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Southampton, NY Homes for Sale | Realty.com
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3 bedsWith a pool

Homes for Sale in Southampton, NY

Homes for Sale in Southampton, NY

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24 of 501 Listings
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Homes for Sale in Southampton, NY

24 of 501 Listings

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Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  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. 203 Head Of Pond Road — photoNew11Active

    $1,695,000

    3 bd · 2 ba · 1,970 sqft

    203 Head Of Pond Road, Southampton, NY

    Michael Dougherty · Brown Harris Stevens Hamptons

  3. 19 Old Meadow Bend — photoNewOpen house Sat, Oct 17 · 12:00 PM25Active

    $5,295,000

    5 bd · 6 ba · 4,938 sqft

    19 Old Meadow Bend, Southampton, NY

    Denise Perfido · Kerrigan Country Realty

  4. 27 Pierson Road — photoNew22Active

    $1,320,000

    2 bd · 2 ba · 1,400 sqft

    27 Pierson Road, Southampton, NY

    Courtney S. Piliero · Douglas Elliman Real Estate

  5. 55 West End Avenue — photo41Active

    $1,175,000

    2 bd · 2 ba · 1,751 sqft

    55 West End Avenue, Southampton, NY

    Eric Boorum · Douglas Elliman Real Estate

  6. 57 Hampton Court — photoOpen house Sat, Oct 17 · 12:00 PM34Active

    $1,899,000

    4 bd · 4 ba · 2,122 sqft

    57 Hampton Court, Southampton, NY

    Nathalia Valencia · Nostra Haus Real Estate LLC

  7. 137 Great Hill Road — photoNew31Active

    $6,650,000

    5 bd · 5 ba · 4,200 sqft

    137 Great Hill Road, Southampton, NY

    Enzo Morabito · Douglas Elliman Real Estate

  8. 190A Wakeman Road Unit a — photoNewOpen 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

  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. 27 Ocean Avenue — photoOpen house Fri, Oct 16 · 5:00 PM17Active

    $750,000

    2 bd · 1 ba · 900 sqft

    27 Ocean Avenue, Southampton, NY

    Melissa Principi · Douglas Elliman Real Estate

  11. 2785 Noyack Road — photoOpen house Sat, Oct 17 · 11:00 AM40Active

    $1,499,000

    3 bd · 2 ba · 2,426 sqft

    2785 Noyack Road, Southampton, NY

    Jake Kelly · Serhant East End LLC

  12. 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

  13. 53 Foster Avenue — photo4Active

    $1,275,000

    3 bd · 2 ba · 2,465 sqft

    53 Foster Avenue, Southampton, NY

    Evan F. Church · Corcoran

  14. 48 Hart Avenue — photoOpen house Sat, Oct 17 · 11:00 AM34Active

    $499,000

    3 bd · 1 ba · 910 sqft

    48 Hart Avenue, Southampton, NY

    Jordan E. Correa · Vantage Realty Partners

  15. 229 W Montauk Highway Unit 87a — photo26Active

    $249,999

    3 bd · 1 ba · 828 sqft

    229 W Montauk Highway Unit 87a, Southampton, NY

    Wendy Rodriguez · Real Broker NY LLC

  16. 149 Miller Road — photo28Active

    $1,900,000

    3 bd · 3 ba · 1,256 sqft

    149 Miller Road, Southampton, NY

    Sandhia Ramkhelawan · Douglas Elliman Real Estate

  17. 274 Little Fresh Pond Road — photoOpen house Sat, Oct 17 · 11:00 AM30Active

    $1,095,000

    3 bd · 2 ba · 1,124 sqft

    274 Little Fresh Pond Road, Southampton, NY

    Theresa J. Thompson · Douglas Elliman Real Estate

  18. 35 Meadowlark Lane — photo14Active

    $2,495,000

    3 bd · 2 ba · 1,230 sqft

    35 Meadowlark Lane, Southampton, NY

    Shannan North · Brown Harris Stevens Hamptons

  19. 498 Dune Road — photoOpen house Sat, Oct 17 · 1:00 PM41Active

    $8,450,000

    5 bd · 6 ba · 5,037 sqft

    498 Dune Road, Southampton, NY

    Jake Kelly · Serhant East End LLC

  20. 498 Dune Road — photoOpen house Sat, Oct 17 · 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

  21. 16 Squiretown Road — photo20Active

    $549,000

    2 bd · 1 ba · 1,063 sqft

    16 Squiretown Road, Southampton, NY

    Linda Kabot · Saunders West LLC

  22. 16B Squiretown Road — photoOpen house Sat, Oct 17 · 12:00 PM35Active

    $1,100,000

    4 bd · 2 ba · 1,947 sqft

    16B Squiretown Road, Southampton, NY

    Linda Kabot · Saunders West LLC

  23. 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

  24. 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

12…21

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    TO

    Thomas O'Leary

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    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.

    Nearby areas

    ZIP codes

    • 11937 (112)
    • 11968 (112)
    • 11946 (106)
    • 11901 (100)
    • 11978 (63)
    • 11963 (52)
    • 11933 (50)
    • 11949 (50)

    Cities

    • Southold (177)
    • Riverhead (175)
    • East Hampton (141)
    • Brookhaven (120)
    • Shelter Island (40)
    • Hampton Bays (14)
    • Sag Harbor (14)
    • Water Mill (8)