365 Sherwood Drive
Flat Rock, NC 28731
Est. $18,231/mo20% down · 6.5% · 30-yrAdjust
- P&I$15,144
- Taxes$1,872
- Insurance$998
- PMI$0
- HOA$217
Principal, interest, property tax, insurance & HOA. Estimate only — not a loan offer.
$426/Sq Ft
5 bd · 5 ba · 7,031 sqft · $426/sqft
HOA & Association
About This Home
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.
Property history
-
Sep 1, 2026Went pending $2,995,000 PendingStatus: Pending
-
Aug 4, 2026Went pending $2,995,000 PendingActive -> Pending
-
Jul 16, 2026Price reduced $2,995,000 ActiveWas $3,650,000
-
Jul 16, 2026Price reduced $2,995,000 PendingWas $3,650,000
-
Jun 24, 2026Status changed to Off Market $4,500,000 Off MarketCanceled -> Off Market
-
May 13, 2026Price reduced $3,650,000 ActiveWas $3,950,000
-
Mar 31, 2026Listed for sale $2,995,000 Pending174 days on market
-
Feb 23, 2026Status changed to Off Market $4,500,000 Off MarketCanceled -> Off Market
-
Feb 12, 2026Status changed to Canceled $4,500,000 CanceledOff Market -> Canceled
-
Jul 28, 2025Price reduced $4,500,000 Off MarketWas $5,995,000
-
Apr 8, 2025Previously listed $4,500,000 Off Market
Property Details
Interior Details
- Heating
- Heat Pump
- Natural Gas
- Flooring
- Stone
- Wood
- Main Level Sq Ft
- 4002
- Room Count
- 16
- Upper Level Sq Ft
- 3029
- Garage Sq Ft
- 550
- Main Level Bedrooms
- 1
- Upper Level Bedrooms
- 2
- Main Level Full Baths
- 1
- Main Level Half Baths
- 1
- Door Features
- French Doors
- Upper Level Full Baths
- 2
- Half Bathrooms
- 1
- Second Living Quarters Bedrooms
- 2
- Total Bathrooms
- 6
- Window Features
- Insulated Window(s)
- Second Living Quarters Full Baths
- 2
- Laundry Features
- In Basement
- Multiple Locations
- Interior Features
- Attic Stairs Pulldown
- Built-in Features
- Elevator
- Entrance Foyer
- Kitchen Island
- Pantry
- Storage
- Walk-In Closet(s)
- Walk-In Pantry
- Wet Bar
- Security Features
- Carbon Monoxide Detector(s)
- Security System
- Unheated Sq Ft
- 1694
- Fireplace Features
- Family Room
- Gas Log
- Living Room
- Primary Bedroom
- Total Heated Living Area
- 8300
- Unheated Basement Sq Ft
- 1694
- Second Living Quarters Sq Ft
- 1269
- Second Living Quarters
- Guest House
Dwelling And Structure
- Architectural Style
- Traditional
- Construction Type
- Site Built
Square Footage And Levels
- Levels
- Two
- Above Grade Finished Area
- 7031
Parking And Garage
- Parking Features
- Driveway
- Attached Garage
- Detached Garage
Exterior Features
- Roof
- Metal
- Exterior Features
- Fire Pit
- Construction Materials
- Brick Full
- Patio And Porch Features
- Patio
- Porch
- Rear Porch
- Side Porch
Lot And Land
- Lot Features
- Cleared
- Green Area
- Level
- Pasture
- Wooded
- Lot Size Acres
- 5.83
- Lot Size Units
- Acres
- Other Structures
- Shed(s)
Basement And Foundation
- Basement
- Exterior Entry
- Unfinished
- Walk-Out Access
- Foundation Details
- Basement
Utilities
- Sewer
- Septic Installed
- Water Source
- City
Financial Information
- City Taxes Paid To
- Flat Rock
- Hoa Dues
- Mandatory
Zoning And Restrictions
- Zoning
- R-40
- Subject To Ccrs
- Yes
Listed by Marilyn Wright (828-279-3980) · Premier Sotheby’s International Realty (828-277-3238)
Location
- Address
- 365 Sherwood Drive
- City
- Flat Rock, NC 28731
- Community
- Sherwood
Schools
- Elementary
- Hillandale
- Middle
- Flat Rock
- High
- East
School assignments may change. Contact the school district to confirm.
Details provided by CANOPYMLS as Distributed by MLS Grid and may not match the public record.
IDX information is provided exclusively for consumers’ personal, non-commercial use only; it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS GRID. Use of this site may be subject to an end user license agreement.
Based on information submitted to the MLS GRID as of Sep 1, 2026. 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.
Any use by you of search facilities of data on the site, other than by a consumer looking to purchase real estate, is prohibited.
DMCA Notice: Palmetto Park Realty respects the intellectual property rights of others. If you believe that your work has been copied in a way that constitutes copyright infringement, please provide our designated agent with written notice containing the following information: (1) identification of the copyrighted work claimed to have been infringed; (2) identification of the material that is claimed to be infringing; (3) your contact information; (4) a statement that you have a good faith belief that use of the material is not authorized; and (5) a statement that the information in the notification is accurate and you are authorized to act on behalf of the copyright owner.
Please send DMCA notices to: hello@palmettopark.com