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For sale
  • $1,385,000

    4408 Old North Rd, Southold, NY 11971

    4beds
    2,200sqft
    Loading
    Single Family Residence
    Built in 2001
    2 Acres Lot
    $1,365,300 Zestimate®
    $630/sqft
    $-- HOA

    What's special

    Abundant natural lightQuintessential cedar shake farmhouseScreened-in side porchUpdated bathHardwood floors throughoutJacuzzi tubWood-burning fireplace
    Located in one of the most sought-after locations on the North Fork sits this quintessential cedar shake farmhouse situated on 2 private acres! This home combines timeless charm with modern comforts. The main level features hardwood floors throughout, a spacious living room with a wood-burning fireplace, formal dining room, eat-in kitchen with granite countertops and pantry, a convenient half bath, and a first-floor bedroom currently used as a home office. Andersen windows and ceiling fans throughout provide comfort and abundant natural light. Upstairs, you'll find a spacious primary suite with a private deck, walk-in shower, and Jacuzzi tub and additional two guest bedrooms which share an updated bath. The full unfinished basement has high ceilings and is perfect for future potential finishing and offers plenty of room for storage. Enjoy the peaceful outdoor setting from the inviting mahogany wraparound front porch or screened-in side porch. Plenty of room pool, garage, guest cottage and more! Close to Southold's Kenneys, McCabe's and Town Beach. A rare opportunity to own a private retreat with amazing grounds, perfect for year-round or part time living!
    29 days
    |
    2,238
    |
    122
    |

    Zillow last checked:

    Listed by:

    Douglas Elliman Real Estate 631-354-8100,

    Kristy B. Naddell - Associate Real Estate Broker 631-905-8584

    Source: Out East,MLS#: 396741

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Family Room, Office
      Features
      • Basement: Yes
      • Has fireplace: Yes
      Interior area
      • Total structure area: 2,200
      • Total interior livable area: 2,200 sqft

      Property

      Parking
      • Parking features: None
      Features
      • Stories: 2
      • Pool features: Room for a Pool
      Lot
      • Size: 2 Acres
      Details
      • Parcel number: 1000055000200008009

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Condition
      • New construction: No
      • Year built: 2001

      Community & HOA

      Community
      • Features: Room for a Tennis Court
      Location
      • Region: Southold

      Financial & listing details

      • Price per square foot: $630/sqft
      • Tax assessed value: $1,309,091
      • Date on market: 7/13/2026
      • Lease term: Contact For Details

        Estimated market value

        $1,365,300

        $1.30M - $1.43M

        $6,392/mo

        Price history

        DateEventPrice
        7/13/2026Listed for sale$1,385,000+1219%$630/sqft
        Source: Out East #396741 Report a problem
        10/29/1999Sold$105,000$48/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $7,200
        2024-- $7,200
        2023-- $7,200
        2022-- $7,200
        2021-- $7,200
        2020-- $7,200
        2019-- $7,200
        2018-- $7,200
        2017$9,057 $7,200
        2016-- $7,200
        2015-- $7,200
        2014-- $7,200
        2013-- $7,200
        2012-- $7,200 -19.1%
        2011-- $8,900
        2010-- $8,900
        2009-- $8,900
        2008-- $8,900
        2007$8,536 +19.8%$8,900
        2005$7,127 +4.9%$8,900
        2004$6,796 +4.4%$8,900
        2003$6,511 -3.2%$8,900
        2002$6,726 $8,900
        2001-- $8,900
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 11971

        Getting around

        26 / 100
        Car-Dependent
        33 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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