15,755

Fentress County, TN Homes

Section Image Section Image
  • /56

    $480,000

    • 3 Beds
    • 2 Baths
    • 2,065 Sq Ft

    1036 Circle Dr, Jamestown, TN 38556

    Fully Updated Home in Allardt Estates with Pool, Deck & Multiple Garages! Welcome to 1036 Circle Drive in the desirable Allardt Estates subdivision, nestled on the scenic Upper Cumberland Plateau in Fentress County. This beautifully updated home is move-in ready and packed with upgrades! Enjoy peace of mind with a whole-house Generac generator, new roof (2022) with 50-year Timberline shingles,

    Agent Photo

    Melissa Sterling

    Better Homes & Gardens Real Estate Heritage Group

    (931) 477-1898

    1036 Circle Dr, Jamestown, TN 38556
  • /16

    $1,600 per month

    • 1 Bath
    • 1,296 Sq Ft
    • House for Rent

    5521 S York Hwy, Grimsley, TN 38565

    Remarkable potential on US Hwy for commercial business!! Make this 1/2 lot your next money maker. Perfect location with plenty of parking for your Retail/Specialty store, car lot, restaurant, salon, or office space. Inside you will find 2 large rooms with a laundry and storage area between with a back door, 1 bathroom and a kitchenette. The possibilities are endless with a large back yard for

    Agent Photo

    Lori M Buck

    Highlands Elite Real Estate

    (931) 240-2232

    5521 S York Hwy, Grimsley, TN 38565
  • /29

    $46,000 Sold Dec 05, 2025

    0 Coal Rd Unit RTC2930385, Jamestown, TN 38556

    • Land
    • 4.6 Acres
    • $10,000 per Acre

    Last Sold Summary

    • 16% Below List Price
    • 126 Days On Market

    Last Listing Agent Peter Bourdeau eXp Realty

    0 Coal Rd Unit RTC2930385, Jamestown, TN 38556
    • /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
  • /60

    $1,200,000

    • 4 Beds
    • 4 Baths
    • 3,812 Sq Ft

    265 Falling Leaf Rd, Jamestown, TN 38556

    Your Tennessee Lakefront Dream Home awaits!!! This magnificent Professionally Architecturally Designed Custom Home sits on Beautiful Lake Tara in the mountains of Tennessee. The home is designed by Architect Donald Gardner, with over 3800+ sq-ft. This 4 bedroom, 4 full bath home lets you easily get lost in the details. The home has a gorgeous stone entrance which leads you into the main living

    Agent Photo

    Todd Stephens

    Crye-Leike Brown Executive Realty

    (931) 236-2547

    265 Falling Leaf Rd, Jamestown, TN 38556
  • /57

    $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
    • 5 Days On Market

    Last Listing Agent Jill Houston Mitchell Real Estate & Auction

    16.09 Ac. Crockett Cemetery Rd, Jamestown, TN 38556
    • /59

      Est $611,641 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,820 Sq Ft

      2425 Pickett Park Hwy, Jamestown, TN 38556

      2425 Pickett Park Hwy, Jamestown, TN 38556
  • /37

    $88,970

    • Land
    • 10.85 Acres
    • $8,200 per Acre

    0 Cheyenne Drive Lot 12 & 13 Unit 1303203, Jamestown, TN 38556

    Mountain views! Gated community with gorgeous 10.85 acres of land to build your home or vacation getaway. Several building sites possible on this sloping property. Enjoy nature while being close to town for convenience. Fiber optic available. Water and Eletric at the property. Light Restrictions. Call Today!

