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.	$325,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 1.46% Airbnb Rental Income: $943 Traditional Rental Income: $1106 Airbnb ROI: -0.2% Traditional ROI: 1.46%
522 Lakeview Drive JAMESTOWN, KY This stunning 4 bedroom, 3.5 bath home combines timeless craftsmanship with modern upgrade...	4 beds \| 4 baths \| 3,369 sq.ft.	$645,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.72% Airbnb Rental Income: $null Traditional Rental Income: $3497 Airbnb ROI: N/A Traditional ROI: 3.72%
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: -2.5% Traditional cash on cash: 3.32% Airbnb Rental Income: $581 Traditional Rental Income: $1211 Airbnb ROI: -2.5% Traditional ROI: 3.32%
819 Scotts Chapel Road JAMESTOWN, KY Charming Lake Cumberland Retreat - Updated & Move-In Ready! Discover your ideal weekend ge...	3 beds \| 2 baths \| 860 sq.ft.	$185,000	Airbnb cash on cash: 1.01% Traditional cash on cash: 7.53% Airbnb Rental Income: $943 Traditional Rental Income: $1744 Airbnb ROI: 1.01% Traditional ROI: 7.53%
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: -2.27% Traditional cash on cash: 5.81% Airbnb Rental Income: $731 Traditional Rental Income: $1520 Airbnb ROI: -2.27% 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: 6.53% Traditional cash on cash: 8.58% Airbnb Rental Income: $2992 Traditional Rental Income: $2845 Airbnb ROI: 6.53% 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.	$659,900	Airbnb cash on cash: -1.32% Traditional cash on cash: 0.62% Airbnb Rental Income: $731 Traditional Rental Income: $1618 Airbnb ROI: -1.32% Traditional ROI: 0.62%
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: 0.23% Traditional cash on cash: 10.88% Airbnb Rental Income: $581 Traditional Rental Income: $1921 Airbnb ROI: 0.23% Traditional ROI: 10.88%
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: -0.75% Traditional cash on cash: 5.69% Airbnb Rental Income: $581 Traditional Rental Income: $1473 Airbnb ROI: -0.75% 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: 5.74% Traditional cash on cash: 7.08% Airbnb Rental Income: $2992 Traditional Rental Income: $2717 Airbnb ROI: 5.74% Traditional ROI: 7.08%
3331 Highway 1058 JAMESTOWN, KY Older affordable home nestled on 1.5 acres m/l located in the "lower end" of Russell Count...	3 beds \| 1 baths \| 960 sq.ft.	$119,900	Airbnb cash on cash: 3.2% Traditional cash on cash: 11.14% Airbnb Rental Income: $943 Traditional Rental Income: $1515 Airbnb ROI: 3.2% Traditional ROI: 11.14%
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: 0.22% Traditional cash on cash: 5.63% Airbnb Rental Income: $943 Traditional Rental Income: $2377 Airbnb ROI: 0.22% 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.	$325,000	Airbnb cash on cash: 0.57% Traditional cash on cash: 5.51% Airbnb Rental Income: $943 Traditional Rental Income: $2109 Airbnb ROI: 0.57% Traditional ROI: 5.51%
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: -0.82% Traditional cash on cash: 1.38% Airbnb Rental Income: $2992 Traditional Rental Income: $6993 Airbnb ROI: -0.82% 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.	$239,000	Airbnb cash on cash: 8.64% Traditional cash on cash: 9.7% Airbnb Rental Income: $2992 Traditional Rental Income: $2544 Airbnb ROI: 8.64% Traditional ROI: 9.7%
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: 2.04% Traditional cash on cash: 3.45% Airbnb Rental Income: $2992 Traditional Rental Income: $3222 Airbnb ROI: 2.04% 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: -0.75% Traditional cash on cash: 6.15% Airbnb Rental Income: $581 Traditional Rental Income: $1557 Airbnb ROI: -0.75% Traditional ROI: 6.15%
412 Murphy Lane JAMESTOWN, KY Own one-or both-of these beautifully designed ranch townhome units in the heart of Jamesto...	2 beds \| 2 baths \| 1,613 sq.ft.	$225,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 9.29% Airbnb Rental Income: $581 Traditional Rental Income: $2395 Airbnb ROI: -0.57% Traditional ROI: 9.29%
