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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.

111 Charity Ln, Jamestown $849,000 ▼

One-of-a-kind, custom all-brick home on a paved circular driveway with professional landscaping and mature hardwoods for exceptional privacy. Enter a grand foyer beneath ...

4 Beds
4 Baths
4,269 SqFt.
9.28 Acres
3170706 MLS
ACTIVE Status

111 Charity Lane, Jamestown $849,000 ▼

One-of-a-kind, custom all-brick home on a paved circular driveway with professional landscaping and mature hardwoods for exceptional privacy. Enter a grand foyer beneath ...

4 Beds
4 Baths
4,269 SqFt.
9.28 Acres
1336011 MLS
ACTIVE Status

554 Mary Cromwell Rd, Jamestown $179,000 ▼

**Great Investment Opportunity in Fentress County!** Situated on approximately 1.3 acres in a peaceful country setting, this 1,852 sq. ft. fixer upper offers plenty of po...

4 Beds
2 Baths
1,852 SqFt.
1.3 Acres
1335866 MLS
ACTIVE Status

822 Spruce Creek Drive, Jamestown $159,900 ▼

Ride Into The Big South Fork + Immediate Airbnb Potential! Discover the perfect intersection of rustic soul and modern convenience. Situated on 3.55 private, wooded ac...

1 Beds
1 Baths
524 SqFt.
3.55 Acres
1335267 MLS
ACTIVE Status

1136 Parkstown Ext, Wilder $498,500 ▼

Situated on 6 acres with a stunning bluff view of the beautiful East Obey River Valley, this custom-built home is perfect as a weekend retreat or a full-time residence su...

2 Beds
2 Baths
1,800 SqFt.
6 Acres
3166584 MLS
ACTIVE Status

925 Unity Church Rd, Jamestown $219,900

Adorable and full of potential, this charming 2-bedroom, 1-bath home offers comfort, versatility, and room to grow. A spacious bonus room provides endless possibilities--...

2 Beds
1 Baths
1,212 SqFt.
0.87 Acres
3166458 MLS
ACTIVE UNDER CONTRACT Status

925 Unity Church Rd, Jamestown $219,900

Adorable and full of potential, this charming 2-bedroom, 1-bath home offers comfort, versatility, and room to grow. A spacious bonus room provides endless possibilities--...

2 Beds
1 Baths
1,212 SqFt.
0.87 Acres
1334964 MLS
PENDING - CONTINUE TO SHOW - PROPERTY SALE Status

2506 Rugby Pike, Jamestown $207,500 ▼

Peaceful country home in Allardt, Tennessee - home of the giant pumpkins! Nestled in a picturesque country setting within walking distance of the park where the nationall...

3 Beds
1 Baths
1,276 SqFt.
1.25 Acres
1334947 MLS
ACTIVE Status

2506 Rugby Pike, Jamestown $207,500 ▼

Peaceful country home in Allardt, Tennessee - home of the giant pumpkins! Nestled in a picturesque country setting within walking distance of the park where the nationall...

3 Beds
1 Baths
1,276 SqFt.
1.25 Acres
3166345 MLS
ACTIVE Status

60 Longview Lane, Jamestown $239,000 ▼

A new 3 bedroom 2 full bath modular home in a nice area of Fentress Co with 2.5 +/- acres also a 20x20 Garage. Call for a private showing.

3 Beds
2 Baths
1,485 SqFt.
2.5 Acres
1334649 MLS
PENDING - CONTINUE TO SHOW Status

813 Bluebird Ridge Rd, Jamestown $369,000 ▼

Nestled in the heart of equestrian country, this 2.01-acre tract in Ridge Top Acres offers the perfect blend of potential and peaceful country living. With just a bit mor...

2 Beds
2 Baths
984 SqFt.
2.01 Acres
3159551 MLS
ACTIVE Status

813 Bluebird Ridge Rd, Jamestown $369,000 ▼

Nestled in the heart of equestrian country, this 2.01-acre tract in Ridge Top Acres offers the perfect blend of potential and peaceful country living. With just a bit mor...

2 Beds
2 Baths
984 SqFt.
2.01 Acres
1334065 MLS
ACTIVE Status

541 Mae Drive, Jamestown $1,500,000

Beautiful Custom Brick 4bdr, 4 bathroom Home located on 31.95 +/- acres. Home has 2433 sq ft on main level, 400 sq ft bonus room , with a 2402 sq ft basement. Home ...

4 Beds
4 Baths
4,955 SqFt.
31.95 Acres
1333175 MLS
ACTIVE Status

1703 Perimeter Dr, Jamestown $225,000 ▼

Tucked w/in the Whispering Winds Lake community, this well maintained home invites you to slow down & enjoy the beauty of everyday living. Wake each morning to peaceful v...

3 Beds
2 Baths
1,223 SqFt.
0.65 Acres
3146341 MLS
ACTIVE Status

1703 Perimeter Drive, Jamestown $225,000 ▼

Tucked w/in the Whispering Winds Lake community, this well maintained home invites you to slow down & enjoy the beauty of everyday living. Wake each morning to peaceful v...

3 Beds
2 Baths
1,223 SqFt.
0.65 Acres
1331941 MLS
PENDING - CONTINUE TO SHOW - 1ST RIGHT OF REFUSAL Status

921 Fred Young Rd, Jamestown $220,000 ▼

Welcome to peaceful country living! This charming 3 bedroom, 1bath home sits on a 0.5 acre unrestricted lot, offering plenty of space and flexibility to truly make it you...

3 Beds
1 Baths
1,075 SqFt.
0.5 Acres
3139245 MLS
ACTIVE Status

921 Fred Young Rd, Jamestown $220,000 ▼

Welcome to peaceful country living! This charming 3 bedroom, 1 bath home sits on a 0.5 acre unrestricted lot, offering plenty of space and flexibility to truly make it yo...

3 Beds
1 Baths
1,075 SqFt.
0.5 Acres
1331333 MLS
ACTIVE Status

642 Buck Ridge Rd, Jamestown $599,900 ▼

This property has it ALL. 7 acres in size, at the END of the ROAD. 14x40 Amish built Workshop/Shed with a 1/2 bath Power & Water. This is your AIR B&B or guest cabin opp...

3 Beds
2 Baths
1,716 SqFt.
7.1 Acres
1331094 MLS
ACTIVE Status

760 Rockview Rd, Jamestown $449,000 ▼

Brand NEW BUILD / NEVER OCCUPIED. Seller will RELOCATE the BARN on any part of the property you wish. Designer touches all thru-out the home. Located in the Equestrian co...

3 Beds
2 Baths
1,701 SqFt.
5.5 Acres
1331048 MLS
ACTIVE Status

107 Walking Horse Drive, Jamestown image

107 Walking Horse Drive, Jamestown $285,000 ▼

Embrace the tranquility of 9.5 beautifully wooded acres spread across three lots in the Spruce Creek equestrian community. This property features a 40' x 40' multi-use b...

1 Baths
300 SqFt.
9.5 Acres
1330750 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.