146 Chestnut Walk Drive, Waynesville NC
- 7 Bed
- 7 Bath
- 2189 ft2
- 4.9 ac
For Sale $1,125,000
Remarks:
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.
General Information:
| List Price: | $1,125,000 |
| Status: | For Sale |
| Bedrooms: | 7 |
| Type: | Single Family Residence |
| Approx Sq. Ft.: | 2189 sqft |
| Parking: | Driveway, Parking Lot, Parking Space(s) |
| MLS Number: | CAR4408864 |
| Subdivision: | Chestnut Walk |
| Bathrooms: | 7 |
| Lot Description: | Green Area, Hilly, Pond(s), Creek/Stream, Wooded |
| Year Built: | 1935 |
| Sewer Type: | Public Sewer |
Assigned Schools:
| Elementary: | Unspecified |
| Middle: | Unspecified |
| High: | Unspecified |
Lane Yates
704-232-7238
Broker In Charge
Price & Sales History
| Date | Event | Price | $/SQFT |
| 08-12-2026 | Listed | $1,125,000 | $514 |
| 12-18-2025 | Under Contract | $164,900 | $76 |
| 10-25-2025 | Listed | $164,900 | $76 |
Nearby Schools
These schools are only nearby your property search, you must confirm exact assigned schools.
| School Name | Distance | Grades | Rating |
| Junaluska Elementary | 5 miles | KG-05 | 9 |
| Bethel Elementary | 7 miles | KG-05 | 9 |
| Jackson Co Sch of Alternatives | 10 miles | KG-06 | N/A |
Source is provided by local and state governments and municipalities and is subject to change without notice, and is not guaranteed to be up to date or accurate.
Properties For Sale Nearby
Mileage is an estimation calculated from the property results address of your search. Driving time will vary from location to location.
| Street Address | Distance | Status | List Price | Days on Market |
| 146 Chestnut Walk Drive, Waynesville NC | 0 mi | $1,125,000 | days | |
| 230 Leisure Lane, Waynesville NC | 0.3 mi | $330,000 | days | |
| 103 Cambridge Way, Waynesville NC | 0.3 mi | $309,900 | days | |
| 241 Grandview Circle, Waynesville NC | 0.5 mi | $315,000 | days | |
| 68 Skyview Drive, Waynesville NC | 0.5 mi | $245,000 | days | |
| 500 Apple Tree Court, Waynesville NC | 0.5 mi | $304,999 | days |
Sold Properties Nearby
Mileage is an estimation calculated from the property results address of your search. Driving time will vary from location to location.
| Street Address | Distance | Property Type | Sold Price | Property Details |
Commute Distance & Time
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| Down Payment Amount | $990,000 |
| Mortgage Amount | $3,960,000 |
| Monthly Payment (Principal & Interest Only) | $19,480 |
* Expand Calculator (incl. monthly expenses)
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| Total Monthly Payment | $20,941 |
Demographic Data For Zip 28786
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Source is provided by local and state governments and municipalities and is subject to change without notice, and is not guaranteed to be up to date or accurate.
Property Listing Information
A Courtesy Listing Provided By Coldwell Banker Advantage
146 Chestnut Walk Drive, Waynesville NC is a 2189 ft2 on a 4.900 acres lot. This is for $1,125,000. This has 7 bedrooms, 7 baths, and was built in 1935.
Based on information submitted to the MLS GRID as of 2026-08-12 11:03:16 EST. 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.
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Neither Yates Realty nor any listing broker shall be responsible for any typographical errors, misinformation, or misprints, and they shall be held totally harmless from any damages arising from reliance upon this data. This data is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing.
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