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 920 Pine Neck Road Southold, NY MLS# 934620
$899,000
2

Beds

1.0

Baths

1,300

Sq.Ft.

920 Pine Neck Road

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 2070 Cedar Drive Southold, NY MLS# 935245
    1 of 20
    OPEN HOUSE: Sunday 2/22 12:00 PM - 1:30 PM
    $989,000
    2

    Beds

    1.0

    Baths

    1,200

    Sq.Ft.

    2070 Cedar Drive

    Southold, NY

    Courtesy of SERHANT EAST END 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 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 11195 N Bayview Road Southold, NY MLS# 931612
    $499,000
    Studio

    Beds

    0.0

    Baths

    16,553

    Sq.Ft.

    11195 N Bayview Road

    Southold, NY

    Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
    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 535 Bay Home Road Southold, NY MLS# 924424
    • Virtual Tour
    1 of 15
    $1,499,000
    3

    Beds

    4.0

    Baths

    2,900

    Sq.Ft.

    535 Bay Home Road

    Southold, NY

    Courtesy of BERKSHIRE HATHAWAY
    View 48920 Route 25 Southold, NY MLS# 927676
    $565,000
    2

    Beds

    2.0

    Baths

    1,100

    Sq.Ft.

    48920 Route 25

    Southold, NY

    Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
    View 12250 Soundview Avenue Southold, NY MLS# 920310
    $1,298,500
    3

    Beds

    3.1

    Baths

    2,400

    Sq.Ft.

    12250 Soundview Avenue

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE
    View 385 Cottage Place Southold, NY MLS# 922975
    $899,000
    3

    Beds

    2.0

    Baths

    1,440

    Sq.Ft.

    385 Cottage Place

    Southold, NY

    Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
    View 55700 Route 25 Southold, NY MLS# 909437
    $1,850,000
    2,146

    Sq.Ft.

    55700 Route 25

    Southold, NY

    Courtesy of CORCORAN
    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 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 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
    View 4006 Old North Road Southold, NY MLS# 904897
    $595,000
    Studio

    Beds

    0.0

    Baths

    42,158

    Sq.Ft.

    4006 Old North Road

    Southold, NY

    Courtesy of AURORA PROPERTY GROUP
    View Address not provided Southold, NY MLS# 889540
    $775,000
    1

    Beds

    2.2

    Baths

    2,890

    Sq.Ft.

    Address not provided

    Southold, NY

    Courtesy of ANDREW STYPE REALTY INC
    View 1260 Water Terrace Southold, NY MLS# 868556
    • Virtual Tour
    1 of 38
    $1,675,000
    4

    Beds

    2.1

    Baths

    3,110

    Sq.Ft.

    1260 Water Terrace

    Southold, NY

    Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
    View 285 Blue Marlin Drive Southold, NY MLS# 862752
    • Virtual Tour
    1 of 44
    $2,499,000
    4

    Beds

    4.1

    Baths

    2,842

    Sq.Ft.

    285 Blue Marlin Drive

    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

    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 - 400K0
    $400K - 500K3
    $500K - 600K3
    $600K - 700K3
    $700K - 800K4
    $800K - 900K5
    $900K - 1M1
    $1M - Max35

    Homes for Sale by Type in Southold, NY

    Property TypeCount
    Single Family40
    Townhouse0
    Condo1
    Commercial4
    Rental59
    Lots and Land10
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 2/22/2026)

    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.