865-999-SOLD (7653) - www.TNRealEstate.Auction

Fentress County | TN

Gateway to the Big South Fork and Outdoor LivingFentress County, TN offers breathtaking natural beauty, wide-open spaces, and a peaceful rural lifestyle in the heart of the Upper Cumberland region. Home to the welcoming towns of Jamestown and Allardt, Fentress County is best known as the gateway to the Big South Fork National River and Recreation Area, making it a haven for horseback riding, hiking, fishing, and outdoor adventure. The local real estate market features everything from rustic cabins and farmland to equestrian properties and mountain-view homes. With affordable land, low property taxes, and a slower pace of life, Fentress County is perfect for retirees, nature lovers, and anyone seeking a scenic escape in Tennessee.

Latest Properties For Sale in Fentress County | TN

549 Yellow Cliff Estates Rd, Jamestown image

549 Yellow Cliff Estates Rd, Jamestown $249,900

Welcome to 549 Yellow Cliff Estates Rd in Jamestown, Tennessee! This 3 bedroom 2 bath home with garage features a kitchen with loads of cabinetry for storage, flex room t...

3 Beds
2 Baths
1,566 SqFt.
0.46 Acres
3633113 MLS
ACTIVE Status

549 Yellow Cliff Estates Rd, Jamestown $249,900

Welcome to 549 Yellow Cliff Estates Rd in Jamestown, Tennessee! This 3 bedroom 2 bath home with garage features a kitchen with loads of cabinetry for storage, flex room t...

3 Beds
2 Baths
1,566 SqFt.
0.46 Acres
1361251 MLS
ACTIVE Status

1248 Banner Springs Rd, Jamestown $179,900

Just Under 15 Acres in Fentress County: Farm Land with Pond & Barn Room to spread out! This nearly 15-acre parcel offers partially cleared, gently rolling land with a ...

14.46 Acres
1361235 MLS
ACTIVE Status

530 Yellow Cliff Estates Rd, Jamestown image

530 Yellow Cliff Estates Rd, Jamestown $489,900

Custom built new construction,Near Completion!!! This is not your typical spec home, 1800+ sqft 3 bedroom 2 bath located just north of Jamestown, lots of upgrades includi...

3 Beds
2 Baths
1,817 SqFt.
2 Acres
3632813 MLS
ACTIVE Status

530 Yellow Cliff Estates Rd, Jamestown $489,900

Custom built new construction,Near Completion!!! This is not your typical spec home, 1800+ sqft 3 bedroom 2 bath located just north of Jamestown, lots of upgrades includi...

3 Beds
2 Baths
1,817 SqFt.
2 Acres
1361202 MLS
ACTIVE Status

Northwood Place, Jamestown $41,900

Nice 2.45 +/- acres located in a nice country location, yet not far from Jamestown. Wooden fence with gate at entrance of property. Go thru gate onto driveway into pro...

2.45 Acres
1361071 MLS
ACTIVE Status

Northwood, Jamestown $21,900

Nice 1.48 +/- acres located in a nice country setting but not far from Jamestown. Land is level to rolling with scattered trees. Buyer to verify all information in ...

1.48 Acres
1361066 MLS
ACTIVE Status

1148 Bill Black Rd, Clarkrange $849,900

Welcome home to peaceful country living! Tucked away at the end of a long driveway, this beautiful home offers approximately 10 acres of privacy, room to roam, and the pe...

3 Beds
2 Baths
2,048 SqFt.
10 Acres
3632158 MLS
ACTIVE Status

1148 Bill Black Rd, Clarkrange $849,900

Welcome home to peaceful country living! Tucked away at the end of a long driveway, this beautiful home offers approximately 10 acres of privacy, room to roam, and the pe...

3 Beds
2 Baths
2,048 SqFt.
10 Acres
1361057 MLS
ACTIVE Status

188 Northwood Place, Jamestown $64,500

Cozy 640 Sq.ft. home under construction located in a country setting but not far from Jamestown. House will be dried in with roof, septic for 1 bedroom and 1 bathroom, ...

1 Beds
1 Baths
640 SqFt.
0.92 Acres
1361052 MLS
ACTIVE Status

185 Northwood Place, Jamestown $148,500

Home currently under construction, selling price will change as construction progresses Inside the home. Outside of Home is finished with metal roof, vinyl slider wind...

3 Beds
2 Baths
1,548 SqFt.
0.81 Acres
1361027 MLS
ACTIVE Status

62 Winchester Way, Jamestown $69,998

YOUR OPPORTUNITY AWAITS! This unrestricted 5-acre tract in scenic Fentress County offers the perfect blend of privacy, beauty, and potential. With gently rolling and wood...

5.01 Acres
3631913 MLS
ACTIVE Status

43 Remington Rd, Jamestown $62,500

BLANK CANVAS TO BUILD THE HOME OF YOUR DREAMS! This unrestricted 5 AC tract in scenic Fentress County is ready for your vision. Featuring rolling and wooded terrain with ...

5.03 Acres
3631909 MLS
ACTIVE Status

Stockton Rd, Jamestown $180,000

A remarkable 15.5 +/- acres that has water,electric,fiber and gas at the Rd this is a great property for your dream home or a small subdivision a must see

15.5 Acres
1360942 MLS
ACTIVE Status

182 Stockton Chapel Rd, Jamestown $145,000

A remarkable 9 +/- acres that has several building sites and has water and electric and fiber optic available at the Rd, sitting in a very nice country setting with no re...

9 Acres
1360937 MLS
ACTIVE Status

508 W Central Ave, Jamestown $220,000

Very nice 4 bedroom 1 1/2 bath home located in city limits of Jamestown, lots of square footage, large kitchen, spacious living room and master bedroom, split bedrooms up...

4 Beds
2 Baths
2,001 SqFt.
1.19 Acres
3630746 MLS
ACTIVE Status

508 W Central Ave, Jamestown $220,000

Very nice 4 bedroom 1 1/2 bath home located in city limits of Jamestown, lots of square footage, large kitchen, spacious living room and master bedroom, split bedrooms up...

4 Beds
2 Baths
2,001 SqFt.
1.19 Acres
1360806 MLS
ACTIVE Status

Model Farm Rd, Jamestown $249,900

Discover the beauty and possibilities of this 22.6 surveyed acres featuring mature timber, natural surroundings, and intermittent creeks. A farm gate at entrance, where y...

22.6 Acres
3630374 MLS
ACTIVE Status

Model Farm Rd, Jamestown $249,900

Discover the beauty and possibilities of this 22.6 surveyed acres featuring mature timber, natural surroundings, and seasonal creeks. A farm gate at entrance, where you'...

22.6 Acres
1360755 MLS
ACTIVE Status

1151 Rockhouse Pass, Jamestown $899,000

Located in the gated Rockhouse Ranch equestrian community in Tennessee's Upper Cumberland region, this custom architect-designed home sits on 9.48 acres with direct acces...

3 Beds
2 Baths
4,052 SqFt.
9.48 Acres
3630071 MLS
ACTIVE Status

Equal Housing Opportunity. All information contained herein deemed reliable but not guaranteed. Buyers should personally verify all information. All content Copyright 1998-2026 Great Smoky Mountains Association of Realtors. All rights reserved. Last updated .

Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.