Fentress County TN Homes for Sale

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  /5

  $64,900

  • Land
  • 8.38 Acres
  • $7,745 per Acre

  Tract16R Stockton Bluffs Ln, Jamestown, TN 38556

  Discover over 8 acres of pure Tennessee beauty with this fully wooded, private, and perfectly suited tract of land ready for your dream home or getaway. Open up the gorgeous bluff views to the rear of the property for a sight you will never get tired of seeing. Located just 7 miles from Jamestown and minutes to Big South Fork and popular horse camps, this is an ideal retreat for outdoor lovers

  David Eldridge The Real Estate Collective

  Tract16R Stockton Bluffs Ln, Jamestown, TN 38556
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  /54

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 2,032 Sq Ft

  4282 Standing Rock Rd, Jamestown, TN 38556

  Nestled on five fully usable acres, this charming 3 bedroom 2.5 bath offers the perfect blend of comfort, space & country living. Home features a well-designed floor plan with inevitable living areas and abundant natural light. Spacious kitchen serves as heart of the home with ample room for both a dining area and a comfortable family gathering space. Kitchen has custom built cabinets, with pull

  Jamie Edwards Crye-Leike Brown Executive Realty

  4282 Standing Rock Rd, Jamestown, TN 38556
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  /45

  $750,000

  • 3 Beds
  • 3 Baths
  • 2,750 Sq Ft

  122 Canter Ln, Jamestown, TN 38556

  Discover your dream escape in this new construction home on 11 secluded acres in a gated community. Located in Jamestown-known for its natural beauty and as the Trail Riding Capital of the Southeast. This 3-bed, 3-bath home includes a bonus room perfect for an office or guest space. Enjoy country charm with a partially wrap-around porch and panoramic wooded views. The open floor plan is filled

  Trey Bolin Highlands Elite Real Estate LLC

  122 Canter Ln, Jamestown, TN 38556
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  /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
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  /27

  $215,000

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft

  106 Oak Hill Dr, Jamestown, TN 38556

  Meticulously renovated and move-in ready, this 2017 Class 3 single-wide mobile home sits on 1.5 beautifully maintained acres and offers the perfect blend of modern comfort, functionality, and peaceful rural living surrounded by well-maintained neighboring properties. The home has been completely updated and remodeled to like-new condition and features durable galvanized steel skirting, reflecting

  Anna Willemstein Mountaineer Realty, LLC

  106 Oak Hill Dr, Jamestown, TN 38556
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  /22

  $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 Allardt Real Estate Association LLC

  523 General Ln, Jamestown, TN 38556
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  /5

  $27,995

  • Land
  • 5.06 Acres
  • $5,533 per Acre

  Lot 25 Key Ridge Ln, Crawford, TN 38556

  Wooded tract allows for as much or as little clearing as you prefer. Has an overgrown trail that could be widened and cleared for a driveway. If you want to be in the TN mountains and within an hour and a half to Knoxville or Nashville, this may be perfect for you. No HOA and minimal restrictions.

  Kimberly Rocha Freedom Realty Co. Inc.

  Lot 25 Key Ridge Ln, Crawford, TN 38556
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  /6

  $120,000

  lot 12 Stirrup Ln, Jamestown, TN 38556

  This beautiful gently rolling, wooded lot is tucked away towards the end of the cul-de-sac in the peaceful Hunter's Ridge Gated community. Utilities have been run in the neighborhood and are available at the road. This community does have mild restrictions in place to protect your investment. You will enjoy the trails around the neighborhood and in the neighboring ''Hitchin Post'' neighborhood,

  Erica Styles Allardt Real Estate Association LLC

  lot 12 Stirrup Ln, Jamestown, TN 38556
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  /32

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  208 Frontier Dr, Grimsley, TN 38565

  Newly renovated home offering a private, wooded setting in a well-kept neighborhood. Enjoy relaxing on the full-length covered front porch or entertaining on the oversized back deck overlooking the trees. Interior updates include new paint, flooring, fixtures, and granite countertops throughout—truly move-in ready. A storage building adds extra space for tools or equipment. Peaceful surroundings

  

  Clark Adcock

  The Realty Firm - Smithville

  (931) 651-8943

  208 Frontier Dr, Grimsley, TN 38565
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  /10

  $45,900

  • Land
  • 5.71 Acres
  • $8,039 per Acre

  Ln, Wilder, TN 38589

  Fantastic 5.7 acres fully wooded with a trail, easily made into a driveway. The property has a nice gentle slope, perfect for homesteading. Minimal restrictions, no trailers, great for homesteading and an annual $200 road fee to keep the gravel roads well maintained.

