Fentress County TN Homes for Sale

• 

  

  

  /23

  $169,000

  • Land
  • 40 Acres
  • $4,225 per Acre

  0 Dry Creek Rd, Jamestown, TN 38556

  This 40 +/- acre wooded hillside property in Fentress County, Tennessee offers a great combination of natural beauty and recreational potential! Tucked away in a quiet part of the region, this tract provides a secluded setting that feels removed while still being accessible. The land is primarily wooded and features a natural change in elevation, sitting higher along the southern portion before

  Brian Whitt Arrowhead Land Company

  0 Dry Creek Rd, Jamestown, TN 38556
• 

  

  

  /39

  $399,000

  • 2 Beds
  • 2 Baths
  • 984 Sq Ft

  813 Bluebird Ridge Rd, Jamestown, TN 38556

  Nestled in the heart of equestrian country, this 2.01-acre tract in Ridge Top Acres offers the perfect blend of potential and peaceful country living. With just a bit more clearing and some fencing, this property will truly shine for horse enthusiasts or those seeking space to roam. Ideally located adjacent to Big South Fork Park, you'll enjoy endless riding trails and outdoor adventure right at

  Rhonda Darrow Home Touch Realty

  813 Bluebird Ridge Rd, Jamestown, TN 38556
• 

  

  

  /45

  $199,900

  • 2 Beds
  • 2.5 Baths
  • 1,524 Sq Ft

  997 Unity Church Rd, Jamestown, TN 38556

  ✨ Charming 2-Story Home on 2 Acres -- Barn, Fencing & Country LivingDiscover the perfect blend of comfort, charm, and country freedom with this 2-story home featuring 2 bedrooms, 2.5 baths, and 2 acres of usable land. Ideal for first-time buyers, retirees, second-home seekers, or anyone dreaming of a small hobby farm, this property offers endless possibilities with no

  

  Lisa Garrett

  Mitchell Real Estate & Auction LLC

  (931) 419-6159

  997 Unity Church Rd, Jamestown, TN 38556
• 

  

  

  /3

  $99,000

  • Land
  • 7.62 Acres
  • $12,992 per Acre

  0 Flat Rock Unit Lot 6, Jamestown, TN 38556

  Escape to your own slice of countryside paradise with this stunning 7.62-acre tract located in sought-after horse country. Featuring breathtaking views, this property is already equipped with well water and electric, saving you time and expense. Choose from several beautiful building sites to create your ideal home. Wander the existing trails that guide you to a peaceful creek along the back of

  Lesley McNeal RE/MAX Finest

  0 Flat Rock Unit Lot 6, Jamestown, TN 38556
• 

  

  

  /36

  $799,900

  • Land
  • 243 Acres
  • $3,292 per Acre

  0 Boatland Rd, Jamestown, TN 38556

  Introducing a remarkable 243 +/- acres in Fentress County, Tennessee! The East Fork Obey River Paradise offers the ultimate recreational escape! With the East Fork of the Obey River forming its eastern boundary, the property provides direct access to outstanding water recreation, including rafting, kayaking, and excellent fishing opportunities! Whether you're seeking adventure or a spot to enjoy

  Brian Whitt Arrowhead Land Company

  0 Boatland Rd, Jamestown, TN 38556
• 

  

  /34

  $239,900

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

  817 Dulog Trail, Jamestown, TN 38556

  Step into effortless living with this beautifully newly constructed, one-level home designed for comfort and style. Featuring an open split floor plan, this 3-bedroom, 2-bath home is ready for your personal touch. Enjoy a spacious living area that flows seamlessly into a stunning kitchen complete with custom cabinetry and granite countertops. Situated on a generous 1.03-acre lot in a highly

  Rhonda Darrow Home Touch Realty, LLC

  817 Dulog Trail, Jamestown, TN 38556
• 

  

  /11

  $150,000

  • Land
  • 11.26 Acres
  • $13,321 per Acre

  0 Honey Creek Loop Rd, Allardt, TN 38504

  Nice location for this nice surveyed 11.26 acres in the Honey Creek Loop area. Close to Zenith Horse Stables and the Big South Fork Park. Land lays level, slopes and steep in some areas. Mostly wooded with an area of fenced pasture. There is a road thru property going to a active oil/gas well. Driveway into property to be put in soon.

