Jamestown, TN Homes for Sale

• 

  

  

  /4

  $29,500

  • Land
  • 1.81 Acres
  • $16,298 per Acre

  0 Old Wolf River Rd, Jamestown, TN 38556

  Wooded 1.81 +/- acres in great location for all the amenities in the CIty of Jamestown, close to local Pine Haven Elementary and York High School. Utilities available along road frontage , no restrictions, and just minutes to access onto Hwy 127. All three lots can be bought together totaling 5.03 acres.

  Deborah Mountain Bestway Realty

  0 Old Wolf River Rd, Jamestown, TN 38556
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  /6

  $69,998

  • Land
  • 5.01 Acres
  • $13,972 per Acre

  Lot 62 Winchester Way, Jamestown, TN 38556

  YOUR OPPORTUNITY AWAITS! This unrestricted 5-acre tract in scenic Fentress County offers the perfect blend of privacy, beauty, and potential. With gently rolling and wooded terrain, it provides an ideal backdrop for creating the home or retreat of your dreams. The land boasts marketable timber, giving both immediate and long-term value. Whether you're looking to establish a homestead, build a

  Elijah Castelli Elevate Real Estate

  Lot 62 Winchester Way, Jamestown, TN 38556
• 

  

  

  /19

  $324,900

  $75K PRICE DROP

  • Land
  • 35 Acres
  • $9,283 per Acre

  0 Sam Smith Rd Unit 236295, 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

  0 Sam Smith Rd Unit 236295, Allardt, TN 38504
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  /2

  $8,500

  $7K PRICE DROP

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

  n/a Chapman Rd, Jamestown, TN 38556

  Level to rolling .14n acre lot inside city limits, ready to build on. Water, electric, gas & sewer available at the road. Land not assessed yet portion of larger tract

  Rhonda Darrow Home Touch Realty LLC

  n/a Chapman Rd, Jamestown, TN 38556
• 

  

  

  /13

  $400,000

  • Land
  • 72 Acres
  • $5,556 per Acre

  0 72 Acres Cole Place Rd, Allardt, TN 38504

  Don't miss out on owning 72+/- acres to build your dream home on. Several nice building sites, bring your horses... this property is within minutes from the Big South Fork and Zenith Campground. Ride from your property right into miles of horse-riding trails., property is also in close proximity to hiking, kayaking, hunting and fishing.! Utilities and high-speed internet available. Owner

  Cindy Stedman Allardt Real Estate Association LLC

  0 72 Acres Cole Place Rd, Allardt, TN 38504
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  /35

  $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
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  /52

  $1,050,000

  $150K PRICE DROP

  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
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  /16

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  684 Spruce Creek Dr, Jamestown, TN 38556

  Two cozy cabins in Equestrian community with riding trails right off the property! Trails have direct access into Big South Fork Recreation Area to ride hundreds of miles through creeks, woods, waterfalls, rock structures. Can live in one cabin and rent out other! Rental history available. Larger cabin is 888 sq ft. 2 br 1 ba. With high ceilings and beautiful modern kitchen. Stainless steel

  Daniel Demers Sell Your Home Services, LLC

  684 Spruce Creek Dr, Jamestown, TN 38556
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  /52

  $625,000

  $25K PRICE INCREASE

  • 3 Beds
  • 4 Baths
  • 4,320 Sq Ft

  3251 Rugby Pike, Jamestown, TN 38556

  MOTIVATED SELLER! Located in the heart of Tennessee horse, Country, and Rich in the history of bygone times, this house can easily become the home you have always dreamed of. Positioned halfway between Jamestown and Rugby, Tennessee this 9.2 +/- acres property features a 3 bd/4 bath home w/ attached 2 car garage, a detached garage/workshop w/ wood furnace, a stocked pond, and fruit trees, such as

  Dusty Wells 1 Source Realty Pros

  3251 Rugby Pike, Jamestown, TN 38556
• 

  

  /15

  $109,900

  $20K PRICE INCREASE

  • Land
  • 51.63 Acres
  • $2,129 per Acre

  0 Choctaw Unit 1B, Jamestown, TN 38556

  Looking to live off the grid and embrace privacy and seclusion? This expansive wooded tract offers the perfect opportunity to create your own private retreat. Multiple potential building sites, the property is ideal for a family compound or a peaceful homestead. Enjoy abundant wildlife and the option to live simply and sustainably, surrounded by nature. Whether you're seeking a weekend getaway or