  Kimberly Rocha Freedom Realty Company Inc.

  Ln, Wilder, TN 38589
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  /43

  $329,400

  • 1,563 Sq Ft

  324 Wheeler Ln, Jamestown, TN 38556

  Welcome to your Deam Ranch Retreat! Brick 3 bedrooms, 2-bathroom home nestled on 2.80 acres of unrestricted acres, perfect for anyone seeking space, peace, and/ or Horse amenities. Enjoy the convenience of an oversized 2 car garage with workshop area fully heated and insulated for year-round comfort and utility. A Horse Paradise that features a custom built 36 x 36 metal barn with concrete floors

  

  Lisa Garrett

  Mitchell Real Estate & Auction LLC

  (931) 345-3268

  324 Wheeler Ln, Jamestown, TN 38556
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  /10

  $45,900

  • Land
  • 5.7 Acres
  • $8,053 per Acre

  Lot 335 Flat Top View Ln, Wilder, TN 38589

  Fantastic 5.7 acres fully wooded with a trail, easily made into a driveway. The property has a nice gentle slope, perfect for homesteading. Minimal restrictions, no trailers, great for homesteading and an annual $200 road fee to keep the gravel roads well maintained.

  Kimberly Rocha Freedom Realty Co. Inc.

  Lot 335 Flat Top View Ln, Wilder, TN 38589
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  /16

  $197,500

  • 1 Bed
  • 1 Bath
  • 1,296 Sq Ft

  5521 S York Hwy, Grimsley, TN 38565

  Residential or CommercialRemarkable potential along US Hwy with the comfort of home and room to grow.This unique 1⁄2-acre property can easily function as a 1-bedroom, 1-bath residence, offering a practical layout with two spacious rooms, a central laundry and storage area with rear access, one bathroom, and a kitchenette—perfect for simple, efficient living. The home sits on a generous

  

  Lori M Buck

  Highlands Elite Real Estate

  (931) 277-4690

  5521 S York Hwy, Grimsley, TN 38565
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  /16

  $197,500

  • 1 Bed
  • 1 Bath
  • 1,296 Sq Ft

  5521 S York Highway 5521 Hwy, Grimsley, TN 38565

  Residential or CommercialRemarkable potential along US Hwy with the comfort of home and room to grow.This unique 1⁄2-acre property can easily function as a 1-bedroom, 1-bath residence, offering a practical layout with two spacious rooms, a central laundry and storage area with rear access, one bathroom, and a kitchenette—perfect for simple, efficient living. The home sits on a generous

  

  Lori M Buck

  Highlands Elite Real Estate

  (931) 813-9354

  5521 S York Highway 5521 Hwy, Grimsley, TN 38565
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  /63

  $565,000

  • 2 Beds
  • 2.5 Baths
  • 2,504 Sq Ft

  399 Georgee Rd, Jamestown, TN 38556

  Like-new custom modern farmhouse built in late 2022 on 1.57 private acres with Horse Creek frontage 2,504 SF of living space + oversized 2-car garage + walkout crawlspace storage Virtually maintenance-free exterior: white board & batten (front) + Dutch lap vinyl (sides/rear) and a black metal roof Upgraded window package (black exterior/white interior) with large crank-outs/sliders for

  Tina Isham Jones Isham-Jones Realty

  399 Georgee Rd, Jamestown, TN 38556
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  /43

  $229,900

  • 3 Beds
  • 1 Bath
  • 1,510 Sq Ft

  969 Unity Church Rd, Jamestown, TN 38556

  Well-maintained ranch home located on a level to gently rolling 1.48-acre lot in a highly desired neighborhood with no restrictions. This 3-bedroom, 1-bath brick exterior home offers a kid-friendly yard and a great level area for gardening, making it ideal for outdoor living and a mini-farm setup. Inside, the home features a spacious living area with a fireplace equipped with an insert, a

  Connie McCormick RE/MAX ONE, LLC

  969 Unity Church Rd, Jamestown, TN 38556
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  /42

  $489,900

  • 2 Beds
  • 2.5 Baths
  • 2,417 Sq Ft

  1128 Allardt Hwy, Jamestown, TN 38556

  This stone home has weather many a storms and just keeps standing strong, in immaculate condition, with so much character, recently updated with flooring, paint, lighting, drywall, cabinets, counter tops, appliances, and so much more you need to see it for yourself, built in flower planters on the front, concrete covered front & back porch. 2 bedroom 2 1/2 bath home with a spacious bonus room

