View 5195 Old North Road Southold, NY MLS# 918103
$9,400,000
20,000

Sq.Ft.

5195 Old North Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 1750 Hobart Road Southold, NY MLS# 946886
$8,200,000
5

Beds

4.1

Baths

4,627

Sq.Ft.

1750 Hobart Road

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 19620 Soundview Avenue Southold, NY MLS# 957966
$4,395,000
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 105 Waterview Drive Southold, NY MLS# 928708
$3,850,000
6

Beds

4.0

Baths

4,663

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# 947218
$3,598,999
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
$2,799,000
8

Beds

7.0

Baths

5,600

Sq.Ft.

1350 Hortons Lane

Southold, NY

Courtesy of THOMAS J MCCARTHY REAL ESTATE
View 1815 Laurel Avenue Southold, NY MLS# 944505
$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 470 Goose Creek Lane Southold, NY MLS# 943087
$2,399,000
3

Beds

2.0

Baths

2,000

Sq.Ft.

470 Goose Creek Lane

Southold, NY

Courtesy of THOMAS J MCCARTHY 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# 957867
  • Recently Listed
1 of 38
$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 4745 N Bayview Road Southold, NY MLS# 979680
    1 of 31
    OPEN HOUSE: Saturday 4/18 11:00 AM - 1:00 PM
    $2,200,000
    4

    Beds

    3.3

    Baths

    5,500

    Sq.Ft.

    4745 N Bayview Road

    Southold, NY

    Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
    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
    • Recently Listed
    1 of 27
    $1,990,000
    4

    Beds

    5.1

    Baths

    3,499

    Sq.Ft.

    600 Glenn Road

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE
    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 630 Tarpon Drive Southold, NY MLS# 939699
    $1,899,000
    3

    Beds

    2.1

    Baths

    2,100

    Sq.Ft.

    630 Tarpon Drive

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE
    View 25 Lighthouse Road Southold, NY MLS# 983217
    $1,899,000
    4

    Beds

    2.1

    Baths

    3,800

    Sq.Ft.

    25 Lighthouse Road

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE
    View 55700 Route 25 Southold, NY MLS# 909437
    $1,850,000
    2,146

    Sq.Ft.

    55700 Route 25

    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

    55

    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 - 100K0
    $100K - 200K0
    $200K - 300K1
    $300K - 400K1
    $400K - 500K3
    $500K - 600K0
    $600K - 700K4
    $700K - 800K3
    $800K - 900K3
    $900K - 1M2
    $1M - Max38

    Homes for Sale by Type in Southold, NY

    Property TypeCount
    Single Family41
    Townhouse0
    Condo1
    Commercial4
    Rental63
    Lots and Land9
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 4/13/2026)

    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.