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Street View
$1,125,000
Monthly Est:$5,600
7 Beds
- 7 Baths
6 full baths + 1 half bath
3,270sqft
146 Chestnut Walk Dr, Waynesville, NC 28786
$1,125,000
$5,600/moEst:
Get Pre-Approved
Single Family Residence
Built in 1935
$-- HOA
4.9 acres lot
$344/sq.ft
Description
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.
- Houzeo last checked: 10 minutes ago
- Listing updated: August 3, 2026 at 9:02 am
- Listing Provided by: Colleen Hannah (828) 361-7911 , Melissa Polce | Coldwell Banker Advantage (828) 398-5700
- Source: Canopy MLS | MLS#: 4408864

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1935
HOA Fees
-
Finished Area
3,270 sqft
Lot Size
4.9 acres lot
Basement Area
- sqft
MLS Name
Canopy MLS
MLS Number
4408864
MLS Status
Active
Days on Market
70
Cumulative Days on Market
1

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 7
Bathrooms: 7
Interior
Sewer
Public Sewer
Cooling
Ceiling Fan(s), Central Air, Heat Pump
Heating
Central, Heat Pump
Appliances
Dishwasher, Disposal, Gas Oven, Gas Range, Refrigerator, Washer/dryer
Construction
Year Built
Year Built: 1935
Home type
Single Family Residence
Foundation Details
Basement
Construction Materials
Stone, Wood
Utilities & Energy
Laundry Features
In Basement
Water Source
Well
Basement
Exterior Entry, Interior Entry, Partially Finished
Fireplace Features
Living Room
Parking Features
Driveway, Parking Lot, Parking Space(s)
Other Features
Subdivision Name
Chestnut Walk
Lot Features
Green Area, Hilly, Pond(s), Creek/stream, Wooded
Patio And Porch Features
Covered, Deck, Front Porch, Patio, Side Porch, Terrace
Price History
| Date | Event | Price |
|---|---|---|
08/02/2026 Source: #CAR4408864 | Listed for Sale | $1,125,000 -2.17% $344/sqft |
08/20/2024 Source: | Listing Removed | $1,150,000 +379.17% $352/sqft |
12/30/2013 Source: | Price Decreased | $240,000 -19.87% $73/sqft |
07/15/2013 Source: | Sold | $299,500 -62.52% $92/sqft |
04/10/2012 Source: | Listing Removed | $799,000 +12.93% $244/sqft |
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Based on information submitted to the MLS GRID from Canopy MLS through Oct 11, 2026, 05:45AM. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal, noncommercial use. It may not be used for any purpose other than to identify prospective properties which the consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. ©2026 Canopy MLS. All Rights Reserved.
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