Real Estate Investment Properties for Sale in Jamestown, TN

Looking for investment property in Jamestown, TN with high ROI ?

Explore a variety of short-term homes & houses in Jamestown, TN. Invest wisely with VRBO & Jamestown, TN Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Jamestown, TN

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2658 Pickett Park Hwy Jamestown, TN Bring your homesteading, farming, or multi-generational compound dreams to life on this 43...	3 beds \| 2 baths \| 2,216 sq.ft.	$799,900	Airbnb cash on cash: 0.16% Traditional cash on cash: 1.91% Airbnb Rental Income: $1549 Traditional Rental Income: $2410 Airbnb ROI: 0.16% Traditional ROI: 1.91%
734 Ridgetop Dr. Jamestown, TN Come home to horse country. Located in Ridgetop Acres adjacent to the Big South Fork Natio...	2 beds \| 3 baths \| 3,938 sq.ft.	$914,900	Airbnb cash on cash: -0.84% Traditional cash on cash: 1.51% Airbnb Rental Income: $727 Traditional Rental Income: $2419 Airbnb ROI: -0.84% Traditional ROI: 1.51%
224 Victoria Cir Jamestown, TN This beautifully maintained home features 3 beds, 2 baths, sits on 1.45 acres, and offers ...	3 beds \| 2 baths \| 2,490 sq.ft.	$389,900	Airbnb cash on cash: 1.53% Traditional cash on cash: 5.3% Airbnb Rental Income: $1549 Traditional Rental Income: $2480 Airbnb ROI: 1.53% Traditional ROI: 5.3%
598 Ted Brooks Rd Jamestown, TN SPACIOUS LOG HOME is move in ready! All the beautiful items in home sell with home. Home i...	3 beds \| 3 baths \| 2,800 sq.ft.	$465,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 4.55% Airbnb Rental Income: $1549 Traditional Rental Income: $2622 Airbnb ROI: 1.05% Traditional ROI: 4.55%
2712 Tinchtown Rd Jamestown, TN Nestled on almost two acres this is an exceptional rare find with all the home has to offe...	3 beds \| 2 baths \| 1,876 sq.ft.	$349,900	Airbnb cash on cash: 1.77% Traditional cash on cash: 6.17% Airbnb Rental Income: $1549 Traditional Rental Income: $2548 Airbnb ROI: 1.77% Traditional ROI: 6.17%
213 Indian Rock Tr Jamestown, TN Reduced to Sell! Motivated Seller! Bring your horses. Fences added to make this property h...	3 beds \| 2 baths \| 2,192 sq.ft.	$459,000	Airbnb cash on cash: 1.01% Traditional cash on cash: 4.4% Airbnb Rental Income: $1549 Traditional Rental Income: $2555 Airbnb ROI: 1.01% Traditional ROI: 4.4%
2021 Milky Way Rd Jamestown, TN Are you ready to enjoy the peace and tranquility of the TN hills? Then this 2 bedroom and ...	2 beds \| 2 baths \| 1,536 sq.ft.	$234,900	Airbnb cash on cash: 0.09% Traditional cash on cash: 7.37% Airbnb Rental Income: $727 Traditional Rental Income: $2033 Airbnb ROI: 0.09% Traditional ROI: 7.37%
875 S Fork Drive Jamestown, TN Sweet home in a horse community, on trail, with a detached garage/ workshop space and 3 st...	3 beds \| 2 baths \| 1,104 sq.ft.	$310,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 5.79% Airbnb Rental Income: $1549 Traditional Rental Income: $2155 Airbnb ROI: 2.18% Traditional ROI: 5.79%
228 Paul Wheeler Lane Jamestown, TN Seclusion and privacy with 620' of fenced road frontage, gate and circular driveway are ju...	3 beds \| 2 baths \| 1,620 sq.ft.	$589,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 2.97% Airbnb Rental Income: $1549 Traditional Rental Income: $2347 Airbnb ROI: 0.71% Traditional ROI: 2.97%
