Jamestown, TN homes for sale & real estate

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NEW 6 HRS AGO3D WALKTHROUGH

424 Wilderness Ln, Jamestown, TN 38556
424 Wilderness Ln, Jamestown, TN 38556
424 Wilderness Ln, Jamestown, TN 38556
ABOUT THIS HOME
Jamestown, TN Homes for Sale
Located in Fentress County, widely regarded as the ''Trail Riding Capital of the Southeast, '' this property is just minutes from the world-renowned Big South Fork National River & Recreation Area and the East Fork Stables — offering hundreds of miles of horseback riding trails right at your doorstep. Bring your horses and your adventurous spirit — Inside this well-maintained cabin style home you'll find a bright, open floor plan with natural light pouring in through large windows, creating a warm and inviting atmosphere and beautiful 3/4 inch hand scraped oak 5 in plank flooring throughout. The spacious living room flows easily into a country-style kitchen complete wit

$750,000

2 beds2.5 baths1,837 sq ft

424 Wilderness Ln, Jamestown, TN 38556

6.55 acre lot • Garage • Car-dependent

(931) 261-9752

1112 Whispering Pine Ln, Jamestown, TN 38556
1112 Whispering Pine Ln, Jamestown, TN 38556
1112 Whispering Pine Ln, Jamestown, TN 38556
ABOUT THIS HOME
Jamestown, TN Homes for Sale
Charming new construction with 3 bedrooms, 2 baths and spacious 1 car garage (16x24). Sitting on just over 0.5 acres, construction has just completed on this near to the Jamestown city limits location. Open floor plan with vaulted ceiling in main living area, kitchen island, stainless steel appliances, white shaker cabinets and split floor plan. Master with great walk-in closet and custom tile shower. Listing includes two parcels of 052M B 021.00 and 052M B 022.00. Owner/Agent

$249,000

3 beds2 baths1,208 sq ft

1112 Whispering Pine Ln, Jamestown, TN 38556

0.54 acre lot • Garage • Car-dependent

(931) 879-8836

318 Sadie St, Jamestown, TN 38556
318 Sadie St, Jamestown, TN 38556
318 Sadie St, Jamestown, TN 38556
ABOUT THIS HOME
Jamestown, TN Homes for Sale
Priced to sell! Welcome to this Remodeled 3 bedroom, 2 bath home and a garage is ideally situated in the heart of town, offering both convenience and comfort. As you step inside, you'll be greeted by an open concept living space, featuring modern finisheds and abundance of natural light. The home has been remodelded. The HVAC is only a couple of months old. The spacious living room flows into a comtemporary kitchen complete with an island. The bedrooms are nice sized with a walk in shower in the bathroom. The home offers a charming yard ideal for outside activities, gardening or simiply enjoying the fesh air. With prime location for shopping and restaurants. Call Today!

$199,900

3 beds2 baths1,056 sq ft

318 Sadie St, Jamestown, TN 38556

0.3 acre lot • Garage • Car-dependent

(931) 879-9149

3D WALKTHROUGH

427 Cherokee Ln, Jamestown, TN 38556
427 Cherokee Ln, Jamestown, TN 38556
427 Cherokee Ln, Jamestown, TN 38556
ABOUT THIS HOME
Jamestown, TN Homes for Sale
Escape to your own slice of Big South Fork paradise! This beautifully crafted 1,044 sq ft cabin sits on 3.58 private, wooded acres, offering the perfect combination of rustic charm, equestrian amenities, and peaceful seclusion. Step inside the main cabin to find 1-2 bedrooms (including loft) and 2 full bathrooms, with cathedral ceilings, wood and tile flooring, and a warm, open-concept layout. The primary bath features a granite-topped vanity, while the hall bath showcases a one-of-a-kind tree trunk base with a hand-thrown pottery sink—a true artisan touch. Enjoy outdoor living at its best on the spacious covered porch, complete with a dining area perfect for entertaining or relaxing

$399,000

2 beds2 baths1,044 sq ft

427 Cherokee Ln, Jamestown, TN 38556

3.58 acre lot • Car-dependent

(865) 577-7575

208 Bills St, Jamestown, TN 38556
208 Bills St, Jamestown, TN 38556
208 Bills St, Jamestown, TN 38556
ABOUT THIS HOME
Jamestown, TN Homes for Sale
Like new home inside the city limits. 3 bedrooms 2 baths with open kitchen, living room, dining area with a cathedral ceiling, island that adds nice work space in kitchen, walk in pantry, all kitchen appliances convey. Spacious master bedroom with double vanity, spacious walk in closet. Exterior is hardy vinyl siding, covered front porch with open deck on back.

