Fentress County, TN Homes

• 

  

  

  /32

  $245,000

  Sold Aug 22, 2025

  296 Deer Lodge Hwy Unit 296, Clarkrange, TN 38553

  • 3 Beds
  • 2 Baths
  • 1,212 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Below List Price
  • $202/SF
  • 110 Days On Market

  Current Estimated Value $259,266

  Last Listing Agent Ashleigh Simmons Keller Williams Realty DBA Ckv

  296 Deer Lodge Hwy Unit 296, Clarkrange, TN 38553
• 

  

  

  /36

  Est $279,046

  Not Listed For Sale

  1119 W Cove Rd, Jamestown, TN 38556

  • 2 Beds
  • 2 Baths
  • 1,420 Sq Ft
  • Built 1971

  1119 W Cove Rd, Jamestown, TN 38556

  Last Sold Summary

  • 14% Above List Price
  • $173/SF
  • 38 Days On Market

  • Last Sold Price $245,000
  • Jun 14, 2024

  Last Listing Agent Heather Skender-Newton Skender-Newton Realty
• 

  

  

  /69

  $89,000

  $61K PRICE DROP

  • 1 Bed

  1023 Flat Rock Rd, Jamestown, TN 38556

  UNRESTRICTED - Endless Possibilities on 9.31 Acres! Escape to this peaceful 9.31-acre property offering privacy, natural beauty, and total freedom with no restrictions. A newly installed driveway and gated entrance lead to a charming 272 sq ft off-grid cabin with a 3/12 shingled roof-perfect for off-grid living, a weekend retreat, hunting cabin, Airbnb getaway, or a base while you build your

  Mary Rocha Freedom Realty Co. Inc.

  1023 Flat Rock Rd, Jamestown, TN 38556
• 

  

  

  /10

  $135,000

  Sold Nov 04, 2025

  0 Leatherwood Ford Rd Unit RTC2883713, Jamestown, TN 38556

  • Land
  • 13.8 Acres
  • $9,783 per Acre

  Last Sold Summary

  • 35% Below List Price
  • 346 Days On Market

  Last Listing Agent Glenda Levin Mitchell Real Estate & Auction LLC

  0 Leatherwood Ford Rd Unit RTC2883713, Jamestown, TN 38556
• 

  

  

  /12

  Est $176,708

  Not Listed For Sale

  600 Tulip Ave, Jamestown, TN 38556

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1980

  600 Tulip Ave, Jamestown, TN 38556

  Last Sold Summary

  • 30% Above List Price
  • $121/SF
  • 14 Days On Market

  • Last Sold Price $136,000
  • Aug 30, 2024

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

  

  /22

  $324,900

  $75K PRICE DROP

  • Land
  • 35 Acres
  • $9,283 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
• 

  

  /15

  $189,900

  Sold Feb 25, 2026

  610 Trimmer Ln, Jamestown, TN 38556

  • 2 Beds
  • 1.5 Baths
  • 768 Sq Ft
  • Built 2021

  Last Sold Summary

  • $247/SF
  • 12 Days On Market

  Current Estimated Value $187,387

  Last Listing Agent Lisa Garrett Mitchell Real Estate & Auction LLC

  610 Trimmer Ln, Jamestown, TN 38556
• 

  

  /4

  Est $88,996

  Not Listed For Sale

  409 Fairgrounds Rd, Jamestown, TN 38556

  • 3 Beds
  • 1 Bath
  • 1,204 Sq Ft
  • Built 1961

  409 Fairgrounds Rd, Jamestown, TN 38556

  Last Sold Summary

  • 305% Above List Price
  • $18/SF
  • 5 Days On Market

  • Last Sold Price $22,000
  • Oct 02, 2024

  Last Listing Agent Rhonda Darrow Home Touch Realty
• 

  

  /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
• 

  

  /11

  $37,000

  Sold Jan 09, 2026

  LOT 47 Grandview Way, Jamestown, TN 38556

  • Land
  • 28,314 Sq Ft
  • $56,923 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 148 Days On Market

