Fentress County, TN Homes

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  /15

  $39,000

  • Land
  • 4 Acres
  • $9,750 per Acre

  0 Angley Overlook Dr, Jamestown, TN 38556

  Imagine after a hard day at work, coming home, winding down, and stepping out onto your newly built back porch that overlooks a colorful, westerly sunset in the mountains. Imagine no more, welcome to your new reality! This property is located right off of 1-27 and is approximately 1 +/- hour away from Dale Hollow Lake where you can enjoy all water activities. In this rural community you will find

  Brian Whitt Arrowhead Land Company

  0 Angley Overlook Dr, Jamestown, TN 38556
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  /2

  $33,000 Sold May 29, 2025

  3608 Leatherwood Ford Rd, Jamestown, TN 38556

  • Land
  • 2.95 Acres
  • $11,186 per Acre

  Last Sold Summary

  • 53% Below List Price
  • 0 Days On Market

  Last Listing Agent Steve Diskin Burks Diskin Real Estate

  3608 Leatherwood Ford Rd, Jamestown, TN 38556
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  /15

  Est $176,890 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,060 Sq Ft

  1027 Kennedy Rd, Jamestown, TN 38556

  1027 Kennedy Rd, Jamestown, TN 38556
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  /8

  $36,500

  • Land
  • 5.34 Acres
  • $6,835 per Acre

  0 Cheyenne Dr Unit 24451519, Jamestown, TN 38556

  Beautiful property located in the prestigious Rockcastle gated community minimal restrictions.( included in documents) This fully wooded acreage frontage, and gently rolling woods. Just a short drive to Big South Fork, East Fork Stables, Pickett State Park and Dale Hollow Lake. Fabulous views, located in the hills of TN with mtn views with privacy and security. Electric, telephone and fiber optic

  Kimberly Rocha Freedom Realty Company Inc.

  0 Cheyenne Dr Unit 24451519, Jamestown, TN 38556
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  /10

  $125,000 Sold Feb 21, 2025

  2226 Country Club Rd, Jamestown, TN 38556

  • Land
  • 12.38 Acres
  • $10,097 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 1 Day On Market

  Current Estimated Value $158,082

  Last Listing Agent Todd Stephens Crye-Leike Brown Executive Realty

  2226 Country Club Rd, Jamestown, TN 38556
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  /25

  Est $169,882 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 2,080 Sq Ft

  112 Cross St, Jamestown, TN 38556

  112 Cross St, Jamestown, TN 38556
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  /24

  $12,500

  • Land
  • 0.88 Acre
  • $14,205 per Acre

  200 Pierce Rd, Jamestown, TN 38556

  Discover a peaceful mountain lot in the established Stone Cliff subdivision, just 12.2 miles south of downtown Jamestown. This 0.88-acre parcel on Press Beaty Road offers elevated, private home-site potential with mature trees and pleasant valley views — a great spot for a year-round residence, weekend retreat, or small cabin. With nearby paved roads and a growing neighborhood of quality homes,

  Aisha Zulfiquar Triland Co

  200 Pierce Rd, Jamestown, TN 38556
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  /41

  $320,000 Sold Jul 25, 2025

  1039 South Ln, Grimsley, TN 38565

  • 3 Beds
  • 2 Baths
  • 1,711 Sq Ft
  • Built 2001

  Last Sold Summary

  • 9% Below List Price
  • $187/SF
  • 135 Days On Market

  Current Estimated Value $323,540

  Last Listing Agent Deborah Mountain Bestway Realty

  1039 South Ln, Grimsley, TN 38565
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  /51

  Est $163,130 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft

  526 Harding Rd, Jamestown, TN 38556

  526 Harding Rd, Jamestown, TN 38556
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  /81

  $4,667,000

  1687 Delk Creek Rd, Pall Mall, TN 38577

  Own a once-in-a-lifetime piece of American history with this iconic riverfront farm along Tennessee’s Wolf River, one of two rivers forming the renowned Dale Hollow Lake. Spanning private acreage with ~2,500 feet of river frontage and surrounded by 400–500-foot bluffs, the property offers rare seclusion. Enjoy ~3,500 feet of road frontage with city water, electricity, and fiber at the road. The

