Fentress County TN Homes under $400,000

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  /22

  $300,000

  • 1 Bath
  • 300 Sq Ft

  107 Walking Horse Dr, Jamestown, TN 38556

  Embrace the tranquility of 9.5 beautifully wooded acres spread across three lots in the Spruce Creek equestrian community. This property features a 40' x 40' multi-use barn with a cozy 30' x 10' bunkroom and full bathroom--perfect for staying onsite while you build your dream home. A 3-ton, triple-zone mini split system for heating and cooling is included and ready for installation. Equestrians

  Cindy Stedman Allardt Real Estate Association LLC

  107 Walking Horse Dr, Jamestown, TN 38556
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• 

  

  

  /10

  $309,000

  • 2 Beds
  • 1 Bath
  • 745 Sq Ft

  248 Crouch Branch Ln, Allardt, TN 38504

  Located in a desirable horse community with direct trail access to the breathtaking Big South Fork National River and Recreation Area, this 2 - bedroom, 1 bathroom home is perfect for anyone craving peaceful country living with room to enjoy the outdoors and ride-out convenience. Ride straight from your property to the trails. This home can be a full-time home, getaway, or an ideal investment

  Sarah G. Feeney The Real Estate Collective Crossville

  248 Crouch Branch Ln, Allardt, TN 38504
• 

  

  

  /13

  $329,900

  • 1 Bed
  • 1 Bath
  • 264 Sq Ft

  619 Ridge Top Dr, Jamestown, TN 38556

  2 wooded lots - 4.57 acres. HUGE OPEN BOTH ENDS 48 x 56 Barn 12 x 12 stalls 14 x 48 loft This barn has more room for additional stalls and tons of room for storage. Nice Apt. with Windows, Full Bath Split Unit Heat & AC 1000 gal septic approved for 2 bed home, 200 & 400 amp service Corner Wooded Lots with Miles of Riding Trails directly off this property including hundreds of miles of trails in

  Diane Schuler 1 Source Realty Pros

  619 Ridge Top Dr, Jamestown, TN 38556
• 

  

  

  /51

  $314,900

  • 3 Beds
  • 2 Baths

  1188 Clarkrange Monterey Hwy, Clarkrange, TN 38553

  Ride into the sunset—literally—toward a home that feels like it was made just for you. Nestled on a peaceful stretch in Clarkrange, this charming 4-bedroom, 2-bath farmhouse offers 1,434 sq ft of comfort and timeless country style. A storybook front porch welcomes you to linger with morning coffee, while the covered back deck sets the stage for unforgettable gatherings with friends and family.

  Gina Knight RE/MAX Finest

  1188 Clarkrange Monterey Hwy, Clarkrange, TN 38553
• 

  

  

  /29

  $349,999

  • 3 Beds
  • 2 Baths
  • 1,178 Sq Ft

  3350 Leatherwood Ford Rd, Jamestown, TN 38556

  Welcome to this beautifully updated cabin on generously sized 2.6 acre lot, located in the coveted Spruce Creek Equestrian Community! Step inside to expansive ceilings, gorgeous cedar walls, and hardwood flooring throughout. Kitchen is equipped with a cozy eating space and showcases modern touches, including butcher block countertops, soft close cabinetry, touch faucet & NEW Charcoal Gray

  Christopher Stjernholm Trelora Realty, Inc

  3350 Leatherwood Ford Rd, Jamestown, TN 38556
• 

  

  /15

  $325,000

  • Land
  • 31.18 Acres
  • $10,423 per Acre

  407 Oneida Ln, Wilder, TN 38589

  PRIVACY, POTENTIAL, AND 31.18+/- ACRES! Includes all 3 Parcels: 125 001.18 at 5.13 acres, 125 001.09 at 15.59 acres, and 125 001.17 at 10.46 acres for a total of 31.18+/- acres. Discover the perfect blend of seclusion and convenience. This beautiful, tree-lined acreage offers ultimate privacy for your future home or hobby farm, already boasting a septic permit approved for a 4-bedroom system.

  Andy Peterson eXp Realty, LLC

  407 Oneida Ln, Wilder, TN 38589
• 

  

  /33

  $344,998

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

  375 Winchester Way, Jamestown, TN 38556

  Are you searching for your forever home in the heart of Tennessee? Look no further! This stunning new 3-bedroom, 2-bath home offers 1,680 sq ft of thoughtfully designed living space nestled on 5 private acres of rolling countryside. NO RESTRICTIONS!! Clad in striking Hemlock board and batten siding, the home boasts warm cherry hardwood floors, a glorious kitchen island, gleaming stainless steel

  Elijah Castelli Elevate Real Estate

  375 Winchester Way, Jamestown, TN 38556
• 

  /2

  $300,000

  • Land
  • 20 Acres
  • $15,000 per Acre

  0 Pickett Park Hwy Unit 1319738, Jamestown, TN 38556

  20 ac great location close to Big south fork and Picket State park located at the intersection of Darrow ridge rd and picket park hwy very private building sites on this property yet close to town owner terms 20% down 10% interest up to ten years owner Agent

  Rick Terry Mitchell Real Estate & Auction

  0 Pickett Park Hwy Unit 1319738, Jamestown, TN 38556
• 

  

