38556 Homes under $300,000

Welcome to the charming community of Jamestown, Tennessee, nestled in the heart of Fentress County and encompassed by the picturesque zip code 38556. This vibrant area offers a delightful blend of small-town charm and natural beauty, making it an ideal destination for families, retirees, and anyone seeking a serene lifestyle.

Jamestown is renowned for its friendly atmosphere and rich history, providing residents with a close-knit community feel. Surrounded by rolling hills and lush landscapes, outdoor enthusiasts will find a plethora of recreational activities at their doorstep, from hiking in the nearby Big South Fork National River and Recreation Area to fishing in the pristine waters of Dale Hollow Lake.

For those considering a move to this idyllic town, the real estate market in Jamestown presents fantastic opportunities, particularly for homes under $300,000. Here, you can discover a variety of properties, including charming single-family homes, cozy cottages, and spacious family residences. Whether you’re a first-time homebuyer or looking to downsize, Jamestown offers a diverse selection of affordable options that cater to different tastes and lifestyles.

In addition to its affordable housing, Jamestown boasts excellent amenities, including local shops, restaurants, and schools, ensuring that residents have everything they need within reach. With its enchanting landscapes and warm community spirit, Jamestown, TN, is not just a place to live but a place to thrive. Come and explore the possibilities that await you in this hidden gem of Fentress County!

Newest 38556 Homes under $300,000

$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

$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

$249,900

4 Beds ⋅ 2 Baths ⋅ 3514968 MLS ⋅ ACTIVE Status ⋅ 3.13 Acres ⋅ 38556 Zip Code

Situated on 3+ acres between Jamestown and Allardt, this 4 bed 2 bath home has 1,700+ sq. ft., home offers plenty of space, privacy, and potential. The home features a spacious living area with hardwood flooring, fireplace, and an additional sitting area . Outside, you'll find a large yard , a paved drive, covered parking, and plenty of room to enjoy the outdoors. Conveniently located while still offering a peaceful country setting. With a little updating, this property could really shine!!! Buyer to verify all information and measurements in order to make an informed offer.

1030 Allardt Hwy, Jamestown

$269,900

2 Beds ⋅ 2 Baths ⋅ 3506473 MLS ⋅ ACTIVE Status ⋅ 5 Acres ⋅ 38556 Zip Code

Welcome Home! Nestled on 5 unrestricted acres in a peaceful country setting, this beautiful new 2-bedroom, 2-bath home offers the perfect blend of comfort and style. Featuring cathedral ceilings, an open-concept floor plan, a cozy fireplace, and a well-appointed kitchen with stainless steel appliances, this home is move-in ready. Relax on the spacious covered porches and enjoy the beauty of country living. Includes a 1-year builder's warranty. Buyer to verify all information to make an informed purchase. Don't miss this opportunity to make this your home--call today to schedule your showing!

831 Remington Rd Unit #5AC, Jamestown

$279,900

3 Beds ⋅ 2 Baths ⋅ 3314810 MLS ⋅ ACTIVE Status ⋅ 0.58 Acres ⋅ 38556 Zip Code

Welcome to 1031 Laurelwood Drive in Jamestown, Tennessee—a charming 3-bedroom, 2-bath home offering approximately 1,900 square feet of comfortable living space in the heart of the Upper Cumberland. This well-maintained home features a spacious and functional floor plan designed for everyday living, with generous living areas, abundant natural light, and plenty of room to gather with family and friends. The thoughtfully designed layout includes three comfortable bedrooms, two full bathrooms, and a welcoming atmosphere that feels like home from the moment you arrive. Outside, you'll find an oversized detached garage, providing exceptional space for vehicles, a workshop, storage, hobbies, or recreational equipment. Conveniently located near the amenities of Jamestown while offering the peace and privacy of small-town Tennessee living, this property is ideal for those searching for a primary residence, retirement home, or investment opportunity. Enjoy easy access to nearby outdoor recreation, including Big South Fork National River & Recreation Area, Pickett CCC Memorial State Park, and Dale Hollow Lake, making this an excellent location for nature lovers and outdoor enthusiasts. Don't miss your opportunity to own this move-in-ready home with the space, functionality, and East Tennessee charm you've been searching for. Schedule your private showing today!

1031 Laurelwood Dr, Jamestown

$64,900

1 Beds ⋅ 1 Baths ⋅ 3308959 MLS ⋅ ACTIVE Status ⋅ 1.04 Acres ⋅ 38556 Zip Code

New unfinished cabin on 1+ acre! This cabin-style home built in 2024 and has never been finished, being sold as-is. Affordable living or great investment property, located close to town nice neighborhood . Situated on over an acre. Buy now and add your own finishing touches! Buyer to verify all information and measurements.

112 State Garage Rd, Jamestown

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