Jamestown, TN Homes for Sale under $500,000

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  /33

  $245,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft

  60 Longview Ln, Jamestown, TN 38556

  A new 3 bedroom 2 full bath home in a nice area of Fentress Co with 2.5 acres also a 20x20 Garage.Call for a private showing.

  Bart Neely Bestway Realty

  60 Longview Ln, Jamestown, TN 38556
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  /47

  $339,900

  $30K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,212 Sq Ft

  925 Unity Church Rd, Jamestown, TN 38556

  Adorable and full of potential, this charming 2-bedroom, 1-bath home offers comfort, versatility, and room to grow. A spacious bonus room provides endless possibilities--perfect for a third bedroom, home office, or family room to suit your needs. Inside, you'll love the gleaming -inch hardwood flooring and custom wood kitchen cabinets, complete with an island and all appliances conveying. The

  Rhonda Darrow Home Touch Realty LLC

  925 Unity Church Rd, Jamestown, TN 38556
• 

  

  

  /8

  $399,000

  • Land
  • 44.18 Acres
  • $9,031 per Acre

  00 N York Hwy, Pall Mall, TN 38577

  Discover the perfect blend of open land and wooded privacy on this 44.18-acre property in Pall Mall, TN. Featuring approximately 15 acres of gently rolling pasture and the remainder in scenic wooded hillside, this tract offers both usability and natural beauty. With an impressive 550 feet of frontage along Highway 127, the property provides excellent access and visibility-ideal for a private

  Noah Smith Southern Star Realty

  00 N York Hwy, Pall Mall, TN 38577
• 

  

  

  /54

  $349,900

  $20K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,674 Sq Ft

  1396 N York Hwy, Jamestown, TN 38556

  Welcome home to this charming all-brick, almost 1700 sq. ft., 2-bedroom, 2.5-bath property offering comfort, space, and peaceful country living on 2.98 gorgeous usable acres that has been surveyed. Featuring a 2-car attached main level garage and a full unfinished basement, this home provides endless possibilities for storage, hobbies, or future expansion. Recent updates include a new roof in

  Vickie Loftis American Way Real Estate Co.

  1396 N York Hwy, Jamestown, TN 38556
• 

  

  

  /28

  $215,000

  New Construction

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  102 Pickett Park Hwy, Jamestown, TN 38556

  A new 2 bedroom 1 full bath home with a 1 car garage sitting on 1.53 surveyed acres.Thus home is in a great location close to horse trails and Pickett State park would make a great second home or permanent resident, a must see.

  Bart Neely Bestway Realty

  102 Pickett Park Hwy, Jamestown, TN 38556
• 

  

  /48

  $409,900

  • 2 Baths
  • 1,500 Sq Ft

  233 Georgee Rd, Jamestown, TN 38556

  This is the place that has all those extras you would want in a home! Over $70,000 in additional features including a Generac 24kw whole house on demand generator, under floor insulation, encapsulation and dehumidifier. A spacious 12x24 shed with lofts plus a 30 amp R.V. hookup with dump station at the side of the house. Inside the move in ready home there has been additional laundry room

  Lisa Craver Zach Taylor Real Estate

  233 Georgee Rd, Jamestown, TN 38556
• 

  

  /34

  $339,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft

  2712 Tinchtown Rd, Jamestown, TN 38556

  Nestled on almost two acres this is an exceptional rare find with all the home has to offer. Hardwood flooring in the livingroom, spacious master bedroom and master bath wit split bedroom floor plan. In addition to the typical 3 bedroom two bath home this home has a large den as well as a basement for your extra space needs. Step out the back to the garage/shop with a bonus game room on the top

  Jeff Green Green Acres Real Estate & Auct

  2712 Tinchtown Rd, Jamestown, TN 38556
• 

  

  /23

  $399,000

  $26K PRICE DROP

  • Land
  • 64.25 Acres
  • $6,210 per Acre

  171 Gooseneck Ln, Jamestown, TN 38556

  A remarkable 64.25 surveyed acres that has approx. 16 acres in pasture with the remainder wooded the property is fenced and has a year around creek going the entire back of the property.There is a old chicken house used for cattle and about 1300 S.F. has had a home started in it with electric and water run has water meter and a septic with internet at the county rd.A must see to

  Bart Neely Bestway Realty

  171 Gooseneck Ln, Jamestown, TN 38556
• 

  

  /43

  $325,000

  • 3 Beds
  • 4.5 Baths
  • 2,668 Sq Ft

  1161 Charlie Doss Rd, Jamestown, TN 38556

  Spacious Full-Brick Home with Endless Potential in Beautiful Fentress County! Built in 2008, this 3-bedroom, 4.5-bath home offers 2,668 square feet of living space plus a bonus room, providing plenty of flexibility for a growing family, home office, guest space, or hobby room. Situated on approximately 0.56 acres, this handicap accessible property features a full partially finished basement,