538 Spruce Creek Drive Jamestown, TN TURN KEY Equestrian property sitting NEXT to the community trail overlooking the Pastures....	2 beds \| 2 baths \| 1,210 sq.ft.	$389,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 3.9% Airbnb Rental Income: $727 Traditional Rental Income: $1965 Airbnb ROI: -0.34% Traditional ROI: 3.9%
414 St Anthony Drive Jamestown, TN Wow!! This spacious home is moving in ready, and could be yours. Open floor plan with spli...	3 beds \| 2 baths \| 1,796 sq.ft.	$325,000	Airbnb cash on cash: 2% Traditional cash on cash: 6.22% Airbnb Rental Income: $1549 Traditional Rental Income: $2391 Airbnb ROI: 2% Traditional ROI: 6.22%
921 Barney Holt Rd Jamestown, TN This home features 3 bedrooms, 2 baths and a nice covered front porch with fenced in back ...	3 beds \| 2 baths \| 1,386 sq.ft.	$210,000	Airbnb cash on cash: 3.84% Traditional cash on cash: 8.5% Airbnb Rental Income: $1549 Traditional Rental Income: $2030 Airbnb ROI: 3.84% Traditional ROI: 8.5%
101 Ridgepoint Rd Jamestown, TN This home is located in the beautiful equine community of Ridgetop in Jamestown, Tennessee...	2 beds \| 1 baths \| 1,200 sq.ft.	$395,900	Airbnb cash on cash: -0.32% Traditional cash on cash: 3.35% Airbnb Rental Income: $727 Traditional Rental Income: $1780 Airbnb ROI: -0.32% Traditional ROI: 3.35%
1009 Roysden Rd Jamestown, TN This 3 bedroom 1-1/2-bathroom home just north of Jamestown is a great starter home. This h...	3 beds \| 2 baths \| 1,151 sq.ft.	$164,900	Airbnb cash on cash: 5.26% Traditional cash on cash: 9.25% Airbnb Rental Income: $1549 Traditional Rental Income: $1731 Airbnb ROI: 5.26% Traditional ROI: 9.25%
106 Windcrest Drive Jamestown, TN $5,000 seller-paid concession for buyers to use as they choose! Turnkey! Move-in ready! Ja...	2 beds \| 1 baths \| 1,688 sq.ft.	$225,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 6% Airbnb Rental Income: $727 Traditional Rental Income: $1606 Airbnb ROI: 0.42% Traditional ROI: 6%
122 Jay Loop Jamestown, TN Beautiful 3 Bedroom, 2 Bath Home located just outside Jamestown and only minutes from Cros...	3 beds \| 2 baths \| 1,500 sq.ft.	$295,000	Airbnb cash on cash: 2.32% Traditional cash on cash: 6.84% Airbnb Rental Income: $1549 Traditional Rental Income: $2358 Airbnb ROI: 2.32% Traditional ROI: 6.84%
2296 Memory Garden Rd Jamestown, TN Excellent 3 bedroom 2 bath home located just outside of Jamestown near Allardt, large open...	3 beds \| 2 baths \| 1,344 sq.ft.	$249,900	Airbnb cash on cash: 3.01% Traditional cash on cash: 7.02% Airbnb Rental Income: $1549 Traditional Rental Income: $2049 Airbnb ROI: 3.01% Traditional ROI: 7.02%
424 Wilderness Lane Jamestown, TN Located in Fentress County, widely regarded as the ''Trail Riding Capital of the Southeast...	2 beds \| 3 baths \| 1,837 sq.ft.	$730,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 2.33% Airbnb Rental Income: $727 Traditional Rental Income: $2524 Airbnb ROI: -0.77% Traditional ROI: 2.33%
925 #y Church Road Jamestown, TN Adorable and full of potential, this charming 2-bedroom, 1-bath home offers comfort, versa...	2 beds \| 1 baths \| 1,212 sq.ft.	$339,900	Airbnb cash on cash: -0.15% Traditional cash on cash: 4.49% Airbnb Rental Income: $727 Traditional Rental Income: $1899 Airbnb ROI: -0.15% Traditional ROI: 4.49%
