Real Estate Investment Properties for Sale in Jamestown, KY

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

Explore a variety of short-term homes & houses in Jamestown, KY. Invest wisely with VRBO & Jamestown, KY 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, KY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
85 Campbells Ferry Lane JAMESTOWN, KY Welcome to the beautiful new subdivision of Cumberland River Run, located adjacent to Camp...	3 beds \| 2 baths \| 1,622 sq.ft.	$359,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 5.28% Airbnb Rental Income: $1110 Traditional Rental Income: $2498 Airbnb ROI: 0.06% Traditional ROI: 5.28%
145 State Park Road unit: Q5 JAMESTOWN, KY Discover your perfect retreat in this beautifully appointed 2 bed 2 bath condo ideally sit...	2 beds \| 2 baths \| 900 sq.ft.	$164,900	Airbnb cash on cash: -2.46% Traditional cash on cash: 3.32% Airbnb Rental Income: $588 Traditional Rental Income: $1211 Airbnb ROI: -2.46% Traditional ROI: 3.32%
145 state park Road unit: R2 JAMESTOWN, KY Discover your Lake getaway ! Tucked in a wooded setting just minutes from breathtaking Lak...	1 beds \| 2 baths \| 900 sq.ft.	$142,000	Airbnb cash on cash: -2.87% Traditional cash on cash: 5.81% Airbnb Rental Income: $632 Traditional Rental Income: $1520 Airbnb ROI: -2.87% Traditional ROI: 5.81%
120 West Cumberland Avenue JAMESTOWN, KY Duplex one Block from three New Restaurants.. Minutes from Jamestown Marina largest House ...	5 beds \| 3 baths \| 2,492 sq.ft.	$279,900	Airbnb cash on cash: 6.7% Traditional cash on cash: 8.58% Airbnb Rental Income: $3046 Traditional Rental Income: $2845 Airbnb ROI: 6.7% Traditional ROI: 8.58%
1655 KY-92 JAMESTOWN, KY Just minutes away from Lake Cumberland and the Jamestown Resort & Marina, this 3500 sq. ft...	1 beds \| 2 baths \| 3,500 sq.ft.	$559,900	Airbnb cash on cash: -1.39% Traditional cash on cash: 1.06% Airbnb Rental Income: $632 Traditional Rental Income: $1618 Airbnb ROI: -1.39% Traditional ROI: 1.06%
228 Cooper Road JAMESTOWN, KY Welcome to peaceful country living right in Jamestown, Kentucky! Just MINUTES from Lake Cu...	3 beds \| 2 baths \| 1,792 sq.ft.	$215,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 9.49% Airbnb Rental Income: $1110 Traditional Rental Income: $2295 Airbnb ROI: 1.83% Traditional ROI: 9.49%
808 W Cumberland Ave. JAMESTOWN, KY Come home to Jamestown with this modest brick home a short walk from the square and shoppi...	2 beds \| 2 baths \| N/A	$159,900	Airbnb cash on cash: 0.27% Traditional cash on cash: 10.88% Airbnb Rental Income: $588 Traditional Rental Income: $1921 Airbnb ROI: 0.27% Traditional ROI: 10.88%
56 Lily Creek Court JAMESTOWN, KY Located in the highly sought-after Lily Creek Resort, this 3 bedroom, 2 bath home offers t...	3 beds \| 2 baths \| 1,530 sq.ft.	$335,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 5.3% Airbnb Rental Income: $1110 Traditional Rental Income: $2276 Airbnb ROI: 0.41% Traditional ROI: 5.3%
145 State Park Road #Q6 JAMESTOWN, KY Looking to RETIRE or just want to get away? This incredible opportunity offers a TURN KEY/...	2 beds \| 2 baths \| 932 sq.ft.	$192,500	Airbnb cash on cash: -0.71% Traditional cash on cash: 5.69% Airbnb Rental Income: $588 Traditional Rental Income: $1473 Airbnb ROI: -0.71% Traditional ROI: 5.69%
