Fentress County, TN Homes

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  /19

  $80,000

  0 Roanoke Rd Unit RTC3036202, Jamestown, TN 38556

  Stop dreaming and start riding...Your horse property awaits in Roanoke Village! There's no need to trailer your horses; simply saddle up and ride on over for miles of trails in East Fork Stables. For those seeking even more adventure, you can trailer your horses to explore additional trails in the nearby Big South Fork or Catoosa areas. Conveniently located just 5 minutes from the Jamestown

  

  Heather Conner

  Highlands Elite Real Estate

  (931) 271-1761

  0 Roanoke Rd Unit RTC3036202, Jamestown, TN 38556
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• 

  

  

  /22

  $166,100 Sold Dec 16, 2025

  4551 Upper Crab Rd, Jamestown, TN 38556

  • 4 Beds
  • 1.5 Baths
  • 1,152 Sq Ft
  • Built 1988

  Last Sold Summary

  • $144/SF

  Current Estimated Value $196,057

  Last Listing Agent Rhonda Darrow Home Touch Realty

  4551 Upper Crab Rd, Jamestown, TN 38556
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  /29

  Est $201,189 Not Listed For Sale

  504 Rugby Ave, Jamestown, TN 38556

  • 4 Beds
  • 3 Baths
  • 1,479 Sq Ft
  • Built 1956

  504 Rugby Ave, Jamestown, TN 38556

  Last Sold Summary

  • 40% Above List Price
  • $97/SF
  • 160 Days On Market

  Last Sold Price $143,500

  Last Listing Agent Todd Stephens Crye-Leike Brown Executive Realty
• 

  

  

  /24

  $279,900

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  1228 Allardt Hwy Unit 1228, Jamestown, TN 38556

  Beautiful 3 bedroom 2 bath home located in a great neighborhood between Jamestown and Allardt, very nice home recently updated, new laminate flooring,open floor plan with cathedral ceilings, galley style kitchen with new granite countertops, large pantry, gorgeous master suite , split bedrooms, large covered back porch, attached 2 car garage, professionally landscaped, priced to sell

  

  Todd Stephens

  Crye-Leike Brown Executive Realty

  (931) 666-0401

  1228 Allardt Hwy Unit 1228, Jamestown, TN 38556
• 

  

  /2

  $117,000 Sold Mar 20, 2026

  134 Woodlawn Dr, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft
  • Built 1975

  Last Sold Summary

  • 31% Below List Price
  • $71/SF
  • 73 Days On Market

  Current Estimated Value $160,299

  Last Listing Agent Dusty Wells 1 Source Realty Pros

  134 Woodlawn Dr, Jamestown, TN 38556
• 

  

  /4

  Est $126,602 Not Listed For Sale

  789 Sleepy Hollow Rd, Jamestown, TN 38556

  • 2 Beds
  • 2 Baths
  • 1,132 Sq Ft
  • Built 1984

  789 Sleepy Hollow Rd, Jamestown, TN 38556

  Last Sold Summary

  • 126% Above List Price
  • $49/SF
  • 0 Days On Market

  Last Sold Price $56,000

  Last Listing Agent Benton Williams The Realty Firm
• 

  

  /14

  $29,900

  • Land
  • 1.03 Acres
  • $29,029 per Acre

  0 Georgee Road Lot 14, Jamestown, TN 38556

  Beautiful1.03 acres located in great location. The utilities are at the road and high speed internet available. Call today!

