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146 Chestnut Walk Drive, Waynesville, NC 28786 - Photo 1

$1.13M

7 Beds · 7 Baths · 3,270 Sqft

Active
146 Chestnut Walk Drive, Waynesville, NC 28786 - Photo 1

$1.13M

7 Beds · 7 Baths · 3,270 Sqft

Active
146 Chestnut Walk Drive, Waynesville, NC 28786 - Photo 2
146 Chestnut Walk Drive, Waynesville, NC 28786 - Photo 3
146 Chestnut Walk Drive, Waynesville, NC 28786 - Photo 4
146 Chestnut Walk Drive, Waynesville, NC 28786 - Photo 5
Active1 Days on Market$344/sqftListed Aug 2, 2026MLS# CAR4408864

146 Chestnut Walk Drive, Waynesville, NC 28786

$1.13M · 7 bd · 7 ba · 3270 sqft

About This Property

Welcome to the Red Leaf River Inn. A rare opportunity to own a premier mountain sanctuary in the heart of the breathtaking Smoky Mountains. Whether you have always dreamed of owning a successful B&B or maybe have visions of Homesteading Compound in the Mountains...now is your chance! This truly unique property offers the flexibility to serve as a private mountain residence, multi-generational retreat, or turnkey hospitality estate. Nestled on nearly 5 acres of beautifully lush landscaped grounds with stocked pond; this exceptional property combines timeless charm, thoughtful renovations, and endless potential just minutes from downtown Waynesville. Lovingly revitalized by the current owner, the main residence features a welcoming reception area, chef’s kitchen, and a light-filled dining room surrounded by windows overlooking the tranquil pond & sitting areas below. The main home offers five guest suites, each with its own private en-suite bathroom, providing the perfect layout for a boutique inn, vacation rental, retreat space, or a spacious private residence. A separate owner’s quarters includes two bedrooms, one bathroom, and a comfortable living area, creating privacy and flexibility for a homeowner, caretaker, or additional living space. Outdoor living is truly exceptional with a large wraparound decks featuring a wet bar and sitting area—ideal for entertaining, gatherings, or enjoying the peaceful surroundings. The renovated carriage house provides even more versatility with a charming one-bedroom, one-bath retreat, private garden area, and workshop space below. This additional structure offers potential for guest accommodations, long-term rental income, studio space, or a private retreat. But let's dive deeper into this almost 5 acre retreat...Immerse yourself in the natural splendor of the property’s meticulously curated acres. The lush, verdant grounds are a masterpiece of mountain landscaping, offering a tranquil escape from the outside world. Meandering pathways guide you through mature shade trees and vibrant seasonal flora, culminating at the estate's picturesque centerpiece: a pristine, a stocked private pond. Whether casting a line on a quiet mountain morning, hosting an elegant garden reception by the water's edge, or simply enjoying the peaceful reflection of the Smoky Mountains, this expansive outdoor sanctuary elevates the estate from a beautiful residence to a secluded private resort. The sprawling acreage not only ensures absolute privacy but also provides endless possibilities for future outdoor amenities and recreation. Seclusion does not come at the cost of convenience. Situated just 2 miles from US-23, and just 8 minutes from downtown Waynesville, this estate provides effortless access to the region's best attractions and34 Miles to the vibrant culture, arts scene, and regional airport of Asheville. Minutes away from local golf, shopping, and the charming downtown of Waynesville. Conveniently located with easy access to dining, shopping, outdoor recreation; this property offers the perfect blend of privacy and accessibility. Whether you envision a one-of-a-kind residence, a family compound, a vacation destination, or an established bed and breakfast/event property, the Red Leaf River Inn provides a rare opportunity to create the lifestyle and investment you desire. Showings are available by appointment only. Please do not disturb guests or enter the property without prior approval.

Location

146 Chestnut Walk Drive, Waynesville, NC 28786

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Property Details

Overview

Property TypeSingle Family Residence
Year Built1935
Lot Size4.9 Acres
Stories/LevelsOne and One Half

Interior

Bedrooms7
Bathrooms (Full)6
Bathrooms (Half)1
Total Rooms17
Sqft3,270
HeatingCentral, Heat Pump
Cooling / A/CCeiling Fan(s), Central Air, Heat Pump

Exterior

ExteriorStone, Wood
FoundationBasement

Financial

List Price$1.13M
Original Price$1.13M

Location

Address146 Chestnut Walk Drive, Waynesville, NC 28786
NeighborhoodChestnut Walk
CityWaynesville
CountyHaywood
StateNC
Zip28786

Listed by Coldwell Banker Advantage · channah@cbawest.com MLS# CAR4408864

Listings courtesy of Canopy MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 08/17/2026, 12:00:29 PM. 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.

Information deemed reliable but not guaranteed. Buyer to verify all information.

Your Local Expert

Brian Jones

Brian Jones

Compass

Founder of Luxury Communities and a seasoned luxury real estate advisor in Asheville and Western North Carolina. Brian specializes in private gated communities, luxury estates, and second-home destinations, with a strategic and technology-driven approach to matching buyers with the right communities and opportunities.

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