Fentress County, TN Homes

• 

  

  

  /57

  $825,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,204 Sq Ft

  399 Annabelle Way, Jamestown, TN 38556

  Nestled on a private 2.07-acre cul-de-sac lot in Jamestown, TN, this exceptional luxury home offers a rare blend of refined living and natural beauty. Surrounded by mature trees and backing up to a peaceful greenbelt of forest acreage, the property features a serene creek and waterfall--creating a tranquil backyard retreat. Designed for both everyday living and entertaining, the home features a

  Wade Delk Blackwater Realty

  399 Annabelle Way, Jamestown, TN 38556
• 

  

  

  /48

  $160,000

  Sold Jul 18, 2025

  4385 Round Mountain Rd, Jamestown, TN 38556

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Built 1995

  Last Sold Summary

  • 6% Below List Price
  • $213/SF
  • 204 Days On Market

  Current Estimated Value $158,855

  Last Listing Agent Lisa Garrett Mitchell Real Estate & Auction

  4385 Round Mountain Rd, Jamestown, TN 38556
• 

  

  

  /3

  Est $194,667

  Not Listed For Sale

  413 E Central Ave, Jamestown, TN 38556

  • 3 Beds
  • 1 Bath
  • 1,487 Sq Ft
  • Built 1946

  413 E Central Ave, Jamestown, TN 38556

  Last Sold Summary

  • 30% Above List Price
  • $101/SF
  • 85 Days On Market

  • Last Sold Price $150,000
  • Aug 11, 2023

  Last Listing Agent Bart Neely Bestway Realty
• 

  

  

  /60

  $375,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  1978 Oloff Smith Rd, Allardt, TN 38504

  Do you love country living with the convenience of a modern well equipped manufactured home that is in wonderful condition. It has new flooring in many parts of the house and nice carpet in the bedrooms. Garden tub and walk in shower in the master bath and a full bathroom convenient to the other bedrooms. Separate dining room with eat in island in the modern kitchen. Large laundry and mud room

  Glenda Levin Mitchell Real Estate & Auction

  1978 Oloff Smith Rd, Allardt, TN 38504
• 

  

  

  /27

  $189,900

  Sold May 07, 2026

  1016 W Hill Rd, Jamestown, TN 38556

  • 3 Beds
  • 2.5 Baths
  • 1,245 Sq Ft
  • Built 1976

  Last Sold Summary

  • $153/SF
  • 16 Days On Market

  Current Estimated Value $190,778

  Last Listing Agent Todd Stephens Crye-Leike Brown Executive Realty

  1016 W Hill Rd, Jamestown, TN 38556
• 

  

  /35

  Est $138,169

  Not Listed For Sale

  339 Briar Ave W, Jamestown, TN 38556

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1952

  339 Briar Ave W, Jamestown, TN 38556

  Last Sold Summary

  • 6% Above List Price
  • $93/SF
  • 14 Days On Market

  • Last Sold Price $130,000
  • Apr 04, 2025

  Last Listing Agent Lisa Garrett Mitchell Real Estate & Auction LLC
• 

  

  /39

  $49,900

  • Land
  • 5.52 Acres
  • $9,040 per Acre

  0 Hilltop Ln Unit 25449753, Wilder, TN 38589

  This beautiful 5.52-acre tract offers a peaceful, natural setting with mostly level terrain and a great mix of trees throughout. The property is fully wooded, featuring several mature hardwoods that provide shade, privacy, and character. A gentle gully adds interest to the landscape and could be an excellent spot to create a pond or water feature if desired. Electric and fiber-optic internet are

  Kimberly Rocha Freedom Realty Company Inc.