  Catlin Johnson Isham-Jones Realty

  1161 Charlie Doss Rd, Jamestown, TN 38556
• 

  

  /17

  $342,000

  • Land
  • 22.75 Acres
  • $15,033 per Acre

  n/a Panther Branch Rd, Jamestown, TN 38556

  Escape to the peace and beauty of the countryside with this scenic acreage just minutes from town. Enjoy clear night skies filled with stars and the glow of fireflies, creating the perfect setting for your dream home. The property features a stocked pond and a creek, offering both relaxation and natural charm.Fenced for livestock, with some repairs needed, this land is ready for your vision. An

  Rhonda Darrow Home Touch Realty LLC

  n/a Panther Branch Rd, Jamestown, TN 38556
• 

  /2

  $425,000

  $24K PRICE DROP

  • Land
  • 0 Sq Ft

  17.13ac Taylor Place Rd, Jamestown, TN 38556

  Debra Dodd No. 1 Quality Realty-celina

  17.13ac Taylor Place Rd, Jamestown, TN 38556
• 

  

  /36

  $219,900

  • 2 Beds
  • 1 Bath
  • 1,212 Sq Ft

  925 Unity Church Rd, Jamestown, TN 38556

  Adorable and full of potential, this charming 2-bedroom, 1-bath home offers comfort, versatility, and room to grow. A spacious bonus room provides endless possibilities--perfect for a third bedroom, home office, or family room to suit your needs. Inside, you'll love the gleaming 3⁄4-inch hardwood flooring and custom wood kitchen cabinets, complete with an island and all appliances conveying. The

  Rhonda Darrow Home Touch Realty, LLC

  925 Unity Church Rd, Jamestown, TN 38556
• 

  

  /47

  $449,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  740 Rockview Rd, Jamestown, TN 38556

  Located in the PREMIER Equestrian Community of RIDGE TOP. Home being Sold with FURNISHINGS at no additional cost to the Buyers.EXCELLENT AIR B&B OPORRTUNITY. Custom built LOG HOME with interior Architectural style OPEN BEAMS in the ceiling areas sitting on 5.62 acres.This LOG Home has been assembled in its proper fashion including right & left Dove Tail Corners which insures a more sturdier

  Steve Diskin Burks Diskin Real Estate

  740 Rockview Rd, Jamestown, TN 38556
• 

  

  /22

  $295,000

  $5K PRICE DROP

  • 1 Bath
  • 300 Sq Ft

  107 Walking Horse Dr, Jamestown, TN 38556

  Embrace the tranquility of 9.5 beautifully wooded acres spread across three lots in the Spruce Creek equestrian community. This property features a 40' x 40' multi-use barn with a cozy 30' x 10' bunkroom and full bathroom--perfect for staying onsite while you build your dream home. A 3-ton, triple-zone mini split system for heating and cooling is included and ready for installation. Equestrians

  Cindy Stedman Allardt Real Estate Association LLC

  107 Walking Horse Dr, Jamestown, TN 38556
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  /31

  $384,000

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft

  359 Youngs Ford Rd, Jamestown, TN 38556

  Welcome to this stunning 2025 new construction home offering the perfect blend of modern design and everyday functionality. Featuring 3 bed & 2 full baths, this thoughtfully designed home also includes a dedicated office space with closet, easily serving as a potential 4th bedroom. Step inside to an open-concept layout highlighted with a beautifully kitchen with custom cabinetry, soft close

  Jamie Edwards Crye-Leike Brown Executive Realty

  359 Youngs Ford Rd, Jamestown, TN 38556
• 

  

  /18

  $369,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,950 Sq Ft

  228 Georgee Rd, Jamestown, TN 38556

  Fabulous new construction located in Stone Cliff Acres with almost an acre of land. This home features an open-concept layout with LVF & cathedral ceilings. The heart of the home being the kitchen is designed with Stainless steel appliances, granite counter tops, custom built cabinets & a walk in pantry with a window to fill the space with natural light. A gas log fireplace with stone from the

  Tamra Bowmer Highlands Elite Real Estate

  228 Georgee Rd, Jamestown, TN 38556
• 

  

