Skip to main content
Pending

365 Sherwood Drive

Flat Rock, NC 28731

Pending Listed 174 Days Price cut to $2,995,000 Jul 16, 2026 Listing ID CAR 297025472

$2,995,000
Est. $19,229/mo20% down · 7.125% · 30-yrAdjust
  • P&I$16,142
  • Taxes$1,872
  • Insurance$998
  • HOA$217

Principal, interest, property tax, insurance & HOA. Estimate only — not a loan offer.

Get pre-approvedOpen full calculator

$426/Sq Ft

5 bd · 5 ba · 7,031 sqft · $426/sqft

5 Beds
5 Baths
7,031 Sq Ft
$426/Sq Ft
1938 Built
5.83 acres Single Family Residence Sherwood Listed Mar 31, 2026 Updated Sep 1, 2026 HOA $2,600/yr

HOA & Association

Dues$2,600/yrMonthly≈ $217/mo

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

  1. Sep 1, 2026
    Went pending $2,995,000 Pending
    Status: Pending
  2. Aug 4, 2026
    Went pending $2,995,000 Pending
    Active -> Pending
  3. Jul 16, 2026
    Price reduced $2,995,000 Active
    Was $3,650,000
Show 8 more Show less
  1. Jul 16, 2026
    Price reduced $2,995,000 Pending
    Was $3,650,000
  2. Jun 24, 2026
    Status changed to Off Market $4,500,000 Off Market
    Canceled -> Off Market
  3. May 13, 2026
    Price reduced $3,650,000 Active
    Was $3,950,000
  4. Mar 31, 2026
    Listed for sale $3,950,000 Pending
    Listed 174 Days
  5. Feb 23, 2026
    Status changed to Off Market $4,500,000 Off Market
    Canceled -> Off Market
  6. Feb 12, 2026
    Status changed to Canceled $4,500,000 Canceled
    Off Market -> Canceled
  7. Jul 28, 2025
    Price reduced $4,500,000 Off Market
    Was $5,995,000
  8. Apr 8, 2025
    Previously 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
Get directions: Apple MapsGoogle Maps
Explore the area →

Schools

Elementary
Hillandale
Middle
Flat Rock
High
East

School assignments may change. Contact the school district to confirm.

Canopy MLS

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

Schedule a Showing

365 Sherwood Drive, Flat Rock, NC, 28731

Step 1 of 2

Note: All times are Eastern Time (ET). Showings must be scheduled at least 2 hours in advance.

Time

Add a place