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Donna Rickard
REALTOR®
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829 Wiley Oakley Drive, Gatlinburg, TN 37738

$2,350,000
  • 829 Wiley Oakley Drive, Gatlinburg, TN 37738 Main Photo

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New to the Market Active
BEDS4 BATHS5 full 1 partial SQUARE FEET3,736 MLS#1354951
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONChalet Village North NEIGHBORHOODSevier County - 27

Property Description

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 gross rental revenue during the trailing 12 months, 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 prope

829 Wiley Oakley Drive | MLS# 1354951

This single family home located at 829 Wiley Oakley Drive, Gatlinburg, TN 37738 is currently listed for sale with an asking price of $2,350,000. This property has 4 bedrooms and 5 full and 1 partial baths with 3736 sq. ft. Wiley Oakley Drive is located in the Chalet Village North subdivision. Search Chalet Village North real estate on www.donnarickard.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Cooling: Central Cooling
Fireplaces: 1
Fuel Type: Electric
Heating: Central, Forced Air, Electric
Home Style: Contemporary
Lot Size: 0.32 Acres

Amenities

Cathedral Ceiling(s)
Kitchen Island
Eat-in Kitchen

Feature Descriptions

Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Self Cleaning Oven, Washer
Association/Condo Fee: 500/Yearly
Association Amenities: Swimming Pool, Tennis Courts, Club House, Recreation Facilities
Exterior: Wood Siding, Frame, Other
Fireplace: Gas Log
HOA Y/N: Yes
Lot: Irregular Lot
Parcel #: 126H A 013.00
Parking: Off-Street Parking
Security Features: Smoke Detector
Sewer: Septic Tank
Special View Info: Mountain View
SQFT Total: 3736
Swimming Pool: Yes
View: Mountain View
Water: Public

Listed By / Shown By

Listed By

Agency Name: United Real Estate Solutions

Shown By

Agent Name: Donna Rickard
Agent Phone: (865) 548-6730
Agency Title: Crye-Leike Real Estate Services

IDX logo

Source: East Tennessee REALTORS

Estimate Your Payment

Estimated Payment

$ 5,915.50 per month $5,230.08 Principal & Interest $0.00 Property Tax (data not provided by mls) $685.42 Homeowner's Insurance

Change Payment Information

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(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information 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. Information on this site was last updated 09/09/2026. The listing information on this page last changed on 09/09/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 09/09/2026 3:33:55 PM EST) or GAMLS (last updated Wed 09/09/2026 3:25:30 PM EST) or CARMLS (last updated Wed 09/09/2026 3:25:46 PM EST) or MAAR MLS (last updated Wed 09/09/2026 3:26:28 PM EST) or FMLS (last updated Wed 09/09/2026 3:19:01 PM EST) or East Tennessee REALTORS (last updated Wed 09/09/2026 3:25:22 PM EST) or RealTracs (last updated Wed 09/09/2026 3:26:33 PM EST) or Arkansas CARMLS (last updated Wed 09/09/2026 3:29:29 PM EST) or GSMAR MLS (last updated Wed 09/09/2026 3:15:50 PM EST) or Baldwin County MLS (last updated Wed 09/09/2026 3:31:18 PM EST) or Tennesse Virginia MLS (last updated Wed 09/09/2026 1:57:33 PM EST) or Emerald Coast MLS (last updated Wed 09/09/2026 3:26:06 PM EST) or Northeast Oklahoma Real Estate (last updated Wed 09/09/2026 3:24:45 PM EST) or Southern Kentucky MLS (last updated Wed 09/09/2026 1:56:15 PM EST) or SOMO MLS (last updated Wed 09/09/2026 3:03:48 PM EST) or North Georgia MLS (last updated Wed 09/09/2026 2:47:38 PM EST) or Golden Triangle MLS (last updated Wed 09/09/2026 3:26:54 PM EST) or MLS United (last updated Wed 09/09/2026 3:26:26 PM EST) or Lakeway MLS (last updated Wed 09/09/2026 3:32:38 PM EST) or Batesville MLS (last updated Wed 09/09/2026 3:00:27 PM EST) or North Central Mississippi MLS (last updated Wed 09/09/2026 11:32:36 AM EST) or Hot Springs MLS (last updated Wed 09/09/2026 12:27:50 PM EST) or Huntsville/Valley MLS (last updated Wed 09/09/2026 2:58:18 PM EST) or Shoals MLS (last updated Wed 09/09/2026 12:30:11 PM EST) or Tupelo MLS (last updated Wed 09/09/2026 2:39:36 PM EST) or NEAKBOR MLS (last updated Wed 09/09/2026 2:11:11 PM EST) or EAKBOR MLS (last updated Wed 09/09/2026 3:23:07 PM EST) or CWTAR MLS (last updated Wed 09/09/2026 3:13:50 PM EST) or NWAKBOR MLS (last updated Wed 09/09/2026 3:29:33 PM EST) or Upper Cumberland MLS (last updated Wed 09/09/2026 2:59:50 PM EST) or Hattiesburg MLS (last updated Wed 09/09/2026 2:59:36 PM EST) or Puerto Rico MLS (last updated Wed 09/09/2026 3:25:11 PM EST). Real estate listings held by brokerage firms other than Crye-Leike Real Estate Services may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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