For Sale
Single family home for sale at 146 Chestnut Walk Dr, Waynesville, NC 28786 | MLS# 4408864 | Listing updated on 2026-08-03
Photo 1 of Single family home for sale at 146 Chestnut Walk Dr, Waynesville, NC 28786 | MLS# 4408864 | Listing updated on 2026-08-03
Photo 2 of Single family home for sale at 146 Chestnut Walk Dr, Waynesville, NC 28786 | MLS# 4408864 | Listing updated on 2026-08-03
Photo 3 of Single family home for sale at 146 Chestnut Walk Dr, Waynesville, NC 28786 | MLS# 4408864 | Listing updated on 2026-08-03
Photo 4 of Single family home for sale at 146 Chestnut Walk Dr, Waynesville, NC 28786 | MLS# 4408864 | Listing updated on 2026-08-03
42+
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Street View

$1,125,000

Monthly Est:$5,600

  • Beds Icon7 Beds
  • Beds Icon
    7 Baths
  • Beds Icon3,270sqft

146 Chestnut Walk Dr, Waynesville, NC 28786

$5,600/moEst:

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  • Single Family Residence

  • Built in 1935

  • $-- HOA

  • 4.9 acres lot

  • $344/sq.ft

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.

  • Houzeo last checked: 10 minutes ago
  • Listing updated: August 3, 2026 at 9:02 am
  • Listing Provided by: Colleen Hannah (828) 361-7911 , Melissa Polce | Coldwell Banker Advantage (828) 398-5700
  • Source: Canopy MLS | MLS#: 4408864 Canopy MLS

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Haywood County

  • City

    Waynesville

  • Neighborhood

    --

  • Year Built

    1935

  • HOA Fees

    -

  • Finished Area

    3,270 sqft

  • Lot Size

    4.9 acres lot

  • Basement Area

    - sqft

  • MLS Name

    Canopy MLS

  • MLS Number

    4408864

  • MLS Status

    Active

  • Days on Market

    70

  • Cumulative Days on Market

    1

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 7

    Bathrooms: 7

Interior

  • Sewer

    Public Sewer

  • Cooling

    Ceiling Fan(s), Central Air, Heat Pump

  • Heating

    Central, Heat Pump

  • Appliances

    Dishwasher, Disposal, Gas Oven, Gas Range, Refrigerator, Washer/dryer

Construction

  • Year Built

    Year Built: 1935

  • Home type

    Single Family Residence

  • Foundation Details

    Basement

  • Construction Materials

    Stone, Wood

Utilities & Energy

  • Laundry Features

    In Basement

  • Water Source

    Well

  • Basement

    Exterior Entry, Interior Entry, Partially Finished

  • Fireplace Features

    Living Room

  • Parking Features

    Driveway, Parking Lot, Parking Space(s)

Other Features

  • Subdivision Name

    Chestnut Walk

  • Lot Features

    Green Area, Hilly, Pond(s), Creek/stream, Wooded

  • Patio And Porch Features

    Covered, Deck, Front Porch, Patio, Side Porch, Terrace

Price History

DateEventPrice

08/02/2026

Source: #CAR4408864

Listed for Sale

$1,125,000 -2.17%

$344/sqft

08/20/2024

Source: mls_logoCanopy MLS #CAR4079981

Listing Removed

$1,150,000 +379.17%

$352/sqft

12/30/2013

Source: mls_logoCanopy MLS #CARNCM522919

Price Decreased

$240,000 -19.87%

$73/sqft

07/15/2013

Source: mls_logoCanopy MLS #CARNCM522919

Sold

$299,500 -62.52%

$92/sqft

04/10/2012

Source: mls_logoCanopy MLS #CARNCM459398

Listing Removed

$799,000 +12.93%

$244/sqft

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Nearby Homes

Based on information submitted to the MLS GRID from Canopy MLS through Oct 11, 2026, 05:45AM. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal, noncommercial use. It may not be used for any purpose other than to identify prospective properties which the consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. ©2026 Canopy MLS. All Rights Reserved.

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