38556 Homes under $500,000

Welcome to Jamestown, Tennessee, a hidden gem nestled in the heart of Fentress County, where the zip code 38556 offers a delightful blend of small-town charm and natural beauty. Known for its friendly community and stunning landscapes, Jamestown is an ideal place for families, retirees, and anyone seeking a tranquil lifestyle without sacrificing modern conveniences.

In this vibrant area, you’ll find an array of homes under $500,000, making it a fantastic opportunity for first-time buyers and seasoned investors alike. Whether you’re looking for a cozy cottage, a spacious family home, or a charming farmhouse, Jamestown has something to fit every taste and budget. The real estate market here is diverse, with properties featuring beautiful yards, scenic views, and easy access to local amenities.

Living in Jamestown means embracing the great outdoors. With nearby parks, hiking trails, and recreational areas, residents can enjoy a variety of activities, from fishing and boating to camping and hiking. The community is also rich in history and culture, with local festivals and events that bring neighbors together and celebrate the unique character of this wonderful town.

Jamestown’s friendly atmosphere, combined with its affordable housing options, makes it an attractive place to call home. If you’re ready to discover the charm of 38556, explore the available homes today and find your perfect slice of Tennessee paradise!

Newest 38556 Homes under $500,000

$399,900

2 Beds ⋅ 2 Baths ⋅ 3619918 MLS ⋅ ACTIVE Status ⋅ 4.78 Acres ⋅ 38556 Zip Code

**Secluded Cabin Retreat with Lake Views and Privacy** Nestled on a serene 4.78-acre property, this enchanting cabin, currently operating as a successful Airbnb, offers a tranquil escape for nature enthusiasts and outdoor adventurers. Boasting frontage on a small lake, at the end of the road, this property is a haven for those seeking peace and privacy amidst nature's beauty. **Key Features** - **Bedrooms & Baths: ** This cozy cabin features 2 bedrooms and 2 full baths, providing comfortable accommodations for guests to relax and unwind. - **Bonus Sleeping Area:** the unique circular room offers extra space for overnight visitors or can serve as a cozy reading nook. - **Entertainment Area: ** The basement living area provides endless entertainment options, making it ideal for hosting gatherings or family fun nights. - **Dual Kitchens: ** With two kitchens, this cabin offers convenience and versatility for food storage and preparation on multiple levels of the cabin. - **Outdoor Amenities: ** Relax and rejuvenate in the hot tub, or soak in the scenic views from the wraparound porch, perfect for enjoying the fresh Tennessee mountain air. - **Barn for Horses: ** Equestrian enthusiasts will appreciate the barn on the property, providing ample space for housing horses or storing equipment for riding adventures. **Outdoor Activities & Recreation** Located near Big South Fork Recreational Area, and Pickett State Forest, guests have easy access to horseback riding and ATV trails, ensuring endless opportunities for outdoor exploration and adventure. Pickett State Park is also just a short distance away, offering hiking trails and nature-centric activities for nature lovers and outdoor enthusiasts alike. Don't miss your chance to own this picturesque cabin retreat, offering a unique blend of comfort, charm, and outdoor recreation. Use this as your primary or second home, or income producing short term rental property, the possibilities are endless.

70 Gum Branch Rd, Jamestown

$159,900

3 Beds ⋅ 1 Baths ⋅ 3615079 MLS ⋅ ACTIVE Status ⋅ 0.23 Acres ⋅ 38556 Zip Code

Fully renovated in 2026 and move-in ready! This 3-bedroom, 1-bath home in the heart of Jamestown got the big-ticket items done right: new roof, new windows and doors, new vinyl siding, and new luxury vinyl plank flooring throughout. The brand-new kitchen features gray shaker cabinets, white countertops, and a stainless appliance package with range, microwave and dishwasher. The bath was fully redone with a new tub/shower, vanity, toilet and lighting. Fresh paint, new ceiling fans and light fixtures in every room, plus a dedicated laundry room with washer/dryer hookups. Central heat and air with ductwork throughout. The open living and dining area gets great natural light from the big front windows. Outside, enjoy the covered front porch, attached carport with concrete pad, and a level 100x100 lot with mature shade trees and fresh landscaping. Public water and sewer, no HOA. Minutes to downtown Jamestown, Big South Fork and Pickett State Park. Some photos are virtually staged.

