Flat Rock, NC 28731 365 Sherwood Drive S

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Presented By: Premier Sotheby’s International Realty; 828-279-3980
  • MLS# 4353114
  • 03/31/2026
  • Request Tour
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  • bed Real Estate and Interior Design Leslie Anne HomeBeds • 5
  • bath Real Estate and Interior Design Leslie Anne HomeFull/Half Baths • 5 / 1
  • footage Real Estate and Interior Design Leslie Anne HomeSQFT • 8,300
  • garage Real Estate and Interior Design Leslie Anne HomeGarage • 2

Home Details

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.
Presented By: Premier Sotheby’s International Realty; 828-279-3980

Interior Features for 365 Sherwood Drive S

Bedrooms

Bedroom1
Total Bedrooms5

Bathrooms

Half Baths1
Total Baths6

Other Interior Features

Above Grade Finished Area7031
BasementExterior Entry, Unfinished, Walk-Out Access
Basement (Y/N)Yes
Below Grade Finished Area0
Fireplace FeaturesFamily Room, Gas Log, Living Room, Primary Bedroom
Fireplace Y/NYes
FlooringStone, Wood
Interior AmenitiesAttic Stairs Pulldown, Built-in Features, Elevator, Entrance Foyer, Kitchen Island, Pantry, Storage, Walk-In Closet(s), Walk-In Pantry, Wet Bar
Laundry FeaturesIn Basement, Multiple Locations
SqFt Garage550
SqFt Lower
SqFt Main4002
SqFt Upper3029
Window FeaturesInsulated Window(s)

General for 365 Sherwood Drive S

Additional Parcels Y/NNo
AppliancesBar 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
Architectural StyleTraditional
Assoc Fee Paid PerAnnually
Association NameCedar Management Group
CAR_HOASubjectToRequired
Carport Y/NNo
CityFlat Rock
Construction MaterialsBrick Full
Construction TypeSite Built
CoolingZoned
CountyHenderson
DirectionsI-26 E to exit 53 Continue on Upward Road Turn Right onto Sherwood Drive. Go straight past metal gate, turn left at mailboxes.
Elementary SchoolHillandale
Full Baths5
Garage Spaces2
Garage Y/NYes
HOAYes
HOA Fee$2600
HeatingHeat Pump, Natural Gas
High SchoolEast
LevelsTwo
Listing TermsCash, Conventional
Living Area7031
Lot Size UnitsAcres
Middle/Junior High SchoolFlat Rock
New ConstructionNo
Other StructuresShed(s)
Parcel Number9971995
Patio/Porch FeaturesPatio, Porch, Rear Porch, Side Porch
Property SubtypeSingle Family Residence
Property TypeResidential
RoofMetal
Security FeaturesCarbon Monoxide Detector(s), Security System
Senior Community Y/NNo
SewerSeptic Installed
Standard StatusActive Under Contract
Subdivision NameSherwood
Tax Assessed Value2228300
Virtual TourClick here
Virtual TourClick here
Year Built1938

Exterior for 365 Sherwood Drive S

Door FeaturesFrench Doors
Exterior AmenitiesFire Pit
Foundation DetailsBasement
Lot FeaturesCleared, Green Area, Level, Pasture, Wooded
Lot Size Area5.83
Main Level Garage YNNo
Other EquipmentGenerator
Other ParkingAttached 2 car garage, detached 2 car garage, 2 car carport at South Cottage
Parking FeaturesDriveway, Attached Garage, Detached Garage
Road ResponsibilityPublicly Maintained Road
Road Surface TypeGravel, Paved
Water SourceCity

Additional Details

Price History

Schools

High School East High School
Middle School Flat Rock Middle School
Elementary School Hillandale Elementary School
1707344299 Real Estate and Interior Design Leslie Anne Home

Leslie Anne Edwards

Price $2,995,000
MLS#4353114
List Date 03/31/2026
Property Type Contingent
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