1225 Louvaine Rd Jamestown, TN Bring the horses and lets ride. Located adjacent to the Big South Fork National Recreation...	2 beds \| 3 baths \| 1,680 sq.ft.	$429,900	Airbnb cash on cash: -0.47% Traditional cash on cash: 4.61% Airbnb Rental Income: $727 Traditional Rental Income: $2465 Airbnb ROI: -0.47% Traditional ROI: 4.61%
317 Georgee Rd Jamestown, TN Welcome to 317 Georgee Rd - where privacy, comfort, and outdoor living come together beaut...	3 beds \| 3 baths \| 2,584 sq.ft.	$429,900	Airbnb cash on cash: 1.18% Traditional cash on cash: 4.36% Airbnb Rental Income: $1549 Traditional Rental Income: $2381 Airbnb ROI: 1.18% Traditional ROI: 4.36%
233 Georgee Rd Jamestown, TN Built in 2021, this beautifully maintained 3-bedroom, 2-bath home offers modern comfort wi...	3 beds \| 2 baths \| 1,500 sq.ft.	$364,995	Airbnb cash on cash: 1.7% Traditional cash on cash: 4.9% Airbnb Rental Income: $1549 Traditional Rental Income: $2198 Airbnb ROI: 1.7% Traditional ROI: 4.9%
68 Boone Dock Road Jamestown, TN Private lakefront resort, 2 1/2 acres, private dead end road, boathouse, dock, pedal boat ...	2 beds \| 2 baths \| 1,568 sq.ft.	$549,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 3.56% Airbnb Rental Income: $727 Traditional Rental Income: $2562 Airbnb ROI: -0.62% Traditional ROI: 3.56%
4282 Standing Rock Road Jamestown, TN Get ready to be "Wowed! as you enter the driveway leading to this spectacular, immaculatel...	3 beds \| 2 baths \| 2,052 sq.ft.	$599,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 2.94% Airbnb Rental Income: $1549 Traditional Rental Income: $2429 Airbnb ROI: 0.56% Traditional ROI: 2.94%
778 Stone Haven Tr Jamestown, TN Listed At Appraised Value! Saddle Up Your Horses To See This Private Country Living One-Le...	3 beds \| 2 baths \| 1,590 sq.ft.	$670,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 1.54% Airbnb Rental Income: $1549 Traditional Rental Income: $1831 Airbnb ROI: 0.37% Traditional ROI: 1.54%
1131 Grandview Way Jamestown, TN Experience the ultimate blend of luxury and nature in a stunning, True Structural Timber F...	2 beds \| 2 baths \| 1,746 sq.ft.	$499,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 2.07% Airbnb Rental Income: $727 Traditional Rental Income: $1698 Airbnb ROI: -0.68% Traditional ROI: 2.07%
518 Flatt Spur Rd Jamestown, TN Spacious renovated home located right in the heart of Jamestown, sitting on nearly a full ...	4 beds \| 3 baths \| 3,100 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.15% Airbnb Rental Income: $null Traditional Rental Income: $3016 Airbnb ROI: N/A Traditional ROI: 11.15%
1258 Hensley Rd Jamestown, TN This nice 2-bedroom, 1 bath home is located just outside the city limits. The home is on a...	2 beds \| 1 baths \| 952 sq.ft.	$169,900	Airbnb cash on cash: 0.72% Traditional cash on cash: 8% Airbnb Rental Income: $727 Traditional Rental Income: $1596 Airbnb ROI: 0.72% Traditional ROI: 8%
541 Mae Drive Jamestown, TN Beautiful Custom Brick 4bdr, 4 bathroom Home located on 31.95 +/- acres. Home has 2433 sq ...	4 beds \| 4 baths \| 4,955 sq.ft.	$1,500,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.94% Airbnb Rental Income: $null Traditional Rental Income: $2979 Airbnb ROI: N/A Traditional ROI: 0.94%
350 Colditz Rd Jamestown, TN Country living just outside the city limits Nestled on a nice tree lined street in an esta...	3 beds \| 2 baths \| 1,312 sq.ft.	$259,900	Airbnb cash on cash: 2.89% Traditional cash on cash: 5% Airbnb Rental Income: $1549 Traditional Rental Income: $1619 Airbnb ROI: 2.89% Traditional ROI: 5%