  Rhonda Darrow Home Touch Realty LLC

  1128 Allardt Hwy, Jamestown, TN 38556
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  /7

  $45,000

  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
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  /39

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  108 Shotgun Annie Rd, Jamestown, TN 38556

  Newly constructed beautiful home awaiting a new family .Venture inside to find the open split bedroom floor plan with vaulted ceilings, an explosion of space. Custom built cabinets, pantry, and all kitchen appliances included.Master bedroom has large walk in closet, double vanity and walk in shower. Both other bedrooms are spacious as well with large closets. Spacious laundry room. 2 car

  Glenda Levin Mitchell Real Estate & Auction

  108 Shotgun Annie Rd, Jamestown, TN 38556
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  /16

  $38,500

  • Land
  • 5.16 Acres
  • $7,461 per Acre

  0 Cheyenne Dr Unit RTC3118403, Jamestown, TN 38556

  Scenic 2.05 acre lake-view lot overlooking a quiet cove with views extending to the open waters of Center Hill Lake. Located on a desirable lakefront peninsula within the Harbor Pointe community, this property offers an excellent setting for a custom home. The surrounding area features established residences along with several new construction homes currently underway. Utilities are available at

  Don Fabrikant Country Living Realty

  0 Cheyenne Dr Unit RTC3118403, Jamestown, TN 38556
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  /44

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,982 Sq Ft

  6604 S York Hwy, Clarkrange, TN 38553

  Uncover the perfect blend of comfort and tranquility in this inviting 3-bedroom, 2-bath home tucked away on 2.17 serene acres in downtown Clarkrange, Tennessee. With nearly 2,000 square feet of thoughtfully designed living space?including a spacious living room, abundant kitchen cabinetry, modern appliances, a one-car garage, and a dedicated workshop?this residence offers everything needed for

  Brenda Blaeser First Realty Company

  6604 S York Hwy, Clarkrange, TN 38553
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  /15

  $729,900

  • 1 Bed
  • 1 Bath
  • 476 Sq Ft

  2870 Leatherwood Ford Rd, Jamestown, TN 38556

  Tucked away on 61.69 acres of beautiful countryside along Leatherwood Ford Road, this cozy cabin offers the perfect blend of privacy, nature, and adventure. Whether you're looking for a peaceful retreat, a hunting property, or a weekend getaway, this land delivers wide-open space and a true back-to-nature feel. The property is ideally located just minutes from the Big South Fork National River &

  

  Lisa Garrett

  Mitchell Real Estate & Auction Co.

  (931) 330-3865

  2870 Leatherwood Ford Rd, Jamestown, TN 38556
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  /22

  $89,900

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  166 Maynard Ave, Jamestown, TN 38556

  Perfect for first-time homebuyers, this cozy 2-bedroom, 1-bath home offers a smart split-bedroom layout for added privacy. The kitchen includes appliances, making the move-in process simple and stress-free. Sitting on a 0.67-acre lot, the property backs up to a gentle creek—an ideal spot to relax and enjoy a little outdoor space of your own. Located just minutes from downtown Jamestown, TN,

  

  Lisa Garrett

  Mitchell Real Estate & Auction Co.

  (931) 348-3624

  166 Maynard Ave, Jamestown, TN 38556
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  /9

  $115,000

  0 Bearpen Fork Unit 1328046, Jamestown, TN 38556

  ROCKHOUSE RANCH is a 600 Acre Gated Quiet Horse Community with Direct Access into Big Southfork National River Recreation Area with 100s of miles of trails!! This Untouched Lot is a rare find. It features a Huge Rock Wall and Bluffs...a Creek that runs across the back of the Lot. Several level building sites. Wooded & Private...only 3 lots on the street. All Utilities are Available. County Water

  Diane Schuler 1 Source Realty Pros

  0 Bearpen Fork Unit 1328046, Jamestown, TN 38556
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  /2

  $50,000

  • Land
  • 5.1 Acres
  • $9,804 per Acre

  Lot 29 Parkstown Rd, Wilder, TN 38589

  Want to escape the big city for a wonderful TN mountain property? This may be just for you. Listen to the babbling brook on this fully wooded 5 that is totally wooded and loads of wildlife. This property is gently rolling, allowing you the freedom to clear as much or as little of the woods as you prefer. Plenty of room for homesteading or just a cabin nestled in the woods. Some restrictions and

  Kimberly Rocha Freedom Realty Co. Inc.