  Sean Maxwell Whitetail Properties Real Estate, LLC

  1687 Delk Creek Rd, Pall Mall, TN 38577
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  /2

  $14,250 Sold Nov 12, 2025

  1.22 Acres Chuck Wagon Tr, Grimsley, TN 38565

  Last Sold Summary

  • 19% Above List Price
  • 3 Days On Market

  Last Listing Agent Shauna Jekabsons Crye-Leike Brown Executive Rea

  1.22 Acres Chuck Wagon Tr, Grimsley, TN 38565
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  /24

  Est $166,011 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  501 Wallace St, Jamestown, TN 38556

  501 Wallace St, Jamestown, TN 38556
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  /9

  $48,500

  • Land
  • 5.59 Acres
  • $8,676 per Acre

  0 Buckeye Ln, Wilder, TN 38589

  Fantastic acreage joining Big Piney Creek. The property is fully wooded giving plenty of access to cut as many or few trees as you prefer. If you are ready to escape to the crowds, come visit the TN mountains. We are located on the Cumberland Plateau and are about an hour to get to any box store. Lots of wildlife including bears, coyote, and deer. No doublewides or trailers, minimal restrictions

  Kimberly Rocha Freedom Realty Company Inc.

  0 Buckeye Ln, Wilder, TN 38589
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  /2

  $85,000 Sold Apr 09, 2025

  4 Ac Standing Rock Rd, Deer Lodge, TN 37726

  • Land
  • 4 Acres
  • $21,250 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Sue Pecora The Real Estate Collective

  4 Ac Standing Rock Rd, Deer Lodge, TN 37726
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  /15

  Est $137,861 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  505 Wallace St, Jamestown, TN 38556

  505 Wallace St, Jamestown, TN 38556
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  /44

  $179,900

  • Land
  • 5.65 Acres
  • $31,841 per Acre

  863 Parkstown Extension, Wilder, TN 38589

  Discover 5.62 acres nestled along Panther Branch Creek, offering the perfect blend of privacy, natural beauty, and usable land. This charming 1 bed 1 bath home features 928 square feet per the property assessor and sits on a partially fenced tract ready for gardens or animals. The peaceful winding creek features gorgeous rock overhangs. The gated driveway leads to the residence which includes a

  Kimberly Rocha Freedom Realty Company Inc.

  863 Parkstown Extension, Wilder, TN 38589
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  /41

  $879,929 Sold Sep 29, 2025

  1130 Old Martha Washington Rd, Clarkrange, TN 38553

  • 4 Beds
  • 3.5 Baths
  • 4,463 Sq Ft
  • Built 1997

  Last Sold Summary

  • 2% Below List Price
  • $197/SF
  • 209 Days On Market

  Current Estimated Value $819,951

  Last Listing Agent Heather Skender-Newton Skender-Newton Realty

  1130 Old Martha Washington Rd, Clarkrange, TN 38553
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  /23

  Est $145,866 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 984 Sq Ft

  515 Burnett St, Jamestown, TN 38556

  515 Burnett St, Jamestown, TN 38556
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  /22

  $349,900

  • Land
  • 35 Acres
  • $9,997 per Acre

  0 Sam Smith Rd Unit LotWP001 23395947, Allardt, TN 38504

  This stunning 35-acre property offers an exceptional combination of natural beauty and amenities. With gorgeous mountain views, approximately 15 acres of rolling pasture, and a peaceful stocked pond, the land is perfectly suited for a private homestead, recreational retreat, or small farm. The property boasts approximately 2,100 feet of road frontage across two roads, with utilities available