65 Wooldridge Road JAMESTOWN, KY Discover this absolute stunning 5-bedroom, 2-bath home, offering endless possibilities as ...	5 beds \| 2 baths \| 2,340 sq.ft.	$329,000	Airbnb cash on cash: 5.89% Traditional cash on cash: 7.08% Airbnb Rental Income: $3046 Traditional Rental Income: $2717 Airbnb ROI: 5.89% Traditional ROI: 7.08%
223 Pumpkin Creek Circle JAMESTOWN, KY Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumbe...	3 beds \| 3 baths \| 1,256 sq.ft.	$399,900	Airbnb cash on cash: -0.04% Traditional cash on cash: 3.5% Airbnb Rental Income: $1110 Traditional Rental Income: $2063 Airbnb ROI: -0.04% Traditional ROI: 3.5%
139 Payton Place Lane JAMESTOWN, KY Claim your own piece of paradise down a quiet gravel lane in Russell County, Kentucky. Pri...	3 beds \| 3 baths \| 2,200 sq.ft.	$349,999	Airbnb cash on cash: 0.64% Traditional cash on cash: 5.63% Airbnb Rental Income: $1110 Traditional Rental Income: $2377 Airbnb ROI: 0.64% Traditional ROI: 5.63%
1055 KY-92 JAMESTOWN, KY Turnkey Lake Home on 1.3 Unrestricted Acres - Minutes to Jamestown Marina Fully updated an...	3 beds \| 2 baths \| 1,248 sq.ft.	$314,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 5.74% Airbnb Rental Income: $1110 Traditional Rental Income: $2109 Airbnb ROI: 1.09% Traditional ROI: 5.74%
1360 State Highway 92 JAMESTOWN, KY Luxury, privacy, and space come together in this stunning 10,076 sq ft estate in Jamestown...	5 beds \| 6 baths \| 10,076 sq.ft.	$2,299,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 1.38% Airbnb Rental Income: $3046 Traditional Rental Income: $6993 Airbnb ROI: -0.8% Traditional ROI: 1.38%
198 W Cumberland Avenue JAMESTOWN, KY This beautifully updated duplex is a fantastic opportunity for real estate investors or an...	5 beds \| 3 baths \| 2,068 sq.ft.	$235,000	Airbnb cash on cash: 9% Traditional cash on cash: 9.87% Airbnb Rental Income: $3046 Traditional Rental Income: $2544 Airbnb ROI: 9% Traditional ROI: 9.87%
2295 Ky-92 JAMESTOWN, KY Magazine-worthy estate near Lake Cumberland! This stunning 5BR/4BA home on 9+ unrestricted...	5 beds \| 4 baths \| 2,624 sq.ft.	$699,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 3.45% Airbnb Rental Income: $3046 Traditional Rental Income: $3222 Airbnb ROI: 2.11% Traditional ROI: 3.45%
145 State Park Road #Q7 JAMESTOWN, KY Looking to RETIRE or just want to get away? This incredible opportunity offers a TURN KEY/...	2 beds \| 2 baths \| 932 sq.ft.	$192,500	Airbnb cash on cash: -0.71% Traditional cash on cash: 6.15% Airbnb Rental Income: $588 Traditional Rental Income: $1557 Airbnb ROI: -0.71% Traditional ROI: 6.15%
394 W Cumberland Avenue JAMESTOWN, KY This is an exceptional investment opportunity waiting for you! This charming home features...	2 beds \| 1 baths \| 800 sq.ft.	$295,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 3.9% Airbnb Rental Income: $588 Traditional Rental Income: $1474 Airbnb ROI: -0.33% Traditional ROI: 3.9%
145 State Park Road unit: B5 JAMESTOWN, KY This beautifully updated 2 bed 2 bath condo offers easy living just minutes from the shore...	2 beds \| 2 baths \| 900 sq.ft.	$210,000	Airbnb cash on cash: -2.4% Traditional cash on cash: 4.06% Airbnb Rental Income: $588 Traditional Rental Income: $1586 Airbnb ROI: -2.4% Traditional ROI: 4.06%
