Homes for Sale in 38556

• 

  

  

  /25

  $299,900 New Construction

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

  560 Saint Anthony Dr, Jamestown, TN 38556

  Beautiful New Construction in Stone Cliff Acres - Perfectly Located Between Jamestown & Crossville!Welcome to Stone Cliff Acres, where peaceful country living meets modern comfort. This brand-new home offers the best of both worlds — a quiet, wooded setting with convenient access to Jamestown and Crossville.Step inside and experience a bright, open-concept floor plan featuring vaulted

  

  Todd Stephens

  Crye-Leike Brown Executive Realty

  (931) 536-9679

  560 Saint Anthony Dr, Jamestown, TN 38556
• 

  

  /2

  $389,900 New Construction

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

  1458 Taylor Place Rd, Jamestown, TN 38556

  : New construction! This beautiful 3-bedroom, 2-bath home offers over 1,500 sq ft of thoughtfully designed living space, all on one level with a durable slab foundation. Featuring an open floor plan with a spacious kitchen and great room, this home is perfect for modern living and entertaining. The primary suite provides a private retreat with a large bath and walk-in closet. Situated on 1.51

  

  Todd Stephens

  Crye-Leike Brown Executive Realty

  (931) 329-4597

  1458 Taylor Place Rd, Jamestown, TN 38556
• 

  

  

  /29

  $299,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft

  103 N Duncan St, Jamestown, TN 38556

  NEW CONSTRUCTION!! MOVE IN READY!! Beautiful 1650+ sqft 3 bedroom 2 bath home ,located in the city limits of Jamestown, large open floor plan with split bedrooms, cathedral ceilings, quartz countertops, large master suite with walk in closet, large utility room, large front and back porches, city sewer very peaceful and beautiful neighborhood, close to Big South Fork National Park yet located

  

  Todd Stephens

  Crye-Leike Brown Executive Realty

  (931) 369-3070

  103 N Duncan St, Jamestown, TN 38556
• 

  

  

  /11

  $110,000

  • Land
  • 0.74 Acre
  • $148,649 per Acre

  0 Lot 51 Grandview Way Unit 13806266, Jamestown, TN 38556

  Beautiful cleared lot with bluff views in the highly coveted equine community, The Highlands At Big South Fork! Just shy of an acre, this lot provides ample room to build your perfect home. This lot has been recently cleared and is ready for your new homesite. Enjoy 50 miles of community horse trails with breathtaking bluff views. Lot also includes membership to East Fork Stables providing an

  Stephanie Cross United Country Real Estate / Tennessee Real Properties

  0 Lot 51 Grandview Way Unit 13806266, Jamestown, TN 38556
• 

  

  

  /60

  $790,000

  • 3 Beds
  • 3 Baths
  • 1,790 Sq Ft

  2025 Allardt-Tinch Rd, Jamestown, TN 38556

  MOTIVATED SELLER - PRICED BELOW APPRAISED VALUE! Custom 2022-built homestead on 40.62 UNRESTRICTED ACRES in the heart of Tennessee horse country with privacy, infrastructure, and high-speed fiber internet already in place. Located at the end of a 1,000' private driveway, this low-maintenance property offers a rare combination of seclusion and convenience--just 10 minutes to town, 7 miles to East

  Stephanie Cross United Country Real Estate/Tennessee Real Properties

  2025 Allardt-Tinch Rd, Jamestown, TN 38556
• 

  

  /14

  $92,000

  • Land
  • 7.62 Acres
  • $12,073 per Acre

  0 Flat Rock Unit 24849926, Jamestown, TN 38556

  7.62 acres in a new development! Discover the best of both worldspeaceful country living with the convenience of being just minutes from town. This property offers wide-open space, scenic views, and a quiet creek meandering through the valley. Whether youre dreaming of building a cozy cabin, a family homestead, or a private retreat, this land provides the flexibility to make it your own. With

  Kimberly Rocha Freedom Realty Company Inc.