  Last Listing Agent Don Guy Triple C Realty & Auction, LLC

  LOT 47 Grandview Way, Jamestown, TN 38556
• 

  

  /21

  Est $202,409

  Not Listed For Sale

  2215 Meadowview Dr, Jamestown, TN 38556

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1976

  2215 Meadowview Dr, Jamestown, TN 38556

  Last Sold Summary

  • 30% Above List Price
  • $148/SF
  • 76 Days On Market

  • Last Sold Price $156,000
  • Jul 12, 2023
• 

  

  /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
• 

  

  /78

  $180,000

  Sold May 27, 2025

  16.09 Ac Crockett Cemetery Rd, Jamestown, TN 38556

  • Land
  • 16.09 Acres
  • $11,187 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 0 Days On Market

  Last Listing Agent Jill Houston Mitchell Real Estate & Auction Co.

  16.09 Ac Crockett Cemetery Rd, Jamestown, TN 38556
• 

  

  /45

  Est $209,197

  Not Listed For Sale

  2009 Meadowview Dr, Jamestown, TN 38556

  • 2 Beds
  • 1 Bath
  • 872 Sq Ft
  • Built 1985

  2009 Meadowview Dr, Jamestown, TN 38556

  Last Sold Summary

  • 23% Above List Price
  • $195/SF
  • 57 Days On Market

  • Last Sold Price $169,900
  • Jan 29, 2024

  Last Listing Agent Rhonda Darrow Southern Star Realty
• 

  

  /26

  $68,500

  $1K PRICE DROP

  • Land
  • 5.39 Acres
  • $12,709 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
• 

  

  /10

  $440,000

  Sold Oct 23, 2025

  2345 Glenobey Rd, Jamestown, TN 38556

  • Land
  • 40.31 Acres
  • $10,915 per Acre

  Last Sold Summary

  • 17% Below List Price

  Current Estimated Value $442,409

  Last Listing Agent Steve Diskin Burks Diskin Real Estate

  2345 Glenobey Rd, Jamestown, TN 38556
• 

  

  /18

  Est $191,692

  Not Listed For Sale

  2016 Meadowview Dr, Jamestown, TN 38556

  • 3 Beds
  • 1 Bath
  • 1,027 Sq Ft
  • Built 1985

  2016 Meadowview Dr, Jamestown, TN 38556

  Last Sold Summary

  • 4% Above List Price
  • $180/SF
  • 11 Days On Market

  • Last Sold Price $185,000
  • Mar 21, 2025

  Last Listing Agent Rhonda Darrow Home Touch Realty
• 

  

  /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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  /34

  $79,900

  Sold Jan 16, 2026

  5054 Mount Helen Rd, Allardt, TN 38504

  • Land
  • 6.12 Acres
  • $13,056 per Acre

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Lisa Garrett Mitchell Real Estate & Auction LLC

  5054 Mount Helen Rd, Allardt, TN 38504
• 

  

  /15

  Est $279,874

  Not Listed For Sale

  1435 W Cove Rd, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft
  • Built 1983

  1435 W Cove Rd, Jamestown, TN 38556

  Last Sold Summary

  • 10% Above List Price
  • $156/SF

  • Last Sold Price $254,000
  • Nov 26, 2024

  Last Listing Agent Jerry Payne The Real Estate Collective
• 

  

  /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
• 

  

  /9

  $29,000

  Sold Oct 10, 2025

  0 Deep Branch Ln Unit RTC3014799, Wilder, TN 38589

  Last Sold Summary

  • 33% Below List Price
  • 554 Days On Market

  0 Deep Branch Ln Unit RTC3014799, Wilder, TN 38589
• 

  

  /20

  Est $284,723

  Not Listed For Sale

  1425 W Cove Rd, Jamestown, TN 38556

  • 4 Beds
  • 2 Baths
  • 1,612 Sq Ft
  • Built 1969

  1425 W Cove Rd, Jamestown, TN 38556

  Last Sold Summary

  • 22% Above List Price
  • $144/SF
  • 190 Days On Market

  • Last Sold Price $232,500
  • Jun 27, 2023
• 

  

