Fentress County TN Homes for Sale

• 

  

  

  /58

  $769,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  2670 Leatherwood Ford Rd, Jamestown, TN 38556

  Check out this beautiful property with rolling pastures and amazing views just minutes from the entrance of the Big South Fork and all the amenities outdoor lovers can dream of! As you pull up the driveway, you will find a beautiful home with a wrap-around porch, a large car port with an attached room that could be transformed into an additional living quarters, man cave or whatever your mind can

  Logan Terry Alco Builders & Realty Co

  2670 Leatherwood Ford Rd, Jamestown, TN 38556
• 

  

  

  /10

  $75,000

  • Land
  • 0 Sq Ft

  0 Tomahawk Unit 246022, Jamestown, TN 38556

  Chena Morris The Real Estate Collective

  0 Tomahawk Unit 246022, Jamestown, TN 38556
• 

  

  

  /31

  $100,000

  $25K PRICE DROP

  • Land
  • 30,927 Sq Ft
  • $140,845 per Acre

  0 Eagle Unit 1326648, Jamestown, TN 38556

  Wonderful buildable level lot in the gated community of The Highlands Of Big South Fork. You can't find a better lot in the Highlands, and there are not many left. It is close to the owners barns and the lot comes with 2 stalls/paddocks anbd tack room in the owners barsn. Also, turn out pastures are available at a small monthly charge. No where else in Fentress county can you have access to 50

  Glenda Levin Mitchell Real Estate & Auction

  0 Eagle Unit 1326648, Jamestown, TN 38556
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  /7

  $529,900

  $235K PRICE INCREASE

  • Land
  • 38 Acres
  • $13,945 per Acre

  0 Holt Spur Dr, Jamestown, TN 38556

  Looking for development land inside the city limits but away from all the hustle & bustle?Here is 38 acres level to rolling with road cut in you could do multi family, apartments or sub divide and do homes. Public sewer, water and gas are available as well as electric. The possibilities are endless, you decide.

  Rhonda Darrow Home Touch Realty, LLC

  0 Holt Spur Dr, Jamestown, TN 38556
• 

  

  

  /37

  $314,900

  $5K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 432 Sq Ft

  147 Saddle Dr, Jamestown, TN 38556

  Dont miss this riders retreat in the Spruce Creek Equestrian Subdivision. 3.62 acres set up with 3 electro braid paddocks. Nice outdoor wash rack. There are 3 camper hookups, 2 with water, power and sewer, 1 with just power and water. Complete with 36' X 42' barn with 4 large stalls and 2 nice 12 X 18 bunk rooms, one with a half bath and food prep area and the other with a walk in shower and

  Rae Ramsey MarMac Real Estate

  147 Saddle Dr, Jamestown, TN 38556
• 

  

  /41

  $199,900

  • 3 Beds
  • 2 Baths
  • 2,331 Sq Ft

  1104 Allardt Hwy, Jamestown, TN 38556

  Spacious and versatile home tucked away from the road, offering privacy and endless possibilities! Whether you're looking for a comfortable primary residence with plenty of room for the whole family or an investment opportunity, this property has the potential to fit your needs. Featuring 3 bedrooms, 2 full baths, and 2 kitchens, the layout could easily accommodate multi-generational living or be

  Rhonda Darrow Home Touch Realty LLC

  1104 Allardt Hwy, Jamestown, TN 38556
• 

  

  /12

  $167,500

  $2K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 640 Sq Ft

  154 Copley Cemetery Rd, Jamestown, TN 38556

  Located within minutes of the Big South Fork National Recreation Area with 125,000 acs. Horse trails, hiking, overlooks, canoeing through out. 20025 constructed 2 bedroom/1 bath home on 1.15 acs. All appliances included. Additional storage building stays. Fiber optic internet available. Use as a primary residence or a go to spot to enjoy the park and surrounding rural community. Updated spit unit

  Troy Gammon Southern Star Realty

  154 Copley Cemetery Rd, Jamestown, TN 38556
• 

  

  /59

  $615,000

  $24K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,667 Sq Ft

  250 Briar Point Rd, Allardt, TN 38504

  1667 square feet of TRUE LOG HOME, located in the elite EQUESTRIAN community of White Oak. 8-10 miles of community horse trails with 1 of those trails leading you directly into the Big South Fork National Park with 225 miles of dedicated horse trails. NEW HVAC unit in May 2024, NEW BARN in AUG of 2024. Covered wrap around decking with HOT TUB. Stove & Refrigerator NEW in June 2025. RV hookup site