  Deborah Mountain Bestway Realty

  0 Honey Creek Loop Rd, Allardt, TN 38504
• 

  

  /7

  $184,900

  • 3 Beds
  • 2 Baths

  1682 Hollis Poore Rd, Jamestown, TN 38556

  This newly complete remodeled home sits on 3.87 acres. Has attached carport along with a shed for extra storage. Home offers 3 bedrooms/2 baths and custom built Hickory cabinets. Home has split bedroom layout with open area for the kitchen and living room. Home is heated and cooled with two split units. More pictures will be available soon. Buyer to verify all information and measurements in

  Jamie Edwards Crye-Leike Brown Executive Realty

  1682 Hollis Poore Rd, Jamestown, TN 38556
• 

  

  /16

  $619,000

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft

  1230 Darrow Ridge Rd, Jamestown, TN 38556

  BRAND NEW BUILD completed end of APRIL 2026. 1732 square foot 3 bed 2 bath home sitting on 5 pristine ACRES of cleared land for pasture DOTTED with mature trees for character. Perfect Equestrian property situated in the Equestrian community of RIDGE TOP ACRES. 8 to 10 miles of community horse trail system with one trail that takes you directly into the BIG SOUTH FORK NATIONAL PARK showcasing 220

  Steve Diskin Riders Realty

  1230 Darrow Ridge Rd, Jamestown, TN 38556
• 

  

  /54

  $780,000

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

  232 Wild Cat Rd, Jamestown, TN 38556

  Tucked at the end of a peaceful cul-de-sac in the Spruce Creek Equestrian Community with direct access to neighborhood trails and trails into the Big South Fork right from your property, this beautiful 2BR 2BA cabin features 2400sf of living space & a 3 car attached Heated & Cooled garage, sitting on 5.77 acres fully fenced. Home boasts covered front and back porch, master suite on the main level

  Erica Styles Allardt Real Estate Association LLC

  232 Wild Cat Rd, Jamestown, TN 38556
• 

  

  /23

  $215,000

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  1995 Clarkrange Monterey Hwy, Monterey, TN 38574

  Beautifully remodeled country cottage in Monterey, Tennessee, offering the perfect blend of rustic charm, modern updates, and relaxed Upper Cumberland living. This move-in ready home features a flowing floor plan with a spacious eat-in kitchen, stainless steel appliances, a large living room with an electric fireplace, and a charming screened-in front porch ideal for enjoying peaceful Tennessee

  Peter Bourdeau eXp Realty, LLC

  1995 Clarkrange Monterey Hwy, Monterey, TN 38574
• 

  

  /17

  $259,900

  • 3 Beds
  • 1 Bath
  • 1,335 Sq Ft

  3514 Mount Helen Rd, Allardt, TN 38504

  Trail Riders dream location: 2 miles to Big South Fork National Park and Recreation Area (Mill Creek Trailhead), 3.5 miles to Zenith Rd. Trailhead and many other prime destinations in the famous Big South Fork National Park and is a short drive to East Fork Stables. East Fork Stables is a popular trail riding area with a 100+ miles of scenic trails. This home has an abundance of storage with two

  Tim Peavyhouse Peavyhouse & Associates

  3514 Mount Helen Rd, Allardt, TN 38504
• 

  

  /57

  $1,500,000

  • 4 Beds
  • 4 Baths
  • 4,955 Sq Ft

  541 Mae Dr, Jamestown, TN 38556

  Beautiful Custom Brick 4bdr, 4 bathroom Home located on 31.95 +/- acres. Home has 2433 sq ft on main level, 400 sq ft bonus room , with a 2402 sq ft basement. Home features a formal dining room, dine in kitchen, family room and living room with a gas fireplace. The 31.95 acres is fenced and cross fenced with 2 waterers for the animals, also has a 30 x 50 hay barn with a 14 ft lean to on one side.

