Fentress County TN Homes for Sale

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  /7

  $85,900

  170 Saddle Dr, Jamestown, TN 38556

  Build your dream home or vacation getaway on this beautiful 3.27± acre tract in Spruce Creek Acres. The property offers direct access to neighborhood riding trails leading into the Big South Fork National River & Recreation Area, with extensive opportunities for horseback riding and hiking. Pickett State Park is just minutes away and offers fishing, hiking, and kayaking. Schedule your showing

  Cindy Stedman Allardt Real Estate Association LLC

  170 Saddle Dr, Jamestown, TN 38556
• 

  

  

  /29

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft

  103 N Duncan St, Jamestown, TN 38556

  NEW CONSTRUCTION!! MOVE IN READY!! Beautiful 1650+ sqft 3 bedroom 2 bath home ,located in the city limits of Jamestown, large open floor plan with split bedrooms, cathedral ceilings, quartz countertops, large master suite with walk in closet, large utility room, large front and back porches, city sewer very peaceful and beautiful neighborhood, close to Big South Fork National Park yet located

  

  Todd Stephens

  Crye-Leike Brown Executive Realty

  (931) 369-3070

  103 N Duncan St, Jamestown, TN 38556
• 

  

  

  /43

  $699,000

  • 2 Beds
  • 1.5 Baths
  • 880 Sq Ft

  8225 Red Hill Rd, Jamestown, TN 38556

  New construction barndominium on 25 rolling acres with Wolf River frontage and stunning views of the farm and Tennessee hills. The main level offers a finished flex space with half bath, ideal for a bedroom or office, plus approx. 1300 sq ft of open barn space with stall. The upper level features an open kitchen/living area with electric fireplace and large windows, full bath with laundry,

  Kelly Latham ReMax Country Living, LLC

  8225 Red Hill Rd, Jamestown, TN 38556
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  /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

  

  Lisa Garrett

  Mitchell Real Estate & Auction LLC

  (931) 281-8914

  299 Anderson Tinch Ave, Jamestown, TN 38556
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  /51

  $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,

  

  Barbara Belicek

  Mitchell Real Estate & Auction

  (931) 369-5003

  1016 Hickory Hill Dr, Jamestown, TN 38556
• 

  

  /19

  $265,000

  0 Shellotte Loop, Pall Mall, TN 38577

  Rare find in Pall Mall area home of Sgt York and York Grist Mill Park. Level to rolling acreage with several building site you pick your spot and start that dream home today. Plenty of room to roam and expand no restrictions, you can have a mini farm.

  Rhonda Darrow Home Touch Realty, LLC

  0 Shellotte Loop, Pall Mall, TN 38577
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  /28

  $49,900

  LOT 46 Cheyenne Dr, Jamestown, TN 38556

  6.56 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. Stream, level lot to a gentle roll terrain, several building sites with much potential, over 375 ft of paved road frontage, electric - telephone - high speed internet available - fiber optics to connect into, well developed

  Debra Dodd No 1 Quality Realty

  LOT 46 Cheyenne Dr, Jamestown, TN 38556
• 

  

  /19

  $265,000

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

  n/a Shellotte Loop, Pall Mall, TN 38577

  Rare find in Pall Mall area home of Sgt York and York Grist Mill Park. Level to rolling acreage with several building site you pick your spot and start that dream home today. Plenty of room to roam and expand no restrictions, you can have a mini farm.

  Rhonda Darrow Home Touch Realty LLC

  n/a Shellotte Loop, Pall Mall, TN 38577
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  /24

  $49,900

  • Land
  • 6.56 Acres
  • $7,607 per Acre

  0 Cheyenne Dr Unit RTC3066556, Jamestown, TN 38556

  6.56 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. Stream, level lot to a gentle roll terrain, several building sites with much potential, over 375 ft of paved road frontage, electric – telephone – high speed internet available – fiber optics to connect into, well developed

