365 Sherwood Drive S, Flat Rock, NC 28731
Local realty services provided by:CENTURY 21 Connected
Listed by: marilyn wright
Office: premier sothebys international realty
MLS#:4235588
Source:CH
365 Sherwood Drive S,Flat Rock, NC 28731
$4,500,000
- 5 Beds
- 6 Baths
- 7,031 sq. ft.
- Single family
- Active
Price summary
- Price:$4,500,000
- Price per sq. ft.:$640.02
- Monthly HOA dues:$216.67
About this home
In the storied heart of Flat Rock, North Carolina, lies Hopewood—an extraordinary estate that blends timeless elegance with welcoming warmth. Set on nearly six acres of formal gardens, private courtyards, and tranquil retreats, this rare property is a true Southern treasure. Originally commissioned in 1938 by Reuben B. and Hope Thomson Robertson, the residence was designed by their nephew, James Gamble Rogers II, a distinguished architect trained at the École des Beaux-Arts in Paris. The Robertson family's legacy is deeply entwined with the history of Champion Paper, the Great Smoky Mountains National Park, and Asheville itself, giving Hopewood a provenance as rich as its beauty.
Approached beneath a canopy of trees, the main home opens through the original solid cherrywood door into a grand foyer, where a sweeping staircase and quarter-sawn oak floors laid in elegant patterns set the tone. Gracious living and dining rooms, each with wood-burning fireplaces, showcase high ceilings, plaster walls, and fine wainscoting, while the loggia—with its terrazzo floors—leads to a Japanese-inspired stone-walled garden. A temperature-controlled wine room, handsome library with fireplace, and bright en-suite guest room complete the main level.
At the heart of the home, the thoughtfully updated kitchen features a Sub-Zero refrigerator, Wolf six-burner range, expansive island, and adjoining casual dining space that flows naturally to the outdoor terraces. An entertainment pantry with a secondary dishwasher and beverage cooler elevates gatherings, while a hidden elevator connects all levels with ease.
Upstairs, a spacious library, two porches, and two additional en-suite bedrooms offer refined comfort. The primary suite impresses with vaulted ceilings, dual dressing rooms, a spa-like bath, and a morning bar. Original details, from preserved moldings to artisan light fixtures, are complemented by sensitive updates that respect the home's history while enhancing livability.
The estate's grounds are equally captivating. Formal boxwood gardens, cutting beds, and a heritage Japanese maple (imported in the 1890s) create a horticultural tapestry of rare beauty. Meandering paths lead to a stone fire pit, a garden pavilion, and tranquil lawns designed for outdoor entertaining. Two charming guest cottages—one with two bedrooms and two baths, the other with two bedrooms, a full bath, and half bath—add versatility for hosting, caretakers, or extended family. In total, the property encompasses seven bedrooms, six full baths, and two half baths.
Hopewood is more than an estate—it is a living legacy. Lovingly stewarded through generations and protected by preservation easement, it embodies the enduring spirit of Flat Rock, where history, nature, and refinement meet in one of the South's most cherished settings.
Seller offering finance options.
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Home facts
- Year built:1938
- Listing ID #:4235588
- Updated:December 14, 2025 at 02:58 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:6
- Full bathrooms:5
- Half bathrooms:1
- Living area:7,031 sq. ft.
Heating and cooling
- Cooling:Heat Pump
- Heating:Heat Pump, Natural Gas
Structure and exterior
- Roof:Metal
- Year built:1938
- Building area:7,031 sq. ft.
- Lot area:5.83 Acres
Schools
- High school:East
- Elementary school:Hillandale
Utilities
- Sewer:Septic (At Site)
Finances and disclosures
- Price:$4,500,000
- Price per sq. ft.:$640.02
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