Log In/Sign Up
Your email has been sent.
11845 US 41 St - Bear Hollow Retreat 16,228 SF Specialty Building Offered at $1,900,000 at a 9.37% Cap Rate in Monteagle, TN 37356


Matterport 3D Tours
INVESTMENT HIGHLIGHTS
- Bear Hollow Retreat includes 16 tiny homes, a beautiful event venue with six attached hotel-style suites, and a developable lot for future expansion.
- Neighboring South Cumberland State Park, the retreat offers a premier choice for the park’s more than 650,000 annual visitors.
- Easily accessible from Interstate 24, the retreat is under an hour from Chattanooga and approximately 90 minutes from Nashville.
- With nearly $180,000 in net profits over the past 12 months, it offers attractive returns and significant upside potential.
- Convenient proximity to the area’s top tourist attractions, including Sewanee Natural Bridge, The Caverns concert venue, and Bigfoot Adventures.
- Charming, central community space offers a welcoming environment for guests, with mature trees, pavilions, grilling areas, and fire pits.
EXECUTIVE SUMMARY
Welcome to Bear Hollow Retreat, a one-of-a-kind getaway featuring 16 unique tiny homes, a spacious event venue with six attached hotel-style suites, and a buildable lot. With flexibility for weddings and events, rental income, live/work, development, and more, this extraordinary property provides a premier option for investors and businesses looking to enter or expand in this scenic destination.
The tiny homes and studios at Bear Hollow Retreat are used as short-term rentals, with two homes rented month-to-month. The studio units all measure 300 square feet, and the tiny homes range from 500 to 1,800 square feet, giving versatile options that perfectly accommodate solo travelers, couples, families, and large groups. The homes feature well-maintained, quality interior finishes, defined by wood flooring and abundant windows that flood the spaces with natural light. The homes are in good condition but are being sold as-is.
The beautiful event space known as The Barn spans a total of 4,808 square feet and boasts excellent curb appeal, with a rich wood façade, an outdoor seating area, and attractive signage. Inside, The Barn impresses with vaulted wood ceilings with recessed lighting and a custom wood chandelier. Its main grand hall includes a stage, with connected dressing rooms, ideal for concerts and special events. The facility also includes a full commercial kitchen, equipped with cold storage and a large commercial hood. Ready to welcome a large number of guests, there is a large gravel lot that provides abundant on-site parking. The space has not been used, but there is strong demand for event space or group lodging in the local market.
The homes and event space are thoughtfully arranged around a charming central community space that is filled with mature trees, pavilions, grilling areas, and fire pits, creating a welcoming retreat environment. The property is surrounded by a wood fence for privacy and to reduce noise, and its perfectly placed signage catches the eye of more than 6,000 passing cars each day, giving great recognition with locals in the area.
Sitting approximately 5 minutes from downtown Monteagle and directly neighboring South Cumberland State Park, Bear Hollow Retreat delivers the perfect choice for the region’s 650,000 annual visitors, with convenient access to the best amenities that the area has to offer. Within a short drive, guests can reach Sewanee Natural Bridge, The Caverns concert venue, and Bigfoot Adventures, offering zipline tours, fishing, camping, and disc golf. Guests at the property can also easily find the most popular restaurants in the area, including High Point, Hank's Corner, Mountain Goat Market, and Jim Oliver’s Smokehouse. Reaching the property is made quick and easy, thanks to proximity to Interstate 24, which connects to Chattanooga in under an hour and Nashville in just 90 minutes.
Located within an Opportunity Zone, Bear Hollow Retreat provides a rare chance to capture substantial federal income tax savings while investing in a proven cash-flowing asset. Over the past 12 months, the property has generated nearly $180,000 in net income profits, offering investors an attractive immediate return with significant upside potential. With optionality to expand the short-term rental operation, lease the two month-to-month homes for stable cash flow, and activate The Barn as an event venue or group lodging space, Bear Hollow Retreat offers a performing acquisition with significant growth potential.
Bringing together natural beauty, privacy, and excellent accessibility, Bear Hollow Retreat offers the perfect combination for growth-minded investors, developers, or hospitality operators.
The tiny homes and studios at Bear Hollow Retreat are used as short-term rentals, with two homes rented month-to-month. The studio units all measure 300 square feet, and the tiny homes range from 500 to 1,800 square feet, giving versatile options that perfectly accommodate solo travelers, couples, families, and large groups. The homes feature well-maintained, quality interior finishes, defined by wood flooring and abundant windows that flood the spaces with natural light. The homes are in good condition but are being sold as-is.
The beautiful event space known as The Barn spans a total of 4,808 square feet and boasts excellent curb appeal, with a rich wood façade, an outdoor seating area, and attractive signage. Inside, The Barn impresses with vaulted wood ceilings with recessed lighting and a custom wood chandelier. Its main grand hall includes a stage, with connected dressing rooms, ideal for concerts and special events. The facility also includes a full commercial kitchen, equipped with cold storage and a large commercial hood. Ready to welcome a large number of guests, there is a large gravel lot that provides abundant on-site parking. The space has not been used, but there is strong demand for event space or group lodging in the local market.
