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424 Big Bearpen Road

Highlands, NC 28741
  • $5,999,000
  • STATUS: Active Under Contract
  • ON SITE: 130 Days
  • MLS #: 1001584
Under Contract
UPDATED: 65 min ago
$5,999,000
  • 4
    BEDS
  • 1.3
    ACRES
  • 3
    BATHS
  • 1
    1/2 BATHS
Neighborhood:
Type:
Single-Family Home
Built:
2008
County:

School Ratings & Info

Description

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.

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© 2026 Highlands-Cashiers Board of Realtors®. All Rights Reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or Berkshire Hathaway HomeServices Meadows Mountain Realty. Data last updated: 2026-01-18T13:17:10.167.
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424 Big Bearpen Road Highlands, NC 28741

  • Price: $5,999,000
  • Status: Active Under Contract
  • On Site: 130 Days
  • Updated: 65 min ago
  • MLS #: 1001584
4
Beds
3
Baths
1
½ Baths
1.3
Acres
2008
Built
Neighborhood:
Big Bear Pen
County:
Macon
Area:
Highlands In-Town
Property Description
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.
Exterior Features

Architectural Style Craftsman Carport Spaces 0 Carport YN No Covered Spaces 2 Exterior Features Courtyard Garden Other Private Yard Garage YN Yes Parking Features Attached Garage Patio And Porch Features Porch Terrace Roof Shake Wood View Garden Mountain(s) View YN Yes Waterfront Features None Waterfront YN No

Interior Features

Appliances Dryer Dishwasher Disposal Propane Cooktop Washer Basement Crawl Space Exterior Entry Encapsulated Bathrooms Total Integer 4 Cooling Central Air Cooling YN Yes Fireplace Features Free Standing Gas Log Gas Starter Kitchen Library Living Room See Remarks Stone Wood Burning Fireplace YN Yes Flooring Carpet Hardwood Stone Tile Heating Gas Heating YN Yes Interior Features Wet Bar Bookcases Ceiling Fan(s) Chandelier Separate / Formal Dining Room Kitchen Island Pantry Vaulted Ceiling(s) Walk- In Closet(s) Laundry Features Main Level Levels Two

Property Features

Association YN No Community Features None Construction Materials Stone Wood Siding Electric Generator Furnished Unfurnished Lease Considered YN No Lot Features Borders National Forest Back Yard Garden Landscaped Private See Remarks Flat Level New Construction YN No Property Sub Type Single Family Residence Property Sub Type Additional Single Family Residence Sewer Public Sewer Tax Annual Amount 9389.94 Tax Lot 2 Tax Year 2025 Utilities Cable Available Electricity Connected Propane Sewer Connected Satellite Internet Available Water Connected Water Source Public Zoning Description Residential

Listing provided courtesy of Josephine Lovell of Highlands Sotheby's International Realty - DT: 828-526-8300.


© 2026 Highlands-Cashiers Board of Realtors®. All Rights Reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or Berkshire Hathaway HomeServices Meadows Mountain Realty. Data last updated: 2026-01-18T13:17:10.167.
 
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Cashiers NC, 28717