  Steve Diskin Burks Diskin Real Estate

  250 Briar Point Rd, Allardt, TN 38504
• 

  

  /60

  $975,000

  • 3 Beds
  • 3 Baths
  • 3,200 Sq Ft

  5171 Wilder Rd, Grimsley, TN 38565

  Welcome to 5171 Wilder Road, a one-family owned custom-built home situated on approximately 20.98 unrestricted acres in Grimsley, Tennessee! Built in 2009 and meticulously maintained, this approximately 3,200-square-foot home offers privacy, space, and endless possibilities! The main level features a spacious living room with vaulted ceilings and a floor-to-ceiling stone fireplace with a

  Brooke Phillips The Real Estate Collective

  5171 Wilder Rd, Grimsley, TN 38565
• 

  

  /7

  $175,000

  Coming Soon

  532 White Oak Rd, Jamestown, TN 38556

  Prime Acreage Opportunity in Jamestown, TN - Just Over 14 Cleared Acres! Discover the perfect blend of convenience, privacy, and natural beauty with this just-over 14-acre tract located at 532 White Oak Rd in scenic Jamestown, TN. This mostly cleared property offers an ideal setting for your dream home, mini-farm, or investment opportunity. With easy access just off Highway 127, you'll enjoy the

  Barbara Isham Century 21 Fountain Realty, LLC

  532 White Oak Rd, Jamestown, TN 38556
• 

  

  /42

  $79,900

  • Land
  • 13.82 Acres
  • $5,781 per Acre

  0 Apache Rd Unit RTC3060535, Jamestown, TN 38556

  13.82 surveyed ac in a high prestige gated community (Rockcastle) located in the hills of TN with mtn views with privacy and security. Modest restrictions on file – in docs. Level lot with a gentle roll terrain, several building sites to select from, corner lot with a gravel paved road frontage off of 2 private roads, electric – telephone – high speed internet available to connect into. Approx

  Debra Dodd No 1 Quality Realty

  0 Apache Rd Unit RTC3060535, Jamestown, TN 38556
• 

  

  /3

  $330,000

  • Land
  • 0 Sq Ft

  0 Riverton Rd, Jamestown, TN 38556

  Welcome to 0 Riverton Rd. Privacy and no restrictions. All utilities available at the street. This beautiful, surveyed farm tract with barn and fencing. Approximately 22 acres of pastureland the remaining approximate 17 acres in wooded mature timber. Loaded with wildlife and only a short drive to East Port Boat Dock and Marinas.

  Elaina Morgan True Blue Realty, LLC

  0 Riverton Rd, Jamestown, TN 38556
• 

  

  /46

  $999,900

  $200K PRICE DROP

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

  0 Buffalo Cove Ln Unit RTC3145919, Jamestown, TN 38556

  Amber Flynn-Jared The Real Estate Collective - Cookeville

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

  

  /11

  $29,900

  • Land
  • 5.19 Acres
  • $5,761 per Acre

  Lot 383 E Obey Ln, Wilder, TN 38589

  Tucked away on Tennessee's beautiful Cumberland Plateau, this wooded property in Fentress County offers a private mountain setting with elevated terrain and mature hardwoods. Whether you're dreaming of an off-grid cabin or simply a peaceful escape, this property provides plenty of seclusion. Located on a gravel road with no HOA, the property is subject to minimal restrictions and a $200 annual

  Mary Rocha Freedom Realty Co. Inc.

  Lot 383 E Obey Ln, Wilder, TN 38589
• 

  

  /5

  $115,000

  $26K PRICE DROP Coming Soon

  • Land
  • 6.42 Acres
  • $17,913 per Acre

  0 Pickett Park Hwy Unit RTC3136701, Jamestown, TN 38556

  Great location 6.42 acers located at the cornner of Darrow Ridge Rd and Picket Park Rd nice wooded lot with several diffrent building sites on it. conviently located to the Big South Fork and Picket State Park owner Agent fast and easy owner finaning

  0 Pickett Park Hwy Unit RTC3136701, Jamestown, TN 38556
• 

  

  /16

  $40,000

  $2K PRICE DROP

  • Land
  • 27,878 Sq Ft
  • $62,500 per Acre

  lot 88 Grandview Way, Jamestown, TN 38556

  This beautiful, buildable 0.64 acre lot is located in the prestigious Highlands at Big South Fork, featuring a gated entrance, owners barns, paddocks, and aprox 35 miles of private, groomed trails for your riding pleasure. This quiet community is located aprox 10 min from town for your convenience, and also close proximity to several different trailheads into the Big South Fork for riding,

