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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

2.88 Acres Government Pond Rd, Jamestown image

2.88 Acres Government Pond Rd, Jamestown $72,000

Gorgeous All Cleared and Ready to Build 2.88 acres located just outside the city limits of Allardt and near Jamestown, property is on a paved county road with electric, f...

2.88 Acres
1349672 MLS
ACTIVE Status

2.88 Acres Government Pond Rd, Jamestown $72,000

Gorgeous All Cleared and Ready to Build 2.88 acres located just outside the city limits of Allardt and near Jamestown, property is on a paved county road with electric, f...

2.88 Acres
1349671 MLS
ACTIVE Status

2.88 Acres Government Pond Rd, Jamestown $72,000

Gorgeous All Cleared and Ready to Build 2.88 acres located just outside the city limits of Allardt and near Jamestown, property is on a paved county road with electric, f...

2.88 Acres
1349662 MLS
ACTIVE Status

112 State Garage Rd, Jamestown $69,900

New unfinished cabin on 1+ acre! This cabin-style home built in 2024 and has never been finished, being sold as-is. Affordable living or great investment property, locate...

1 Beds
1 Baths
560 SqFt.
1.04 Acres
1349653 MLS
ACTIVE Status

1250 Darrow Ridge Rd, Jamestown $289,900

Welcome Home! Nestled on 2 beautiful acres in a desirable equestrian community, this charming 3-bedroom, 1.5-bath home is perfect for horse lovers and those seeking peace...

3 Beds
2 Baths
1,178 SqFt.
2 Acres
1349649 MLS
ACTIVE Status

381 Lakewood Drive, Jamestown $969,900

Welcome home to this extraordinary 3 bedroom 3.5 bath earth-sheltered residence featuring your very own 40 ft waterfall! Set among 26.79 acres of beautiful hemlock forest...

3 Beds
4 Baths
2,156 SqFt.
11.99 Acres
1349643 MLS
ACTIVE Status

Tract A Coal Lane, Monterey $1,749,840

This 635 +/- acre property offers an exceptional combination of recreation, long-term investment potential, and future homesite opportunities in the mountains of Fentress...

635 Acres
1349622 MLS
ACTIVE Status

1200 Pearl Hinds Rd, Jamestown $779,000

Stunning custom built home on approx. 10 acres, all fenced and turn key ready for your animals! From your covered front porch you can enjoy the view of your gently rollin...

4 Beds
4 Baths
3,300 SqFt.
10 Acres
1349549 MLS
ACTIVE Status

250 Stone Cliff Lane, Jamestown $399,900

Welcome to your new home in Stone Cliff Acres! This beautiful new construction home offers 3 bedrooms, 2 bathrooms, approximately 2,100 square feet of heated living space...

3 Beds
2 Baths
2,100 SqFt.
1.7000000000000002 Acres
1349441 MLS
ACTIVE Status

139 Taft Story Rd, Jamestown $430,000

Welcome to your Big South Fork equestrian dream! Nestled on 1.96 gently rolling acres in Jamestown's premier Spruce Creek Equestrian Community, this beautifully maintaine...

2 Beds
2 Baths
1,820 SqFt.
1.96 Acres
1349318 MLS
ACTIVE Status

1243 Franklin Loop Unit 5 acres, Clarkrange image

1243 Franklin Loop Unit 5 acres, Clarkrange $249,900

Enjoy the freedom of unrestricted country living! This charming 3-bedroom, 2-bath home sits on 5 beautiful unrestricted acres, offering endless opportunities for a mini f...

3 Beds
2 Baths
1,456 SqFt.
5 Acres
1349296 MLS
ACTIVE Status

831 Remington Rd Unit 5 AC, Jamestown image

831 Remington Rd Unit 5 AC, Jamestown $299,900

Welcome Home! Nestled on 5 unrestricted acres in a peaceful country setting, this beautiful new 2-bedroom, 2-bath home offers the perfect blend of comfort and style. Feat...

2 Beds
2 Baths
896 SqFt.
5 Acres
1349294 MLS
ACTIVE Status

831 Remington Rd Unit 2.85 AC, Jamestown image

831 Remington Rd Unit 2.85 AC, Jamestown $269,900

Welcome Home! Nestled on 2.85 unrestricted acres in a peaceful country setting, this beautiful new 2-bedroom, 2-bath home offers the perfect blend of comfort and style. F...

2 Beds
2 Baths
896 SqFt.
2.85 Acres
1349290 MLS
ACTIVE Status

155 Billy Ridge Court, Jamestown $249,000

Looking for your next renovation project with room to grow? This unique property offers endless potential for the right buyer! The home features a double-wide with additi...

2 Beds
1 Baths
1,480 SqFt.
6 Acres
1349282 MLS
ACTIVE Status

141 Creekview Court, Jamestown $449,000

This beautiful new home, currently under construction in Creekview Estates, sits on a peaceful, gorgeously wooded lot that offers privacy and natural charm. The design in...

3 Beds
2 Baths
2,076 SqFt.
2.6 Acres
1349195 MLS
ACTIVE Status

5171 Wilder Rd. 20.98ac Rd, Grimsley image

5171 Wilder Rd. 20.98ac Rd, Grimsley $975,000

Welcome to 5171 Wilder Road, a one-family owned custom-built home situated on approximately 20.98 unrestricted acres in Grimsley, Tennessee! Built in 2009 and meticulousl...

3 Beds
3 Baths
3,200 SqFt.
20.98 Acres
1349158 MLS
ACTIVE Status

Tomahawk Rd, Jamestown $75,000

None

19.3 Acres
1349147 MLS
ACTIVE Status

5171 Wilder 4ac Rd, Grimsley $649,900

Welcome to 5171 Wilder Road, a one-family custom-built home situated on approximately four unrestricted acres in Grimsley, Tennessee! Built in 2009, and meticulously main...

3 Beds
3 Baths
3,200 SqFt.
4 Acres
1349121 MLS
ACTIVE Status

116 Joe Voiles Rd Unit 1, Jamestown image

116 Joe Voiles Rd Unit 1, Jamestown $164,500 ▼

Brand-new construction in a peaceful country setting! This 2-bedroom, 1.5-bath home features a desirable split-bedroom floor plan and comes equipped with new stainless-st...

2 Beds
2 Baths
736 SqFt.
0.5 Acres
1348856 MLS
ACTIVE Status

513 Valley Ridge Rd, Jamestown $379,900

Discover the perfect opportunity to own your own slice of Tennessee paradise in the sought-after Ridgetop Acres Equestrian Community. Situated on 2.99 acres and being sol...

3 Beds
2 Baths
1,200 SqFt.
2.99 Acres
1348850 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 .