  /50

  $498,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,701 Sq Ft

  760 Rockview Rd, Jamestown, TN 38556

  Brand NEW BUILD / NEVER OCCUPIED. Designer touches all thru-out the home. Located in the Equestrian community of RIDGE TOP ACRES which features 8 TO 10 miles of community trails & a trail that will take you DIRECTLY into the BIG SOUTH FORK NATIONAL PARK with 220 miles of dedicated horse trails. 9 foot ceilings. Excellent use of small eyeball inset lighting with adjustable COLOR temperature

  Steve Diskin Burks Diskin Real Estate

  760 Rockview Rd, Jamestown, TN 38556
• 

  

  /29

  $496,000

  $3K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,746 Sq Ft

  1131 Grandview Way, Jamestown, TN 38556

  Experience the ultimate blend of luxury and nature in a stunning, True Structural Timber Frame Log home. This home retreat, with hardwood floors and a relaxing, impressive wood-burning fireplace, is nestled in the premier equestrian gated community of The Highlands at Big South Fork. The completely remodeled home, with new appliances offers a serene country setting with breathtaking, panoramic

  Sarah G. Feeney The Real Estate Collective Crossville

  1131 Grandview Way, Jamestown, TN 38556
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  /10

  $309,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 745 Sq Ft

  248 Crouch Branch Ln, Allardt, TN 38504

  Located in a desirable horse community with direct trail access to the breathtaking Big South Fork National River and Recreation Area, this 2 - bedroom, 1 bathroom home is perfect for anyone craving peaceful country living with room to enjoy the outdoors and ride-out convenience. Ride straight from your property to the trails. This home can be a full-time home, getaway, or an ideal investment

  Sarah G. Feeney The Real Estate Collective Crossville

  248 Crouch Branch Ln, Allardt, TN 38504
• 

  

  /24

  $295,000

  • Land
  • 13 Acres
  • $22,692 per Acre

  3265 Leatherwood Ford Rd, Jamestown, TN 38556

  UNRESTRICTED 13 Acre Equestrian & Camping property. Located minutes from the Big South Fork which means 225 miles of Incredible Horse Riding trails maintained by the National Park Service as well as hiking, hunting, ATV'S trails ALL in this park. EXCELLENT AIR B&B OPPORTUNITY. This property is well manicured, with two large wood board fenced paddocks, several seasonal light running streams &

  Steve Diskin Burks Diskin Real Estate

  3265 Leatherwood Ford Rd, Jamestown, TN 38556
• 

  

  /13

  $329,900

  $30K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 264 Sq Ft

  619 Ridge Top Dr, Jamestown, TN 38556

  2 wooded lots - 4.57 acres. HUGE OPEN BOTH ENDS 48 x 56 Barn 12 x 12 stalls 14 x 48 loft This barn has more room for additional stalls and tons of room for storage. Nice Apt. with Windows, Full Bath Split Unit Heat & AC 1000 gal septic approved for 2 bed home, 200 & 400 amp service Corner Wooded Lots with Miles of Riding Trails directly off this property including hundreds of miles of trails in

  Diane Schuler 1 Source Realty Pros

  619 Ridge Top Dr, Jamestown, TN 38556
• 

  

  /29

  $344,999

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,178 Sq Ft

  3350 Leatherwood Ford Rd, Jamestown, TN 38556

  Welcome to this beautifully updated cabin on generously sized 2.6 acre lot, located in the coveted Spruce Creek Equestrian Community! Step inside to expansive ceilings, gorgeous cedar walls, and hardwood flooring throughout. Kitchen is equipped with a cozy eating space and showcases modern touches, including butcher block countertops, soft close cabinetry, touch faucet & NEW Charcoal Gray

  Christopher Stjernholm Trelora Realty, Inc

  3350 Leatherwood Ford Rd, Jamestown, TN 38556
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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
• 

  

  /34

  $210,000

  • 3 Beds
  • 1 Bath
  • 1,791 Sq Ft

  149 Horseshoe Cir, Jamestown, TN 38556

  Affordable living meets peaceful country charm with this well-maintained home located on a quiet dead-end road. Featuring a spacious level yard shaded by mature trees, there's plenty of room for gardening, outdoor activities, or simply relaxing and enjoying the scenery. Inside, this 3-bedroom, 1-bath home offers a warm and inviting layout with an open feel between the kitchen and bonus room. Add

  Rhonda Darrow Home Touch Realty LLC

  149 Horseshoe Cir, Jamestown, TN 38556
• 

  

  /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
• 

  /2

  $330,000

  • Land
  • 39.59 Acres
  • $8,335 per Acre

  0 Riverton Rd Unit A-2, Jamestown, TN 38556

  Welcome to 0 Riverton Rd. Privacy and no restrictions. All utilities available at the street. This beautiful, surveyed farm tract with barn and fencing. Approximately 22 acres of pastureland the remaining approximate 17 acres in wooded mature timber. Loaded with wildlife and only a short drive to East Port Boat Dock and Marinas.