  Lot 29 Parkstown Rd, Wilder, TN 38589
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  /15

  $99,000

  106 Legacy Way, Jamestown, TN 38556

  Tucked away in a peaceful equestrian subdivision near East Fork Stables in Jamestown, Tennessee, this 1.42± acre property offers the perfect blend of privacy, functionality, and outdoor lifestyle. The property features a newly constructed RV garage (2025) designed with versatility in mind. It includes a full RV hookup, a covered RV parking area, a separate covered space for a boat, and an

  Dusty Wells 1 Source Realty Pros

  106 Legacy Way, Jamestown, TN 38556
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  /7

  $250,000

  161 Aspen Heights Dr, Jamestown, TN 38556

  Nestled in the heart of Jamestown, TN, this beautiful 3-bedroom soil-approved property offers breathtaking mountain views and a truly stunning natural waterfall, creating a peaceful and private setting for your future home. No restrictions — bring your blueprints and build the home you've always dreamed of. Enjoy the serenity of nature while still being conveniently located to town. A rare

  Lesley McNeal RE/MAX Finest

  161 Aspen Heights Dr, Jamestown, TN 38556
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  /31

  $249,995

  • 4 Beds
  • 3 Baths
  • 3,440 Sq Ft

  224 Mark Twain Ave W, Jamestown, TN 38556

  This home welcomes you with a grand front porch framed by classiccolumns, opening to an entryway with high ceilings and an elegant staircase.Full of character, it features strong bones, beautiful architectural details, andtimeless charm that can’t be replicated. Situated on a full acre, it offers spaceand privacy. A two-car garage with a mother-in-law suite above

  Daniel Demers Sell Your Home Services, LLC

  224 Mark Twain Ave W, Jamestown, TN 38556
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  /15

  $549,000

  0 Old Martha Washington Rd, Clarkrange, TN 38553

  Lush Tennessee farmland..over 900' frontage on paved county road makes perfect setting for your dreams.., whether residential, recreational, farming, or commercial, or any combination of these, the potential for all this and more. Utilities available at street.Currently in the greenbelt program Usually 2 cuttings per year, average 45+- round bales per cutting.Location a plus...a beautiful

  Janice Hamby Third Tennessee Realty and Associates

  0 Old Martha Washington Rd, Clarkrange, TN 38553
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  /10

  $429,900

  00 Sandy Rd N O Rd, Wilder, TN 38589

  Beautiful tract of land with trees and wildlife. This property could be a single family home, used for timber growth, used for wildlife conservation, or a multitude of other possibilities. Big Piney Creek intersects this property. This property offers great potential. Do not miss this excellent opportunity to ''buy dirt''. Adjoining 60 acres available in Overton County. Please see MLS NO. 1327771.

  James McKinnie Tri-Star Real Estate & Auction

  00 Sandy Rd N O Rd, Wilder, TN 38589
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  /13

  $359,900

  • 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
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  /42

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,583 Sq Ft

  1365 Pilgrim Dr, Grimsley, TN 38565

  Welcome to this well maintained 3 bedroom, 2 bath home situated on over an acre in a peaceful country setting. Enjoy relaxing mornings and evenings on the beautiful, spacious front porch. Inside, the split bedroom floor plan offers privacy and functionality, with a versatile bonus room perfect for a home office, playroom, or additional living space. Outside, two storage sheds provide ample room

  

  Kristi Tollett

  Highlands Elite Real Estate

  (931) 229-7577

  1365 Pilgrim Dr, Grimsley, TN 38565
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  /35

  $479,995

  • 3 Beds
  • 2 Baths
  • 2,065 Sq Ft

  1036 Circle Dr, Jamestown, TN 38556

  Move-in ready and fully updated in desirable Allardt Estates! Welcome to 1036 Circle Drive, conveniently located just minutes from Jamestown on the beautiful Upper Cumberland Plateau in Fentress County. This well-maintained home is packed with upgrades and offers exceptional space for living, storage, hobbies, and entertaining. Enjoy peace of mind with a whole-house Generac generator, new roof

  

  Melissa Sterling

  Better Homes & Gardens Real Estate Heritage

  (931) 492-8261

  1036 Circle Dr, Jamestown, TN 38556
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  /7

  $49,900

  20 Bluff View Loop, Allardt, TN 38504

  Seller has already cleared the lot and ready to build, water, and electric on site. Enjoy riding trails within development and ride into the Big South Fork til your heart is content.

