Vintage homes for sale & real estate in Fentress County, TN

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ABOUT THIS HOME
Vintage Home for sale in Fentress County, TN:
Excellent Ranch Home in the heart of Jamestown sitting on a 1 acre lot offering quality single level living with impressive outdoor amenities. This well-designed 2 bedroom, 2 bathroom fully renovated Central Jamestown location providing easy access to local amenities. 1 acre with a pond! Outside of the home (NEW) Roof - rain gutter - siding - windows, double pane Three doors - 10 lights - Light on porch and carport and back deck. Concrete front porch to look like brown wood - Back deck with roof. Inside of home - All copper pipe removed and complete new PVC put in. New hot and cold water, drain and waste water lines. Complete new electric, with new circuit box. New bathrooms, with washer a

$189,900

2 beds2 baths900 sq ft

1475 Taylor Place Rd, Jamestown, TN 38556

Ranch home • Fully renovated • Pond

(865) 938-3403

ABOUT THIS HOME
Vintage Home for sale in Fentress County, TN:
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 room/mudroom has extra storage for small freezer or add a pantry. Attached & detached carport, storage buildings for all your toys. No restrictions and only minutes to any riding trails. Add your own personal touch to make this one your own.

$229,000

3 beds1 bath1,092 sq ft

501 Hill Rd, Jamestown, TN 38556

Acreage • Eat in kitchen • Large living room

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Vintage Home for sale in Fentress County, TN:
This 3-bedroom, 2-bath Craftsman-style home was completely remodeled in 2022, inside and out. Updates include new plumbing, wiring, flooring, and beautifully renovated bathrooms and kitchen, giving this home a perfect blend of modern comfort and timeless character. Located in the charming community of Grimsley, nestled between Crossville and Jamestown, you'll enjoy peaceful small-town living with the convenience of nearby amenities. Sitting on 1.5 acres, there's plenty of space to roam, along with a detached building/garage and a storm shelter for added value and security. Move-in ready and full of charm, this home offers the perfect mix of style, space, and location!

$340,000

3 beds2 baths1,520 sq ft

5550 S York Hwy, Grimsley, TN 38565

Craftsman style home • New plumbing • New wiring

(865) 498-0183

ABOUT THIS HOME
Vintage Home for sale in Fentress County, TN:
Spacious Brick Home Beauty in Clarkrange, TN !3 Bed, 2 bath, 2 story home on 1 acre. This charming 1,700 sq ft brick home offers room to roam and updates you'll love—new windows, HVAC, and steps! Enjoy peaceful country living with a detached garage/workshop, carport, and extra outbuilding for all your hobbies and storage needs, Fresh upgrades for comfort and style, Covered parking + versatile workspace, Plenty of outdoor space to play, garden, or relax.

$199,900

3 beds2 baths1,706 sq ft

1089 Bicknell Road Rd, Clarkrange, TN 38553

Outbuildings • Detached workshop • Hvac unit

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Vintage Home for sale in Fentress County, TN:
This 3 bedroom 1 bath home sits on a quiet 1.8 acres. Featuring hardwood floors and a full finished upstairs, this home has so much potential! With extensive flex space that could be utilized as office, storage, or living area--the possibilities are endless! The home features so many original characteristics that truly showcase it's southern charm. Views of mountains from the back yard make this one a must see!

$248,000

3 beds1 bath2,444 sq ft

3179 Banner Springs Rd, Jamestown, TN 38556

Extensive flex space • Views of mountains • Hardwood floors

Property at 201 Taylor Ave, Jamestown, TN 38556, 3 beds, 2 baths

$225,000

3 beds2 baths1,620 sq ft

201 Taylor Ave, Jamestown, TN 38556

(931) 752-7253

Property at 1188 Clarkrange Monterey Hwy, Clarkrange, TN 38553, 4 beds, 2 baths

$314,900

4 beds2 baths1,434 sq ft

1188 Clarkrange Monterey Hwy, Clarkrange, TN 38553

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 115 Copley Ave, Jamestown, TN 38556, 3 beds, 1 bath

