Welcome to Bear Hollow Retreat — a rare opportunity to own a fully operational, turn-key hospitality and event destination designed for unforgettable experiences and long-term growth. Nestled in a scenic setting on 2.8 acres, this unique property features 16 thoughtfully designed tiny cottages, 6 hotel-style suites, a stunning event venue known as The Barn, and an additional buildable lot, creating endless potential for weddings, retreats, short-term rentals, corporate events, group lodging, expansion, and more. At the heart of the property sits The Barn, a beautifully crafted 4,808 sq. ft. event space with striking curb appeal, warm wood finishes, and a welcoming outdoor gathering area. Inside, guests are greeted by soaring vaulted wood ceilings, recessed lighting, and a custom chandelier that creates an atmosphere both elevated and inviting. The grand hall includes a stage with connected dressing rooms, making it ideal for weddings, concerts, private events, and entertainment. A full commercial kitchen complete with cold storage and a large commercial hood offers the infrastructure needed to host events of virtually any scale. The cottages and suites are centered around a charming community space surrounded by mature trees, fire pits, grilling areas, and covered pavilions that encourage guests to gather and unwind. A privacy fence encloses the property while helping reduce outside noise, creating a peaceful retreat atmosphere guests will want to return to again and again. Positioned along a highly visible corridor with exposure to more than 6,000 cars daily, Bear Hollow Retreat also benefits from exceptional local recognition and strong future marketing potential. With increasing demand for experiential lodging, weddings, retreats, and group accommodations in the area, this property offers an exceptional opportunity for investors, operators, or entrepreneurs looking to expand into one of the fastest-growing sectors of hospitality.
Active
$1,750,000
11845 Us Highway 41, Monteagle, TN 37356
6beds
6baths
16,228sqft
Multi Family
Built in 2000
-- sqft lot
$-- Zestimate®
$108/sqft
$-- HOA
What's special
- 129 days
- 174
- 10
Zillow last checked:
Listing updated:
Listed by:
Jennifer Keigher 815-791-3226,
William Wilson Homes 615-267-3922
Source: RealTracs MLS as distributed by MLS GRID,MLS#: 3225765
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 6
Heating
- Central
Cooling
- Central Air
Features
- Flooring: Carpet, Wood, Tile, Vinyl
Interior area
- Total structure area: 16,228
- Total interior livable area: 16,228 sqft
- Finished area above ground: 16,228
Property
Features
- Levels: One
- Stories: 1
Lot
- Size: 2.8 Acres
- Dimensions: 2.8 acres
Details
- Zoning: R
- Special conditions: Standard
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
- Attached to another structure: Yes
Materials
- Wood Siding
Condition
- New construction: No
- Year built: 2000
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Water Available
Community & HOA
Community
- Subdivision: None
HOA
- Has HOA: No
Location
- Region: Monteagle
Financial & listing details
- Price per square foot: $108/sqft
- Annual tax amount: $4,900
- Date on market: 6/2/2026
- Inclusions: Appliances, Furniture
- Total actual rent: 3400
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/2/2026 | Listed for sale | $1,750,000$108/sqft |
Source: | ||
| 5/20/2026 | Listing removed | $1,750,000$108/sqft |
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| 3/13/2026 | Price change | $1,750,000-7.9%$108/sqft |
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| 11/22/2025 | Listed for sale | $1,900,000-26.9%$117/sqft |
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| 10/6/2025 | Listing removed | $2,600,000$160/sqft |
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| 6/11/2025 | Price change | $2,600,000-5.5%$160/sqft |
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| 5/5/2025 | Listed for sale | $2,750,000+172.3%$169/sqft |
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| 8/14/2023 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 8/2/2023 | Price change | $900-7.7% |
Source: Zillow Rentals Report a problem | ||
| 7/7/2023 | Price change | $975+2.6% |
Source: Zillow Rentals Report a problem | ||
| 7/5/2023 | Price change | $950-25.5% |
Source: Zillow Rentals Report a problem | ||
| 6/23/2023 | Listed for rent | $1,275 |
Source: Zillow Rentals Report a problem | ||
| 9/30/2022 | Sold | $1,010,000$62/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 37356
Nearby schools
Schools provided by the listing agent
- Elementary: Monteagle Elementary
- Middle: Monteagle Elementary
- High: Grundy Co High School
Source: RealTracs MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.


