Leaf Image
146 Chestnut Walk Drive
$1,125,000
Waynesville, NC, 28786
singlefamily
7
7
Lot Size: 4.9 Acres
MLS #CAR4408864 image #0
ABOUT

Property Information

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.
SPECIFICS

Property Details

Ask a Question
Price:
$1,125,000
MLS #:
CAR4408864
Status:
Active
Beds:
7
Baths:
7
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Chestnut Walk
Listed Date:
Aug 2, 2026
Finished Sq Ft:
3,270
Lot Size:
213,444 sqft / 4.90 acres (approx)
Year Built:
1935
WoodedChestnut Walk
AMENITIES

Interior

Above Grade Finished Area
2906
Appliances
Dishwasher, Disposal, Gas Oven, Gas Range, Refrigerator, Washer/Dryer
Bathrooms
6 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
364
Cooling
Ceiling Fan(s), Central Air, Heat Pump
Heating
Central, Heat Pump
Laundry Features
In Basement
Levels
One and One Half
AMENITIES

Exterior

Construction Materials
Stone, Wood
Lot Features
Green Area, Hilly, Pond(s), Creek/Stream, Wooded
Open Parking Spaces
6
Open Parking YN
1
Other Structures
Gazebo, Workshop
Parking Features
Driveway, Parking Lot, Parking Space(s)
Patio And Porch Features
Covered, Deck, Front Porch, Patio, Side Porch, Terrace
Waterfront Features
Other - See Remarks
NEIGHBORHOOD

Schools

Elementary School:
Unspecified
Middle School:
Unspecified
High School:
Unspecified
FINANCIAL

Financial

See this Listing

Send
  

Mortgage Calculator

 

Similar Listings Nearby

Lorem ipsum dolor sit amet, consectetur adipiscing elit. Aliquam erat urna, scelerisque sed posuere dictum, mattis etarcu.

broker reciprocity
MLS# CAR4310747broker reciprocity
382 Walela Trail
Maggie Valley, NC

$1,440,000

4.9 miles away

broker reciprocity
MLS# CAR4400714broker reciprocity
142 Country Club Drive
Waynesville, NC

$1,395,000

1.9 miles away

broker reciprocity
MLS# CAR4362781broker reciprocity
85 Iga Trail
Maggie Valley, NC

$1,395,000

4.8 miles away

broker reciprocity
MLS# CAR4386786broker reciprocity
B8 Auld Rock Road
Waynesville, NC

$1,361,000

0.6 miles away

broker reciprocity
MLS# CAR4359048broker reciprocity
301 Awohali Trail
Maggie Valley, NC

$1,349,000

4.4 miles away

broker reciprocity
MLS# CAR4384986broker reciprocity
830 Trials Gap Drive #30
Waynesville, NC

$1,295,000

2.3 miles away

broker reciprocity
MLS# CAR4375828broker reciprocity
78 Banker Drive
Waynesville, NC

$1,275,000

3.2 miles away

broker reciprocity
MLS# CAR4397600broker reciprocity
560 & 484 Winchester Creek Road
Waynesville, NC

$1,199,000

4.5 miles away

broker reciprocity
MLS# CAR4385842broker reciprocity
40 Adohi Trail
Maggie Valley, NC

$1,175,000

4.5 miles away

broker reciprocity
MLS# CAR4331982broker reciprocity
102 Iga Trail
Maggie Valley, NC

$1,170,000

4.9 miles away

146 Chestnut Walk Drive
Waynesville, NC