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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.

329 Cheyenne Drive, Jamestown $329,900 ▼

Located in a desirable gated community, this well-maintained 2023-built, 3-bedroom, 2-bath home offers a beautiful setting with a mix of mature trees and cleared areas. ...

3 Beds
2 Baths
1,296 SqFt.
2.13 Acres
1356220 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

2716 Tinchtown Rd, Jamestown $255,000 ▼

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

126 Andrea Ln, 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
3593974 MLS
ACTIVE UNDER CONTRACT 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
PENDING - CONTINUE TO SHOW Status

925 Unity Church Rd, Jamestown $339,900

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.
4.86 Acres
3593360 MLS
ACTIVE Status

807 Dulog Tr, Jamestown $329,000

Enjoy country living in this 3-bedroom, 2-bath home situated on 2 acres. Hardwood floors add warmth and character, while covered porches offer an inviting place to relax ...

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

1414 Pilgrim Drive, Grimsley $265,000 ▼

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

524 Clear Creek Ln, Monterey $549,900

Welcome to 524 Clear Creek Ln in Monterey, TN 38574. This inviting mini farm home accords a comfortable living space with 1,568 square feet. Featuring three bedrooms and ...

3 Beds
2 Baths
1,568 SqFt.
6.98 Acres
3592479 MLS
ACTIVE Status

1301 Nichol Creek Dr, 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
3592348 MLS
ACTIVE UNDER CONTRACT 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
PENDING - CONTINUE TO SHOW 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
3592288 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 $36,000 ▼

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 structure ...

2 Beds
640 SqFt.
0.49 Acres
3592219 MLS
ACTIVE Status

765 Sleepy Hollow Rd, Jamestown $36,000 ▼

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
PENDING - CONTINUE TO SHOW 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.
0.5 Acres
1355466 MLS
ACTIVE Status

935 Pine Tree Rd, Jamestown $249,000

DONT MISS OUT ON THIS UNIQUE EAST TN PROPERTY OFFERING THE PERFECT COMBONATION OF COMFORTABLE COUNTRY LIVING. SITUATED ON APPROXIMATELY 1 ACRES. THIS IS A WELL MAINTAINED...

3 Beds
2 Baths
1,320 SqFt.
0.95 Acres
1355457 MLS
PENDING - CONTINUE TO SHOW 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
3547881 MLS
ACTIVE Status

706 End Of Trail Lane, Allardt $325,000 ▼

Equestrian Community of WHITE OAK. Adorable 2 bedroom 1 bath MODULAR home with vaulted ceiling. Although the home has a SEPTIC PERMIT rated for a 1 bedroom home. Plenty o...

2 Beds
1 Baths
836 SqFt.
2.16 Acres
1354464 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.