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.	$749,900	Airbnb cash on cash: -0.34% Traditional cash on cash: 2.1% Airbnb Rental Income: $1066 Traditional Rental Income: $2410 Airbnb ROI: -0.34% Traditional ROI: 2.1%
841 Yellow Cliff Rd Jamestown, TN Charming 3 Bedroom, 1 Bath Home with Beautiful Outdoor Spaces! Welcome to this inviting 3-...	3 beds \| 1 baths \| 1,176 sq.ft.	$169,900	Airbnb cash on cash: 2.6% Traditional cash on cash: 6.16% Airbnb Rental Income: $1066 Traditional Rental Income: $1277 Airbnb ROI: 2.6% Traditional ROI: 6.16%
179 Government Pond Road Jamestown, TN Perfect opportunity for your own mini farm or unrestricted acreage with home to become you...	3 beds \| 2 baths \| 1,544 sq.ft.	$274,929	Airbnb cash on cash: 1.07% Traditional cash on cash: 6.53% Airbnb Rental Income: $1066 Traditional Rental Income: $2115 Airbnb ROI: 1.07% Traditional ROI: 6.53%
1151 Rockhouse Pass Jamestown, TN Located in the gated Rockhouse Ranch equestrian community in Tennessee's Upper Cumberland ...	3 beds \| 2 baths \| 2,084 sq.ft.	$899,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 1.44% Airbnb Rental Income: $1066 Traditional Rental Income: $2396 Airbnb ROI: -0.59% Traditional ROI: 1.44%
1463 Nichol Creek Dr Jamestown, TN Private 6.5-Acre Horse Property in Nichol Creek Farms! Bring the horses and enjoy peaceful...	2 beds \| 2 baths \| 1,550 sq.ft.	$549,500	Airbnb cash on cash: -0.15% Traditional cash on cash: 2.67% Airbnb Rental Income: $1018 Traditional Rental Income: $2107 Airbnb ROI: -0.15% Traditional ROI: 2.67%
360 Joe Barnett Rd Jamestown, TN COUNTRY LIVING WITH THE CLOSENESS TO JAMESTOWN AMENITIES. 5 PRIVATE ACRES WITH A 4 STALL B...	3 beds \| 1 baths \| 2,427 sq.ft.	$376,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 2.33% Airbnb Rental Income: $1066 Traditional Rental Income: $1331 Airbnb ROI: 0.54% Traditional ROI: 2.33%
875 S Fork Drive Jamestown, TN REDUCED! MAKE OFFER! Sweet home in a horse community, on trail, with a detached garage/ wo...	3 beds \| 2 baths \| 1,104 sq.ft.	$300,000	Airbnb cash on cash: 0.86% Traditional cash on cash: 6.01% Airbnb Rental Income: $1066 Traditional Rental Income: $2155 Airbnb ROI: 0.86% Traditional ROI: 6.01%
517 Big Sky Rd. Jamestown, TN Enjoy breathtaking views overlooking Dale Hollow Lake from this beautifully completely rem...	3 beds \| 3 baths \| 1,900 sq.ft.	$399,900	Airbnb cash on cash: 0.36% Traditional cash on cash: 4.62% Airbnb Rental Income: $1066 Traditional Rental Income: $2300 Airbnb ROI: 0.36% Traditional ROI: 4.62%
1019 Greenwood Dr Jamestown, TN Lakefront living at its finest! Lakefront ranch-style homes offering this much space, a do...	3 beds \| 3 baths \| 3,056 sq.ft.	$499,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 1.31% Airbnb Rental Income: $1066 Traditional Rental Income: $1277 Airbnb ROI: 0.07% Traditional ROI: 1.31%
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: -0.02% Traditional cash on cash: 2.97% Airbnb Rental Income: $1066 Traditional Rental Income: $2347 Airbnb ROI: -0.02% Traditional ROI: 2.97%
S York Highway 4850 Jamestown, TN Investors Special! Bring your creative juices to the ready to finish and remodel home to s...	4 beds \| 3 baths \| 1,940 sq.ft.	$275,000	Airbnb cash on cash: 4.2% Traditional cash on cash: 3.68% Airbnb Rental Income: $2034 Traditional Rental Income: $1372 Airbnb ROI: 4.2% Traditional ROI: 3.68%
358 Red Oak Dr Jamestown, TN Ride, ride, ride to your heart's content in the heart of equestrian country, conveniently ...	2 beds \| 2 baths \| 1,638 sq.ft.	$479,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 0.71% Airbnb Rental Income: $1018 Traditional Rental Income: $989 Airbnb ROI: -0.02% Traditional ROI: 0.71%
1041 Glenobey Rd Jamestown, TN Escape to the peaceful Tennessee countryside with this 1,344 sq. ft. single-family home. N...	3 beds \| 2 baths \| 1,344 sq.ft.	$237,900	Airbnb cash on cash: 1.45% Traditional cash on cash: 4.02% Airbnb Rental Income: $1066 Traditional Rental Income: $1277 Airbnb ROI: 1.45% Traditional ROI: 4.02%
