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365 Sherwood Drive

Flat Rock, NC 28731
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Bed 5

Bed

Bath 6

Bath

SqFt7,031

Sqft

Acres5.83

Acres(Lot)

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 sweep ing 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.

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Detail Ic Property Details

Property Type : Residential

Price : $3,650,000

AD Id : 76673441

MLS Id : CAR4353114

Beds : 5

Lot Size : 5.83 Acres

Living Area Size : 7,031

Year Built : 1938

Garage : 2

County : Henderson

Subdivision: Sherwood

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Feature Features

  • Bedroom Information

    Total Bedroom: 5

    Bathroom Information

    Total Baths: 6 Full Baths: 5 Half Baths: 1

    Room Information

    Has Basement: Yes

    Interior Features

    Attic Stairs Pulldown, Built-in Features, Elevator, Entrance Foyer, Kitchen Island, Pantry, Storage, Walk-In Closet(s), Walk-In Pantry, Wet Bar Roof: Metal 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 Laundry Features: In Basement, Multiple Locations

    Roofing Information

    Metal
  • Flooring Information

    Flooring: Stone, Wood Construction Materials: Brick Full
  • Heating & Cooling

    Heating: Heat Pump, Natural Gas Cooling: Zoned WaterSource: City

  • Building Information

    Year Built: 1938
  • Exterior Features

    Fire Pit Construction Materials: Brick Full Foundation Details: Basement Road Responsibility: Publicly Maintained Road

  • Lot Information

    Lot Description: Cleared, Green Area, Level, Pasture, Wooded Lot Size Area: 5.83 acre

    Property Information

    Property Type: Residential Sub Type: Single Family Residence Style: Traditional

  • Listing Price Information

    Original List Price:$3950000

  • Tax Information

    Tax Assessed Value: 2228300 Parcel Number: 9971995

  • Parking Information

    Open Parking: Attached 2 car garage, detached 2 car garage, 2 car carport at South Cottage Driveway, Attached Garage, Detached Garage

    Garage Information

    Has Garage: Yes Garage Space: 2

    Homeowners Association Information

    HOA: $2,600.00 Annually

  • School Information

    Elementary School: Hillandale Junior High School: Flat Rock Senior High School: East
  • Utility Information

    Sewer: Septic Installed Water Source: City
  • Location Information

    Subdivision: Sherwood City: Flat Rock Direction: I-26 E to exit 53 Continue on Upward Road Turn Right onto Sherwood Drive. Go straight past metal gate, turn left at mailboxes.
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
302 Rich Mountain Road, Flat Rock, NC, 28731 $440,000 3 2 1,703 1,703 SqFt
825 Gallimore Road, Flat Rock, NC, 28731 $364,900 3 1 1,056 1,056 SqFt
10 Terrapin Trail, Flat Rock, NC, 28731 $595,000 3 3 2,559 2,559 SqFt
40 Morning Dove Lane, Flat Rock, NC, 28731 $250,000 2 2 1,082 1,082 SqFt
476 Jackson Loop Road, Flat Rock, NC, 28731 $599,900 3 5 2,776 2,776 SqFt
248 Wisdom Cove Road, Flat Rock, NC, 28731 $899,000 3 5 5,057 5,057 SqFt
219 Jackson Loop Road, Flat Rock, NC, 28731 $349,000 2 2 1,584 1,584 SqFt
666 Never Blue Road, Flat Rock, NC, 28731 $1,095,000 4 3 3,478 3,478 SqFt
1034 S Orchard Road, Flat Rock, NC, 28731 $549,000 2 3 1,502 1,502 SqFt
743 Summerfield Place, Flat Rock, NC, 28731 $474,900 3 2 1,693 1,693 SqFt
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ByOwner last updated this listing 06/15/2026 @ 18:20

MLS: CAROLINA #4353114 LISTED BY: Marilyn Wright, Premier Sotheby’s International Realty 828-277-3238 SOURCE: CAROLINA (Canopy MLS) (Listings courtesy of CAROLINA (Canopy MLS) as distributed by MLS GRID)

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