  Rhonda Darrow Home Touch Realty

  0 Choctaw Unit 1B, Jamestown, TN 38556
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  /32

  $914,900

  • 2 Beds
  • 3 Baths
  • 3,938 Sq Ft

  734 Ridgetop Dr, Jamestown, TN 38556

  Come home to horse country. Located in Ridgetop Acres adjacent to the Big South Fork National Recreation Area containing 125,000 acres. This estate style setting consist of a large brick/vinyl home on 17.3 acres. Spacious rooms with up to 5 bedrooms/ 3 baths, formal dining room, study/office, finished room above the attached 2 car garage. Fully finished basement with full bathroom that can be

  Troy Gammon Southern Star Realty

  734 Ridgetop Dr, Jamestown, TN 38556
• 

  

  /5

  $75,000

  $5K PRICE DROP

  • Land
  • 2.86 Acres
  • $26,224 per Acre

  0 Lot 526 Sun Branch Dr Unit 1207676, Jamestown, TN 38556

  2.86 Acres in the desirable Equestrian community of Spruce Creek Acres. This property has a beautiful rock wall/house, a creek and a seasonal waterfall. Plenty of room to clear for a home and barn. Ride from the property into the Big South fork. Build your dream home. Call today to schedule a showing

  Cindy Stedman Allardt Real Estate Association LLC

  0 Lot 526 Sun Branch Dr Unit 1207676, Jamestown, TN 38556
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  /60

  $1,229,000

  • 3 Beds
  • 3.5 Baths
  • 2,832 Sq Ft

  179 Eagle Bluff, Jamestown, TN 38556

  Luxury living meets sweeping, unforgettable views in this exceptional custom estate. Nestled within the gated equestrian community of The Highlands @ Big South Fork, this meticulously designed 3-bedroom, 3.5-bath residence offers a rare blend of elegance, function, and access to over 50 miles of private riding and hiking trails.From the moment you enter the open foyer, you're greeted by

  Cindy Stedman Allardt Real Estate Association LLC

  179 Eagle Bluff, Jamestown, TN 38556
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  /6

  $65,990

  $7K PRICE DROP

  • Land
  • 5.16 Acres
  • $12,789 per Acre

  1 Mount Helen Estates Rd, Allardt, TN 38504

  Country road - take you home - to right where you belong! Here it is - 5 acres all to yourself at the end of the road. Water and electric nearby . Peaceful and serene canopy of hardwoods. Wildlife - a plenty. Buyers agent to verify all pertinent information . Owner will finance. Call to schedule a showing today.

  Jessica Willis J. Byrd Land and Holdings

  1 Mount Helen Estates Rd, Allardt, TN 38504
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  /32

  $139,900

  $10K PRICE DROP

  • Land
  • 16.22 Acres
  • $8,625 per Acre

  16.22ac Glenobey Rd, Jamestown, TN 38556

  16.22 surveyed ac located in the mountains of TN. Peaceful, private, secluded. Approx 900 to 1000 elevation with lovely mountain views from the front to the back. Multiple building sites to select from. Totally wooded with mature timber. Approx 600+ft of paved county-maintained road frontage. Utilities available (electric, natural gas, public water, telephone, internet, cable, fiber Optics).

  Debra Dodd No 1 Quality Realty

  16.22ac Glenobey Rd, Jamestown, TN 38556
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  /21

  $150,000

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  152 Woodlawn Dr, Jamestown, TN 38556

  Come check out 152 Woodlawn dr, with endless charm and ample space this place will be easy for the next owner to call home. the spacious front porch allows you to enjoy the beautiful country setting. the shed out back provides storage for all your needs. This place has endless opportunities from a starter home to investment potential you won't be disappointed. Call today for your private showing

  Jim Stoneburner Honors Real Estate Services LLC

  152 Woodlawn Dr, Jamestown, TN 38556
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  /40

  $639,900

  $45K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,989 Sq Ft

  105 Charity Ln, Jamestown, TN 38556

  BRAND NEW $22,000 ROOF & FLASHING installed 1/20/2026. STUNNING Traditional Styled home situated on 4.86 acres amongst the trees. Wrap around ASPHALT driveway. LARGE covered front porch with TREX decking, Mixture of Brick & HARDIE PLANK LAP SIDING Exterior. Mixture of flooring being HARDWOOD, TILE & CARPET. Generous open BONUS room above the garage heated & Cooled. Separate Laundry room. MANY

