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Southold, NY Homes for Sale | Realty.com
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3 bedsNew constructionWith a pool

Homes for Sale in Southold, NY

Homes for Sale in Southold, NY

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24 of 50 Listings
Map

Homes for Sale in Southold, NY

24 of 50 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 390 Wildberry Lane — photo11Active

    $3,295,000

    4 bd · 5 ba · 5,100 sqft

    390 Wildberry Lane, Southold, NY

    Shaun McQuilkin · Migrate Realty LLC

  2. 2600 Boisseau Avenue — photo37Active

    $574,999

    3 bd · 1 ba · 1,100 sqft

    2600 Boisseau Avenue, Southold, NY

    Zachary Scher CBR · Signature Premier Properties

  3. 2555 Youngs Avenue 3C — photo11Active

    $550,000

    2 bd · 2 ba · 1,100 sqft

    2555 Youngs Avenue 3C, Southold, NY

    Thomas J. McCarthy C2EX · Thomas J McCarthy Real Estate

  4. 225 Lakeside Drive S — photo28Active

    $2,200,000

    3 bd · 3 ba · 2,600 sqft

    225 Lakeside Drive S, Southold, NY

    Mariah J. Mills · Daniel Gale Sothebys Intl Rlty

  5. 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

  6. 595 Greenfields Lane — photo44Active

    $939,000

    3 bd · 4 ba · 2,950 sqft

    595 Greenfields Lane, Southold, NY

    Giuseppe Pinello · Exit Realty Achieve

  7. 2850 Main Bayview Road — photo26Active

    $2,695,000

    3 bd · 2 ba · 2,050 sqft

    2850 Main Bayview Road, Southold, NY

    Bridget Elkin · Compass Greater NY LLC

  8. 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

  9. 1135 Wildberry Lane — photo33Active

    $2,895,000

    5 bd · 6 ba · 3,240 sqft

    1135 Wildberry Lane, Southold, NY

    Melissa Principi · Douglas Elliman Real Estate

  10. 270 Opechee Avenue — photo41Active

    $969,000

    3 bd · 2 ba · 1,600 sqft

    270 Opechee Avenue, Southold, NY

    Patricia Shackel · Douglas Elliman Real Estate

  11. 21515 Soundview Avenue — photo48Active

    $2,895,000

    3 bd · 2 ba · 1,840 sqft

    21515 Soundview Avenue, Southold, NY

    Kristy B. Naddell · Douglas Elliman Real Estate

  12. 150 Deer Run — photo45Active

    $3,675,000

    5 bd · 6 ba · 5,285 sqft

    150 Deer Run, Southold, NY

    Jeffrey R. Mead · Corcoran

  13. 605 Cedar Drive — photo33Active

    $2,695,000

    5 bd · 4 ba · 3,500 sqft

    605 Cedar Drive, Southold, NY

    Bridget Elkin · Compass Greater NY LLC

  14. 195 Williamsburg Drive — photo27Active

    $2,650,000

    4 bd · 4 ba · 2,600 sqft

    195 Williamsburg Drive, Southold, NY

    Sheri Winter Parker · Corcoran

  15. 1050 Bayview Avenue — photo20Active

    $1,375,000

    3 bd · 2 ba · 1,841 sqft

    1050 Bayview Avenue, Southold, NY

    Eric P. Elkin · Compass Greater NY LLC

  16. 2245 Little Peconic Bay Lane — photoPrice Reduced44Active

    $1,999,999

    3 bd · 3 ba · 2,367 sqft

    2245 Little Peconic Bay Lane, Southold, NY

    Andrea Parks · Douglas Elliman Real Estate

  17. 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

  18. 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

  19. 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

  20. 136 Bayview Avenue — photoPrice Reduced14Active

    $999,000

    2 bd · 1 ba · 800 sqft

    136 Bayview Avenue, Southold, NY

    Joseph Nina · Douglas Elliman Real Estate

  21. 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

  22. 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

  23. 100 Bayberry Lane — photoPrice Reduced27Active

    $935,000

    3 bd · 2 ba · 1,800 sqft

    100 Bayberry Lane, Southold, NY

    Diane M. Mollica · Compass Greater NY LLC

  24. 405 Williamsburgh Drive — photo48Active

    $2,899,000

    4 bd · 3 ba · 2,351 sqft

    405 Williamsburgh Drive, Southold, NY

    Laura M. Cochran · BERKSHIRE HATHAWAY

123

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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
  • By feature

    • 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

    Nearby areas

    ZIP codes

    • 11901 (115)
    • 11946 (93)
    • 11968 (81)
    • 11978 (78)
    • 11937 (76)
    • 11933 (49)
    • 11942 (49)
    • 11971 (49)

    Cities

    • Hampton Bays (93)
    • Riverhead (91)
    • East Hampton (77)
    • Southampton (77)
    • Westhampton Beach (66)
    • East Quogue (49)
    • Westhampton (49)
    • Manorville (42)

    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