Fentress County, TN Homes

• 

  

  /2

  $190,000

  • Land
  • 20.01 Acres
  • $9,495 per Acre

  4169 Gatewood Ford Rd, Jamestown, TN 38556

  ---More photos coming soon---Unrestricted 20-Acre Homestead - Private Plateau Retreat Escape to the heart of the Cumberland Plateau with this pristine 20.00-acre tract in Jamestown, TN. Located just north of Gate Wood Ford Road, this property offers the ultimate blank canvas for your Tennessee dream--whether that's a private family estate, a self-sufficient homestead, or a weekend getaway for

  

  Lisa Garrett

  Mitchell Real Estate & Auction Co.

  (931) 485-5087

  4169 Gatewood Ford Rd, Jamestown, TN 38556
• 

  

  /2

  $10,000

  Sold Jul 09, 2025

  0 Chapman Rd Unit 1287974, Jamestown, TN 38556

  • Land
  • 6,098 Sq Ft
  • $71,429 per Acre

  Last Sold Summary

  • 33% Below List Price
  • 126 Days On Market

  Last Listing Agent Rhonda Darrow Home Touch Realty, LLC

  0 Chapman Rd Unit 1287974, Jamestown, TN 38556
• 

  

  

  /24

  Est $246,936

  Not Listed For Sale

  1925 Roslin Rd, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1935

  1925 Roslin Rd, Jamestown, TN 38556

  Last Sold Summary

  • 23% Above List Price
  • $159/SF
  • 61 Days On Market

  • Last Sold Price $200,000
  • Feb 26, 2024

  Last Listing Agent Jeff Green Green Acres Real Estate & Auct
• 

  

  

  /18

  $249,900

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  803 Old Poplar Cove Rd, Jamestown, TN 38556

  2 HOMES FOR THE PRICE OF ONE !!!! Brand New Construction, a beautiful western style 1 bedroom 1 bath home and a 2 Bedroom 1 bath completely remodeled mobile home located just outside the city limits of Jamestown, beautiful custom cabinets, very spacious living area, large utility room, the mobile home is 2 bedroom 1 bath that is remodeled from top to bottom, perfect for in-laws or multiple

  

  Todd Stephens

  Crye-Leike Brown Executive Realty

  (931) 272-3480

  803 Old Poplar Cove Rd, Jamestown, TN 38556
• 

  

  

  /35

  $310,000

  Sold Jun 16, 2025

  810 Wallace Way, Grimsley, TN 38565

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 2007

  Last Sold Summary

  • $221/SF
  • 17 Days On Market

  Current Estimated Value $314,936

  Last Listing Agent Sissie Turner Century 21 Realty Group, LLC

  810 Wallace Way, Grimsley, TN 38565
• 

  

  /18

  Est $165,206

  Not Listed For Sale

  5569 S York Hwy, Grimsley, TN 38565

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1971

  5569 S York Hwy, Grimsley, TN 38565

  Last Sold Summary

  • 38% Above List Price
  • $119/SF
  • 0 Days On Market

  • Last Sold Price $120,000
  • Mar 17, 2025

  Last Listing Agent Glinda Brown Highlands Elite Real Estate LLC
• 

  

  /30

  $269,000

  $6K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft

  105 River Ln, Jamestown, TN 38556

  Fully renovated River Cabin with 2 bedrooms plus a flexible 3rd room (ideal as a bedroom, office, or guest space), perfect for a new owner or Airbnb. Just 700 yards from the East Obey River and Compton Bottoms boat landing, with quick access to East Port Marina and Dale Hollow Lake. The cabin offers 2 full baths, two living rooms with accent fireplaces, and two spacious porches. The upper porch

  

  Adam Pipkin

  Tennessee Life Real Estate Professionals

  (931) 419-5505

  105 River Ln, Jamestown, TN 38556
• 

  

  /9

  $95,000

  Sold Oct 20, 2025

  222 Blazing Saddle, Jamestown, TN 38556

  • Land
  • 3.17 Acres
  • $29,968 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 12 Days On Market