  0 Hilltop Ln Unit 25449753, Wilder, TN 38589
• 

  

  /53

  $415,000

  Sold Jul 22, 2025

  89.5ac Mose Beaty Rd, Jamestown, TN 38556

  • Land
  • 89.5 Acres
  • $4,637 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Todd Stephens Crye-Leike Brown Executive Realty

  89.5ac Mose Beaty Rd, Jamestown, TN 38556
• 

  

  /14

  Est $125,667

  Not Listed For Sale

  1208 Old Allardt Rd, Jamestown, TN 38556

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft
  • Built 1950

  1208 Old Allardt Rd, Jamestown, TN 38556

  Last Sold Summary

  • 93% Above List Price
  • $75/SF
  • 11 Days On Market

  • Last Sold Price $65,000
  • Sep 11, 2023

  Last Listing Agent Todd Stephens Crye-Leike Brown Executive Realty
• 

  

  /36

  $799,900

  • Land
  • 243 Acres
  • $3,292 per Acre

  0 Boatland Rd, Jamestown, TN 38556

  Introducing a remarkable 243 +/- acres in Fentress County, Tennessee! The East Fork Obey River Paradise offers the ultimate recreational escape! With the East Fork of the Obey River forming its eastern boundary, the property provides direct access to outstanding water recreation, including rafting, kayaking, and excellent fishing opportunities! Whether you're seeking adventure or a spot to enjoy

  Brian Whitt Arrowhead Land Company

  0 Boatland Rd, Jamestown, TN 38556
• 

  

  /39

  $415,000

  Sold Jan 22, 2026

  1119 Nichol Creek Dr, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 1,851 Sq Ft
  • Built 2025

  Last Sold Summary

  • 10% Below List Price
  • $224/SF
  • 58 Days On Market

  Last Listing Agent Todd Stephens Crye-Leike Brown Executive Realty

  1119 Nichol Creek Dr, Jamestown, TN 38556
• 

  

  /22

  Est $230,917

  Not Listed For Sale

  110 White Pine Ln, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 2016

  110 White Pine Ln, Jamestown, TN 38556

  Last Sold Summary

  • 23% Above List Price
  • $140/SF
  • 1 Day On Market

  • Last Sold Price $188,000
  • Feb 25, 2025

  Last Listing Agent Rhonda Darrow Home Touch Realty
• 

  

  /11

  $95,000

  $15K PRICE DROP

  • Land
  • 32,234 Sq Ft
  • $128,378 per Acre

  0 Lot 51 Grandview Way Unit 13806266, Jamestown, TN 38556

  Beautiful cleared lot with bluff views in the highly coveted equine community, The Highlands At Big South Fork! Just shy of an acre, this lot provides ample room to build your perfect home. This lot has been recently cleared and is ready for your new homesite. Enjoy 50 miles of community horse trails with breathtaking bluff views. Lot also includes membership to East Fork Stables providing an

  Stephanie Cross United Country Real Estate / Tennessee Real Properties

  0 Lot 51 Grandview Way Unit 13806266, Jamestown, TN 38556
• 

  

  /15

  $44,000

  Sold Nov 20, 2025

  0 Crockett Crest Ln, Jamestown, TN 38556

  • Land
  • 1.73 Acres
  • $25,434 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 3 Days On Market

  Last Listing Agent Glenda Levin Mitchell Real Estate & Auction LLC

  0 Crockett Crest Ln, Jamestown, TN 38556
• 

  

  /10

  Est $128,647

  Not Listed For Sale

  4100 Livingston Hwy, Jamestown, TN 38556

  • 2 Beds
  • 1 Bath
  • 884 Sq Ft
  • Built 1960

  4100 Livingston Hwy, Jamestown, TN 38556

  Last Sold Summary

  • 84% Above List Price
  • $79/SF
  • 126 Days On Market

  • Last Sold Price $70,000
  • May 31, 2023

  Last Listing Agent Rhonda Darrow Home Touch Realty
• 

  

  /25

  $64,900

  • Land
  • 5.52 Acres
  • $11,757 per Acre

  911 Parkstown Extension, Wilder, TN 38589

  Escape to the mountains with this gorgeous 5.52 acre tract located on the Tennessees scenic Cumberland mountain plateau in the Wilder Mountain community. Property features a newly surveyed parcel with a long winding private driveway and gated entrance, and adjoins Panther Branch Creek and is situated between two well established homes no HOA but restrictions are in place no mobile homes, or tiny

  Kimberly Rocha Freedom Realty Company Inc.

