46
  • Property Type
  • Single Family Residence, Residential
  • 7
  • Bedrooms
  • 7
  • Bathrooms
  • 1935
  • Year Built

146 Chestnut Walk Drive, Waynesville, North Carolina 28786

  • $1,125,000

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.

  • Address: 146 Chestnut Walk Drive, Waynesville, North Carolina 28786
  • City: Waynesville
  • State/county: NC
  • Zip/Postal Code: 28786
  • Area: Chestnut Walk

Details

Updated on August 3, 2026 at 9:02 am
  • Property ID 4408864
  • Price $1,125,000
  • Bedrooms 7
  • Bathrooms 7
  • Year Built 1935
  • Property Type Single Family Residence, Residential
  • Property Status Active, For Sale

Additional details

  • Listing Terms Cash, Conventional
  • Sewer Public Sewer
  • Cooling Ceiling Fan(s), Central Air, Heat Pump
  • Heating Central, Heat Pump
  • County Haywood
  • Property Type Residential
  • Parking Driveway, Parking Lot, Parking Space(s)
  • Elementary School Unspecified
  • Middle School Unspecified
  • High School Unspecified
  • Waterfront Other - See Remarks

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Contact Information

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The Simpson Group Realty
  • The Simpson Group Realty

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