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813 Bluebird Ridge Rd, Jamestown
$369,000
2 Beds ⋅ 2 Baths ⋅ 3159551 MLS ⋅ ACTIVE Status ⋅ 2.01 Acres ⋅ 38556 Zip Code
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 your doorstep. The property features a charming 2-bedroom, 2-bath home with an open floor plan and loft, offering both comfort and versatility. Enjoy the beauty of the outdoors from your full-length covered front and back porches--perfect for relaxing and taking in the serene surroundings. A detached one-car garage adds extra value and could easily be converted into horse stalls to suit your needs. With so much potential and a prime location, this property invites you to bring your vision to life. Call today to schedule your private showing!

813 Bluebird Ridge Rd, Jamestown
1115 Frank Campbell Rd, Jamestown
$40,000
3155724 MLS ⋅ ACTIVE UNDER CONTRACT Status ⋅ 3.8 Acres ⋅ 38556 Zip Code

1115 Frank Campbell Rd, Jamestown
Cheyenne Dr, Jamestown
$39,900
3150427 MLS ⋅ ACTIVE Status ⋅ 5.26 Acres ⋅ 38556 Zip Code
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, well developed area, gated with security gate entrance, lots of wildlife and nature. NO HOA FEES- only a Rd Maintenance fee of $240 a year. Approx 12 miles from Jamestown TN, hospital & a Wal-Mart. Glenobey Horse Trails only minutes away & Big South Fork approx 20 minutes. Buyer to do own due diligence & pertinent information. An additional - Lots 12 & 13 (10.85ac) is for sale adjoins the lot- MLS#241739 for $79,900.00- Owned by a different seller.

Cheyenne Dr, Jamestown
1703 Perimeter Dr, Jamestown
$230,000
3 Beds ⋅ 2 Baths ⋅ 3146341 MLS ⋅ ACTIVE Status ⋅ 0.65 Acres ⋅ 38556 Zip Code
Tucked w/in the Whispering Winds Lake community, this well 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, 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 backdrop invites you to listen to the sounds of a gentle nearby creek. The home has been updated w/ a new roof, water heater, fixtures, fans, toilets, vanities, & beautiful walk in shower in the primary suite. A natural gas fireplace adds warmth & charm alongside central electric HVAC. The kitchen offers abundant cabinetry & new LG black s/s appliances - imagine the meals to be created! With a split bedroom layout, distinct living spaces & access to the community boat ramp, this home offers comfort, recreation, & the peaceful lake lifestyle so many buyers dream of.

1703 Perimeter Dr, Jamestown
1261 Roanoke Rd, Jamestown
$499,900
3146277 MLS ⋅ ACTIVE Status ⋅ 40 Acres ⋅ 38556 Zip Code
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 you to build your dream home, seclusion at its finest. Call today for a showing!

1261 Roanoke Rd, Jamestown
340 Briar Ave W, Jamestown
$3,200,000
3143224 MLS ⋅ ACTIVE Status ⋅ 38556 Zip Code

340 Briar Ave W, Jamestown
921 Fred Young Rd, Jamestown
$220,000
3 Beds ⋅ 1 Baths ⋅ 3139245 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 38556 Zip Code
Welcome to peaceful country living! This charming 3 bedroom, 1bath home sits on a 0.5 acre unrestricted lot, offering plenty of space and flexibility to truly make it your own. Inside, you’ll find freshly painted walls throughout, creating a bright and inviting feel. The kitchen has been refreshed with a stylish new backsplash and updated cabinet hardware, and all kitchen appliances convey making this home move in ready. The bedrooms feature newly installed doors, adding a crisp, updated touch. The fully fenced backyard provides plenty of room for pets, gatherings, gardening, or simply relaxing and enjoying the open space. With unrestricted land and peaceful country surroundings, this property offers the quiet lifestyle you’ve been looking for while still giving you the freedom to use your property the way you choose. Don’t miss the chance to make this inviting home yours, schedule your showing today!

