View 230 Booth Road Southold, NY MLS# 1017107
  • Recently Listed with Virtual Tour
1 of 29
$985,000
5

Beds

2.0

Baths

2,238

Sq.Ft.

230 Booth Road

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 136 Bayview Avenue Southold, NY MLS# 1017744
  • Recently Listed
1 of 14
$1,100,000
2

Beds

1.0

Baths

800

Sq.Ft.

136 Bayview Avenue

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 870 Crittens Lane Southold, NY MLS# 1016402
  • Recently Listed
1 of 37
$879,999
3

Beds

2.0

Baths

1,588

Sq.Ft.

870 Crittens Lane

Southold, NY

Courtesy of KELLER WILLIAMS REALTY ELITE
The time to sell is now! THE TIME TO SELL IS NOW!
View 56055 County Road 48 Southold, NY MLS# 1015770
  • Recently Listed with Virtual Tour
1 of 26
$995,000
2

Beds

1.0

Baths

850

Sq.Ft.

56055 County Road 48

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 680 Private Road 17 Southold, NY MLS# 1017642
  • Recently Listed
1 of 21
$1,995,000
3

Beds

3.0

Baths

1,782

Sq.Ft.

680 Private Road 17

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 1700 Smith Drive S Southold, NY MLS# 1011372
  • Recently Listed
1 of 48
$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 1195 Goose Creek Lane Southold, NY MLS# 1016523
  • Recently Listed with Virtual Tour
1 of 34
$1,495,000
3

Beds

3.0

Baths

3,000

Sq.Ft.

1195 Goose Creek Lane

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 44600 County Road 48 Southold, NY MLS# 1015353
  • Recently Listed with Virtual Tour
1 of 35
$785,000
2

Beds

1.1

Baths

2,350

Sq.Ft.

44600 County Road 48

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 44600 County Road 48 Southold, NY MLS# 1016880
  • Recently Listed with Virtual Tour
1 of 35
$785,000
2,350

Sq.Ft.

44600 County Road 48

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 2100 Glenn Road Southold, NY MLS# 1008927
  • 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 2300 Glenn Road Southold, NY MLS# 1011470
$1,975,000
3

Beds

3.0

Baths

2,500

Sq.Ft.

2300 Glenn Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 100 Bayberry Lane Southold, NY MLS# 1004231
$995,000
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 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 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
$1,595,000
4

Beds

3.0

Baths

2,900

Sq.Ft.

2015 Kenneys Road

Southold, NY

Courtesy of COMPASS GREATER NY 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

79

Estimated median home price

$1,499,000
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 - 800K3
$800K - 900K2
$900K - 1M10
$1M - Max54

Homes for Sale by Type in Southold, NY

Property TypeCount
Single Family60
Townhouse0
Condo2
Commercial6
Rental67
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 6/28/2026)

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.