  Erica Styles Allardt Real Estate Association LLC

  lot 88 Grandview Way, Jamestown, TN 38556
• 

  

  /4

  $39,900

  • Land
  • 3.57 Acres
  • $11,176 per Acre

  0 Panther Branch Rd Unit RTC2976961, Jamestown, TN 38556

  Hwy 127 north. Turn right on Ike Rich Road. Turn right on Pearl Hinds Road. Turn right on Panther Branch Road. Property on corner of Panther Branch Road & Panther Branch Court. (SOP)

  Rhonda Darrow Home Touch Realty

  0 Panther Branch Rd Unit RTC2976961, Jamestown, TN 38556
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  /25

  $48,000

  $7K PRICE DROP

  • Land
  • 1.52 Acres
  • $31,579 per Acre

  26 & 27 Star Point Rd, Jamestown, TN 38556

  Spectacular blufftop lots with mountain, valley, and water views, near Big South Fork River and Recreation Area, just north of Jamestown. A beautiful place to build your dream home, set up a new manufactured home, or create a private get-away! Two lots being sold in one tract. Mountain and valley views from the back, and a scenic water view from the front of the lots. Lots lay well with mature

  Kimberly Allen American Way Real Estate

  26 & 27 Star Point Rd, Jamestown, TN 38556
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  /42

  $258,000

  • 4 Beds
  • 2 Baths
  • 2,052 Sq Ft

  111 Guffey Ln, Jamestown, TN 38556

  Mini-Farm Ready Brick Home on 1.44 Unrestricted Acres Charming brick ranch situated on 1.44 unrestricted acres in a peaceful country setting in Jamestown! Located on a spacious corner lot, this versatile property offers an ideal setup for mini-farm living, hobby farming, or anyone seeking room to spread out with no restrictions. The property features a fenced backyard, separate fenced pasture, &

  Donna Baisley Baisley Hometown Realty, LLC

  111 Guffey Ln, Jamestown, TN 38556
• 

  

  /16

  $499,900

  $200K PRICE INCREASE

  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 40 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
• 

  

  /43

  $620,000

  • 3 Beds
  • 3 Baths
  • 2,668 Sq Ft

  150 Fw Tate Ln, Jamestown, TN 38556

  Motivated sellers-property is priced to sell! No RESTRICTIONS so you can have the Mini Farm you have always dreamed about. Nice Basement Home is secluded so far off the road you will think you are miles from Town, but actually you are just minutes away from Jamestown. Not far from Big South Fork Park, where you can enjoy the Great Outdoors while Horse Back Riding or Hiking the many trails. Also

  Deborah Mountain Bestway Realty

  150 Fw Tate Ln, Jamestown, TN 38556
• 

  /2

  $8,500

  $7K PRICE DROP

  • Land
  • 6,098 Sq Ft
  • $60,714 per Acre

  0 Chapman Rd Unit 1287736, Jamestown, TN 38556

  Level to rolling lot inside city limits, ready to build on. Water, electric, gas & sewer available at the road.

  Rhonda Darrow Home Touch Realty, LLC

  0 Chapman Rd Unit 1287736, Jamestown, TN 38556
• 

  

  /33

  $299,000

  • 2 Beds
  • 1.5 Baths
  • 1,366 Sq Ft

  4720 S York Hwy, Jamestown, TN 38556

  A very nice 2 bedroom 1.5 bath home sitting on 2.9 +/- acres with a 4 bay pole barn that is around 960 S.F. and a block storage building.Home has been remodeled in the last 10 years with flooring windows central heat and air tankless hot water wiring and plumbing and so much more this is a must see.

  Bart Neely Bestway Realty

  4720 S York Hwy, Jamestown, TN 38556
• 

  

  /59

  $165,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,006 Sq Ft

  204 Honey Creek Loop Rd, Allardt, TN 38504

  Welcome to 204 Honey Creek Loop Rd. in beautiful Allardt, Tennessee! This charming hobby farm sits on 1.66 unrestricted acres and offers the perfect blend of country living, functionality, and comfort -- all priced at $175,000.Originally built in 1992, this spacious mobile home has been thoughtfully expanded to provide approximately 2,006 square feet of living space featuring 3 bedrooms and 2

  Sarah West North Cumberland Realty, LLC

  204 Honey Creek Loop Rd, Allardt, TN 38504
• 

  

  /21

  $185,000

  $31K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  125 Bunker Hill Rd, Jamestown, TN 38556