  Steve Diskin Burks Diskin Real Estate

  105 Charity Ln, Jamestown, TN 38556
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  /4

  $70,240

  • Land
  • 4.39 Acres
  • $16,000 per Acre

  lot 14, Jamestown, TN 38556

  Beautiful gently rolling corner lot in the Hunter's Ridge subdivision. Bring the horses! This Gated subdivision is Conveniently located off of HWY 127 across from East Fork Stables, In close proximity to Jamestown, Crossville and Livingston as well as Big South Fork NRRA.

  Erica Styles Allardt Real Estate Association LLC

  lot 14, Jamestown, TN 38556
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  /50

  $599,000

  • 2 Beds
  • 3 Baths
  • 3,886 Sq Ft

  617 Cheyenne Dr, Jamestown, TN 38556

  617 Cheyenne Drive, Jamestown, TN, +/- 3886 square feet, 2 bed, 3 bath, wtih walk out basement. This home is Tucked away in the woods at the end of a beautiful private drive. This stunning custom lodge-style home offers the perfect combination of peaceful seclusion and everyday convenience. Don't let the private setting fool you -- you're only about 10 minutes from Jamestown with easy access to

  Michelle Jones Eagle View Realty, LLC

  617 Cheyenne Dr, Jamestown, TN 38556
• 

  

  /18

  $249,000

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,110 Sq Ft

  1041 Roysden Rd, Jamestown, TN 38556

  Move in ready home, with full walk out basement that could be finished to add additional living space. 3 bedroom 1 bath with spacious living room, large eat in kitchen, covered deck off kitchen to grill and enjoy the wildlife wondering thru. Level to rolling yard with garden area & storage building. Close to all amenities with in minutes of Big South Fork Park for hiking, fishing & exploring.

  Rhonda Darrow Home Touch Realty, LLC

  1041 Roysden Rd, Jamestown, TN 38556
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  /17

  $342,000

  • Land
  • 22.75 Acres
  • $15,033 per Acre

  0 Panther Branch Rd Unit RTC3191196, Jamestown, TN 38556

  Escape to the peace and beauty of the countryside with this scenic acreage just minutes from town. Enjoy clear night skies filled with stars and the glow of fireflies, creating the perfect setting for your dream home. The property features a stocked pond and a creek, offering both relaxation and natural charm.Fenced for livestock, with some repairs needed, this land is ready for your vision. An

  Rhonda Darrow Home Touch Realty

  0 Panther Branch Rd Unit RTC3191196, Jamestown, TN 38556
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  /3

  $55,000

  • Land
  • 2.2 Acres
  • $25,000 per Acre

  0 Old Mount Helen Rd, Allardt, TN 38504

  Looking for direct trail access into the Big South Fork NRRA? Don't miss out on this property. Ride or hike right from the property. Build your vacation or dream home on this 2.20 acre lot. Call today to schedule a showing.

  Cindy Stedman Allardt Real Estate Association LLC

  0 Old Mount Helen Rd, Allardt, TN 38504
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  /3

  $29,900

  • Land
  • 1.07 Acres
  • $27,944 per Acre

  0 Jay Loop Unit 1340805, Jamestown, TN 38556

  Beautiful country setting on 1.07 acres. Come build your dream home and relax with your coffee on teh porch in the morning and your wine in the evening. Exit 317 off of I-40, Buc-ee's is exit 320. Never too far away from anything.

  Diane Hawkins Wallace

  0 Jay Loop Unit 1340805, Jamestown, TN 38556
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  /13

  $119,800

  • Land
  • 54.54 Acres
  • $2,197 per Acre

  0 Junaluska Hwy Unit 1340366, Jamestown, TN 38556

  Escape the hustle and bustle and embrace the peace of nature with this stunning 54.54-acre wooded tract offering endless possibilities. Whether you're dreaming of an off-grid homestead, private hunting retreat, or peaceful weekend getaway, this property delivers the perfect setting. Featuring level to steep terrain with scenic bluffs, abundant wildlife, and established trails throughout,