  Debra Dodd No 1 Quality Realty

  0 Cheyenne Dr Unit RTC3066556, Jamestown, TN 38556
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  /7

  $373,670

  • Land
  • 150 Acres
  • $2,491 per Acre

  0 Boatland Rd, Jamestown, TN 38556

  This remote forested tract is located in the Bills Creek community of Fentress County, Tennessee, tucked away in the mountains between Livingston and Jamestown. The property consists of approximately 150 acres by deed and 173.80 acres per tax records and is surrounded by large blocks of contiguous forestland, creating a level of seclusion that is increasingly difficult to find. In addition to

  Matt Carr National Land Realty

  0 Boatland Rd, Jamestown, TN 38556
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  /59

  $639,000

  • 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
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  /60

  $429,000

  • 2 Beds
  • 2 Baths
  • 1,708 Sq Ft

  2510 Tinchtown Rd, Jamestown, TN 38556

  A remarkable 2 bedroom 2 full bath log home with a large wraparound porch and a 2 car garage 27x23 and a 405 s.f. apartment overhead, home features a large wood burning fireplace hardwood floors and a very large master bedroom the roof central H@A are less than 5 years old.The property is mainly wooded and features a small creek and a 40x40 pole barn a 16x20 storage shed that is a 2 story

  Bart Neely Bestway Realty

  2510 Tinchtown Rd, Jamestown, TN 38556
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  /44

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,714 Sq Ft

  93 Tower Way, Allardt, TN 38504

  Welcome to 93 Tower Way in Allardt, TN. This beautiful home sits on 2.34 acres and features 3 bedrooms, 2 baths, and an attached 2-car garage. The living room features a cathedral ceiling and a gas-log fireplace for cozying up after a long day. The kitchen has ample cabinet space and appliances. Enjoy the outdoors from your large deck or covered porch. The land has a storage building and a

  

  Lisa Garrett

  Mitchell Real Estate & Auction Co.

  (931) 465-5726

  93 Tower Way, Allardt, TN 38504
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  /11

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  3669 Martha Washington Rd, Clarkrange, TN 38553

  Beautiful Home on 3 Acres in a Peaceful Country Setting This beautiful 3-bedroom, 2-bath home sits on 3 acres and offers comfortable country living with a spacious open floor plan. The eat-in kitchen features custom cabinets, granite countertops, and stainless steel appliances, making it both functional and inviting. The large primary bedroom includes a walk-in closet and a spacious primary bath,

  Mark Hall Tennessee Realty, LLC

  3669 Martha Washington Rd, Clarkrange, TN 38553
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  /18

  $329,900

  • 2 Beds
  • 1 Bath
  • 729 Sq Ft

  229 Craig Rd, Monterey, TN 38574

  Imagine a place where tranquility meets functionality, nestled within the embrace of nature—a home that's more than just a residence, it's an experience waiting to be discovered. Welcome to your private sanctuary, set on approximately 8.52 acres of picturesque land. This nature lover's paradise offers expansive green spaces and breathtaking views, providing a serene retreat from daily life.

  Tammy Price Tri-Star Real Estate & Auction

  229 Craig Rd, Monterey, TN 38574
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  /57

  $585,000

  • 3 Beds
  • 2.5 Baths
  • 2,504 Sq Ft

  399 Georgee Rd, Jamestown, TN 38556

  Custom Elegance Meets Natural Serenity in this Beautiful Home Located in Jamestown, TN 38556. Tucked into a private, park-like setting with a gentle creek bordering the back of the property, this custom-built 3-bedroom, 2.5-bath home is a true sanctuary. From the moment you step onto the covered front porch, you'll feel the warmth and love poured into every detail. Inside, oversized picture

  

  Lisa Garrett

  Mitchell Real Estate & Auction LLC

  (931) 295-0758

  399 Georgee Rd, Jamestown, TN 38556
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  /10

  $16,500

  • Land
  • 1.12 Acres
  • $14,732 per Acre

  0 Steeple Chase Unit 11617673, Jamestown, TN 38556

  1.12-acre lot in the beautiful Steeplechase subdivision. Just 6.8 miles southeast of Jamestown, this property offers the ideal balance of country tranquility and town convenience. You can reach Cookeville in about an hour, Knoxville in under two hours, and Nashville in about two and a half hours. For outdoor lovers, Pickett State Park and Big South Fork National River & Recreation Area are both

