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4 Bedroom Homes in Southold, NY
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3 bedsNew constructionWith a pool

4 Bedroom Homes in Southold, NY

4 Bedroom Homes in Southold, NY

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18 Listings
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4 Bedroom Homes in Southold, NY

18 Listings

Your local brokerage

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Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 3995 Wells Avenue — photo3Active

    $1,495,000

    4 bd · 4 ba · 4,300 sqft

    3995 Wells Avenue, Southold, NY

    James Bissett · Hedgestone Commercial Rlty LLC

  2. 9305 Soundview Avenue — photo19Active

    $2,950,000

    4 bd · 4 ba · 4,241 sqft

    9305 Soundview Avenue, Southold, NY

    Thomas J. McCarthy C2EX · Thomas J McCarthy Real Estate

  3. 390 Wildberry Lane — photo11Active

    $3,295,000

    4 bd · 5 ba · 5,100 sqft

    390 Wildberry Lane, Southold, NY

    Shaun McQuilkin · Migrate Realty LLC

  4. 1025 Seawood Drive — photo33Active

    $1,277,000

    4 bd · 4 ba · 3,000 sqft

    1025 Seawood Drive, Southold, NY

    Clorinda F. Tagios · Douglas Elliman Real Estate

  5. 1475 Laurel Avenue — photo44Active

    $2,795,000

    4 bd · 5 ba · 4,327 sqft

    1475 Laurel Avenue, Southold, NY

    Kristy B. Naddell · Douglas Elliman Real Estate

  6. 195 Williamsburg Drive — photo27Active

    $2,650,000

    4 bd · 4 ba · 2,600 sqft

    195 Williamsburg Drive, Southold, NY

    Sheri Winter Parker · Corcoran

  7. 425 Maple Lane — photoPrice Reduced43Active

    $1,395,000

    4 bd · 4 ba · 2,600 sqft

    425 Maple Lane, Southold, NY

    Nancy J. Cervelli · Daniel Gale Sothebys Intl Rlty

  8. 4408 Old North Road — photoPrice Reduced36Active

    $1,299,000

    4 bd · 3 ba · 2,200 sqft

    4408 Old North Road, Southold, NY

    Kristy B. Naddell · Douglas Elliman Real Estate

  9. 1075 Ships Drive — photo42Active

    $1,299,000

    4 bd · 3 ba · 2,240 sqft

    1075 Ships Drive, Southold, NY

    Joshua Whalley · Douglas Elliman Real Estate

  10. 1700 Smith Drive S — photoPrice Reduced38Active

    $1,599,000

    4 bd · 4 ba · 2,668 sqft

    1700 Smith Drive S, Southold, NY

    Kristy B. Naddell · Douglas Elliman Real Estate

  11. 2100 Glenn Road — photoPrice Reduced43Active

    $1,849,000

    4 bd · 4 ba · 2,850 sqft

    2100 Glenn Road, Southold, NY

    Alexis Meadows · Compass Greater NY LLC

  12. 405 Williamsburgh Drive — photo48Active

    $2,899,000

    4 bd · 3 ba · 2,351 sqft

    405 Williamsburgh Drive, Southold, NY

    Laura M. Cochran · BERKSHIRE HATHAWAY

  13. 2015 Kenneys Road — photoPrice Reduced23Active

    $1,445,000

    4 bd · 3 ba · 2,900 sqft

    2015 Kenneys Road, Southold, NY

    Alexis Meadows · Compass Greater NY LLC

  14. 3715 Hortons Lane — photoPrice Reduced25Active

    $1,549,999

    4 bd · 4 ba · 2,200 sqft

    3715 Hortons Lane, Southold, NY

    Arelis Olivieri · RIN

  15. 1665 Glenn Road — photoPrice Reduced46Active

    $2,250,000

    4 bd · 5 ba · 3,248 sqft

    1665 Glenn Road, Southold, NY

    Kristy B. Naddell · Douglas Elliman Real Estate

  16. 240 Lisa Drive — photoPrice Reduced17Active

    $895,000

    4 bd · 3 ba · 1,862 sqft

    240 Lisa Drive, Southold, NY

    Scott V. Bennett CBR · Douglas Elliman Real Estate

  17. 500 Summer Lane — photo3Active

    $1,550,000

    4 bd · 4 ba · 2,215 sqft

    500 Summer Lane, Southold, NY

    Catherine Flood · Compass Greater NY LLC

  18. 80 Deer Run — photoPrice Reduced29Active

    $2,995,000

    4 bd · 6 ba · 7,341 sqft

    80 Deer Run, Southold, NY

    Sheri Winter Parker · Corcoran

Explore Southold homes

By price

  • Under $300K
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By bedrooms

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  • 4 beds
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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
  • Co-ops
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    • New construction
    • With a pool

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Southold, NY community profile

    Area
    15.2 sq. mi.

    Source: HJN community data

    Southold housing market

    July 2026 · This period is still settling

    Homes on the market · MLS, as of Jul 21, 2026

    Median list price
    $1,499,000
    Homes for sale
    51