  Rhonda Darrow Home Touch Realty, LLC

  0 Junaluska Hwy Unit 1340366, Jamestown, TN 38556
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  /11

  $95,000

  • Land
  • 10.33 Acres
  • $9,197 per Acre

  Lot 25 Shotgun Annie Rd, Jamestown, TN 38556

  This easy, flat to rolling lot offers an opportunity to build a variety of home styles. Located in the equestrian community of River Park on the Clear Fork, you are not far from town, riding trails in the Big South Fork Rec Area or East Fork Stables. This is a gated community and roads are asphalt paved. Additionally, there is a community common space that boarders the Clearfork river, hiking,

  Sarah G. Feeney The Real Estate Collective Crossville

  Lot 25 Shotgun Annie Rd, Jamestown, TN 38556
• 

  

  /22

  $82,000

  • Land
  • 6.96 Acres
  • $11,782 per Acre

  0 E Bobcat Ln Unit 1330536, Jamestown, TN 38556

  6.96 acres located on Wilder Mountain offering beautiful mountain views from both the top and bottom of the property. This tract sits between two roads, providing excellent access and multiple potential building sites. Enjoy the peaceful, private setting while being close to ATV trails and the outdoor recreation this area is known for. Whether you're looking for a homesite, a getaway retreat, or

  Beth Rains North Cumberland Realty, LLC

  0 E Bobcat Ln Unit 1330536, Jamestown, TN 38556
• 

  

  /55

  $369,900

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

  1396 N York Hwy, Jamestown, TN 38556

  Welcome home to this charming all-brick, almost 1700 sq. ft., 2-bedroom, 2.5-bath property offering comfort, space, and peaceful country living on 2.98 gorgeous acres. Featuring a 2-car attached main level garage & a full unfinished basement, this home provides endless possibilities for storage, hobbies, or future expansion. Recent updates include a new roof in 2023, new water heater in 2026,

  Vickie Loftis American Way Real Estate

  1396 N York Hwy, Jamestown, TN 38556
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  /34

  $270,000

  $20K PRICE DROP

  • Land
  • 133 Acres
  • $2,030 per Acre

  0 Double Top Rd Unit 1313730, Jamestown, TN 38556

  If you're looking for privacy, this is the place for you. 133 acres, a perfect place to build your getaway, enjoy nature and wildlife. This property is 15 minutes from town and 15 minutes from Dale Hollow Lake. Call today for a showing.

  Kathy Rains Highlands Elite Real Estate

  0 Double Top Rd Unit 1313730, Jamestown, TN 38556
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  /60

  $695,000

  $5K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,600 Sq Ft

  1086 Pearl Hinds Rd, Jamestown, TN 38556

  Nestled on over 7 acres of mostly wooded land, this beautifully constructed brick home at 108 6 Pearl Hines Rd., Jamestown, Tennessee offers exceptional privacy, space, and versatility in a serene natural setting. With 3,600 square feet of thoughtfully designed living space, this property is ideal for both comfortable everyday living and entertaining. The home features three generously sized

  Dusty Wells 1 Source Realty Pros

  1086 Pearl Hinds Rd, Jamestown, TN 38556
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  /36

  $339,000

  • 3 Beds
  • 2 Baths
  • 2,174 Sq Ft

  2013 Meadowview Dr, Jamestown, TN 38556

  Beautifully maintained 3-bedroom 2 bath home with versatile spaces and plenty of storage, located in a quiet, friendly neighborhood on a spacious fenced double lot, in close proximity to town. This home features an inviting layout with open concept LR/Family room, Dining/Kitchen area with granite counter tops and tile backsplash and All stainless appliances with a double oven. You have a separate

  Erica Styles Allardt Real Estate Association LLC

  2013 Meadowview Dr, Jamestown, TN 38556
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  /4

  $103,000

  • Land
  • 6.88 Acres
  • $14,971 per Acre

  Lot 24 Old Mount Helen Rd, Allardt, TN 38504

  Brand New Equestrian Subdivision with direct trails leading into the Big South Fork NR&RA. Several partially cleared lots to choose from. Water, electric and internet available at the road. Underground utilities within subdivision. Owner finance terms available!

  Cindy Stedman Allardt Real Estate Association LLC

  Lot 24 Old Mount Helen Rd, Allardt, TN 38504
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  /16

  $150,000

  • 0.5 Baths
  • 960 Sq Ft

  2110 Pickett Park Hwy, Jamestown, TN 38556

  A remarkable property that sits on 1 acre and close to Big South Fork and Pickett State Park Property was a working business as a feed store it has a sale floor of 960 S.F. and a warehouse of 744 S.F. or turn it into your home in a good location.

