236

Jamestown, TN Homes for Sale under $300,000

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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
  • /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
  • /39

    $225,000

    • 2 Beds
    • 1 Bath
    • 1,688 Sq Ft

    106 Windcrest Dr, Jamestown, TN 38556

    $5,000 seller-paid concession for buyers to use as they choose! Turnkey! Move-in ready! Jamestown, TN on 1.08 wooded acres! Nestled in a quiet setting, this property is perfect for nature lovers and those seeking a slower pace surrounded by the beauty of the Upper Cumberland.Located just minutes from town and a Walmart. The home is located on a quiet road and features a fenced yard--ideal for

    Margo Carroll Weichert, Realtors-The Webb Agency

    106 Windcrest Dr, Jamestown, TN 38556
  • /25

    $185,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    318 Sadie St, Jamestown, TN 38556

    Priced to sell! Welcome to this Remodeled 3 bedroom, 2 bath home and a garage is ideally situated in the heart of town, offering both convenience and comfort. As you step inside, you'll be greeted by an open concept living space, featuring modern finishes and abundance of natural light. The home has been remodeled. The HVAC is only a couple of months old. The spacious living room flows into a

    Christopher Todd Stephens Mitchell Real Estate & Auction

    318 Sadie St, Jamestown, TN 38556
  • /2

    $229,900

    • 3 Beds
    • 1.5 Baths
    • 1,541 Sq Ft

    1340 Old Allardt Rd, Jamestown, TN 38556

    Nice spacious brick home with 3bdr 1 1/2 bathroom, family room with wood burning insert. Home is located on .53 acre just minutes to Jamestown. Bathroom currently under construction adding a stand up shower. Large building for storage, shed in back does not sell with property.

    Deborah Mountain Bestway Realty

    1340 Old Allardt Rd, Jamestown, TN 38556
  • /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
  • /3

    $66,000

    • Land
    • 3.38 Acres
    • $19,527 per Acre

    lot 17 Long Ridge Way, Allardt, TN 38504

    Welcome to Zenith Equestrian Property Phase 2! Several lots to choose from with direct trail access into Big South Fork from your own land! Water, Electric and internet available at the road. Call today to schedule showing and pick your perfect Equine property! Owner finance terms available!

    Erica Styles Allardt Real Estate Association LLC

    lot 17 Long Ridge Way, Allardt, TN 38504
  • /6

    $150,000

    • Land
    • 1.88 Acres
    • $79,787 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

    Cindy Stedman Allardt Real Estate Association LLC

    478 Spruce Creek Dr, Jamestown, TN 38556
  • /28

    $49,900

    • Land
    • 6.56 Acres
    • $7,607 per Acre

    LOT 46 Cheyenne Dr, Jamestown, TN 38556

    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

    Debra Dodd No. 1 Quality Realty-celina

    LOT 46 Cheyenne Dr, Jamestown, TN 38556
  • /13

    $119,800

    • Land
    • 54.54 Acres
    • $2,197 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, 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

    0 Junaluska Hwy Unit 8, Jamestown, TN 38556
  • /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
  • /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
  • /3

    $99,000

    • Land
    • 7.62 Acres
    • $12,992 per Acre

    0 Flat Rock Unit Lot 6, Jamestown, TN 38556

    Escape to your own slice of countryside paradise with this stunning 7.62-acre tract located in sought-after horse country. Featuring breathtaking views, this property is already equipped with well water and electric, saving you time and expense. Choose from several beautiful building sites to create your ideal home. Wander the existing trails that guide you to a peaceful creek along the back of

    Lesley McNeal RE/MAX Finest

    0 Flat Rock Unit Lot 6, 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
  • /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
  • /15

    $74,900

    $24K PRICE DROP
    • Land
    • 10 Acres
    • $7,490 per Acre

    0 Apache Rd Unit 20, Jamestown, TN 38556

    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

    Debra Dodd No 1 Quality Realty

    0 Apache Rd Unit 20, Jamestown, TN 38556
  • /10

    $50,000

    $19K PRICE DROP
    • Land
    • 13.13 Acres
    • $3,808 per Acre

    0 Pawnee Ln Unit 1304574, Jamestown, TN 38556

    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

    Donna Baisley Baisley Hometown Realty, LLC

    0 Pawnee Ln Unit 1304574, 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
  • /3

    $72,000

    • Land
    • 2.87 Acres
    • $25,087 per Acre

    Lot 19 Old Mount Helen Rd, Allardt, TN 38504

    Welcome to Zenith Equestrian Property Phase 2! Several lots to choose from with direct trail access into Big South Fork from your own land! Water, Electric and internet available at the road. Call today to schedule showing and pick your perfect Equine property! Owner finance terms available!

    Erica Styles Allardt Real Estate Association LLC

    Lot 19 Old Mount Helen Rd, Allardt, TN 38504
  • /28

    $145,000

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

    1100 N York Hwy, Jamestown, TN 38556

    Close to town 3 bd rm 2 bth home with nice yard and lots of storage room.

    Patrick Flowers Bestway Realty

    1100 N York Hwy, Jamestown, TN 38556
  • /15

    $109,900

    $20K PRICE INCREASE
    • Land
    • 51.63 Acres
    • $2,129 per Acre

    0 Choctaw Unit 1334766, 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, LLC

    0 Choctaw Unit 1334766, Jamestown, TN 38556
  • /4

    $35,000

    $5K PRICE DROP
    • Land
    • 3.57 Acres
    • $9,804 per Acre

    0 Panther Branch Rd Unit 1312723, Jamestown, TN 38556

    Look for unrestricted acreage to build your dream home? Corner acreage of 3.57 wooded acres. Minutes to all amenities, but far enough from the city lights & traffic.

