15,820

Fentress County, TN Homes

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  • /43

    $475,995

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

    1036 Circle Dr, Jamestown, TN 38556

    Move-in ready and fully updated in desirable Allardt Estates! Welcome to 1036 Circle Drive, conveniently located just minutes from Jamestown on the beautiful Upper Cumberland Plateau in Fentress County. This well-maintained home is packed with upgrades and offers exceptional space for living, storage, hobbies, and entertaining. Enjoy peace of mind with a whole-house Generac generator, new roof

    Agent Photo

    Melissa Sterling

    Better Homes & Gardens Real Estate Heritage Group

    (931) 492-8261

    1036 Circle Dr, Jamestown, TN 38556
  • /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
    • /39

      Est $196,487 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,020 Sq Ft

      111 Crooked Creek Dr, Jamestown, TN 38556

      111 Crooked Creek Dr, Jamestown, TN 38556
  • /30

    $148,000

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

    110 Clark Ave, Jamestown, TN 38556

    Motivated sellers! This well-located 3-bedroom, 1-bath home sits within the city limits of Jamestown, TN, offering convenience and small-town charm. The home features a spacious living room with large windows that fill the space with natural light, along with classic hardwood floors throughout. You'll love the functional layout, which includes a nice dining room just off the kitchen, a large

    Agent Photo

    Lisa Garrett

    Mitchell Real Estate & Auction Co.

    (931) 671-1366

    110 Clark Ave, 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
    • /37

      Est $218,370 Not Listed For Sale

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

      508 Central Ave W, Jamestown, TN 38556

      508 Central Ave W, Jamestown, TN 38556
  • /24

    $199,900

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

    1089 Bicknell Rd, Clarkrange, TN 38553

    Spacious Brick Home in the Heart of Clarkrange, TN! This charming 3-bedroom, 2-bath, two-story brick home sits on a full 1-acre lot and offers approximately 1,700 square feet of comfortable living space with room to grow. Recent updates include new windows, a new HVAC system, and new steps, providing modern comfort while preserving classic charm. Enjoy peaceful country living with plenty of space

    Agent Photo

    Lisa Garrett

    Mitchell Real Estate & Auction

    (931) 329-5558

    1089 Bicknell Rd, Clarkrange, TN 38553
  • /31

    $273,000 Sold Jan 29, 2026

    2892 N York Hwy, Pall Mall, TN 38577

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft
    • Built 2000

    Last Sold Summary

    • 6% Below List Price
    • $253/SF
    • 114 Days On Market

    Last Listing Agent Matt Shaffer Weichert, Realtors-The Webb Agency

    2892 N York Hwy, Pall Mall, TN 38577
    • /17

      Est $182,333 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 873 Sq Ft

      1116 W Cove Rd, Jamestown, TN 38556

      1116 W Cove Rd, 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
  • /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
    • /39

      Est $252,754 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,153 Sq Ft

      505 Wanda Ln, Pall Mall, TN 38577

      505 Wanda Ln, Pall Mall, TN 38577
  • /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
  • /50

    $475,000 Sold Jan 23, 2026

    4676 Rugby Pike, Allardt, TN 38504

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1993

    Last Sold Summary

    • 26% Below List Price
    • $317/SF
    • 0 Days On Market

    Last Listing Agent Rhonda Darrow Home Touch Realty LLC

    4676 Rugby Pike, Allardt, TN 38504
    • /5

      Not Listed For Sale

      13 Leatherwood Ford Rd, Jamestown, TN 38556

      13 Leatherwood Ford Rd, Jamestown, TN 38556
  • /38

    $164,800

    • 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
  • /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 $153,258

    Last Listing Agent Rhonda Darrow Home Touch Realty

    2120 Meadowview Dr, Jamestown, TN 38556
    • /48

      Est $333,172 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,300 Sq Ft

      856 River Chase Trail, Clarkrange, TN 38553

      856 River Chase Trail, Clarkrange, TN 38553
  • /9

    $99,900

    2.37 Ac Rockview Rd, Jamestown, TN 38556

    Beautiful partially fenced 2.37 acres located in the prestigious EQUISTRIAN COMMUNITY of RIDGE TOP , this property features several miles of exclusive horse-only trails and a direct riding trail into Big South Fork National Park, providing access to 200+ miles of scenic equestrian trails, these lots are nearly impossible to find and this one is priced to sell!!!Buyer to verify all information and

    Agent Photo

    Todd Stephens

    Crye-Leike Brown Executive Rea

    (931) 404-0452

    2.37 Ac Rockview Rd, 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
    • /9

      Est $408,095 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,110 Sq Ft

      265 Johnson Place, Jamestown, TN 38556

      265 Johnson Place, Jamestown, TN 38556
  • /17

    $179,900

    • 1 Bed
    • 1 Bath
    • 360 Sq Ft

    1019 Sunshine Estates Rd, Jamestown, TN 38556

    REDUCED!!! MOTIVATED SELLER!!! Developmental Potential!!!! This property offers a 1 bed 1 bath tiny home located just outside of Jamestown near Big South Fork National Park , Pickett State Park and Black House Mountain, this property is perfect for an RV Park or multi unit facility, it has 4 existing septic systems and 4 existing water taps already on the property, could very easily develop in