  /46

  $51,900

  $3K PRICE INCREASE

  • Land
  • 5.59 Acres
  • $9,284 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
• 

  

  /50

  $399,900

  Sold May 19, 2025

  1108 Hargis Rd, Grimsley, TN 38565

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

  Last Sold Summary

  • $245/SF
  • 24 Days On Market

  Last Listing Agent Wade Delk Blackwater Realty

  1108 Hargis Rd, Grimsley, TN 38565
• 

  

  /32

  Est $254,448

  Not Listed For Sale

  818 Old Poplar Cove Rd, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 1971

  818 Old Poplar Cove Rd, Jamestown, TN 38556

  Last Sold Summary

  • 21% Above List Price
  • $159/SF
  • 4 Days On Market

  • Last Sold Price $210,000
  • Jul 29, 2024

  Last Listing Agent Stephen Johnson The Ashton Real Estate Group of RE/MAX Advantage
• 

  

  /39

  $54,900

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

  0 Hood Ln Unit 22915588, Wilder, TN 38589

  Welcome to Wilder Mountain in the heart of the beautiful Cumberland Plateau where peace, privacy, and possibility all come together. This nearly level, park-like property feels more like your own private nature preserve than a vacant lot. Towering hardwoods, open understory, and gentle terrain create a setting that's both breathtaking and incredibly usable.With an impressive 628 feet of

  Kimberly Rocha Freedom Realty Company Inc.

  0 Hood Ln Unit 22915588, Wilder, TN 38589
• 

  

  /30

  $162,000

  Sold Jan 20, 2026

  702 Iris Ave, Jamestown, TN 38556

  • 3 Beds
  • 1 Bath
  • 1,372 Sq Ft
  • Built 1995

  Last Sold Summary

  • 2% Below List Price
  • $118/SF

  Current Estimated Value $164,196

  702 Iris Ave, Jamestown, TN 38556
• 

  

  /49

  Est $356,282

  Not Listed For Sale

  154 Taft Story Rd, Jamestown, TN 38556

  • 1 Bed
  • 1 Bath
  • 984 Sq Ft
  • Built 2005

  154 Taft Story Rd, Jamestown, TN 38556

  Last Sold Summary

  • 32% Above List Price
  • $273/SF
  • 9 Days On Market

  • Last Sold Price $269,000
  • Nov 22, 2023

  Last Listing Agent Kathy Dunn Highlands Elite Real Estate
• 

  

  /24

  $179,900

  • Land
  • 17.6 Acres
  • $10,222 per Acre

  285 Purple Iris Ln, Wilder, TN 38589

  Beautiful wooded property on the Cumberland Plateau with stunning panoramic views. Located at the end of a cul de sac for maximum privacy, this tract features natural rock outcroppings and frontage on Big Piney Creed, with state owned land across the creek for lasting seclusion. No HOA, minimal restrictions, and an annual $200 road maintenance fee. Driveway already installed and perk tested for a

  Kimberly Rocha Freedom Realty Company Inc.

  285 Purple Iris Ln, Wilder, TN 38589
• 

  

  /33

  $399,000

  Sold Sep 11, 2025

  819 Hack Beaty Rd, Grimsley, TN 38565

  • 3 Beds
  • 2 Baths
  • 1,616 Sq Ft
  • Built 2025

  Last Sold Summary

  • $247/SF

  Last Listing Agent Rhonda Darrow Home Touch Realty

  819 Hack Beaty Rd, Grimsley, TN 38565
• 

  

  /14

  Est $312,979

  Not Listed For Sale

  255 Indian Rock Trail, Jamestown, TN 38556

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Built 2002

  255 Indian Rock Trail, Jamestown, TN 38556

  Last Sold Summary

  • 17% Above List Price
  • $335/SF
  • 142 Days On Market

  • Last Sold Price $268,000
  • May 24, 2024

  Last Listing Agent Steve Diskin Burks Diskin Real Estate
• 

  