921 Fred Young Rd, Jamestown
337 Colditz Rd, Jamestown
$270,000
4 Beds ⋅ 2 Baths ⋅ 3134088 MLS ⋅ ACTIVE Status ⋅ 0.82 Acres ⋅ 38556 Zip Code
**MOTIVATED SELLER, WILL PAY $5000.00 IN CLOSING COSTS AND WILL LEAVE A ZERO TURN MOWER FOR THE BUYER** Discover your dream retreat in this charming 4-bedroom, 2-bath home, designed for comfort and warmth. The heart of the home features a lovely eat-in kitchen, perfect for family gatherings and cozy meals. With a spacious, dry locked unfinished basement, you have endless possibilities for storage or future projects. You also will have a 24K generator. Step outside to enjoy the serene covered back deck, ideal for morning coffee or evening relaxation. This property also boasts a delightful barn with two stalls and electricity, along with a workshop and a detached garage,perfect for hobbyists or anyone needing extra space. This inviting home offers a blend of rustic charm and modern convenience, making it the perfect place to create lasting memories. Active Contingent...72hr Kickout Clause

337 Colditz Rd, Jamestown
875 S Fork Dr, Jamestown
$300,000
3 Beds ⋅ 2 Baths ⋅ 3133521 MLS ⋅ ACTIVE Status ⋅ 1.5 Acres ⋅ 38556 Zip Code
REDUCED! MAKE OFFER! Sweet home in a horse community, on trail, with a detached garage/ workshop space and 3 stall barn on 1.5 acres. NO HOA here. Half bath in the large master bedroom. Both toilets replaced in July,2026.Kitchen has a pantry and lovely wood cabinets. Nice front and back covered porches. Fenced front yard. Guest bathroom remodeled last year in 2025. New ramp on back porch. Buyer is responsible for all measurements. Enclosed electrified garden or paddock area. Cute as it can be. Contact agent to show.

875 S Fork Dr, Jamestown
Ridge Top Dr, Jamestown
$69,900
3130960 MLS ⋅ ACTIVE Status ⋅ 5.61 Acres ⋅ 38556 Zip Code
MUST SEE !! Beautiful 5.61 acres of land to build on with park-like features-creek and cave located at the back of the property as well as riding trails from your property. This land is located in the equestrian community of Ridge Top and features several miles of exclusive horse-only trails with direct riding trails into Big South Fork National Park, providing access to 200+ miles of scenic equestrian trails. Call today! Buyer to verify all information and measurements to make an informed offer.

Ridge Top Dr, Jamestown
Cheyenne Dr, Jamestown
$64,900
3112428 MLS ⋅ ACTIVE Status ⋅ 10.85 Acres ⋅ 38556 Zip Code
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, well developed area, gated with security gate entrance, lots have a soil test completed (on file & docs) and lots of wildlife and nature. NO HOA FEES- only a Rd Maintenance fee of $480 a year. Approx 12 miles from Jamestown TN, hospital & a Wal-Mart. Glenobey Horse Trails only minutes away & Big South Fork approx 20 minutes. Buyer to do own due diligence & pertinent information. An additional adjoining - 5.26ac (Lot 14) for sale for $39,900.00-owned by a different seller.

Cheyenne Dr, Jamestown
116 Joe Voiles Rd, Jamestown
$149,850
2 Beds ⋅ 2 Baths ⋅ 3098241 MLS ⋅ ACTIVE Status ⋅ 0.25 Acres ⋅ 38556 Zip Code
A BRAND-NEW COUNTRY CABIN UNDER $150,000! Enjoy peaceful Tennessee living in this cozy 2-bedroom, 1.5-bath home! Featuring a split-bedroom layout and new stainless-steel appliances, this cabin offers a comfortable place to call home near Allardt and the outdoor adventures of Big South Fork. Call today!

116 Joe Voiles Rd, Jamestown
Eagle Blf, Jamestown
$100,000
3097778 MLS ⋅ ACTIVE Status ⋅ 0.71 Acres ⋅ 38556 Zip Code
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 miles of private gorgeous horse trails. I've lived here since 2004 and would not live anywhere else because of the wonderful facilities, ready made horse riding friends, trails and wonderful crew that takes care of the barns, trails and turn out pastures. If you want to spend your time riding and not doing chores this is the place for you. Let me show you around and show you why I live here. I also have wonderful builder recommendations. Buyer to verify all information and measurements to make an informed offer.

Eagle Blf, Jamestown
Georgee Rd, Jamestown
$29,900
3070209 MLS ⋅ ACTIVE Status ⋅ 1.03 Acres ⋅ 38556 Zip Code
Beautiful1.03 acres located in great location. The utilities are at the road and high speed internet available. Call today! Buyer to verify all information and measurements to make an informed offer.

Georgee Rd, Jamestown
Holt Spur Dr, Jamestown
$529,900
3069269 MLS ⋅ ACTIVE Status ⋅ 38 Acres ⋅ 38556 Zip Code
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.