424 Wilderness Lane Jamestown, TN MOTIVATED SELLERS! CALL TODAY TO SETUP YOUR SHOWING APPOINTMENT. EQUESTRIAN PROPERTY! DIRE...	2 beds \| 3 baths \| 1,837 sq.ft.	$695,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 2.49% Airbnb Rental Income: $1018 Traditional Rental Income: $2524 Airbnb ROI: -0.38% Traditional ROI: 2.49%
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.	$419,900	Airbnb cash on cash: 0.16% Traditional cash on cash: 4.75% Airbnb Rental Income: $1018 Traditional Rental Income: $2465 Airbnb ROI: 0.16% Traditional ROI: 4.75%
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.	$499,700	Airbnb cash on cash: -0.07% Traditional cash on cash: 4% Airbnb Rental Income: $1018 Traditional Rental Income: $2562 Airbnb ROI: -0.07% Traditional ROI: 4%
4282 Standing Rock Road Jamestown, TN Peaceful country living awaits in this nature lovers and horse enthusiast's dream, private...	3 beds \| 2 baths \| 2,032 sq.ft.	$549,900	Airbnb cash on cash: -0.08% Traditional cash on cash: 3.28% Airbnb Rental Income: $1066 Traditional Rental Income: $2429 Airbnb ROI: -0.08% Traditional ROI: 3.28%
504 Ridge Top Drive Jamestown, TN Discover the perfect blend of luxury, comfort, and outdoor adventure with this completely ...	3 beds \| 3 baths \| 2,352 sq.ft.	$637,500	Airbnb cash on cash: -0.27% Traditional cash on cash: 0.7% Airbnb Rental Income: $1066 Traditional Rental Income: $1277 Airbnb ROI: -0.27% Traditional ROI: 0.7%
504 Ridgetop Dr Jamestown, TN Discover the perfect blend of luxury, comfort, and outdoor adventure with this completely ...	3 beds \| 2 baths \| 2,352 sq.ft.	$637,500	Airbnb cash on cash: -0.27% Traditional cash on cash: 2.55% Airbnb Rental Income: $1066 Traditional Rental Income: $2379 Airbnb ROI: -0.27% Traditional ROI: 2.55%
778 Stone Haven Tr Jamestown, TN Saddle up your horse(s) for this listing where you can get your horse from the barn and ri...	3 beds \| 2 baths \| 1,590 sq.ft.	$670,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 1.54% Airbnb Rental Income: $1066 Traditional Rental Income: $1831 Airbnb ROI: -0.27% Traditional ROI: 1.54%
1131 Grandview Way Jamestown, TN Experience the ultimate blend of luxury and nature in a stunning, True Structural Timber F...	3 beds \| 2 baths \| 1,746 sq.ft.	$474,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 2.23% Airbnb Rental Income: $1066 Traditional Rental Income: $1698 Airbnb ROI: -0.03% Traditional ROI: 2.23%
4160 Standing Rock Road Jamestown, TN Experience the best of Tennessee country living w/ this unrestricted 44-acre farm offering...	4 beds \| 3 baths \| 2,567 sq.ft.	$824,929	Airbnb cash on cash: 0.69% Traditional cash on cash: 2.5% Airbnb Rental Income: $2034 Traditional Rental Income: $2892 Airbnb ROI: 0.69% Traditional ROI: 2.5%
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: -0.11% Traditional cash on cash: 0.94% Airbnb Rental Income: $2034 Traditional Rental Income: $2979 Airbnb ROI: -0.11% Traditional ROI: 0.94%
1104 Allardt Hwy Jamestown, TN Spacious and versatile home tucked away from the road, offering privacy and endless possib...	3 beds \| 2 baths \| 2,331 sq.ft.	$199,900	Airbnb cash on cash: 1.8% Traditional cash on cash: 11.38% Airbnb Rental Income: $1066 Traditional Rental Income: $2518 Airbnb ROI: 1.8% Traditional ROI: 11.38%
2071 Allardt Tinch Rd Jamestown, TN Enjoy all the benefits of a modern, like-new home without the wait of building in this bea...	3 beds \| 2 baths \| 1,400 sq.ft.	$285,000	Airbnb cash on cash: 0.99% Traditional cash on cash: 5.75% Airbnb Rental Income: $1066 Traditional Rental Income: $1977 Airbnb ROI: 0.99% Traditional ROI: 5.75%
719 Spruce Creek Drive Jamestown, TN This property is being sold in 'AS IS-WHERE IS' condition. Perfect set up for FAMILY FUNCT...	2 beds \| 1 baths \| 400 sq.ft.	$325,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 3.32% Airbnb Rental Income: $1018 Traditional Rental Income: $1437 Airbnb ROI: 0.77% Traditional ROI: 3.32%
364 Alf Threet Rd. Jamestown, TN Charming, energy-efficient single-level house for sale in Jamestown, TN. This modern home ...	3 beds \| 2 baths \| 1,656 sq.ft.	$464,900	Airbnb cash on cash: 0.16% Traditional cash on cash: 3.15% Airbnb Rental Income: $1066 Traditional Rental Income: $2000 Airbnb ROI: 0.16% Traditional ROI: 3.15%
