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Homes with a Pool in Southampton, NY
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3 bedsWith a pool

Homes with a Pool in Southampton, NY

Homes with a Pool in Southampton, NY

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24 of 313 Listings
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Homes with a Pool in Southampton, NY

24 of 313 Listings

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Thomas O'Leary

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Lic. #10311208632

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  1. 23 Deer Path — photoOpen house Sun, Oct 18 · 11:30 AM12Active

    $5,250,000

    6 bd · 6 ba · 4,500 sqft

    23 Deer Path, Southampton, NY

    Lisa M. Fasano CBR · Compass Greater NY LLC

  2. 5 Terrace Avenue — photoNew34Active

    $4,950,000

    5 bd · 6 ba · 4,195 sqft

    5 Terrace Avenue, Southampton, NY

    Glenn Mazzone · Hampton Sales & Rentals Corp

  3. 620 Pleasure Drive — photoNew6Active

    $1,295,000

    3 bd · 3 ba · 2,024 sqft

    620 Pleasure Drive, Southampton, NY

    Ryan G. King · Island East Management LLC

  4. 203 Head Of Pond Road — photo11Active

    $1,695,000

    3 bd · 2 ba · 1,970 sqft

    203 Head Of Pond Road, Southampton, NY

    Michael Dougherty · Brown Harris Stevens Hamptons

  5. 411B Mill Road — photoNewOpen house Wed, Oct 21 · 12:00 PM16Active

    $1,995,000

    5 bd · 5 ba · 3,800 sqft

    411B Mill Road, Southampton, NY

    Lauren R. Spiegel · Douglas Elliman Real Estate

  6. 19 Old Meadow Bend — photo25Active

    $5,295,000

    5 bd · 6 ba · 4,938 sqft

    19 Old Meadow Bend, Southampton, NY

    Denise Perfido · Kerrigan Country Realty

  7. 190A Wakeman Road Unit a — photoOpen house Sun, Oct 18 · 11:00 AM26Active

    $1,495,000

    6 bd · 3 ba · 2,742 sqft

    190A Wakeman Road Unit a, Southampton, NY

    Mariana Nunes · Compass Greater NY LLC

  8. 137 Great Hill Road — photo31Active

    $6,650,000

    5 bd · 5 ba · 4,200 sqft

    137 Great Hill Road, Southampton, NY

    Enzo Morabito · Douglas Elliman Real Estate

  9. 11 Country Estates Road — photo23Active

    $2,450,000

    4 bd · 2 ba · 1,817 sqft

    11 Country Estates Road, Southampton, NY

    Deborah A. Pirro C2EX · Daniel Gale Sothebys Intl Rlty

  10. 59 Washington Heights Avenue — photo23Active

    $1,299,999

    3 bd · 2 ba · 2,484 sqft

    59 Washington Heights Avenue, Southampton, NY

    Brian Montross · BERKSHIRE HATHAWAY

  11. 498 Dune Road — photoOpen house Sun, Oct 18 · 1:00 PM41Active

    $8,450,000

    5 bd · 6 ba · 5,037 sqft

    498 Dune Road, Southampton, NY

    Jake Kelly · Serhant East End LLC

  12. 498 Dune Road — photoOpen house Sun, Oct 18 · 1:00 PM42Active

    $8,450,000

    5 bd · 6 ba · 3,357 sqft

    498 Dune Road, Southampton, NY

    Christopher J. Furchert · Compass Greater NY LLC

  13. 58 W Tiana Road — photo45Active

    $2,695,000

    4 bd · 5 ba · 3,981 sqft

    58 W Tiana Road, Southampton, NY

    Kristy B. Naddell · Douglas Elliman Real Estate

  14. 2040 Meadow Lane — photo44Active

    $24,950,000

    6 bd · 7 ba · 3,922 sqft

    2040 Meadow Lane, Southampton, NY

    Michael Dougherty · Brown Harris Stevens Hamptons

  15. 1766 Majors Path — photo35Active

    $5,600,000

    6 bd · 7 ba · 9,400 sqft

    1766 Majors Path, Southampton, NY

    Vincent Horcasitas · Saunders West LLC

  16. 9 Millfarm Lane — photo36Active

    $5,495,000

    4 bd · 6 ba · 4,384 sqft

    9 Millfarm Lane, Southampton, NY

    Patricia D. Oakley · Saunders West LLC

  17. 67 Corbett Drive — photo23Active

    $2,500,000

    5 bd · 5 ba · 3,937 sqft

    67 Corbett Drive, Southampton, NY

    Michael Willmott · Corcoran

  18. 253 Dune Road Unit 69 — photo23Active

    $1,899,000

    2 bd · 2 ba · 1,079 sqft

    253 Dune Road Unit 69, Southampton, NY

    Ashley J. Farrell · Corcoran

  19. 43 Shore Road — photo50Active

    $2,499,000

    4 bd · 4 ba · 3,542 sqft

    43 Shore Road, Southampton, NY

    Gloria Scrocco · STOEBE & CO

  20. 111 Bay Avenue E — photo39Active

    $999,999

    3 bd · 2 ba · 1,124 sqft

    111 Bay Avenue E, Southampton, NY

    Lisa A. Cea · Douglas Elliman Real Estate

  21. 19 Bay Woods Drive — photo48Active

    $1,699,000

    4 bd · 5 ba · 3,602 sqft

    19 Bay Woods Drive, Southampton, NY

    Constance Porto · Douglas Elliman Real Estate

  22. 311 Main Street — photo36Active

    $9,600,000

    4 bd · 6 ba · 2,670 sqft

    311 Main Street, Southampton, NY

    Jennifer Ponzini CRB · Douglas Elliman Real Estate

  23. 40 Peacock Path — photo16Active

    $1,999,000

    4 bd · 4 ba · 2,828 sqft

    40 Peacock Path, Southampton, NY

    Michael Willmott · Corcoran

  24. 48A Sea Gate Avenue — photoOpen house Sun, Oct 18 · 12:00 PM34Active

    $1,399,999

    3 bd · 3 ba · 1,974 sqft

    48A Sea Gate Avenue, Southampton, NY

    Albert Bongiorno · Nest Seekers International LLC

12…14

About Homes with a Pool in Southampton, NY

Homes with a Pool in Southampton, NY: 313 active listings as of October 18, 2026, 14:52 UTC.

Property types among these 313 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
Property typeListingsShare
Single Family Residence29092.7%
Condominium165.1%
Stock Cooperative72.2%

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    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Southampton, NY community profile

    Population
    4,613
    Median income
    $152,667
    Housing units
    3,274
    People per sq. mi.
    160.2
    Area
    28.8 sq. mi.

    Source: HJN community data

    Southampton housing market

    August 2026 · This period is still settling

    Southampton 12-month median sale price trend

    Homes that sold · County records, as of Aug 21, 2026

    Median sale price
    $2,272,500$1,475,000–$2,936,250 typical range
    Price per sq. ft.
    $978
    Sales
    16
    Paid in cash
    31.3%

    Homes on the market · MLS, as of Aug 24, 2026

    Median list price
    $2,995,000
    Homes for sale
    75

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    20.0%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 19, 2026

    Median home size
    2,254 sq. ft.