$130,000

3 beds1 bath1,008 sq ft

115 Copley Ave, Jamestown, TN 38556

Property at 110 Clark Ave, Jamestown, TN 38556, 3 beds, 1 bath

$148,000

3 beds1 bath1,274 sq ft

110 Clark Ave, Jamestown, TN 38556

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 329 Wheeler Ln, Jamestown, TN 38556, 2 beds, 3 baths

$369,000

2 beds3 baths3,311 sq ft

329 Wheeler Ln, Jamestown, TN 38556

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 3305 Rugby Pike, Jamestown, TN 38556, 3 beds, 2 baths

$224,900

3 beds2 baths1,296 sq ft

3305 Rugby Pike, Jamestown, TN 38556

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 3970 S York Hwy, Jamestown, TN 38556, 3 beds, 2 baths

$399,000

3 beds2 baths1,975 sq ft

3970 S York Hwy, Jamestown, TN 38556

(931) 752-7253

Property at 1042 Pearl Hinds Rd, Jamestown, TN 38556

$59,900

— beds— baths— sq ft

1042 Pearl Hinds Rd, Jamestown, TN 38556

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 2100 Old Wolf River Rd, Jamestown, TN 38556

$29,500

— beds— baths— sq ft

2100 Old Wolf River Rd, Jamestown, TN 38556

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 301 E Central Ave, Jamestown, TN 38556

$139,900

— beds— baths— sq ft

301 E Central Ave, Jamestown, TN 38556

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1845 E Deer Lodge Hwy Hwy, Deer Lodge, TN 37726

$350,000

— beds— baths— sq ft

1845 E Deer Lodge Hwy Hwy, Deer Lodge, TN 37726

(931) 863-3434

Property at 00 W Central Ave, Jamestown, TN 38556

$1,000,000

— beds— baths— sq ft

00 W Central Ave, Jamestown, TN 38556

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ABOUT THIS HOME
Vintage Home for sale in Fentress County, TN:
Nestled in the business district of beautiful small-town Wartburg, this historical Crab Orchard stone property gives its new owner flexibility in a center of rejuvenated tourism and business, adjacent to the courthouse square. Cradling the town are cultural gems like Frozen Head State Park, Obed Wild and Scenic River, and Historic Rugby. A recently replaced roof, HVAC, windows, and an encapsulated basement reveal the owner's detailed care for this historical home. Inside are original hardwood floors throughout the majority of the home, true to its 1940's origins. Property is zoned commercial, but potential residential use is possible, as well. On the main level, the living area boasts beaut

$300,000

3 beds1 bath1,661 sq ft

522 Court St, Wartburg, TN 37887

0.44 acre lot • Built 1949

ABOUT THIS HOME
Vintage Home for sale in Fentress County, TN:
Peace, privacy, and space to grow!!! This private 34+ acre property boasts breathtaking mountain vistas, offering a true escape. This beautifully 3-bedroom, 3-bath home delivers over 2,000 sq ft of finished living space. Step outside to the covered back porch â€” perfect for morning coffee or evening sunsets. 2 car detached garage with loft area that could be finished as living space. Pole barn and pond are also on the property. This property has lots of road frontage and building sites. Call to view this beautiful well kept secret today!!!

$589,900

3 beds3 baths2,131 sq ft

5334 Morgan County Hwy, Lancing, TN 37770

Mountain vistas • Pole barn • Loft area

(865) 482-3232

ABOUT THIS HOME
Vintage Home for sale in Fentress County, TN:
Welcome to this beautifully renovated gem, perfectly situated just outside the hustle and bustle of city life and passes all loan types! Picture yourself savoring your morning coffee or unwinding with a nightcap on the charming covered front porch with an East Tennessee sunset. Great gathering space with family in the large backyard, all while enjoying the peace of mind that comes from years of worry-free living—all at an incredible price point of under $200,000. Once inside there is a thoughtfully designed main living space, pine accent wall, elegant wainscoting, and a cozy fireplace. The updated LVP flooring throughout not only enhances the aesthetic but also ensures lasting durabil

