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Southold, NY Homes for Sale | Realty.com
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Buy

Start here

  • Homes for sale by state
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  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
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  • Get pre-approved

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60 listings
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Homes for Sale in Southold, NY

Homes for Sale in Southold, NY

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24 of 60 Listings
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Homes for Sale in Southold, NY

24 of 60 Listings

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TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 860 Hillcrest Drive — photo24Active

    $2,350,000

    3 bd · 4 ba · 2,700 sqft

    860 Hillcrest Drive, Southold, NY

    Bridget Elkin · Compass Greater NY LLC

  2. 225 Marion Lane — photoOpen house Sun, Oct 4 · 1:00 PM50Active

    $1,850,000

    3 bd · 4 ba · 3,457 sqft

    225 Marion Lane, Southold, NY

    Laura Wanamaker · Howard Hanna Coach

  3. 5750 Aldrich Lane — photoOpen house Sat, Oct 3 · 10:30 AM23Active

    $1,565,000

    4 bd · 3 ba · 2,577 sqft

    5750 Aldrich Lane, Southold, NY

    Bryce Levy CBR · Daniel Gale Sothebys Intl Rlty

  4. 775 Mulford Court — photoOpen house Sat, Oct 3 · 11:00 AM43Active

    $1,750,000

    4 bd · 4 ba · 2,930 sqft

    775 Mulford Court, Southold, NY

    Kristy B. Naddell · Douglas Elliman Real Estate

  5. 2555 Youngs Avenue 11a — photo11Active

    $605,000

    2 bd · 2 ba · 1,200 sqft

    2555 Youngs Avenue 11a, Southold, NY

    Timothy O'Keefe · Signature Premier Properties

  6. 3360 Wunneweta Road — photo27Active

    $4,750,000

    6 bd · 9 ba · 8,500 sqft

    3360 Wunneweta Road, Southold, NY

    Marco L. Maida · Compass Greater NY LLC

  7. 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

  8. 2737 Rocky Point Road — photo35Active

    $1,675,000

    4 bd · 3 ba · 2,117 sqft

    2737 Rocky Point Road, Southold, NY

    Amy L. Kirincic · The Agency Northshore NY

  9. 405 Birch Lane — photo27Active

    $1,425,000

    3 bd · 3 ba · 2,679 sqft

    405 Birch Lane, Southold, NY

    Bridget Elkin · Compass Greater NY LLC

  10. 2105 Pequash Avenue — photo22Active

    $3,300,000

    5 bd · 6 ba · 4,195 sqft

    2105 Pequash Avenue, Southold, NY

    Christine L. Peddy · Engel & Volkers North Fork

  11. 2080 Elijahs Lane — photo26Active

    $1,249,000

    4 bd · 3 ba · 2,578 sqft

    2080 Elijahs Lane, Southold, NY

    Kristy B. Naddell · Douglas Elliman Real Estate

  12. 1200 Indian Neck Lane — photo43Active

    $3,250,000

    5 bd · 5 ba · 4,460 sqft

    1200 Indian Neck Lane, Southold, NY

    Esteban Gomez · Compass Greater NY LLC

  13. 9305 Soundview Avenue — photo24Active

    $2,950,000

    4 bd · 4 ba · 4,241 sqft

    9305 Soundview Avenue, Southold, NY

    Thomas J. McCarthy C2EX · Thomas J McCarthy Real Estate

  14. 390 Wildberry Lane — photoPrice ReducedOpen house Sat, Oct 3 · 11:00 AM11Active

    $3,095,000

    4 bd · 5 ba · 5,100 sqft

    390 Wildberry Lane, Southold, NY

    Shaun McQuilkin · Migrate Realty LLC

  15. 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

  16. 130 Tasker Lane — photo25Active

    $1,175,000

    4 bd · 3 ba · 2,400 sqft

    130 Tasker Lane, Southold, NY

    Kristen E. Rishe CBR · Signature Premier Properties

  17. 2850 Main Bayview Road — photo44Active

    $2,695,000

    3 bd · 2 ba · 1,650 sqft

    2850 Main Bayview Road, Southold, NY

    Bridget Elkin · Compass Greater NY LLC

  18. 2820 Shipyard Lane 1B2 — photoPrice ReducedOpen house Sun, Oct 4 · 1:00 PM35Active

    $779,000

    2 bd · 2 ba · 1,100 sqft

    2820 Shipyard Lane 1B2, Southold, NY

    Paul Loeb CBR · Douglas Elliman Real Estate

  19. 1140 Park Avenue — photo50Active

    $11,500,000

    5 bd · 5 ba · 5,000 sqft

    1140 Park Avenue, Southold, NY

    Alexis Meadows · Compass Greater NY LLC

  20. 1135 Wildberry Lane — photo43Active

    $2,895,000

    5 bd · 6 ba · 3,240 sqft

    1135 Wildberry Lane, Southold, NY

    Melissa Principi · Douglas Elliman Real Estate

  21. 1600 King Street — photo34Active

    $8,400,000

    6 bd · 7 ba · 5,700 sqft

    1600 King Street, Southold, NY

    Janet J. Markarian · Daniel Gale Sothebys Intl Rlty

  22. 1850 Highland Road — photoPrice Reduced33Active

    $1,375,000

    4 bd · 3 ba · 2,096 sqft

    1850 Highland Road, Southold, NY

    Phyllis L. Caldwell ABR SFR · Daniel Gale Sothebys Intl Rlty

  23. 705 Gus Drive — photo27Active

    $2,249,000

    4 bd · 4 ba · 3,800 sqft

    705 Gus Drive, Southold, NY

    Donna J. Fakiris · Modern Age Realty Group LLC

  24. 150 Deer Run — photoOpen house Sat, Oct 3 · 10:30 AM45Active

    $3,675,000

    5 bd · 6 ba · 5,285 sqft

    150 Deer Run, Southold, NY

    Jeffrey R. Mead · Corcoran

123

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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

    Nearby areas

    ZIP codes

    • 11968 (108)
    • 11901 (104)
    • 11937 (104)
    • 11946 (101)
    • 11978 (57)
    • 11933 (52)
    • 11963 (49)
    • 11942 (48)

    Cities

    • Southampton (467)
    • Riverhead (174)
    • East Hampton (131)
    • Brookhaven (106)
    • Shelter Island (37)
    • Hampton Bays (14)
    • Sag Harbor (12)
    • Water Mill (9)

    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.