View 205 Grange Road Southold, NY MLS# 1063190
$2,195,000
4

Beds

3.1

Baths

3,900

Sq.Ft.

205 Grange Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 1455 Cedar Point Drive E Southold, NY MLS# 1058940
$2,150,000
3

Beds

2.0

Baths

1,250

Sq.Ft.

1455 Cedar Point Drive E

Southold, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 1020 Ruch Lane Southold, NY MLS# 960778
$1,835,000
3

Beds

2.1

Baths

1,800

Sq.Ft.

1020 Ruch Lane

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 25 Lighthouse Road Southold, NY MLS# 983217
  • Virtual Tour
1 of 34
$1,799,000
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
$1,695,000
2,146

Sq.Ft.

55700 Route 25

Southold, NY

Courtesy of CORCORAN
View 2025 Little Peconic Bay Lane Southold, NY MLS# 1061179
$1,695,000
3

Beds

2.0

Baths

2,376

Sq.Ft.

2025 Little Peconic Bay Lane

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 420 Leon Road Southold, NY MLS# 992553
$1,649,000
0.0

Baths

376,794

Sq.Ft.

420 Leon Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 55975 Route 25 Southold, NY MLS# L3530579
$1,600,000
87,120

Sq.Ft.

55975 Route 25

Southold, NY

Courtesy of THOMAS J MCCARTHY REAL ESTATE
View 55975 Route 25 Southold, NY MLS# L3530714
$1,600,000
0.0

Baths

87,120

Sq.Ft.

55975 Route 25

Southold, NY

Courtesy of THOMAS J MCCARTHY REAL ESTATE
View 1700 Smith Drive S Southold, NY MLS# 1011372
$1,599,000
4

Beds

3.1

Baths

2,668

Sq.Ft.

1700 Smith Drive S

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 57200 Route 25 Southold, NY MLS# 1070375
  • Recently Listed
1 of 8
$1,500,000
0.0

Baths

261,360

Sq.Ft.

57200 Route 25

Southold, NY

Courtesy of WILLIAM RAVEIS NEW YORK LLC
View 57200 Main Road Southold, NY MLS# 1070925
  • Recently Listed
1 of 11
$1,500,000
484

Sq.Ft.

57200 Main Road

Southold, NY

Courtesy of WILLIAM RAVEIS NEW YORK LLC
View 11200 N Bayview Road Southold, NY MLS# 827387
$1,499,000
0.0

Baths

228,690

Sq.Ft.

11200 N Bayview Road

Southold, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 3995 Wells Avenue Southold, NY MLS# 1051232
$1,495,000
4

Beds

4.0

Baths

4,300

Sq.Ft.

3995 Wells Avenue

Southold, NY

Courtesy of HEDGESTONE COMMERCIAL RLTY LLC
View 2015 Kenneys Road Southold, NY MLS# 1000846
    1 of 26
    OPEN HOUSE: Saturday 11/14 11:00 AM - 12:30 PM
    $1,445,000
    4

    Beds

    3.0

    Baths

    2,900

    Sq.Ft.

    2015 Kenneys Road

    Southold, NY

    Courtesy of COMPASS GREATER NY LLC
    View 470 Windy Point Lane Southold, NY MLS# 1062583
    $1,350,000
    3

    Beds

    2.0

    Baths

    1,600

    Sq.Ft.

    470 Windy Point Lane

    Southold, NY

    Courtesy of KELLER WILLIAMS RTY GOLD COAST
    View 1075 Ships Drive Southold, NY MLS# 1016785
    $1,299,000
    4

    Beds

    3.0

    Baths

    2,240

    Sq.Ft.

    1075 Ships Drive

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE
    View 4408 Old North Road Southold, NY MLS# 1023884
    $1,299,000
    4

    Beds

    2.1

    Baths

    2,200

    Sq.Ft.

    4408 Old North Road

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE
    View 600 Highwood Road Southold, NY MLS# 1066839
    • Recently Listed
    1 of 21
    $1,295,000
    2

    Beds

    2.0

    Baths

    1,925

    Sq.Ft.

    600 Highwood Road

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE
    View 1025 Seawood Drive Southold, NY MLS# 1032396
    $1,277,000
    4

    Beds

    3.1

    Baths

    3,000

    Sq.Ft.

    1025 Seawood Drive

    Southold, NY

    Courtesy of DOUGLAS ELLIMAN REAL ESTATE

    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

    $1,499,500
    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 - 200K0
    $200K - 300K0
    $300K - 400K0
    $400K - 500K1
    $500K - 600K1
    $600K - 700K6
    $700K - 800K3
    $800K - 900K6
    $900K - 1M5
    $1M - Max53

    Homes for Sale by Type in Southold, NY

    Property TypeCount
    Single Family58
    Townhouse0
    Condo1
    Commercial4
    Rental54
    Lots and Land12
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home0
    Farms0

    (Data as of 11/14/2026)

    Information deemed reliable but not guaranteed.

    The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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    Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

    Copyright © 2026 Midwest Real Estate Data LLC.

    Data is updated as of 11/14/2026.

    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.

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