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.
49 days
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256
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16
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Zillow last checked:
Listing updated:
Listed by:
Jennifer Keigher815-791-3226,
William Wilson Homes615-267-3922
Source: RealTracs MLS as distributed by MLS GRID,MLS#: 3225765
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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: 5/31/2026
Inclusions: Appliances, Furniture
Total actual rent: 3400
Estimated market value
Zestimate®
Not available
Estimated sales range
Not available
Rent Zestimate®
Not available
Price history
Date
Event
Price
6/2/2026
Listed for sale
$1,750,000$108/sqft
Source: RealTracs MLS as distributed by MLS GRID #3225765Report a problem
5/20/2026
Listing removed
$1,750,000$108/sqft
Source: RealTracs MLS as distributed by MLS GRID #3041502Report a problem
3/13/2026
Price change
$1,750,000-7.9%$108/sqft
Source: RealTracs MLS as distributed by MLS GRID #3041502Report a problem
11/22/2025
Listed for sale
$1,900,000-26.9%$117/sqft
Source: RealTracs MLS as distributed by MLS GRID #3041502Report a problem
10/6/2025
Listing removed
$2,600,000$160/sqft
Source: RealTracs MLS as distributed by MLS GRID #2866943Report a problem
6/11/2025
Price change
$2,600,000-5.5%$160/sqft
Source: RealTracs MLS as distributed by MLS GRID #2866943Report a problem
5/5/2025
Listed for sale
$2,750,000+172.3%$169/sqft
Source: RealTracs MLS as distributed by MLS GRID #2866944Report a problem
Source: RealTracs MLS as distributed by MLS GRID #2411406Report a problem
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Public tax history
Tax history is unavailable.
Monthly payment
Est. payment$--/mo
Payment breakdown
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Principal & interest
$1,547
Mortgage insurance
$0
Property taxes
$170
Home insurance
$105
HOA fees
$0
Utilities
Not included
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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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.