  

  Lisa Garrett

  Mitchell Real Estate & Auction

  (931) 888-3108

  0 Georgee Road Lot 14, Jamestown, TN 38556
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  /32

  $237,500 Sold Sep 25, 2025

  1199 Ashburn Rd, Monterey, TN 38574

  • 4 Beds
  • 3 Baths
  • 1,821 Sq Ft
  • Built 1944

  Last Sold Summary

  • 5% Below List Price
  • $130/SF
  • 4 Days On Market

  Current Estimated Value $238,414

  Last Listing Agent Heather Skender-Newton Skender-Newton Realty

  1199 Ashburn Rd, Monterey, TN 38574
• 

  

  /44

  Est $356,847 Not Listed For Sale

  2659 Pickett Park Hwy, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1994

  2659 Pickett Park Hwy, Jamestown, TN 38556

  Last Sold Summary

  • 5% Above List Price
  • $227/SF
  • 21 Days On Market

  Last Sold Price $339,900

  Last Listing Agent Rhonda Darrow Home Touch Realty
• 

  

  /58

  $855,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 4,640 Sq Ft

  5519 S York Hwy, Grimsley, TN 38565

  Updated Farmhouse on 12.4 Acres with Pool, Barn, Creek & PondEnjoy peaceful country living with room to roam with this beautifully updated farmhouse situated on 12.4 scenic acres. A long paved driveway welcomes you onto the property, where you'll find a spacious 4,000+ sq. ft. home surrounded by open land, pond, and fenced pasture.Inside, the home offers generous living space designed for

  

  Lori M Buck

  Highlands Elite Real Estate

  (931) 651-9347

  5519 S York Hwy, Grimsley, TN 38565
• 

  /2

  $10,000 Sold Jul 09, 2025

  0 Chapman Rd Unit RTC2900949, Jamestown, TN 38556

  • Land
  • 0.14 Acre
  • $71,429 per Acre

  Last Sold Summary

  • 33% Below List Price
  • 128 Days On Market

  Last Listing Agent Rhonda Darrow Home Touch Realty

  0 Chapman Rd Unit RTC2900949, Jamestown, TN 38556
• 

  

  /7

  Est $285,649 Not Listed For Sale

  3502 Pickett Park Hwy, Jamestown, TN 38556

  • 3 Beds
  • 1.5 Baths
  • 1,221 Sq Ft
  • Built 1970

  3502 Pickett Park Hwy, Jamestown, TN 38556

  Last Sold Summary

  • 56% Above List Price
  • $150/SF
  • 65 Days On Market

  Last Sold Price $183,000

  Last Listing Agent Steve Diskin Burks Diskin Real Estate
• 

  

  /43

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,649 Sq Ft

  2471 Rugby Pike, Jamestown, TN 38556

  Breathtaking 3 bedroom 2 bath custom built home that comes FULLY FURNISHED located in Allardt , home is in excellent condition with a spacious living room, gorgeous kitchen with custom cabinets and granite countertops, tile floors in all the wet areas, huge master suite with lots of closet space and custom tile shower and tub, formal dining area, professionally landscaped and a beautiful attached

  

  Todd Stephens

  Crye-Leike Brown Executive Rea

  (931) 416-3660

  2471 Rugby Pike, Jamestown, TN 38556
• 

  

  /19

  $113,000 Sold May 19, 2025

  1005 Woodlawn Rd, Jamestown, TN 38556

  • 3 Beds
  • 1 Bath
  • 988 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Below List Price
  • $114/SF
  • 0 Days On Market

  Current Estimated Value $122,331

  Last Listing Agent Dallas Edwards The Real Estate Collective

  1005 Woodlawn Rd, Jamestown, TN 38556
• 

  

  /51

  Est $194,000 Not Listed For Sale

  3465 Pickett Park Hwy, Jamestown, TN 38556

  • 3 Beds
  • 1.5 Baths
  • 1,245 Sq Ft
  • Built 1973

  3465 Pickett Park Hwy, Jamestown, TN 38556

  Last Sold Summary

  • 56% Below List Price
  • $353/SF
  • 194 Days On Market

  Last Sold Price $440,000

  Last Listing Agent Rhonda Darrow Home Touch Realty
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  /40