$194,929

3 beds2 baths1,160 sq ft

145 Shady Grove Rd, Lancing, TN 37770

Covered front porch • Spacious backyard • Elegant wainscoting

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Vintage Home for sale in Fentress County, TN:
7.30 surveyed ac located off a major Hwy (Hwy 111 N) which is highly traffic and highly visible BUT NOT in the city limits of Byrdstown, TN. NO RESTRICTIONS! A 1916 - 2 story Historical home on the property of 2030 sq ft designed for 3BD/1BA. Ready for someone to come in and finish the interior. Seller has already installed new windows, temp electric & there is some plumbing. Home has solid bones but needs to be finished (seller gutted it out and placed new windows in the home). Selling “AS IS”. Several outbuildings (I Block Building with electric), some fencing, mature timber, terrain is a level to a gentle roll, loads of wildlife, approx. 500 ft of St Hwy Road frontage,

$249,900

3 beds1 bath2,030 sq ft

1046 Livingston Hwy, Byrdstown, TN 38549

Solid bones • Mature timber • Historical home

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Vintage Home for sale in Fentress County, TN:
Welcome to 704 Annadel in Lancing, TN! Discover over 20 acres of opportunity with this versatile farmstead. Whether you dream of creating your own organic farm, establishing a hunting retreat, or simply enjoying the tranquility of country living, this property has the space and potential to make it happen. Highlights include a charming home, a barn, a greenhouse, and a peaceful pond—all set against the backdrop of rolling acreage. As the new owner, you'll also benefit from over $500 annually in natural gas royalties, plus free natural gas use on-site. Located near the Obed Wild & Scenic River, you'll have quick access to world-class hiking, climbing, and outdoor adventures. Com

$295,000

4 beds1 bath1,562 sq ft

704 Annadell Rd, Lancing, TN 37770

Pond • Barn • Farmstead

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Vintage Home for sale in Fentress County, TN:
Great Starter Home on 1.5 Acres! Don't miss this charming 3-bedroom, 1-bath home with a bonus room currently used as a 4th bedroom. Situated on a spacious 1.5-acre lot, it's ideal for outdoor living, gardening, or future expansion. Whether you're a first-time homebuyer or looking for an investor special, this property offers great potential! Additional features include: • Free natural gas - a major utility savings • Basement with outside access - perfect for extra storage • Storage buildings included - plenty of space for tools, equipment, or hobbies

$129,000

3 beds1 bath1,100 sq ft

156 Lewis Landrum Rd, Lancing, TN 37770

1.5 acres • Free natural gas • 1.5 acre lot

(865) 342-4200

Property at 306 Sunset Dr, Byrdstown, TN 38549, 3 beds, 1 bath

$169,000

3 beds1 bath1,680 sq ft

306 Sunset Dr, Byrdstown, TN 38549

(931) 864-3380

Property at 1198 Mill Creek Rd, Sunbright, TN 37872, 3 beds, 1 bath

$624,000

3 beds1 bath1,581 sq ft

1198 Mill Creek Rd, Sunbright, TN 37872

(865) 687-8300

Property at 120 Holly Bend Dr, Byrdstown, TN 38549

$59,000

— beds— baths— sq ft

120 Holly Bend Dr, Byrdstown, TN 38549

Listing provided by REALTRACS as Distributed by MLS Grid

Vintage Homes for Sale in Fentress County

There are currently 17 vintage homes for sale in Fentress County at a median listing price of $330K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Fentress County stay on the market for 109 days. This map is refreshed with the newest listings in Fentress County every 15 minutes.

In the past month, 20 homes have been sold in Fentress County. In addition to houses in Fentress County, there were also 0 condos, 0 townhouses, and 2 multi-family units for sale in Fentress County last month. Find your dream home in Fentress County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Fentress County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Fentress County. If you're looking to sell your home in the Fentress County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Fentress County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Based on information submitted to the MLS GRID as of Mon Dec 01 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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