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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
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: -0.33% Traditional cash on cash: 3.74% Airbnb Rental Income: $1048 Traditional Rental Income: $3335 Airbnb ROI: -0.33% Traditional ROI: 3.74%
3970 S York Hwy Jamestown, TN A very nice all stone 3 bedroom 2 full bath home sitting on 3.28 acres, home features hard...	3 beds \| 2 baths \| 1,975 sq.ft.	$399,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 5.12% Airbnb Rental Income: $1048 Traditional Rental Income: $2486 Airbnb ROI: 0.3% Traditional ROI: 5.12%
150 FW Tate Lane Jamestown, TN Motivated sellers-property is priced to sell! No RESTRICTIONS so you can have the Mini Fa...	3 beds \| 3 baths \| 2,668 sq.ft.	$559,000	Airbnb cash on cash: 0% Traditional cash on cash: 4.06% Airbnb Rental Income: $1048 Traditional Rental Income: $2804 Airbnb ROI: 0% Traditional ROI: 4.06%
3251 Rugby Pike Jamestown, TN Nestled in the heart of Tennessee horse, Country, and Rich in the history of bygone times,...	3 beds \| 4 baths \| 4,320 sq.ft.	$750,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 3.48% Airbnb Rental Income: $1048 Traditional Rental Income: $3349 Airbnb ROI: -0.33% Traditional ROI: 3.48%
136 Firefly Court Jamestown, TN A remarkable new home that is 1840 s.f. 3 bedroom 2 full baths and a half bath enjoy the s...	3 beds \| 3 baths \| 1,840 sq.ft.	$325,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 6.71% Airbnb Rental Income: $1048 Traditional Rental Income: $2535 Airbnb ROI: 0.65% Traditional ROI: 6.71%
329 Cheyenne Drive Jamestown, TN GATED COMMUNITY tucked onto the side of a mountain with seasonal Mountain Views. 2023 buil...	3 beds \| 3 baths \| 1,296 sq.ft.	$390,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 4.84% Airbnb Rental Income: $1048 Traditional Rental Income: $2269 Airbnb ROI: 0.51% Traditional ROI: 4.84%
499 Stockton Chapel Rd Jamestown, TN A remarkable property that is 350 +/- acres that has a current survey and a timber invento...	3 beds \| 1 baths \| 1,760 sq.ft.	$1,355,239	Airbnb cash on cash: -0.6% Traditional cash on cash: 0.23% Airbnb Rental Income: $1048 Traditional Rental Income: $1734 Airbnb ROI: -0.6% Traditional ROI: 0.23%
203 Rugby Ave Jamestown, TN A very nice home in the city limits of Jamestown that is a 3 bedroom 2 full baths and 2 ha...	3 beds \| 4 baths \| 2,954 sq.ft.	$299,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 9.53% Airbnb Rental Income: $1048 Traditional Rental Income: $3156 Airbnb ROI: 0.75% Traditional ROI: 9.53%
1100 N north york highway Jamestown, TN Close to town 3 bd rm 2 bath home with nice yard and plenty of storage.	3 beds \| 2 baths \| 1,140 sq.ft.	$155,000	Airbnb cash on cash: 2.76% Traditional cash on cash: 10.01% Airbnb Rental Income: $1048 Traditional Rental Income: $1758 Airbnb ROI: 2.76% Traditional ROI: 10.01%
1009 Roysden Rd Jamestown, TN Perfect home just minutes from everything you could need! This 3 bedroom/1.5 bath home has...	3 beds \| 2 baths \| 1,156 sq.ft.	$179,900	Airbnb cash on cash: 2.31% Traditional cash on cash: 8.42% Airbnb Rental Income: $1048 Traditional Rental Income: $1731 Airbnb ROI: 2.31% Traditional ROI: 8.42%
205 Maggie Valley Drive Jamestown, TN A remarkable 2 bedroom 1.5 bathe home that has a very nice open concept with hardwood floo...	2 beds \| 2 baths \| 2,129 sq.ft.	$289,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 7.3% Airbnb Rental Income: $717 Traditional Rental Income: $2418 Airbnb ROI: -0.09% Traditional ROI: 7.3%
999 Smith Hall Rd Jamestown, TN Nestled on 1.77 surveyed acres of picturesque land, this completely remodeled/renovated fa...	3 beds \| 2 baths \| 1,300 sq.ft.	$294,898	Airbnb cash on cash: 1.06% Traditional cash on cash: 5.6% Airbnb Rental Income: $1048 Traditional Rental Income: $1945 Airbnb ROI: 1.06% Traditional ROI: 5.6%
1196 Cherokee Way Jamestown, TN A remarkable find in a well established neighborhood this home is all brick with 3 bedroom...	3 beds \| 2 baths \| 1,684 sq.ft.	$334,500	Airbnb cash on cash: 0.64% Traditional cash on cash: 5.44% Airbnb Rental Income: $1048 Traditional Rental Income: $2193 Airbnb ROI: 0.64% Traditional ROI: 5.44%