2067 Allardt Tinch Rd Jamestown, TN This 2022-built ranch home offers 1,400 square feet of single-level living on a 0.86-acre ...	3 beds \| 2 baths \| 1,400 sq.ft.	$299,900	Airbnb cash on cash: 0.88% Traditional cash on cash: 5.43% Airbnb Rental Income: $1066 Traditional Rental Income: $1982 Airbnb ROI: 0.88% Traditional ROI: 5.43%
1703 Perimeter Drive Jamestown, TN Tucked w/in the Whispering Winds Lake community, this well maintained home invites you to ...	3 beds \| 2 baths \| 1,223 sq.ft.	$230,000	Airbnb cash on cash: 1.56% Traditional cash on cash: 6.9% Airbnb Rental Income: $1066 Traditional Rental Income: $1862 Airbnb ROI: 1.56% Traditional ROI: 6.9%
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: 2.63% Traditional cash on cash: 5.22% Airbnb Rental Income: $2034 Traditional Rental Income: $2456 Airbnb ROI: 2.63% Traditional ROI: 5.22%
337 Colditz Road Jamestown, TN **MOTIVATED SELLER, WILL PAY $5000.00 IN CLOSING COSTS AND WILL LEAVE A ZERO TURN MOWER FO...	4 beds \| 2 baths \| 1,596 sq.ft.	$270,000	Airbnb cash on cash: 4.23% Traditional cash on cash: 5.38% Airbnb Rental Income: $2034 Traditional Rental Income: $1799 Airbnb ROI: 4.23% Traditional ROI: 5.38%
528 St Anthony Dr Jamestown, TN Welcome home to this beautifully designed home featuring a spacious open-concept split flo...	3 beds \| 2 baths \| 1,344 sq.ft.	$319,900	Airbnb cash on cash: 0.72% Traditional cash on cash: 5.25% Airbnb Rental Income: $1066 Traditional Rental Income: $2062 Airbnb ROI: 0.72% Traditional ROI: 5.25%
260 Indian Rock Tr Jamestown, TN Turn Key 4 ACRE Equestrian Property with DIRECT Trail access into the BIG SOUTH FORK NATIO...	2 beds \| 2 baths \| 1,080 sq.ft.	$440,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 2.7% Airbnb Rental Income: $1018 Traditional Rental Income: $1705 Airbnb ROI: 0.16% Traditional ROI: 2.7%
428 Patton Heights Circle Jamestown, TN Located close to everything in Jamestown. This cute little home has been updated 2 yrs ago...	3 beds \| 1 baths \| 924 sq.ft.	$169,900	Airbnb cash on cash: 2.45% Traditional cash on cash: 5.41% Airbnb Rental Income: $1066 Traditional Rental Income: $1179 Airbnb ROI: 2.45% Traditional ROI: 5.41%
2460 Pickett Park Hwy Jamestown, TN .With its substantial acreage, outbuildings, and ample square footage this property offers...	4 beds \| 3 baths \| 2,092 sq.ft.	$493,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 4.29% Airbnb Rental Income: $2034 Traditional Rental Income: $2613 Airbnb ROI: 1.89% Traditional ROI: 4.29%
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.	$629,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 3.73% Airbnb Rental Income: $2034 Traditional Rental Income: $2986 Airbnb ROI: 1.21% Traditional ROI: 3.73%
1240 Louvaine Rd Jamestown, TN UNRESTRICTED 51 Acre Equestrian Estate. Built in 2016 with serious Self Sufficiency in min...	3 beds \| 3 baths \| 3,460 sq.ft.	$699,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 2.66% Airbnb Rental Income: $1066 Traditional Rental Income: $2591 Airbnb ROI: -0.24% Traditional ROI: 2.66%
549 Yellow Cliff Estates Rd Jamestown, TN The home features 3 bedrooms, 2 baths with dining room, laundry room, and 2 car garage sit...	3 beds \| 2 baths \| 1,566 sq.ft.	$249,900	Airbnb cash on cash: 1.36% Traditional cash on cash: 7.64% Airbnb Rental Income: $1066 Traditional Rental Income: $2180 Airbnb ROI: 1.36% Traditional ROI: 7.64%
1169 Terry Lane Jamestown, TN Escape the noise of the city and embrace the peaceful life style you've been dreaming of w...	3 beds \| 2 baths \| 1,512 sq.ft.	$369,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 5.45% Airbnb Rental Income: $1066 Traditional Rental Income: $2350 Airbnb ROI: 0.69% Traditional ROI: 5.45%
301 Joe Barnett Rd Jamestown, TN PRIVATE CUMBERLAND PLATEAU RETREAT ON 5+ UNRESTRICTED ACRES! Tucked away from the road for...	3 beds \| 1 baths \| 928 sq.ft.	$259,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 7.03% Airbnb Rental Income: $1066 Traditional Rental Income: $2102 Airbnb ROI: 1.29% Traditional ROI: 7.03%

