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  4. 365 Sherwood Drive
365 Sherwood Drive, Flat Rock, NC 28731 - Photo 1

$3.M

5 Beds · 6 Baths · 7,031 Sqft

Active
365 Sherwood Drive, Flat Rock, NC 28731 - Photo 1

$3.M

5 Beds · 6 Baths · 7,031 Sqft

Active
365 Sherwood Drive, Flat Rock, NC 28731 - Photo 2
365 Sherwood Drive, Flat Rock, NC 28731 - Photo 3
365 Sherwood Drive, Flat Rock, NC 28731 - Photo 4
365 Sherwood Drive, Flat Rock, NC 28731 - Photo 5
Active113 Days on Market$426/sqft▼ 24.2% from originalListed Mar 31, 2026MLS# CAR4353114

365 Sherwood Drive, Flat Rock, NC 28731

$3.M · 5 bd · 6 ba · 7031 sqft

About This Property

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.

Location

365 Sherwood Drive, Flat Rock, NC 28731

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Property Details

Overview

Property TypeSingle Family Residence
Year Built1938
Lot Size5.83 Acres
Stories/LevelsTwo

Interior

Bedrooms5
Bathrooms (Full)5
Bathrooms (Half)1
Total Rooms16
Sqft7,031
HeatingHeat Pump, Natural Gas
Cooling / A/CZoned
FlooringStone, Wood

Exterior

Garage Spaces2
ExteriorBrick Full
FoundationBasement
RoofMetal

Financial

List Price$3.M
HOA/Maintenance$2,600/yr
Original Price$3.95M

Location

Address365 Sherwood Drive, Flat Rock, NC 28731
NeighborhoodSherwood
CityFlat Rock
CountyHenderson
StateNC
Zip28731

Listed by Premier Sotheby’s International Realty · 828-279-3980 MLS# CAR4353114

Listings courtesy of Canopy MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 07/31/2026, 01:02:34 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website.

Information deemed reliable but not guaranteed. Buyer to verify all information.

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