307 Clark Ave, Jamestown

$274,929

3 Beds ⋅ 2 Baths ⋅ 3612336 MLS ⋅ ACTIVE Status ⋅ 4 Acres ⋅ 38556 Zip Code

Perfect opportunity for your own mini farm or unrestricted acreage with home to become yours! This home is on 4 acres, which also has fenced pasture land for the animals or farming. You have a long gravel driveway, which leads up to the house and also has a storage building, a barn, and an Inlaw suite. The main home offers two bedroom and one full bathroom with an open concept living area + island in the kitchen. You also have a covered front porch as well as a covered back deck, which has access to your separate living quarters. The quarters is one bedroom, one bath, and the living room area. All of the land is usable with the back being completely open. The side and front of the property are fenced and provide access to the barn. There is some TLC and is being sold "as is", but is completely move-in ready. Your barn also has two stalls, a carport, a pad area for a workshop, and a corral in the pasture. This is perfect for multigenerational living or if you just want a separate area for an office or hobby room, etc. Roof about 3yrs old. You're about 10 minutes to downtown, 30 minutes to Monterey, 30 minutes to Crossville, in about 45 minutes to Cookeville. 1 year home warranty for peace of mind.

179 Government Pond Rd, Jamestown

$170,000

2 Beds ⋅ 1 Baths ⋅ 3602354 MLS ⋅ ACTIVE Status ⋅ 10 Acres ⋅ 38556 Zip Code

OFF GRID PARADISE!! If you want peace and quiet and to live off grid, this is the place for you. With 11+/- unrestricted acres ( 4-5 acres cleared) you can enjoy life with no utilities. This tiny home built in 2026 is on solar power and has great well for water. it also has a tankless porpane water heater, direct vent pipe propane heat and propane stove and refrigerator. This has been perked for a 3 bedroom system and installed. The solar system has all new batteries, inverter and generator. The cabin is fully insulated and plumbed. It also have VEC power at the road. If you want to relax and have peaceful living the is the place for you. Call today for a showing.

149 Aspen Heights Drive, Jamestown

$189,900

3 Beds ⋅ 2 Baths ⋅ 3598674 MLS ⋅ ACTIVE Status ⋅ 0.34 Acres ⋅ 38556 Zip Code

Welcome to 435 Patton Heights in Jamestown, TN! This 1,375 sq. ft. modular home sits on a permanent foundation and offers 3 bedrooms and 2 full bathrooms with a functional, comfortable layout. Recent new floor coverings give the home a fresh, updated feel. One of the standout features is the walkout basement, providing valuable additional space with plenty of possibilities for storage, a workshop, recreation area, or future finished living space. Outside, you’ll find a detached garage along with a large outbuilding, offering excellent space for vehicles, equipment, hobbies, or additional storage. Conveniently located inside the city of Jamestown, this property combines comfortable living with the extra space and versatility that can be hard to find. Whether you’re looking for your next home or a property with plenty of room for your projects and belongings, 435 Patton Heights is worth a look!

435 Patton Heights Cir, Jamestown

$359,900

3 Beds ⋅ 2 Baths ⋅ 3596990 MLS ⋅ ACTIVE Status ⋅ 2.13 Acres ⋅ 38556 Zip Code

Located in a desirable gated community, this well-maintained 2023-built, 3-bedroom, 2-bath home offers a beautiful setting with a mix of mature trees and cleared areas. The property features a 20' x 25' detached garage/workshop complete with a cold-water sink and its own 100-amp electrical service panel. Inside, the kitchen showcases stunning granite countertops, a spacious island, and sturdy cabinetry with hardwood fronts and full-extension drawer slides. A separate laundry room provides additional convenience and functionality. Buyer to verify all information and measurements in order to make an informed offer

329 Cheyenne Drive, Jamestown

$339,900

2 Beds ⋅ 1 Baths ⋅ 3593360 MLS ⋅ ACTIVE Status ⋅ 4.86 Acres ⋅ 38556 Zip Code

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 ¾-inch hardwood flooring and custom wood kitchen cabinets, complete with an island and all appliances conveying. The home also features a generously sized laundry/mud room for added convenience. Step outside to enjoy a covered front porch and open back deck--ideal for relaxing or entertaining. The level yard offers plenty of space for outdoor activities, gardening, or even adding a pool. Additional highlights include a 2-car detached garage, paved driveway, and a dedicated garden area for those with a green thumb. An additional garage could easily converted to a living space for additional family that needs your help, plenty of room to build another homes. Let your imagination take flight and get creative for all your needs. Conveniently located near local amenities, this property combines country charm with everyday convenience.

