Jamestown, TN Homes for Sale under $300,000

• 

  

  

  /33

  $299,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  1031 Laurelwood Dr, Jamestown, TN 38556

  Welcome to 1031 Laurelwood Drive in Jamestown, Tennessee-a charming 3-bedroom, 2-bath home offering approximately 1,900 square feet of comfortable living space in the heart of the Upper Cumberland. This well-maintained home features a spacious and functional floor plan designed for everyday living, with generous living areas, abundant natural light, and plenty of room to gather with family and

  Matt Sargent Keller Williams Realty

  1031 Laurelwood Dr, Jamestown, TN 38556
• 

  

  

  /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
• 

  

  

  /10

  $75,000

  • Land
  • 19.3 Acres
  • $3,886 per Acre

  0 Tomahawk Unit 1349147, Jamestown, TN 38556

  Chena Morris The Real Estate Collective

  0 Tomahawk Unit 1349147, Jamestown, TN 38556
• 

  

  

  /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
• 

  

  

  /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
• 

  

  /13

  $108,000

  $12K PRICE DROP

  • Land
  • 54.54 Acres
  • $1,980 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, 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, LLC

  0 Junaluska Hwy Unit 1340366, 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
• 

  

  /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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  /52

  $158,500

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,155 Sq Ft

  2780 Leatherwood Ford Rd, Jamestown, TN 38556

  3br/2ba home, 46x24.4 garage/workshop, 10x13 barn style metal building, paved driveway on .77 unrestricted acres. Home is located right outside the Big South Fork National Park. Prime location and private too! Home is very clean and spacious with 1155 sf, all appliances and freshly painted. Metal roof, 10x20 covered porch with 2 porch swings, 10x12 covered deck. Garage has concrete floors, wired

  Jill Houston Mitchell Real Estate & Auction

  2780 Leatherwood Ford Rd, Jamestown, TN 38556
• 

  

  /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
• 

  

  /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
• 

  /2

  $145,000

  $45K PRICE DROP

  • Land
  • 20.01 Acres
  • $7,246 per Acre

  4169 Gatewood Ford Rd, Jamestown, TN 38556

  ---More photos coming soon---Unrestricted 20-Acre Homestead - Private Plateau RetreatEscape to the heart of the Cumberland Plateau with this pristine 20.00-acre tract in Jamestown, TN. Located just north of Gate Wood Ford Road, this property offers the ultimate blank canvas for your Tennessee dream--whether that's a private family estate, a self-sufficient homestead, or a weekend getaway for

  Timothy Denehy Mitchell Real Estate & Auction

  4169 Gatewood Ford Rd, Jamestown, TN 38556
• 

  

  /99

  $64,900

  $15K PRICE DROP

  • Land
  • 10.85 Acres
  • $5,982 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
• 

  

  /40

  $39,900

  • Land
  • 5.26 Acres
  • $7,586 per Acre

  0 Cheyenne Dr Unit 14, 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

  0 Cheyenne Dr Unit 14, Jamestown, TN 38556
• 

  

  /15

  $89,900

  • Land
  • 5.93 Acres
  • $15,160 per Acre

  0 Tomahawk Unit 1334779, Jamestown, TN 38556

  Lightly restricted to protect property owners, this 5.93-acre tract features a blend of level to gently rolling terrain--perfect for building your dream home. A storage building is already in place, offering added convenience for immediate use while you plan your build.Enjoy the best of country living with privacy, space, and scenic surroundings, all while being just minutes from local

  Rhonda Darrow Home Touch Realty, LLC

  0 Tomahawk Unit 1334779, Jamestown, TN 38556
• 

  

  /6

  $32,900

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

  0 Northwood Place Unit 113, 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

  0 Northwood Place Unit 113, Jamestown, TN 38556
• 

  

  /17

  $78,000

  • Land
  • 6.49 Acres
  • $12,018 per Acre

  00 Double Top Rd, Jamestown, TN 38556

  NO RESTRICTIONS! 6.49 ac of beautiful Double top mountain property. Set up your CAMPER while you build Several building sites to choose from on this property.. this property has had a preliminary soil map done by soil scientist. All utilities at road.

