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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 300 Listings
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Homes with a Pool in Southampton, NY

24 of 300 Listings

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Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 32 Quogue Street — photo30Active

    $4,650,000

    6 bd · 4 ba · 3,632 sqft

    32 Quogue Street, Southampton, NY

    Deborah A. Pirro C2EX · Daniel Gale Sothebys Intl Rlty

  2. 700 Edge Of Woods Road — photoNew28Active

    $2,995,000

    3 bd · 2 ba · 1,700 sqft

    700 Edge Of Woods Road, Southampton, NY

    Craig W. Beem · Brown Harris Stevens Hamptons

  3. 260 Dune Road Unit 104 — photoNew12Active

    $1,295,000

    1 bd · 1 ba · 800 sqft

    260 Dune Road Unit 104, Southampton, NY

    Courtney S. Piliero · Douglas Elliman Real Estate

  4. 83 Straight Path — photo34Active

    $5,925,000

    7 bd · 9 ba · 7,800 sqft

    83 Straight Path, Southampton, NY

    Jake Kelly · Serhant East End LLC

  5. 1 Gerald Lane — photo20Active

    $1,750,000

    4 bd · 3 ba · 1,962 sqft

    1 Gerald Lane, Southampton, NY

    Elizabeth A. Phenis · Brown Harris Stevens Hamptons

  6. 21 Hillside Drive W — photo14Active

    $2,500,000

    3 bd · 2 ba · 1,800 sqft

    21 Hillside Drive W, Southampton, NY

    Nicole Tunick · Douglas Elliman Real Estate

  7. 27 Fortune Cookie Lane — photo37Active

    $2,895,000

    4 bd · 5 ba · 4,756 sqft

    27 Fortune Cookie Lane, Southampton, NY

    Jennifer Cook Robertson · Saunders West LLC

  8. 73 Peconic Hills Drive — photo13Active

    $1,895,000

    3 bd · 3 ba · 1,837 sqft

    73 Peconic Hills Drive, Southampton, NY

    Patrick J. McLaughlin SFR · Douglas Elliman Real Estate

  9. 133 Old Country Road — photo18Active

    $2,195,000

    5 bd · 6 ba · 3,500 sqft

    133 Old Country Road, Southampton, NY

    Enzo Morabito · Douglas Elliman Real Estate

  10. 263 Ferry Road Unit Rt114 — photo36Active

    $4,995,000

    6 bd · 5 ba · 4,771 sqft

    263 Ferry Road Unit Rt114, Southampton, NY

    Nicholas Oliver · Hauseit LLC

  11. 1 Hampton Street — photoOpen house Sat, Nov 7 · 12:00 PM16Active

    $925,000

    3 bd · 3 ba · 1,638 sqft

    1 Hampton Street, Southampton, NY

    Richard Connelly · Douglas Elliman Real Estate

  12. 230A Big Fresh Pond Road — photo15Active

    $1,500,000

    3 bd · 2 ba · 1,472 sqft

    230A Big Fresh Pond Road, Southampton, NY

    Dennis Saglam · Douglas Elliman Real Estate

  13. 330 Dune Road — photo36Active

    $6,500,000

    6 bd · 6 ba · 5,160 sqft

    330 Dune Road, Southampton, NY

    Albert Bongiorno · Nest Seekers International LLC

  14. 752 McCord Street Unit B — photo30Active

    $720,000

    4 bd · 3 ba · 1,277 sqft

    752 McCord Street Unit B, Southampton, NY

    Craig J. Amodemo · Hampton Estates Realty LLC

  15. 12 Birchwood Lane — photo35Active

    $1,795,000

    3 bd · 4 ba · 2,166 sqft

    12 Birchwood Lane, Southampton, NY

    Kimberly J. Cammarata · Douglas Elliman Real Estate

  16. 59 Leland Lane — photo23Active

    $2,825,000

    4 bd · 3 ba · 1,670 sqft

    59 Leland Lane, Southampton, NY

    Patricia D. Oakley · Saunders West LLC

  17. 747 Dune Road — photo26Active

    $10,500,000

    5 bd · 6 ba · 4,110 sqft

    747 Dune Road, Southampton, NY

    Enzo Morabito · Douglas Elliman Real Estate

  18. 2 Schwenks Road — photo22Active

    $2,999,995

    4 bd · 5 ba · 2,400 sqft

    2 Schwenks Road, Southampton, NY

    Nancy Stearns · Douglas Elliman Real Estate

  19. 148 Moses Lane — photo41Active

    $6,250,000

    6 bd · 7 ba · 6,662 sqft

    148 Moses Lane, Southampton, NY

    Theresa J. Thompson · Douglas Elliman Real Estate

  20. 5 Pheasant Lane — photo38Active

    $2,995,000

    6 bd · 5 ba · 4,300 sqft

    5 Pheasant Lane, Southampton, NY

    Kaitlin S. Arrasate · Douglas Elliman Real Estate

  21. 45 Old Sag Harbor Road — photo47Active

    $3,750,000

    5 bd · 7 ba · 4,058 sqft

    45 Old Sag Harbor Road, Southampton, NY

    Deborah A. Pirro C2EX · Daniel Gale Sothebys Intl Rlty

  22. 474 Water Mill Towd Road — photo30Active

    $3,750,000

    3 bd · 3 ba · 2,532 sqft

    474 Water Mill Towd Road, Southampton, NY

    Ginger V. Tuttle · Douglas Elliman Real Estate

  23. 117 Montauk Highway — photo30Active

    $1,975,000

    3 bd · 4 ba · 3,303 sqft

    117 Montauk Highway, Southampton, NY

    Deirdre DeVita · Sothebys Int'l Realty Hamptons

  24. 23 Deer Path — photo12Active

    $5,250,000

    6 bd · 6 ba · 4,500 sqft

    23 Deer Path, Southampton, NY

    Lisa M. Fasano CBR · Compass Greater NY LLC

12…13

About Homes with a Pool in Southampton, NY

Homes with a Pool in Southampton, NY: 300 active listings as of November 4, 2026, 19:28 UTC.

Property types among these 300 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 Residence27892.7%
Condominium155.0%
Stock Cooperative72.3%

Homes with a Pool in nearby cities

  • Homes with a Pool in Southold
  • Homes with a Pool in Riverhead
  • Homes with a Pool in East Hampton
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Listing data & MLS disclosures

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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

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

September 2026

Southampton 12-month median sale price trend

Homes that sold · County records, as of Sep 23, 2026

Median sale price
$2,412,500$1,560,000–$3,500,000 typical range
Price per sq. ft.
$988
Sales
21
Paid in cash
57.1%

Homes on the market · MLS, as of Sep 27, 2026

Median list price
$2,762,500
Homes for sale
106

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 9, 2026

Median home size
2,254 sq. ft.
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    Thomas O'Leary

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    Lic. #10311208632

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