  PRICE IMPROVEMENT - PRICED TO SELL! Work Shop, Sheds, Generac, Land and more!! Welcome home to this completely remodeled and updated property in the peaceful countryside of Jamestown, Tennessee. Offering a combination of comfort, functionality, and valuable upgrades, this property is perfect for those seeking extra storage, workspace, and reliable backup power. The home features a layout with

  Candace Miller United Real Estate Solutions

  125 Bunker Hill Rd, Jamestown, TN 38556
• 

  

  /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
• 

  

  /50

  $389,000

  • 2 Beds
  • 2 Baths
  • 1,548 Sq Ft

  366 Swallows Crossing, Grimsley, TN 38565

  What a nice warm ''Welcome Home '' you'll feel as you walk inside this beautiful home located on 4.81 +/- acres . (Property is 2 lots) Great location for Jamestown, Crossville, and the Cookeville area. 2 car attached garage with new garage door opener. Split bedroom floor plan, 2 bedrooms , 1 bonus room, 2 full bathrooms. Spacious Living room with cathedral ceiling , pretty hardwood flooring with

  Deborah Mountain Bestway Realty

  366 Swallows Crossing, Grimsley, TN 38565
• 

  

  /33

  $94,000

  • Land
  • 7.08 Acres
  • $13,277 per Acre

  Lot 73 Tomahawk Rd, Jamestown, TN 38556

  7.08 surveyed ac located approx 1000 to 1300 elevation giving this lot a lovely stare of mtn views & the valley for miles. Easy access off a private road onto an Improved driveway, modest restrictions, Electric – telephone – Internet & Fiber Optics is available from the road, loads of wildlife, loads of privacy, mature timber in the wooded area & loads of fresh air. Building site has been

  Debra Dodd No. 1 Quality Realty-celina

  Lot 73 Tomahawk Rd, Jamestown, TN 38556
• 

  

  /10

  $429,900

  • Land
  • 65 Acres
  • $6,614 per Acre

  00 Sandy Rd N O Rd, Wilder, TN 38589

  Beautiful tract of land with trees and wildlife. This property could be a single family home, used for timber growth, used for wildlife conservation, or a multitude of other possibilities. Big Piney Creek intersects this property. This property offers great potential. Do not miss this excellent opportunity to ''buy dirt''. Adjoining 60 acres available in Overton County. Please see MLS NO. 1342194.

  James McKinnie Tri-Star Real Estate & Auction

  00 Sandy Rd N O Rd, Wilder, TN 38589
• 

  

  /57

  $824,929

  • 4 Beds
  • 3 Baths
  • 2,567 Sq Ft

  4160 Standing Rock Rd, Jamestown, TN 38556

  Experience the best of Tennessee country living w/ this unrestricted 44-acre farm offering a rare combination of level, usable land, & privacy. Fenced w/ a mix of open pasture & mature woods, this property is ideal for livestock, horses, farming, hunting, or simply enjoying the outdoors. Riding options are available nearby, including East Fork Stables which is less than 15 minutes away. The

  Heather Skender-Newton Skender-Newton Realty

  4160 Standing Rock Rd, Jamestown, TN 38556
• 

  

  /39

  $94,500

  $40K PRICE DROP

  • Land
  • 6.63 Acres
  • $14,253 per Acre

  1029 E Obey Ln, Wilder, TN 38589

  Live the Tennessee Dream on this 6+ Acres Secluded Mountain Retreat! Priced $30k below recent appraisal for IMMEDIATE EQUITY! It will be hard to find a ready made mountain property like this in the Upper Cumberland. Discover 6.63 acres of beautiful Tennessee mountain real estate featuring seasonal East Obey River access a short drive away. Peaceful, private & unique, this build-ready home-site

  Wayne Howell EXIT Cross Roads Sparta

  1029 E Obey Ln, Wilder, TN 38589
• 

  

  /60

  $670,000

  Open House 8/09

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft

  778 Stone Haven Trail, Jamestown, TN 38556

  Open House on Sunday, August 9 from 2-4PM CENTRAL TIME! Saddle up your horse(s) for this listing where you can get your horse from the barn and ride into Big South Fork! This property includes almost a mile of private trails for riding and walking that connect to the Ridgetop Acres equestrian community trails and Big South Fork NRRA that allows riders and hikers to explore the park's extensive

  Carrie Poteat Realty Executives Associates

  778 Stone Haven Trail, Jamestown, TN 38556
• 

  

