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Fentress County | TN - Homes For Sale

Explore homes for sale in Fentress County, TN. Find affordable houses, family homes, farms, and mountain properties in Jamestown, Allardt, and across the Big South Fork region. Discover East Tennessee living with small-town charm and beautiful countryside.

226 Frontier Drive, Grimsley $324,999

Enjoy peaceful living and a scenic, wooded setting on 1.6 acres at the end of a cul-de-sac! This 3-bedroom, 2-bath home offers 1,452 square feet of functional living spac...

3 Beds
2 Baths
1,452 SqFt.
1.6 Acres
1360558 MLS
ACTIVE Status

506 Isaac St, Jamestown $179,900

Charming and full of potential! This 3 bedroom 1 bath home is the perfect place to call home. Enjoy the outdoor deck, perfect for relaxing or entertaining guests. It has ...

3 Beds
1 Baths
960 SqFt.
0.01 Acres
1360557 MLS
ACTIVE Status

1292 Terry Lane, Jamestown $575,000

**Rustic Log Home on 4.97 Acres with Detached Garage & Living Quarters!** If you've been dreaming of country living with room to roam, this beautiful log home, built i...

3 Beds
2 Baths
1,512 SqFt.
4.97 Acres
1360515 MLS
ACTIVE Status

3460 Apache Rd, Jamestown $1,200,000

Discover exceptional craftsmanship, privacy, and luxury in this stunning chalet-style home nestled on 20 wooded acres near the end of a quiet road with minimal traffic. D...

3 Beds
4 Baths
3,492 SqFt.
20 Acres
3628110 MLS
ACTIVE Status

3460 Apache Rd, Jamestown $1,200,000

Discover exceptional craftsmanship, privacy, and luxury in this stunning chalet-style home nestled on 20 wooded acres near the end of a quiet road with minimal traffic. D...

3 Beds
4 Baths
3,492 SqFt.
20 Acres
1360373 MLS
ACTIVE Status

717 Old Hiram Crabtree Rd, Jamestown image

717 Old Hiram Crabtree Rd, Jamestown $599,000

A remarkable 4420 S.F. all brick home sitting on 5.06 +/- acres * 3 Bedrooms * 3.5 Baths * 3 Car Garage * Formal Dinning Room * Jack @ Jill Bath * Bonus Room * Fu...

3 Beds
4 Baths
4,420 SqFt.
5.06 Acres
1360269 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
2,084 SqFt.
9.48 Acres
1360249 MLS
ACTIVE Status

128 Greystone Way, Jamestown $354,900

Discover the perfect blend of modern comfort, peaceful surroundings, and room to enjoy the outdoors in this newly constructed 3-bedroom, 2-bath home on 1.43 level acres! ...

3 Beds
2 Baths
1,670 SqFt.
1.43 Acres
3627321 MLS
ACTIVE Status

128 Greystone Way, Jamestown $354,900

Discover the perfect blend of modern comfort, peaceful surroundings, and room to enjoy the outdoors in this newly constructed 3-bedroom, 2-bath home on 1.43 level acres! ...

3 Beds
2 Baths
1,670 SqFt.
1.43 Acres
1360184 MLS
ACTIVE Status

728 Deer Haven Tr, Jamestown $289,000

Cabin in Spruce Creek Acres Surrounded by towering hemlocks and nestled in a peaceful natural setting, this charming 2-bedroom, 1-bath cabin offers the perfect blend of...

2 Beds
1 Baths
898 SqFt.
2.3 Acres
1360020 MLS
ACTIVE Status

1230 Darrow Ridge Rd, Jamestown $549,000

Brand-New Construction -- Ride Straight Into Big South Fork Be the first to call it home. This brand-new, never-lived-in 3-bedroom, 2-bath home sits in Ridgetop Acres,...

3 Beds
2 Baths
1,732 SqFt.
5 Acres
1359935 MLS
ACTIVE Status

841 Yellow Cliff Rd, Jamestown $169,900

Charming 3 Bedroom, 1 Bath Home with Beautiful Outdoor Spaces! Welcome to this inviting 3-bedroom, 1-bath home offering comfortable living and plenty of charm! Inside, yo...

3 Beds
1 Baths
1,176 SqFt.
0.54 Acres
3624042 MLS
ACTIVE Status

841 Yellow Cliff Rd, Jamestown $169,900

Charming 3 Bedroom, 1 Bath Home with Beautiful Outdoor Spaces! Welcome to this inviting 3-bedroom, 1-bath home offering comfortable living and plenty of charm! Inside, yo...

3 Beds
1 Baths
1,176 SqFt.
0.54 Acres
1359693 MLS
ACTIVE Status

366 Swallows Crossing, Grimsley $350,000

What a nice warm ''Welcome Home '' you'll feel as you walk inside this beautiful home located on 2.88+/- acres . Great location for Jamestown, Crossville, and the Coo...

2 Beds
2 Baths
1,548 SqFt.
2.88 Acres
1359662 MLS
PENDING - CONTINUE TO SHOW Status

32 Mill Creek Point, Allardt $1,200,000

2 Beds
3 Baths
1,600 SqFt.
11.76 Acres
1359624 MLS
ACTIVE Status

561 Northrup Falls Drive, Jamestown image

561 Northrup Falls Drive, Jamestown $699,000

Custom-Built Home on 15.74 Acres Adjacent to Colditz Cove Natural Area Discover the perfect blend of privacy, comfort, and outdoor adventure with this custom-built ho...

3 Beds
2 Baths
1,724 SqFt.
15.7 Acres
1359623 MLS
PENDING - CONTINUE TO SHOW - INSPECTION Status

1033 McGhee Rd, Jamestown $179,900

Nice 3 Bedroom 2 bath home located just outside the city limits of Jamestown, very nice neighborhood, lots of new upgrades, large family room with an open floorplan, spac...

3 Beds
2 Baths
1,792 SqFt.
0.61 Acres
1359582 MLS
ACTIVE Status

4575 Upper Crab Rd, Jamestown $399,900

Beautiful New 3-bedroom, 2 bath home with 2 car garage sitting on 5 acres located on Upper Crab Rd in Fentress County, offering amazing scenic mountain views and a peacef...

3 Beds
2 Baths
1,500 SqFt.
5 Acres
3623481 MLS
ACTIVE UNDER CONTRACT Status

4575 Upper Crab Rd, Jamestown $399,900

Beautiful New 3-bedroom, 2 bath home with 2 car garage sitting on 5 acres located on Upper Crab Rd in Fentress County, offering amazing scenic mountain views and a peacef...

3 Beds
2 Baths
1,500 SqFt.
5 Acres
1359560 MLS
PENDING - CONTINUE TO SHOW Status

3029 N York Hwy, Pall Mall $189,900

WOLF RIVER FRONTAGE + 3.05 UNRESTRICTED ACRES! This 3-bedroom, 1-bath ranch in Pall Mall offers country living with space to garden, enjoy the outdoors, and make it your ...

3 Beds
1 Baths
1,316 SqFt.
3.05 Acres
3623292 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.