145 State Park Road #S-6 JAMESTOWN, KY Welcome to Unit S6 in the gated community of Apple Valley at Lake Cumberlandâperfect as ...	1 beds \| 2 baths \| 900 sq.ft.	$113,900	Airbnb cash on cash: -2.78% Traditional cash on cash: 6.65% Airbnb Rental Income: $632 Traditional Rental Income: $1376 Airbnb ROI: -2.78% Traditional ROI: 6.65%
145 State Park Road #K-3 JAMESTOWN, KY This is the BEST value and unit in Apple Valley! Look around and you will see for yourself...	2 beds \| 2 baths \| 900 sq.ft.	$119,000	Airbnb cash on cash: -3.37% Traditional cash on cash: 9.33% Airbnb Rental Income: $588 Traditional Rental Income: $1760 Airbnb ROI: -3.37% Traditional ROI: 9.33%
120 Ivy Drive JAMESTOWN, KY ONE LEVEL LIVING...Enjoy the easy flow of this brick ranch...ideal for so many. This thoug...	3 beds \| 2 baths \| 1,800 sq.ft.	$345,000	Airbnb cash on cash: 0.96% Traditional cash on cash: 6.13% Airbnb Rental Income: $1110 Traditional Rental Income: $2412 Airbnb ROI: 0.96% Traditional ROI: 6.13%
186 Lily Creek Resort Road JAMESTOWN, KY If you've been searching for a truly one-of-a-kind home in the Lake Cumberland area, this ...	3 beds \| 2 baths \| 1,723 sq.ft.	$335,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 6.23% Airbnb Rental Income: $1110 Traditional Rental Income: $2414 Airbnb ROI: 0.9% Traditional ROI: 6.23%
935 Clifty Creek Road JAMESTOWN, KY Custom Log Home Near Lake Cumberland - Clifty Creek Rd, Jamestown, KY This custom log home...	3 beds \| 4 baths \| 3,120 sq.ft.	$449,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 3.87% Airbnb Rental Income: $1110 Traditional Rental Income: $2285 Airbnb ROI: 0.19% Traditional ROI: 3.87%
324 Lawless Lane JAMESTOWN, KY Lovely Home Near Jamestown Marina - Perfect for Vacation or Year-Round Living! This charmi...	3 beds \| 2 baths \| 1,435 sq.ft.	$169,900	Airbnb cash on cash: 2.67% Traditional cash on cash: 11.53% Airbnb Rental Income: $1110 Traditional Rental Income: $2171 Airbnb ROI: 2.67% Traditional ROI: 11.53%
612 Little Indian Dr JAMESTOWN, KY Looking for the perfect little getaway near Wolf Creek Dam? This cozy home is located in a...	2 beds \| 1 baths \| N/A	$245,000	Airbnb cash on cash: -0.43% Traditional cash on cash: 6.25% Airbnb Rental Income: $588 Traditional Rental Income: $1846 Airbnb ROI: -0.43% Traditional ROI: 6.25%
893 Lily Creek Lane JAMESTOWN, KY Experience luxury lake living at its finest in this beautifully furnished, upscale lake ho...	5 beds \| 4 baths \| 3,324 sq.ft.	$575,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 5.43% Airbnb Rental Income: $3046 Traditional Rental Income: $3838 Airbnb ROI: 2.66% Traditional ROI: 5.43%
49 Linkview Road JAMESTOWN, KY Brand-New Home Near Lake Cumberland - Ideal Vacation or Investment Property! Don't miss th...	3 beds \| 2 baths \| 1,344 sq.ft.	$169,999	Airbnb cash on cash: 2.12% Traditional cash on cash: 10.64% Airbnb Rental Income: $1110 Traditional Rental Income: $2118 Airbnb ROI: 2.12% Traditional ROI: 10.64%
130 Cumberland Ave.. JAMESTOWN, KY	N/A beds \| N/A baths \| 4,896 sq.ft.	$161,450	Airbnb cash on cash: -2.7% Traditional cash on cash: 8.85% Airbnb Rental Income: $49 Traditional Rental Income: $1632 Airbnb ROI: -2.7% Traditional ROI: 8.85%
335 Sonny Aaron Dr. #335 JAMESTOWN, KY Come Home To Sonny's Landing!!! New Construction Home situated on a nice large lot just mi...	3 beds \| 2 baths \| 1,650 sq.ft.	$339,900	Airbnb cash on cash: 0.16% Traditional cash on cash: 5.93% Airbnb Rental Income: $1110 Traditional Rental Income: $2579 Airbnb ROI: 0.16% Traditional ROI: 5.93%
