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Pending
  • $999,999

    600 Highwood Road, Southold, NY 11971

    2beds
    1,954sqft
    Loading
    Single Family Residence, Residential
    Built in 1976
    1.37 Acres Lot
    $-- Zestimate®
    $512/sqft
    $-- HOA

    What's special

    Unique opportunity in Southold to create your dream home on the North Fork. This A-frame-style house, reminiscent of a chalet, features a striking wall of windows that leads to open rafter ceilings. The main floor is perfect for entertaining, with a quaint kitchen, two bedrooms, a full bathroom, and the sunken A-frame living room that captures the essence of the home. Adjacent to the living room, sliding doors open to a wrap-around deck overlooking the side yard, which is ideal for al fresco dining or enjoying an evening gathered around the fire pit. Upstairs, you'll find a spacious loft that can serve as an office, recreational space, or lounge. The loft includes a balcony that overlooks the living room and provides access to a mini rooftop terrace with views of the backyard. The lower level, which has a private entrance, is ready for full renovation and is already framed for a potential bedroom, bathroom, laundry room, and additional storage. The two-car attached garage can be repurposed for additional living space or perhaps a gym. The property encompasses 1.37 acres, having been merged with the adjacent land, providing ample space for a potential pool, tennis court, or additional structures while ensuring plenty of privacy. Wonderful investment opportunity. You'll also enjoy convenient access to the beaches of Southold Bay, the village, and local vineyards. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.
    69 days
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    41
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    1
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    Zillow last checked:

    Listing updated:

    Listed by:

    Douglas Elliman Real Estate 631-288-6244,

    Alexis Meadows 631-988-8193

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 983742MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 1
      • Full bathrooms: 1
      Heating
      • Forced Air, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Other
      Features
      • First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen, Entrance Foyer, High Ceilings
      • Basement: Full,Unfinished,Walk-Out Access
      • Attic: See Remarks
      • Has fireplace: No
      Interior area
      • Total structure area: 1,954
      • Total interior livable area: 1,954 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached
      • Garage spaces: 2
      Features
      • Levels: Tri-Level
      Lot
      • Size: 1.37 Acres
      Details
      • Parcel number: 1000078000900046001
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: A-Frame
      • Property subtype: Single Family Residence, Residential
      Materials
      • Frame
      Condition
      • Year built: 1976

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Water Connected

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Southold

      Financial & listing details

      • Price per square foot: $512/sqft
      • Tax assessed value: $5,500
      • Annual tax amount: $8,339
      • Date on market: 4/15/2026
      • Cumulative days on market: 49 days
      • Listing agreement: Exclusive Right To Sell

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        5/9/2026Pending sale$999,999$512/sqft
        Source: OneKey® MLS as distributed by MLS GRID #983742 Report a problem
        4/15/2026Listed for sale$999,999+81.8%$512/sqft
        Source: OneKey® MLS as distributed by MLS GRID #983742 Report a problem
        7/27/2020Sold$550,000-5%$281/sqft
        Source: OneKey® MLS as distributed by MLS GRID #L3172240 Report a problem
        4/27/2020Price change$579,000-3.3%$296/sqft
        Source: Lewis & Nickles Ltd #3172240 Report a problem
        2/1/2020Price change$599,000-25%$307/sqft
        Source: Lewis & Nickles Ltd #3172240 Report a problem
        10/12/2019Listed for sale$799,000$409/sqft
        Source: Lewis & Nickles Ltd #3172240 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- $5,500
        2023-- $5,500
        2022-- $5,500
        2021-- $5,500
        2020-- $5,500
        2019-- $5,500
        2018-- $5,500
        2017$5,827 $5,500 -12.7%
        2016-- $6,300
        2015-- $6,300
        2014-- $6,300
        2013-- $6,300
        2012-- $6,300
        2011-- $6,300
        2010-- $6,300
        2009-- $6,300
        2008-- $6,300
        2007$5,016 +16.6%$6,300
        2005$4,302 -2.7%$6,300
        2004$4,419 +3.9%$6,300
        2003$4,253 +5.7%$6,300
        2002$4,024 $6,300
        2001-- $6,300
        2000$3,748 $6,300

        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: 11971

        Getting around

        1 / 100
        Car-Dependent
        20 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Southold Elementary School
        • Middle: Southold Junior-Senior High School
        • High: Southold Junior-Senior High School

        Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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