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For sale
  • Price cut: $100K (7/8)
    $1,795,000

    21 Overlook Dr, Southampton, NY 11968

    3beds
    1,700sqft
    Loading
    Single Family Residence
    Built in 1979
    0.71 Acres Lot
    $1,723,600 Zestimate®
    $1,056/sqft
    $-- HOA

    What's special

    Fresh cedar shingle sidingExpansive groundsWood-burning fireplaceOpen kitchen layout
    Set on a generous 0.71-acre parcel in Southampton, this thoughtfully updated three-bedroom, two-bath home offers an ideal blend of comfort, potential, and Hamptons ease. Originally built in 1979 and spanning approximately 1,699 square feet, the residence is perfectly suited as both a year-round retreat and a summer escape. Fresh cedar shingle siding (approximately three years old) enhance the home's exterior. Inside, a wood-burning fireplace anchors the living space, creating a warm and inviting atmosphere. An open kitchen layout flows seamlessly into the main living areas, offering an easy setting for both everyday living and entertaining. The property's expansive grounds present a rare opportunity, with ample room for a pool and outdoor entertaining spaces, allowing for future customization and value-add potential. Ideally positioned near the prestigious Shinnecock Hills Golf Club, one of the country's most renowned golf courses, the location offers both convenience and a coveted lifestyle. Whether enjoyed as-is or reimagined, this is a compelling opportunity to own a well-located Southampton home with space to grow and the potential to create something truly special.
    95 days
    |
    1,200
    |
    38
    |

    Zillow last checked:

    Listed by:

    The Agency 631-899-3224,

    Stacey Cohen - Real Estate Sales Person 917-940-8244

    Source: Out East,MLS#: 395095

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Features
      • Basement: Yes
      • Has fireplace: Yes
      Interior area
      • Total structure area: 1,700
      • Total interior livable area: 1,700 sqft

      Property

      Parking
      • Parking features: None
      Features
      • Stories: 1
      • Pool features: Room for a Pool
      Lot
      • Size: 0.71 Acres
      Details
      • Parcel number: 0900157000100040000

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Condition
      • New construction: No
      • Year built: 1979

      Community & HOA

      Location
      • Region: Southampton

      Financial & listing details

      • Price per square foot: $1,056/sqft
      • Tax assessed value: $852,700
      • Date on market: 4/21/2026
      • Lease term: Contact For Details

        Estimated market value

        $1,723,600

        $1.64M - $1.81M

        $6,898/mo

        Price history

        DateEventPrice
        7/8/2026Price change$1,795,000-5.3%$1,056/sqft
        Source: Out East #395095 Report a problem
        4/21/2026Listed for sale$1,895,000+284%$1,115/sqft
        Source: Out East #395095 Report a problem
        5/17/2018Listing removed$10,000$6/sqft
        Source: Sotheby's International Realty Southampton Office #102586 Report a problem
        3/31/2018Listed for rent$10,000$6/sqft
        Source: Southampton Office #102586 Report a problem
        7/27/2013Sold$493,500$290/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $852,700
        2024-- $852,700
        2023-- $852,700
        2022-- $852,700 -5%
        2021-- $897,300
        2020-- $897,300
        2019-- $897,300 +17.2%
        2018-- $765,400 +27.5%
        2017$5,124 $600,300 +11.1%
        2016-- $540,300
        2015-- $540,300
        2014-- $540,300
        2013-- $540,300 -13.6%
        2012-- $625,200
        2011-- $625,200 -8%
        2007$5,206 +33.7%$679,200 +58.8%
        2005$3,893 +3.9%$427,600 +6054.3%
        2004$3,746 +4%$6,948
        2003$3,602 +10%$6,948
        2002$3,275 +14.6%$6,948
        2001$2,857 +7.5%$6,948
        2000$2,656 $6,948
        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment$1,822
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 11968

        Getting around

        12 / 100
        Car-Dependent
        24 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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