303 Sonny Aaron Drive JAMESTOWN, KY Welcome to this spacious home at 303 Sonny Aaron Dr. Jamestown! This home was built in 202...	3 beds \| 2 baths \| 1,650 sq.ft.	$290,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 6.63% Airbnb Rental Income: $1110 Traditional Rental Income: $2411 Airbnb ROI: 0.5% Traditional ROI: 6.63%
905 Lily Creek Resort Road JAMESTOWN, KY Panoramic year round lake views from three levels..Lily Creek Resort's best view..fabulous...	5 beds \| 5 baths \| 3,796 sq.ft.	$695,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 5.25% Airbnb Rental Income: $3046 Traditional Rental Income: $4453 Airbnb ROI: 2.01% Traditional ROI: 5.25%
357 Lawless Lane JAMESTOWN, KY Check out this amazing new construction home located in a highly desirable area just 3 mil...	3 beds \| 2 baths \| 1,280 sq.ft.	$169,400	Airbnb cash on cash: 2.13% Traditional cash on cash: 9.53% Airbnb Rental Income: $1110 Traditional Rental Income: $1931 Airbnb ROI: 2.13% Traditional ROI: 9.53%
371 Lakeview Drive JAMESTOWN, KY Welcome to this impressive, custom-built two-story brick estate, gracefully positioned in ...	4 beds \| 5 baths \| 6,687 sq.ft.	$684,500	Airbnb cash on cash: 0.47% Traditional cash on cash: 3.72% Airbnb Rental Income: $1865 Traditional Rental Income: $3442 Airbnb ROI: 0.47% Traditional ROI: 3.72%
369 Lawless Lane JAMESTOWN, KY Check out this amazing new construction home located in a highly desirable area just 3 mil...	3 beds \| 2 baths \| 1,280 sq.ft.	$169,400	Airbnb cash on cash: 2.13% Traditional cash on cash: 9.73% Airbnb Rental Income: $1110 Traditional Rental Income: $1962 Airbnb ROI: 2.13% Traditional ROI: 9.73%
370 Wesley Circle JAMESTOWN, KY Experience effortless lake living in this fully furnished, turn-key 4-bedroom, 4-bath lake...	4 beds \| 4 baths \| 2,100 sq.ft.	$365,000	Airbnb cash on cash: 1.86% Traditional cash on cash: 6.53% Airbnb Rental Income: $1865 Traditional Rental Income: $2966 Airbnb ROI: 1.86% Traditional ROI: 6.53%
145 State Park Road unit: B3 JAMESTOWN, KY Looking for that Airbnb, Vrbo vacation rental - Investors look at this one. Welcome to App...	2 beds \| 2 baths \| 900 sq.ft.	$139,000	Airbnb cash on cash: -3.17% Traditional cash on cash: 5.37% Airbnb Rental Income: $588 Traditional Rental Income: $1439 Airbnb ROI: -3.17% Traditional ROI: 5.37%
145 State Park Road unit: I-6 JAMESTOWN, KY Enjoy easy lake living in this 2 bedroom, 2 bath condo located in Apple Valley Resort. Jus...	2 beds \| 2 baths \| 900 sq.ft.	$119,900	Airbnb cash on cash: -3.37% Traditional cash on cash: 6.84% Airbnb Rental Income: $588 Traditional Rental Income: $1482 Airbnb ROI: -3.37% Traditional ROI: 6.84%
255 Lantern Way JAMESTOWN, KY Welcome to Lake Cumberlands newest SHOW STOPPER! Better than new and thoughtfully designed...	4 beds \| 3 baths \| 1,954 sq.ft.	$650,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 2.41% Airbnb Rental Income: $1865 Traditional Rental Income: $2701 Airbnb ROI: 0.2% Traditional ROI: 2.41%
398 Carriage Lane JAMESTOWN, KY Minutes to Lake Cumberland Marina \| Gated Community \| Located at 398 Carriage Lane in Jame...	3 beds \| 3 baths \| 4,110 sq.ft.	$474,900	Airbnb cash on cash: -0.43% Traditional cash on cash: 4.25% Airbnb Rental Income: $1110 Traditional Rental Income: $2813 Airbnb ROI: -0.43% Traditional ROI: 4.25%

