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- HOA Management
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$2,995,000
Monthly Est:$14,907
5 Beds
- 6 Baths
5 full baths + 1 half bath
7,031sqft
365 Sherwood Dr S, Flat Rock, NC 28731
$2,995,000
$14,907/moEst:
Get Pre-Approved
Single Family Residence
Built in 1938
$216.67/mo HOA
5.83 acres lot
$426/sq.ft
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.
- Houzeo last checked: 4 hours ago
- Listing updated: September 1, 2026 at 5:46 pm
- Listing Provided by: Marilyn Wright (828) 279-3980 | Premier Sotheby’s International Realty (828) 277-3238
- Source: Canopy MLS | MLS#: 4353114

Property Details
Status
Pending
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1938
HOA Fees
$216.67/mo
Finished Area
7,031 sqft
Lot Size
5.83 acres lot
Basement Area
- sqft
MLS Name
Canopy MLS
MLS Number
4353114
MLS Status
Under Contract-No Show
Days on Market
191
Cumulative Days on Market
122

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Location
HOA Management
Cedar Management Group
HOA Fees
$2,600/ Annually
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 6
Interior
Sewer
Septic Installed
Exterior Features
Fire Pit
Interior Features
Attic Stairs Pulldown, Built In Features, Elevator, Entrance Foyer, Kitchen Island, Pantry, Storage, Walk In Closet(s), Walk In Pantry, Wet Bar
Flooring
Stone, Wood
Window Features
Insulated Window(s)
Heating
Heat Pump, Natural Gas
Cooling
Zoned
Appliances
Bar 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
Construction
Year Built
Year Built: 1938
Home type
Single Family Residence
Roof
Metal
Architectural Style
Traditional
Construction Materials
Brick Full
Foundation Details
Basement
Utilities & Energy
Security Features
Carbon Monoxide Detector(s), Security System
Basement
Exterior Entry, Unfinished, Walk Out Access
Parking Features
Driveway, Attached Garage, Detached Garage
Fireplace Features
Family Room, Gas Log, Living Room, Primary Bedroom
Laundry Features
In Basement, Multiple Locations
Water Source
City
Other Features
Patio And Porch Features
Patio, Porch, Rear Porch, Side Porch
Lot Features
Cleared, Green Area, Level, Pasture, Wooded
Subdivision Name
Sherwood
Price History
| Date | Event | Price |
|---|---|---|
09/01/2026 Source: #CAR4353114 | Pending | $2,995,000 $426/sqft |
07/31/2026 Source: | Contingent (Active Under Contract) | $2,995,000 $426/sqft |
07/16/2026 Source: | Price Decreased | $2,995,000 -17.95% $426/sqft |
05/13/2026 Source: | Price Decreased | $3,650,000 -7.59% $519/sqft |
03/31/2026 Source: | Listed for Sale | $3,950,000 -12.22% $562/sqft |
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Based on information submitted to the MLS GRID from Canopy MLS through Oct 08, 2026, 11:00AM. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal, noncommercial use. It may not be used for any purpose other than to identify prospective properties which the consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. ©2026 Canopy MLS. All Rights Reserved.
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