Realty.com
Buy

Start here

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

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Save search

Map layers

Safety

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Realty.com
Buy

Start here

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

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search
3 bedsWith a pool
77 listings

5 Bedroom Homes in Southampton, NY

5 Bedroom Homes in Southampton, NY

Hide Map
24 of 77 Listings
Map

5 Bedroom Homes in Southampton, NY

24 of 77 Listings

  1. 5 Terrace Avenue — photoNew34
Active

$4,950,000

5 bd · 6 ba · 4,195 sqft

5 Terrace Avenue, Southampton, NY

Glenn Mazzone · Hampton Sales & Rentals Corp

  • 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

  • 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

  • 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

  • 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

  • 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

  • 67 Corbett Drive — photo23Active

    $2,500,000

    5 bd · 5 ba · 3,937 sqft

    67 Corbett Drive, Southampton, NY

    Michael Willmott · Corcoran

  • 43 Tarpon Road — photoOpen house Sun, Oct 18 · 11:30 AM34Active

    $3,850,000

    5 bd · 5 ba · 3,969 sqft

    43 Tarpon Road, Southampton, NY

    Antonio Bottero · Compass Greater NY LLC

  • 824 Dune Road — photoOpen house Sun, Oct 18 · 11:00 AM25Active

    $6,250,000

    5 bd · 6 ba · 3,466 sqft

    824 Dune Road, Southampton, NY

    Christopher J. Furchert · Compass Greater NY LLC

  • 40 Knollwood Drive — photo19Active

    $2,600,000

    5 bd · 4 ba · 2,800 sqft

    40 Knollwood Drive, Southampton, NY

    Melissa McGrath CBR · Serhant East End LLC

  • 70 Middle Pond Road Unit 22 — photoOpen house Sun, Oct 18 · 11:30 AM32Active

    $2,399,999

    5 bd · 3 ba · 12,240 sqft

    70 Middle Pond Road Unit 22, Southampton, NY

    Kathleen Doubleday · Serhant East End LLC

  • 1314 Townline Road — photo39Active

    $3,995,000

    5 bd · 5 ba · 4,500 sqft

    1314 Townline Road, Southampton, NY

    Alfredo Barreto · Saunders West LLC

  • 16 Stock Farm Lane — photoPrice Reduced16Active

    $2,800,000

    5 bd · 5 ba · 2,800 sqft

    16 Stock Farm Lane, Southampton, NY

    Maryanne Horwath · Douglas Elliman Real Estate

  • 5 Emily Court — photo11Active

    $1,150,000

    5 bd · 3 ba · 3,235 sqft

    5 Emily Court, Southampton, NY

    Paul Luciano · Utopia Real Estate

  • 223 Ocean View Pkwy — photo28Active

    $3,700,000

    5 bd · — ba · 3,067 sqft

    223 Ocean View Pkwy, Southampton, NY

  • 45 Peconic Road — photo18Active

    $1,100,000

    5 bd · 2 ba · 1,466 sqft

    45 Peconic Road, Southampton, NY

    Anthony Lubrano · Coldwell Banker Reliable R E

  • 421 Edge of Woods Road — photo44Active

    $5,595,000

    5 bd · 9 ba · 7,635 sqft

    421 Edge of Woods Road, Southampton, NY

    Michael Pesce · BERKSHIRE HATHAWAY

  • 13 Cedarfield Lane — photoOpen house Sun, Oct 18 · 11:00 AM38Active

    $3,850,000

    5 bd · 5 ba · 4,428 sqft

    13 Cedarfield Lane, Southampton, NY

    Peter Bellard · Middle Island Management Corp

  • 218 Dune Road — photo25Active

    $8,995,000

    5 bd · 6 ba · 4,000 sqft

    218 Dune Road, Southampton, NY

    William F. LeMaire III · Brown Harris Stevens W Hampton

  • 9 Hazelwood Avenue — photo11Active

    $1,499,999

    5 bd · 4 ba · 3,600 sqft

    9 Hazelwood Avenue, Southampton, NY

    Priscilla Holloway CBR · Douglas Elliman Real Estate

  • 8 Hidden Path — photo26Active

    $2,899,999

    5 bd · 6 ba · 2,706 sqft

    8 Hidden Path, Southampton, NY

    Karen A. Giordano · Aliano Real Estate

  • 20 Pheasant Run — photo27Active

    $2,895,000

    5 bd · 3 ba · 2,812 sqft

    20 Pheasant Run, Southampton, NY

    Ron Swenton · BH&G R E Realty Connect

  • 33A Newtown Road — photo48Active

    $2,595,000

    5 bd · 6 ba · 5,120 sqft

    33A Newtown Road, Southampton, NY

    David Barkstedt · Serhant East End LLC

  • 1A Jagger Lane — photo27Active

    $6,495,000

    5 bd · 6 ba · 5,233 sqft

    1A Jagger Lane, Southampton, NY

    Maria C. Cunneen · Compass Greater NY LLC

  • 12…4

    About 5 Bedroom Homes in Southampton, NY

    5 Bedroom Homes in Southampton, NY: 77 active listings as of October 18, 2026, 02:40 UTC.

    Explore Southampton homes

    By price

    • Homes Under $700K
    • Homes Under $800K
    • Homes Under $900K
    • Homes Under $1M
    • Homes Under $1.25M
    • Homes Under $1.5M
    • Homes Under $1.75M
    • Homes Under $2M
    • Homes Under $2.25M
    • Homes Under $2.5M
    • Homes Under $2.75M
    • Homes Under $3M
    Realty.com

    L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

    Equal Housing OpportunityEqual Housing Lender

    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.

    © 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

  • Homes Over $3M
  • Luxury Homes
  • By bedrooms

    • 2 Bedroom Homes
    • 3 Bedroom Homes
    • 4 Bedroom Homes
    • 5 Bedroom Homes

    By type

    • Single-Family Homes
    • Condos

    By feature

    • Homes with a Pool
    • Waterfront Homes
    • Open Houses

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Listing data & MLS disclosures

    NY State MLS
    The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the New York State Alliance 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. Real estate listings held by brokerage firms other than Realty.com, are indicated by detailed information about them such as the name of the listing firms. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Realty.com shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Copyright © 2026 New York State Alliance and participating MLS's - CNYIS, UNYREIS and WNYREIS. All Rights Reserved.
    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

    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

    · Assessor repeat sales, as of Aug 31, 2026

    Price trend
    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.
    5 Bedroom Homes in Southampton, NY