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For sale
  • $5,999,000

    424 Big Bearpen Road, Highlands, NC 28741

    4beds
    --sqft
    : 
    Single Family Residence
    Built in 2008
    1.3 Acres Lot
    $5,456,100 Zestimate®
    $--/sqft
    $-- HOA

    What's special

    Stone fireplaceApproach gardenTwo porchesScullery kitchenDistinctive gatehouseBuilt-in barLuxurious primary suite
    Welcome to "Thistlewaite" - a European-inspired masterpiece in the heart of Highlands, North Carolina. Born from the vision of a creative Atlanta couple, Thistlewaite was modeled after an English country house designed in 1900 by renowned architect Edwin Lutyens in the Arts and Crafts tradition. To bring this dream to life, they assembled an extraordinary team: close friend and celebrated classical architect Norman Davenport Askins, legendary builder Tommy Chambers, and acclaimed landscape designer Alex Smith. The result, completed in 2009, is an architectural and garden jewel unlike anything else in Highlands. The property was originally part of the seven-acre site of the adjacent 1930's Joe Webb cabin and still includes its original spring house. To create the home's setting, a small clearing in the forest was sculpted into a flat homesite with a dramatic 24-foot retaining wall. Stone blasted from the site now forms the garden walls, seamlessly tying the residence to its natural surroundings. Cross the stone bridge over a rushing creek and be immediately captivated by the approach garden, a lush entryway that feels like a world apart. Nestled within virgin forest off Big Bear Pen Road, and bordered by Highlands Land Trust property with views of the historic Kelsey Trail, the home welcomes you through a distinctive gatehouse crowned with a zinc ornament salvaged from a circa-1900 Denver building. The gardens act as an extension of the home, with terraces, an outdoor fireplace, and a formal parterre. Two porches - an inviting entrance porch and a "drinking porch" off the living room and primary suite - overlook the gardens and enclosed courtyard. Inside, warm and gracious living spaces unfold: A keeping room with a stone fireplace shared with the kitchen. A scullery kitchen with ovens, dishwasher, and sink, keeping the main kitchen always ready for entertaining. A built-in bar leading to a light-filled room with courtyard views. A formal living room with another fireplace connecting to the luxurious primary suite. Upstairs, three to four additional bedrooms and a cozy second great room provide comfort for family and guests. Materials were chosen with artistry and authenticity: native North Carolina granite, rough-hewn siding milled from hemlock felled on the property, reclaimed beams and barn wood from Pennsylvania, and antique accents such as milestone at the gatehouse.
    116 days
    |
    1,303
    |
    90
    |

    Zillow last checked: 8 hours ago

    Listing updated: November 21, 2025 at 11:12am

    Listed by:

    Josephine Lovell,

    Highlands Sotheby's International Realty - DT

    Source: HCMLS,MLS#: 1001584Originating MLS: Highlands Cashiers Board of Realtors

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Level: Main
    Bedroom 2
    • Level: Upper
    Bedroom 4
    • Level: Upper
    Primary bathroom
    • Level: Main
    Bathroom 2
    • Level: Upper
    Bathroom 3
    • Level: Upper
    Bathroom 3
    • Level: Upper
    Den
    • Level: Upper
    Dining room
    • Level: Main
    Kitchen
    • Level: Main
    Laundry
    • Level: Main
    Living room
    • Level: Main
    Heating
    • Gas
    Cooling
    • Central Air
    Appliances
    • Included: Dryer, Dishwasher, Disposal, Propane Cooktop, Washer
    • Laundry: Main Level
    Features
    • Wet Bar, Bookcases, Ceiling Fan(s), Chandelier, Separate/Formal Dining Room, Kitchen Island, Pantry, Vaulted Ceiling(s), Walk-In Closet(s)
    • Flooring: Carpet, Hardwood, Stone, Tile
    • Basement: Crawl Space,Exterior Entry,Encapsulated
    • Number of fireplaces: 4
    • Fireplace features: Free Standing, Gas Log, Gas Starter, Kitchen, Library, Living Room, See Remarks, Stone, Wood Burning

    Property

    Parking
    • Total spaces: 2
    • Parking features: Attached, Garage
    • Garage spaces: 2
    Features
    • Levels: Two
    • Stories: 2
    • Patio & porch: Porch, Terrace
    • Exterior features: Courtyard, Garden, Other, Private Yard
    • Has view: Yes
    • View description: Garden, Mountain(s)
    • Waterfront features: None
    Lot
    • Size: 1.3 Acres
    • Features: Borders National Forest, Back Yard, Garden, Landscaped, Private, See Remarks, Flat, Level
    • Topography: Level
    Details
    • Parcel number: 7540639214
    • Zoning description: Residential

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Craftsman
    • Property subtype: Single Family Residence
    Materials
    • Stone, Wood Siding
    • Roof: Shake,Wood
    Condition
    • New construction: No
    • Year built: 2008

    Utilities & green energy

    • Electric: Generator
    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Cable Available, Electricity Connected, Propane, Sewer Connected, Satellite Internet Available, Water Connected

    Community & HOA

    Community
    • Features: None
    • Subdivision: Big Bear Pen
    HOA
    • Has HOA: No
    Location
    • Region: Highlands

    Financial & listing details

    • Tax assessed value: $2,369,010
    • Annual tax amount: $9,389
    • Date on market: 9/9/2025
    • Cumulative days on market: 116 days
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    Estimated market value

    $5,456,100

    $5.18M - $5.73M

    $7,960/mo

    Price history

    Price history
    DateEventPrice
    12/16/2025Contingent$5,999,000
    Source: HCMLS #1001584 Report a problem
    9/9/2025Listed for sale$5,999,000+433.2%
    Source: HCMLS #1001584 Report a problem
    5/25/2006Sold$1,125,000
    Source: Public Record Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2024$9,390 +0.1%$2,369,010
    2023$9,378 +3.3%$2,369,010 +54.9%
    2022$9,076 $1,529,030

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $33,778/mo
    Principal & interest
    $29528
    Property taxes
    $2150
    Home insurance
    $2100

      Climate risks

      Neighborhood: 28741

      Nearby schools

      GreatSchools rating

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