2965 S York Hwy, Jamestown, TN 38556 - Fentress County

A Rare Business & Real Estate Offering – 68 Acres in Fentress County, TN

Highland Manor Winery, established in 1980, holds the distinction of being Tennessee’s oldest winery. Paired with Sawbriar Brewing, Fentress County’s first tap room, this property represents a unique dual-brand enterprise at the forefront of Tennessee’s food and beverage scene. Together, they deliver award-winning wines, craft beers, cocktails, and wood-fired pizza—anchored by the coveted Private Tourist Resort status, which allows for expanded alcohol offerings and cocktails not permitted in this area without this designation.

Key Highlights-

Two Established Brands: Over four decades of wine production paired with a thriving brewery and taproom launched in 2019.

Expansion Potential: 68 acres of land with road frontage provide unlimited possibilities—venues, concerts, camping, lodging, additional retail, and more. Expansion can also drive tourism and brand visibility/recognition, positioning the business for long-term growth.

Hospitality Conversion: The winery’s upstairs quarters can be adapted into an Airbnb with three rooms and two bathrooms, creating overnight stay opportunities.

Satellite Facility Opportunity: Market potential for retail tasting rooms in destination markets statewide such as Nashville or Pigeon Forge.

Wine Club & Distribution: Existing club with ability to ship wine direct-to-consumer in 41 states, scalable for rapid growth.

Future Product Development: Expand into new wine styles, seasonal craft beer rotations, or additional alcohol categories for diversified revenue streams.

Location Advantage

Situated in Jamestown on the western edge of the Cumberland Plateau, the property is at the epicenter of Tennessee’s outdoor recreation:

Located in Fentress County – the Trail Riding Capital of the Southeast.

Directly across from East Fork Stables, the premier trail riding facility with over 100 miles of trails on 12,000+ acres.

12 miles from Big South Fork National River & Recreation Area and Pickett State Park, offering hundreds of miles of riding and hiking trails.

15 minutes to Sawbriar Hunting, Tennessee’s premier upland bird hunting experience.

35 minutes to Crossville, known as the Golf Capital of Tennessee, and I-40.

Under 1 hour to Cookeville; 1.5 hours to Knoxville; 2 hours to Nashville or Chattanooga.

Established Operations

Award-Winning Wines: From dry to sweet, reflecting the history of Tennessee winemaking.

Craft Beers: Rotating styles, IPAs, stouts, and seasonal brews.

Culinary Pairings: Wood-fired pizzas and wings elevate the tasting room experience.

Cocktails: Crafted from wines and local spirits, enhancing the resort destination feel.Highland Manor Winery Sawbriar….

Events & Experiences: Tours, tastings, classes, live music, and seasonal events that create strong customer engagement.

Business Opportunity-

This is more than a lifestyle property—it’s a serious investment in two thriving industries with room to scale. With its long-standing legacy, dual brand presence, and prime resort designation, Highland Manor Winery and Sawbriar Brewing offer an unmatched opportunity for entrepreneurs ready to lead Tennessee’s expanding food, beverage, and tourism market.