View 59600 Main Road Southold, NY MLS# 901915
  • Virtual Tour
1 of 18
$13,000,000
4

Beds

3.2

Baths

5,500

Sq.Ft.

59600 Main Road

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 50100 County Road 48 Southold, NY MLS# L3520399
$4,495,000
Studio

Beds

0.0

Baths

1,568,160

Sq.Ft.

50100 County Road 48

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 19620 Soundview Avenue Southold, NY MLS# 885016
$4,495,000
7

Beds

7.1

Baths

7,300

Sq.Ft.

19620 Soundview Avenue

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 790 N Sea Drive Southold, NY MLS# 902028
$3,950,000
5

Beds

3.1

Baths

4,500

Sq.Ft.

790 N Sea Drive

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 105 Waterview Drive Southold, NY MLS# 928708
$3,850,000
4

Beds

3.0

Baths

4,103

Sq.Ft.

105 Waterview Drive

Southold, NY

Courtesy of COMPASS GREATER NY LLC
View 150 Deer Run Southold, NY MLS# 937270
$3,825,000
5

Beds

4.2

Baths

5,285

Sq.Ft.

150 Deer Run

Southold, NY

Courtesy of CORCORAN
View 465 Ripple Water Lane Southold, NY MLS# 872443
  • Virtual Tour
1 of 50
$3,649,999
4

Beds

5.1

Baths

6,366

Sq.Ft.

465 Ripple Water Lane

Southold, NY

Courtesy of CENTURY 21 ALBERTSON REALTY
View 80 Deer Run Southold, NY MLS# 906322
  • Virtual Tour
1 of 29
$3,295,000
4

Beds

5.1

Baths

7,341

Sq.Ft.

80 Deer Run

Southold, NY

Courtesy of CORCORAN
View 1350 Hortons Lane Southold, NY MLS# 859020
$2,999,000
8

Beds

7.0

Baths

5,600

Sq.Ft.

1350 Hortons Lane

Southold, NY

Courtesy of THOMAS J MCCARTHY REAL ESTATE
View 5805 Main Bayview Road Southold, NY MLS# 895635
$2,998,000
4

Beds

3.0

Baths

3,253

Sq.Ft.

5805 Main Bayview Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 10947 N Bayview Road Southold, NY MLS# 911696
$2,995,000
4

Beds

3.0

Baths

2,600

Sq.Ft.

10947 N Bayview Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 1815 Laurel Avenue Southold, NY MLS# 944505
  • Recently Listed
1 of 40
$2,795,000
4

Beds

4.1

Baths

4,327

Sq.Ft.

1815 Laurel Avenue

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 1455 Cedar Point Drive Southold, NY MLS# 932327
$2,750,000
3

Beds

2.0

Baths

1,250

Sq.Ft.

1455 Cedar Point Drive

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 1635 Laurel Avenue Southold, NY MLS# 865896
$2,600,000
4

Beds

4.1

Baths

3,960

Sq.Ft.

1635 Laurel Avenue

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 1955 Laurel Avenue Southold, NY MLS# 907628
$2,400,000
3

Beds

3.1

Baths

3,210

Sq.Ft.

1955 Laurel Avenue

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 1665 Glenn Road Southold, NY MLS# 936092
  • Virtual Tour
1 of 34
$2,395,000
4

Beds

4.1

Baths

3,238

Sq.Ft.

1665 Glenn Road

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 450 Sterling Woods Lane Southold, NY MLS# 928351
$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
View 295 Grange Road Southold, NY MLS# 931870
  • Virtual Tour
1 of 50
$1,950,000
4

Beds

3.1

Baths

4,173

Sq.Ft.

295 Grange Road

Southold, NY

Courtesy of CORCORAN
View 265 Arshamomaque Avenue Southold, NY MLS# 905528
$1,949,000
4

Beds

3.1

Baths

3,245

Sq.Ft.

265 Arshamomaque Avenue

Southold, NY

Courtesy of CORCORAN

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

62

Estimated median home price

$1,490,000
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 - 300K0
$300K - 400K1
$400K - 500K3
$500K - 600K3
$600K - 700K2
$700K - 800K5
$800K - 900K6
$900K - 1M3
$1M - Max39

Homes for Sale by Type in Southold, NY

Property TypeCount
Single Family45
Townhouse0
Condo0
Commercial3
Rental59
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 12/19/2025)

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.