  Last Listing Agent Steve Diskin Burks Diskin Real Estate

  222 Blazing Saddle, Jamestown, TN 38556
• 

  

  /43

  Est $521,768

  Not Listed For Sale

  686 Sweat Rd, Grimsley, TN 38565

  • 3 Beds
  • 2 Baths
  • 3,200 Sq Ft
  • Built 1977

  686 Sweat Rd, Grimsley, TN 38565

  Last Sold Summary

  • 9% Above List Price
  • $150/SF
  • 15 Days On Market

  • Last Sold Price $480,000
  • Oct 07, 2024
• 

  

  /15

  $189,900

  Pending

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  242 Joe Barnett Rd, Jamestown, TN 38556

  Remodeled like New! This 3 bedroom home has been remodeled, new flooring, plumbing, paint, cabinets, water heater, HVAC unit and more. The home has a nice fireplace in living room. Additional acreage available. Call today!

  

  Lisa Garrett

  MITCHELL REAL ESTATE, LLC

  (931) 536-9155

  242 Joe Barnett Rd, Jamestown, TN 38556
• 

  

  /21

  $560,000

  Sold Apr 03, 2026

  399 Georgee Rd, Jamestown, TN 38556

  • 2 Beds
  • 2.5 Baths
  • 2,504 Sq Ft
  • Built 2022

  Last Sold Summary

  • 1% Below List Price
  • $224/SF

  Current Estimated Value $558,253

  Last Listing Agent NONMLS NONMLS

  399 Georgee Rd, Jamestown, TN 38556
• 

  

  /23

  Est $251,422

  Not Listed For Sale

  1086 N Shady Lane Loop, Clarkrange, TN 38553

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • Built 2000

  1086 N Shady Lane Loop, Clarkrange, TN 38553

  Last Sold Summary

  • 10% Above List Price
  • $180/SF
  • 9 Days On Market

  • Last Sold Price $229,500
  • May 22, 2023

  Last Listing Agent Lori M Buck Highlands Elite Real Estate
• 

  

  /39

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,636 Sq Ft

  874 Deer Lodge Hwy, Clarkrange, TN 38553

  Turn-key, 3 bedroom, 2 bath, 1,660 square foot home on 1.52 acres in Clarkrange, TN in like-new condition. Home features hardwood floors and granite counter tops throughout, ceramic tile floors in each bathroom, soft close/hidden hinge cabinets in kitchen and both bathrooms, large kitchen pantry, new touch-style kitchen faucet, large master bedroom with on-suite bathroom featuring a large tiled

  

  Lisa Garrett

  Mitchell Real Estate & Auction

  (931) 616-7057

  874 Deer Lodge Hwy, Clarkrange, TN 38553
• 

  

  /33

  $140,000

  Sold May 20, 2025

  635 Flat Top View Ln, Wilder, TN 38589

  • Land
  • 6.12 Acres
  • $22,876 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 0 Days On Market

  Last Listing Agent Kimberly Rocha Freedom Realty Co. Inc.

  635 Flat Top View Ln, Wilder, TN 38589
• 

  

  /11

  Est $322,546

  Not Listed For Sale

  805 Wallace Way, Grimsley, TN 38565

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft
  • Built 2004

  805 Wallace Way, Grimsley, TN 38565

  Last Sold Summary

  • 27% Above List Price
  • $169/SF

  • Last Sold Price $253,000
  • Oct 15, 2024

  Last Listing Agent Jerry Payne The Real Estate Collective
• 

  

  /15

  $79,500

  • Land
  • 1.34 Acres
  • $59,328 per Acre

  115 Legacy Way, Jamestown, TN 38556

  Semi-cleared lot located in a desirable equestrian subdivision featuring private riding trails throughout the community. Conveniently situated just minutes from East Fork Stables and a short drive to the renowned Big South Fork National River and Recreation Area with over 150 miles of scenic riding trails. A great opportunity to build your dream home, barn, or weekend getaway in the heart of