515 Silver Lake Drive Jamestown, TN Nice 3 Bedroom room house in quiet neighborhood. Has full basement. Over 1/2 of the back...	3 beds \| 2 baths \| 1,092 sq.ft.	$246,500	Airbnb cash on cash: 1.45% Traditional cash on cash: 6.73% Airbnb Rental Income: $1048 Traditional Rental Income: $1914 Airbnb ROI: 1.45% Traditional ROI: 6.73%
102 Fire Fly Court Jamestown, TN A very nice 3 bedroom 2 full Bath home that was built in 2012 in a very nice area of Fentr...	3 beds \| 2 baths \| 1,288 sq.ft.	$269,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 6.01% Airbnb Rental Income: $1048 Traditional Rental Income: $1924 Airbnb ROI: 1.13% Traditional ROI: 6.01%
788 Vista View Pkwy Jamestown, TN Beautiful Home in Gated Equestrian Community - Sunrises, Sunsets & Saddle Time Await! W...	3 beds \| 3 baths \| 2,337 sq.ft.	$499,900	Airbnb cash on cash: -0.12% Traditional cash on cash: 4.43% Airbnb Rental Income: $1048 Traditional Rental Income: $2810 Airbnb ROI: -0.12% Traditional ROI: 4.43%
2891 Stockton Rd Jamestown, TN Final price reduction. This new price $367,900 offer is only available for a limited time...	3 beds \| 2 baths \| 1,686 sq.ft.	$367,900	Airbnb cash on cash: 0.45% Traditional cash on cash: 5.39% Airbnb Rental Income: $1048 Traditional Rental Income: $2391 Airbnb ROI: 0.45% Traditional ROI: 5.39%
700 Rugby Ave Jamestown, TN Welcome to this cozy, single-story home conveniently located near everything you would nee...	3 beds \| 1 baths \| 1,056 sq.ft.	$138,900	Airbnb cash on cash: 3.09% Traditional cash on cash: 11.92% Airbnb Rental Income: $1048 Traditional Rental Income: $1860 Airbnb ROI: 3.09% Traditional ROI: 11.92%
1096 Circle Drive Jamestown, TN Creek Frontage! This is a rare opportunity to have a well-maintained home ready to occupy!...	3 beds \| 2 baths \| 1,700 sq.ft.	$395,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 4.72% Airbnb Rental Income: $1048 Traditional Rental Income: $2272 Airbnb ROI: 0.43% Traditional ROI: 4.72%
2277 Old Wolf River Rd Jamestown, TN Beautifully maintained home. This is a 2 bedroom, 1 bathroom gem! Great floor plan maximiz...	2 beds \| 1 baths \| 980 sq.ft.	$148,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 9.11% Airbnb Rental Income: $717 Traditional Rental Income: $1554 Airbnb ROI: 1.03% Traditional ROI: 9.11%
108 Laurel Drive Jamestown, TN Nice 3 bedroom home, with office. Nice Living Room with Gas Log Fireplace. House has had...	3 beds \| 2 baths \| 2,018 sq.ft.	$289,500	Airbnb cash on cash: 0.92% Traditional cash on cash: 8.21% Airbnb Rental Income: $1048 Traditional Rental Income: $2674 Airbnb ROI: 0.92% Traditional ROI: 8.21%
760 Rockview Rd Jamestown, TN Brand NEW BUILD / NEVER OCCUPIED. Designer touches all thru-out the home. Located in the E...	3 beds \| 2 baths \| 1,700 sq.ft.	$549,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 3.75% Airbnb Rental Income: $1048 Traditional Rental Income: $2545 Airbnb ROI: 0.12% Traditional ROI: 3.75%
329 Wheeler Lane Jamestown, TN Totally remodeled historic, stone school house built in 1920. Has been an established rest...	2 beds \| 3 baths \| 3,311 sq.ft.	$399,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 2.13% Airbnb Rental Income: $717 Traditional Rental Income: $1374 Airbnb ROI: -0.45% Traditional ROI: 2.13%
114 Canter Hill Lane Jamestown, TN Contemporary black and white 3 year old home with 3 spacious bedrooms, 2 bathrooms, utilit...	3 beds \| 2 baths \| 1,961 sq.ft.	$499,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 4.16% Airbnb Rental Income: $1048 Traditional Rental Income: $2668 Airbnb ROI: -0.09% Traditional ROI: 4.16%
452 White Oak St Jamestown, TN The home needs work and is being sold AS IS!! 2400 sq foot home on an unrestricted 2.5 ac...	3 beds \| 3 baths \| 2,094 sq.ft.	$209,000	Airbnb cash on cash: 1.9% Traditional cash on cash: 9.56% Airbnb Rental Income: $1048 Traditional Rental Income: $2202 Airbnb ROI: 1.9% Traditional ROI: 9.56%
470 Trimmer Lane Lane Jamestown, TN This lovely 2-bedroom, 1.5 bath home features 1.09 acres unrestricted. The floor plan is ...	2 beds \| 2 baths \| 680 sq.ft.	$169,400	Airbnb cash on cash: 0.72% Traditional cash on cash: 9.14% Airbnb Rental Income: $717 Traditional Rental Income: $1767 Airbnb ROI: 0.72% Traditional ROI: 9.14%
