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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.

110 Don Conatser Rd, Allardt $485,000

Custom Amish-built, energy-efficient home situated on 8+ beautiful acres! This 4 bedroom, 2.5 bath home is currently under construction and offers the opportunity for buy...

4 Beds
3 Baths
4,800 SqFt.
8 Acres
1350955 MLS
ACTIVE Status

359 Youngs Ford Rd, Jamestown $360,000 ▼

New construction, wooded privacy, a dedicated office, covered porches, an oversized 9x4 island, and quality craftsmanship--if that's what you've been looking for, this ho...

3 Beds
2 Baths
1,696 SqFt.
0.75 Acres
1350835 MLS
ACTIVE Status

108 Shotgun Annie Rd, Jamestown $389,900

Beautiful Newer Home sets on a very nice private wooded lot! This 3BR/2BA home offers 1,516± sq. ft. with an open split-bedroom floor plan, cathedral ceiling, and quality...

3 Beds
2 Baths
1,516 SqFt.
3.46 Acres
3320674 MLS
ACTIVE UNDER CONTRACT Status

108 Shotgun Annie Rd, Jamestown $389,900

Beautiful Newer Home sets on a very nice private wooded lot! This 3BR/2BA home offers 1,516± sq. ft. with an open split-bedroom floor plan, cathedral ceiling, and quality...

3 Beds
2 Baths
1,516 SqFt.
3.46 Acres
1350626 MLS
PENDING - CONTINUE TO SHOW Status

684 Spruce Creek Drive, Jamestown $425,000 ▼

UNIQUE Horse property with TWO CABINS on 2.18 acres with trails right off property that lead into Big South Fork Recreation Area! Live in one, rent out other. Rental hist...

3 Beds
2 Baths
1,400 SqFt.
2.18 Acres
1350601 MLS
ACTIVE Status

344 Georgee Rd, Jamestown $403,000 ▼

New Construction Property nearing completion. Welcome home to peaceful country living with modern style! Nestled on a beautiful 1.03 acre private lot. This thoughtfully d...

3 Beds
2 Baths
1,834 SqFt.
1.03 Acres
3319731 MLS
PENDING Status

1031 Laurelwood Dr, Jamestown $279,900 ▼

Welcome to 1031 Laurelwood Drive in Jamestown, Tennessee—a charming 3-bedroom, 2-bath home offering approximately 1,900 square feet of comfortable living space in the hea...

3 Beds
2 Baths
1,900 SqFt.
0.58 Acres
3314810 MLS
ACTIVE Status

2014 Double Top Rd, Jamestown $359,000 ▼

Escape to the peace and beauty of country living, where fireflies light up warm summer evenings and the stars shine bright overhead. This spacious home is the perfect pla...

3 Beds
3 Baths
3,116 SqFt.
1.36 Acres
3312507 MLS
ACTIVE Status

2014 Double Top Rd, Jamestown $359,000 ▼

Escape to the peace and beauty of country living, where fireflies light up warm summer evenings and the stars shine bright overhead. This spacious home is the perfect pla...

3 Beds
3 Baths
3,116 SqFt.
1.36 Acres
1350005 MLS
ACTIVE Status

504 Ridge Top Dr, Jamestown $637,500 ▼

Discover the perfect blend of luxury, comfort, and outdoor adventure with this completely custom 3-bedroom, 2.5-bath home situated on 3.64 beautiful acres. Every detail h...

3 Beds
3 Baths
2,352 SqFt.
3.64 Acres
3312503 MLS
ACTIVE Status

504 Ridge Top Drive, Jamestown $637,500 ▼

Discover the perfect blend of luxury, comfort, and outdoor adventure with this completely custom 3-bedroom, 2.5-bath home situated on 3.64 beautiful acres. Every detail h...

3 Beds
3 Baths
2,352 SqFt.
3.64 Acres
1350002 MLS
ACTIVE Status

68 Buffalo Cove Ln, Jamestown $469,000 ▼

Escape to your own private retreat nestled among the trees on 5.37± acres, offering the perfect blend of privacy and convenience just minutes from town and everyday ameni...

3 Beds
3 Baths
2,028 SqFt.
5.37 Acres
3312500 MLS
ACTIVE Status

68 Buffalo Cove Lane, Jamestown $469,000 ▼

Escape to your own private retreat nestled among the trees on 5.37± acres, offering the perfect blend of privacy and convenience just minutes from town and everyday ameni...

3 Beds
3 Baths
2,028 SqFt.
5.37 Acres
1349996 MLS
ACTIVE Status

112 State Garage Rd, Jamestown $59,900 ▼

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
3308959 MLS
ACTIVE Status

112 State Garage Rd, Jamestown $59,900 ▼

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

**Horse Lover's Dream in a Desirable Equestrian Community!** Discover peaceful Tennessee country living with this charming 3 bedroom, 1.5 bath home situated on 2 beauti...

3 Beds
2 Baths
1,178 SqFt.
2 Acres
3308940 MLS
ACTIVE Status

1250 Darrow Ridge Rd, Jamestown $289,900

**Horse Lover's Dream in a Desirable Equestrian Community!** Discover peaceful Tennessee country living with this charming 3 bedroom, 1.5 bath home situated on 2 beauti...

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.
26.79 Acres
1349643 MLS
ACTIVE Status

550 Stone Cliff Ln, Jamestown $399,900

BRAND-NEW CONSTRUCTION ON 1.70 ACRES IN STONE CLIFF ACRES! Discover the perfect combination of modern comfort, spacious living, and peaceful country surroundings in this ...

3 Beds
2 Baths
2,100 SqFt.
1.7 Acres
3305740 MLS
ACTIVE Status

550 Stone Cliff Lane, Jamestown $399,900

BRAND-NEW CONSTRUCTION ON 1.70 ACRES IN STONE CLIFF ACRES! Discover the perfect combination of modern comfort, spacious living, and peaceful country surroundings in this ...

3 Beds
2 Baths
2,100 SqFt.
1.7 Acres
1349441 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.