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$4,500,000
188 Days On Site

365 Sherwood Drive S
Flat Rock, NC 28731

For Sale|Single Family Residence|Active
5
Beds
6
Total Baths
5
Full Baths
1
Partial Bath
7,031
SqFt
$640
/SqFt
1938
Built
Subdivision:
Sherwood
County:
Henderson

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365 Sherwood Drive S365 Sherwood Drive S365 Sherwood Drive S365 Sherwood Drive S
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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.

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Listing Snapshot
Price 
$4,500,000
Days On Site 
188 Days
Bedrooms 
5
Inside Area (SqFt) 
7,031 sqft
Total Baths 
6
Full Baths 
5
Partial Baths 
1
Lot Size 
5.83 Acres
Year Built 
1938
MLS® Number 
4235588
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
$216.67 monthly
Sq Ft Source 
N/A
Friends & Family
Recent Activity
3 months agoPrice changed to $4,500,000
3 months agoListing updated with changes from the MLS®
6 months agoListing first seen on site
General Features
Attached Garage 
Yes
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Parking 
Driveway
Property Sub Type 
Single Family Residence
Security 
Carbon Monoxide Detector(s)Security System
Sewer 
Septic Tank
SqFt Above 
7031
SqFt Total 
8300
Style 
Traditional
Zoning 
R-40
Interior Features
Appliances 
Bar FridgeDishwasherDouble OvenDryerElectric Water HeaterGas CooktopGas OvenGas RangeMicrowaveOvenTankless Water HeaterWasherWasher/DryerWine Refrigerator
Basement 
Exterior EntryUnfinishedWalk-Out Access
Cooling 
Zoned
Fireplace 
Yes
Fireplace Features 
Family RoomGas LogLiving RoomMaster Bedroom
Flooring 
StoneWood
Heating 
Heat PumpNatural Gas
Interior 
Built-in FeaturesElevatorEntrance FoyerKitchen IslandPantryStorageWalk-In Closet(s)Wet Bar
Laundry Features 
In BasementMultiple Locations
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Exterior Features
Construction Details 
Brick
Exterior 
Fire Pit
Lot Features 
ClearedLevelPastureWooded
Other Structures 
Shed(s)
Patio And Porch 
PatioPorchRear PorchSide Porch
Roof 
Metal
Windows/Doors 
French Doors
Community Features
Association Dues 
2600
Financing Terms Available 
CashConventional
HOA Fee Frequency 
Annually
Roads 
GravelPaved
Schools
School District
Unknown
Elementary School
Hillandale
Middle School
Flat Rock
High School
East
Listing courtesy of Premier Sotheby’s International Realty [email protected]


Listings courtesy of Canopy MLS as distributed by MLS GRID

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Last checked - 2025-10-14 07:14 AM UTC

Neighborhood & Commute
Source: Walkscore
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