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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.

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

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

274 Laurens Ln, Grimsley $349,900

Welcome to 274 Laurens Lane in Grimsley, TN, a location beautifully designed and tucked away in a cul-de-sac. This 3 bedroom, 3 bath home with hardwood and tile floors th...

3 Beds
3 Baths
1,660 SqFt.
1.46 Acres
3630064 MLS
ACTIVE Status

274 Laurens Lane, Grimsley $349,900

Welcome to 274 Laurens Lane in Grimsley, TN, a location beautifully designed and tucked away in a cul-de-sac. This 3 bedroom, 3 bath home with hardwood and tile floors th...

3 Beds
3 Baths
1,660 SqFt.
1.46 Acres
1360689 MLS
ACTIVE Status

100 Cliff Lane, Jamestown $?

A all Brick 3 Bedroom 2 Full Bath Home sitting on 1.35 surveyed acres, home has a 44x22.4 basement. This is a on line auction home would be a good starter home or make a...

3 Beds
2 Baths
1,475 SqFt.
1.35 Acres
1360668 MLS
ACTIVE Status

226 Frontier Dr, 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
3629475 MLS
ACTIVE Status

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

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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.