  0 Flat Rock Unit 24849926, Jamestown, TN 38556
• 

  

  /10

  $34,900

  • Land
  • 5.9 Acres
  • $5,915 per Acre

  0 Wilson Ridge Rd, Jamestown, TN 38556

  Off Grid paradise, 5.9 acres of desirable hunting land or recreational land. No amenities such as electric or city water are available. Heavily wooded, really untouched, like stepping back in time! Absolutely stunning property

  Kimberly Rocha Freedom Realty Company Inc.

  0 Wilson Ridge Rd, Jamestown, TN 38556
• 

  

  /28

  $11,000

  • Land
  • 0.88 Acre
  • $12,500 per Acre

  200 Pierce Rd, Jamestown, TN 38556

  0.88 Acres in Stone Cliff – Jamestown, TNLocation & SettingEstablished Stone Cliff subdivision in Fentress CountyJust 12 miles south of downtown JamestownElevated homesite with natural slope — ideal for walk-out basementMature trees + peaceful valley surroundingsPrivacy without isolationOutdoor & Lifestyle AppealMinutes to Big South Fork

  Aisha Zulfiquar Triland Co

  200 Pierce Rd, Jamestown, TN 38556
• 

  

  /51

  $149,500

  • 1 Bed

  1023 Flat Rock Rd, Jamestown, TN 38556

  UNRESTRICTED – Endless Possibilities on 9.31 Acres! Escape to this peaceful 9.31-acre property offering privacy, natural beauty, and total freedom with no zoning or restrictions. A newly installed driveway and gated entrance lead to a charming 272 sq ft off-grid cabin with a 3/12 shingled roof—perfect for off-grid living, a weekend retreat, hunting cabin, Airbnb getaway, or a base while you build

  Mary Rocha Freedom Realty Co. Inc.

  1023 Flat Rock Rd, Jamestown, TN 38556
• 

  

  /10

  $33,500

  • Land
  • 6.83 Acres
  • $4,905 per Acre

  0 Wilson Ridge Rd, Jamestown, TN 38556

  Off Grid paradise, 6.83 acres of desirable hunting land or recreational land. No amenities such as electric or city water are available. Heavily wooded, really untouched, like stepping back in time! Absolutely stunning property

  Kimberly Rocha Freedom Realty Company Inc.

  0 Wilson Ridge Rd, Jamestown, TN 38556
• 

  

  /111

  $5,250,000

  • 3 Beds
  • 2 Baths
  • 3,501 Sq Ft

  2965 S York Hwy, Jamestown, TN 38556

  A Rare Business & Real Estate Offering – 68 Acres in Fentress County, TNHighland Manor Winery, established in 1980, holds the distinction of being Tennessee’s oldest winery. Paired with Sawbriar Brewing, Fentress County’s first tap room, this property represents a unique dual-brand enterprise at the forefront of Tennessee’s food and beverage scene. Together, they deliver award-winning wines,

  Stephanie Cross United Country Real Estate / Tennessee Real Properties

  2965 S York Hwy, Jamestown, TN 38556
• 

  

  /42

  $438,500 Open House 3/29

  • 3 Beds
  • 2.5 Baths
  • 2,584 Sq Ft

  317 Georgee Rd, Jamestown, TN 38556

  Welcome to 317 Georgee Rd - where privacy, comfort, and outdoor living come together beautifully. Situated on an impressive 1.25 acres, this well maintained property offers the kind of peaceful setting that's hard to find. Tucked away from the hustle and bustle, you'll immediately appreciate the privacy, mature landscaping, and thoughtfully designed outdoor spaces. The backyard is truly made for

  Gage Dople Wallace

  317 Georgee Rd, Jamestown, TN 38556
• 

  

  /45

  $279,000

  • 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
• 

  

  /12

  $279,000 New Construction

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

  1182 Bill Black Rd, Jamestown, TN 38556

  Construction well under way. Nestled on nice level corner lot with room to build a garage/workshop. Inviting covered full front porch, venture inside to find open split floor plan with cathedral ceiling, laminate flooring, shaker cabinets with island. Master bedroom has large walk in closet, double vanity and walk in tile shower. 2 other spacious bedroom with bath in middle. Covered back porch