Holt Spur Dr, Jamestown
Chapman Rd, Jamestown
$8,500
2900954 MLS ⋅ ACTIVE Status ⋅ 0.14 Acres ⋅ 38556 Zip Code
Level to rolling lot inside city limits, ready to build on. Water, electric, gas & sewer available at the road.

Chapman Rd, Jamestown
Cheyenne Dr, Jamestown
$49,900
3066556 MLS ⋅ ACTIVE Status ⋅ 6.56 Acres ⋅ 38556 Zip Code
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 area, gated with security gate entrance, loads of wildlife and nature. Approx 5 miles from Jamestown TN, a Wal-Mart & amenities. Glenobey Horse Trails only minutes away. Buyer to do own due diligence & pertinent information. No HOA- Road Maintance Fee of $240 yearly.

Cheyenne Dr, Jamestown
Apache Rd, Jamestown
$79,900
3060535 MLS ⋅ ACTIVE Status ⋅ 13.82 Acres ⋅ 38556 Zip Code
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 1000 to 1200 elevation, MTN views, loads of wildlife, lovely rock formations, creek (Rock Castle Creek) at the back of the property, well developed area, gated with security gate entrance, loads of wildlife and nature. There is no HOA fee but there is a $240 a year Road Maintenance fee. Approx 5 miles from Jamestown TN & Glenobey Horse Trails. Approx 12 to 15 miles from Big South Fork St Park and Dale Hollow Lake. Ideal 13.82 ac to build your dream home or your dream getaway. PRICED TO SELL FAST FOR 13.82 AC. - $79,900.00 IS A STEAL! Buyer responsible for doing own due diligence and pertinent information & research.

Apache Rd, Jamestown
Shotgun Annie Rd, Jamestown
$118,733
3056787 MLS ⋅ ACTIVE Status ⋅ 11.61 Acres ⋅ 38556 Zip Code
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. Creek through the property (Davis Branch). Mature trees. Ideal property to build that dream home. Plenty of level usable land to build that dream home, pole barn and outbuildings. Land could be cleared and even have a few horses with a horse barn. Approx 10 miles to Jamestown, TN for all amenities and the famous ST Park - Big South Fork and the East Fork Stables for the horse trails and nature trails. Buyer to do own due diligence & pertinent information.

Shotgun Annie Rd, Jamestown
Eagle Blf, Jamestown
$110,000
3051695 MLS ⋅ ACTIVE Status ⋅ 1.14 Acres ⋅ 38556 Zip Code
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. Buyer to verify all information and measurements to make an informed offer.

Eagle Blf, Jamestown
Tomahawk Rd, Jamestown
$99,900
3050220 MLS ⋅ ACTIVE Status ⋅ 13.24 Acres ⋅ 38556 Zip Code
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 & loads of fresh air. Several building sits to select from with a bluff site to use too. Historical records show this tract of land and surrounding it was owned by Mark Twain and his family. Approx 15 miles from East Port Marina on Dale Hollow Lake. Approx 8 miles from Jamestown, TN. For shopping and restaurants. Ideal tract for that dream home or retirement home. Buyer to do own due diligence & pertinent information.

Tomahawk Rd, Jamestown
114 Ashley Rd, Jamestown
$223,000
3 Beds ⋅ 2 Baths ⋅ 3042562 MLS ⋅ ACTIVE Status ⋅ 0.61 Acres ⋅ 38556 Zip Code
Priced reduced! Seller pays closing costs up to 3% at this price! This showcase cabin is fully renovated and just minutes from stables, trails, and beautiful state and national parks. The home is ideal for entertaining! Welcome guests to a covered front porch and large deck with beautiful panoramic views. The home has lots of windows that bring in bucketloads of natural light and a fireplace for a romantic atmosphere. The recent renovation includes NEW roof, NEW appliances, NEW flooring, fresh stain and paint! Enjoy coffee on the deck while watching the sunrise. Watch the sunset from the rocking chair front porch. Relax around the fire pit in the evenings. Cozy up and watch the birds from the Florida room. The kitchen includes two refrigerators and lots of cabinet and countertop space. This is the perfect home, vacation home, or Airbnb setup with growth potential. What potential? The property includes a detached workshop with electricity, water, septic, and gas. The workshop has its own address and could easily be converted to a second unit or guesthouse. The home is currently used as a family vacation home and part-time Airbnb. Showings are scheduled around the current guest schedule. New roof 2021. Minutes from Pickett State Park! For investors interested in a turn-key business and income potential, all contents can also be included in the sale for only $5,000. Make no mistake about it, this is an exciting opportunity for anyone wanting a beautiful home in a gorgeous area. Schedule a showing today!

