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Pending
  • $609,000

    299 Kiawah Island Dr, Winston Salem, NC 27107

    4beds
    2,823sqft
    : 
    Stick/Site Built, Residential, Single Family Residence
    Built in 2007
    0.31 Acres Lot
    $591,800 Zestimate®
    $--/sqft
    $46/mo HOA

    What's special

    WELCOME...FUN IN MEADOWLANDS....This 4 Bedroom, 3 Bath home has been updated and designed for comfort, connection....making memories! Spacious ONE Level plus LOWER Level w/Den/RecRoom for everyone to have comfort and come together. 3 Car Garage offers plenty of space for vehicles, hobbies and storage-because life needs a little extra room! Step outside....you'll find your own retreat....inviting backyard w/irrigation and soft evening lighting that sets the perfect mood for relaxing/entertaining. Screened porch waiting for morning coffee, game nights or winding down after a long day. Lifestyle.....Community has 2 playgrounds, pool, tennis court,Basketball court. Great community for strolls, morning jogs.....Easy access to ALL of the Triad including Winston, Kernersville, High Point putting dining, shopping, commuting right at your finger tips. This isn't just a House-it's a place where life feels a little lighter, a little brighter, and a LOT more FUN!
    5 days
    |
    709
    |
    23
    |

    Likely to sell faster than

    Zillow last checked: 7 hours ago

    Listing updated: April 02, 2026 at 06:08pm

    Listed by:

    Vivian Wilborne 336-240-3372,

    Howard Hanna Allen Tate High Point

    Source: Triad MLS,MLS#: 1214274MLS LogoOriginating MLS: High Point

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      • Main level bathrooms: 2
      Primary bedroom
      • Level: Main
      • Dimensions: 17.42 x 13.42
      Bedroom 2
      • Level: Main
      • Dimensions: 12.75 x 11.5
      Bedroom 3
      • Level: Main
      • Dimensions: 13 x 12
      Bedroom 4
      • Level: Lower
      • Dimensions: 14 x 12.08
      Breakfast
      • Level: Main
      • Dimensions: 11.58 x 7.25
      Den
      • Level: Lower
      • Dimensions: 22.67 x 13.92
      Dining room
      • Level: Main
      • Dimensions: 13.33 x 10.25
      Kitchen
      • Level: Main
      • Dimensions: 16.33 x 11.67
      Laundry
      • Level: Main
      • Dimensions: 5.42 x 4.83
      Living room
      • Level: Main
      • Dimensions: 22.67 x 14.58
      Heating
      • Forced Air, Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Exhaust Fan, Range, Electric Water Heater
      • Laundry: Dryer Connection, Main Level, Washer Hookup
      Features
      • Ceiling Fan(s), Dead Bolt(s), Freestanding Tub, Pantry, See Remarks, Separate Shower, Central Vacuum
      • Flooring: Laminate, Tile, Wood
      • Basement: Partially Finished, Basement
      • Attic: Access Only
      • Number of fireplaces: 1
      • Fireplace features: Gas Log, Living Room
      Interior area
      • Total structure area: 3,776
      • Total interior livable area: 2,823 sqft
      • Finished area above ground: 1,888
      • Finished area below ground: 935
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Garage, Driveway, Attached
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Porch
      • Exterior features: Lighting, Sprinkler System
      • Pool features: Community
      Lot
      • Size: 0.31 Acres
      Details
      • Parcel number: 01012B000229
      • Zoning: PDH
      • Special conditions: Owner Sale
      • Other equipment: Irrigation Equipment

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Transitional
      • Property subtype: Stick/Site Built, Residential, Single Family Residence
      Materials
      • Brick
      Condition
      • Year built: 2007

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Security: Security System
      • Subdivision: Meadowlands
      HOA
      • Has HOA: Yes
      • HOA fee: $549 annually
      Location
      • Region: Winston Salem

      Financial & listing details

      • Tax assessed value: $535,390
      • Annual tax amount: $2,187
      • Date on market: 4/1/2026
      • Cumulative days on market: 4 days
      • Listing agreement: Exclusive Right To Sell
      • Exclusions: Bbq Grill, Kitchen Fridge, Garage Fridge, Washer, Dryer Do Not Remain
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        Estimated market value

        $591,800

        $562,000 - $621,000

        $3,441/mo

        Price history

        Price history
        DateEventPrice
        4/3/2026Pending sale$609,000
        Source: Triad MLS #1214274 Report a problem
        4/1/2026Listed for sale$609,000+78.6%
        Source: Triad MLS #1214274 Report a problem
        3/29/2018Sold$341,000-1.1%
        Source: Triad MLS #875256 Report a problem
        3/20/2018Pending sale$344,900$122/sqft
        Source: Seller's Resource Group #875256 Report a problem
        3/20/2018Listed for sale$344,900+15%$122/sqft
        Source: Seller's Resource Group #875256 Report a problem
        12/1/2014Sold$300,000-3.2%
        Source: Triad MLS #717539 Report a problem
        9/21/2014Pending sale$310,000$110/sqft
        Source: Allen Tate Company #717539 Report a problem
        8/30/2014Listed for sale$310,000+6.9%$110/sqft
        Source: Allen Tate Company #717539 Report a problem
        6/30/2008Sold$290,000
        Source: Triad MLS #W436571 Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$2,187 +3.1%$330,790
        2024$2,121 $330,790
        2023$2,121 $330,790
        2022$2,121 $330,790
        2021$2,121 +9.9%$330,790 +9.7%
        2020$1,930 $301,490
        2019-- $301,490
        2018$1,901 $301,490
        2017$1,901 $301,490
        2016$1,901 $301,490
        2015$1,901 +2.8%$301,490 +4.3%
        2014$1,850 $289,020
        2013-- $289,020
        2012-- $289,020
        2011-- $289,020
        2010-- --
        2009-- --
        2008-- --

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $3,280/mo
        Principal & interest
        $2955
        Property taxes
        $279
        HOA Fees
        $46
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          Climate risks

          Neighborhood: 27107

          Getting around

          1 / 100
          Car-Dependent
          12 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Wallburg
          • Middle: Oak Grove
          • High: Oak Grove

          Source: Triad MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

          Local experts in 27107

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