  911 Parkstown Extension, Wilder, TN 38589
• 

  

  /38

  $225,000

  Sold Dec 16, 2025

  3205 Apache Rd, Jamestown, TN 38556

  • 1 Bed
  • 1 Bath
  • 704 Sq Ft
  • Built 2024

  Last Sold Summary

  • 20% Below List Price
  • $320/SF
  • 142 Days On Market

  Last Listing Agent Lisa Garrett Mitchell Real Estate & Auction LLC

  3205 Apache Rd, Jamestown, TN 38556
• 

  

  /60

  Est $776,470

  Not Listed For Sale

  528 Ridgetop Dr, Jamestown, TN 38556

  • 2 Beds
  • 3 Baths
  • 3,360 Sq Ft
  • Built 2006

  528 Ridgetop Dr, Jamestown, TN 38556

  Last Sold Summary

  • 17% Above List Price
  • $198/SF
  • 61 Days On Market

  • Last Sold Price $664,000
  • Nov 17, 2023

  Last Listing Agent Darlene Justice Home Touch Realty, LLC
• 

  

  /10

  $45,900

  • Land
  • 5.71 Acres
  • $8,039 per Acre

  Ln, Wilder, TN 38589

  Fantastic 5.7 acres fully wooded with a trail, easily made into a driveway. The property has a nice gentle slope, perfect for homesteading. Minimal restrictions, no trailers, great for homesteading and an annual $200 road fee to keep the gravel roads well maintained.

  Kimberly Rocha Freedom Realty Company Inc.

  Ln, Wilder, TN 38589
• 

  

  /23

  $260,000

  Sold Oct 10, 2025

  273 Indian Rock Trail, Jamestown, TN 38556

  • 1 Bed
  • 1 Bath
  • 696 Sq Ft
  • Built 2022

  Last Sold Summary

  • 17% Below List Price
  • $374/SF
  • 217 Days On Market

  Current Estimated Value $273,525

  Last Listing Agent Christopher Stjernholm Trelora Realty, Inc

  273 Indian Rock Trail, Jamestown, TN 38556
• 

  

  /37

  Est $248,927

  Not Listed For Sale

  508 Central Ave W, Jamestown, TN 38556

  • 4 Beds
  • 1.5 Baths
  • 2,001 Sq Ft
  • Built 1950

  508 Central Ave W, Jamestown, TN 38556

  Last Sold Summary

  • 23% Above List Price
  • $101/SF
  • 59 Days On Market

  • Last Sold Price $202,000
  • Jan 31, 2025

  Last Listing Agent Todd Stephens Crye-Leike Brown Executive Realty
• 

  

  /21

  $41,900

  • Land
  • 8.01 Acres
  • $5,231 per Acre

  0 W Bobcat Ln Unit 26106437, Wilder, TN 38589

  Beautiful 8.01-acre wooded mountain property offering a true in the mountains feel with gently rolling terrain. A seasonal creek runs through the property and it adjoins Big Piney Creek, adding to the natural landscape and outdoor appeal. The property includes an existing driveway and a cleared homesite, making it ready for your planswhether a weekend getaway or a future build. The wooded setting

  Kimberly Rocha Freedom Realty Company Inc.

  0 W Bobcat Ln Unit 26106437, Wilder, TN 38589
• 

  

  /28

  $225,000

  Sold Nov 10, 2025

  1112 Whispering Pine Ln, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 1,208 Sq Ft
  • Built 2025

  Last Sold Summary

  • 10% Below List Price
  • $186/SF
  • 61 Days On Market

  Last Listing Agent Katelan Bowden Peavyhouse & Associates

  1112 Whispering Pine Ln, Jamestown, TN 38556
• 

  

  /55

  Est $279,134

  Not Listed For Sale

  212 Briar Ave W, Jamestown, TN 38556

  • 3 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • Built 1982

  212 Briar Ave W, Jamestown, TN 38556

  Last Sold Summary

  • 7% Below List Price
  • $273/SF
  • 27 Days On Market

  • Last Sold Price $300,000
  • Oct 04, 2023

  Last Listing Agent Lisa Garrett Mitchell Real Estate & Auction LLC
• 

  

