Properties

Property Description

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.

Features
Heating System:
Heat Pump, Natural Gas
Cooling System:
Zoned
Basement:
Exterior Entry, Unfinished, Walk-Out Access
Fireplace:
Family Room, Primary Bedroom, Gas Log, Living Room
Patio:
Patio, Porch, Rear Porch, Side Porch
Parking:
Driveway, Attached Garage, Detached Garage
Architectural Style:
Traditional
Exterior Features:
Fire Pit
Flooring:
Wood, Stone
Interior Features:
Attic Stairs Pulldown, Elevator, Entrance Foyer, Kitchen Island, Pantry, Walk-In Closet(s), Walk-In Pantry, Wet Bar, Built-in Features, Storage
Laundry Features:
Multiple Locations, In Basement
Sewer:
Septic Installed
Window Features:
Insulated Window(s)
Appliances
Appliances:
Dishwasher, Microwave, Oven, Electric Water Heater, Gas Oven, Gas Range, Gas Cooktop, Bar Fridge, Double Oven, Dryer, Tankless Water Heater, Washer, Washer/Dryer, Wine Refrigerator, Refrigerator with Ice Maker
Address Map
Country:
US
State:
NC
County:
Henderson
City:
Flat Rock
Street:
Sherwood
Zipcode:
28731
Street:
Sherwood
Street Number:
365
Street Suffix:
Drive
Longitude:
W83° 33' 22.8''
Latitude:
N35° 15' 43.5''
Directions:
I-26 E to exit 53 Continue on Upward Road Turn Right onto Sherwood Drive. Go straight past metal gate, turn left at mailboxes.
Street Dir Suffix:
S
Neighborhood
Elementary School:
Hillandale
High School:
East
Middle School:
Flat Rock
MLS Addon
Office Name:
Premier Sotheby’s International Realty
Agent Name:
Marilyn Wright
TaxAnnualAmount:
$0
TaxAssessedValue:
$0
AssociationFee:
$0
Additional Information
Construction Materials:
Brick Full
Foundation Details:
Basement
Garage:
2
Levels:
Two
Lot Features:
Green Area, Level, Wooded, Cleared, Pasture
Previous Price:
3950000
Video Url:
https://vimeo.com/1073218777/ab3ea4df70
Virtual Tour:
https://vimeo.com/1073218777/ab3ea4df70
Water Source:
City
Financial
Association Fee:
2600
Association Fee Frequency:
Annually
Association Yn:
1
Listing Information
List Agent Mls Id:
mcwmcw
List Office Mls Id:
NCM3303
Listing Term:
Cash,Conventional
Mls Status:
Active
Modification Timestamp:
2026-05-13T19:29:06Z
Originating System Name:
Canopy
Special Listing Conditions:
None
Status Change Timestamp:
2026-03-31T17:16:21Z

Residential For Sale

365 Sherwood S Drive, Flat Rock, North Carolina 28731

5 Bedrooms
6 Bathrooms
7,031 Sqft
$3,650,000
Listing ID #4353114
Basic Details
Property Type :
Residential
Listing Type :
For Sale
Listing ID :
4353114
Price :
$3,650,000
Bedrooms :
5
Bathrooms :
6
Half Bathrooms :
1
Square Footage :
7,031 Sqft
Year Built :
1938
Status :
Active
Full Bathrooms :
5
Property Sub Type :
Single Family Residence
Roof:
Metal
Agent info
Contact Agent
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