Welcome to 266 Chestnut Walk! - 266 Chestnut Walk Drive, Waynesville
Wooded setting with wraparound deck - 266 Chestnut Walk Drive, Waynesville
Vaulted ceilings and walls of glass - 266 Chestnut Walk Drive, Waynesville
Fireplace with built in shelving - 266 Chestnut Walk Drive, Waynesville
Dining area flowing into kitchen - 266 Chestnut Walk Drive, Waynesville
Light-filled primary suite - 266 Chestnut Walk Drive, Waynesville
Hot tub and fire pit on private deck - 266 Chestnut Walk Drive, Waynesville
Living/dining room - 266 Chestnut Walk Drive, Waynesville
Light filled open floor plan - 266 Chestnut Walk Drive, Waynesville
Living room - 266 Chestnut Walk Drive, Waynesville
Living room - 266 Chestnut Walk Drive, Waynesville
Light filled stairway - 266 Chestnut Walk Drive, Waynesville
Dining room - 266 Chestnut Walk Drive, Waynesville
Spacious kitchen - 266 Chestnut Walk Drive, Waynesville
Stainless steel appliances - 266 Chestnut Walk Drive, Waynesville
Single Family Residence at 266 Chestnut Walk Drive, Waynesville, photo 16 of 36
Primary bedroom - 266 Chestnut Walk Drive, Waynesville
Single Family Residence at 266 Chestnut Walk Drive, Waynesville, photo 18 of 36
Bathroom #1 - 266 Chestnut Walk Drive, Waynesville
Single Family Residence at 266 Chestnut Walk Drive, Waynesville, photo 20 of 36
Bedroom #2 with sitting area - 266 Chestnut Walk Drive, Waynesville
Single Family Residence at 266 Chestnut Walk Drive, Waynesville, photo 22 of 36
Sitting area in second bedroom - 266 Chestnut Walk Drive, Waynesville
Bedroom #3 - 266 Chestnut Walk Drive, Waynesville
Bedroom #4 - 266 Chestnut Walk Drive, Waynesville
Single Family Residence at 266 Chestnut Walk Drive, Waynesville, photo 26 of 36
Single Family Residence at 266 Chestnut Walk Drive, Waynesville, photo 27 of 36
Single Family Residence at 266 Chestnut Walk Drive, Waynesville, photo 28 of 36
Bathroom #2 - 266 Chestnut Walk Drive, Waynesville
Wrap around deck - 266 Chestnut Walk Drive, Waynesville
Single Family Residence at 266 Chestnut Walk Drive, Waynesville, photo 31 of 36
Private hot tub - 266 Chestnut Walk Drive, Waynesville
Single Family Residence at 266 Chestnut Walk Drive, Waynesville, photo 33 of 36
Single Family Residence at 266 Chestnut Walk Drive, Waynesville, photo 34 of 36
Single Family Residence at 266 Chestnut Walk Drive, Waynesville, photo 35 of 36
Single Family Residence at 266 Chestnut Walk Drive, Waynesville, photo 36 of 36
36 photos

$415,000

266 Chestnut Walk Drive
Waynesville, NC 28786
Listed by Jordan Lockaby · Keller Williams Professionals
Bedrooms
4
Bathrooms
2
Living area
1,670 sqft
Year built
1980

About this home

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.

Highlights

Fireplace

Property details

MLS
Canopy MLS
MLS #
CAR4436254
Property type
Single Family Residence
Subdivision
Chestnut Walk
Status
Active
Days on market
1
On market date
October 27, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
N/A
Parking spaces
N/A
Lot size
N/A
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Hazelwood Elementary
2.68 mi away · Grades -1-5
Zoned school (attendance boundary, 2015-16 data)
3.3
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: C (2025)
Enrollment
464
Student:teacher ratio
13.3:1
District
Haywood County Schools
Middle
Waynesville Middle
2.95 mi away · Grades 6-8
Zoned school (attendance boundary, 2015-16 data)
2.6
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: D (2025)
Enrollment
767
Student:teacher ratio
14.5:1
District
Haywood County Schools
High
Haywood Early College
6.81 mi away · Grades 9-13
Zoned school (attendance boundary, 2015-16 data)
3.8
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: A (2025)
Enrollment
191
Student:teacher ratio
23.9:1
District
Haywood County Schools

Walkability

Blended score for Waynesville's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

13
Very car-dependent
out of 100
EPA National Walkability Index
4.0 / 20 -- Least walkable
Google Places amenity density
3 / 100
Restaurants & cafes1
Grocery stores0
Parks0
Schools0
Transit stops0
Pharmacies0

Market position

How this listing compares to current activity in Waynesville, from live MLS data.

On the market 1 days -- 192 fewer days than Waynesville's current average of 193 days.
For reference, the median list price across 609 active listings in Waynesville right now is $312,500.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$2,649/mo
$83,000 down
$332,000 loan
Principal & interest$2,153
Property tax (est.)$346
Home insurance (est.)$150

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Data source: Listing information provided by Canopy MLS (carolina) via Trestle/CoreLogic. Last updated 6 hr ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.