  /27

  $340,000

  • Land
  • 66.25 Acres
  • $5,132 per Acre

  523 Honey Creek Loop Rd, Allardt, TN 38504

  This 66 +/- -acre tract sits on the Fentress and Scott County line in the heart of the Cumberland Plateau, offering direct access to one of Tennessee's most renowned outdoor recreation regions. The property is less than 1.5 miles from Big South Fork National River and Recreation Area and only moments from Honey Creek Overlook, Burnt Mill Bridge, and Honey Creek Horse Camp, where hundreds of miles

  Matt Carr National Land Realty

  523 Honey Creek Loop Rd, Allardt, TN 38504
• 

  

  /40

  $385,000

  Sold May 30, 2025

  851 River Chase Trail, Clarkrange, TN 38553

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $251/SF
  • 9 Days On Market

  Last Listing Agent Wade Delk Blackwater Realty

  851 River Chase Trail, Clarkrange, TN 38553
• 

  

  /16

  Est $153,806

  Not Listed For Sale

  105 Alvin Rd, Jamestown, TN 38556

  • 3 Beds
  • 1 Bath
  • 1,072 Sq Ft
  • Built 1985

  105 Alvin Rd, Jamestown, TN 38556

  Last Sold Summary

  • 40% Above List Price
  • $103/SF
  • 16 Days On Market

  • Last Sold Price $109,900
  • Dec 08, 2023
• 

  

  /68

  $325,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,233 Sq Ft

  126 Indian Village Ln, Wilder, TN 38589

  Escape to your own private retreat with this spacious 4 bedroom 2 bath home tucked away on a beautiful 5.3 wooded acres on a quiet cul de sac. This home offers exceptional privacy, peaceful surroundings, and plenty of room to relax or entertain. Step inside to a bright, open layout with all appliances included and an oversized tub to unwind after a long day. A large deck overlooks the surrounding

  Kimberly Rocha Freedom Realty Co. Inc.

  126 Indian Village Ln, Wilder, TN 38589
• 

  

  /20

  $140,000

  Sold May 08, 2026

  905 Mitchell Ln, Jamestown, TN 38556

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft
  • Built 1968

  Last Sold Summary

  • 7% Below List Price
  • $104/SF
  • 28 Days On Market

  Current Estimated Value $149,078

  Last Listing Agent Bart Neely Bestway Realty

  905 Mitchell Ln, Jamestown, TN 38556
• 

  

  /33

  Est $214,011

  Not Listed For Sale

  551 N Main St, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 1,084 Sq Ft
  • Built 1948

  551 N Main St, Jamestown, TN 38556

  Last Sold Summary

  • 7% Above List Price
  • $184/SF
  • 53 Days On Market

  • Last Sold Price $199,900
  • Aug 26, 2024

  Last Listing Agent Tennille Roska The Realty Firm
• 

  

  /10

  $34,900

  • Land
  • 5.9 Acres
  • $5,915 per Acre

  0 Wilson Ridge Rd, Jamestown, TN 38556

  Off Grid paradise, 5.9 acres of desirable hunting land or recreational land. No amenities such as electric or city water are available. Heavily wooded, really untouched, like stepping back in time! Absolutely stunning property

  Kimberly Rocha Freedom Realty Company Inc.