    Rhonda Darrow Home Touch Realty, LLC

    0 Panther Branch Rd Unit 1312723, Jamestown, TN 38556
  • /33

    $94,000

    • Land
    • 7.08 Acres
    • $13,277 per Acre

    0 Tomahawk Unit 73, Jamestown, TN 38556

    7.08 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

    0 Tomahawk Unit 73, Jamestown, TN 38556
  • /11

    $175,000

    • Land
    • 14.04 Acres
    • $12,464 per Acre

    532 White Oak Rd, Jamestown, TN 38556

    Endless possibilities await on this beautiful 14.04-acre tract offering a mix of level to gently rolling land in a highly visible location just outside the city limits. With no restrictions, you have the freedom to bring your vision to life. Whether you're dreaming of building your forever home, starting a hobby farm, creating a mini ranch, or launching your own business venture, this property

    Rhonda Darrow Home Touch Realty LLC

    532 White Oak Rd, Jamestown, TN 38556
  • /18

    $39,990

    • Land
    • 6.56 Acres
    • $6,096 per Acre

    0 Cheynne Dr Unit 1325451, Jamestown, TN 38556

    6.56 acers located in the impressive, Rockcastle gated community. Gorgeous mountain views to enjoy along with privacy and security. Modest restrictions on file - in docs. Several building sites with tons of potential, 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

    Beth Rains North Cumberland Realty, LLC

    0 Cheynne Dr Unit 1325451, Jamestown, TN 38556
  • /24

    $49,900

    • Land
    • 6.56 Acres
    • $7,607 per Acre

    0 Cheyenne Dr Unit RTC3066556, Jamestown, TN 38556

    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

    Debra Dodd No 1 Quality Realty

    0 Cheyenne Dr Unit RTC3066556, Jamestown, TN 38556
  • /39

    $1

    $310K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,052 Sq Ft

    111 Guffey Ln, Jamestown, TN 38556

    Mini-Farm Ready Brick Home on 1.44 Unrestricted Acres | Auction Opportunity 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,

    Donna Baisley Baisley Hometown Realty, LLC

    111 Guffey 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

    $110,000

    $15K PRICE DROP
    • Land
    • 30,927 Sq Ft
    • $154,930 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
  • /5

    $120,000

    • Land
    • 11.63 Acres
    • $10,318 per Acre

    0 Lot 13 Stirrup Ln, Jamestown, TN 38556

    Hunter's Ridge Equestrian Subdivision is a gated community offering peaceful country living with easy access to Jamestown, Crossville, and Cookeville. This gently rolling 11.63-acre lot provides ample space—ideal for building your dream home and accommodating horses. Restrictions apply. Conveniently located just off Highway 127, the subdivision is close to East Fork Stables, with the renowned Big

    Cindy Stedman Allardt Real Estate Association LLC

    0 Lot 13 Stirrup Ln, Jamestown, TN 38556
  • /4

    $28,500

    • Land
    • 1.73 Acres
    • $16,474 per Acre

    0 Old Wolf River Rd, Jamestown, TN 38556

    Wooded surveyed 1.73 +/- acres in great location for all of the amenities in the City of Jamestown, close to Pine Haven Elementary and York High School. Utilities available along road frontage, power line easement across on one side of property. No restrictions, Just minutes to the access onto Hwy 127. All three lots combined is 5.03 acres and can be bought altogether

    Deborah Mountain Bestway Realty

    0 Old Wolf River Rd, Jamestown, TN 38556
  • /15

    $109,900

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

    n/a Choctaw Dr, 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 LLC

    n/a Choctaw Dr, Jamestown, TN 38556
  • /4

    $35,000

    $5K PRICE DROP
    • Land
    • 3.57 Acres
    • $9,804 per Acre

    0 Panther Branch Rd Unit RTC2976916, Jamestown, TN 38556

    Look for unrestricted acreage to build your dream home? Corner acreage of 3.57 wooded acres. Minutes to all amenities, but far enough from the city lights & traffic.

    Rhonda Darrow Home Touch Realty

    0 Panther Branch Rd Unit RTC2976916, Jamestown, TN 38556
  • /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
  • /30

    $149,900

    • 1,548 Sq Ft

    185 Northwood Place, Jamestown, TN 38556

    Outside of home built in 2025 with covered front porch , back deck completed, just waiting for you to build the inside of this home with your own ideas and decorations. Home is located at end of road on left , real pretty country setting but not far from the City of Jamestown. Septic and Water meter has been installed. water has been run to house. Roof has been insulated, vinyl sliding windows,

    Deborah Mountain Bestway Realty

    185 Northwood Place, Jamestown, TN 38556
  • /14

    $69,900

    • Land
    • 3.93 Acres
    • $17,786 per Acre

    0 Scott-Fentress Co Line Unit 1334554, Allardt, TN 38504

    !!!! Property already has a Septic Permit on file, has been cleared and is ready to build on !!! If you're looking for the ideal spot to create your dream home while immersing yourself in nature, this parcel of raw land in the beautiful Equestrian Community of Honey Creek is perfect. It offers direct access to the breathtaking Big South Fork National Recreation Area. Picture yourself enjoying

    Danielle Lawson North Cumberland Realty, LLC

    0 Scott-Fentress Co Line Unit 1334554, Allardt, TN 38504

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