  Elaina Morgan True Blue Realty

  0 Riverton Rd Unit A-2, Jamestown, TN 38556
• 

  

  /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 versatile

  Cindy Stedman Allardt Real Estate Association LLC

  2936 Leatherwood Ford Rd, Jamestown, TN 38556
• 

  

  /41

  $499,900

  • 4 Beds
  • 2.5 Baths
  • 3,900 Sq Ft

  2723 Rugby Pike, Jamestown, TN 38556

  Welcome to your own private Tennessee retreat in beautiful Jamestown! Situated on 1.52 acres, this spacious property offers the perfect blend of comfort, functionality, and outdoor entertaining with a main home PLUS a separate in-law residence.The main ranch-style home features 4 bedrooms, 2.5 bathrooms, and a large open-concept floor plan designed for both everyday living and entertaining.

  Steven Hensley SCH Real Estate, Realty Executives

  2723 Rugby Pike, Jamestown, TN 38556
• 

  

  /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
• 

  

  /19

  $399,500

  0 Sam Smith Rd Unit RTC2865905, Allardt, TN 38504

  This stunning 35-acre property offers an exceptional combination of natural beauty and amenities. With gorgeous mountain views, approximately 15 acres of rolling pasture, and a peaceful stocked pond, the land is perfectly suited for a private homestead, recreational retreat, or small farm. The property boasts approximately 2,100 feet of road frontage across two roads, with utilities available

  Sean Maxwell Whitetail Properties Real Estate, LLC

  0 Sam Smith Rd Unit RTC2865905, Allardt, TN 38504
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  /27

  $429,900

  $20K PRICE DROP

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

  1225 Louvaine Rd, Jamestown, TN 38556

  Bring the horses and lets ride. Located in Ridgetop Acres adjacent to the Big South Fork is this 2 bedroom/3 bath home on 2.76 acs. Home has a cabin like feel with all wood and laminate floors and walls. 2 bonus rooms could easily be converted to use as bedrooms. Exterior is vinyl with a metal roof. Spacious 2 car garage with circular driveway and RV pad. Literally ride from your home into the

  Troy Gammon Southern Star Realty

  1225 Louvaine Rd, Jamestown, TN 38556
• 

  

  /37

  $299,929

  $30K PRICE DROP

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

  337 Colditz Rd, Jamestown, TN 38556

  Seller offering up to $10,000 in closing cost assistance! 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

  Heather Skender-Newton Skender-Newton Realty

  337 Colditz Rd, Jamestown, TN 38556
• 

  

  /30

  $499,000

  $101K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  101 N Alf Threet Rd, Jamestown, TN 38556

  Endless possibilities! This listing consists of 4.47 unrestricted acres located adjacent to Hwy 127 bypass and Frank Campbell Rd. Just outside of the Jamestown city limits and just minutes to The Big South Fork Park and East Fork Stables. Well-kept home on property features 3 bedrooms / 1 bath, 1104 sq ft, with hardwood floors and metal roof. Large 95x60 block building with extra-large bay

  Noah Smith Southern Star Realty

  101 N Alf Threet Rd, Jamestown, TN 38556
• 

  

  /33

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft

  528 St Anthony Dr, Jamestown, TN 38556

  Welcome home to this beautifully designed home featuring a spacious open-concept split floor plan with soaring 10-foot ceilings that create a bright and inviting atmosphere. Relax on the covered front porch or entertain on the open back deck while enjoying the peaceful surroundings and level backyard. The custom kitchen offers beautiful cabinetry, a center island, and ample space for a dining

  Rhonda Darrow Home Touch Realty, LLC

  528 St Anthony Dr, Jamestown, TN 38556
• 

  

  /23

  $310,000

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

  875 S Fork Dr, Jamestown, TN 38556

  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. 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

  Kathy Brown Wallace

  875 S Fork Dr, Jamestown, TN 38556
• 

  

  /49

  $389,900

  • 3 Beds
  • 2 Baths
  • 2,490 Sq Ft

  224 Victoria Cir, Jamestown, TN 38556

  This beautifully maintained home features 3 beds, 2 baths, sits on 1.45 acres, and offers 2,100 sq. ft. of comfortable living. Entertain in the Great Room with a custom dry bar, cook with ease in the kitchen featuring soft-close cabinets and roll-out kitchen drawers, and wide entry doorways and single-level living for true accessibility. The primary suite includes two walk-in closets, a walk-in

  Cheyenne Garrett Mitchell Real Estate & Auction Co.

  224 Victoria Cir, 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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