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  • Price cut: $50K (6/2)
    $1,249,000

    108 Winding Oak Dr, Okatie, SC 29909

    3beds
    2,500sqft
    : 
    $6,932/mo
    Get pre-qualified
    Single Family Residence
    Built in 2024
    1.14 Acres Lot
    $1,198,300 Zestimate®
    $500/sqft
    $-- HOA

    What's special

    New elevatorTabby fireplaceWraparound porchElevated homeSweeping marsh viewsTop-tier finishesGas lanterns
    Completed in 2024, this custom Allison Ramsey-designed home sits on a 1.14-acre marshfront lot, created by consolidating part of a neighboring parcel to enhance privacy, space, and views. Designed to embrace its surroundings, the elevated home offers sweeping marsh views and a blend of Lowcountry charm and casual luxury. Built by CMS with top-tier finishes, it features approx. 2,500 sq ft, French oak floors, Andersen windows and doors, 10-foot ceilings, and a new elevator. A rare opportunity for buyers seeking a brand-new home without the time and hassle of building. The kitchen features Thermador and Bosch appliances, custom cabinetry, and a large island. Outdoor living includes a wraparound porch, tabby fireplace, gas lanterns, irrigation, and a tankless water heater.
    362 days
    |
    600
    |
    44
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Emily Kearney 541-420-5271,

    Coastal Real Estate Solutions II

    Source: REsides, Inc.,MLS#: 500380MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Level: First
      Heating
      • Central, Heat Pump
      Cooling
      • Electric, Heat Pump
      Appliances
      • Included: Dryer, Dishwasher, Gas Range, Refrigerator, Washer, Tankless Water Heater
      Features
      • Attic, Elevator, Fireplace, Main Level Primary, Multiple Primary Suites, Multiple Closets, Entrance Foyer
      • Flooring: Engineered Hardwood, Tile
      • Windows: Other
      Interior area
      • Total interior livable area: 2,500 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage, Two Car Garage
      • Garage spaces: 2
      Features
      • Stories: 2
      • Patio & porch: Deck, Front Porch
      • Exterior features: Deck
      • Pool features: Community
      • Has view: Yes
      • View description: Marsh View
      • Has water view: Yes
      • Water view: Marsh View
      Lot
      • Size: 1.14 Acres
      • Features: 1-3 Acres
      Details
      • Parcel number: R60001500C00330000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Two Story
      • Property subtype: Single Family Residence
      Materials
      • Composite Siding
      • Roof: Metal
      Condition
      • Year built: 2024
      Details
      • Builder model: Custom

      Utilities & green energy

      • Water: Public, Private

      Community & HOA

      Community
      • Subdivision: Callawassie Island
      HOA
      • Amenities included: Clubhouse, Dog Park, Fitness Center, Fire Pit, Golf Course, Pickleball, Pool, Restaurant, Guard, Tennis Court(s)
      Location
      • Region: Okatie

      Financial & listing details

      • Price per square foot: $500/sqft
      • Tax assessed value: $57,600
      • Annual tax amount: $943
      • Date on market: 8/5/2025
      • Listing terms: Cash,Conventional,VA Loan

        Estimated market value

        $1,198,300

        $1.14M - $1.26M

        $4,084/mo

        Price history

        DateEventPrice
        7/27/2026Contingent$1,249,000$500/sqft
        Source: Lowcountry Regional MLS #191884 Report a problem
        6/2/2026Price change$1,249,000-3.8%$500/sqft
        Source: Lowcountry Regional MLS #191884 Report a problem
        3/8/2026Listed for sale$1,299,000$520/sqft
        Source: Lowcountry Regional MLS #191884 Report a problem
        2/26/2026Contingent$1,299,000$520/sqft
        Source: Lowcountry Regional MLS #191884 Report a problem
        1/15/2026Price change$1,299,000-7.2%$520/sqft
        Source: Lowcountry Regional MLS #191884 Report a problem
        10/14/2025Price change$1,399,900-4.7%$560/sqft
        Source: REsides, Inc. #500380 Report a problem
        8/5/2025Listed for sale$1,469,000+2348.3%$588/sqft
        Source: Lowcountry Regional MLS #191884 Report a problem
        5/31/2022Sold$60,000+50%$24/sqft
        Source: Lowcountry Regional MLS #174642 Report a problem
        4/6/2022Contingent$40,000$16/sqft
        Source: Lowcountry Regional MLS #174642 Report a problem
        9/23/2020Price change$40,000-71.2%$16/sqft
        Source: RE/MAX Coastal Realty #160514 Report a problem
        9/25/2019Price change$139,000-6.7%$56/sqft
        Source: RE/MAX Coastal Realty #160514 Report a problem
        2/7/2019Listed for sale$149,000-40.4%$60/sqft
        Source: RE/MAX Coastal Realty #160514 Report a problem
        2/25/2017Listing removed$250,000$100/sqft
        Source: Hilton Head Island - WEICHERT, REALTORS - Coastal Properties #151322 Report a problem
        2/23/2017Listed for sale$250,000+347.2%$100/sqft
        Source: Weichert Realtors-Coastal PR #151322 Report a problem
        7/2/2016Listing removed$55,900$22/sqft
        Source: Hilton Head Island - WEICHERT, REALTORS - Coastal Properties #338594 Report a problem
        7/2/2015Listed for sale$55,900$22/sqft
        Source: Weichert Realtors Coastal Properties #338594 Report a problem
        3/20/2015Listing removed$55,900$22/sqft
        Source: Hilton Head Island - WEICHERT, REALTORS - Coastal Properties #318198 Report a problem
        9/20/2012Listed for sale$55,900-68.9%$22/sqft
        Source: Weichert, Realtors-Coastal Properties #318198 Report a problem
        9/17/2010Listing removed$180,000$72/sqft
        Source: Charter I Realty & Marketing #265685 Report a problem
        7/16/2010Listed for sale$180,000$72/sqft
        Source: Charter I Realty and Marketing #265685 Report a problem
        12/5/2009Listing removed$180,000$72/sqft
        Source: ReMax Island Realty #12847 Report a problem
        11/27/2009Listed for sale$180,000$72/sqft
        Source: ReMax Island Realty #12847 Report a problem
        9/2/2009Listing removed$180,000$72/sqft
        Source: RE/MAX Island Realty #255293 Report a problem
        6/13/2009Listed for sale$180,000$72/sqft
        Source: RE/MAX Island Realty #255293 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$943 +8.1%$3,460
        2023$872 +112.8%$3,460 +130.7%
        2022$410 +2%$1,500
        2021$402 $1,500
        2020-- $1,500
        2019$384 -56.1%$1,500 -60.5%
        2018$876 -19.2%$3,800 +15.2%
        2017$1,084 $3,300 -45%
        2016$1,084 $6,000 -10%
        2015$1,084 $6,670
        2014$1,084 $6,670
        2013$1,084 $6,670
        2010$1,084 +1.9%--
        2009$1,064 +1.4%--
        2008$1,049 +4.4%$5,040
        2007$1,005 +18%$5,040
        2005$852 +3.9%$5,040
        2004$820 +53.1%$5,040 +110%
        2003$536 $2,400
        2001-- --
        2000-- $40,000
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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.
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        Climate risks

        Neighborhood: 29909

        Getting around

        3 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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