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  • $1,125,000

    146 Chestnut Walk Dr, Waynesville, NC 28786

    7beds
    4,285sqft
    : 
    $6,478/mo
    Get pre-qualified
    Single Family Residence
    Built in 1935
    4.9 Acres Lot
    $901,200 Zestimate®
    $263/sqft
    $-- HOA

    What's special

    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.
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    Zillow last checked:

    Listing updated:

    Listed by:

    Colleen Hannah channah@cbawest.com,

    Coldwell Banker Advantage,

    Melissa Polce,

    Coldwell Banker Realty

    Source: Canopy MLS as distributed by MLS GRID,MLS#: 4408864MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 7
      • Bathrooms: 7
      • Full bathrooms: 6
      • 1/2 bathrooms: 1
      • Main level bedrooms: 3
      Bedroom s
      • Level: Main
      Bedroom s
      • Level: Lower
      Bedroom s
      • Level: Main
      Bedroom s
      • Level: Upper
      Bedroom s
      • Level: Upper
      Bathroom full
      • Level: Main
      Bathroom full
      • Level: Lower
      Bathroom full
      • Level: Upper
      Bathroom full
      • Level: Upper
      Other
      • Level: 2nd Living Quarters
      Dining area
      • Level: Main
      Dining room
      • Level: Main
      Family room
      • Level: Main
      Flex space
      • Level: Lower
      Kitchen
      • Level: Main
      Laundry
      • Level: Basement
      Living room
      • Level: Main
      Heating
      • Central, Heat Pump
      Cooling
      • Ceiling Fan(s), Central Air, Heat Pump
      Appliances
      • Included: Dishwasher, Disposal, Gas Oven, Gas Range, Refrigerator, Washer/Dryer
      • Laundry: In Basement
      Features
      • Total Primary Heated Living Area: 3270
      • Doors: Storm Door(s)
      • Basement: Exterior Entry,Interior Entry,Partially Finished
      • Fireplace features: Living Room
      Interior area
      • Total structure area: 2,906
      • Total interior livable area: 4,285 sqft
      • Finished area above ground: 2,906
      • Finished area below ground: 364

      Property

      Parking
      • Total spaces: 6
      • Parking features: Driveway, Parking Lot, Parking Space(s)
      • Uncovered spaces: 6
      Features
      • Levels: One and One Half
      • Stories: 1.5
      • Patio & porch: Covered, Deck, Front Porch, Patio, Side Porch, Terrace
      • Waterfront features: Other - See Remarks, Pond, Creek/Stream
      Lot
      • Size: 4.9 Acres
      • Features: Green Area, Hilly, Pond(s), Wooded
      Living quarters
      • Secondary living space: 1015 sqft
      • Secondary features: Exterior Not Connected,Separate Entrance
      Details
      • Additional structures: Gazebo, Workshop
      • Parcel number: 8614001416
      • Zoning: Res
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Stone, Wood
      Condition
      • New construction: No
      • Year built: 1935

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Well

      Community & HOA

      Community
      • Subdivision: Chestnut Walk
      Location
      • Region: Waynesville

      Financial & listing details

      • Price per square foot: $263/sqft
      • Tax assessed value: $735,700
      • Annual tax amount: $4,794
      • Date on market: 8/2/2026
      • Cumulative days on market: 1 day
      • Listing terms: Cash,Conventional
      • Road surface type: Asphalt, Paved

        Estimated market value

        $901,200

        $712,000 - $1.13M

        $4,185/mo

        Price history

        DateEventPrice
        8/2/2026Listed for sale$1,125,000-2.2%$263/sqft
        Source: Canopy MLS as distributed by MLS GRID #4408864 Report a problem
        1/15/2024Listing removed--
        Source: Canopy MLS as distributed by MLS GRID #4077527 Report a problem
        10/12/2023Listed for sale$1,150,000+379.2%$268/sqft
        Source: Canopy MLS as distributed by MLS GRID #4077527 Report a problem
        12/27/2013Sold$240,000-56.4%$56/sqft
        Source: Canopy MLS as distributed by MLS GRID #NCM522919 Report a problem
        4/5/2012Sold$551,000-22.1%$129/sqft
        Source: Public Record Report a problem
        1/26/2005Sold$707,500$165/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$4,794 +5.4%$696,900
        2024$4,549 $696,900
        2023$4,549 +5.7%$696,900
        2022$4,306 $696,900
        2021$4,306 +29.6%$696,900 +42.1%
        2020$3,322 -0.2%$490,400
        2019$3,327 +4.2%$490,400
        2018$3,192 $490,400 +4.5%
        2017$3,192 +5.6%$469,400 -2.8%
        2016$3,022 $482,700
        2015$3,022 +4.1%$482,700
        2014$2,902 $482,700
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 28786

        Getting around

        2 / 100
        Car-Dependent
        3 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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