    Agent Photo

    Lisa Garrett

    Mitchell Real Estate & Auction

    (931) 369-4629

    0 Cheyenne Drive Lot 12 & 13 Unit 1303203, Jamestown, TN 38556
  • /29

    $36,400 Sold May 13, 2025

    0 Panther Branch Rd Unit 226302, Jamestown, TN 38556

    • Land
    • 0 Acre

    Last Sold Summary

    • 44% Below List Price
    • 0 Days On Market

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

    0 Panther Branch Rd Unit 226302, Jamestown, TN 38556
    • /44

      Est $322,667 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,500 Sq Ft

      1031 Tom Price Rd, Jamestown, TN 38556

      1031 Tom Price Rd, Jamestown, TN 38556
  • /31

    $289,900

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    2892 N York Hwy, Pall Mall, TN 38577

    Prime Location in the Upper CumberlandJust minutes from Big South Fork National River & Recreation Area (125,000 acres!)Nearby Wolf River for scenic kayaking and canoeingClose to Dale Hollow Lake for world-class boating & fishingAlong the route of the World's Longest Yard Sale on Hwy 127 (650+ miles of treasures)Pall Mall is home to Sgt. Alvin C. York Homestead and State

    Agent Photo

    Matt Shaffer

    Weichert, Realtors-The Webb Agency

    (931) 534-0357

    2892 N York Hwy, Pall Mall, TN 38577
  • /16

    $150,000 Sold Jun 03, 2025

    2120 Meadowview Dr, Jamestown, TN 38556

    • 3 Beds
    • 1 Bath
    • 1,320 Sq Ft
    • Built 1971

    Last Sold Summary

    • 29% Below List Price
    • $114/SF
    • 607 Days On Market

    Current Estimated Value $154,442

    Last Listing Agent Rhonda Darrow Home Touch Realty

    2120 Meadowview Dr, Jamestown, TN 38556
    • /44

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,716 Sq Ft

      401 Creekview Ct, Jamestown, TN 38556

      401 Creekview Ct, Jamestown, TN 38556
  • /14

    $259,900

    • Land
    • 61.6 Acres
    • $4,219 per Acre

    0 Tiffany Ln Unit 239598, Jamestown, TN 38556

    This is 61 acres of beautiful land. Private, Secluded, and lots of wildlife. This property is excellent for hunting, camping, and enjoying the great outdoors. The property backs up to the Clear Fork Creek. There are numerous places to build upon. Call today!

    Agent Photo

    Lisa Garrett

    Mitchell Real Estate & Auction Co.

    (931) 404-4178

    0 Tiffany Ln Unit 239598, Jamestown, TN 38556
  • /16

    $435,000 Sold May 13, 2025

    231 Elzies Way, Grimsley, TN 38565

    • 3 Beds
    • 2 Baths
    • 1,964 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $221/SF
    • 33 Days On Market

    Last Listing Agent Melody Pollard eXp Realty

    231 Elzies Way, Grimsley, TN 38565
    • /5

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,924 Sq Ft

      649 Vista View Pkwy, Jamestown, TN 38556

      649 Vista View Pkwy, Jamestown, TN 38556
  • /51

    $645,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    299 Anderson Tinch Ave, Jamestown, TN 38556

    Newly Built 2024 Honest Abe Log Home on 2 Unrestricted Acres. Welcome to your dream log retreat nestled in the heart of the country in Jamestown, Tennessee. This custom Honest Abe Log Home is the perfect blend of rustic beauty and modern sophistication. Step inside to find hickory flooring throughout, dramatic cathedral ceilings, and a gorgeous stone gas fireplace that anchors the main living

    Agent Photo

    Lisa Garrett

    Mitchell Real Estate & Auction LLC

    (931) 281-8914

    299 Anderson Tinch Ave, Jamestown, TN 38556
  • /16

    $55,000 Sold Oct 09, 2025

    229 Rugby Ave, Jamestown, TN 38556

    • 2 Beds
    • 1 Bath
    • 1,302 Sq Ft
    • Built 1958

    Last Sold Summary

    • 21% Below List Price
    • $42/SF
    • 28 Days On Market

    Last Listing Agent Todd Stephens Crye-Leike Brown Executive Realty

    229 Rugby Ave, Jamestown, TN 38556
    • /58

      Est $654,559 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,652 Sq Ft

      1348 Franklin Loop, Clarkrange, TN 38553

      1348 Franklin Loop, Clarkrange, TN 38553
  • /30

    $34,900

    373 Georgee Rd, Jamestown, TN 38556

    An extraordinary parcel of bountiful woodland in Jamestown, TN that captures the natural splendor of the area. This property promises the tranquillity of nature, along with exclusive access to a meandering creek. Primed for walks and trails, the rustic landscape is a haven for adventurers and nature enthusiasts. The charming creek that ripples through the property adds an exceptional appeal,