  Rhonda Darrow Home Touch Realty

  1182 Bill Black Rd, Jamestown, TN 38556
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  /60

  $850,000

  • 3 Beds
  • 3.5 Baths
  • 2,228 Sq Ft

  140 Cherry Ridge Rd, Jamestown, TN 38556

  This is a gem, a rare find, you won't see every day! A spacious 20+acre property in a nice neighborhood. It features a 2228 sq ft home with 3 bedrooms, 2 1/2 baths, a large living room with a tray ceiling and fireplace, a spacious kitchen with a bar, formal dining area, laundry room, large screened in porch, solid wood doors throughout the home, an attached 2 car garage. It also has a half

  Jason Cantrell Triple C Realty & Auction, LLC

  140 Cherry Ridge Rd, Jamestown, TN 38556
• 

  

  /43

  $699,000

  • 2 Beds
  • 1.5 Baths
  • 880 Sq Ft

  8225 Red Hill Rd, Jamestown, TN 38556

  New construction barndominium on 25 rolling acres with Wolf River frontage and stunning views of the farm and Tennessee hills. The main level offers a finished flex space with half bath, ideal for a bedroom or office, plus approx. 1300 sq ft of open barn space with stall. The upper level features an open kitchen/living area with electric fireplace and large windows, full bath with laundry,

  Kelly Latham ReMax Country Living, LLC

  8225 Red Hill Rd, Jamestown, TN 38556
• 

  

  /28

  $279,900

  • 3 Beds
  • 2 Baths
  • 1,497 Sq Ft

  250 Skyline Dr, Jamestown, TN 38556

  Discover move-in ready comfort in this beautifully updated single-level home at 250 Skyline Dr., situated on a rare flat 1.148-acre lot in a peaceful cul-sac. Boasting 3 bedrooms and 2 baths, the standout master suite offers generous space and modern convenience. Recent upgrades include all New windows, a brand-new kitchen with stainless appliances, fresh paint, and New luxury vinyl plank

  Steven Paul Keller Williams West Knoxville

  250 Skyline Dr, Jamestown, TN 38556
• 

  

  /24

  $309,900

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

  414 St Anthony Dr, Jamestown, TN 38556

  Welcome to 414 Saint Anthony Drive, a charming country retreat nestled in the peaceful countryside of Jamestown, TN. This beautifully maintained home offers 3 bedrooms and 2 bathrooms with an open-concept living area that boasts natural light and cozy touches throughout. The spacious kitchen features modern appliances, ample cabinetry, and a convenient layout perfect for everyday living or

  Matt Sargent Keller Williams Realty

  414 St Anthony Dr, Jamestown, TN 38556
• 

  

  /24

  $229,900

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft

  921 Barney Holt Rd, Jamestown, TN 38556

  Welcome to 921 Barney Holt Road, a charming and well-loved 3 bedroom, 2 bathroom home situated on almost an acre in Jamestown. This property offers peaceful country living while still being just minutes to town. Enjoy beautiful views from the front porch, perfect for morning coffee or winding down in the evenings. Inside, the home features a comfortable layout with a cozy living area, an inviting

  Katie Miller The Real Estate Collective

  921 Barney Holt Rd, Jamestown, TN 38556
• 

  

  /18

  $249,000

  • 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
• 

  

  /24

  $329,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,417 Sq Ft

  85 Laurel Dr, Jamestown, TN 38556

  New Construction in Whispering Winds - Be the first to own this stunning brand-new home in the highly desired Whispering Winds subdivision - the first new construction to hit the market here in years. Don't buy before you see this one! This custom-built home is loaded with premium features including quartz countertops, 9' ceilings, a cathedral ceiling in the living room, and a vaulted ceiling in

  Noah Smith Southern Star Realty

  85 Laurel Dr, Jamestown, TN 38556
• 

  

  /18

  $269,000

  • 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
• 

  

  /7

  $279,000

  2726 Doubletop Rd, Jamestown, TN 38556

  Nice 15.94 +/- acres mostly in beautiful rolling pasture with some tree lines. Property has new survey and is completely fenced., with pretty valley views . Property comes with a great business opportunity with a Rock Quarry that is located towards the back side . The Rock Quarry is currently in idle, but in the past the family had the business up and going. This opportunity doesn't come along

  Deborah Mountain Bestway Realty

  2726 Doubletop Rd, Jamestown, TN 38556
• 

  

  /7

  $249,900

  0 Holt Spur Dr, Jamestown, TN 38556

  Looking for development land inside the city limits but away from all the hustle & bustle?Here is 38 acres level to rolling with road cut in you could do multi family, apartments or sub divide and do homes. Public sewer, water and gas are available as well as electric. The possibilities are endless, you decide.