  /45

  $430,000

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

  139 Taft Story Rd, Jamestown, TN 38556

  Welcome to your Big South Fork equestrian dream! Nestled on 1.96 gently rolling acres in Jamestown's premier Spruce Creek Equestrian Community, this beautifully maintained 1.5-story traditional cabin offers the ultimate blend of rustic charm, modern upgrades, and true ride-out convenience. With neighborhood horse trails right across the street and the Cumberland Trailhead just minutes away, you

  Timothy Denehy Mitchell Real Estate & Auction

  139 Taft Story Rd, Jamestown, TN 38556
• 

  

  /10

  $140,000

  • Land
  • 1.98 Acres
  • $70,707 per Acre

  0 Grandview Way, Jamestown, TN 38556

  Lot 41 on 1.98 acres located in the Exquisite Highlands at Big South Fork. Subdivision has Gated Entrance, Paved Roads, Underground Utilities, Miles of Adjacent Horse Trails with Breath Taking Bluff views. Community Barn with 2 Stalls and tack room come with this lot. Paddocks with Run-In are available at additional cost. Several Lots to choose from. Come Visit for a Tour.

  Cindy Stedman Allardt Real Estate Association LLC

  0 Grandview Way, Jamestown, TN 38556
• 

  

  /24

  $420,000

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  1060 Spruce Creek Dr, Jamestown, TN 38556

  Direct trail access to neighborhood trails and the Big South Fork NRRA. located in Spruce Creek Acres. This 2-bedroom, 2 bath, 1120 s/f single story home was built in 2019 sits on 3.85 acres with a 20x30 ft 2 Stall barn with center Isle. Home has 9-foot ceilings, open concept living with kitchen island, and a pantry, Hickory cabinets. Master bedroom with a huge walk-in closet, & French doors

  Cindy Stedman Allardt Real Estate Association LLC

  1060 Spruce Creek Dr, Jamestown, TN 38556
• 

  

  /20

  $209,900

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 910 Sq Ft

  2520 Riverton Rd, Jamestown, TN 38556

  Ready to take a break from it all? Can be used as a retreat or primary home, sleeps 6. Well constructed, fully furnished, cabin style home on 4.77 UNRESTRICTED acres. Currently set up as a 2 bedroom. Beautiful bluff top setting with view of the river below. Cabin features a master bedroom on the main floor with a bonus room in the loft above. Beautiful timber frame construction with hardwood

  Troy Gammon Southern Star Realty

  2520 Riverton Rd, Jamestown, TN 38556
• 

  

  /8

  $32,900

  • Land
  • 3.05 Acres
  • $10,787 per Acre

  n/a Northwood Place, Jamestown, TN 38556

  Looking for that property to build a dream home out away from town? Here is 3.05 wooded acres level to rolling just awaiting new owner to start building their dream home.

  Rhonda Darrow Home Touch Realty LLC

  n/a Northwood Place, Jamestown, TN 38556
• 

  

  /18

  $364,500

  New Construction $3K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,950 Sq Ft

  214 Georgee Rd, Jamestown, TN 38556

  Fabulous new construction located in Stone Cliff Acres with almost an acre of land. This home features an open-concept layout with LVF & cathedral ceilings. The heart of the home being the kitchen is designed with Stainless steel appliances, granite counter tops, custom built cabinets & a walk in pantry with a window to fill the space with natural light. A gas log fireplace with stone from the

  Tamra Bowmer Highlands Elite Real Estate

  214 Georgee Rd, Jamestown, TN 38556
• 

  

  /10

  $65,000

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath

  210 Woodlawn Ave E, Jamestown, TN 38556

  Handy with a hammer & saw, this one needs all your TLC. Great investment property or have a rental. You change the outcome of this home 1 bedroom 1 bath on level to rolling lot. Covered front porch & covered back porch. In the Jamestown city limits.

  Rhonda Darrow Home Touch Realty LLC

  210 Woodlawn Ave E, Jamestown, TN 38556
• 

  

  /22

  $175,000

  $50K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,496 Sq Ft

  426 Rosedale Ave, Jamestown, TN 38556

  This home has multiple bedrooms and lots of potential. The home has a partially fenced backyard with a chicken coup and raised flower beds. Outdoor storage building is staying with the home. An amazing gas cooking range will be with the home and other appliances staying include washer, dryer, fridge, and microwave. This house has a separated master bedroom with his own mini split system and walk

  Dustin Kennedy Tennessee Life Real Estate Professionals

  426 Rosedale Ave, Jamestown, TN 38556

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