  Angela Gunter RE/MAX Country Living

  00 Double Top Rd, Jamestown, TN 38556
• 

  

  /13

  $90,750

  • Land
  • 1.21 Acres
  • $75,000 per Acre

  Lot 86 Cliffmont, Jamestown, TN 38556

  Lot 86 Diamond Pointe Ln, 1.21 acres, located in the Exquisite Highlands at Big South Fork. Subdivision has Gated Entrance, Paved Roads, Underground Utilities, Miles of Adjacent private 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 and pick your perfect lot! $90,750

  Erica Styles Allardt Real Estate Association LLC

  Lot 86 Cliffmont, Jamestown, TN 38556
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  /32

  $269,500

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,018 Sq Ft

  108 Laurel Dr, Jamestown, TN 38556

  Nice 3 bedroom home, with office. Nice Living Room with Gas Log Fireplace. House has had several updates to the kitchen, Master bath and Living Room. Nice area with property boarding Whispering Winds Lake. Nice covered deck over looking the woods and lake. House is ready to move in, call for a showing.

  Dwight Dickson Bestway Realty

  108 Laurel Dr, Jamestown, TN 38556
• 

  

  /12

  $130,000

  • Land
  • 4.47 Acres
  • $29,083 per Acre

  0 Lot 590 Stone Haven Trail Unit 1351590, Jamestown, TN 38556

  Build your dream home on this 4.47-acre lot in the established equestrian community, Ridgetop Acres. Approximately 3.5 acres have been cleared and made ready for construction, while the remaining mature trees preserve privacy and natural beauty.This property provides direct access to the Ridgetop Horse Trail network, and sits conveniently near Big South Fork National Park and Picket State

  Nicole Evans Triple C Realty & Auction, LLC

  0 Lot 590 Stone Haven Trail Unit 1351590, Jamestown, TN 38556
• 

  

  /7

  $45,000

  • Land
  • 7.49 Acres
  • $6,008 per Acre

  0 Cheyenne Dr Unit 1328138, Jamestown, TN 38556

  Your mountain escape awaits! This stunning 7.49‑acre property offers the perfect setting to build your dream home. Located in a gated community with utilities available at the road, it already features a cut‑in driveway leading to an ideal building site. Septic perk is on file and ready to go. Don't miss this opportunity—reach out today! The Mountains are Calling!

  Beth Rains North Cumberland Realty, LLC

  0 Cheyenne Dr Unit 1328138, Jamestown, TN 38556
• 

  

  /11

  $90,000

  $60K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 402 Sq Ft

  2329 Leatherwood Ford Rd, Jamestown, TN 38556

  Weekend Getaway Near Pickett State Park & Big South Fork! Looking for the perfect weekend escape? This charming 1-bedroom, 1-bath cabin is nestled on 1 acre of peaceful land, ideally located near Pickett State Park and the Big South Fork National River & Recreation Area (BSFNRRA).Enjoy your own little piece of paradise surrounded by nature, with easy access to a wide variety of outdoor

  Cindy Stedman Allardt Real Estate Association LLC

  2329 Leatherwood Ford Rd, Jamestown, TN 38556
• 

  

  /4

  $98,000

  $62K PRICE DROP Coming Soon

  • Land
  • 8.11 Acres
  • $12,084 per Acre

  0 Pickett Park Hwy Unit RTC3136700, Jamestown, TN 38556

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

  0 Pickett Park Hwy Unit RTC3136700, Jamestown, TN 38556
• 

  

  /10

  $75,000

  • Land
  • 19.3 Acres
  • $3,886 per Acre

  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
• 

  

  /37

  $299,900

  $20K 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
• 

  

  /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

  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
• 

  

  /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

  $35,000

  $5K PRICE DROP

  • Land
  • 3.57 Acres
  • $9,804 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
• 

  

  /25

  $44,000

  $11K PRICE DROP

  • Land
  • 1.52 Acres
  • $28,947 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
• 

  

  /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
• 

  /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
• 

  

  /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

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