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft

  1065 Star Point Rd, Jamestown, TN 38556

  Beautiful 3 bedroom 2 bath ranch home on 5+ unrestricted ALL FENCED acres that in a great neighborhood just north of Jamestown, not far from Big South Fork National Park and East Fork Stables, home is excellent condition, new flooring custom cabinets, large bonus room with gas fireplace, property is fenced with nice horse barn with attached equipment shed and tack room with power and water,long

  

  Todd Stephens

  Crye-Leike Brown Executive Rea

  (931) 429-3963

  1065 Star Point Rd, Jamestown, TN 38556
• 

  

  /16

  $355,000 Sold Mar 11, 2026

  499 Billy Ridge Rd, Jamestown, TN 38556

  • 3 Beds
  • 2.5 Baths
  • 3,600 Sq Ft
  • Built 1980

  Last Sold Summary

  • 11% Below List Price
  • $99/SF
  • 0 Days On Market

  Current Estimated Value $205,000

  Last Listing Agent EC Moore The Property Company

  499 Billy Ridge Rd, Jamestown, TN 38556
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  /33

  Est $189,513 Not Listed For Sale

  1172 Taylor Place Rd, Jamestown, TN 38556

  • 3 Beds
  • 1 Bath
  • 974 Sq Ft
  • Built 1977

  1172 Taylor Place Rd, Jamestown, TN 38556

  Last Sold Summary

  • 10% Above List Price
  • $178/SF
  • 71 Days On Market

  Last Sold Price $173,000

  Last Listing Agent Elaine Walden East Tennessee Properties, LLC
• 

  

  /16

  $197,500 Pending

  • 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
• 

  

  /30

  $195,000 Sold Aug 15, 2025

  903 River Chase Trail, Clarkrange, TN 38553

  • 3 Beds
  • 4 Baths
  • 1,176 Sq Ft
  • Built 2014

  Last Sold Summary

  • 2% Below List Price
  • $166/SF
  • 3 Days On Market

  Last Listing Agent Todd Stephens Crye-Leike Brown Executive Realty

  903 River Chase Trail, Clarkrange, TN 38553
• 

  

  /9

  Est $93,000 Not Listed For Sale

  208 Garrett St, Jamestown, TN 38556

  • Built 1930

  208 Garrett St, Jamestown, TN 38556

  Last Sold Summary

  • 705% Above List Price
  • $10/SF
  • 26 Days On Market

  Last Sold Price $11,550

  Last Listing Agent Bart Neely Bestway Realty
• 

  

  /30

  $199,900

  • 4 Beds
  • 2 Baths
  • 1,222 Sq Ft

  Unlisted Address

  Beautiful Brick Home!!! Completely remodeled 3 bedroom 2 bath brick home located in the city limits, new flooring and paint throughout the home, custom kitchen,spaciuos living room, large bonus room, central heat and air with backup natural gas heat,water well also on the property, just down the street from a main intersection, Also the building next door could also possibly be purchased, priced

  

  Todd Stephens

  Crye-Leike Brown Executive Realty

  (931) 575-5442

  Unlisted Address
• 

  /2

  $27,500 Sold Jan 16, 2026

  373 Georgee Rd, Jamestown, TN 38556

  • Land
  • 1.52 Acres
  • $18,092 per Acre

  Last Sold Summary

  • 21% Below List Price

  Last Listing Agent Lisa Garrett Mitchell Real Estate & Auction LLC

  373 Georgee Rd, Jamestown, TN 38556
• 

  

  /3

  Est $179,334 Not Listed For Sale

  1312 Hamilton Field Rd, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1972

  1312 Hamilton Field Rd, Jamestown, TN 38556

  Last Sold Summary

  • 111% Above List Price
  • $68/SF
  • 1 Day On Market

  Last Sold Price $85,000

  Last Listing Agent Rhonda Darrow Home Touch Realty
• 

  

