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38556 Real Estate and Homes For Sale

Searching for 38556 real estate and homes for sale in Jamestown, Tennessee? Explore houses, country homes, farms, horse properties, land, acreage, wooded tracts, cabins, hunting land, and recreational properties throughout the 38556 ZIP code with TN Real Estate & Auction. Located in Fentress County on Tennessee’s scenic Cumberland Plateau, Jamestown offers a combination of small-town living, rural countryside, and access to the outdoor recreation and natural landscapes of the Upper Cumberland region. Whether you’re searching for a primary residence, retirement home, country home with acreage, farm, equestrian property, homestead, cabin, wooded retreat, hunting property, or long-term real estate investment, TN Real Estate & Auction can help you explore available homes and real estate for sale in Jamestown TN 38556 and identify properties that match your lifestyle, budget, acreage needs, and ownership goals.

When you’re ready to buy or sell real estate in Jamestown TN 38556, turn to TN Real Estate & Auction for professional real estate and auction services. Buyers can explore 38556 homes for sale, houses, farms, horse properties, land, acreage, country homes, cabins, wooded property, hunting land, and recreational real estate, while sellers can benefit from professional marketing designed to reach prospective buyers searching throughout Jamestown, Fentress County, the Cumberland Plateau, and Tennessee’s Upper Cumberland region. From traditional real estate listings to property auctions, TN Real Estate & Auction is your resource for buying and selling Jamestown and Fentress County real estate in ZIP code 38556, including residential homes, farms, equestrian properties, acreage, building lots, wooded tracts, recreational land, and other Tennessee real estate opportunities.

129 Long Branch Court, Jamestown $799,000

None

3 Beds
3 Baths
2,055 SqFt.
2.13 Acres
1344226 MLS
ACTIVE Status

789 Spruce Creek Drive, Jamestown $798,000 ▲

TURN-KEY Equestrian property. A TRUE Honest Abe LOG HOME with pristine 9.14 acres completely perimeter fenced. Cross Fenced Fields and 2 run-ins. Located in SPRUCE CREEK ...

2 Beds
3 Baths
2,255 SqFt.
9.14 Acres
1325333 MLS
ACTIVE Status

2658 Pickett Park Hwy, Jamestown $749,900 ▼

Bring your homesteading, farming, or multi-generational compound dreams to life on this 43-acre regenerative farm with three existing homes. Two of the homes have been co...

3 Beds
2 Baths
2,216 SqFt.
43 Acres
1344066 MLS
ACTIVE Status

2658 Pickett Park Hwy, Jamestown $749,900 ▼

Bring your homesteading, farming, or multi-generational compound dreams to life on this 43-acre regenerative farm with three existing homes. Two of the homes have been co...

3 Beds
2 Baths
1,676 SqFt.
43 Acres
3231825 MLS
ACTIVE Status

232 Wild Cat Rd, Jamestown $745,000

Equestrian living at the end of a Cul-de-Sac. 2400 s/f of Cabin style home which includes a Finished Basement & with living quarters. Property is fully fenced. Front & B...

2 Beds
2 Baths
2,400 SqFt.
5.77 Acres
1358144 MLS
ACTIVE Status

143 AB Crestwood Loop Loop, Jamestown image

143 AB Crestwood Loop Loop, Jamestown $719,900 ▼

Tree top and rolling pasture views, room for your horses, and miles of riding and hiking trails await you at this 11.8-acre property in the Ridge Top Equestrian Community...

3 Beds
3 Baths
2,612 SqFt.
11.8 Acres
1356812 MLS
PENDING - CONTINUE TO SHOW - FINANCING Status

561 Northrup Falls Drive, Jamestown image

561 Northrup Falls Drive, Jamestown $699,000

Custom-Built Home on 15.74 Acres Adjacent to Colditz Cove Natural Area Discover the perfect blend of privacy, comfort, and outdoor adventure with this custom-built ho...

3 Beds
2 Baths
1,724 SqFt.
15.7 Acres
1359623 MLS
PENDING - CONTINUE TO SHOW - INSPECTION Status

1086 Pearl Hinds Rd, Jamestown $695,000 ▼

MOTIVATED SELLERS! CALL TODAY TO SETUP YOUR SHOWING APPOINTMENT! PEACEFUL & QUIET! PRIVATE! Tucked away on over 7 acres of mostly wooded land, this beautifully construc...

3 Beds
3 Baths
3,600 SqFt.
7.23 Acres
1329039 MLS
ACTIVE Status

424 Wilderness Lane, Jamestown $690,000 ▼

MOTIVATED SELLERS! CALL TODAY TO SETUP YOUR SHOWING APPOINTMENT. SELLERS ARE OFFERING UP TO $10,000 TOWARDS THE BUYER'S CLOSING COSTS ON ACCEPTABLE OFFERS. EQUESTRIAN ...

2 Beds
3 Baths
1,837 SqFt.
5.93 Acres
1309127 MLS
ACTIVE Status

778 Stone Haven Tr, Jamestown $670,000

Saddle up your horse(s) for this listing where you can get your horse from the barn and ride into Big South Fork! This property includes almost a mile of private trails f...

3 Beds
2 Baths
1,590 SqFt.
14.02 Acres
1340993 MLS
ACTIVE Status

382 Annabelle Way, Jamestown $649,900

Welcome to 382 Annabelle Way, single level living at its best. Beautiful 3 bedroom 2 1/2 bath modern farmhouse located in the desirable Creekview community, just outside ...

3 Beds
3 Baths
2,303 SqFt.
1.56 Acres
1358375 MLS
ACTIVE Status

382 Annabelle Way, Jamestown $649,900

Welcome to 382 Annabelle Way, single level living at its best. Beautiful 3 bedroom 2 1/2 bath modern farmhouse located in the desirable Creekview community, just outside ...

3 Beds
3 Baths
2,303 SqFt.
1.56 Acres
3610494 MLS
ACTIVE Status

Equal Housing Opportunity. All information contained herein deemed reliable but not guaranteed. Buyers should personally verify all information. All content Copyright 1998-2026 Great Smoky Mountains Association of Realtors. All rights reserved. Last updated .

Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.