  Daniel Demers Sell Your Home Services LLC

  0 Steeple Chase Unit 11617673, Jamestown, TN 38556
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  /42

  $139,400

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft

  134 Woodlawn Dr, Jamestown, TN 38556

  This charming mobile home, thoughtfully expanded to create a spacious 3-bedroom, 2-bathroom retreat, offers comfort and practicality. The interior features a welcoming kitchen, a cozy breakfast room, and a formal dining room, perfect for family meals and entertaining. The home also includes two single-car garages for convenient parking and storage. Nestled in a peaceful country setting just

  Dusty Wells 1 Source Realty Pros

  134 Woodlawn Dr, Jamestown, TN 38556
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  /4

  $160,000

  0 Pickett Park Hwy Unit 1323951, Jamestown, TN 38556

  beautiful 8 ac wooded tract right on picket Park Rd close to the Big South Fork Owner Agent Owner financing available

  Rick Terry Mitchell Real Estate & Auction

  0 Pickett Park Hwy Unit 1323951, Jamestown, TN 38556
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  /12

  $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, over 180 ft of paved road frontage, electric – telephone – high speed internet available to connect into, Approx 1000 to 1200 elevation, MTN views,

  Debra Dodd No 1 Quality Realty

  0 Apache Rd Unit RTC3060535, Jamestown, TN 38556
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  /12

  $79,900

  Lot 41 Apache Rd, 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, over 180 ft of paved road frontage, electric - telephone - high speed internet available to connect into, Approx 1000 to 1200 elevation, MTN views,

  Debra Dodd No 1 Quality Realty

  Lot 41 Apache Rd, Jamestown, TN 38556
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  /5

  $141,000

  0 Pickett Park Hwy Unit 1323948, 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

  Rick Terry Mitchell Real Estate & Auction

  0 Pickett Park Hwy Unit 1323948, Jamestown, TN 38556
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  /43

  $350,000

  • 3 Beds
  • 3.5 Baths
  • 3,476 Sq Ft

  221 Craig Rd, Monterey, TN 38574

  LARGE MULTI GENERATIONAL HOME. APPROX 3476 SQ, FEET. SITS ON. APPROX 5 ACRES WITH POND. PRIVATE, LOTS OF WILDLIFE. LARGE FRONT PORCH. MANY UPDATES.

  Tammy Price Tri-Star Real Estate & Auction

  221 Craig Rd, Monterey, TN 38574
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  /15

  $325,000

  • Land
  • 34.79 Acres
  • $9,342 per Acre

  1354 E Obey Ln, Wilder, TN 38589

  Discover this rare find, 34.75 beautiful wooded acres offering privacy, natural beauty and rare river frontage. The property has ample gravel road frontage of 2785 feet, adjoins gorgeous East Obey River frontage of 1272 feet and even a natural spring fed pond. Features include a homesite, a permitted 2 bedroom septic system installed, gravel driveway, gate, and a 200 amp electrical service. No

  Kimberly Rocha Freedom Realty Co. Inc.

  1354 E Obey Ln, Wilder, TN 38589
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  /51

  $229,900

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft

  1028 Kennedy Rd, Jamestown, TN 38556

  Beautiful Newly Remodeled Home. This stunning home features new roof, new paint, new flooring, and all new kitchen appliances for a modern touch. This home has 3 bedrooms, 2 bathrooms with split floor plan. Park like setting in your own back yard. Nice storage building to store all your lawn equipment or extra storage. This home combines comfort and style—perfect for anyone looking for a

  

  Lisa Garrett

  Mitchell Real Estate & Auction Co.

  (931) 283-2918

  1028 Kennedy Rd, Jamestown, TN 38556
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  /4

  $86,500

  • Land
  • 5.71 Acres
  • $15,149 per Acre

  0 N York Hwy, Jamestown, TN 38556

  5.71 ac with breath taking views in all direction a great placed to build with views in every direction the property has access from the state hwy with all the utility's at the road no restrictions Owner Agent

  Rick Terry Mitchell Real Estate & Auction

  0 N York Hwy, Jamestown, TN 38556
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  /20

  $189,900

  • 3 Beds
  • 2 Baths
  • 1,150 Sq Ft

  208 Bills St, Jamestown, TN 38556

  Like new home inside the city limits. 3 bedrooms 2 baths with open kitchen, living room, dining area with a cathedral ceiling, island that adds nice work space in kitchen, walk in pantry, all kitchen appliances convey. Spacious master bedroom with double vanity, spacious walk in closet. Exterior is hardy vinyl siding, covered front porch with open deck on back.