    Agent Photo

    Todd Stephens

    Crye-Leike Brown Executive Realty

    (931) 329-6054

    1019 Sunshine Estates Rd, 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

    Current Estimated Value $69,518

    Last Listing Agent Todd Stephens Crye-Leike Brown Executive Realty

    229 Rugby Ave, Jamestown, TN 38556
    • /33

      Est $278,054 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,352 Sq Ft

      914 Buffalo Trail, Clarkrange, TN 38553

      914 Buffalo Trail, Clarkrange, TN 38553
  • /52

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    1016 Hickory Hill Dr, Jamestown, TN 38556

    Welcome to paradise at 1016 Hickory Hill Drive, by Whispering Winds Lake in picturesque Jamestown, Tennessee. This stunning lake home is surrounded by scenic beauty, offering awe-inspiring views of the tranquil lake and vibrant greenery. The residence features a spacious open living area and ample natural light, making for an effortlessly comfortable environment. The kitchen is a cook's delight,

    Agent Photo

    Barbara Belicek

    Mitchell Real Estate & Auction

    (931) 369-5003

    1016 Hickory Hill Dr, 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

    Current Estimated Value $336,779

    Last Listing Agent Erica Styles Allardt Real Estate Association LLC

    517 Hunters Ridge Trail, Jamestown, TN 38556
    • /46

      Est $646,036 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,684 Sq Ft

      512 Valley Ridge Rd, Jamestown, TN 38556

      512 Valley Ridge Rd, Jamestown, TN 38556
  • /14

    $259,900

    0 Tiffany Ln Unit 1316602, Jamestown, TN 38556

    Beautiful 61-acre tract offering privacy, seclusion, and abundant wildlife, an outdoor enthusiast's dream. This expansive property is ideal for hunting, camping, or simply enjoying the peace and quiet of nature. Backing up to Clear Fork Creek, the land provides a scenic water feature and a natural habitat that attracts deer, turkey, and other wildlife. With multiple potential building sites

    Agent Photo

    Lisa Garrett

    Mitchell Real Estate & Auction

    (931) 369-4392

    0 Tiffany Ln Unit 1316602, 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 Gateway South Real Estate

    0 Georgee Unit RTC2970056, Jamestown, TN 38556
    • /31

      Est $179,400 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 765 Sq Ft

      669 Bear Hollow Rd, Jamestown, TN 38556

      669 Bear Hollow Rd, Jamestown, TN 38556
  • /48

    $199,900

    • Land
    • 10.01 Acres
    • $19,970 per Acre

    157 Triple j Trail, Jamestown, TN 38556

    Beautiful 10-Acre Property with Endless Possibilities! This versatile property features a large barn with a concrete floor, fenced areas, and a mix of open field and wooded land, perfect for horses, livestock, or recreational use. Ready for your dream home, the lot already has a perk test for a 3-bedroom residence, with water, electric, and natural gas available at the property. A seasonal creek

    Agent Photo

    Lisa Garrett

    Mitchell Real Estate & Auction Co.

    (931) 369-4182

    157 Triple j Trail, Jamestown, TN 38556
  • /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
    • /38

      Est $234,618 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,477 Sq Ft

      1309 Roy Owens Rd, Jamestown, TN 38556

      1309 Roy Owens Rd, Jamestown, TN 38556
  • /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

    Agent Photo

    Todd Stephens

    Crye-Leike Brown Executive Realty

    (931) 272-3480

    803 Old Poplar Cove 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 $285,814

    710 Rosenberg Ridge, Jamestown, TN 38556
    • /31

      Est $328,618 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,000 Sq Ft

      814 Moody Ln, Jamestown, TN 38556

      814 Moody Ln, Jamestown, TN 38556
  • /12

    $259,900

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

    0 Tiffany Ln Unit RTC3002048, Jamestown, TN 38556

    Beautiful 61-acre tract offering privacy, seclusion, and abundant wildlife, an outdoor enthusiast's dream. This expansive property is ideal for hunting, camping, or simply enjoying the peace and quiet of nature. Backing up to Clear Fork Creek, the land provides a scenic water feature and a natural habitat that attracts deer, turkey, and other wildlife. With multiple potential building sites

    Agent Photo

    Lisa Garrett

    Mitchell Real Estate & Auction LLC

    (931) 213-3910

    0 Tiffany Ln Unit RTC3002048, Jamestown, TN 38556
  • /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

    Current Estimated Value $234,503

    Last Listing Agent Heather Skender-Newton Skender-Newton Realty

    1199 Ashburn Rd, Monterey, TN 38574
    • /50

      Est $405,670 Not Listed For Sale

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

      384 Wheeler Ln, Jamestown, TN 38556

      384 Wheeler Ln, Jamestown, TN 38556
  • /20

    $325,000

    1518 Mount Helen Rd, Allardt, TN 38504

    Looking for that needle in a hay stack??? Well here you go!!! 15+ acres mostly cleared that joins Big South Fork National Park , horse trails in every direction, just down the road from Zenith Stables and Honey Creek Horse Camp, lots of park access, don't miss this one!!!Buyer to verify all information and measurements in order to make an informed offer.

    Agent Photo

    Todd Stephens

    Crye-Leike Brown Executive Realty

    (931) 229-4028

    1518 Mount Helen Rd, Allardt, TN 38504

Showing Results 1 - 40, Page 1 of 18

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