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Single family home for sale at 266 Chestnut Walk Dr, Waynesville, NC 28786 | MLS# 4436254 | Listing updated on 2026-10-28
Photo 1 of Single family home for sale at 266 Chestnut Walk Dr, Waynesville, NC 28786 | MLS# 4436254 | Listing updated on 2026-10-28
Photo 2 of Single family home for sale at 266 Chestnut Walk Dr, Waynesville, NC 28786 | MLS# 4436254 | Listing updated on 2026-10-28
Photo 3 of Single family home for sale at 266 Chestnut Walk Dr, Waynesville, NC 28786 | MLS# 4436254 | Listing updated on 2026-10-28
Photo 4 of Single family home for sale at 266 Chestnut Walk Dr, Waynesville, NC 28786 | MLS# 4436254 | Listing updated on 2026-10-28
32+
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Street View

$415,000

Monthly Est:$2,066

  • Beds Icon4 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,670sqft

266 Chestnut Walk Dr, Waynesville, NC 28786

$2,066/moEst:

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  • Single Family Residence

  • Built in 1980

  • $20.83/mo HOA

  • 0.37 acre lot

  • $249/sq.ft

Description

Tucked among mature hardwoods in the Chestnut Walk community, this charming mountain chalet offers the perfect blend of peaceful retreat and proven income potential, just minutes from downtown Waynesville. With 4 bedrooms and 2 bathrooms, there’s room here for a full-time residence, a second home, or a turnkey short-term rental. Inside, vaulted ceilings and walls of windows fill the main living space with natural light and bring the wooded views right in. The open living, dining, and kitchen area centers around a brick fireplace with built-in shelving, while the spacious kitchen features granite countertops and stainless steel appliances. The main-level primary suite offers a spacious retreat with a cozy sitting area, and a bunk room and flexible den give you room for guests, a home office, or whatever suits your lifestyle best. The outdoor living spaces are just as inviting, with expansive decks, a fire pit seating area, and a hot tub tucked beneath the trees, creating an ideal setting for morning coffee, evening gatherings, or simply enjoying the quiet of the surroundings. Additional highlights include mini-split heating and cooling and a covered carport with storage. Offered fully furnished, this home has a proven track record as a successful short-term rental, generating approximately $40,000 in gross booking revenue each year from 2023 through 2025. With its private wooded setting, inviting outdoor spaces, and convenient Waynesville location, this property offers a rare combination of comfort, charm, and opportunity.

  • Houzeo last checked: 6 hours ago
  • Listing updated: October 28, 2026 at 9:03 am
  • Listing Provided by: Jordan Lockaby (828) 484-1477 | Keller Williams Professionals (828) 254-7253
  • Source: Canopy MLS | MLS#: 4436254 Canopy MLS

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Haywood County

  • City

    Waynesville

  • Neighborhood

    --

  • Year Built

    1980

  • HOA Fees

    $20.83/mo

  • Finished Area

    1,670 sqft

  • Lot Size

    0.37 acre lot

  • Basement Area

    - sqft

  • MLS Name

    Canopy MLS

  • MLS Number

    4436254

  • MLS Status

    Active

  • Days on Market

    2

  • Cumulative Days on Market

    1

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Location

HOA Management

N/A

HOA Fees

$250/ Annually

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 2

Interior

  • Window Features

    Insulated Window(s)

  • Flooring

    Laminate, Tile

  • Heating

    Baseboard, Ductless

  • Cooling

    Ceiling Fan(s), Ductless

  • Exterior Features

    Fire Pit, Hot Tub

  • Sewer

    Public Sewer

  • Appliances

    Dishwasher, Dryer, Electric Range, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Washer, Washer/dryer

Construction

  • Year Built

    Year Built: 1980

  • Home type

    Single Family Residence

  • Roof

    Architectural Shingle

  • Architectural Style

    A Frame

  • Foundation Details

    Basement

  • Construction Materials

    Wood

Utilities & Energy

  • Fireplace Features

    Insert, Living Room, Wood Burning

  • Water Source

    City

  • Laundry Features

    In Basement, Utility Room

  • Basement

    Daylight, Finished, Interior Entry, Walk Out Access

  • Parking Features

    Detached Carport, Driveway

Other Features

  • Subdivision Name

    Chestnut Walk

  • Lot Features

    Level, Rolling Slope, Wooded

  • Patio And Porch Features

    Wrap Around

Price History

DateEventPrice

10/27/2026

Source: mls_logoCanopy MLS #CAR4436254

Listed for Sale

$415,000 +40.68%

$249/sqft

02/14/2022

Source: mls_logoCanopy MLS #CAR3813281

Price Decreased

$295,000 -10.61%

$177/sqft

02/14/2022

Source: mls_logoCanopy MLS #CAR3813281

Price Increased

$330,000 +78.49%

$198/sqft

04/10/2012

Source: mls_logoCanopy MLS #CARNCM397151

Sold

$184,885

$111/sqft

Nearby Homes

Based on information submitted to the MLS GRID from Canopy MLS through Oct 29, 2026, 06:30AM. 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.

Advertising Broker: Nicholas Huscroft | Chosen Realty

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