  Rhonda Darrow Home Touch Realty

  208 Bills St, Jamestown, TN 38556
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  /27

  $199,000

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

  303 Clark Ave, Jamestown, TN 38556

  Check out this newly constructed home inside the City Limits of Jamestown. No space wasted. 3 bedrooms 2 baths with split floor plan. Kitchen features island, granite countertops and plenty of counter space, dining nook, all open with living room feature cathedral ceiling enjoy the family all in one space. Master bedroom features cathedral ceiling, walk in closet, double vanity in bath and so

  Rhonda Darrow Home Touch Realty

  303 Clark Ave, Jamestown, TN 38556
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  /58

  $1,025,000

  • 3 Beds
  • 3 Baths
  • 3,752 Sq Ft

  1129 Grandview Way, Jamestown, TN 38556

  DESCRIPTION & ROOM MEASUREMENTS TO FOLLOW: Continual Pour Foundation, Roof replaced in 2019, French Drains completed all around the home, whole house Generac generator system, Western cedar siding, 1600 feet of Decking, MAHOGANY entry French Doors, Raja-Multi Tile Slate Flooring, Natural Gas supplying the home. Spiral staircase is a mixture of SOUTHERN YELLOW PINE 1 PIECE HANDRAIL & RED OAK

  Steve Diskin Burks Diskin Real Estate

  1129 Grandview Way, Jamestown, TN 38556
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  /44

  $359,900

  • 3 Beds
  • 2 Baths
  • 1 Sq Ft

  1561 Bicknell Rd, Clarkrange, TN 38553

  Discover modern country living in this stunning 2024-built, single-story home featuring 3 bedrooms and 2 full baths on a spacious 1.5-acre lot. Designed with comfort, style, and functionality in mind, this property offers thoughtful upgrades and quality craftsmanship throughout. Step inside to an inviting open living room/dining room with a cozy wood-burning stove, stone hearth, and half stone

  Anna Beath Real Broker

  1561 Bicknell Rd, Clarkrange, TN 38553
• 

  

  /24

  $175,000

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

  1223 Sheppard Rd, Jamestown, TN 38556

  This charming 3-bedroom, 2-bath rustic retreat in Jamestown, TN is the perfect blend of accessibility and serenity, giving homeowners the opportunity to truly have it all with no restrictions. Sitting comfortably on a sprawling 1.25-acre lot, the property offers plenty of space for gardening, outdoor entertainment, or simply relishing the peace and privacy. Inside, you'll find a functional floor

  

  Barbara Belicek

  Mitchell Real Estate & Auction

  (931) 343-7347

  1223 Sheppard Rd, Jamestown, TN 38556
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  /38

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,476 Sq Ft

  1401 Pennsylvania Ave, Jamestown, TN 38556

  Just awaiting new family. Beautifully landscaped, covered front porch, open deck, storage building, detached carport. Venture inside this perfectly flowing home with dream kitchen, farm sink, island enjoy cooking while talking with family in the living room. Large laundry room with room for a freezer. 3 bedrooms 2 baths, spacious master bedroom with walk in closet. Yard is dotted with mature

  Rhonda Darrow Home Touch Realty

  1401 Pennsylvania Ave, Jamestown, TN 38556
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  /60

  $118,733

  • Land
  • 11.61 Acres
  • $10,227 per Acre

  0 Shotgun Annie Rd, Jamestown, TN 38556

  11.61 surveyed totally wooded tract of land located in a rural - country location. Lovely area with loads of wildlife and fresh air. Modest restrictions but there is NO HOA. Mostly level terrain to a gentle roll. Over 600 paved road frontage with easy accessing the property. Underground electric, telephone, public water, internet, cell phone coverage & fiber optic available. Mtn views & views.

