View 1700 Smith Drive S Southold, NY MLS# 1011372
$1,699,000
4

Beds

3.1

Baths

2,668

Sq.Ft.

1700 Smith Drive S

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 2100 Glenn Road Southold, NY MLS# 1008927
  • Recently Listed with Virtual Tour
1 of 41
$1,925,000
4

Beds

3.1

Baths

2,850

Sq.Ft.

2100 Glenn Road

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 723 Private Road 12 Southold, NY MLS# 1012280
  • Recently Listed
1 of 32
$798,500
2

Beds

1.0

Baths

900

Sq.Ft.

723 Private Road 12

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 100 Bayberry Lane Southold, NY MLS# 1004231
  • Recently Listed
1 of 27
$1,150,000
3

Beds

2.0

Baths

1,800

Sq.Ft.

100 Bayberry Lane

Southold, NY

Courtesy of COMPASS GREATER NY LLC
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
  • Recently Listed
1 of 15
$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 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 3715 Hortons Lane Southold, NY MLS# 998241
$1,599,999
4

Beds

4.0

Baths

2,200

Sq.Ft.

3715 Hortons Lane

Southold, NY

Courtesy of RIN
View 105 Mailer Court Southold, NY MLS# 996413
$550,000
Studio

Beds

0.0

Baths

23,958

Sq.Ft.

105 Mailer Court

Southold, NY

Courtesy of WILLIAM RAVEIS NEW YORK LLC
View 52755 Soundview Avenue Southold, NY MLS# 991901
$1,299,999
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
$1,099,000
4

Beds

2.1

Baths

3,000

Sq.Ft.

5045 Main Bayview Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
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 445 Budds Pond Road Southold, NY MLS# 995779
$975,000
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
$1,299,999
4

Beds

3.1

Baths

2,584

Sq.Ft.

75 Birch Road

Southold, NY

Courtesy of ENGEL & VOLKERS NORTH FORK
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 25 Lighthouse Road Southold, NY MLS# 983217
  • Virtual Tour
1 of 50
$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
$99,999
2,400

Sq.Ft.

46520 County Rte 48 11

Southold, NY

Courtesy of THOMAS J MCCARTHY 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

76

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 - 800K2
$800K - 900K1
$900K - 1M6
$1M - Max57

Homes for Sale by Type in Southold, NY

Property TypeCount
Single Family58
Townhouse0
Condo2
Commercial5
Rental66
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 6/16/2026)

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.