  Rhonda Darrow Home Touch Realty, LLC

  0 Holt Spur Dr, Jamestown, TN 38556
• 

  

  /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 Triple C Realty & Auction, LLC

  523 General Ln, Jamestown, TN 38556
• 

  

  /31

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  201 Taylor Ave, Jamestown, TN 38556

  If you are looking for a property with two houses being sold together then be sure to look at this. 210 Taylor Ave has 3 bdr & 2 bathroom, , built in 1940, central heat & air, Both homes are located in the Jamestown City Limits close to stores and eateries. Both being sold together for $225,000.00. Second house located at 325 N Smith St Jamestown built in 1968, 1156 sq. ft. (info from tax

  Deborah Mountain Bestway Realty

  201 Taylor Ave, Jamestown, TN 38556
• 

  

  /29

  $249,929

  • 3 Beds
  • 2 Baths
  • 1,223 Sq Ft

  1703 Perimeter Dr, Jamestown, TN 38556

  Tucked w/in the Whispering Winds Lake community, this lovingly maintained home invites you to slow down & enjoy the beauty of everyday living. Wake each morning to peaceful views of Whispering Winds Lake from the primary suite, the living room, & secondary bedroom. Sunlight pours into the living room where a vaulted ceiling creates a bright & welcoming space. Behind the home, a tranquil wooded

  Heather Skender-Newton Skender-Newton Realty

  1703 Perimeter Dr, Jamestown, TN 38556
• 

  

  /8

  $289,000

  • 3 Beds
  • 2 Baths
  • 1,453 Sq Ft

  2075 Allardt-Tinch Rd, Jamestown, TN 38556

  Now under construction 3 bedroom 2 bath home. Open split floor plan with cathedral ceiling in living room & kitchen area. Master bedroom has large walk in closet, tile walk in shower. Spacious laundry room, 1 car attached garage. Covered front & back porch. Minutes to all amenities. Purchase today to choose all your colors and flooring. Portion of larger tract no taxes are assessed yet

  Rhonda Darrow Home Touch Realty

  2075 Allardt-Tinch Rd, Jamestown, TN 38556
• 

  

  /38

  $359,700

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft

  528 Saint Anthony Dr, Jamestown, TN 38556

  Picture yourself in this stunning two-year old home that is nestled on 1.24 acres of a park like setting where you can unwind, enjoy nature and walk to the flowing creek that borders the property. With its thoughtful design, the residence boasts three bedrooms, two baths, high ceilings, beautiful wide plank wood flooring, and an open floor plan. The split bedroom plan ensures comfort and privacy

  Vickie Loftis American Way Real Estate

  528 Saint Anthony Dr, Jamestown, TN 38556
• 

  

  /34

  $229,000

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  501 Hill Rd, Jamestown, TN 38556

  Mature shade trees, acreage, creek, minutes to town sound like something you are looking for? Come check out this ranch style home on 8.75 acres with creek, level, lush yard, & dotted with mature hardwoods for shade. Wooded acreage can be cleared for pasture or just leave for privacy. Features 3 bedroom 1 bath with large living room, eat in kitchen, with lots of birch wood cabinets. Laundry

  Rhonda Darrow Home Touch Realty LLC

  501 Hill Rd, Jamestown, TN 38556
• 

  

  /46

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,647 Sq Ft

  1651 Pennsylvania Ave, Jamestown, TN 38556

  Location like this one doesn't come on market often in the heart of Allardt!! Looking for a new family to enjoy the beauty of this spacious split floor plan with 3 bedroom 2 baths. Cathedral ceiling in living room with windows to add to it beauty and openness with charming brick wood burning fireplace so cozy up with a good book or roast marshmallows with the family gathered round. Enjoy

  Rhonda Darrow Home Touch Realty, LLC

  1651 Pennsylvania Ave, Jamestown, TN 38556
• 

  

  /26

  $389,000

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

  538 Spruce Creek Dr, Jamestown, TN 38556

  REDUCED AGAIN! SELLERS VERY MOTIVATED! Location, Location, Location in an equestrian community! There is NO HOA here.About 1 mile in on Spruce Creek Drive on 2.43 acres sits a beautiful 2 bedroom with a large/study bonus room, and 2 full bathroom home looking out over the Spruce Creek Acres Community. This is a horse property with direct access to Big South Fork National Park community trails.