  Sean Maxwell Whitetail Properties Real Estate

  0 Sam Smith Rd Unit LotWP001 23395947, Allardt, TN 38504
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  /68

  $774,000 Sold Apr 15, 2025

  644 Bluebird Ridge Rd, Jamestown, TN 38556

  • 3 Beds
  • 2.5 Baths
  • 2,148 Sq Ft
  • Built 2021

  Last Sold Summary

  • 2% Below List Price
  • $360/SF
  • 48 Days On Market

  Current Estimated Value $799,977

  Last Listing Agent Kristi Duke Benchmark Realty, LLC

  644 Bluebird Ridge Rd, Jamestown, TN 38556
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  /18

  Est $109,666 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft

  120 Clark Ave, Jamestown, TN 38556

  120 Clark Ave, Jamestown, TN 38556
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  /18

  $67,900

  • Land
  • 5.92 Acres
  • $11,470 per Acre

  0 Hood Ln Unit 23582805, Wilder, TN 38589

  Experience the natural beauty and serene lifestyle of Wilder Mountain, ideally located in the heart of the Cumberland Plateau. This almost 6 acres of gently rolling, wooded property presents a great opportunity to create your ideal retreatwhether thats a secluded estate home, a cozy mountain cabin, or a homestead to be proud of. The land offers ample acreage with plenty of room for barns,

  Kimberly Rocha Freedom Realty Company Inc.

  0 Hood Ln Unit 23582805, Wilder, TN 38589
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  /35

  $230,000 Sold Aug 12, 2025

  0 Mt Helen Rd Unit 237632, Allardt, TN 38504

  • Land
  • 26.97 Acres
  • $8,528 per Acre

  Last Sold Summary

  • 23% Below List Price
  • 0 Days On Market

  Last Listing Agent Lisa Garrett Mitchell Real Estate & Auction Co.

  0 Mt Helen Rd Unit 237632, Allardt, TN 38504
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  /15

  Est $132,198 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft

  109 E Wright Ave, Jamestown, TN 38556

  109 E Wright Ave, Jamestown, TN 38556
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  /10

  $33,500

  • Land
  • 6.83 Acres
  • $4,905 per Acre

  0 Wilson Ridge Rd, Jamestown, TN 38556

  Off Grid paradise, 6.83 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
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  /10

  $135,000 Sold Nov 04, 2025

  0 Leatherwood Ford Rd Unit 1280105, Jamestown, TN 38556

  Last Sold Summary

  • 35% Below List Price
  • 346 Days On Market

  Last Listing Agent Glenda Levin Mitchell Real Estate & Auction

  0 Leatherwood Ford Rd Unit 1280105, Jamestown, TN 38556
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  /25

  Est $165,411 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  306 E Wright Ave, Jamestown, TN 38556

  306 E Wright Ave, Jamestown, TN 38556
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  /26

  $69,500

  • Land
  • 5.39 Acres
  • $12,894 per Acre

  0 Valley View Cir Unit 22837501, Wilder, TN 38589

  This parcel is a bluff view and has a driveway already for your dream home. Very rural and private area of Wilder Mountain. Off Hillcamp Road. Sign on property. Lots of wildlife on private gravel road. Annual road maintenance fee of $200, but no homeowners association great for your on or off grid home. Deed restrictions are in place to keep property values.

  Kimberly Rocha Freedom Realty Company Inc.

  0 Valley View Cir Unit 22837501, Wilder, TN 38589
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  /24

  $269,500 Sold Jun 03, 2025

  560 Yellow Cliff Estates Rd, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 2,706 Sq Ft
  • Built 1979

  Last Sold Summary

  • 5% Below List Price
  • $100/SF
  • 11 Days On Market

  Current Estimated Value $266,727

  Last Listing Agent Lisa Garrett Mitchell Real Estate & Auction LLC

  560 Yellow Cliff Estates Rd, Jamestown, TN 38556
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  /21

  Est $125,882 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,326 Sq Ft

  409 Stockton Ave, Jamestown, TN 38556

  409 Stockton Ave, Jamestown, TN 38556
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  /111

  $5,250,000

  • 3 Beds
  • 2 Baths
  • 3,501 Sq Ft

  2965 S York Hwy, Jamestown, TN 38556

  A Rare Business & Real Estate Offering – 68 Acres in Fentress County, TNHighland Manor Winery, established in 1980, holds the distinction of being Tennessee’s oldest winery. Paired with Sawbriar Brewing, Fentress County’s first tap room, this property represents a unique dual-brand enterprise at the forefront of Tennessee’s food and beverage scene. Together, they deliver award-winning wines,

