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    Canopy MLS

    ​Listings courtesy of Canopy MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 2026-09-14 04:06:34. 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.

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    Home / Waynesville / 146 Chestnut Walk Drive
    146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 146 Chestnut Walk Drive Waynesville, NC 28786 View All Photos

    $1,125,000

    | Active

    146 Chestnut Walk Drive

    Waynesville, NC 28786

    3,270
    Square Feet
    7
    Beds
    6.5
    Baths
    42
    Days on Market
    CAR4408864
    MLS#
    House
    Structure
    Residential
    Zone
    Contact

    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.

    Property Details
    Cooling
    Ceiling Fan(s), Central Air, Heat Pump
    Heating
    Central, Heat Pump
    Cooling Features
    Ceiling Fan(s), Central Air, Heat Pump
    Bedrooms
    7
    Bathrooms
    6.5
    Full Baths
    6
    Half Baths
    1
    Lot Features
    Green Area, Hilly, Pond(s), Creek/Stream, Wooded
    Stories
    One and One Half
    Lot Description
    Green Area, Hilly, Pond(s), Creek/Stream, Wooded
    Acres
    0.0
    Square Feet
    3270.0
    Lot Size (sqft)
    4.9
    Parking Features
    Driveway, Parking Lot, Parking Space(s)
    Parking Type
    Driveway
    Property Type
    Purchase
    Basement
    1
    Basement Description
    Exterior Entry, Interior Entry, Partially Finished
    Basement Finished
    1
    Year Built
    1935
    Foundation
    Basement
    Sewer Information
    Public Sewer
    Utility Source
    Well
    Appliances
    Dishwasher, Disposal, Gas Oven, Gas Range, Refrigerator, Washer/Dryer
    Subdivision
    Chestnut Walk
    Elementary School
    Unspecified
    Middle School
    Unspecified
    High School
    Unspecified
    County
    Haywood
    Region
    Waynesville
    Original List Price
    $1,125,000
    Days on Market (Cumulative)
    42
    MLS #
    4408864
    Location
    Legal

    Listings courtesy of Canopy MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 2026-08-02T12:11:05Z. 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.

    Provided By
    Listed by Colleen Hannah (#CARR24744)
    Listing Office: Coldwell Banker Advantage (#CARNCM11290)

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