Jamestown & Fentress County, Tennessee
The Heart of the Cumberland Plateau
Welcome to Jamestown, Tennessee, the historic and friendly county seat of Fentress County—a place where rolling farmland meets sandstone bluffs, and small-town life blends with outdoor adventure. Located high atop the Cumberland Plateau, Jamestown is known for its welcoming community, scenic beauty, and access to one of the Southeast’s most stunning natural areas: the Big South Fork National River and Recreation Area.
If you’re searching for authentic Tennessee living—where the pace is slower, the stars shine brighter, and neighbors still know your name—Jamestown and the surrounding Fentress County area are calling.
Life in Jamestown, TN
Jamestown offers the charm of a small town with the conveniences of a county hub. You’ll find locally owned restaurants, hometown shops, and friendly people everywhere you go.
Residents love:
- Tight-knit community: A true sense of belonging, with generations of families rooted here.
- Outdoor lifestyle: Endless opportunities for hiking, horseback riding, camping, and kayaking.
- Mild climate: Comfortable summers, colorful autumns, and cozy winters.
- Local pride: From high-school ballgames to fall festivals, Jamestown is built on community spirit.
Fentress County: The “Trail Riding Capital of the Southeast”
Fentress County is world-famous among trail riders and outdoor enthusiasts. With thousands of acres of public land, scenic overlooks, and miles of trails, it’s a paradise for nature lovers.
Outdoor Highlights
- Big South Fork National River & Recreation Area – Over 125,000 acres of protected wilderness just minutes from downtown Jamestown.
- East Fork Stables – A premier equestrian destination offering miles of maintained trails, cabins, and campsites.
- Colditz Cove / Northrup Falls – A spectacular 60-foot waterfall surrounded by lush hardwood forest.
- Picket State Park & Forest – Lakes, trails, sandstone formations, and CCC-built cabins rich in Tennessee history.
Whether it’s hiking, riding, fishing, or photography, Fentress County is the kind of place where you can reconnect with nature every day.
Homes, Farms & Land for Sale in Jamestown, TN
Real estate in Jamestown and Fentress County offers a little of everything:
- In-town homes: Comfortable living near schools, shops, and restaurants.
- Mini-farms and homesteads: Acreage for gardens, barns, and livestock.
- Wooded tracts and mountain retreats: Privacy, wildlife, and stunning views.
Utilities, fiber-optic internet, and paved access are available in many areas, making this region ideal for both full-time residents and weekend escapes.
Local Economy & Community
Fentress County’s roots are in agriculture, craftsmanship, and community service. Jamestown hosts a variety of small businesses, local markets, and family-owned trades that keep the town thriving.
Key sectors include:
- Tourism and outdoor recreation
- Agriculture and homesteading
- Local retail and hospitality
- Construction and real estate
You’ll also find medical clinics, pharmacies, banks, and government services conveniently located in Jamestown.
Schools & Services
The Fentress County School District provides K-12 education across several modern campuses. Families appreciate small class sizes, caring teachers, and a safe environment.
Healthcare, libraries, and civic services are all within minutes of downtown. For larger hospitals and big-box shopping, residents often travel to Crossville, Cookeville, or Knoxville.
Events & Traditions
- World’s Largest Pumpkin Festival (Allardt): Every fall, visitors flock to Fentress County for giant pumpkins, crafts, and parades.
- County Fair: A summer staple featuring livestock shows, games, and family fun.
- Christmas Parade & Downtown Festivities: Holiday spirit fills Main Street each winter.
- Trail Riding Events: Year-round gatherings draw riders from across the country.
Lifestyle & Living
People move to Jamestown, TN for peace, affordability, and the freedom to live on their own terms. Whether it’s tending a garden, keeping horses, or simply enjoying the view from your porch, this is a community that values simplicity, independence, and connection.
Thinking About a Move to Jamestown or Fentress County?
If you’re dreaming of country living in Tennessee, Jamestown and the greater Fentress County area offer beauty, space, and opportunity. From family homes to acreage retreats, there’s something here for every lifestyle.
Team Denehy – Tim & Lori can help you find your perfect property, walk you through each step, and make your move to the Plateau a smooth one.
Contact us today to explore homes, land, and farms for sale in Jamestown and Fentress County, TN.