Real Estate investment in Jamestown, KY

There are 69 properties for sale in the city of Jamestown . The median list price in Jamestown is $125,000 and the average price per square foot is $46. In May 2026, the average monthly cash on cash return in Jamestown is 6.00%. The average monthly rental income in Jamestown is $2,202.

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

There are 69 investment properties available for sale in Jamestown.

In 2026, 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 $1,110.

Your search for investment property begins and ends here

Investment Property for Sale in Jamestown, KY

85 Campbells Ferry Lane

JAMESTOWN, KY

3 beds | 2 baths | 1,622 sq.ft.

$359,000

Airbnb cash on cash: 0.06%

Traditional cash on cash: 5.28%

Airbnb Rental Income: $1110

Traditional Rental Income: $2498

Airbnb ROI: 0.06%

Traditional ROI: 5.28%

145 State Park Road unit: Q5

JAMESTOWN, KY

2 beds | 2 baths | 900 sq.ft.

$164,900

Airbnb cash on cash: -2.46%

Traditional cash on cash: 3.32%

Airbnb Rental Income: $588

Traditional Rental Income: $1211

Airbnb ROI: -2.46%

Traditional ROI: 3.32%

145 state park Road unit: R2

JAMESTOWN, KY

1 beds | 2 baths | 900 sq.ft.

$142,000

Airbnb cash on cash: -2.87%

Traditional cash on cash: 5.81%

Airbnb Rental Income: $632

Traditional Rental Income: $1520

Airbnb ROI: -2.87%

Traditional ROI: 5.81%

120 West Cumberland Avenue

JAMESTOWN, KY

5 beds | 3 baths | 2,492 sq.ft.

$279,900

Airbnb cash on cash: 6.7%

Traditional cash on cash: 8.58%

Airbnb Rental Income: $3046

Traditional Rental Income: $2845

Airbnb ROI: 6.7%

Traditional ROI: 8.58%

1655 KY-92

JAMESTOWN, KY

1 beds | 2 baths | 3,500 sq.ft.

$559,900

Airbnb cash on cash: -1.39%

Traditional cash on cash: 1.06%

Airbnb Rental Income: $632

Traditional Rental Income: $1618

Airbnb ROI: -1.39%

Traditional ROI: 1.06%

228 Cooper Road

JAMESTOWN, KY

3 beds | 2 baths | 1,792 sq.ft.

$215,000

Airbnb cash on cash: 1.83%

Traditional cash on cash: 9.49%

Airbnb Rental Income: $1110

Traditional Rental Income: $2295

Airbnb ROI: 1.83%

Traditional ROI: 9.49%

808 W Cumberland Ave.

JAMESTOWN, KY

2 beds | 2 baths | N/A

$159,900

Airbnb cash on cash: 0.27%

Traditional cash on cash: 10.88%

Airbnb Rental Income: $588

Traditional Rental Income: $1921

Airbnb ROI: 0.27%

Traditional ROI: 10.88%

56 Lily Creek Court

JAMESTOWN, KY

3 beds | 2 baths | 1,530 sq.ft.

$335,000

Airbnb cash on cash: 0.41%

Traditional cash on cash: 5.3%

Airbnb Rental Income: $1110

Traditional Rental Income: $2276

Airbnb ROI: 0.41%