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Homes with a Pool in Southold, NY
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20 listings
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3 bedsNew constructionWith a pool

Homes with a Pool in Southold, NY

Homes with a Pool in Southold, NY

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20 Listings
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Homes with a Pool in Southold, NY

20 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. 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

  3. 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

  4. 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

  5. 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

  6. 150 Deer Run — photo45Active

    $3,675,000

    5 bd · 6 ba · 5,285 sqft

    150 Deer Run, Southold, NY

    Jeffrey R. Mead · Corcoran

  7. 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

  8. 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

  9. 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

  10. 3715 Hortons Lane — photoPrice Reduced25Active

    $1,549,999

    4 bd · 4 ba · 2,200 sqft

    3715 Hortons Lane, Southold, NY

    Arelis Olivieri · RIN

  11. 790 N Sea Drive — photo44Active

    $3,450,000

    5 bd · 4 ba · 4,500 sqft

    790 N Sea Drive, Southold, NY

    Kristy B. Naddell · Douglas Elliman Real Estate

  12. 1665 Glenn Road — photoPrice Reduced46Active

    $2,250,000

    4 bd · 5 ba · 3,248 sqft

    1665 Glenn Road, Southold, NY

    Kristy B. Naddell · Douglas Elliman Real Estate

  13. 470 Windy Point Lane — photoPrice Reduced28Active

    $1,445,000

    3 bd · 2 ba · 1,600 sqft

    470 Windy Point Lane, Southold, NY

    Katie Schimpf · Daniel Gale Sothebys Intl Rlty

  14. 500 Summer Lane — photo3Active

    $1,550,000

    4 bd · 4 ba · 2,215 sqft

    500 Summer Lane, Southold, NY

    Catherine Flood · Compass Greater NY LLC

  15. 470 Goose Creek Lane — photo25Active

    $2,399,000

    3 bd · 2 ba · 2,000 sqft

    470 Goose Creek Lane, Southold, NY

    Thomas J. McCarthy C2EX · Thomas J McCarthy Real Estate

  16. 105 Waterview Drive — photoPrice Reduced42Active

    $3,695,000

    6 bd · 4 ba · 4,663 sqft

    105 Waterview Drive, Southold, NY

    Roric Tobin · Compass Greater NY LLC

  17. 535 Bay Home Road — photoPrice Reduced15Active

    $1,499,000

    3 bd · 4 ba · 2,900 sqft

    535 Bay Home Road, Southold, NY

    Kim Pirreca · BERKSHIRE HATHAWAY

  18. 3470 N Bayview Road — photo25Active

    $2,500,000

    5 bd · 5 ba · 3,800 sqft

    3470 N Bayview Road, Southold, NY

    Barbara J. Poliwoda · Douglas Elliman Real Estate

  19. 80 Deer Run — photoPrice Reduced29Active

    $2,995,000

    4 bd · 6 ba · 7,341 sqft

    80 Deer Run, Southold, NY

    Sheri Winter Parker · Corcoran

  20. 1350 Hortons Lane — photoPrice Reduced25Active

    $2,799,000

    8 bd · 7 ba · 5,600 sqft

    1350 Hortons Lane, Southold, NY

    Thomas J. McCarthy C2EX · Thomas J McCarthy Real Estate

Explore Southold homes

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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

    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