$210,000

3 beds2 baths1,150 sq ft

208 Bills St, Jamestown, TN 38556

6,098 sq ft lot • Car-dependent

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 414 St Anthony Dr, Jamestown, TN 38556, 3 beds, 2 baths

$375,000

3 beds2 baths1,796 sq ft

414 St Anthony Dr, Jamestown, TN 38556

(615) 758-8886

Property at 452 White Oak St, Jamestown, TN 38556, 3 beds, 3 baths

$209,000

3 beds3 baths2,094 sq ft

452 White Oak St, Jamestown, TN 38556

(931) 710-6070

Property at 532 White Oak Rd, Jamestown, TN 38556

$269,000

— beds— baths— sq ft

532 White Oak Rd, Jamestown, TN 38556

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 224 Eagle Blf, Jamestown, TN 38556, 2 beds, 2 baths

$525,000

2 beds2 baths1,752 sq ft

224 Eagle Blf, Jamestown, TN 38556

(931) 879-7911

Property at 1010 Smallwood Rd, Jamestown, TN 38556, 3 beds, 2 baths

$288,000

3 beds2 baths1,404 sq ft

1010 Smallwood Rd, Jamestown, TN 38556

(931) 707-8787

Property at 2810 Stockton Rd, Jamestown, TN 38556, 5 beds, 3.5 baths

$969,000

5 beds3.5 baths3,124 sq ft

2810 Stockton Rd, Jamestown, TN 38556

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 470 Trimmer Lane Ln, Jamestown, TN 38556, 2 beds, 1.5 baths

$169,900

2 beds1.5 baths680 sq ft

470 Trimmer Lane Ln, Jamestown, TN 38556

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1300 Perimeter Dr, Jamestown, TN 38556, 3 beds, 2 baths

$269,900

3 beds2 baths1,566 sq ft

1300 Perimeter Dr, Jamestown, TN 38556

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 0 Leggett Rd, Pikeville, TN 37367

Unknown

— beds— baths— sq ft

0 Leggett Rd, Pikeville, TN 37367

Listing provided by REALTRACS as Distributed by MLS Grid

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

$169,900

3 beds1 bath1,274 sq ft

110 Clark Ave, Jamestown, TN 38556

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 114 Canter Hill Ln, Jamestown, TN 38556, 3 beds, 2 baths

$499,000

3 beds2 baths1,961 sq ft

114 Canter Hill Ln, Jamestown, TN 38556

(865) 342-4200

Property at 1014 Frank Campbell Rd, Jamestown, TN 38556, 2 beds, 1 bath

$149,900

2 beds1 bath828 sq ft

1014 Frank Campbell Rd, Jamestown, TN 38556

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 106 Raccoon Ln Ln, Jamestown, TN 38556, 3 beds, 2 baths

$330,000

3 beds2 baths1,660 sq ft

106 Raccoon Ln Ln, Jamestown, TN 38556

(931) 520-7750

Property at 1036 Circle Drive Dr, Jamestown, TN 38556, 3 beds, 2 baths

$520,000

3 beds2 baths2,065 sq ft

1036 Circle Drive Dr, Jamestown, TN 38556

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 2296 Memory Garden Rd, Jamestown, TN 38556, 3 beds, 2 baths