925 Unity Church Rd, Jamestown

$37,500

2 Beds ⋅ 3592219 MLS ⋅ ACTIVE Status ⋅ 0.49 Acres ⋅ 38556 Zip Code

Handyman Special! This could be made into a nice cabin or rustic retreat. Conveniently located 10 minutes to Jamestown and close to Parks and recreation. The structure is being sold ''AS IS'' there is currently a water meter on the property and electricity is on. Buyer to verify all info. Nice 1/2-acre lot with circle drive. Bring your hammer and make this your next money maker or hideaway.

765 Sleepy Hollow Rd, Jamestown

$220,000

3 Beds ⋅ 1 Baths ⋅ 3547881 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 38556 Zip Code

Welcome to peaceful country living! This charming 3 bedroom, 1 bath home sits on a 0.5 acre unrestricted lot, offering plenty of space and flexibility to truly make it your own. Inside, you'll find freshly painted walls throughout, creating a bright and inviting feel. The kitchen has been refreshed with a stylish new backsplash and updated cabinet hardware, and all kitchen appliances convey making this home move in ready. The bedrooms feature newly installed doors, adding a crisp, updated touch. The fully fenced backyard provides plenty of room for pets, gatherings, gardening, or simply relaxing and enjoying the open space. With unrestricted land and peaceful country surroundings, this property offers the quiet lifestyle you've been looking for while still giving you the freedom to use your property the way you choose. Don't miss the chance to make this inviting home yours, schedule your showing today!

921 Fred Young Rd, Jamestown

$229,000

3 Beds ⋅ 2 Baths ⋅ 3541339 MLS ⋅ ACTIVE Status ⋅ 0.35 Acres ⋅ 38556 Zip Code

BRAND NEW manufactured home available in Jamestown! Offering 3 bedrooms, 2 bathrooms with a great yard and oversized deck makes this perfect for any homebuyer. Conveniently located to town and sold with a transferable warranty from Clayton, this is a home you can buy with confidence! Connected to city water and city sewer. Eligible for FHA, VA, USDA, THDA financing! Professional pictures coming - showings to begin on 8/26.

208 Garrett Street, Jamestown

$169,900

3 Beds ⋅ 1 Baths ⋅ 3525618 MLS ⋅ ACTIVE Status ⋅ 0.5 Acres ⋅ 38556 Zip Code

Located close to everything in Jamestown. This cute little home has been updated 2 yrs ago and is very nice and roomy inside. 3-bedroom 1 bathroom. A nice size living room and kitchen. The home has been well maintained. Beautiful lawn on a nice size lot. Plenty of room to grow. Come and look at this little gem.

428 Patton Heights Circle, Jamestown

$499,000

2 Beds ⋅ 3 Baths ⋅ 3518392 MLS ⋅ ACTIVE Status ⋅ 4.08 Acres ⋅ 38556 Zip Code

Ride, ride, ride to your heart's content in the heart of equestrian country, conveniently located adjacent to Big South Fork National River & Recreation Area with miles and miles of scenic riding trails. This charming log home offers a spacious 2-bedroom, 2½-bath layout featuring a beautiful stone fireplace, large eat-in kitchen, and open loft overlooking the living room. The primary bedroom is conveniently located on the main level and features a relaxing whirlpool tub. After a long day of riding or working, unwind in the hot tub on the back deck while enjoying peaceful views overlooking the barn and fenced fields where you can watch the horses graze. Equestrian amenities include a 3-stall barn with tack and hay storage, fenced and cross-fenced pastures, plus an additional storage building. Whether you're looking for a full-time home, weekend retreat, or horse property, this one offers the perfect setting to enjoy the equestrian lifestyle. Come see all this property has to offer for yourself!

358 Red Oak Drive, Jamestown

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