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3 bedsWith a pool
177 listings

Single-Family Homes in Southold, NY

Single-Family Homes in Southold, NY

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24 of 177 Listings
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Single-Family Homes in Southold, NY

24 of 177 Listings

  1. 2025 Little Peconic Bay Lane — photo48Active

$1,695,000

3 bd · 2 ba · 2,050 sqft

2025 Little Peconic Bay Lane, Southold, NY

Thomas J. Uhlinger · Douglas Elliman Real Estate

  • 1200 Deep Hole Drive — photoNew45Active

    $2,495,000

    3 bd · 3 ba · 2,791 sqft

    1200 Deep Hole Drive, Southold, NY

    John J. Glennon · Howard Hanna Coach

  • 2380 Laurel Avenue — photo21Active

    $850,000

    3 bd · 3 ba · 1,500 sqft

    2380 Laurel Avenue, Southold, NY

    Scott V. Bennett CBR · Douglas Elliman Real Estate

  • 39595 Main Road — photoNew16Active

    $1,350,000

    4 bd · 3 ba · 2,400 sqft

    39595 Main Road, Southold, NY

    Janet J. Markarian · Daniel Gale Sothebys Intl Rlty

  • 216 Monsell Place — photo22Active

    $1,100,000

    3 bd · 2 ba · 1,200 sqft

    216 Monsell Place, Southold, NY

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

  • 402 5th Street — photo26Active

    $1,300,000

    4 bd · 2 ba · 1,850 sqft

    402 5th Street, Southold, NY

    Jill H. Dunbar · Douglas Elliman Real Estate

  • 430 Grove Road — photo17Active

    $699,000

    3 bd · 1 ba · 0 sqft

    430 Grove Road, Southold, NY

    Karyn Flores GRI SFR · Compass Greater NY LLC

  • 440 1st Street — photo19Active

    $1,975,000

    5 bd · 2 ba · 2,659 sqft

    440 1st Street, Southold, NY

    Bridget Elkin · Compass Greater NY LLC

  • 2220 Akerly Pond Lane — photoOpen house Sun, Oct 25 · 11:30 AM19Active

    $999,000

    5 bd · 2 ba · 0 sqft

    2220 Akerly Pond Lane, Southold, NY

    Joseph Divello · Century 21 Albertson Realty

  • 4105 Deep Hole Drive — photoOpen house Sun, Oct 18 · 12:00 PM43Active

    $879,000

    3 bd · 2 ba · 1,560 sqft

    4105 Deep Hole Drive, Southold, NY

    Thomas J. Uhlinger · Douglas Elliman Real Estate

  • 270 Pequash Avenue — photo31Active

    $1,800,000

    5 bd · 3 ba · 3,000 sqft

    270 Pequash Avenue, Southold, NY

    Christine L. Peddy · Engel & Volkers North Fork

  • 1000 Sound Drive — photo31Active

    $5,350,000

    5 bd · 5 ba · 3,700 sqft

    1000 Sound Drive, Southold, NY

    Eric P. Elkin · Compass Greater NY LLC

  • 3735 Deep Hole Drive — photo19Active

    $1,250,000

    4 bd · 3 ba · 1,747 sqft

    3735 Deep Hole Drive, Southold, NY

    Thomas J. McCarthy C2EX · Thomas J McCarthy Real Estate

  • 845 Orchard Street — photo23Active

    $1,890,000

    3 bd · 3 ba · 1,690 sqft

    845 Orchard Street, Southold, NY

    Janet J. Markarian · Daniel Gale Sothebys Intl Rlty

  • 2605 Grand Avenue — photo1Active

    $799,999

    4 bd · 3 ba · 2,500 sqft

    2605 Grand Avenue, Southold, NY

    Nancy Davila Campo · Four Seasons Realty Team

  • 1050 Tasker Lane — photoOpen house Sun, Oct 18 · 11:00 AM3Active

    $2,795,000

    7 bd · 7 ba · 4,562 sqft

    1050 Tasker Lane, Southold, NY

    Kristy B. Naddell · Douglas Elliman Real Estate

  • Main Bayview Main Bayview — photo49Active

    $999,000

    4 bd · 4 ba · 3,000 sqft

    Main Bayview Main Bayview, Southold, NY

    Jared Eisenberg · Corcoran SRG Residential

  • 1455 Cedar Point Drive E — photo20Active

    $2,150,000

    3 bd · 2 ba · 1,250 sqft

    1455 Cedar Point Drive E, Southold, NY

    Nancy J. Cervelli · Daniel Gale Sothebys Intl Rlty

  • 1355 Little Peconic Bay Road — photo32Active

    $3,200,000

    6 bd · 7 ba · 4,760 sqft

    1355 Little Peconic Bay Road, Southold, NY

    Alex Giannikas · Corcoran

  • 1045 Fanning Road — photo15Active

    $1,250,000

    2 bd · 2 ba · 1,620 sqft

    1045 Fanning Road, Southold, NY

    Eric P. Elkin · Compass Greater NY LLC

  • 3825 Stars Road — photo18Active

    $1,200,000

    3 bd · 2 ba · 2,100 sqft

    3825 Stars Road, Southold, NY

    Sheri Winter Parker · Corcoran

  • 1430 Bay Haven Lane — photoOpen house Sun, Oct 18 · 12:00 PM34Active

    $2,698,000

    4 bd · 4 ba · 3,035 sqft

    1430 Bay Haven Lane, Southold, NY

    Basil Boziotis · Compass Greater NY LLC

  • 29400 County Road 48 — photo18Active

    $795,000

    3 bd · 2 ba · 2,000 sqft

    29400 County Road 48, Southold, NY

    Sheri Winter Parker · Corcoran

  • 1600 Westview Drive — photo27Active

    $1,349,000

    3 bd · 3 ba · 2,925 sqft

    1600 Westview Drive, Southold, NY

    Mariah J. Mills · Daniel Gale Sothebys Intl Rlty

  • 12…8

    About Single-Family Homes in Southold, NY

    Single-Family Homes in Southold, NY: 177 active listings as of October 18, 2026, 03:42 UTC.

    Single-Family Homes in nearby cities

    • Single-Family Homes in Southampton
    • Single-Family Homes in Riverhead
    • Single-Family Homes in East Hampton

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    Listing data & MLS disclosures

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    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

    August 2026 · This period is still settling

    Homes on the market · MLS, as of Aug 24, 2026

    Median list price
    $1,599,000
    Homes for sale
    55

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 19, 2026

    Median home size
    1,634 sq. ft.
    Single-Family Homes in Southold, NY