146 Chestnut Walk Drive

Waynesville, NC
$ 1,125,000 Beds 7 Baths 6.5 Sq 4,285
Monthly Estimate* How much can I afford?

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.

Single Family

  • Price
  • $ 1,125,000
  • City
  • Waynesville
  • Bedrooms
  • 7
  • Full Bathrooms
  • 6
  • County
  • HAYWOOD
  • Half Bathrooms
  • 1
  • Area
  • Haywood County
  • Lot Size
  • 4.9 Acres
  • Zip
  • 28786
  • Sqr Footage
  • 4,285
  • Year Built
  • 1935
  • Style
  • MLS#
  • 4408864
Listed By: Coldwell Banker Advantage; channah@cbawest.com
Data Source: Canopy MLS

Features

General

Living Area 3270
Sewer Public Sewer
Heating Central,Heat Pump
Cooling Ceiling Fan(s),Central Air,Heat Pump
Appliances Dishwasher,Disposal,Gas Oven,Gas Range,Refrigerator,Washer/Dryer
Patio/Porch Features Covered,Deck,Front Porch,Patio,Side Porch,Terrace
Construction Materials Stone,Wood
Year Built 1935
Levels One and One Half
Property Subtype Single Family Residence
Parcel Number 8614-00-1416
Waterfront Features Other - See Remarks
County Haywood
New Construction No
Property Type Residential
HOA No
Subdivision Name Chestnut Walk
Garage Y/N No
Other Structures Gazebo,Workshop
Full Baths 6
Directions GPS is accurate.
High School Unspecified
City Waynesville
Senior Community Y/N No
Open Parking Spaces 6
Lot Size Units Acres
Carport Y/N No
Elementary School Unspecified
Middle/Junior High School Unspecified
Additional Parcels Y/N No
Standard Status Active
CAR_HOASubjectTo None
Construction Type Site Built
Tax Assessed Value 735700
Listing Terms Cash,Conventional

Interior Features

Basement Exterior Entry,Interior Entry,Partially Finished
Fireplace Features Living Room
Basement (Y/N) Yes
Fireplace Y/N Yes
Above Grade Finished Area 2906
Half Baths 1
Laundry Features In Basement
Total Bedrooms 7
Below Grade Finished Area 364
Total Baths 7
SqFt Main 2189
SqFt Upper 717
Bedroom 3

Exterior Features

Parking Features Driveway,Parking Lot,Parking Space(s)
Lot Features Green Area,Hilly,Pond(s),Creek/Stream,Wooded
Water Source Well
Lot Size Area 4.9
Foundation Details Basement
Road Surface Type Asphalt,Paved
Door Features Storm Door(s)
Road Responsibility Private Maintained Road
Main Level Garage YN No

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Hickory, NC office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unspecified Elementary School
Middle School Unspecified Middle School
High School Unspecified High School

Price History

8/2/2026 Listed $1,125,000

Property vs Zip Code Average in 28786

Price
AVG $610K
$1.13M
Year Built
AVG 1983
1935
Visits
AVG 195
19
Data Provided by Inside Real Estate®

146 Chestnut Walk Drive Waynesville, NC is a Single Family Home for sale at $1125000 with 4285 sqft and a lot size of 4.9 Acres Acre(s). 146 Chestnut Walk Drive Waynesville has 7 bedrooms, 6 baths and was built in 1935. The property's zip code is 28786 which is in Waynesville, NC

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.