Jamestown, TN Homes for Sale under $300,000

• 

  

  

  /45

  $260,000

  $29K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 2,129 Sq Ft

  205 Maggie Valley Dr, Jamestown, TN 38556

  A remarkable 2 bedroom 1.5 bathe home that has a very nice open concept with hardwood floors,a wood stove in the living room and a very large master bedroom with a walk in closet, this home also features a 600 s.f. walk-out basement.This property is very close to the Big South Fork Nation Park and Pickett State Park and Dale Hollow lake just about 10 minutes from town a must see

  Bart Neely Bestway Realty

  205 Maggie Valley Dr, Jamestown, TN 38556
• 

  

  

  /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
• 

  

  

  /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
• 

  

  /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
• 

  

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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

  $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
• 

  

  /11

  $90,000

  $5K PRICE DROP

  • Land
  • 10.33 Acres
  • $8,712 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
• 

  

  /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
• 

  

  /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

  $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
• 

  

  /99

  $74,900

  $5K PRICE DROP

  • Land
  • 10.85 Acres
  • $6,903 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
• 

  

  /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
• 

  

  /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
• 

  /2

  $85,000

  • Land
  • 2.92 Acres
  • $29,110 per Acre

  343 Annabelle Way, Jamestown, TN 38556

  Looking to build in the desirable Creekview area- this is your opportunity. This level 2.92 acres is cleared and ready for your dream home. Septic permit on file and water meter is installed.

  Katelan Bowden Peavyhouse & Associates

  343 Annabelle Way, Jamestown, TN 38556
• 

  

  /32

  $274,500

  $25K 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
• 

  

  /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
• 

  

  /16

  $299,900

  • Land
  • 20 Acres
  • $14,995 per Acre

  1261 Roanoke Rd, Jamestown, TN 38556

  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 20 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

  Chris Dalton Highlands Elite Real Estate LLC - Crvl

  1261 Roanoke Rd, Jamestown, TN 38556
• 

  

  /22

  $269,900

  • Land
  • 33.21 Acres
  • $8,127 per Acre

  1133 Tomahawk Dr, Jamestown, TN 38556

  Incredible opportunity to own 33.21 private acres with stunning views, abundant wildlife, and peaceful seclusion. This rolling property features mature hardwoods, a 5,000 sq ft shop already equipped with electric, water, and fiber internet. A cleared homesite pad is already in place, making it easy to start building your dream home while living in the shop and bringing your vision to life. If

  Rhonda Darrow Home Touch Realty, LLC

  1133 Tomahawk Dr, Jamestown, TN 38556
• 

  

  /31

  $110,000

  $15K PRICE DROP

  • Land
  • 30,927 Sq Ft
  • $154,930 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
• 

  

  /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

  $169,900

  • 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.

  Troy Gammon Southern Star Realty

  154 Copley Cemetery 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
• 

  

  /24

  $255,000

  • 2 Beds
  • 1 Bath
  • 625 Sq Ft

  523 General Ln, Jamestown, TN 38556

  Log Cabin in the Woods. End of the Road Secluded, Private-private property with 6.6 wooded acres full of mature trees and wildlfe. Enjoy the park-like setting located off Model Farm Road. Property has 3 to 4 fairly level acres nestled in between the creek and rock bluffs. Many opportunities are available to turn this property into your Dream Home. Bring all the animals and leave the big city

  Don Guy Triple C Realty & Auction, LLC

  523 General Ln, Jamestown, TN 38556
• 

  

  /16

  $42,000

  • Land
  • 27,878 Sq Ft
  • $65,625 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

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