  /59

  $1,160,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 4,640 Sq Ft

  5519 S York Hwy, Grimsley, TN 38565

  Private Farm Estate with Commercial Opportunity on 22+ AcresExperience the perfect blend of country living, modern updates, and business potential with this exceptional 22+ acre farmhouse estate. A long paved driveway leads you through fenced and cross-fenced pastureland to a beautifully updated 4,000+ sq. ft. farmhouse designed for comfort, recreation, and multi-generational living, with 3

  

  Lori M Buck

  Highlands Elite Real Estate

  (931) 869-9202

  5519 S York Hwy, Grimsley, TN 38565
• 

  

  /11

  $384,100 Sold Aug 18, 2025

  169 Creekview Ct, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 1,766 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $217/SF
  • 6 Days On Market

  Last Listing Agent Rhonda Darrow Home Touch Realty

  169 Creekview Ct, Jamestown, TN 38556
• 

  

  /25

  Est $319,886 Not Listed For Sale

  1000 Hickory Hill Dr, Jamestown, TN 38556

  • 2 Beds
  • 2 Baths
  • 1,168 Sq Ft
  • Built 1987

  1000 Hickory Hill Dr, Jamestown, TN 38556

  Last Sold Summary

  • $273/SF
  • 2 Days On Market

  Last Sold Price $319,000

  Last Listing Agent Rhonda Darrow Home Touch Realty
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  /72

  $1,200,000

  • 4 Beds
  • 4 Baths
  • 3,812 Sq Ft

  265 Falling Leaf Rd, Jamestown, TN 38556

  Your Tennessee Lakefront Dream Home awaits!!! This magnificent Craftsman Hillside-Walkout Custom Home sits on Beautiful Lake Tara in the mountains of Tennessee. The home is designed by Architect Donald Gardner, with 3800+ sq-ft. This 4-bedroom, 4 full bath home lets you easily get lost in the details. The home has a gorgeous stone entrance which leads you into the main living area. Upon entry you

  

  Todd Stephens

  Crye-Leike Brown Executive Realty

  (931) 391-3347

  265 Falling Leaf Rd, Jamestown, TN 38556
• 

  

  /35

  $280,000 Sold Jul 08, 2025

  122 Jay Loop, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 2021

  Last Sold Summary

  • 7% Below List Price
  • $187/SF
  • 38 Days On Market

  Current Estimated Value $297,752

  Last Listing Agent Todd Stephens Crye-Leike Brown Executive Realty

  122 Jay Loop, Jamestown, TN 38556
• 

  

  /57

  Est $303,281 Not Listed For Sale

  2346 Double Top Rd, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 1,636 Sq Ft
  • Built 2000

  2346 Double Top Rd, Jamestown, TN 38556

  Last Sold Summary

  • 28% Below List Price
  • $257/SF
  • 28 Days On Market

  Last Sold Price $420,000
• 

  

  /15

  $74,900

  • Land
  • 1.93 Acres
  • $38,808 per Acre

  1.93ac Glenobey Rd, Jamestown, TN 38556

  Awesome building lot or investment lot with BREATHTAKING VIEWS, located just minutes from town and just north of East Fork Stables and near Dale Hollow Lake, you can't beat this lot at this price!!! Buyer to verify all information and measurements in order to make an informed offer.

  

  Todd Stephens

  Crye-Leike Brown Executive Rea

  (931) 345-3261

  1.93ac Glenobey Rd, Jamestown, TN 38556
• 

  

  /37

  $237,900 Sold Nov 19, 2025

  413 St Anthony Dr, Jamestown, TN 38556

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 2021

  Last Sold Summary

  • 3% Above List Price
  • $159/SF
  • 10 Days On Market

  Current Estimated Value $239,515

  Last Listing Agent Rhonda Darrow Home Touch Realty

  413 St Anthony Dr, Jamestown, TN 38556
• 

  

