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 55700 Route 25 Southold, NY MLS# 909437
$1,795,000
2,146

Sq.Ft.

55700 Route 25

Southold, NY

Courtesy of CORCORAN
View 480 Ackerly Pond Lane Southold, NY MLS# 987518
$1,749,000
5

Beds

5.1

Baths

2,384

Sq.Ft.

480 Ackerly Pond Lane

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 530 Sunset Way Southold, NY MLS# 923863
$1,699,000
5

Beds

2.0

Baths

1,688

Sq.Ft.

530 Sunset Way

Southold, NY

Courtesy of THOMAS J MCCARTHY REAL ESTATE
View 1260 Water Terrace Southold, NY MLS# 868556
  • Virtual Tour
1 of 38
$1,625,000
4

Beds

2.1

Baths

3,110

Sq.Ft.

1260 Water Terrace

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 55975 Route 25 Southold, NY MLS# L3530579
$1,600,000
87,120

Sq.Ft.

55975 Route 25

Southold, NY

Courtesy of THOMAS J MCCARTHY REAL ESTATE
View 55975 Route 25 Southold, NY MLS# L3530714
$1,600,000
Studio

Beds

0.0

Baths

87,120

Sq.Ft.

55975 Route 25

Southold, NY

Courtesy of THOMAS J MCCARTHY REAL ESTATE
View 3715 Hortons Lane Southold, NY MLS# 998241
  • Recently Listed
1 of 25
$1,599,999
4

Beds

4.0

Baths

2,200

Sq.Ft.

3715 Hortons Lane

Southold, NY

Courtesy of RIN
View 2015 Kenneys Road Southold, NY MLS# 1000846
  • Recently Listed
1 of 21
$1,595,000
4

Beds

3.0

Baths

2,900

Sq.Ft.

2015 Kenneys Road

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 11200 N Bayview Road Southold, NY MLS# 827387
$1,499,000
Studio

Beds

0.0

Baths

228,690

Sq.Ft.

11200 N Bayview Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE

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

74

Estimated median home price

$1,600,000
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 - 600K2
$600K - 700K2
$700K - 800K1
$800K - 900K2
$900K - 1M6
$1M - Max55

Homes for Sale by Type in Southold, NY

Property TypeCount
Single Family56
Townhouse0
Condo2
Commercial4
Rental66
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 6/1/2026)

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.