  Bart Neely Bestway Realty

  2110 Pickett Park Hwy, Jamestown, TN 38556
• 

  /2

  $199,900

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  730 Iris Ave, Jamestown, TN 38556

  Bring your vision and personal style to this charming home situated on a desirable level corner lot. Featuring a combination of brick, vinyl, and wood exterior finishes, this property offers great curb appeal and plenty of potential to make it your own. Step inside to a spacious open-concept floor plan with a large living room that flows seamlessly into the kitchen and dining area, creating the

  Rhonda Darrow Home Touch Realty

  730 Iris Ave, Jamestown, TN 38556
• 

  

  /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
• 

  

  /18

  $259,000

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,311 Sq Ft

  822 Allardt Hwy, Jamestown, TN 38556

  Newly renovated, cute as a button ready for new family to make memories. This home features 3 bedroom 1 bath with spacious living room, formal dining room, kitchen with everything at your fingertips, newly installed appliances. Freshly painted, flooring, lighting and so much more. 2 car attached garage, rolling yard, open deck on back with room for whole family to enjoy supper by the grill. Don't

  Rhonda Darrow Home Touch Realty

  822 Allardt Hwy, Jamestown, TN 38556
• 

  

  /55

  $99,900

  $40K PRICE DROP

  • Land
  • 13.24 Acres
  • $7,545 per Acre

  0 Tomahawk Unit 75, Jamestown, TN 38556

  13.24 surveyed ac located approx 1000 to 1300 elevation giving this lot a lovely stare of mtn views & the valley for miles. Even see an eagle from time to time. Creek at the back of the property. Easy access off a private road, modest restrictions, Electric – telephone – Internet & Fiber Optics is available from the road, loads of wildlife, loads of privacy, mature timber in the wooded area &

  Debra Dodd No 1 Quality Realty

  0 Tomahawk Unit 75, Jamestown, TN 38556
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  /39

  $425,000

  • Land
  • 47.87 Acres
  • $8,878 per Acre

  232 Wright Cemetery Rd, Allardt, TN 38504

  Discover your own slice of Tennessee on this 47.87-acre unrestricted property in Allardt! Just minutes from town yet far enough out to enjoy peace, privacy, and quiet country living. Perfect for homesteaders and outdoor enthusiasts, this land features fenced pasture, a year-round creek, a pond, and scenic bluffs. Explore ATV trails, hunt, or simply relax surrounded by nature. A beautiful rock

  Beth Rains North Cumberland Realty, LLC

  232 Wright Cemetery Rd, Allardt, TN 38504
• 

  

  /49

  $615,000

  $24K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft

  540 Buck Ridge Rd, Jamestown, TN 38556

  This beautiful custom built 3 bedroom, 2 1⁄2 bath home on 3.4 acres in the RidgeTop Equestrian Community provides direct access to 8-10 miles of community trails that take you directly into the Big South Fork National Park. Ride, ride ride! Open split floor plan has 9' ceilings throughout with vaulted ceiling in the living room and tray ceiling in the master bedroom. Many upgrades including

  Steve Diskin Burks Diskin Real Estate

  540 Buck Ridge Rd, Jamestown, TN 38556
• 

  

  /99

  $79,900

  • Land
  • 10.85 Acres
  • $7,364 per Acre

  0 Cheyenne Dr Unit 12&13, Jamestown, TN 38556

  10.85 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 1050 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 12&13, Jamestown, TN 38556
• 

  

  /33

  $139,900

  $10K PRICE DROP

  • Land
  • 16.22 Acres
  • $8,625 per Acre

  0 Glenobey Rd, Jamestown, TN 38556

  16.22 surveyed ac located in the mountains of TN. Peaceful, private, secluded. Approx 900 to 1000 elevation with lovely mountain views from the front to the back. Multiple building sites to select from. Totally wooded with mature timber. Approx 600+ft of paved county-maintained road frontage. Utilities available (electric, natural gas, public water, telephone, internet, cable, fiber Optics).

  Debra Dodd No 1 Quality Realty

  0 Glenobey Rd, Jamestown, TN 38556

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