  /45

  Est $216,428 Not Listed For Sale

  1040 Tom Price Rd, Jamestown, TN 38556

  • 3 Beds
  • 1 Bath
  • 1,307 Sq Ft
  • Built 1951

  1040 Tom Price Rd, Jamestown, TN 38556

  Last Sold Summary

  • 14% Above List Price
  • $145/SF
  • 114 Days On Market

  Last Sold Price $190,000

  Last Listing Agent Lisa Garrett Mitchell Real Estate & Auction LLC
• 

  

  /12

  $69,900

  • Land
  • 6.2 Acres
  • $11,274 per Acre

  Lot 62 Apache Rd, Jamestown, TN 38556

  Escape to the beauty of East Tennessee with this 6.2 acre fully wooded property in Jamestown. Tucked into the hills and surrounded by trees, this scenic tract offers breathtaking mountain views, privacy, and a true sense of seclusion. The natural landscape provides character and elevation that capture stunning vistas and cool mountain breezes. With several potential building areas and perc

  

  Lisa Garrett

  Mitchell Real Estate & Auction Co.

  (931) 271-5424

  Lot 62 Apache Rd, Jamestown, TN 38556
• 

  

  /19

  $399,900 Sold Apr 29, 2025

  372 Annabelle Way, Jamestown, TN 38556

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 2025

  Last Sold Summary

  • $222/SF
  • 71 Days On Market

  Last Listing Agent Todd Stephens Crye-Leike Brown Executive Realty

  372 Annabelle Way, Jamestown, TN 38556
• 

  

  /44

  Est $373,989 Not Listed For Sale

  1 Fox Bluff, Monterey, TN 38574

  • 2 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 1991

  1 Fox Bluff, Monterey, TN 38574

  Last Sold Summary

  • 3% Above List Price
  • $240/SF
  • 4 Days On Market

  Last Sold Price $363,000

  Last Listing Agent Sheryl Webb Weichert, Realtors-The Webb Agency
• 

  

  /15

  $150,000 Pending

  • Land
  • 4.52 Acres
  • $33,186 per Acre

  0 Falling Leaf Rd Unit 240522, Jamestown, TN 38556

  Beautiful Area. This 4.52 acres consists of two parcels. Build a nice home or two on this land and enjoy the nice country setting. The land has 2 parcels so two homes can be built on it. Utilities at the property. The property is a corner lot and has lake access from the dam. The land also has a gas well situated on the property that goes with the lot, and the owner of the lot has the right to

  

  Lisa Garrett

  Mitchell Real Estate & Auction Co.

  (931) 616-4884

  0 Falling Leaf Rd Unit 240522, Jamestown, TN 38556
• 

  /2

  $235,000 Sold Mar 30, 2026

  61 ac Murray Ln, Jamestown, TN 38556

  • Land
  • 61 Acres
  • $3,852 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Kimberly Allen American Way Real Estate

  61 ac Murray Ln, Jamestown, TN 38556
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  /49

  Est $528,216 Not Listed For Sale

  2075 Clarkrange Monterey Hwy, Monterey, TN 38574

  • 4 Beds
  • 3 Baths
  • 2,304 Sq Ft
  • Built 2003

  2075 Clarkrange Monterey Hwy, Monterey, TN 38574

  Last Sold Summary

  • 11% Above List Price
  • $206/SF
  • 55 Days On Market

  Last Sold Price $474,900

  Last Listing Agent Tina Isham Isham Jones Realty
• 

  

  /27

  $77,900

  • Land
  • 10.64 Acres
  • $7,321 per Acre

  0 Wild Magnolia Unit 1326158, Jamestown, TN 38556

  Beautiful 10.64-acre property tucked away at the end of the road, offering privacy, peace, and endless potential. The land features a cleared building site ready for your future home, complete with a rock driveway, gated entrance, and fencing at the entry for added security and charm. Trails run around the perimeter of the property, making it easy to explore and enjoy the land, and the boundaries

  

  Lisa Garrett

  Mitchell Real Estate & Auction

  (931) 575-5952

  0 Wild Magnolia Unit 1326158, Jamestown, TN 38556

Showing Results 41 - 80, Page 2 of 18