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Pending
    • $2,600,000

    299 Oak Street #2, Highlands, NC 28741

    3beds
    --sqft
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    Single Family Residence
    Built in 2025
    6,098 Square Feet Lot
    $2,468,700 Zestimate®
    $--/sqft
    $-- HOA

    What's special

    Stone fireplacesScenic viewsHardwood floorsPrivate screened porchesExposed wood beamsDesigner kitchensIndoor-outdoor spaces
    In the heart of Downtown Highlands and tucked conveniently behind Main Street stands Eight on Oak, now under construction; An exclusive collection of eight luxury homes, Eight on Oak offers you the opportunity for Elevated Mountain Living with all the bells and whistles. Eight on Oak is where ease of living meets understated charm. Each residence is a blend timeless craftsmanship and creative spaces with a mountain-modern touch. Envision10-foot ceilings with exposed wood beams, designer kitchens, hardwood floors, ease of flow to indoor-outdoor spaces with private screened porches and stone fireplaces. With 3 bedrooms, 3.5 baths, two-car garages, HOA-maintained courtyards, and optional elevators, these homes are designed for lock-and-leave ease and/or full-time residency, take your pick. Your backyard is the splendor and scenic views of the Highlands Greenway and the Mill Creek watershed. Lifestyle is enhanced by being a short stroll to top-notch shops & boutiques, restaurants, and the cultural assets that define Highlands. Eight on Oak is where nature & neighborhood live in perfect balance with community & relationships. Eight on Oak…This is where you belong! PRICING NOTE: FINAL DELIVERED PRICE IS BASED UPON FINISHES SELECTED AND CUSTOMIZATION OF EACH UNIT. EXACT FINAL PRICING WILL BE PRESENTED TO BUYERS PRIOR TO CONTRACT.
    316 days
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    2
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    1
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    Zillow last checked:

    Listing updated:

    Listed by:

    Patrick Gleeson,

    Christie's International Real Estate Highlands-Cashiers,

    Deborah Gleeson,

    Christie's International Real Estate Highlands-Cashiers

    Source: HCMLS,MLS#: 1001723Originating MLS: Highlands Cashiers Board of Realtors

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Level: Upper
      Bedroom 1
      • Level: Upper
      Bedroom 3
      • Level: Lower
      Primary bathroom
      • Level: Upper
      Bathroom 1
      • Level: Main
      Bathroom 2
      • Level: Upper
      Bathroom 2
      • Level: Upper
      Bathroom 3
      • Level: Upper
      Bathroom 4
      • Level: Lower
      Den
      • Level: Main
      Family room
      • Level: Main
      Kitchen
      • Level: Main
      Laundry
      • Level: Upper
      Heating
      • Central
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Built-In Gas Range, Dishwasher, Exhaust Fan, Disposal, Refrigerator, Tankless Water Heater
      • Laundry: Washer Hookup, Dryer Hookup, Upper Level
      Features
      • Wet Bar, Breakfast Bar, Built-in Features, Ceiling Fan(s), Chandelier, Eat-in Kitchen, Elevator, High Ceilings, High Speed Internet, Kitchen Island, Open Floorplan, Stone Counters, See Remarks, Smart Thermostat, Vaulted Ceiling(s), Bar, Natural Woodwork, Walk-In Closet(s)
      • Flooring: Hardwood, Tile
      • Basement: Finished,Garage Access,Heated,Bath/Stubbed,Walk-Out Access
      • Number of fireplaces: 2
      • Fireplace features: Gas Log, Great Room, Masonry, Outside, Stone, Wood Burning
      Interior area
      • Living area range: 2501-3000 Square Feet

      Property

      Parking
      • Total spaces: 4
      • Parking features: Additional Parking, Attached, Covered, Driveway, Electric Gate, Inside Entrance, Off Street, Paved, Private
      • Garage spaces: 2
      • Carport spaces: 2
      • Covered spaces: 4
      Features
      • Levels: Three Or More
      • Stories: 3
      • Patio & porch: Rear Porch, Covered, Screened
      • Exterior features: Private Entrance, Rain Gutters
      • Has view: Yes
      • View description: Creek/Stream, Trees/Woods
      • Has water view: Yes
      • Water view: Creek/Stream
      • Waterfront features: None
      • Body of water: Mill Creek
      Lot
      • Size: 6,098 Square Feet
      • Features: Cleared, Corner Lot, Greenbelt, Gentle Sloping, Landscaped, See Remarks, City Lot
      • Topography: Sloping
      Details
      • Parcel number: 7540317313
      • Zoning description: Residential

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cottage
      • Property subtype: Single Family Residence
      Materials
      • Roof: Shake,Synthetic
      Condition
      • New construction: Yes
      • Year built: 2025

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Fiber Optic Available, Natural Gas Not Available, Water Connected

      Community & HOA

      Community
      • Features: Sidewalks, Trails/Paths, Gated
      • Security: Secured Garage/Parking, Gated Community, Smoke Detector(s)
      • Subdivision: Eight On Oak
      HOA
      • Has HOA: Yes
      • HOA name: Eight On Oak Property Owners Association
      Location
      • Region: Highlands

      Financial & listing details

      • Date on market: 8/27/2025
      • Cumulative days on market: 155 days
      • Road surface type: Paved

        Estimated market value

        $2,468,700

        $2.35M - $2.59M

        $5,085/mo

        Price history

        DateEventPrice
        12/8/2025Pending sale$2,600,000
        Source: HCMLS #1001723 Report a problem
        8/31/2025Contingent$2,600,000
        Source: HCMLS #1001723 Report a problem
        8/27/2025Listed for sale$2,600,000
        Source: HCMLS #1001723 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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: 28741

        Getting around

        56 / 100
        Somewhat Walkable
        40 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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