  

  Melissa Wolff

  Home Touch Realty, LLC

  (931) 240-5868

  115 Legacy Way, Jamestown, TN 38556
• 

  

  /49

  $200,000

  Sold Aug 06, 2025

  1729 Roslin Rd, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1961

  Last Sold Summary

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

  Current Estimated Value $213,811

  Last Listing Agent Lisa Garrett Mitchell Real Estate & Auction LLC

  1729 Roslin Rd, Jamestown, TN 38556
• 

  

  /70

  Est $330,279

  Not Listed For Sale

  857 Wallace Way, Grimsley, TN 38565

  • 3 Beds
  • 3 Baths
  • 2,176 Sq Ft
  • Built 2005

  857 Wallace Way, Grimsley, TN 38565

  Last Sold Summary

  • 6% Below List Price
  • $161/SF
  • 2 Days On Market

  • Last Sold Price $350,500
  • May 15, 2024

  Last Listing Agent Christopher (Chr Tapp APP Realty
• 

  

  /9

  $69,900

  • Land
  • 5.61 Acres
  • $12,460 per Acre

  0 Ridge Top Dr Unit 11655632, Jamestown, TN 38556

  MUST SEE !! Beautiful 5.61 acres of land to build on with park-like features-creek and cave located at the back of the property as well as riding trails from your property. This land is located in the equestrian community of Ridge Top and features several miles of exclusive horse-only trails with direct riding trails into Big South Fork National Park, providing access to 200+ miles of scenic

  

  Lisa Garrett

  MITCHELL REAL ESTATE, LLC

  (931) 377-2375

  0 Ridge Top Dr Unit 11655632, Jamestown, TN 38556
• 

  

  /27

  $141,000

  Sold Sep 22, 2025

  3540 Stockton Rd, Jamestown, TN 38556

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1960

  Last Sold Summary

  • 17% Below List Price
  • $140/SF
  • 164 Days On Market

  Current Estimated Value $153,241

  Last Listing Agent Rhonda Darrow Home Touch Realty

  3540 Stockton Rd, Jamestown, TN 38556
• 

  

  /37

  Est $530,438

  Not Listed For Sale

  816 Wallace Way, Grimsley, TN 38565

  • 4 Beds
  • 3 Baths
  • 2,967 Sq Ft
  • Built 2007

  816 Wallace Way, Grimsley, TN 38565

  Last Sold Summary

  • 1% Below List Price
  • $181/SF
  • 62 Days On Market

  • Last Sold Price $538,500
  • Apr 22, 2025

  Last Listing Agent Sissie Turner Century 21 Realty Group, LLC
• 

  

  /14

  $29,900

  • Land
  • 1.03 Acres
  • $29,029 per Acre

  0 Georgee Road Lot 14, Jamestown, TN 38556

  Beautiful1.03 acres located in great location. The utilities are at the road and high speed internet available. Call today!

  

  Lisa Garrett

  Mitchell Real Estate & Auction

  (931) 888-3108

  0 Georgee Road Lot 14, Jamestown, TN 38556
• 

  

  /37

  $85,000

  Sold Sep 10, 2025

  Lot BCD Hood Ln, Wilder, TN 38589

  • Land
  • 8.8 Acres
  • $9,659 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 0 Days On Market

  Last Listing Agent Kimberly Rocha Freedom Realty Co. Inc.

