Single Family Residence at 146 Chestnut Walk Drive, Waynesville
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 2 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 3 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 4 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 5 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 6 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 7 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 8 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 9 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 10 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 11 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 12 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 13 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 14 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 15 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 16 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 17 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 18 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 19 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 20 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 21 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 22 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 23 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 24 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 25 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 26 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 27 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 28 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 29 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 30 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 31 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 32 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 33 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 34 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 35 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 36 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 37 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 38 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 39 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 40 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 41 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 42 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 43 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 44 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 45 of 46
Single Family Residence at 146 Chestnut Walk Drive, Waynesville, photo 46 of 46
46 photos

$1,125,000

146 Chestnut Walk Drive
Waynesville, NC 28786
Listed by Colleen Hannah · Coldwell Banker Advantage
Bedrooms
7
Bathrooms
6.5
Living area
3,270 sqft
Year built
1935

About this home

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.

Highlights

Fireplace

Property details

MLS
Canopy MLS
MLS #
CAR4408864
Property type
Single Family Residence
Subdivision
Chestnut Walk
Status
Active
Days on market
1
On market date
August 2, 2026
Stories
N/A
Total bathrooms
6.5
Garage spaces
N/A
Parking spaces
N/A
Lot size
N/A
Loading map…

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Hazelwood Elementary
2.57 mi away · Grades -1-5
Zoned school (attendance boundary, 2015-16 data)
3.3
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: C (2025)
Enrollment
464
Student:teacher ratio
13.3:1
District
Haywood County Schools
Middle
Waynesville Middle
2.89 mi away · Grades 6-8
Zoned school (attendance boundary, 2015-16 data)
2.6
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: D (2025)
Enrollment
767
Student:teacher ratio
14.5:1
District
Haywood County Schools
High
Haywood Early College
6.86 mi away · Grades 9-13
Zoned school (attendance boundary, 2015-16 data)
3.8
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: A (2025)
Enrollment
191
Student:teacher ratio
23.9:1
District
Haywood County Schools

Walkability

Blended score for Waynesville's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

13
Very car-dependent
out of 100
EPA National Walkability Index
4.0 / 20 -- Least walkable
Google Places amenity density
3 / 100
Restaurants & cafes1
Grocery stores0
Parks0
Schools0
Transit stops0
Pharmacies0

Market position

How this listing compares to current activity in Waynesville, from live MLS data.

On the market 1 days -- 196 fewer days than Waynesville's current average of 197 days.
For reference, the median list price across 588 active listings in Waynesville right now is $309,950.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$6,925/mo
$225,000 down
$900,000 loan
Principal & interest$5,837
Property tax (est.)$938
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by Canopy MLS (carolina) via Trestle/CoreLogic. Last updated August 3, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.