Jamestown, TN Homes for Sale under $400,000

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  /33

  $339,998

  $26K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  375 Winchester Way, Jamestown, TN 38556

  Are you searching for your forever home in the heart of Tennessee? Look no further! This stunning new 3-bedroom, 2-bath home offers 1,680 sq ft of thoughtfully designed living space nestled on 5 private acres of rolling countryside. NO RESTRICTIONS!! Clad in striking Hemlock board and batten siding, the home boasts warm cherry hardwood floors, a glorious kitchen island, gleaming stainless steel

  Elijah Castelli Elevate Real Estate

  375 Winchester Way, 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
• 

  

  

  /19

  $179,000

  $40K PRICE DROP

  • Land
  • 9.27 Acres
  • $19,310 per Acre

  186 Crockett Cemetery Rd, Jamestown, TN 38556

  This property has a 24 x 35 building in place for your camper or RV...200 amps with plenty of room to expand... Septic system is in place...Property was just forestry mulched with trails around the perimeter,throughout the property, down to the creek, Indian Rock Houses, CAVES, CREEK and a WATERFALL..Set your cameras up and capture the wildlife in your backyard. Less than 10 minutes to Timber

  Kimberly Junnier Third Tennessee Realty and Associates LLC

  186 Crockett Cemetery Rd, Jamestown, TN 38556
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  /29

  $223,000

  $7K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,140 Sq Ft

  114 Ashley Rd, Jamestown, TN 38556

  Price reduction! Showcase cabin home now available! This fully renovated home is 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

  Aaron Lovett WEICHERT, REALTORS - The Andrews Group

  114 Ashley Rd, Jamestown, TN 38556
• 

  

  

  /28

  $349,000

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

  1081 Old Sunbright Rd, Jamestown, TN 38556

  Welcome to this beautifully constructed home situated on a spacious 1-acre corner lot. This inviting property features an open split-bedroom floor plan with a cathedral ceiling, gleaming flooring, and custom cabinetry. The spacious kitchen offers plenty of storage and flows seamlessly into the main living area, creating an ideal space for entertaining and everyday living. The primary bedroom

  Rhonda Darrow Home Touch Realty, LLC

  1081 Old Sunbright Rd, Jamestown, TN 38556
• 

  

  /20

  $179,000

  $86K PRICE DROP

  • Land
  • 26.5 Acres
  • $6,755 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
• 

  

  /11

  $367,400

  • Land
  • 16.7 Acres
  • $22,000 per Acre

  2936 Leatherwood Ford Rd, Jamestown, TN 38556

  Nestled in the heart of Tennessee's renowned horse country, this exceptional 16.7-acre property offers a rare blend of privacy, natural beauty, and build-ready convenience. With more than 5 acres already cleared, the land provides an ideal setting for constructing your dream home, equestrian estate, or private retreat.The terrain is predominantly level with a gentle roll, creating a

  Cindy Stedman Allardt Real Estate Association LLC

  2936 Leatherwood Ford Rd, Jamestown, TN 38556
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  /8

  $245,000

  • 3 Beds
  • 1.5 Baths
  • 700 Sq Ft

  2800 Leatherwood Ford Rd, Jamestown, TN 38556

  Prime Location Near Big South Fork!Discover over 7 unrestricted acres just minutes from the Big South Fork National River & Recreation Area. with highway frontage and approximately 3+ acres of cleared pasture, this property combines convenience with scenic rural charm.The land features two existing structures: a single-wide mobile home and a large metal garage/barn. Fenced pastures make

  Cindy Stedman Allardt Real Estate Association LLC

  2800 Leatherwood Ford Rd, Jamestown, TN 38556
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  /16

  $119,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  1366 Pearl Hinds Rd, Jamestown, TN 38556

  Great starter or investment property located close to all amenities. 2 Bedroom 2 bath mobile home on .60 rolling lot, with fenced area for fur babies. Garden area and room to build a garage or add a storage building. Call to view today

  Rhonda Darrow Home Touch Realty

  1366 Pearl Hinds Rd, Jamestown, TN 38556
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  /8

  $121,860

  • Land
  • 6.7 Acres
  • $18,188 per Acre

  0 Long Branch Ct Unit 1340434, Jamestown, TN 38556

  Discover 6.7 acres of serene land, offered as two adjoining lots sold together. This unique property includes 1.88 acres situated in the desirable Allardt Estates, alongside 5 unrestricted adjacent acres. The land is ideal for building, offering a level layout that ensures ease for building and living. Enjoy the privacy of this beautiful setting, located at the end of the road in a quiet

