365 Sherwood Drive, Flat Rock NC
- 5 Bed
- 6 Bath
- 4002 ft2
- 5.8 ac
For Sale $4,500,000
Remarks:
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. Seller offering finance options.
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
General Information:
| List Price: | $4,500,000 |
| Status: | For Sale |
| Bedrooms: | 5 |
| Type: | Single Family Residence |
| Approx Sq. Ft.: | 4002 sqft |
| Parking: | Driveway, Attached Garage, Detached Garage |
| MLS Number: | CAR4235588 |
| Subdivision: | Sherwood |
| Style: | Traditional |
| Bathrooms: | 6 |
| Lot Description: | Cleared, Green Area, Level, Pasture, Wooded |
| Year Built: | 1938 |
| Sewer Type: | Septic Installed |
Assigned Schools:
| Elementary: | Hillandale |
| Middle: | Flat Rock |
| High: | East |
Lane Yates
704-232-7238
Broker In Charge
Price & Sales History
| Date | Event | Price | $/SQFT |
| 08-12-2025 | Price Decrease | $4,500,000-24.94% | $1,125 |
| 05-11-2025 | Listed | $5,995,000 | $1,499 |
Nearby Schools
These schools are only nearby your property search, you must confirm exact assigned schools.
| School Name | Distance | Grades | Rating |
| Hillandale Elementary | 1 miles | KG-05 | 7 |
| Atkinson Elementary | 3 miles | KG-05 | 9 |
| The Mountain Community Sch | 4 miles | KG-06 | 5 |
| Upward Elementary | 4 miles | KG-05 | 6 |
| Bruce Drysdale Elementary | 4 miles | KG-05 | 3 |
| Hendersonville Elementary | 5 miles | KG-05 | 9 |
Source is provided by local and state governments and municipalities and is subject to change without notice, and is not guaranteed to be up to date or accurate.
Properties For Sale Nearby
Mileage is an estimation calculated from the property results address of your search. Driving time will vary from location to location.
| Street Address | Distance | Status | List Price | Days on Market |
| 365 Sherwood Drive, Flat Rock NC | 0 mi | $4,500,000 | days | |
| 257 Roberts Lane, Flat Rock NC | 0.2 mi | $1,999,000 | days | |
| 74 Shipman Parkway, Flat Rock NC | 0.2 mi | $1,150,000 | days | |
| 140 Overlook Drive, Flat Rock NC | 0.3 mi | $600,000 | days | |
| 132 Overlook Drive, Flat Rock NC | 0.3 mi | $725,000 | days | |
| 144 Overlook Drive, Flat Rock NC | 0.3 mi | $490,000 | days |
Sold Properties Nearby
Mileage is an estimation calculated from the property results address of your search. Driving time will vary from location to location.
| Street Address | Distance | Property Type | Sold Price | Property Details |
Commute Distance & Time
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| Down Payment Amount | $990,000 |
| Mortgage Amount | $3,960,000 |
| Monthly Payment (Principal & Interest Only) | $19,480 |
* Expand Calculator (incl. monthly expenses)
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| Total Monthly Payment | $20,941 |
Demographic Data For Zip 28731
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Source is provided by local and state governments and municipalities and is subject to change without notice, and is not guaranteed to be up to date or accurate.
Property Listing Information
A Courtesy Listing Provided By Premier Sotheby’s International Realty
365 Sherwood Drive, Flat Rock NC is a 4002 ft2 on a 5.830 acres lot. This is for $4,500,000. This has 5 bedrooms, 6 baths, and was built in 1938.
Based on information submitted to the MLS GRID as of 2025-05-11 10:30:05 EST. 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.
Properties displayed may be listed or sold by various participants in the MLS.
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Neither Yates Realty nor any listing broker shall be responsible for any typographical errors, misinformation, or misprints, and they shall be held totally harmless from any damages arising from reliance upon this data. This data is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing.
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