  Bart Neely Bestway Realty

  541 Mae Dr, Jamestown, TN 38556
• 

  

  /40

  $39,900

  • Land
  • 5.26 Acres
  • $7,586 per Acre

  0 Cheyenne Dr Unit 14, Jamestown, TN 38556

  5.26ac surveyed ac in a high prestige gated community (Rockcastle) located in the hills of TN with mtn views and privacy and security. Modest restrictions on file – in docs. Creek – stream, level to a gentle roll terrain, several building sites with much potential, over 240 ft of private paved road frontage, electric – telephone – high speed internet and fiber optics available to connect into,

  Debra Dodd No 1 Quality Realty

  0 Cheyenne Dr Unit 14, Jamestown, TN 38556
• 

  

  /6

  $139,900

  • Land
  • 11.53 Acres
  • $12,134 per Acre

  1153 Government Pond Rd, Jamestown, TN 38556

  Gorgeous 11+ UNRESTRICTED acres located in a beautiful neighborhood, land lays great and the timber has been select cut, just outside the city limits of Allardt and near Jamestown, property is on a paved county road with electric, fiber internet and water(Allardt Water Works) at the road, great investment, perfect if you want to divide it or build your dream home in a beautiful neighborhood, this

  

  Todd Stephens

  Crye-Leike Brown Executive Realty

  (931) 362-7926

  1153 Government Pond Rd, Jamestown, TN 38556
• 

  

  /5

  $139,900

  • Land
  • 11.53 Acres
  • $12,134 per Acre

  11.53 Government Pond Rd, Jamestown, TN 38556

  Gorgeous 11+ UNRESTRICTED acres located in a beautiful neighborhood, land lays great and the timber has been select cut, just outside the city limits of Allardt and near Jamestown, property is on a paved county road with electric, fiber internet and water(Allardt Water Works) at the road, great investment, perfect if you want to divide it or build your dream home in a beautiful neighborhood, this

  

  Todd Stephens

  Crye-Leike Brown Executive Realty

  (931) 346-2432

  11.53 Government Pond Rd, Jamestown, TN 38556
• 

  

  /6

  $139,900

  • Land
  • 11.53 Acres
  • $12,134 per Acre

  11.53 Ac Government Pond Rd, Jamestown, TN 38556

  Gorgeous 11+ UNRESTRICTED acres located in a beautiful neighborhood, land lays great and the timber has been select cut, just outside the city limits of Allardt and near Jamestown, property is on a paved county road with electric, fiber internet and water(Allardt Water Works) at the road, great investment, perfect if you want to divide it or build your dream home in a beautiful neighborhood, this

  

  Todd Stephens

  Crye-Leike Brown Executive Rea

  (931) 419-5568

  11.53 Ac Government Pond Rd, Jamestown, TN 38556
• 

  

  /22

  $550,000

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

  2047 Todd Rd, Clarkrange, TN 38553

  Enjoy space, privacy & beautiful Upper Cumberland land scenery with this 4 bedroom, 2 bath home offering 2072 sqft on one level with nearly 8 acres!! The open layout is perfect for everyday living & entertaining! While the front porch provides the ideal spot to relax & take in the views. The central air works but the gas heat doesn't. The sellers are willing to reduce the price to offset the cost

  Kelly Rohlfs Elevate Real Estate

  2047 Todd Rd, Clarkrange, TN 38553
• 

  

  /41

  $54,900

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

  Lot 354 Hood Ln, Wilder, TN 38589

  Discover the beauty of Wilder Mountain on the stunning Cumberland Plateau. This park-like, nearly level property offers 628 feet of road frontage and a start of a driveway already in place, making it easy to start planning your dream build. The wooded setting feels like your own private retreat, with mature trees and a gentle landscape that's both scenic and highly usable. With plenty of flat

  Kimberly Rocha Freedom Realty Co. Inc.