    Agent Photo

    Barbara Belicek

    Mitchell Real Estate & Auction

    (931) 342-4767

    373 Georgee Rd, Jamestown, TN 38556
  • /25

    $365,000 Sold Oct 09, 2025

    517 Hunters Ridge Trail, Jamestown, TN 38556

    Last Sold Summary

    • 19% Below List Price
    • 101 Days On Market

    Last Listing Agent Erica Styles Allardt Real Estate Association LLC

    517 Hunters Ridge Trail, Jamestown, TN 38556
    • /28

      Est $306,022 Not Listed For Sale

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

      869 Buffalo Trail, Clarkrange, TN 38553

      869 Buffalo Trail, Clarkrange, TN 38553
  • /30

    $148,000

    • 3 Beds
    • 1 Bath
    • 1,274 Sq Ft

    110 Clark Ave, Jamestown, TN 38556

    This home has 3 bedrooms, 1 bath and is located in great location in the city limits of Jamestown, TN. The home has large living room with big windows for sunlight, hardwood floors, large laundry room going to 1 car garage, and nice dining room off of kitchen. The property has paved drive and sidewalk. Call today!

    Agent Photo

    Lisa Garrett

    Mitchell Real Estate & Auction Co.

    (931) 671-1366

    110 Clark Ave, Jamestown, TN 38556
  • /9

    $20,000 Sold Sep 04, 2025

    0 Georgee Unit RTC2970056, Jamestown, TN 38556

    • Land
    • 1.52 Acres
    • $13,158 per Acre

    Last Sold Summary

    • 20% Below List Price
    • 15 Days On Market

    Last Listing Agent Jessica Willis EXIT Realty Gateway South

    0 Georgee Unit RTC2970056, Jamestown, TN 38556
    • /5

      Est $146,692 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 476 Sq Ft

      180 Holt Spur Dr, Jamestown, TN 38556

      180 Holt Spur Dr, Jamestown, TN 38556
  • /24

    $199,900

    • 3 Beds
    • 2 Baths
    • 1,706 Sq Ft

    1089 Bicknell Rd, Clarkrange, TN 38553

    Spacious Brick Home Beauty in Clarkrange, TN !3 Bed, 2 bath, 2 story home on 1 acre.This charming 1,700 sq ft brick home offers room to roam and updates you'll love—new windows, HVAC, and steps! Enjoy peaceful country living with a detached garage/workshop, carport, and extra outbuilding for all your hobbies and storage needs, Fresh upgrades for comfort and style, Covered parking + versatile

    Agent Photo

    Lisa Garrett

    Mitchell Real Estate & Auction

    (931) 329-5558

    1089 Bicknell Rd, Clarkrange, TN 38553
  • /23

    $163,436 Sold May 06, 2025

    2702 Baseline Rd, Jamestown, TN 38556

    • 3 Beds
    • 2 Baths
    • 1,458 Sq Ft
    • Built 1973

    Last Sold Summary

    • 35% Below List Price
    • $112/SF
    • 70 Days On Market

    Last Listing Agent Jeff Green Green Acres Real Estate & Auct

    2702 Baseline Rd, Jamestown, TN 38556
    • /47

      Est $666,602 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,172 Sq Ft

      543 Crestwood Dr, Jamestown, TN 38556

      543 Crestwood Dr, Jamestown, TN 38556
  • /52

    $359,000

    • 4 Beds
    • 4.5 Baths
    • 2,668 Sq Ft

    1161 Charlie Doss Rd, Jamestown, TN 38556

    Nestled on a peaceful .56-acre lot at the end of a quiet dead-end street, this all-brick, 4-bedroom, 4.5-bathroom haven is a slice of God's country. Surrounded by open farmland views, it's just minutes from daily amenities and a quick 15-minute drive to Big South Fork's natural wonders. This spacious home boasts handicap accessibility, a full, partially finished basement, and endless potential to