224 Eagle Bluff Jamestown, TN MOTIVATED SELLER. Live in the ULTIMATE Equestrian GATED COMMUNITY called the Highlands. AD...	2 beds \| 2 baths \| 1,752 sq.ft.	$509,500	Airbnb cash on cash: -0.8% Traditional cash on cash: 3.16% Airbnb Rental Income: $717 Traditional Rental Income: $2298 Airbnb ROI: -0.8% Traditional ROI: 3.16%
1010 Smallwood Rd Jamestown, TN Charming, Fully Renovated Home on 1.5 Acres - 1010 Smallwood Rd, Jamestown, TN If you'r...	3 beds \| 2 baths \| 1,404 sq.ft.	$279,900	Airbnb cash on cash: 1.01% Traditional cash on cash: 5.21% Airbnb Rental Income: $1048 Traditional Rental Income: $1790 Airbnb ROI: 1.01% Traditional ROI: 5.21%
318 Sadie St Jamestown, TN Priced to sell! Welcome to this Remodeled 3 bedroom, 2 bath home and a garage is ideally s...	3 beds \| 2 baths \| 1,056 sq.ft.	$199,900	Airbnb cash on cash: 1.98% Traditional cash on cash: 7.39% Airbnb Rental Income: $1048 Traditional Rental Income: $1712 Airbnb ROI: 1.98% Traditional ROI: 7.39%
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.	$750,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 2.24% Airbnb Rental Income: $717 Traditional Rental Income: $2524 Airbnb ROI: -0.79% Traditional ROI: 2.24%
347 Charit Tr Jamestown, TN The Pinnacle of Equestrian Luxury Welcome to the crown jewel of Rock House Ranches - ...	4 beds \| 6 baths \| 7,088 sq.ft.	$2,882,045	Airbnb cash on cash: N/A Traditional cash on cash: 1.07% Airbnb Rental Income: $null Traditional Rental Income: $6167 Airbnb ROI: N/A Traditional ROI: 1.07%
740 Rockview Rd Jamestown, TN Located in the PREMIER Equestrian Community of RIDGE TOP this Custom built LOG HOME with i...	2 beds \| 2 baths \| 1,200 sq.ft.	$499,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 2.84% Airbnb Rental Income: $717 Traditional Rental Income: $1987 Airbnb ROI: -0.54% Traditional ROI: 2.84%
3045 Coon Hunter Lodge Rd Jamestown, TN Charming Log Home in a Beautiful Setting Welcome to this warm and inviting 2-bedroo...	2 beds \| 2 baths \| 1,344 sq.ft.	$320,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 4.78% Airbnb Rental Income: $717 Traditional Rental Income: $1890 Airbnb ROI: -0.15% Traditional ROI: 4.78%
925 #y Church Rd Rd Jamestown, TN Charming 3-Bedroom Home in Allardt, TN - Ideal for First-Time Buyers or Investors! Nestle...	3 beds \| 1 baths \| 1,300 sq.ft.	$225,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 6.57% Airbnb Rental Income: $1048 Traditional Rental Income: $1758 Airbnb ROI: 1.53% Traditional ROI: 6.57%
518 Flatt Spur Rd Jamestown, TN Wow your friends & family with this newly renovated retreat. This spacious 2,688 sqft hom...	4 beds \| 3 baths \| 2,688 sq.ft.	$314,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.72% Airbnb Rental Income: $null Traditional Rental Income: $3016 Airbnb ROI: N/A Traditional ROI: 8.72%
355 Joe Barnett Rd Jamestown, TN Immerse yourself in the breathtaking grandeur of your own private retreat, tucked away ami...	3 beds \| 2 baths \| 1,440 sq.ft.	$448,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 4.42% Airbnb Rental Income: $1048 Traditional Rental Income: $2426 Airbnb ROI: 0.27% Traditional ROI: 4.42%
4540 S York Highway 4540 Hwy Jamestown, TN Peaceful Country Pleasure, This newly remodeled farmhouse sits on 1.8 acres of land, with ...	3 beds \| 4 baths \| 2,030 sq.ft.	$389,900	Airbnb cash on cash: 0.45% Traditional cash on cash: 7.09% Airbnb Rental Income: $1048 Traditional Rental Income: $3112 Airbnb ROI: 0.45% Traditional ROI: 7.09%
201 Taylor Ave Jamestown, TN If you sre looking for a property with two houses being sold together then be sure to lo...	3 beds \| 2 baths \| 1,620 sq.ft.	$225,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 9.14% Airbnb Rental Income: $1048 Traditional Rental Income: $2295 Airbnb ROI: 1.58% Traditional ROI: 9.14%
213 Indian Rock Trail Jamestown, TN This Stunning single-family home is a true gem, offering 3 bedrooms, 2 bathrooms, and larg...	3 beds \| 2 baths \| 2,192 sq.ft.	$469,900	Airbnb cash on cash: 0.03% Traditional cash on cash: 4.07% Airbnb Rental Income: $1048 Traditional Rental Income: $2461 Airbnb ROI: 0.03% Traditional ROI: 4.07%
30 Holden Hollow Jamestown, TN Nestled on a peaceful, quiet road, this 1-bedroom, 1-bath cabin offers the ultimate getawa...	1 beds \| 1 baths \| 588 sq.ft.	$165,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 6.52% Airbnb Rental Income: $425 Traditional Rental Income: $1301 Airbnb ROI: -0.69% Traditional ROI: 6.52%