  /15

  $325,000

  Under Contract

  • Land
  • 34.79 Acres
  • $9,342 per Acre

  1354 E Obey Ln, Wilder, TN 38589

  Discover this rare find, 34.75 beautiful wooded acres offering privacy, natural beauty and rare river frontage. The property has ample gravel road frontage of 2785 feet, adjoins gorgeous East Obey River frontage of 1272 feet and even a natural spring fed pond. Features include a homesite, a permitted 2 bedroom septic system installed, gravel driveway, gate, and a 200 amp electrical service. No

  Kimberly Rocha Freedom Realty Co. Inc.

  1354 E Obey Ln, Wilder, TN 38589
• 

  

  /10

  $85,000

  Sold Dec 22, 2025

  1153 Chris Ln, Jamestown, TN 38556

  • Land
  • 11.53 Acres
  • $7,372 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 0 Days On Market

  Last Listing Agent Tina Isham Isham Jones Realty

  1153 Chris Ln, Jamestown, TN 38556
• 

  

  /24

  Est $198,823

  Not Listed For Sale

  121 Windcrest Dr, Jamestown, TN 38556

  • 3 Beds
  • 1 Bath
  • 1,374 Sq Ft
  • Built 1983

  121 Windcrest Dr, Jamestown, TN 38556

  Last Sold Summary

  • 33% Above List Price
  • $109/SF
  • 62 Days On Market

  • Last Sold Price $150,000
  • Mar 15, 2024

  Last Listing Agent Rhonda Darrow Home Touch Realty
• 

  

  /42

  $429,900

  $9K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,584 Sq Ft

  317 Georgee Rd, Jamestown, TN 38556

  Welcome to 317 Georgee Rd - where privacy, comfort, and outdoor living come together beautifully. Situated on an impressive 1.25 acres, this well maintained property offers the kind of peaceful setting that's hard to find. Tucked away from the hustle and bustle, you'll immediately appreciate the privacy, mature landscaping, and thoughtfully designed outdoor spaces. The backyard is truly made for

  Gage Dople Wallace

  317 Georgee Rd, Jamestown, TN 38556
• 

  

  /28

  $175,000

  Sold Nov 14, 2025

  531 Mary Cromwell Rd, Jamestown, TN 38556

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • Built 1975

  Last Sold Summary

  • 12% Below List Price
  • $135/SF
  • 7 Days On Market

  Current Estimated Value $191,634

  Last Listing Agent Landon Dickerson True North Real Estate Services

  531 Mary Cromwell Rd, Jamestown, TN 38556
• 

  

  /24

  Est $198,844

  Not Listed For Sale

  133 Windcrest Dr, Jamestown, TN 38556

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1988

  133 Windcrest Dr, Jamestown, TN 38556

  Last Sold Summary

  • 17% Above List Price
  • $131/SF
  • 0 Days On Market

  • Last Sold Price $170,000
  • Jul 11, 2024

  Last Listing Agent Nikitia Thompson Realty Executives-Nikitia Thompson Realty
• 

  

  /5

  $339,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  1259 Franklin Loop, Clarkrange, TN 38553

  Welcome to 1259 Franklin Loop! This beautiful custom built home sits on .73 of an acre with a nice slightly sloping lot. This New Construction home features 3 bedrooms and 2 full bathrooms. When you enter the home you have small foyer that opens to the open floor plan. With large windows in the main living area natural light fills the room. The kitchen will be well equipped with large island and

  Jerry Payne The Real Estate Collective

  1259 Franklin Loop, Clarkrange, TN 38553
• 

  

  /32

  $230,000

  Sold Apr 03, 2026

  208 Frontier Dr, Grimsley, TN 38565

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft
  • Built 2007

  Last Sold Summary

  • 6% Below List Price
  • $179/SF
  • 0 Days On Market

  Current Estimated Value $244,020

  Last Listing Agent Clark Adcock The Realty Firm - Smithville

  208 Frontier Dr, Grimsley, TN 38565

Showing Results 441 - 480, Page 12 of 18