  0 Wilson Ridge Rd, Jamestown, TN 38556
• 

  

  /31

  $215,000

  Sold Dec 15, 2025

  124 County Rd, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1989

  Last Sold Summary

  • 23% Below List Price
  • $195/SF
  • 0 Days On Market

  Current Estimated Value $219,686

  Last Listing Agent Josh Hutchings The Property Company

  124 County Rd, Jamestown, TN 38556
• 

  

  /23

  Est $173,856

  Not Listed For Sale

  135 John Reagan Ln, Jamestown, TN 38556

  • 4 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1972

  135 John Reagan Ln, Jamestown, TN 38556

  Last Sold Summary

  • 24% Above List Price
  • $132/SF
  • 24 Days On Market

  • Last Sold Price $139,900
  • May 29, 2024

  Last Listing Agent Rhonda Darrow Home Touch Realty
• 

  

  /16

  $69,900

  • Land
  • 5.09 Acres
  • $13,733 per Acre

  638 Flat Top View Ln, Wilder, TN 38589

  Escape to the beauty of the Cumberland Plateau in the scenic Wilder Mountain area. This fabulous tract is build ready with some of the hard work already done: The gravel driveway is installed, the homesite area cleared and ready, electric is on site and a well already in place. This gently rolling land is easy to build on and gives you plenty of space for a garden, animals , cabin or estate in

  Kimberly Rocha Freedom Realty Co. Inc.

  638 Flat Top View Ln, Wilder, TN 38589
• 

  /2

  $81,000

  Sold Nov 13, 2025

  0 Graveyard Rd E O Rd, Jamestown, TN 38556

  • Land
  • 27 Acres
  • $3,000 per Acre

  Last Sold Summary

  • 42% Below List Price
  • 0 Days On Market

  Last Listing Agent Rhonda Darrow Home Touch Realty

  0 Graveyard Rd E O Rd, Jamestown, TN 38556
• 

  

  /27

  Est $161,646

  Not Listed For Sale

  1120 W Cove Rd, Jamestown, TN 38556

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 2003

  1120 W Cove Rd, Jamestown, TN 38556

  Last Sold Summary

  • 9% Above List Price
  • $171/SF
  • 84 Days On Market

  • Last Sold Price $148,000
  • Dec 16, 2024

  Last Listing Agent Wade Delk Blackwater Realty
• 

  

  /50

  $760,000

  • 3 Beds
  • 3 Baths
  • 1,790 Sq Ft

  2025 Allardt-Tinch Rd, Jamestown, TN 38556

  MOTIVATED SELLER - PRICED BELOW APPRAISED VALUE! Custom 2022-built homestead on 40.62 UNRESTRICTED ACRES in the heart of Tennessee horse country with privacy, infrastructure, and high-speed fiber internet already in place. Located at the end of a 1,000' private driveway, this low-maintenance property offers a rare combination of seclusion and convenience--just 10 minutes to town, 7 miles to East

  Stephanie Cross United Country Real Estate/Tennessee Real Properties

  2025 Allardt-Tinch Rd, Jamestown, TN 38556
• 

  

  /20

  $136,500

  Sold Jul 16, 2025

  2036 Old Wolf River Rd, Jamestown, TN 38556

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Below List Price
  • $154/SF
  • 9 Days On Market

  Current Estimated Value $149,841

  Last Listing Agent Christy Cj Pace Pace Probity Asset Management

  2036 Old Wolf River Rd, Jamestown, TN 38556
• 

  

  /17

  Est $215,000

  Not Listed For Sale

  1116 W Cove Rd, Jamestown, TN 38556

  • 2 Beds
  • 1 Bath
  • 873 Sq Ft
  • Built 1964

  1116 W Cove Rd, Jamestown, TN 38556

  Last Sold Summary

  • 20% Above List Price
  • $206/SF
  • 0 Days On Market

  • Last Sold Price $179,900
  • Feb 03, 2025

  Last Listing Agent Todd Stephens Crye-Leike Brown Executive Realty
• 

  

  /23

  $169,000

  • Land
  • 40 Acres
  • $4,225 per Acre

  0 Dry Creek Rd, Jamestown, TN 38556

  This 40 +/- acre wooded hillside property in Fentress County, Tennessee offers a great combination of natural beauty and recreational potential! Tucked away in a quiet part of the region, this tract provides a secluded setting that feels removed while still being accessible. The land is primarily wooded and features a natural change in elevation, sitting higher along the southern portion before

  Brian Whitt Arrowhead Land Company

  0 Dry Creek Rd, Jamestown, TN 38556

Showing Results 401 - 440, Page 11 of 18