829 Wiley Oakley Drive, Gatlinburg, TN 37738

$2,350,000

Property Type: Single Family Bedrooms: 4 Square Footage: 3,736 Lot Size (sq. ft.): 13,939 Status: Active

Current Price: $2,350,000 List Date: 9/10/2026 Last Modified: 9/16/2026

Overview

Description

MULTIPLE OFFERS, CALLING HIGHEST AND BEST DUE BY 10AM TUESDAY SEPTEMBER 22nd! This is the kind of Smoky Mountain short term rental investment that rarely comes to market: a nearly new, fully furnished, turnkey luxury cabin with exceptional mountain views, an established rental history, future bookings already on the calendar, and a proven management company in place. Located in Chalet Village, one of Gatlinburg's most desirable vacation rental communities, this one of a kind property checks the boxes investors are searching for and then goes far beyond them. With approximately $330,000 in forward twelve-month projection, this cabin has already demonstrated its earning potential. The current luxury management company has done an outstanding job positioning and operating the property, earning it the prestigious Airbnb Luxe distinction. The cabin must remain with the existing management company for at least 90 days after closing, allowing the new owner to benefit from a smooth transition ... (Read more) MULTIPLE OFFERS, CALLING HIGHEST AND BEST DUE BY 10AM TUESDAY SEPTEMBER 22nd! This is the kind of Smoky Mountain short term rental investment that rarely comes to market: a nearly new, fully furnished, turnkey luxury cabin with exceptional mountain views, an established rental history, future bookings already on the calendar, and a proven management company in place. Located in Chalet Village, one of Gatlinburg's most desirable vacation rental communities, this one of a kind property checks the boxes investors are searching for and then goes far beyond them. With approximately $330,000 in forward twelve-month projection, this cabin has already demonstrated its earning potential. The current luxury management company has done an outstanding job positioning and operating the property, earning it the prestigious Airbnb Luxe distinction. The cabin must remain with the existing management company for at least 90 days after closing, allowing the new owner to benefit from a smooth transition, an established operating system, and existing reservations without having to start over. For investors considering a 1031 exchange, cost segregation, or potential 100% bonus depreciation benefits, this property may offer a compelling opportunity to acquire a high performing real estate asset before year end. The management company can explain its operations and discuss options for owner involvement, while the buyer's qualified CPA or tax professional can provide guidance regarding material participation requirements, eligibility, and the buyer's individual tax strategy. The five bedroom floor plan offers an excellent bedroom to bathroom ratio and was thoughtfully designed around the elevated guest experience. From the moment you enter, the Smoky Mountain views take center stage. The open concept living area features a dramatic floor to ceiling stone fireplace, high end finishes, and expansive windows that fill the cabin with natural light while showcasing the surrounding mountains. The kitchen flows seamlessly into the living and dining areas and includes a window opening directly to an outdoor bar top. Guests can gather for meals inside or dine outdoors while overlooking the unforgettable scenery of Great Smoky Mountains National Park. Every detail encourages guests to slow down, relax, and stay awhile. A swim spa overlooks the mountains, while two outdoor gas fireplaces connected directly to the property's propane system create inviting gathering spaces without the inconvenience of replacing portable tanks. The private sauna even features a window framing the Smoky Mountain views. Spa inspired bedroom suites continue the experience with luxurious shower and tub combinations and beautiful upscale finishes. Ownership in Chalet Village provides access to three community pools, tennis courts that also accommodate two pickleball courts, basketball, a fitness center, and a community game room. The combination of desirable amenities, luxury accommodations, outstanding views, established rental performance, and proximity to downtown Gatlinburg makes this an exceptional addition to an investor's short term rental portfolio. There is nothing left to build, furnish, launch, or establish. Close, step into an operating luxury vacation rental, honor the existing reservations, and continue moving forward. This is a true plug and play Gatlinburg investment opportunity with proven revenue, professional management, future bookings, and the kind of guest experience that is difficult to recreate. A 3D tour is available, and a complete video walkthrough can be found by searching the property address on YouTube. Do not wait for this opportunity to pass you by. Contact the listing agent today to schedule a private showing and receive the full rental performance details.

Listing Details MLS# 1354951

Location Tax Legal Info

House #: 829
Street Name: Wiley Oakley
St Suffix: Drive
State/Province: TN
Zip Code: 37738
PIN #: 126H A 013.00
Subdivision: Chalet Village North

Contract Info

Auction Y/N: No
Listing Price: 2350000

General Property Description

Type: 2 Story
Acres: 0.32
Acre Source: Estimated
Site Built: Yes
Restrictions: Yes
SqFt - Total (Aprox): 3736
SqFt - Main Lvl: 1868
SqFt - Down Lvl: 1868
# Bedrooms: 4
Baths - Full: 5
Baths - 1/2: Yes
# of Rooms: 12
Fireplace: Yes
# Fireplace: Yes
Property Status: N/A
HOA: Mandatory
HOA Fee: 500
HOA Freq: Yearly
HOA Contact: 865-436-4440
Year Built: 2025
Bonus Room: Yes

Status Change Info

Status Change Date: 2026-09-09

More Information

Property Features

Style: Contemporary Construction: Frame Siding: Wood; Other Basement: Finished Lot Description: Irregular Lot View: Mountain View Fireplace: Gas Log Floors: Luxury Vinyl Plank Fuel: Electric Heat: Central; Forced Air Cooling: Central Cooling Appliances: Dishwasher; Dryer; Microwave; Range; Refrigerator; Self Cleaning Oven; Smoke Detector; Washer Sewer: Septic Tank Water: Public Other Rooms: Family Room; Mstr Bdrm Main Level Misc Features: Cathedral Ceiling(s); Hot Tub; Kitchen Island; Walk-in Shower; Washer/Dryer Connect Exterior Features: Deck Dining Area: Eat-in Kitchen Community Amenities: Club House; Exercise Room; Rec Facilities; Swimming Pool; Tennis Courts Association Fee Incl: All Amenities Showing: See Agent Instructns New Financing: Cash; Conventional; Exchange

IDX

Listing Office: United Real Estate Solutions

Last Updated: September - 16 - 2026

The data relating to real estate for sale on this Web Site comes from the IDX Program of the East Tennessee REALTORS® Multiple Listing Service. © Copyright 2026 All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use, it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. This information is updated daily, however, some of these properties may subsequently have sold and may no longer be available. The Real Estate Broker providing this data believes it to be correct, but advises interested parties to confirm the data before relying on it in a purchase decision.

829 Wiley Oakley Drive, Gatlinburg, TN 37738 (MLS# 1354951)