  Debra Dodd No 1 Quality Realty

  0 Shotgun Annie Rd, Jamestown, TN 38556
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  /4

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,980 Sq Ft

  271 Georgee Rd, Jamestown, TN 38556

  New Construction! This home will have 3 bedrooms, 2 bath and approx. 1680 square feet located in nice area in Stone Cliff Acres. This home will have split floor plan for privacy. The open floor plan will have cathedral ceilings and a kitchen with custom cabinets and island. Call today to pick colors!

  

  Lisa Garrett

  Mitchell Real Estate & Auction Co.

  (931) 350-6486

  271 Georgee Rd, Jamestown, TN 38556
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  /58

  $118,733

  • Land
  • 11.61 Acres
  • $10,227 per Acre

  Lot 4 Shotgun Annie Rd, Jamestown, TN 38556

  11.61 surveyed totally wooded tract of land located in a rural - country location. Lovely area with loads of wildlife and fresh air. Modest restrictions but there is NO HOA. Mostly level terrain to a gentle roll. Over 600 paved road frontage with easy accessing the property. Underground electric, telephone, public water, internet, cell phone coverage & fiber optic available. Mtn views & views.

  Debra Dodd No. 1 Quality Realty-celina

  Lot 4 Shotgun Annie Rd, Jamestown, TN 38556
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  /44

  $529,900

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

  993 Model Farm Rd, Jamestown, TN 38556

  Leave the hustle and bustle of city life and breath fresh country air, long driveway leads to this one with room to grow a family on 13 level to rolling acres with barn, garden area, already fenced just awaiting your livestock. Rocking chair covered front porch, large open deck on back. Venture inside to the gleaming floors, custom oak cabinets, open dining room, kitchen, living room area, split

  Rhonda Darrow Home Touch Realty

  993 Model Farm Rd, Jamestown, TN 38556
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  /21

  $340,000

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  106 MacA Ridge Cir, Clarkrange, TN 38553

  Nestled on a charming, peaceful cul-de-sac, this freshly built 3-bedroom, 2-bath home offers 1,550 square feet of modern living space with a spacious open-concept design. The split-bedroom layout ensures privacy, featuring a serene primary suite separate from the secondary bedrooms. The kitchen showcases a central island, abundant cabinetry, and gleaming granite countertops—ideal for both casual

  Lori Denehy Crye-Leike Brown Executive Rea

  106 MacA Ridge Cir, Clarkrange, TN 38553
• 

  

  /22

  $110,000

  • Land
  • 1.14 Acres
  • $96,491 per Acre

  0 Eagle Unit RTC3051695, Jamestown, TN 38556

  Wonderful bluff lot in the gated equestrian community of The Highlands. Bluff lot, wooded, great building site. Enjoy the use of 2 stalls and paddocks that come with the purchase in the owners barns. Also, paddocks for rent for $150.00 a month. 3000 acres included with 45 miles of private equestrian trails included for your use. Come ride and leave the barn and ground maintenance up to the staff.

  Glenda Levin Mitchell Real Estate & Auction LLC

  0 Eagle Unit RTC3051695, Jamestown, TN 38556
• 

  

  /22

  $110,000

  0 Eagle Unit 1323153, Jamestown, TN 38556

  Wonderful bluff lot in the gated equestrian community of The Highlands. Bluff lot, wooded, great building site. Enjoy the use of 2 stalls and paddocks that come with the purchase in the owners barns. Also, paddocks for rent for $150.00 a month. 3000 acres included with 45 miles of private equestrian trails included for your use. Come ride and leave the barn and ground maintenance up to the staff.

  Glenda Levin Mitchell Real Estate & Auction

  0 Eagle Unit 1323153, Jamestown, TN 38556
• 

  /2

  $89,900

  • Land
  • 9.98 Acres
  • $9,008 per Acre

  Lot 323 Flat Top View Ln, Wilder, TN 38589

  Beautiful acreage in the heart of the Cumberland Plateau on Wilder Mountain. This property features a view and a seasonal creek. A great place to build your dream home and look at birds as they soar high above the valley below. This has a great view, and waiting for you to call home. Enjoy your morning coffee get away from the hustle and bustle of traffic and noise. This is a fully wooded tract.

  Kimberly Rocha Freedom Realty Co. Inc.

  Lot 323 Flat Top View Ln, Wilder, TN 38589

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