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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.

717 Old Hiram Crabtree Rd, Jamestown image

717 Old Hiram Crabtree Rd, Jamestown $599,000

A remarkable 4420 S.F. all brick home sitting on 5.06 +/- acres * 3 Bedrooms * 3.5 Baths * 3 Car Garage * Formal Dinning Room * Jack @ Jill Bath * Bonus Room * Fu...

3 Beds
4 Baths
4,420 SqFt.
5.06 Acres
1360269 MLS
ACTIVE Status

618 Ridge Top Drive, Jamestown $599,000

This 3BR 2BA home wraps you in warmth and says WELCOME HOME the moment you see it. The Wood siding exterior gives it that cozy, cabin in the woods charm. Step onto the la...

3 Beds
2 Baths
2,220 SqFt.
2.12 Acres
1356286 MLS
ACTIVE Status

101 Duncan Hinds Rd, Jamestown $599,000 ▼

Private 12.79-Acre Retreat with Horse Facilities and Pond Views! Experience serenity on 12.79 wooded acres with this immaculate 3-bedroom, 2-bath home. The spacious inte...

3 Beds
2 Baths
1,864 SqFt.
12.79 Acres
1343732 MLS
ACTIVE Status

3251 Rugby Pike, Jamestown $599,000 ▼

MOTIVATED SELLERS! CALL TODAY TO SETUP YOUR SHOWING APPOINTMENT! Don't Miss Out on This Beautiful Home w/ Acreage and a Pond! Located in the heart of Tennessee horse,...

3 Beds
4 Baths
4,320 SqFt.
9.22 Acres
1336389 MLS
ACTIVE Status

320 Spruce Creek Drive, Jamestown $595,000 ▼

TURN KEY EQUESTRIAN PROPERTY complete with 127 foot x 65 foot COVERED RIDING ARENA. ALL brick home with spacious 2 car garage located in Spruce Creek Acres. Features in...

3 Beds
2 Baths
1,900 SqFt.
7.71 Acres
1359438 MLS
ACTIVE Status

617 Cheyenne Drive, Jamestown $592,580 ▼

617 Cheyenne Drive | Jamestown, TN Now Offered at $592,580 ±3,886 Sq. Ft. | 2 Bedrooms | 3 Bathrooms Experience the perfect blend of luxury, privacy, and East Tennes...

2 Beds
3 Baths
3,886 SqFt.
2.91 Acres
1340902 MLS
ACTIVE Status

3426 Rugby Pike, Jamestown $589,000 ▼

Escape to the peace and privacy of this well-built custom home situated on 8.62 unrestricted acres, with a blend of cleared land, woods and a pond, offering endless oppor...

3 Beds
2 Baths
2,362 SqFt.
8.62 Acres
1345585 MLS
ACTIVE Status

228 Paul Wheeler Lane, Jamestown $589,000

Seclusion and privacy with 620' of fenced road frontage, gate and circular driveway are just the beginning of this tranquil property. Immaculate home on over 15 acres of...

3 Beds
2 Baths
1,620 SqFt.
15.69 Acres
1342888 MLS
ACTIVE Status

1015 Glenobey Rd, Jamestown $584,900

RARE COMMERCIAL DEVELOPMENT & INVESTMENT OPPORTUNITY IN JAMESTOWN, TN! Spanning a massive 7,500 square feet on 2 versatile acres across 3 total parcels, 1015 Glenobey Dr ...

2 Acres
3312723 MLS
ACTIVE Status

1292 Terry Lane, Jamestown $575,000

**Rustic Log Home on 4.97 Acres with Detached Garage & Living Quarters!** If you've been dreaming of country living with room to roam, this beautiful log home, built i...

3 Beds
2 Baths
1,512 SqFt.
4.97 Acres
1360515 MLS
ACTIVE Status

4282 Standing Rock Rd, Jamestown $549,900

Peaceful country living awaits in this nature lovers and horse enthusiast's dream, privately tucked away on 5 gorgeous acres. This beautifully designed, 2,032 square foot...

3 Beds
3 Baths
2,032 SqFt.
5 Acres
1358904 MLS
ACTIVE Status

4282 Standing Rock Rd, Jamestown $549,900

Peaceful country living awaits in this nature lovers and horse enthusiast’s dream, privately tucked away on 5 gorgeous acres. This beautifully designed, 2,032 square foot...

3 Beds
3 Baths
2,032 SqFt.
5 Acres
3620432 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.