  Lot 354 Hood Ln, Wilder, TN 38589
• 

  

  /16

  $39,900

  • Land
  • 5.26 Acres
  • $7,586 per Acre

  Lot 14 Cheyenne Dr, Jamestown, TN 38556

  5.26ac surveyed ac in a high prestige gated community (Rockcastle) located in the hills of TN with mtn views and privacy and security. Modest restrictions on file – in docs. Creek – stream, level to a gentle roll terrain, several building sites with much potential, over 240 ft of private paved road frontage, electric – telephone – high speed internet and fiber optics available to connect into,

  Debra Dodd No. 1 Quality Realty-celina

  Lot 14 Cheyenne Dr, Jamestown, TN 38556
• 

  

  /63

  $345,000

  • 4 Beds
  • 2 Baths
  • 2,233 Sq Ft

  126 Indian Village Ln, Wilder, TN 38589

  Escape to your own private retreat with this spacious 4 bedroom 2 bath home tucked away on a beautiful 5.3 wooded acres on a quiet cul de sac. This home offers exceptional privacy, peaceful surroundings, and plenty of room to relax or entertain. Step inside to a bright, open layout with all appliances included and an oversized tub to unwind after a long day. A large deck overlooks the surrounding

  Kimberly Rocha Freedom Realty Co. Inc.

  126 Indian Village Ln, Wilder, TN 38589
• 

  

  /27

  $239,900

  • Land
  • 43.45 Acres
  • $5,521 per Acre

  4575 Upper Crab Rd, Jamestown, TN 38556

  Beautiful 43.45-acre tract located on Upper Crab Rd in Fentress County offering scenic mountain views and a peaceful country setting. The front portion of the property has been cleared along the road, providing easy access and a potential homesite. The remaining acreage offers privacy, natural surroundings, and plenty of room to explore or develop. This property would be ideal for a private

  

  Lisa Garrett

  Mitchell Real Estate & Auction Co.

  (931) 416-1036

  4575 Upper Crab Rd, Jamestown, TN 38556
• 

  

  /28

  $199,900

  • 4 Beds
  • 2 Baths
  • 1,222 Sq Ft

  235 Rugby Ave, Jamestown, TN 38556

  Beautiful Brick Home!!! Completely remodeled 3 bedroom 2 bath brick home located in the city limits, new flooring and paint throughout the home, custom kitchen,spaciuos living room, large bonus room, central heat and air with backup natural gas heat,water well also on the property, just down the street from a main intersection, Also the building next door could also possibly be purchased, priced

  

  Todd Stephens

  Crye-Leike Brown Executive Rea

  (931) 419-5943

  235 Rugby Ave, Jamestown, TN 38556
• 

  

  /5

  $144,000

  • Land
  • 11.96 Acres
  • $12,040 per Acre

  149 Aspen Heights Rd, Jamestown, TN 38556

  Discover the perfect place to build your forever home on this beautiful 11.97-acre tract in a brand-new subdivision! This property offers gorgeous views and a stunning natural waterfall, creating a peaceful and scenic setting. A 3-bedroom septic permit is already on file, electric is available at the road, and well water will be needed. With no restrictions, you have the freedom to bring your

  Lesley McNeal RE/MAX Finest

  149 Aspen Heights Rd, Jamestown, TN 38556
• 

  

  /4

  $50,000

  • Land
  • 5.06 Acres
  • $9,881 per Acre

  0 Flat Rock Unit 1332395, Jamestown, TN 38556

  Beautiful 5-acre tract located in the heart of Jamestown, TN's scenic horse country. This property is part of a new subdivision and offers gorgeous views of the surrounding countryside. Electric is available at the road, making it a great spot to build your dream home, cabin, or weekend getaway. Enjoy peaceful country living with plenty of space while still being just a short drive to town. Lot 6

  Lesley McNeal RE/MAX Finest

  0 Flat Rock Unit 1332395, Jamestown, TN 38556
• 

  

