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$1,125,000
New Listing

146 Chestnut Walk Drive
Waynesville, NC 28786

For Sale|Single Family Residence|Active
7
Beds
7
Total Baths
6
Full Baths
1
Partial Bath
3,270
SqFt
$344
/SqFt
1935
Built
Subdivision:
Chestnut Walk
County:
Haywood
Call Now: 704-756-7862
Is this the listing for you? We can help make it yours.
704-756-7862
146 Chestnut Walk Drive146 Chestnut Walk Drive146 Chestnut Walk Drive146 Chestnut Walk Drive
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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.

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Listing Snapshot
Price 
$1,125,000
Days On Site 
0 Days
Bedrooms 
7
Inside Area (SqFt) 
3,270 sqft
Total Baths 
7
Full Baths 
6
Partial Baths 
1
Lot Size 
4.9 Acres
Year Built 
1935
MLS® Number 
4408864
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
8 hours agoListing first seen on site
8 hours agoListing updated with changes from the MLS®
General Features
Levels 
One and One Half
Parking 
DrivewayParking Lot
Parking Spaces 
6
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Above 
2906
SqFt Below 
364
SqFt Total 
4285
Water Source 
Well
Zoning 
Res
Interior Features
Appliances 
DishwasherDisposalGas OvenGas RangeRefrigeratorWasher/Dryer
Basement 
Exterior EntryInterior EntryPartially Finished
Cooling 
Ceiling Fan(s)Central AirHeat Pump
Fireplace 
Yes
Fireplace Features 
Living Room
Heating 
CentralHeat Pump
Laundry Features 
In Basement
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Exterior Features
Construction Details 
Stone
Lot Features 
Rolling SlopeWooded
Other Structures 
GazeboWorkshop
Patio And Porch 
CoveredDeckFront PorchPatioSide PorchTerrace
Windows/Doors 
Storm Door(s)
Community Features
Financing Terms Available 
CashConventional
Roads 
AsphaltPaved
Schools
School District
Unknown
Elementary School
Unspecified
Middle School
Unspecified
High School
Unspecified
Listing courtesy of Coldwell Banker Advantage [email protected]


Listings courtesy of Canopy MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {last_incremented_at}. 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. Properties displayed may be listed or sold by various participants in the MLS. ©2026 Canopy MLS.

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Last checked - 2026-08-02 08:10 PM UTC

Neighborhood & Commute
Source: Walkscore
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