1703 Perimeter Drive Jamestown, TN BACK ACTIVE AT NO FAULT OF THE SELLER! Tucked w/in the Whispering Winds Lake community, th...	3 beds \| 2 baths \| 1,223 sq.ft.	$244,929	Airbnb cash on cash: 3.14% Traditional cash on cash: 6.43% Airbnb Rental Income: $1549 Traditional Rental Income: $1862 Airbnb ROI: 3.14% Traditional ROI: 6.43%
182 Stockton Chapel Rd Jamestown, TN A remarkable all brick home that has a lot to offer 3 bedroom and 2 full baths on the main...	3 beds \| 4 baths \| 3,835 sq.ft.	$699,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 3.74% Airbnb Rental Income: $1549 Traditional Rental Income: $3335 Airbnb ROI: 0.31% Traditional ROI: 3.74%
220 Old Gatewood Ford Rd Jamestown, TN Country living at its finest -- gorgeous single-level home where the sky shines bright at ...	4 beds \| 3 baths \| 2,580 sq.ft.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.22% Airbnb Rental Income: $null Traditional Rental Income: $2456 Airbnb ROI: N/A Traditional ROI: 5.22%
337 Colditz Road Jamestown, TN Seller offering up to $10,000 in closing cost assistance! Discover your dream retreat in t...	4 beds \| 2 baths \| 1,596 sq.ft.	$309,929	Airbnb cash on cash: N/A Traditional cash on cash: 4.57% Airbnb Rental Income: $null Traditional Rental Income: $1799 Airbnb ROI: N/A Traditional ROI: 4.57%
1353 Roy Owens Rd Jamestown, TN This 2023 home is the best of Modern country living! Nestled on spacious 2.09 acres of lan...	3 beds \| 2 baths \| 1,320 sq.ft.	$349,900	Airbnb cash on cash: 1.86% Traditional cash on cash: 4.46% Airbnb Rental Income: $1549 Traditional Rental Income: $1956 Airbnb ROI: 1.86% Traditional ROI: 4.46%
1292 Terry Lane Jamestown, TN Privacy, rustic, log home sound like your kinda home. Take a look at this true log home on...	3 beds \| 2 baths \| 1,500 sq.ft.	$649,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 2.46% Airbnb Rental Income: $1549 Traditional Rental Income: $2217 Airbnb ROI: 0.62% Traditional ROI: 2.46%
1340 Old Allardt Rd Jamestown, TN Nice spacious brick home with 3bdr 1 1/2 bathroom, family room with wood burning insert. H...	3 beds \| 2 baths \| 1,541 sq.ft.	$229,900	Airbnb cash on cash: 3.41% Traditional cash on cash: 9.16% Airbnb Rental Income: $1549 Traditional Rental Income: $2354 Airbnb ROI: 3.41% Traditional ROI: 9.16%
105 Charity Lane Jamestown, TN BRAND NEW $22,000 ROOF & FLASHING installed 1/20/2026. STUNNING Traditional Styled home si...	3 beds \| 2 baths \| 2,989 sq.ft.	$639,900	Airbnb cash on cash: 0.49% Traditional cash on cash: 3.66% Airbnb Rental Income: $1549 Traditional Rental Income: $2995 Airbnb ROI: 0.49% Traditional ROI: 3.66%
1451 N Les Franklin Rd Jamestown, TN Welcome to your own private retreat! Situated on 12 beautiful acres with a charming pond i...	5 beds \| 4 baths \| 3,739 sq.ft.	$1,390,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.1% Airbnb Rental Income: $null Traditional Rental Income: $4455 Airbnb ROI: N/A Traditional ROI: 2.1%
131 East Lane Jamestown, TN Beautiful spacious home that includes many extra features, there are too many to list. For...	4 beds \| 3 baths \| 5,075 sq.ft.	$649,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.58% Airbnb Rental Income: $null Traditional Rental Income: $2986 Airbnb ROI: N/A Traditional ROI: 3.58%

