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Southold, NY Homes for Sale | Realty.com
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Start here

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  • The buying timeline

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  • Mortgage calculator
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  • Get pre-approved

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3 bedsWith a pool

Homes for Sale in Southold, NY

Homes for Sale in Southold, NY

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23 of 176 Listings
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Homes for Sale in Southold, NY

23 of 176 Listings

  1. 600 Gardiners Lane — photo16Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

$990,000

2 bd · 3 ba · 1,600 sqft

600 Gardiners Lane, Southold, NY

Melissa Principi · Douglas Elliman Real Estate

  • 250 Huntington Boulevard — photoNew24Active

    $729,000

    2 bd · 1 ba · 830 sqft

    250 Huntington Boulevard, Southold, NY

    Thomas J. Uhlinger · Douglas Elliman Real Estate

  • 18005 Main Road — photoNew11Active

    $1,600,000

    2 bd · 1 ba · 1,865 sqft

    18005 Main Road, Southold, NY

    Erica S. McKenzie · Andrew Stype Realty Inc

  • 18275 Main Road — photoNew16Active

    $650,000

    4 bd · 3 ba · 1,498 sqft

    18275 Main Road, Southold, NY

    Erica S. McKenzie · Andrew Stype Realty Inc

  • 465 Factory Avenue — photo12Active

    $399,000

    2 bd · 1 ba · 684 sqft

    465 Factory Avenue, Southold, NY

    Yuanyuan Zhang · BH&G R E Realty Connect

  • 1725 N Sea Dr — photo24Active

    $4,595,000

    4 bd · — ba · 2,500 sqft

    1725 N Sea Dr, Southold, NY

  • 715 Bray Avenue — photo21Active

    $899,000

    3 bd · 1 ba · 1,340 sqft

    715 Bray Avenue, Southold, NY

    Andrea Parks · Douglas Elliman Real Estate

  • 395 Tuthill Road — photo20Active

    $1,200,000

    3 bd · 2 ba · 1,680 sqft

    395 Tuthill Road, Southold, NY

    Janet J. Markarian · Daniel Gale Sothebys Intl Rlty

  • 1540 Laurelwood Drive — photo44Active

    $1,050,000

    4 bd · 3 ba · 2,400 sqft

    1540 Laurelwood Drive, Southold, NY

    Nathalia Valencia · Nostra Haus Real Estate LLC

  • 375 Crown Land Lane — photo31Active

    $1,299,000

    3 bd · 3 ba · 1,701 sqft

    375 Crown Land Lane, Southold, NY

    Thomas J. Scalia · Century 21 Albertson Realty

  • 1320 Breakwater Road — photoOpen house Sat, Nov 14 · 11:00 AM34Active

    $1,698,000

    5 bd · 3 ba · 3,000 sqft

    1320 Breakwater Road, Southold, NY

    Panagiotis D. Athanasopoulos · Compass Greater NY LLC

  • 185 Holden Avenue — photo48Active

    $1,299,983

    4 bd · 3 ba · 1,940 sqft

    185 Holden Avenue, Southold, NY

    Timothy P. MacDonald · Douglas Elliman Real Estate

  • 600 Highwood Road — photo21Active

    $1,295,000

    2 bd · 2 ba · 1,925 sqft

    600 Highwood Road, Southold, NY

    Lauren R. Spiegel · Douglas Elliman Real Estate

  • 817 Wiggins Street — photo27Active

    $1,275,000

    3 bd · 2 ba · 2,154 sqft

    817 Wiggins Street, Southold, NY

    Bridget Elkin · Compass Greater NY LLC

  • 5200 Pequash Avenue — photo29Active

    $1,100,000

    3 bd · 2 ba · 1,600 sqft

    5200 Pequash Avenue, Southold, NY

    Christine L. Peddy · Engel & Volkers North Fork

  • 1265 Shipyard Lane — photo19Active

    $999,999

    4 bd · 2 ba · 1,760 sqft

    1265 Shipyard Lane, Southold, NY

    Andrew D. Stype · Andrew Stype Realty Inc

  • 2025 Little Peconic Bay Lane — photo48Active

    $1,695,000

    3 bd · 2 ba · 2,376 sqft

    2025 Little Peconic Bay Lane, Southold, NY

    Thomas J. Uhlinger · Douglas Elliman Real Estate

  • 825 Munn Lane — photo22Active

    $1,800,000

    6 bd · 5 ba · 3,000 sqft

    825 Munn Lane, Southold, NY

    Gerald J. Cibulski CBR E-PRO CRS G · Century 21 Albertson Realty

  • 4595 S Harbor Road — photo42Active

    $829,000

    5 bd · 2 ba · 2,300 sqft

    4595 S Harbor Road, Southold, NY

    John Z. Savoretti · John Savoretti Realty

  • 470 Windy Point Lane — photo31Active

    $1,350,000

    3 bd · 2 ba · 1,600 sqft

    470 Windy Point Lane, Southold, NY

    William N. Bodouva Jr AHWD SRES BP · Keller Williams Rty Gold Coast

  • 2000 Cox Neck Road — photoPrice ReducedOpen house Sun, Nov 15 · 1:00 PM24Active

    $699,000

    2 bd · 1 ba · 973 sqft

    2000 Cox Neck Road, Southold, NY

    Cheryl V. Schneider RSPS · The Agency Northshore NY

  • 2785 Sigsbee Road — photo22Active

    $1,200,000

    3 bd · 2 ba · 1,200 sqft

    2785 Sigsbee Road, Southold, NY

    Erica S. McKenzie · Andrew Stype Realty Inc

  • 1480 Factory Avenue — photo11Active

    $1,200,000

    4 bd · 3 ba · 2,279 sqft

    1480 Factory Avenue, Southold, NY

    Susan M. Orioli · Engel & Volkers North Fork

  • 12…8

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Listing data & MLS disclosures

    NY State MLS
    The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the New York State Alliance MLS. IDX information is provided exclusively 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. Real estate listings held by brokerage firms other than Realty.com, are indicated by detailed information about them such as the name of the listing firms. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Realty.com shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Copyright © 2026 New York State Alliance and participating MLS's - CNYIS, UNYREIS and WNYREIS. All Rights Reserved.
    OneKey MLS
    The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively 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. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

    Southold, NY community profile

    Area
    15.2 sq. mi.

    Source: HJN community data

    Southold housing market

    September 2026 · This period is still settling

    Homes on the market · MLS, as of Sep 27, 2026

    Median list price
    $1,849,000
    Homes for sale
    45

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 9, 2026

    Median home size
    1,634 sq. ft.

    Nearby areas

    ZIP codes

    • 11968 (110)
    • 11937 (107)
    • 11946 (100)
    • 11901 (94)
    • 11978 (65)
    • 11933 (55)
    • 11942 (51)
    • 11963 (51)

    Cities

    • Southampton (463)
    • Riverhead (150)
    • East Hampton (138)
    • Brookhaven (80)
    • Shelter Island (32)
    • Hampton Bays (12)
    • Sag Harbor (12)
    • Water Mill (8)