Real Estate investment in Jamestown, TN

There are 144 properties for sale in the city of Jamestown . The median list price in Jamestown is $320,000 and the average price per square foot is $185. In September 2025, the average monthly cash on cash return in Jamestown is 5.00%. The average monthly rental income in Jamestown is $2,181.

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

There are 144 investment properties available for sale in Jamestown.

In 2025, the best neighborhood to buy investment property is Jamestown.

The ROI for Short-Term is higher than the Long-Term in Jamestown with average rental income of $1,048.

Your search for investment property begins and ends here

Investment Property for Sale in Jamestown, TN

182 Stockton Chapel Rd

Jamestown, TN

3 beds | 4 baths | 3,835 sq.ft.

$699,000

Airbnb cash on cash: -0.33%

Traditional cash on cash: 3.74%

Airbnb Rental Income: $1048

Traditional Rental Income: $3335

Airbnb ROI: -0.33%

Traditional ROI: 3.74%

3970 S York Hwy

Jamestown, TN

3 beds | 2 baths | 1,975 sq.ft.

$399,000

Airbnb cash on cash: 0.3%

Traditional cash on cash: 5.12%

Airbnb Rental Income: $1048

Traditional Rental Income: $2486

Airbnb ROI: 0.3%

Traditional ROI: 5.12%

150 FW Tate Lane

Jamestown, TN

3 beds | 3 baths | 2,668 sq.ft.

$559,000

Airbnb cash on cash: 0%

Traditional cash on cash: 4.06%

Airbnb Rental Income: $1048

Traditional Rental Income: $2804

Airbnb ROI: 0%

Traditional ROI: 4.06%

3251 Rugby Pike

Jamestown, TN

3 beds | 4 baths | 4,320 sq.ft.

$750,000

Airbnb cash on cash: -0.33%

Traditional cash on cash: 3.48%

Airbnb Rental Income: $1048

Traditional Rental Income: $3349

Airbnb ROI: -0.33%

Traditional ROI: 3.48%

136 Firefly Court

Jamestown, TN

3 beds | 3 baths | 1,840 sq.ft.

$325,000

Airbnb cash on cash: 0.65%

Traditional cash on cash: 6.71%

Airbnb Rental Income: $1048

Traditional Rental Income: $2535

Airbnb ROI: 0.65%

Traditional ROI: 6.71%

329 Cheyenne Drive

Jamestown, TN

3 beds | 3 baths | 1,296 sq.ft.

$390,000

Airbnb cash on cash: 0.51%

Traditional cash on cash: 4.84%

Airbnb Rental Income: $1048

Traditional Rental Income: $2269

Airbnb ROI: 0.51%

Traditional ROI: 4.84%

499 Stockton Chapel Rd

Jamestown, TN

3 beds | 1 baths | 1,760 sq.ft.

$1,355,239

Airbnb cash on cash: -0.6%

Traditional cash on cash: 0.23%

Airbnb Rental Income: $1048

Traditional Rental Income: $1734

Airbnb ROI: -0.6%

Traditional ROI: 0.23%

203 Rugby Ave

Jamestown, TN

3 beds | 4 baths | 2,954 sq.ft.

$299,000

Airbnb cash on cash: 0.75%

Traditional cash on cash: 9.53%

Airbnb Rental Income: $1048

Traditional Rental Income: $3156

Airbnb ROI: 0.75%