  Wade Delk Blackwater Realty

  0 Long Branch Ct Unit 1340434, Jamestown, TN 38556
• 

  

  /14

  $150,000

  • Land
  • 54.06 Acres
  • $2,775 per Acre

  0 Cherokee Path Unit 1345412, Jamestown, TN 38556

  If you're looking for off grid living with amazing views and a place to get away for it all, don't miss out on this one. Perfect private place for camping, hunting, 4-wheeling and more. This is completely off grid and the perfect recreational property. Just minutes from town, The Big South Fork, Pickett Park, East Fork Stables where you can enjoy horseback riding, hiking, fishing, kayaking, Enjoy

  Cindy Stedman Allardt Real Estate Association LLC

  0 Cherokee Path Unit 1345412, Jamestown, TN 38556
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  /39

  $185,000

  $40K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,688 Sq Ft

  106 Windcrest Dr, Jamestown, TN 38556

  Enjoy peaceful living without giving up the convenience of being just minutes from downtown Jamestown, shopping, and conveniences. Tucked away on a quiet road and surrounded by the natural beauty of the Upper Cumberland, this inviting property is ideal for nature lovers, pet owners, first-time buyers, retirees, or anyone searching for a simpler lifestyle with room to breathe.The 1.08-acre

  Margo Carroll Weichert, Realtors-The Webb Agency

  106 Windcrest Dr, Jamestown, TN 38556
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  /37

  $110,000

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

  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
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  /6

  $140,000

  $10K PRICE DROP

  • Land
  • 1.88 Acres
  • $74,468 per Acre

  478 Spruce Creek Dr, Jamestown, TN 38556

  Located in Spruce Creek Acres, this ready‑to‑build lot gives you the freedom to camp, ride, and begin shaping for the home or getaway you've always imagined.The property is already set up with an RV hookup, a 2‑bedroom septic system, water, electric, and Wi‑Fi. It's fully fenced—mostly with attractive wood fencing—and includes a 2‑stall barn with tack and hay storage area, perfect for horses

  Cindy Stedman Allardt Real Estate Association LLC

  478 Spruce Creek Dr, Jamestown, TN 38556
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  /38

  $283,000

  $47K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,596 Sq Ft

  337 Colditz Rd, Jamestown, TN 38556

  **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

  Heather Skender-Newton Skender-Newton Realty

  337 Colditz Rd, Jamestown, TN 38556
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  /13

  $108,000

  $12K PRICE DROP

  • Land
  • 54.54 Acres
  • $1,980 per Acre

  0 Junaluska Hwy Unit 8, 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, this property delivers the perfect setting. Featuring level to steep terrain with scenic bluffs, abundant wildlife, and established trails throughout, adventure and tranquility await

  Rhonda Darrow Home Touch Realty

  0 Junaluska Hwy Unit 8, Jamestown, TN 38556
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  /28

  $149,000

  $26K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  957 Allardt Hwy, Jamestown, TN 38556

  This 1,008 sq ft home is wonderfully updated and ready for its next owner or investor. Featuring 2 bedrooms, 1 bath, and a flexible bonus room ideal for an office or extra guest space, this property is a high potential rental or residence. Enjoy total peace of mind with a new roof (Nov 2025) and new HVAC and stove (Sept 2025). The level, private lot features a U-shaped driveway for easy parking

  Andy Peterson eXp Realty, LLC

  957 Allardt Hwy, Jamestown, TN 38556
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  /6

  $150,000

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

  0 Fairgrounds Rd Unit 1255783, Jamestown, TN 38556

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

  Bart Neely Bestway Realty

  0 Fairgrounds Rd Unit 1255783, Jamestown, TN 38556
• 

  

  /11

  $199,000

  • Land
  • 7.7 Acres
  • $25,844 per Acre

  n/a Frank Campbell Rd, Jamestown, TN 38556

  Level to rolling 7.7 acres close start your hobby farm and build your dream home. Close to all amenities. Come take a look today

  Rhonda Darrow Home Touch Realty LLC

  n/a Frank Campbell Rd, Jamestown, TN 38556
• 

  

  /11

  $129,000

  • Land
  • 35,283 Sq Ft
  • $159,259 per Acre

  Lot 4 Cliffmont, Jamestown, TN 38556

  Lot 4 on .81 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 Stalls and Paddocks with Run-In are available at additional cost. Several Lots to choose from. Come Visit for a Tour. $129,000.

