365 Sherwood Drive S, Flat Rock, NC 28731
Local realty services provided by:ERA Sunburst Realty
Listed by: marilyn wright
Office: premier sothebys international realty
MLS#:4353114
Source:CH
365 Sherwood Drive S,Flat Rock, NC 28731
$3,950,000
- 5 Beds
- 6 Baths
- 7,031 sq. ft.
- Single family
- Active
Price summary
- Price:$3,950,000
- Price per sq. ft.:$561.8
- Monthly HOA dues:$216.67
About this home
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....
Contact an agent
Home facts
- Year built:1938
- Listing ID #:4353114
- Updated:April 01, 2026 at 12:14 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:6
- Full bathrooms:5
- Half bathrooms:1
- Flooring:Stone, Wood
- Kitchen Description:Bar Fridge, Dishwasher, Double Oven, Gas Cooktop, Gas Oven, Gas Range, Microwave, Oven, Wine Refrigerator
- Basement:Yes
- Living area:7,031 sq. ft.
Heating and cooling
- Cooling:Heat Pump
- Heating:Heat Pump, Natural Gas
Structure and exterior
- Roof:Metal
- Year built:1938
- Building area:7,031 sq. ft.
- Lot area:5.83 Acres
- Lot Features:Cleared, Green Area, Level, Pasture, Wooded
- Architectural Style:Traditional
- Exterior Features:Fire Pit
- Foundation Description:Basement
Schools
- High school:East
- Elementary school:Hillandale
Utilities
- Sewer:Septic (At Site)
Finances and disclosures
- Price:$3,950,000
- Price per sq. ft.:$561.8
Features and amenities
- Laundry features:Dryer, In Basement, Washer
- Amenities:Attic Stairs Pulldown, Elevator, Walk-In Closet(s), Walk-In Pantry, Wet Bar
Parking
- Parking description:Attached Garage, Driveway
- Garage:Yes
- Garage spaces:2
Listings courtesy of Canopy MLS as distributed by MLS GRID. Copyright 2021 Canopy MLS. All rights reserved. Canopy MLS, provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. Canopy MLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of Canopy MLS.New listings near 365 Sherwood Drive S
- Coming Soon
$775,000Coming Soon3 beds 3 baths1531 Old Town Way, Hendersonville, NC 28739
MLS# 4363625Listed by: KELLER WILLIAMS MTN PARTNERS, LLC - New
$199,000Active4.65 Acres108 Fawncrest Court #51 - R, Flat Rock, NC 28731
MLS# 4362421Listed by: KENMURE 12 BROKER LLC - New
$239,900Active2 beds 2 baths1,100 sq. ft.101 Boyd Drive #2C, Flat Rock, NC 28731
MLS# 4363297Listed by: ANTHONY DUFRENE - New
$1,125,000Active4 beds 3 baths3,478 sq. ft.666 Never Blue Road, Flat Rock, NC 28731
MLS# 4362603Listed by: HOWARD HANNA BEVERLY-HANKS - New
$649,000Active3 beds 2 baths1,986 sq. ft.68 S Inglenook Lane, Flat Rock, NC 28731
MLS# 4361186Listed by: COLDWELL BANKER ADVANTAGE - New
$975,000Active3 beds 5 baths5,057 sq. ft.248 Wisdom Cove Road, Flat Rock, NC 28731
MLS# 4357941Listed by: LUXEMOUNTAIN PROPERTIES - New
$475,000Active3 beds 2 baths1,708 sq. ft.7 Eagle Creek Trail S, Flat Rock, NC 28731
MLS# 4360672Listed by: BERKSHIRE HATHAWAY HOMESERVICES - New
$500,000Active3 beds 2 baths1,905 sq. ft.3 Wagon Trace, Flat Rock, NC 28731
MLS# 4361926Listed by: BLUAXIS REALTY - New
$300,000Active3 beds 2 baths1,618 sq. ft.18 Peaceful Valley Lane, Flat Rock, NC 28731
MLS# 4346213Listed by: TOWN AND MOUNTAIN REALTY
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2023 - 2026 ERA Franchise Systems LLC. All rights reserved. ERA Franchise Systems LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. ERA, ERA Real Estate powered, and their respective logos are registered service marks of ERA Franchise Systems LLC. Each office is independently owned and operated.