  Rhonda Darrow Home Touch Realty, LLC

  20 Bluff View Loop, Allardt, TN 38504
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  /27

  $319,900

  • 3 Beds
  • 2 Baths
  • 2,105 Sq Ft

  6940 S York Hwy, Clarkrange, TN 38553

  Here is your opportunity to own a spacious home at an affordable price. This three-bedroom, two-bathroom all brick residence offers 2105 square feet of single-level living. Notable features include a split bedroom plan, a walk in laundry room, and a spacious island kitchen with lots of cabinetry space and all stainless-steel appliances. The primary bedroom ensuite boasts a walk-in shower,

  Vickie Loftis American Way Real Estate

  6940 S York Hwy, Clarkrange, TN 38553
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  /60

  $445,000

  • 2 Beds
  • 2 Baths
  • 1,210 Sq Ft

  210 Indian Rock Trail, Jamestown, TN 38556

  TRUE Turn Key Equestrian Property with 3.7 ACRES. CIRCULAR driveway with plenty of parking for trailers without blocking the driveway. Flat workspace for horses with excellent footing. House & Barn wired for one plug generator hook-up. New Generator included in this sale. Secure fenced back & front yard for pets. Security system, cameras installed. Ride off your property & in 1 minute be on the

  Steve Diskin Burks Diskin Real Estate

  210 Indian Rock Trail, Jamestown, TN 38556
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  /50

  $399,500

  • 3 Beds
  • 2 Baths
  • 1,194 Sq Ft

  6006 S York Hwy, Clarkrange, TN 38553

  MORE than meets the EYE! Multi-Family Housing! OR Horse Property! OR Investment Property! 2 RV Hook-ups! 3-Stall Barn! 2 Turnout lots! 2 Field Fenced Areas! This mini farm is host to a charming country home and an additional 13' x 48' 2 bed one bath mobile home currently producing $1,250 a month as a rental unit. The mobile home is the perfect size for an in-laws quarters or income producer by

  Jeff Monday The Realty Firm

  6006 S York Hwy, Clarkrange, TN 38553
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  /28

  $255,900

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  2296 Memory Garden Rd, Jamestown, TN 38556

  Excellent 3 bedroom 2 bath home located just outside of Jamestown near Allardt, large open floor plan with a cathedral ceiling, custom cabinets, beautiful vinyl flooring throughout the home, large master suite with a huge master closet, split bedrooms, peaceful wooded lot, located in a great neighborhood, priced to sell quickly!!!Buyer to verify all information and measurements in order to make

  

  Todd Stephens

  Crye-Leike Brown Executive Realty

  (931) 416-0734

  2296 Memory Garden Rd, Jamestown, TN 38556
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  /20

  $22,000

  • Land
  • 5.05 Acres
  • $4,356 per Acre

  Lot 60 W Bobcat Ln, Wilder, TN 38589

  "SELLER IS MOTIVATED-MAKE OFFER. SELLER WANTS TO SELL!' 5.05 surveyed ac totally wooded in a way out private secluded country setting. A mixture of terrain from level – hilly – rolling – sloping to steep terrain. Potential of a Bluff site at the back overlooking the Big Piney Creek. 900 to 1200 ft of elevation. Has 340' of creek frontage. Electric, telephone & Fiber Optics available. Well

  Debra Dodd No. 1 Quality Realty-celina

  Lot 60 W Bobcat Ln, Wilder, TN 38589
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  /41

  $589,900

  • 3 Beds
  • 2 Baths
  • 1,839 Sq Ft

  1926 Old Grimsley Rd, Grimsley, TN 38565

  This modern built home offers 1,839 square feet of comfortable, thoughtfully designed living space on 4.20+/- acres (survey to be provided) in the heart of horse country in Grimsley, Tennessee—an area known for its rural charm, scenic Cumberland Plateau setting, and freedom from county zoning restrictions, allowing you to enjoy horses, livestock, and country living without limitations. The

  

  Lisa Garrett

  Mitchell Real Estate & Auction Co.

  (931) 225-9905

  1926 Old Grimsley Rd, Grimsley, TN 38565

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