114 Ashley Rd, Jamestown
422 Peach Ln, Jamestown
$999,000
4 Beds ⋅ 4 Baths ⋅ 3041280 MLS ⋅ ACTIVE Status ⋅ 6.17 Acres ⋅ 38556 Zip Code
Absolute stunning home everything you could ever want or dream. Perfect setting, private, professional landscaping, blacktop driveway, concrete sidewalks & porches. Home sweet home welcomes into the foyer, with lighted wall to display your prize photos or art work. Soaring cathedral ceiling in living with large windows, gas fireplace displayed with quartz backdrop, arched build in on each side. Dreamy kitchen with nothing spared from the massive island, custom build cabinets, quartz countertops, quartz backsplash, double stove, walk in panty with a coffee bar, formal dining room with large windows overlooking the back yard & covered back porch area. Coziest master bedroom with gas fireplace, master bath has free standing soaker tub, tile walk in shower, double sinks, walk in closet every woman's dream with washer & dryer. Wait there is spacious laundry room with extra storage as well, every family needs to have 2 washer & dryer spaces. 3 more spacious bedrooms one could be a master it has it own full bath with walk in shower, plus another full bath for the other 2 bedrooms, all with walk in closets. Lush yard for all the family gatherings. 4 car detached garage for all your toys, plus 1 car oversized attached garage. Home has so much to offer you just have to come it for yourself.

422 Peach Ln, Jamestown
2172 S York Hwy, Jamestown
$2,000,000
2998783 MLS ⋅ ACTIVE Status ⋅ 21.72 Acres ⋅ 38556 Zip Code
Commercial potential or investment property!! 21+ acres located on the 4 lane just south of Jamestown, perfect for any large retail outlet, strip mall or any business that needs acreage and plenty of road frontage with lots of exposure, property is mostly cleared with road frontage on 3 county roads and one major U.S. Highway(Hwy 127) This is a once in a lifetime investment property!!!! Buyer to verify all information and measurements in order to make an informed offer.

2172 S York Hwy, Jamestown
Apache Rd, Jamestown
$69,900
2992962 MLS ⋅ ACTIVE Status ⋅ 10 Acres ⋅ 38556 Zip Code
10.00 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 350+ ft of gravel road frontage, electric – telephone – high speed internet available to connect into, Approx 1000 to 1200 elevation, MTN views, well developed area, gated with security gate entrance, loads of wildlife and nature. No HOA fee but there is a $240 per lot a year Road Maintenance fee. Approx 5 miles from Jamestown TN & Glenobey Horse Trails only minutes away. Ideal lots to build your dream home. Buyer responsible for doing own due diligence and pertinent information & research

Apache Rd, Jamestown
1041 Roysden Rd, Jamestown
$229,000
3 Beds ⋅ 1 Baths ⋅ 2978618 MLS ⋅ ACTIVE Status ⋅ 0.52 Acres ⋅ 38556 Zip Code
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. Just 30 minutes to Dale Hollow Lake for all the water lovers. CAll for your appointment today

1041 Roysden Rd, Jamestown
Panther Branch Rd, Jamestown
$35,000
2976961 MLS ⋅ ACTIVE Status ⋅ 3.57 Acres ⋅ 38556 Zip Code
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)

Panther Branch Rd, Jamestown
Pawnee Ln, Jamestown
$50,000
2908388 MLS ⋅ ACTIVE Status ⋅ 13.13 Acres ⋅ 38556 Zip Code
13.13 Wooded Acres at Cul-de-Sac in Rockcastle Beautiful 13.13-acre wooded tract located in the desirable Rockcastle subdivision, offering the perfect setting to build your dream home in a peaceful country environment. Recently surveyed and situated at the end of a cul-de-sac, this property provides added privacy, natural beauty, and plenty of space for your custom home, cabin, or private retreat. Nearby utilities add convenience for future development, while the subdivision's minimal restrictions help protect your investment without sacrificing flexibility. Enjoy the serenity of rural living while still being within reach of local amenities. Rare opportunity to own a large acreage tract in a quiet, scenic setting. Contact us today for more information or to schedule a tour. All information deemed reliable but not guaranteed. Buyer to verify all information independently.

Pawnee Ln, Jamestown
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Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.

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