  Erica Styles Allardt Real Estate Association LLC

  Lot 4 Cliffmont, Jamestown, TN 38556
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  /12

  $119,000

  • Land
  • 1.67 Acres
  • $71,257 per Acre

  0 Lots 8 & 9 Eagle Bluff Unit 1218031, Jamestown, TN 38556

  Lot 8 & 9 on 1.67 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 Stalls and 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 Lots 8 & 9 Eagle Bluff Unit 1218031, Jamestown, TN 38556
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  /25

  $185,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 805 Sq Ft

  838 Slaven Ridge Rd, Jamestown, TN 38556

  PEACEFUL COUNTRY LIVING WITH MODERN COMFORTS. Discover the perfect blend of rustic charm and modern updates in this beautifully renovated mobile home. Whether you're looking for your forever home, a peaceful retreat, or a property with RV accommodations and income potential, this move-in-ready home offers the perfect combination of privacy, comfort, and convenience. BEAUTIFUL SETTING 1.06-acre

  May Diaz The Property Company

  838 Slaven Ridge Rd, Jamestown, TN 38556
• 

  

  /18

  $229,000

  $40K 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

  1041 Roysden Rd, Jamestown, TN 38556
• 

  

  /11

  $165,000

  $25K PRICE INCREASE

  • Land
  • 3.27 Acres
  • $50,459 per Acre

  170 Saddle Dr, Jamestown, TN 38556

  Build your dream home or vacation retreat on this stunning 3.27±-acre property in the highly desirable. RV pad with water, electric and septic already installed. Spruce Creek Acres community. Enjoy direct access to private neighborhood riding trails that flow seamlessly into the Big South Fork National River & Recreation Area, offering unparalleled horseback riding and scenic hiking. Minutes

  Cindy Stedman Allardt Real Estate Association LLC

  170 Saddle Dr, Jamestown, TN 38556
• 

  

  /23

  $300,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,104 Sq Ft

  875 S Fork Dr, Jamestown, TN 38556

  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

  Kathy Brown Wallace

  875 S Fork Dr, Jamestown, TN 38556
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  /11

  $185,000

  • Land
  • 7.46 Acres
  • $24,799 per Acre

  556 Acorn Ln, Jamestown, TN 38556

  7.46 Acres with Creek Frontage in Creekview Estates Discover the perfect blend of privacy, natural beauty, and convenience on this premier 7.46-acre tract in desirable Creekview Estates. The property is ready to build, with minimal clearing already completed and multiple potential building sites nestled among the gently rolling terrain. Enjoy 1,296 feet of frontage on the beautiful Crooked Creek,

  Ethan DeLoach Highlands Elite Real Estate LLC

  556 Acorn Ln, Jamestown, TN 38556
• 

  

  /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
• 

  

  /31

  $100,000

  $25K PRICE DROP

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

  0 Eagle Unit 18, 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 LLC

  0 Eagle Unit 18, Jamestown, TN 38556
• 

  

  /22

  $396,000

  • Land
  • 1.82 Acres
  • $217,582 per Acre

  0 Grandview Way, Jamestown, TN 38556

  Elite Equestrian GATED community called the Highlands at the Big South Fork. 2 of the nicest choice BLUFF lots sitting side by side in this community. As my photos show, this lot OVERLOOKS the huge valley. Wrap around views WILL take your breath away. At the end of the Cul-De-Sac you WILL experience Privacy, Seclusion, trees, Abundant wildlife, & the best VIEWS the community can offer. Enjoy50

  Steve Diskin Burks Diskin Real Estate

  0 Grandview Way, Jamestown, TN 38556
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  /49

  $189,900

  • Land
  • 14.34 Acres
  • $13,243 per Acre

  14.34ac Tomahawk Rd, Jamestown, TN 38556

  14.34 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

  14.34ac Tomahawk Rd, Jamestown, TN 38556

Showing Results 121 - 150, Page 4 of 4