  Lot BCD Hood Ln, Wilder, TN 38589
• 

  

  /34

  Est $289,729

  Not Listed For Sale

  1009 South Ln, Grimsley, TN 38565

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft
  • Built 2004

  1009 South Ln, Grimsley, TN 38565

  Last Sold Summary

  • 8% Above List Price
  • $195/SF
  • 178 Days On Market

  • Last Sold Price $267,500
  • Mar 22, 2024

  Last Listing Agent Gina Knight RE/MAX
• 

  

  /58

  $855,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 4,640 Sq Ft

  5519 S York Hwy, Grimsley, TN 38565

  Updated Farmhouse on 12.4 Acres with Pool, Barn, Creek & PondEnjoy peaceful country living with room to roam with this beautifully updated farmhouse situated on 12.4 scenic acres. A long paved driveway welcomes you onto the property, where you'll find a spacious 4,000+ sq. ft. home surrounded by open land, pond, and fenced pasture.Inside, the home offers generous living space designed for

  

  Lori M Buck

  Highlands Elite Real Estate

  (931) 651-9347

  5519 S York Hwy, Grimsley, TN 38565
• 

  /2

  $52,400

  Sold Jun 03, 2025

  0 Fw Tate Ln, Jamestown, TN 38556

  • Land
  • 0 Sq Ft

  Last Sold Summary

  • 19% Below List Price
  • 0 Days On Market

  Last Listing Agent Other Other Non Realtor Other Non Member Office

  0 Fw Tate Ln, Jamestown, TN 38556
• 

  

  /60

  Est $540,406

  Not Listed For Sale

  5748 S York Hwy, Clarkrange, TN 38553

  • 3 Beds
  • 2.5 Baths
  • 1,797 Sq Ft
  • Built 1982

  5748 S York Hwy, Clarkrange, TN 38553

  Last Sold Summary

  • 3% Below List Price
  • $309/SF
  • 76 Days On Market

  • Last Sold Price $555,000
  • Nov 05, 2024

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

  

  /29

  $257,500

  • 3 Beds
  • 2 Baths
  • 2,072 Sq Ft

  122 Green Acres, Clarkrange, TN 38553

  Country living with room to spread out! This spacious 2,000+ square foot manufactured home sits on a full acre, this is not your typical double wide. Offering privacy, comfort, and an affordable opportunity to enjoy the best of rural living. Relax and unwind on the inviting covered front porch. Inside, you'll find a thoughtfully designed open floor plan that seamlessly connects the living,

  

  Lori M Buck

  Highlands Elite Real Estate LLC - Crvl

  (931) 429-3622

  122 Green Acres, Clarkrange, TN 38553
• 

  

  /27

  $210,000

  Sold Oct 20, 2025

  7020 S York Hwy, Clarkrange, TN 38553

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Below List Price
  • $157/SF
  • 0 Days On Market

  Last Listing Agent Jenette Wilson The Real Estate Collective

  7020 S York Hwy, Clarkrange, TN 38553
• 

  

  /40

  Est $262,041

  Not Listed For Sale

  569 Robs Rd, Grimsley, TN 38565

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1992

  569 Robs Rd, Grimsley, TN 38565

  Last Sold Summary

  • 34% Above List Price
  • $145/SF
  • 29 Days On Market

  • Last Sold Price $195,000
  • Nov 08, 2024

  Last Listing Agent Clark Adcock The Realty Firm - Smithville
• 

  

  /8

  $75,000

  $50K PRICE DROP

  • Land
  • 1.39 Acres
  • $53,957 per Acre

  0 Cliffmont Unit 1326632, Jamestown, TN 38556

  Nice level to rolling building lot in the Highlands partial clear with driveway and cleared area in place for a home. Also available at additional cost is hay storage & pasture turn out. Private riding trails within development, or trail to the BSF for additional riding trails or East Forks stables. Build your home today and start riding til your heart is content. Very motivated seller..