  /6

  $150,000

  • Land
  • 11 Acres
  • $13,636 per Acre

  0 Fairgrounds Rd Unit 1255783, Jamestown, TN 38556

  A great 11 surveyed acres sitting just outside Jamestown city limits property does back up to Alvin C York High School property is level with several building sites and has a creek that runs through the property a must see

  Bart Neely Bestway Realty

  0 Fairgrounds Rd Unit 1255783, Jamestown, TN 38556
• 

  

  /8

  $22,000

  • Land
  • 0.78 Acre
  • $28,205 per Acre

  248 N Norris St, Jamestown, TN 38556

  Priced below Appraisal! Conveniently located on Norris Street inside Jamestown City limits, this great piece of real estate is situated just beyond the First Volunteer Bank's back parking lot. The property has been partially cleared, making it the perfect canvas for someone looking to build their dream home or business. A gravel drive conveniently turns beside the property, providing easy access

  

  Lisa Garrett

  Mitchell Real Estate & Auction Co.

  (931) 348-3829

  248 N Norris St, Jamestown, TN 38556
• 

  

  /6

  $199,900

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

  5421 S York Hwy, Grimsley, TN 38565

  Newly Remodeled Home in a Great Location. This beautifully remodeled home features 2 bedrooms, 2 baths, and a spacious layout with a large living room and kitchen. The living room offers a cozy fireplace, and the kitchen comes equipped with appliances, making it move-in ready. Outside, the property includes a privacy fence and a large, detached workshop/garage, perfect for storage, hobbies, or

  

  Lisa Garrett

  Mitchell Real Estate & Auction Co.

  (931) 616-1305

  5421 S York Hwy, Grimsley, TN 38565
• 

  

  /15

  $59,900

  4613 S York Hwy, Jamestown, TN 38556

  ONLINE ONLY AUCTION. Auction Preview Sunday March 15th 2-4pm. Bidding ends Saturday Mar 28th 10am. Fixer-upper home situated on 3.85± acres with endless possibilities. This property offers a great investment opportunity with commercial potential, featuring frontage on Hwy 127. Bid now!

  Clinton Conner

  4613 S York Hwy, Jamestown, TN 38556
• 

  

  /4

  $335,000

  • 2,900 Sq Ft

  514 Flatt Spur Rd, Jamestown, TN 38556

  Historic Jamestown Gem - 10%+/- Cap Rate Turnkey Duplex Rare investment opportunity in the heart of Historic Jamestown, TN. This single-level duplex is completely remodeled and offers an impressive double-digit return, making it perfect for a portfolio addition or a ''live-in'' setup where the other unit pays your mortgage. Key Features: Immediate Cash Flow: Both units are spacious and currently

  Don Rolfe ReMax Preferred Properties, In

  514 Flatt Spur Rd, Jamestown, TN 38556
• 

  

  /29

  $249,929

  • 3 Beds
  • 2 Baths
  • 1,223 Sq Ft

  1703 Perimeter Dr, Jamestown, TN 38556

  Tucked w/in the Whispering Winds Lake community, this lovingly maintained home invites you to slow down & enjoy the beauty of everyday living. Wake each morning to peaceful views of Whispering Winds Lake from the primary suite, the living room, & secondary bedroom. Sunlight pours into the living room where a vaulted ceiling creates a bright & welcoming space. Behind the home, a tranquil wooded

  Heather Skender-Newton Skender-Newton Realty

  1703 Perimeter Dr, Jamestown, TN 38556
• 

  

  /27

  $68,500

  • Land
  • 5.39 Acres
  • $12,709 per Acre

  432 Valley View Cir, 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 Co. Inc.

  432 Valley View Cir, Wilder, TN 38589
• 

  

