829 Wiley Oakley Drive, Gatlinburg, TN, 37738

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$2,350,000
37 Days On Site

829 Wiley Oakley Drive
Gatlinburg, TN 37738

Single Family Residence|Pending
4
Beds
6
Total Baths
5
Full Baths
1
Partial Bath
3,736
SqFt
$629
/SqFt
2025
Built
Subdivision:
Chalet Village North
County:
Sevier County - 27
Call Now: 865-850-2117
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865-850-2117
829 Wiley Oakley Drive829 Wiley Oakley Drive829 Wiley Oakley Drive829 Wiley Oakley Drive
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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. 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.

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Listing Snapshot
Price 
$2,350,000
Days On Site 
37 Days
Bedrooms 
4
Inside Area (SqFt) 
3,736 sqft
Total Baths 
6
Full Baths 
5
Partial Baths 
1
Lot Size 
0.32 Acres
Year Built 
2025
MLS® Number 
1354951
Status 
Pending
Property Tax 
N/A
HOA/Condo/Coop Fees 
$500
Sq Ft Source 
Owner
Friends & Family
Recent Activity
3 weeks agoListing updated with changes from the MLS®
3 weeks agoStatus changed to Pending
a month agoListing first seen on site
General Features
Acres 
0.32
Number Of Stories 
2
Parking 
Off Street
Property Sub Type 
Single Family Residence
Security 
Smoke Detector(s)
Sewer 
Septic Tank
SqFt Total 
3736
Style 
Contemporary
Water Source 
Public
Interior Features
Appliances 
DishwasherDryerMicrowaveRangeRefrigeratorSelf Cleaning OvenWasher
Basement 
Finished
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Gas Log
Fireplaces 
1
Heating 
CentralForced AirElectric
Interior 
Cathedral Ceiling(s)Kitchen IslandEat-in KitchenMaster Downstairs
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Exterior Features
Construction Details 
Wood SidingFrameOther
Lot Features 
Irregular Lot
Patio And Porch 
Deck
View 
Mountain(s)
Waterview 
Mountain(s)
Community Features
Association Amenities 
Tennis Court(s)ClubhouseRecreation FacilitiesPool
Association Fee 
$500.0
Community Features 
Fitness CenterClubhousePoolTennis Court(s)
MLS Area 
Sevier County - 27
Listing courtesy of Jennie Ooten of United Real Estate Solutions

Copyright © 2026 Knoxville Area Association of Realtors. IDX information is provided exclusively 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. Information is deemed reliable but is not guaranteed accurate by the MLS.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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