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 1075 Ships Drive Southold, NY MLS# 1016785
  • Recently Listed
1 of 42
$1,299,000
4

Beds

3.0

Baths

2,240

Sq.Ft.

1075 Ships Drive

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
The time to sell is now! THE TIME TO SELL IS NOW!
View 2055 Boisseau Avenue Southold, NY MLS# L3590177
$1,249,000
3

Beds

1.1

Baths

2,000

Sq.Ft.

2055 Boisseau Avenue

Southold, NY

Courtesy of WILLIAM RAVEIS NEW YORK LLC
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 3475 Oaklawn Avenue Southold, NY MLS# 957993
    1 of 39
    OPEN HOUSE: Sunday 7/5 11:00 AM - 12:30 PM
    $1,200,000
    3

    Beds

    1.1

    Baths

    2,000

    Sq.Ft.

    3475 Oaklawn Avenue

    Southold, NY

    Courtesy of SIGNATURE PREMIER PROPERTIES
    View 52755 Soundview Avenue Southold, NY MLS# 991901
    $1,199,999
    3

    Beds

    2.0

    Baths

    1,576

    Sq.Ft.

    52755 Soundview Avenue

    Southold, NY

    Courtesy of BERKSHIRE HATHAWAY
    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 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 5045 Main Bayview Road Southold, NY MLS# 942546
    $1,049,000
    4

    Beds

    2.1

    Baths

    3,000

    Sq.Ft.

    5045 Main Bayview Road

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE
    View 600 Highwood Road Southold, NY MLS# 983742
    $999,999
    2

    Beds

    1.0

    Baths

    1,954

    Sq.Ft.

    600 Highwood 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 56055 County Road 48 Southold, NY MLS# 1015770
    • Recently Listed with Virtual Tour
    1 of 26
    OPEN HOUSE: Sunday 7/5 12:00 PM - 3:00 PM
    $995,000
    2

    Beds

    1.0

    Baths

    850

    Sq.Ft.

    56055 County Road 48

    Southold, NY

    Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
    View 2070 Cedar Drive Southold, NY MLS# 935245
    $989,000
    2

    Beds

    1.0

    Baths

    1,200

    Sq.Ft.

    2070 Cedar Drive

    Southold, NY

    Courtesy of SERHANT EAST END LLC
    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 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 5845 N Bayview Road Southold, NY MLS# 964309
    • Virtual Tour
    1 of 26
    $970,000
    3

    Beds

    2.0

    Baths

    1,989

    Sq.Ft.

    5845 N Bayview Road

    Southold, NY

    Courtesy of ENGEL & VOLKERS NORTH FORK
    View 340 Rambler Road Southold, NY MLS# 976177
    $960,000
    3

    Beds

    2.0

    Baths

    1,700

    Sq.Ft.

    340 Rambler Road

    Southold, NY

    Courtesy of COMPASS GREATER NY LLC
    View 240 Lisa Drive Southold, NY MLS# 982950
    $949,000
    4

    Beds

    2.1

    Baths

    1,862

    Sq.Ft.

    240 Lisa Drive

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE
    View 6625 Hortons Lane Southold, NY MLS# 978724
    • Virtual Tour
    1 of 22
    $939,000
    3

    Beds

    2.0

    Baths

    1,500

    Sq.Ft.

    6625 Hortons Lane

    Southold, NY

    Courtesy of SIGNATURE PREMIER PROPERTIES

    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

    $1,447,500
    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 - 300K0
    $300K - 400K0
    $400K - 500K3
    $500K - 600K2
    $600K - 700K2
    $700K - 800K4
    $800K - 900K2
    $900K - 1M10
    $1M - Max51

    Homes for Sale by Type in Southold, NY

    Property TypeCount
    Single Family59
    Townhouse0
    Condo1
    Commercial5
    Rental66
    Lots and Land10
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home0
    Farms0

    (Data as of 7/3/2026)

    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.