  Kathy Brown Wallace

  538 Spruce Creek Dr, Jamestown, TN 38556
• 

  

  /35

  $289,900

  • 4 Beds
  • 2 Baths
  • 2,052 Sq Ft

  111 Guffey Ln, Jamestown, TN 38556

  Mini-Farm Ready Brick Home on 1.44 Acres with Pole Barn Charming brick ranch on 1.44 unrestricted acres in a peaceful country setting! Located on a spacious corner lot, this versatile property offers the ideal setup for mini-farm living, hobby farming, or anyone seeking room to spread out with no restrictions. The land features a fenced backyard, separate fenced pasture, and a large 36x32 pole

  Donna Baisley Baisley Hometown Realty LLC

  111 Guffey Ln, Jamestown, TN 38556
• 

  

  /37

  $329,929

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

  337 Colditz Rd, Jamestown, TN 38556

  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 generator. Step outside to enjoy the serene covered back

  Heather Skender-Newton Skender-Newton Realty

  337 Colditz Rd, 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
• 

  

  /17

  $259,900

  • 3 Beds
  • 1 Bath
  • 1,335 Sq Ft

  3514 Mount Helen Rd, Allardt, TN 38504

  Trail Riders dream location: 2 miles to Big South Fork National Park and Recreation Area (Mill Creek Trailhead), 3.5 miles to Zenith Rd. Trailhead and many other prime destinations in the famous Big South Fork National Park and is a short drive to East Fork Stables. East Fork Stables is a popular trail riding area with a 100+ miles of scenic trails. This home has an abundance of storage with two

  Tim Peavyhouse Peavyhouse & Associates

  3514 Mount Helen Rd, Allardt, TN 38504
• 

  

  /4

  $39,900

  • Land
  • 3.57 Acres
  • $11,176 per Acre

  n/a Panther Branch Rd, 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

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

  

  /26

  $749,998

  • Land
  • 152 Acres
  • $4,934 per Acre

  0 Prong of Clear Fork, Jamestown, TN 38556

  Opportunity of a lifetime! This sprawling 150-acre UNRESTRICTED property in Jamestown offers endless potential and is a rare find. With an easement already in place for access, this incredible land is loaded with value, featuring tons of marketable timber and rock. Adding to its allure, the beautiful North Prong Clear Fork Creek winds through the property, creating serene waterfront views and an

  Elijah Castelli Elevate Real Estate

  0 Prong of Clear Fork, Jamestown, TN 38556
• 

  

  /5

  $144,000

  • Land
  • 11.96 Acres
  • $12,040 per Acre

  149 Aspen Heights Rd, Jamestown, TN 38556

  Discover the perfect place to build your forever home on this beautiful 11.97-acre tract in a brand-new subdivision! This property offers gorgeous views and a stunning natural waterfall, creating a peaceful and scenic setting. A 3-bedroom septic permit is already on file, electric is available at the road, and well water will be needed. With no restrictions, you have the freedom to bring your

  Lesley McNeal RE/MAX Finest

  149 Aspen Heights Rd, Jamestown, TN 38556
• 

  

  /52

  $1,200,000

  • Land
  • 237 Acres
  • $5,063 per Acre

  0 Buffalo Cove Ln Unit 242634, Jamestown, TN 38556

  This remarkable 237 acre property offers a rare opportunity to own a large tract of TN countryside with exceptional recreational potential. Approx. 204 acres are protected by a recorded conservation easement with the State of TN, helping preserve the land's natural beauty and wildlife habitat. A recent survey is available. The property includes two livable cabins currently in use, featuring fiber

  Amber Flynn-Jared The Real Estate Collective

  0 Buffalo Cove Ln Unit 242634, Jamestown, TN 38556

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