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Southold, NY Homes for Sale | Realty.com
Realty.com
Buy

Start here

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

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3 beds
52 listings
Sell

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New construction
With a pool

Homes for Sale in Southold, NY

Homes for Sale in Southold, NY

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24 of 52 Listings
Map

Homes for Sale in Southold, NY

24 of 52 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. 1320 Arshamomaque Avenue — photo25Active

    $925,000

    2 bd · 1 ba · 1,054 sqft

    1320 Arshamomaque Avenue, Southold, NY

    Kieran Collings · Douglas Elliman Real Estate

  6. 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

  7. 595 Greenfields Lane — photo44Active

    $939,000

    3 bd · 4 ba · 2,950 sqft

    595 Greenfields Lane, Southold, NY

    Giuseppe Pinello · Exit Realty Achieve

  8. 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

  9. 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

  10. 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

  11. 270 Opechee Avenue — photo41Active

    $969,000

    3 bd · 2 ba · 1,600 sqft

    270 Opechee Avenue, Southold, NY

    Patricia Shackel · Douglas Elliman Real Estate

  12. 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

  13. 150 Deer Run — photo45Active

    $3,675,000

    5 bd · 6 ba · 5,285 sqft

    150 Deer Run, Southold, NY

    Jeffrey R. Mead · Corcoran

  14. 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

  15. 195 Williamsburg Drive — photo27Active

    $2,650,000

    4 bd · 4 ba · 2,600 sqft

    195 Williamsburg Drive, Southold, NY

    Sheri Winter Parker · Corcoran

  16. 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

  17. 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

  18. 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

  19. 4408 Old North Road — photo36Active

    $1,385,000

    4 bd · 3 ba · 2,200 sqft

    4408 Old North Road, Southold, NY

    Kristy B. Naddell · Douglas Elliman Real Estate

  20. 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

  21. 136 Bayview Avenue — photoPrice Reduced14Active

    $999,000

    2 bd · 1 ba · 800 sqft

    136 Bayview Avenue, Southold, NY

    Joseph Nina · Douglas Elliman Real Estate

  22. 1195 Goose Creek Lane — photo34Active

    $1,495,000

    3 bd · 3 ba · 3,000 sqft

    1195 Goose Creek Lane, Southold, NY

    Nancy J. Cervelli · Daniel Gale Sothebys Intl Rlty

  23. 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

  24. 2100 Glenn Road — photoPrice Reduced41Active

    $1,849,000

    4 bd · 4 ba · 2,850 sqft

    2100 Glenn Road, Southold, NY

    Alexis Meadows · Compass Greater NY LLC

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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
    • 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 (113)
    • 11946 (96)
    • 11968 (80)
    • 11978 (76)
    • 11937 (75)
    • 11971 (51)
    • 11933 (49)
    • 11942 (49)

    Cities

    • Hampton Bays (96)
    • Riverhead (90)
    • East Hampton (76)
    • Southampton (76)
    • Westhampton Beach (64)
    • East Quogue (49)
    • Westhampton (49)
    • Manorville (41)

    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