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 405 Williamsburgh Drive Southold, NY MLS# 1005049
    1 of 48
    OPEN HOUSE: Friday 7/3 11:00 AM - 12:30 PM
    $2,899,000
    4

    Beds

    3.0

    Baths

    2,351

    Sq.Ft.

    405 Williamsburgh Drive

    Southold, NY

    Courtesy of BERKSHIRE HATHAWAY
    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 1480 Old Wood Path Southold, NY MLS# 997738
    $4,000,000
    3

    Beds

    4.0

    Baths

    3,496

    Sq.Ft.

    1480 Old Wood Path

    Southold, NY

    Courtesy of COMPASS GREATER NY LLC
    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

    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.