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Southold, NY Homes for Sale — Page 7 | Realty.com
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Homes for Sale in Southold, NY

Homes for Sale in Southold, NY

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24 of 173 Listings
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Homes for Sale in Southold, NY

24 of 173 Listings

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Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 56875 Route 48 — photo43Active

    $4,250,000

    3 bd · 2 ba · 1,800 sqft

    56875 Route 48, Southold, NY

    Kristopher Pilles · East End Luxury Ltd

  2. 56765 Route 48 — photo40Active

    $2,650,000

    3 bd · 2 ba · 1,800 sqft

    56765 Route 48, Southold, NY

    Kristopher Pilles · East End Luxury Ltd

  3. 540 Conklin Road — photoPrice ReducedOpen house Sun, Oct 11 · 10:30 AM21Active

    $869,000

    3 bd · 2 ba · 1,610 sqft

    540 Conklin Road, Southold, NY

    Susan M. Orioli · Engel & Volkers North Fork

  4. 210 5th Street — photoPrice Reduced31Active

    $1,310,000

    3 bd · 2 ba · 1,800 sqft

    210 5th Street, Southold, NY

    Jill H. Dunbar · Douglas Elliman Real Estate

  5. 2200 Laurel Trail — photo3Active

    $2,100,000

    5 bd · 5 ba · 4,000 sqft

    2200 Laurel Trail, Southold, NY

    Dana M. Lindstrand · STOEBE & CO

  6. 2655 Rocky Point Road — photoPrice Reduced50Active

    $1,529,000

    4 bd · 3 ba · 2,564 sqft

    2655 Rocky Point Road, Southold, NY

    Connie Liappas · Compass Greater NY LLC

  7. 3500 Pine Neck Road — photoPrice Reduced35Active

    $1,750,000

    3 bd · 3 ba · 2,000 sqft

    3500 Pine Neck Road, Southold, NY

    Trish Bergin · Signature Premier Properties

  8. 24635 Main Road — photo4Active

    $660,000

    3 bd · 2 ba · 1,800 sqft

    24635 Main Road, Southold, NY

    Todd A. Yovino · Island Advantage Realty LLC

  9. 500 Summer Lane — photo5Active

    $1,550,000

    4 bd · 4 ba · 2,215 sqft

    500 Summer Lane, Southold, NY

    Catherine Flood · Compass Greater NY LLC

  10. 470 Goose Creek Lane — photo30Active

    $2,399,000

    3 bd · 2 ba · 2,095 sqft

    470 Goose Creek Lane, Southold, NY

    Thomas J. McCarthy C2EX · Thomas J McCarthy Real Estate

  11. 1710 Gull Pond Lane — photo25Active

    $2,400,000

    4 bd · 2 ba · 2,480 sqft

    1710 Gull Pond Lane, Southold, NY

    Derek J. Greene · Greene Realty Group

  12. 2280 Deep Hole Drive — photoPrice ReducedOpen house Sat, Oct 10 · 11:00 AM39Active

    $2,299,000

    3 bd · 3 ba · 2,400 sqft

    2280 Deep Hole Drive, Southold, NY

    Susan M. Orioli · Engel & Volkers North Fork

  13. 336 2nd Street — photoPrice ReducedOpen house Sat, Oct 10 · 11:00 AM23Active

    $999,750

    4 bd · 2 ba · 1,800 sqft

    336 2nd Street, Southold, NY

    Ron Moschetta · Keller Williams Realty Greater

  14. 17525 County Road 48 — photoPrice Reduced32Active

    $1,495,000

    3 bd · 2 ba · 2,200 sqft

    17525 County Road 48, Southold, NY

    Christopher C. Griffing CBR · Atlas Sales Realty

  15. 2590 Cox Neck Road — photo50Active

    $4,995,000

    6 bd · 7 ba · 5,920 sqft

    2590 Cox Neck Road, Southold, NY

    Susan M. Orioli · Engel & Volkers North Fork

  16. 380 Homestead Way — photoPrice Reduced39Active

    $1,149,900

    3 bd · 2 ba · 1,650 sqft

    380 Homestead Way, Southold, NY

    Jules Zaphire · Locqube New York, Inc.

  17. 30170 Main Road — photo9Active

    $705,000

    3 bd · 2 ba · 2,400 sqft

    30170 Main Road, Southold, NY

    Laura Pollari · I P E Realty L L C

  18. 80 Deer Run — photoPrice Reduced41Active

    $2,995,000

    4 bd · 6 ba · 7,341 sqft

    80 Deer Run, Southold, NY

    Sheri Winter Parker · Corcoran

  19. 1900 Gillette Drive — photoPrice ReducedOpen house Sat, Oct 10 · 1:00 PM25Active

    $1,495,000

    4 bd · 4 ba · 2,857 sqft

    1900 Gillette Drive, Southold, NY

    Sheri Winter Parker · Corcoran

  20. 4415 Camp Mineola Road — photoPrice ReducedOpen house Sat, Oct 10 · 12:45 PM45Active

    $2,290,000

    4 bd · 3 ba · 1,930 sqft

    4415 Camp Mineola Road, Southold, NY

    Susan M. Orioli · Engel & Volkers North Fork

  21. 3875 Hallock Lane — photoPrice Reduced50Active

    $5,750,000

    5 bd · 8 ba · 8,505 sqft

    3875 Hallock Lane, Southold, NY

    Kristy B. Naddell · Douglas Elliman Real Estate

  22. 6370 Skunk Lane — photoPrice Reduced25Active

    $2,875,000

    4 bd · 5 ba · 2,914 sqft

    6370 Skunk Lane, Southold, NY

    Ryan L. Springer · Corcoran

  23. 470 Lloyds Lane — photoPrice Reduced37Active

    $5,450,000

    4 bd · 5 ba · 4,929 sqft

    470 Lloyds Lane, Southold, NY

    Sheri Winter Parker · Corcoran

  24. 13100 Main Road — photoPrice Reduced25Active

    $1,675,000

    3 bd · 4 ba · 3,610 sqft

    13100 Main Road, Southold, NY

    Sheri Winter Parker · Corcoran

1…678

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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
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    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

    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.

    Nearby areas

    ZIP codes

    • 11968 (109)
    • 11937 (107)
    • 11946 (107)
    • 11901 (103)
    • 11978 (59)
    • 11933 (54)
    • 11949 (54)
    • 11963 (49)

    Cities

    • Southampton (476)
    • Riverhead (191)
    • Brookhaven (164)
    • East Hampton (133)
    • Shelter Island (38)
    • Hampton Bays (15)
    • Sag Harbor (12)
    • Water Mill (9)