  Stephanie Cross United Country Real Estate / Tennessee Real Properties

  2965 S York Hwy, Jamestown, TN 38556
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  /40

  $399,900 Sold Apr 16, 2025

  1076 Hargis Rd, Grimsley, TN 38565

  • 3 Beds
  • 2 Baths
  • 1,630 Sq Ft
  • Built 2025

  Last Sold Summary

  • $245/SF
  • 5 Days On Market

  Last Listing Agent Wade Delk Blackwater Realty

  1076 Hargis Rd, Grimsley, TN 38565
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  /22

  Est $200,037 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,536 Sq Ft

  1021 Lincoln Rd, Jamestown, TN 38556

  1021 Lincoln Rd, Jamestown, TN 38556
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  /7

  $49,900

  • Land
  • 6.18 Acres
  • $8,074 per Acre

  0 Panther Falls Rd, Wilder, TN 38589

  Perched on the scenic Cumberland Plateau this 6.18 acre parcel offers breathtaking mountain views and the soothing sounds of a waterfall you can hear right from your deck. The terrain is steep, adding to the dramatic vistas, with nature unfolding in every direction. No HOA, minimal restrictions and road fees help maintain year round access. Whether youre envisioning a secluded getaway cabin or a

  Kimberly Rocha Freedom Realty Company Inc.

  0 Panther Falls Rd, Wilder, TN 38589
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  /14

  $120,000 Sold Oct 09, 2025

  0 Crooked Branch Cir Unit RTC2980333, Jamestown, TN 38556

  • Land
  • 12.81 Acres
  • $9,368 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 18 Days On Market

  Last Listing Agent Glenda Levin Mitchell Real Estate & Auction LLC

  0 Crooked Branch Cir Unit RTC2980333, Jamestown, TN 38556
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  /38

  Est $235,930 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft

  1024 Lincoln Rd, Jamestown, TN 38556

  1024 Lincoln Rd, Jamestown, TN 38556
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  /46

  $49,000

  • Land
  • 5.59 Acres
  • $8,766 per Acre

  6030 E Obey Ln, Wilder, TN 38589

  Discover the perfect blend of natural beauty and convenience on this 5.59 acre parcel with mountain views all around. A driveway is already in place and the property features a 200 amp electrical service and a completed soil test saving you time and expense as you prepare to build your dream home or getaway cabin. The land has very unique rock outcroppings, including one remarkable formation

  Kimberly Rocha Freedom Realty Company Inc.

  6030 E Obey Ln, Wilder, TN 38589
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  /5

  $26,000 Sold Feb 28, 2025

  1665 Hollis Poore Rd, Jamestown, TN 38556

  • Land
  • 1.97 Acres
  • $13,198 per Acre

  Last Sold Summary

  • 13% Below List Price
  • 92 Days On Market

  Last Listing Agent Rhonda Darrow Home Touch Realty, LLC

  1665 Hollis Poore Rd, Jamestown, TN 38556
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  /29

  Est $212,884 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft

  1034 Lincoln Rd, Jamestown, TN 38556

  1034 Lincoln Rd, Jamestown, TN 38556
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  /39

  $54,900

  • Land
  • 5.58 Acres
  • $9,839 per Acre

  0 Hood Ln Unit 22915588, Wilder, TN 38589

  Discover the breathtaking beauty of Wilder Mountain, nestled in the heart of the Cumberland Plateau. This nearly flat, wooded property offers the ease of buildable terrain while still capturing that sought-after mountain feel. Featuring ample road frontage and a brand new driveway already in place, its ready for your vision. Clear as much or as little as you desire to create your perfect retreat.

  Kimberly Rocha Freedom Realty Company Inc.

  0 Hood Ln Unit 22915588, Wilder, TN 38589

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