The homes and event space are thoughtfully arranged around a charming central community space that is filled with mature trees, pavilions, grilling areas, and fire pits, creating a welcoming retreat environment. The property is surrounded by a wood fence for privacy and to reduce noise, and its perfectly placed signage catches the eye of more than 6,000 passing cars each day, giving great recognition with locals in the area.
Sitting approximately 5 minutes from downtown Monteagle and directly neighboring South Cumberland State Park, Bear Hollow Retreat delivers the perfect choice for the region’s 650,000 annual visitors, with convenient access to the best amenities that the area has to offer. Within a short drive, guests can reach Sewanee Natural Bridge, The Caverns concert venue, and Bigfoot Adventures, offering zipline tours, fishing, camping, and disc golf. Guests at the property can also easily find the most popular restaurants in the area, including High Point, Hank's Corner, Mountain Goat Market, and Jim Oliver’s Smokehouse. Reaching the property is made quick and easy, thanks to proximity to Interstate 24, which connects to Chattanooga in under an hour and Nashville in just 90 minutes.
Located within an Opportunity Zone, Bear Hollow Retreat provides a rare chance to capture substantial federal income tax savings while investing in a proven cash-flowing asset. Over the past 12 months, the property has generated nearly $180,000 in net income profits, offering investors an attractive immediate return with significant upside potential. With optionality to expand the short-term rental operation, lease the two month-to-month homes for stable cash flow, and activate The Barn as an event venue or group lodging space, Bear Hollow Retreat offers a performing acquisition with significant growth potential.
Bringing together natural beauty, privacy, and excellent accessibility, Bear Hollow Retreat offers the perfect combination for growth-minded investors, developers, or hospitality operators.
MATTERPORT 3D TOURS
Suite, 1BA - 300SF Matterport Tour
/4
SALE FLYER
DATA ROOM Click Here to Access
FINANCIAL SUMMARY (ACTUAL - 2024) Click Here to Access |
ANNUAL | ANNUAL PER SF |
|---|---|---|
| Gross Rental Income |
$99,999
|
$9.99
|
| Other Income |
-
|
-
|
| Vacancy Loss |
-
|
-
|
| Effective Gross Income |
$99,999
|
$9.99
|
| Taxes |
-
|
-
|
| Operating Expenses |
-
|
-
|
| Total Expenses |
$99,999
|
$9.99
|
| Net Operating Income |
$99,999
|
$9.99
|
FINANCIAL SUMMARY (ACTUAL - 2024) Click Here to Access
| Gross Rental Income | |
|---|---|
| Annual | $99,999 |
| Annual Per SF | $9.99 |
| Other Income | |
|---|---|
| Annual | - |
| Annual Per SF | - |
| Vacancy Loss | |
|---|---|
| Annual | - |
| Annual Per SF | - |
| Effective Gross Income | |
|---|---|
| Annual | $99,999 |
| Annual Per SF | $9.99 |
| Taxes | |
|---|---|
| Annual | - |
| Annual Per SF | - |
| Operating Expenses | |
|---|---|
| Annual | - |
| Annual Per SF | - |
| Total Expenses | |
|---|---|
| Annual | $99,999 |
| Annual Per SF | $9.99 |
| Net Operating Income | |
|---|---|
| Annual | $99,999 |
| Annual Per SF | $9.99 |
PROPERTY FACTS
1 1
PROPERTY TAXES
| Parcel Numbers | Improvements Assessment | $0 (2025) | |
| Land Assessment | $0 (2025) | Total Assessment | $122,455 (2025) |
PROPERTY TAXES
Parcel Numbers
Land Assessment
$0 (2025)
Improvements Assessment
$0 (2025)
Total Assessment
$122,455 (2025)
SALE ADVISOR
SALE ADVISOR
Thomas Ore, Owner/Broker
Thomas Ore is the next generation for Winton Auction & Realty. He was born and raised in Winchester, TN. Thomas started working with his father in the family land surveying business at a very early age. He attended East Tennessee State University, where he earned a B.S. in Land Surveying & Mapping Science. After college, he moved back home and became a Registered Land Surveyor in the State of Tennessee. Almost 10 years later, he joined the Winton Auction & Realty team, and the rest is history. His extensive work as a Land Surveyor gives him knowledge about real estate that few others in the profession have. Thomas lives in Winchester with his wife, Laura, and their two children, Raleigh and Emma.
1 of 187
VIDEOS
MATTERPORT 3D EXTERIOR
MATTERPORT 3D TOURS
PHOTOS
STREET VIEW
STREET
MAP
1 of 1
Presented by
11845 US 41 St - Bear Hollow Retreat
Already a member? Log In
Hmm, there seems to have been an error sending your message. Please try again.
Thanks! Your message was sent.