  /11

  $367,400

  • Land
  • 16.7 Acres
  • $22,000 per Acre

  2936 Leatherwood Ford Rd, Jamestown, TN 38556

  Nestled in the heart of Tennessee's renowned horse country, this exceptional 16.7-acre property offers a rare blend of privacy, natural beauty, and build-ready convenience. With more than 5 acres already cleared, the land provides an ideal setting for constructing your dream home, equestrian estate, or private retreat. The terrain is predominantly level with a gentle roll, creating a versatile

  Cindy Stedman Allardt Real Estate Association LLC

  2936 Leatherwood Ford Rd, Jamestown, TN 38556
• 

  

  /19

  $340,000

  • Land
  • 32.5 Acres
  • $10,462 per Acre

  4934 N York Hwy, Pall Mall, TN 38577

  Discover 32.5 acres of beautiful Tennessee land on North York Highway, offering a rare mix of flat, usable space with half wooded and half cleared terrain. This property is ready for your vision with water already installed, electric available at the street, and a completed perk test for a four bedroom home. A classic tobacco barn adds charm and storage options, and the layout makes it easy to

  Chena Morris The Real Estate Collective

  4934 N York Hwy, Pall Mall, TN 38577
• 

  

  /19

  $399,500

  0 Sam Smith Rd Unit RTC2865905, 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, LLC

  0 Sam Smith Rd Unit RTC2865905, Allardt, TN 38504
• 

  

  /43

  $325,000

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

  414 St Anthony Dr, Jamestown, TN 38556

  Wow!! This spacious home is moving in ready, and could be your today. Open floor plan with split bedrooms. Cathedral ceiling, gleaming floors. Formal dining area just off the spacious kitchen with plenty of cabinets & counter spaces, grill on the covered deck just off the dining area. Wonder to the master bedroom with it own exit to the covered deck to enjoy coffee. Spacious walk in closet,

  Rhonda Darrow Home Touch Realty, LLC

  414 St Anthony Dr, Jamestown, TN 38556
• 

  

  /37

  $314,929

  • 4 Beds
  • 2 Baths
  • 1,596 Sq Ft

  337 Colditz Rd, Jamestown, TN 38556

  Discover your dream retreat in this charming 4-bedroom, 2-bath home, designed for comfort and warmth. The heart of the home features a lovely eat-in kitchen, perfect for family gatherings and cozy meals. With a spacious, dry locked unfinished basement, you have endless possibilities for storage or future projects. You also will have a 24K generator. Step outside to enjoy the serene covered back

  Heather Skender-Newton Skender-Newton Realty

  337 Colditz Rd, Jamestown, TN 38556
• 

  

  /42

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  5318 Wilder Rd, Grimsley, TN 38565

  Discover the perfect blend of modern elegance and serene country living at 5318 Wilder Road in Grimsley, Tennessee.Nestled on a sprawling one-acre lot in a park-like setting, this 2021-built single-family home offers 3 bedrooms, 2 baths, and approximately 1,564 square feet of thoughtfully designed living space. Step inside to discover lovely hardwood floors and tile that flow throughout,

  Kelly Pugh The Property Shoppe

  5318 Wilder Rd, Grimsley, TN 38565
• 

  

  /23

  $310,000

  • 3 Beds
  • 1.5 Baths
  • 1,104 Sq Ft

  875 S Fork Dr, Jamestown, TN 38556

  Sweet home in a horse community, on trail, with a detached garage/ workshop space and 3 stall barn on 1.5 acres. NO HOA here. Half bath in the large master bedroom. Kitchen has a pantry and lovely wood cabinets. Nice front and back covered porches. Fenced front yard. Guest bathroom remodeled last year in 2025. New ramp on back porch. Buyer is responsible for all measurements. Enclosed electrified

  Kathy Brown Wallace

  875 S Fork Dr, Jamestown, TN 38556
• 

  

  /44

  $389,900

  • 2 Beds
  • 1.5 Baths
  • 1,552 Sq Ft

  247 Hayden Ln, Grimsley, TN 38565

  Welcome to your peaceful modern cottage retreat, nestled on 3.07 acres across two lots which offers privacy, space, or the opportunity to build a detached garage.Built in 2021, this thoughtfully designed 1,552 sq ft home features vaulted ceilings that create an open, airy feel throughout the main living spaces. Stylish LVP flooring flows seamlessly, complemented by soft-close cabinetry and a

  Catlin Johnson Isham-Jones Realty

  247 Hayden Ln, Grimsley, TN 38565
• 

  

  /22

  $396,000

  • Land
  • 1.82 Acres
  • $217,582 per Acre

  0 Grandview Way, Jamestown, TN 38556

  Elite Equestrian GATED community called the Highlands at the Big South Fork. 2 of the nicest choice BLUFF lots sitting side by side in this community. As my photos show, this lot OVERLOOKS the huge valley. Wrap around views WILL take your breath away. At the end of the Cul-De-Sac you WILL experience Privacy, Seclusion, trees, Abundant wildlife, & the best VIEWS the community can offer. Enjoy50

  Steve Diskin Burks Diskin Real Estate

  0 Grandview Way, Jamestown, TN 38556

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