  /52

  $399,900

  • 3 Beds
  • 2 Baths
  • 2,490 Sq Ft

  224 Victoria Cir, Jamestown, TN 38556

  Move-in ready and thoughtfully designed: this handicapped-accessible, beautiful 3-bed, 2-bath home sits on 1.45 acres and offers 2,100 sq. ft. of comfortable living. Entertain in the Great Room with a custom dry bar, cook with ease in the kitchen featuring soft-close cabinets and roll-out drawers, and relax by the gas log fireplace. The primary suite includes two walk-in closets, a walk-in tiled

  

  Lisa Garrett

  Mitchell Real Estate & Auction LLC

  (931) 575-4714

  224 Victoria Cir, Jamestown, TN 38556
• 

  

  /16

  $299,900

  • Land
  • 20 Acres
  • $14,995 per Acre

  1261 Roanoke Rd, Jamestown, TN 38556

  Own a piece of farming history.At one time this property was part of the largest cattle and hog operation in the Southeast, since then it's been a family farm. They have decided to offer the back 20 acres for sale. This property has been surveyed, it has 2 barns with concrete floors and has had power and water at one time. Wooded with large mature trees, level and gently rolling and ready for

  Chris Dalton Highlands Elite Real Estate

  1261 Roanoke Rd, Jamestown, TN 38556
• 

  

  /30

  $369,000 New Construction

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

  807 Dulog Trail, Jamestown, TN 38556

  Brand-new 1,500 sq ft home nestled on 1.17 acres with light restrictions designed to protect your property value. This thoughtfully crafted 3-bed, 2-bath home stands apart from the typical spec build--featuring real hardwood floors and tile throughout, custom trim work, and quality construction meant to last. The open, split-bedroom floor plan offers comfortable living, while the covered front

  Beth Rains North Cumberland Realty, LLC

  807 Dulog Trail, Jamestown, TN 38556
• 

  

  /52

  $1,200,000

  0 Buffalo Cove Ln Unit RTC3145917, Jamestown, TN 38556

  This remarkable 237 acre property offers a rare opportunity to own a large tract of TN countryside with exceptional recreational potential. Approx. 204 acres are protected by a recorded conservation easement with the State of TN, helping preserve the land's natural beauty and wildlife habitat. A recent survey is available. The property includes two livable cabins currently in use, featuring fiber

  Amber Flynn-Jared THE REAL ESTATE COLLECTIVE

  0 Buffalo Cove Ln Unit RTC3145917, Jamestown, TN 38556
• 

  

  /52

  $1,200,000

  0 Buffalo Cove Ln Unit 1331827, Jamestown, TN 38556

  This remarkable 237 acre property offers a rare opportunity to own a large tract of TN countryside with exceptional recreational potential. Approx. 204 acres are protected by a recorded conservation easement with the State of TN, helping preserve the land's natural beauty and wildlife habitat. A recent survey is available. The property includes two livable cabins currently in use, featuring fiber

  Amber Flynn-Jared The Real Estate Collective

  0 Buffalo Cove Ln Unit 1331827, Jamestown, TN 38556
• 

  

  /53

  $1,200,000

  • Land
  • 237 Acres
  • $5,063 per Acre

  0 Buffalo Cove Ln Unit RTC3145919, Jamestown, TN 38556

  Amber Flynn-Jared THE REAL ESTATE COLLECTIVE

  0 Buffalo Cove Ln Unit RTC3145919, Jamestown, TN 38556
• 

  

  /16

  $69,900

  • Land
  • 5.09 Acres
  • $13,733 per Acre

  638 Flat Top View Ln, Wilder, TN 38589

  Escape to the beauty of the Cumberland Plateau in the scenic Wilder Mountain area. This fabulous tract is build ready with some of the hard work already done: The gravel driveway is installed, the homesite area cleared and ready, electric is on site and a well already in place. This gently rolling land is easy to build on and gives you plenty of space for a garden, animals , cabin or estate in

  Kimberly Rocha Freedom Realty Co. Inc.

  638 Flat Top View Ln, Wilder, TN 38589
• 

  

  /51

  $149,500

  • 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 zoning or 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

  Mary Rocha Freedom Realty Co. Inc.

  1023 Flat Rock Rd, Jamestown, TN 38556

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