Real Estate investment in Jamestown, TN

There are 141 properties for sale in the city of Jamestown . The median list price in Jamestown is $189,802 and the average price per square foot is $105. In June 2026, the average monthly cash on cash return in Jamestown is 5.00%. The average monthly rental income in Jamestown is $2,220.

Jamestown, TN Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 141 investment properties available for sale in Jamestown.

In 2026, the best neighborhood to buy investment property is Jamestown.

The ROI for Long-Term is higher than the Short-Term in Jamestown with average rental income of $2,220.

Your search for investment property begins and ends here

Investment Property for Sale in Jamestown, TN

2658 Pickett Park Hwy

Jamestown, TN

3 beds | 2 baths | 2,216 sq.ft.

$799,900

Airbnb cash on cash: 0.16%

Traditional cash on cash: 1.91%

Airbnb Rental Income: $1549

Traditional Rental Income: $2410

Airbnb ROI: 0.16%

Traditional ROI: 1.91%

734 Ridgetop Dr.

Jamestown, TN

2 beds | 3 baths | 3,938 sq.ft.

$914,900

Airbnb cash on cash: -0.84%

Traditional cash on cash: 1.51%

Airbnb Rental Income: $727

Traditional Rental Income: $2419

Airbnb ROI: -0.84%

Traditional ROI: 1.51%

224 Victoria Cir

Jamestown, TN

3 beds | 2 baths | 2,490 sq.ft.

$389,900

Airbnb cash on cash: 1.53%

Traditional cash on cash: 5.3%

Airbnb Rental Income: $1549

Traditional Rental Income: $2480

Airbnb ROI: 1.53%

Traditional ROI: 5.3%

598 Ted Brooks Rd

Jamestown, TN

3 beds | 3 baths | 2,800 sq.ft.

$465,000

Airbnb cash on cash: 1.05%

Traditional cash on cash: 4.55%

Airbnb Rental Income: $1549

Traditional Rental Income: $2622

Airbnb ROI: 1.05%

Traditional ROI: 4.55%

2712 Tinchtown Rd

Jamestown, TN

3 beds | 2 baths | 1,876 sq.ft.

$349,900

Airbnb cash on cash: 1.77%

Traditional cash on cash: 6.17%

Airbnb Rental Income: $1549

Traditional Rental Income: $2548

Airbnb ROI: 1.77%

Traditional ROI: 6.17%

213 Indian Rock Tr

Jamestown, TN

3 beds | 2 baths | 2,192 sq.ft.

$459,000

Airbnb cash on cash: 1.01%

Traditional cash on cash: 4.4%

Airbnb Rental Income: $1549

Traditional Rental Income: $2555

Airbnb ROI: 1.01%

Traditional ROI: 4.4%

2021 Milky Way Rd

Jamestown, TN

2 beds | 2 baths | 1,536 sq.ft.

$234,900

Airbnb cash on cash: 0.09%

Traditional cash on cash: 7.37%

Airbnb Rental Income: $727

Traditional Rental Income: $2033

Airbnb ROI: 0.09%

Traditional ROI: 7.37%

875 S Fork Drive

Jamestown, TN

3 beds | 2 baths | 1,104 sq.ft.

$310,000

Airbnb cash on cash: 2.18%

Traditional cash on cash: 5.79%

Airbnb Rental Income: $1549

Traditional Rental Income: $2155

Airbnb ROI: 2.18%