  

  Melissa Wolff

  Home Touch Realty, LLC

  (931) 369-4412

  0 Cliffmont Unit 1326632, Jamestown, TN 38556
• 

  

  /42

  $389,900

  Sold Jun 30, 2025

  552 Vista View Pkwy, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $232/SF
  • 0 Days On Market

  Current Estimated Value $414,438

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

  552 Vista View Pkwy, Jamestown, TN 38556
• 

  

  /38

  Est $340,698

  Not Listed For Sale

  2901 Banner Springs Rd, Jamestown, TN 38556

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft
  • Built 1991

  2901 Banner Springs Rd, Jamestown, TN 38556

  Last Sold Summary

  • 12% Above List Price
  • $144/SF
  • 205 Days On Market

  • Last Sold Price $305,000
  • Apr 04, 2025

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

  

  /40

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft

  1065 Star Point Rd, Jamestown, TN 38556

  Beautiful 3 bedroom 2 bath ranch home on 5+ unrestricted ALL FENCED acres that in a great neighborhood just north of Jamestown, not far from Big South Fork National Park and East Fork Stables, home is excellent condition, new flooring custom cabinets, large bonus room with gas fireplace, property is fenced with nice horse barn with attached equipment shed and tack room with power and water,long

  

  Todd Stephens

  Crye-Leike Brown Executive Rea

  (931) 429-3963

  1065 Star Point Rd, Jamestown, TN 38556
• 

  

  /26

  $125,000

  Sold Aug 04, 2025

  1003 Saxony Ave, Jamestown, TN 38556

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

  Last Sold Summary

  • 22% Below List Price
  • $145/SF
  • 40 Days On Market

  Last Listing Agent Todd Stephens Crye-Leike Brown Executive Realty

  1003 Saxony Ave, Jamestown, TN 38556
• 

  

  /13

  Est $153,000

  Not Listed For Sale

  550 Walking Horse Trail, Jamestown, TN 38556

  • Built 1985

  550 Walking Horse Trail, Jamestown, TN 38556

  Last Sold Summary

  • 9% Below List Price
  • $161/SF
  • 0 Days On Market

  • Last Sold Price $167,500
  • Jun 13, 2024

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

  

  /16

  $197,500

  Pending

  • 1 Bed
  • 1 Bath
  • 1,296 Sq Ft

  5521 S York Highway 5521 Hwy, Grimsley, TN 38565

  Residential or CommercialRemarkable potential along US Hwy with the comfort of home and room to grow.This unique 1⁄2-acre property can easily function as a 1-bedroom, 1-bath residence, offering a practical layout with two spacious rooms, a central laundry and storage area with rear access, one bathroom, and a kitchenette—perfect for simple, efficient living. The home sits on a generous

  

  Lori M Buck

  Highlands Elite Real Estate

  (931) 813-9354

  5521 S York Highway 5521 Hwy, Grimsley, TN 38565
• 

  

  /25

  $232,000

  Sold May 28, 2025

  149 Mountain Laurel Trail, Monterey, TN 38574

  • 2 Beds
  • 1.5 Baths
  • 914 Sq Ft
  • Built 1997

  Last Sold Summary

  • 23% Below List Price
  • $254/SF
  • 160 Days On Market

  Current Estimated Value $234,000

  Last Listing Agent Stephen Anderson TN Realty, LLC

  149 Mountain Laurel Trail, Monterey, TN 38574
• 

  

  /24

  Est $393,721

  Not Listed For Sale

  1559 Hollis Poore Rd, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 1,168 Sq Ft
  • Built 2004

  1559 Hollis Poore Rd, Jamestown, TN 38556

  Last Sold Summary

  • 5% Above List Price
  • $321/SF
  • 111 Days On Market

  • Last Sold Price $375,000
  • May 01, 2025

  Last Listing Agent Rhonda Darrow Home Touch Realty
• 

  

  /35

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft

  103 N Duncan St, Jamestown, TN 38556

  Beautiful New Construction Home! This 3 bedroom, 2 bathroom home has a large open floor plan with split bedrooms for privacy, and nice cathedral ceilings. The kitchen has custom cabinets with quartz countertops and island, and The primary bedroom has a large walk-in closet and a walk-in shower. This home offers a large laundry room, and the big front and back porches are perfect for relaxing and

  

  Lisa Garrett

  Mitchell Real Estate & Auction Co.

  (931) 616-3501

  103 N Duncan St, Jamestown, TN 38556

Showing Results 161 - 200, Page 5 of 18