$269,900

3 beds2 baths1,344 sq ft

2296 Memory Garden Rd, Jamestown, TN 38556

(931) 752-2793

Property at 3636 Pickett Park Hwy, Jamestown, TN 38556, 12 beds, 12 baths

$1,100,000

12 beds12 baths6,103 sq ft

3636 Pickett Park Hwy, Jamestown, TN 38556

(931) 879-8517

Property at 265 Falling Leaf Rd, Jamestown, TN 38556, 4 beds, 4 baths

$1,200,000

4 beds4 baths3,812 sq ft

265 Falling Leaf Rd, Jamestown, TN 38556

(931) 752-2793

Property at 164 George Young Rd, Jamestown, TN 38556, 3 beds, 2 baths

$229,000

3 beds2 baths1,176 sq ft

164 George Young Rd, Jamestown, TN 38556

(931) 752-2793

Property at 1010 Sheppard Rd, Jamestown, TN 38556, 3 beds, 2 baths

$179,900

3 beds2 baths1,104 sq ft

1010 Sheppard Rd, Jamestown, TN 38556

(931) 788-3400

Property at 110 Gunter Cemetery Ln, Jamestown, TN 38556, 8 beds

$599,000

8 beds— baths3,200 sq ft

110 Gunter Cemetery Ln, Jamestown, TN 38556

(865) 588-3232

Property at 3426 Rugby Pike, Jamestown, TN 38556, 3 beds, 2 baths

$698,974

3 beds2 baths2,362 sq ft

3426 Rugby Pike, Jamestown, TN 38556

Property at 935 Pinetree Rd, Jamestown, TN 38556, 3 beds, 2 baths

$369,000

3 beds2 baths1,320 sq ft

935 Pinetree Rd, Jamestown, TN 38556

(931) 752-2793

Property at 908 Forest Ln, Jamestown, TN 38556, 3 beds, 1.5 baths

$188,475

3 beds1.5 baths1,092 sq ft

908 Forest Ln, Jamestown, TN 38556

(931) 526-7718

Property at 299 Anderson Tinch Ave, Jamestown, TN 38556, 3 beds, 2 baths

$645,000

3 beds2 baths1,600 sq ft

299 Anderson Tinch Ave, Jamestown, TN 38556

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1210 Frank Campbell Rd, Jamestown, TN 38556, 3 beds

$315,000

3 beds— baths1,438 sq ft

1210 Frank Campbell Rd, Jamestown, TN 38556

(205) 973-0007

Property at 380 Dewey Burke Rd, Jamestown, TN 38556, 1 bed, 2 baths

$125,000

1 bed2 baths864 sq ft

380 Dewey Burke Rd, Jamestown, TN 38556

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

$399,000

2 beds3 baths3,311 sq ft

329 Wheeler Ln, Jamestown, TN 38556

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 538 Harding Rd, Jamestown, TN 38556, 2 beds, 1 bath

$94,500

2 beds1 bath840 sq ft

538 Harding Rd, Jamestown, TN 38556

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 107 Walking Horse Dr, Jamestown, TN 38556, 1 bath

$345,000

0 beds1 bath300 sq ft

107 Walking Horse Dr, Jamestown, TN 38556

(931) 879-8517

Property at 108 Laurel Dr, Jamestown, TN 38556, 3 beds, 2 baths

$289,999

3 beds2 baths2,018 sq ft

108 Laurel Dr, Jamestown, TN 38556

(931) 752-7253

Property at 3121 Coon Hunter Lodge Rd, Jamestown, TN 38556, 2 beds, 2 baths

$679,900

2 beds2 baths1,460 sq ft

3121 Coon Hunter Lodge Rd, Jamestown, TN 38556

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 760 Rockview Rd, Jamestown, TN 38556, 3 beds, 2 baths

$560,000

3 beds2 baths1,700 sq ft

760 Rockview Rd, Jamestown, TN 38556

(931) 879-7911

Property at 2800 Leatherwood Ford Rd, Jamestown, TN 38556, 3 beds, 1.5 baths

$245,000

3 beds1.5 baths700 sq ft

2800 Leatherwood Ford Rd, Jamestown, TN 38556

(931) 879-8517

Property at 2277 Old Wolf River Rd, Jamestown, TN 38556, 2 beds, 1 bath

$149,000

2 beds1 bath980 sq ft

2277 Old Wolf River Rd, Jamestown, TN 38556

(931) 788-3400

Property at 3205 Apache Rd, Jamestown, TN 38556, 1 bed, 1 bath

$249,900

1 bed1 bath704 sq ft

3205 Apache Rd, Jamestown, TN 38556

Listing provided by REALTRACS as Distributed by MLS Grid

Property at 1096 Circle Dr, Jamestown, TN 38556, 3 beds, 2 baths

$395,000

3 beds2 baths1,700 sq ft

1096 Circle Dr, Jamestown, TN 38556

(931) 484-1005

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Average home prices near Jamestown, TN

Cities

Zip Codes

38556 homes for sale
$317,450

Jamestown, TN real estate trends

$150K

Sale price

-23.6%
since last year

$71

Sale $/sq ft

-53.9%
since last year

Under list price

5.3%

Days on market

118.5

Down payment

—

Total homes sold

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Based on information submitted to the MLS GRID as of Mon Jul 21 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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