365 Sherwood Drive
Active Under ContractPrice ↓ $955K
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MLS# CAR4353114 · 121 days on market

365 Sherwood Drive

Flat Rock, NC 28731 · Sherwood

$3.00M$426/sqft$955K
Originally listed at $3.95M
Beds5
Baths6
Sq Ft7,031
Lot5.83 ac
$/SqFt$426
DOM121

Architectural Narrative

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.

At a Glance

Bedrooms5
Full Baths5
Half Baths1
Property TypeSingle Family Residence
StyleTraditional
Year Built1938
LevelsTwo
Garage2 spaces

Community & Resources

Community
Sherwood
Flat Rock, NC
County
Henderson
NC · 28731
High School
East
Assigned district
Middle School
Flat Rock
Assigned district
Elementary
Hillandale
Assigned district
Tax Assessed
$2.23M
County record

Property Facts

Property Type
Single Family Residence
Year Built
1938
Stories / Levels
Two
Living Area (SqFt)
7,031
Above Grade SqFt
7,031
Full Bathrooms
5
Half Bathrooms
1
Lot Size
5.83 acres
Zoning
R-40
Parcel #
9971995
Tax Assessed Value
$2.23M
HOA
$3K / Annually

Interior Features

Attic Stairs PulldownBuilt-in FeaturesElevatorEntrance FoyerKitchen IslandPantryStorageWalk-In Closet(s)Walk-In PantryWet Bar

Appliances

Bar FridgeDishwasherDouble OvenDryerElectric Water HeaterGas CooktopGas OvenGas RangeMicrowaveOvenRefrigerator with Ice MakerTankless Water HeaterWasherWasher/DryerWine Refrigerator

Heating, Cooling & Utilities

Heating
Heat Pump, Natural Gas
Cooling
Zoned
Flooring
Stone, Wood
Fireplace
Family Room, Gas Log, Living Room, Primary Bedroom
Laundry
In Basement, Multiple Locations
Water Source
City
Sewer
Septic Installed

Exterior & Parking

Architectural Style
Traditional
Construction
Brick Full
Foundation
Basement
Roof
Metal
Garage
2 spaces
Parking
Driveway, Attached Garage, Detached Garage
Patio / Porch
Patio, Porch, Rear Porch, Side Porch
Windows
Insulated Window(s)
Exterior Features
Fire Pit

Lot Features

ClearedGreen AreaLevelPastureWooded

Gallery

Listing courtesy of Premier Sotheby’s International Realty · Marilyn Wright · Listed 03/31/2026

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365 Sherwood Drive
Flat Rock, NC · $3.00M