364 Haywood Road

Dillsboro, NC
$ 499,000 Beds 4 Baths 5 Sq 2,518 Virtual Tour
Monthly Estimate* How much can I afford?

The Whistle Stop offers a rare opportunity to own a fully furnished, turnkey hospitality property with more than a century of history in the heart of downtown Dillsboro. Originally welcoming travelers as the Old Towne Inn in the early 1900s, the property continues its legacy as a destination for guests seeking an authentic Smoky Mountain experience. Just steps from local shops, restaurants, breweries, the Great Smoky Mountains Railroad, and a short drive to hiking, rafting, fishing, and Great Smoky Mountains National Park, the location supports year-round tourism and repeat visitation. Spacious gathering areas, inviting outdoor spaces, and the property's boutique inn character create an experience that stands apart from traditional vacation rentals while offering flexibility for continued short-term rental or lodging use. Offered rental ready, The Whistle Stop allows a new owner to continue operating immediately while presenting opportunities to further elevate the guest experience over time. A rare opportunity to acquire one of Western North Carolina's most distinctive hospitality properties. Seller has completed a new HVAC installation, including a new 4-ton HVAC system and complete ductwork replacement (approximately $23k). Invoice will be provided once received.

Single Family

  • Price
  • $ 499,000
  • City
  • Dillsboro
  • Bedrooms
  • 4
  • Full Bathrooms
  • 5
  • County
  • JACKSON
  • Half Bathrooms
  • 0
  • Area
  • Jackson County
  • Lot Size
  • 0.41 Acres
  • Zip
  • 28725
  • Sqr Footage
  • 2,518
  • Year Built
  • 1878
  • Style
  • Victorian
  • MLS#
  • 4351756
Listed By: EXP Realty LLC; tyler@savvy.realty
Data Source: Canopy MLS

Features

General

Living Area 2518
Sewer Public Sewer
Heating Floor Furnace,Oil
Cooling Ceiling Fan(s),Central Air,Window Unit(s)
Appliances Dishwasher,Dryer,Electric Water Heater,Microwave,Oven,Refrigerator,Washer,Washer/Dryer
Patio/Porch Features Balcony,Deck,Patio,Porch
Architectural Style Victorian,Other
Construction Materials Wood
Year Built 1878
View City,Year Round
Levels Two
Property Subtype Single Family Residence
Parcel Number 7631-36-6737
County Jackson
New Construction No
Property Type Residential
HOA No
Subdivision Name None
Garage Y/N No
Full Baths 5
High School Unspecified
City Dillsboro
Senior Community Y/N No
Open Parking Spaces 1
Lot Size Units Acres
Carport Spaces 4
Carport Y/N Yes
Elementary School Unspecified
Middle/Junior High School Unspecified
Additional Parcels Y/N No
Standard Status Active
CAR_HOASubjectTo None
Construction Type Site Built
Restrictions Short Term Rental Allowed
Tax Assessed Value 510757
Listing Terms Cash,Conventional,FHA

Interior Features

Interior Amenities Walk-In Closet(s)
Flooring Carpet,Wood
Fireplace Features Living Room,Wood Burning Stove
Basement (Y/N) No
Fireplace Y/N Yes
Above Grade Finished Area 2518
Laundry Features Laundry Room,Main Level
Total Bedrooms 4
Total Baths 5
SqFt Main 1677
SqFt Upper 841
Bedroom 1

Exterior Features

Parking Features Other - See Remarks
Lot Features Wooded
Water Source City
Lot Size Area 0.41
Foundation Details Crawl Space
Road Surface Type Asphalt,Paved
Road Responsibility Publicly Maintained Road
Main Level Garage YN No

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Asheville, NC office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unspecified Elementary School
Middle School Unspecified Middle School
High School Unspecified High School

Price History

3/24/2026 Listed $550,000
6/26/2026 1% - $545,000
8/9/2026 3% - $530,000
9/11/2026 6% - $499,000

Property vs Zip Code Average in 28725

Price
AVG $680K
$500K
Year Built
AVG 1968
1878
Visits
AVG 251
214
Data Provided by Inside Real Estate®

364 Haywood Road Dillsboro, NC is a Single Family Home for sale at $499000 with 2518 sqft and a lot size of 0.41 Acres Acre(s). 364 Haywood Road Dillsboro has 4 bedrooms, 5 baths and was built in 1878. The property's zip code is 28725 which is in Dillsboro, NC

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.