    Agent Photo

    Victoria Carmack

    1 Source Realty Pros

    (931) 404-3854

    1161 Charlie Doss Rd, Jamestown, TN 38556
  • /30

    $280,000 Sold Apr 22, 2025

    710 Rosenberg Ridge, Jamestown, TN 38556

    • 3 Beds
    • 2 Baths
    • 1,457 Sq Ft
    • Built 2019

    Last Sold Summary

    • $192/SF
    • 66 Days On Market

    Current Estimated Value $289,435

    710 Rosenberg Ridge, Jamestown, TN 38556
    • /29

      Est $274,351 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,488 Sq Ft

      4755 Jonesville Rd, Clarkrange, TN 38553

      4755 Jonesville Rd, Clarkrange, TN 38553
  • /36

    $79,900 Pending

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

    5054 Mount Helen Rd, Allardt, TN 38504

    Beautiful 6.12 acres of unrestricted land to build your dream home or have a mini farm. This property has a water meter on site, a creek located on property, utilities at the road. Great property for your animals and to build your home or have a manufactured home. Owner Financing available with 20% down at 10%. Located just minutes from Horse Trails, Honey Creek Overlook, Big South Fork. Enjoy

    Agent Photo

    Lisa Garrett

    Mitchell Real Estate & Auction Co.

    (931) 348-3849

    5054 Mount Helen Rd, Allardt, TN 38504
  • /32

    $237,500 Sold Sep 25, 2025

    1199 Ashburn Rd, Monterey, TN 38574

    • 4 Beds
    • 3 Baths
    • 1,821 Sq Ft
    • Built 1944

    Last Sold Summary

    • 5% Below List Price
    • $130/SF
    • 4 Days On Market

    Last Listing Agent Heather Skender-Newton Skender-Newton Realty

    1199 Ashburn Rd, Monterey, TN 38574
    • /39

      Est $352,109 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,469 Sq Ft

      206 Whitehead Dr, Jamestown, TN 38556

      206 Whitehead Dr, Jamestown, TN 38556
  • /6

    $229,900

    2014 Billy Ridge Rd, Jamestown, TN 38556

    Beautiful mostly cleared 20 Acres

    Agent Photo

    Todd Stephens

    Crye-Leike Brown Executive Realty

    (931) 404-5093

    2014 Billy Ridge Rd, Jamestown, TN 38556
  • /2

    $10,000 Sold Jul 09, 2025

    0 Chapman Rd Unit RTC2900949, Jamestown, TN 38556

    • Land
    • 0.14 Acre
    • $71,429 per Acre

    Last Sold Summary

    • 33% Below List Price
    • 128 Days On Market

    Last Listing Agent Rhonda Darrow Home Touch Realty

    0 Chapman Rd Unit RTC2900949, Jamestown, TN 38556
    • /16

      Not Listed For Sale

      0 Holden Hollow Rd, Jamestown, TN 38556

      0 Holden Hollow Rd, Jamestown, TN 38556
  • /38

    $164,900

    • 2 Beds
    • 1.5 Baths
    • 680 Sq Ft

    470 Trimmer Ln, Jamestown, TN 38556

    Welcome to 470 Trimmer Lane—a brand-new retreat tucked away in the peaceful Airport Estates community of Jamestown, TN. This charming 2-bedroom, 1.5-bath home sits on 1.09 wooded acres, offering the perfect blend of privacy and convenience.Step inside to discover an open-concept living space with a split floor plan designed for comfort and functionality. The kitchen shines with stainless

    Agent Photo

    Lisa Garrett

    Mitchell Real Estate & Auction LLC

    (931) 616-2924

    470 Trimmer Ln, Jamestown, TN 38556
  • /19

    $113,000 Sold May 19, 2025

    1005 Woodlawn Rd, Jamestown, TN 38556

    • 3 Beds
    • 1 Bath
    • 988 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Below List Price
    • $114/SF
    • 0 Days On Market

    Current Estimated Value $121,572

    Last Listing Agent Dallas Edwards The Real Estate Collective

    1005 Woodlawn Rd, Jamestown, TN 38556
    • /27

      Not Listed For Sale

      0 Buzzard Roost Rd, Jamestown, TN 38556

      0 Buzzard Roost Rd, Jamestown, TN 38556

Showing Results 1 - 40, Page 1 of 18

How to Buy a Home How to Finance a Home How to Sell a Home