Real Estate investment in Jamestown, TN

There are 137 properties for sale in the city of Jamestown . The median list price in Jamestown is $183,340 and the average price per square foot is $99. In November 2026, the average monthly cash on cash return in Jamestown is 5.00%. The average monthly rental income in Jamestown is $2,169.

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

There are 137 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 $2,169.

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.

$749,900

Airbnb cash on cash: -0.34%

Traditional cash on cash: 2.1%

Airbnb Rental Income: $1066

Traditional Rental Income: $2410

Airbnb ROI: -0.34%

Traditional ROI: 2.1%

841 Yellow Cliff Rd

Jamestown, TN

3 beds | 1 baths | 1,176 sq.ft.

$169,900

Airbnb cash on cash: 2.6%

Traditional cash on cash: 6.16%

Airbnb Rental Income: $1066

Traditional Rental Income: $1277

Airbnb ROI: 2.6%

Traditional ROI: 6.16%

179 Government Pond Road

Jamestown, TN

3 beds | 2 baths | 1,544 sq.ft.

$274,929

Airbnb cash on cash: 1.07%

Traditional cash on cash: 6.53%

Airbnb Rental Income: $1066

Traditional Rental Income: $2115

Airbnb ROI: 1.07%

Traditional ROI: 6.53%

1151 Rockhouse Pass

Jamestown, TN

3 beds | 2 baths | 2,084 sq.ft.

$899,000

Airbnb cash on cash: -0.59%

Traditional cash on cash: 1.44%

Airbnb Rental Income: $1066

Traditional Rental Income: $2396

Airbnb ROI: -0.59%

Traditional ROI: 1.44%

1463 Nichol Creek Dr

Jamestown, TN

2 beds | 2 baths | 1,550 sq.ft.

$549,500

Airbnb cash on cash: -0.15%

Traditional cash on cash: 2.67%

Airbnb Rental Income: $1018

Traditional Rental Income: $2107

Airbnb ROI: -0.15%

Traditional ROI: 2.67%

360 Joe Barnett Rd

Jamestown, TN

3 beds | 1 baths | 2,427 sq.ft.

$376,000

Airbnb cash on cash: 0.54%

Traditional cash on cash: 2.33%

Airbnb Rental Income: $1066

Traditional Rental Income: $1331

Airbnb ROI: 0.54%

Traditional ROI: 2.33%

875 S Fork Drive

Jamestown, TN

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

$300,000

Airbnb cash on cash: 0.86%

Traditional cash on cash: 6.01%

Airbnb Rental Income: $1066

Traditional Rental Income: $2155

Airbnb ROI: 0.86%

Traditional ROI: 6.01%

517 Big Sky Rd.

Jamestown, TN

3 beds | 3 baths | 1,900 sq.ft.

$399,900

Airbnb cash on cash: 0.36%

Traditional cash on cash: 4.62%

Airbnb Rental Income: $1066

Traditional Rental Income: $2300

Airbnb ROI: 0.36%