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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

Wildcat Rd, Jamestown $95,000

Bring your horses and your vision to Lot 326 in Phase XII of the highly sought-after Spruce Creek Acres community. Spanning 5.43 surveyed acres off Wildcat Road, this exc...

5.43 Acres
1356125 MLS
ACTIVE Status

224 Eagle, Jamestown $525,000

Nestled within the exclusive Highlands Equestrian Gated Community, this beautifully remodeled 1.5-story Hemlock Cabin seamlessly blends rustic charm with modern luxury. D...

2 Beds
2 Baths
1,752 SqFt.
0.65 Acres
1356081 MLS
ACTIVE Status

14.34ac Tomahawk Rd, Jamestown $189,900

14.34 surveyed ac located approx 1000 to 1300 elevation giving this lot a lovely stare of mtn views & the valley for miles. Easy access off a private road onto an Improve...

14.34 Acres
1356028 MLS
ACTIVE Status

Lot 73 Tomahawk Rd, Jamestown $94,000

7.08 surveyed located approx 1000 to 1300 elevation giving this lot a lovely stare of mtn views & the valley for miles. Easy access off a private road onto an Improved dr...

7.08 Acres
1356022 MLS
ACTIVE Status

Lot 72 Tomahawk Rd, Jamestown $94,000

7.26 surveyed ac located approx 1000 to 1300 elevation giving this lot a lovely stare of mtn views & the valley for miles. Easy access off a private road onto an Improved...

7.26 Acres
1356010 MLS
ACTIVE Status

2716 Tinchtown Rd, Jamestown $265,000

Nestled on a beautiful, shaded lot with mature trees this home is calling for your personal touch! The exterior features a covered porch to enjoy the peaceful setting, ca...

3 Beds
3 Baths
1,292 SqFt.
1.87 Acres
1355985 MLS
ACTIVE Status

3854 Rugby Pike, Allardt $575,000

If you've been searching for a horse property that's actually ready to go, this one is worth a look. Sitting on 10 acres, roughly three-quarters of the land is already fe...

3 Beds
2 Baths
2,366 SqFt.
10 Acres
1355981 MLS
ACTIVE Status

1106 Frank Campbell Rd, Jamestown $89,900

Welcome home! This charming white home features 2 bedrooms and 1 bathroom in a convenient location. It's an excellent choice for a starter home, first-time buyer, or inve...

2 Beds
1 Baths
806 SqFt.
0.30000000000000004 Acres
1355969 MLS
ACTIVE Status

1255 Franklin Loop Loop, Clarkrange image

1255 Franklin Loop Loop, Clarkrange $265,000

Welcome to 1255 Franklin Loop in Clarkrange! This inviting 3-bedroom, 2-bath home offers comfortable one-level living with a spacious, open-concept layout that makes ever...

3 Beds
2 Baths
1,265 SqFt.
0.75 Acres
1355900 MLS
ACTIVE Status

126 Andrea Lane, Monterey $330,000

This home offers the peaceful serenity that you have been looking for with the calm, in the relaxing atmosphere you will feel like you are in a country get away every tim...

2 Beds
2 Baths
1,408 SqFt.
0.99 Acres
1355867 MLS
ACTIVE Status

536 Teepee Lane, Jamestown $240,000

This 12.91 acres is located in the EQUESTRIAN Community of Spruce Creek Acres and has direct access into the Big South Fork Park. The entire back boundary line is the Bi...

12.91 Acres
1355822 MLS
ACTIVE Status

807 Dulog Tr, Jamestown $329,000

None

3 Beds
2 Baths
1,300 SqFt.
1.17 Acres
1355744 MLS
ACTIVE Status

1475 Campground Rd, Clarkrange $265,000

Just over 21 acres offering a beautiful mix of privacy, natural beauty, and possibilities! Mostly wooded, this property features creek frontage, towering hemlocks, abunda...

21.34 Acres
1355740 MLS
ACTIVE Status

878 Hack Beaty Rd, Grimsley $335,000

878 Beaty Rd, Grimsley, TN 38565 Nestled in the heart of Tennessee's beautiful Upper Cumberland, this charming 3-bedroom, 2-bath brick home offers approximately 1,118 ...

3 Beds
2 Baths
1,118 SqFt.
3.5 Acres
1355721 MLS
ACTIVE Status

1414 Pilgrim Drive, Grimsley $275,000

Welcome home to this beautiful 3-bedroom, 2-bath home situated on just over an acre in a desirable neighborhood conveniently located between Crossville and Jamestown. The...

3 Beds
2 Baths
1,324 SqFt.
1.02 Acres
1355624 MLS
ACTIVE Status

1301 Nichol Creek Drive, Jamestown image

1301 Nichol Creek Drive, Jamestown $689,900

NEW CONSTRUCTION!!! Stunning 2,100+ sq. ft. Custom Barndominium-style home situated on 5.69 mostly cleared acres in the beautiful Nichol Creek gated community. This impre...

3 Beds
2 Baths
2,100 SqFt.
5.69 Acres
1355561 MLS
ACTIVE Status

715 Crab Mountain Rd, Jamestown $599,900

Escape to privacy and mountain living with this 2,009 sq. ft. home situated on 6.78 unrestricted acres. Tucked away at the end of a long private driveway, this property o...

3 Beds
2 Baths
2,009 SqFt.
6.78 Acres
1355551 MLS
ACTIVE Status

765 Sleepy Hollow Rd, Jamestown $37,500

Handyman Special! This could be made into a nice cabin or rustic retreat. Conveniently located 10 minutes to Jamestown and close to Parks and recreation. The structur...

2 Beds
640 SqFt.
0.49 Acres
1355534 MLS
ACTIVE Status

1222 Press Beaty Rd, Jamestown $339,900

Immaculate, move in ready home! Charming split layout offers large primary suite with walk in closet and access to the quiet rear deck and patio. The upgraded primary bat...

3 Beds
2 Baths
1,650 SqFt.
1.16 Acres
1355492 MLS
ACTIVE Status

941 Pine Tree Rd, Jamestown $139,900

Excellent Potential! This property offers a 40x40 Shop/Garage situated on nice lot with several desirable features already in place. The property includes septic and 200 ...

1 Baths
1,600 SqFt.
0.01 Acres
1355466 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 .