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4 Bedroom Homes in Southold, NY
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59 listings
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4 Bedroom Homes in Southold, NY

4 Bedroom Homes in Southold, NY

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24 of 59 Listings
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4 Bedroom Homes in Southold, NY

24 of 59 Listings

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Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 9680 N Bayview Road — photo24Active

    $2,999,000

    4 bd · 6 ba · 7,000 sqft

    9680 N Bayview Road, Southold, NY

    Kristy B. Naddell · Douglas Elliman Real Estate

  2. 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

  3. 25105 Main Road N — photoOpen house Sat, Oct 3 · 11:00 AM36Active

    $1,189,000

    4 bd · 4 ba · 3,000 sqft

    25105 Main Road N, Southold, NY

    Suzette Reiss CBR · Douglas Elliman Real Estate

  4. 1000 Haywaters Road — photo49Active

    $1,595,000

    4 bd · 2 ba · 1,885 sqft

    1000 Haywaters Road, Southold, NY

    Nicholas J. Planamento · William Raveis New York LLC

  5. 795 Bayview Avenue — photoOpen house Sat, Oct 3 · 11:00 AM49Active

    $2,395,000

    4 bd · 5 ba · 3,000 sqft

    795 Bayview Avenue, Southold, NY

    Donielle Cardinale McKinnon CBR · Daniel Gale Sothebys Intl Rlty

  6. 3525 Paradise Point Road — photo42Active

    $4,299,000

    4 bd · 3 ba · 3,500 sqft

    3525 Paradise Point Road, Southold, NY

    Nicholas J. Planamento · William Raveis New York LLC

  7. 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

  8. 61341 Route 25 — photo36Active

    $1,100,000

    4 bd · 3 ba · 2,000 sqft

    61341 Route 25, Southold, NY

    Nancy J. Cervelli · Daniel Gale Sothebys Intl Rlty

  9. 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

  10. 185 Maiden Lane — photo18Active

    $1,100,000

    4 bd · 3 ba · 2,050 sqft

    185 Maiden Lane, Southold, NY

    Bridget Elkin · Compass Greater NY LLC

  11. 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

  12. 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

  13. 3980 Vanston Road — photoPrice ReducedOpen house Sat, Oct 3 · 1:30 PM49Active

    $2,395,000

    4 bd · 4 ba · 4,000 sqft

    3980 Vanston Road, Southold, NY

    Andrea Parks · Douglas Elliman Real Estate

  14. 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

  15. 795 Glen Court — photoOpen house Sat, Oct 3 · 12:00 PM27Active

    $1,995,000

    4 bd · 2 ba · 1,950 sqft

    795 Glen Court, Southold, NY

    Roric Tobin · Compass Greater NY LLC

  16. 1541 Stillwater Avenue — photoPrice ReducedOpen house Sat, Oct 3 · 11:30 AM50Active

    $1,549,000

    4 bd · 3 ba · 2,500 sqft

    1541 Stillwater Avenue, Southold, NY

    Christine L. Peddy · Engel & Volkers North Fork

  17. 3645 Soundview Avenue — photoOpen house Sat, Oct 3 · 1:30 PM40Active

    $3,300,000

    4 bd · 3 ba · 3,028 sqft

    3645 Soundview Avenue, Southold, NY

    Nicholas S. Liappas · Compass Greater NY LLC

  18. 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

  19. 40495 Main Road — photo26Active

    $1,699,999

    4 bd · 3 ba · 2,081 sqft

    40495 Main Road, Southold, NY

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

  20. 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

  21. 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

  22. 2200 Aldrich Lane — photoOpen house Sat, Oct 3 · 1:30 PM40Active

    $925,000

    4 bd · 2 ba · 2,300 sqft

    2200 Aldrich Lane, Southold, NY

    Nicholas J. Planamento · William Raveis New York LLC

  23. 365 Rachels Road — photo26Active

    $1,150,000

    4 bd · 4 ba · 2,053 sqft

    365 Rachels Road, Southold, NY

    Jon L. Tomlinson · Daniel Gale Sothebys Intl Rlty

  24. 36595 County Rd 48 — photo1Active

    $799,000

    4 bd · 3 ba · 1,800 sqft

    36595 County Rd 48, Southold, NY

    Donna J. Fakiris · Modern Age Realty Group LLC

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About 4 Bedroom Homes in Southold, NY

4 Bedroom Homes in Southold, NY: 59 active listings as of October 2, 2026, 13:58 UTC.

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Listing data & MLS disclosures

OneKey MLS
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
  • 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.