365 Sherwood S Drive
$3,950,000
Flat Rock, NC, 28731
singlefamily
5
6
Lot Size: 5.83 Acres
ABOUT
Property Information
In the storied heart of Flat Rock 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 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 cherished settings. Seller offering finance options.
SPECIFICS
Property Details
Price:
$3,950,000
MLS #:
CAR4353114
Status:
Active
Beds:
5
Baths:
6
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Sherwood
Listed Date:
Mar 31, 2026
Finished Sq Ft:
7,031
Lot Size:
253,955 sqft / 5.83 acres (approx)
Year Built:
1938
AMENITIES
Interior
Above Grade Finished Area
7031
Appliances
Bar Fridge, Dishwasher, Double Oven, Dryer, Electric Water Heater, Gas Cooktop, Gas Oven, Gas Range, Microwave, Oven, Refrigerator with Ice Maker, Tankless Water Heater, Washer, Washer/Dryer, Wine Refrigerator
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
Zoned
Flooring
Stone, Wood
Heating
Heat Pump, Natural Gas
Interior Features
Attic Stairs Pulldown, Built-in Features, Elevator, Entrance Foyer, Kitchen Island, Pantry, Storage, Walk-In Closet(s), Walk-In Pantry, Wet Bar
Laundry Features
In Basement, Multiple Locations
Levels
Two
AMENITIES
Exterior
Architectural Style
Traditional
Construction Materials
Brick Full
Exterior Features
Fire Pit
Garage Spaces
2
Lot Features
Cleared, Green Area, Level, Pasture, Wooded
Other Structures
Shed(s)
Parking Features
Driveway, Attached Garage, Detached Garage
Patio And Porch Features
Patio, Porch, Rear Porch, Side Porch
Roof
Metal
Security Features
Carbon Monoxide Detector(s), Security System
Window Features
Insulated Window(s)
NEIGHBORHOOD
Schools
Elementary School:
Hillandale
Middle School:
Flat Rock
High School:
East
FINANCIAL
Financial
HOA Fee
$2,600
HOA Fee Frequency
Annually
HOA Name
Cedar Management Group
HOA Phone
877-252-3327
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365 Sherwood S Drive
Flat Rock, NC