420 Campbells Ferry Ln JAMESTOWN, KY Welcome to your personal paradise, a 5-bedroom, 3-bathroom home nestled in a serene privat...	5 beds \| 3 baths \| N/A	$299,000	Airbnb cash on cash: 6% Traditional cash on cash: 10.76% Airbnb Rental Income: $2992 Traditional Rental Income: $3642 Airbnb ROI: 6% Traditional ROI: 10.76%
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: -2.42% Traditional cash on cash: 4.06% Airbnb Rental Income: $581 Traditional Rental Income: $1586 Airbnb ROI: -2.42% 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.	$114,900	Airbnb cash on cash: -2.02% Traditional cash on cash: 6.59% Airbnb Rental Income: $731 Traditional Rental Income: $1376 Airbnb ROI: -2.02% Traditional ROI: 6.59%
145 State Park Road unit: K-3 JAMESTOWN, KY Unit was scheduled to close and buyer backed out week of closing for no reason given. Ther...	2 beds \| 2 baths \| 900 sq.ft.	$119,000	Airbnb cash on cash: -3.42% Traditional cash on cash: 9.33% Airbnb Rental Income: $581 Traditional Rental Income: $1760 Airbnb ROI: -3.42% 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: 0.53% Traditional cash on cash: 6.13% Airbnb Rental Income: $943 Traditional Rental Income: $2412 Airbnb ROI: 0.53% 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: 0.46% Traditional cash on cash: 6.23% Airbnb Rental Income: $943 Traditional Rental Income: $2414 Airbnb ROI: 0.46% 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.	$485,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 3.52% Airbnb Rental Income: $943 Traditional Rental Income: $2285 Airbnb ROI: -0.21% Traditional ROI: 3.52%
324 Lawless Lane JAMESTOWN, KY This home will be adding a new heat and air unit in February! Lovely Home Near Jamestown M...	3 beds \| 2 baths \| 1,435 sq.ft.	$179,999	Airbnb cash on cash: 1.65% Traditional cash on cash: 10.84% Airbnb Rental Income: $943 Traditional Rental Income: $2171 Airbnb ROI: 1.65% Traditional ROI: 10.84%
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 \| 1,200 sq.ft.	$245,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 6.25% Airbnb Rental Income: $581 Traditional Rental Income: $1846 Airbnb ROI: -0.45% 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.	$635,000	Airbnb cash on cash: 2.24% Traditional cash on cash: 4.83% Airbnb Rental Income: $2992 Traditional Rental Income: $3838 Airbnb ROI: 2.24% Traditional ROI: 4.83%
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: 1.26% Traditional cash on cash: 10.64% Airbnb Rental Income: $943 Traditional Rental Income: $2118 Airbnb ROI: 1.26% 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: -2.18% Traditional cash on cash: 8.85% Airbnb Rental Income: $145 Traditional Rental Income: $1632 Airbnb ROI: -2.18% 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: -0.28% Traditional cash on cash: 5.93% Airbnb Rental Income: $943 Traditional Rental Income: $2579 Airbnb ROI: -0.28% 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: -0.01% Traditional cash on cash: 6.63% Airbnb Rental Income: $943 Traditional Rental Income: $2411 Airbnb ROI: -0.01% 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 \| 4 baths \| 3,796 sq.ft.	$695,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 5.25% Airbnb Rental Income: $2992 Traditional Rental Income: $4453 Airbnb ROI: 1.94% Traditional ROI: 5.25%
371 Lakeview Drive JAMESTOWN, KY Welcome to this impressive, custom-built two-story brick estate, gracefully positioned in ...	4 beds \| 4 baths \| 6,687 sq.ft.	$695,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.65% Airbnb Rental Income: $null Traditional Rental Income: $3442 Airbnb ROI: N/A Traditional ROI: 3.65%
145 State Park Road unit: A-3 JAMESTOWN, KY New Listing at Apple Valley Resort - Unit A-3 Arguably one of the best locations in the co...	2 beds \| 2 baths \| 900 sq.ft.	$179,900	Airbnb cash on cash: -2.91% Traditional cash on cash: 3.89% Airbnb Rental Income: $581 Traditional Rental Income: $1460 Airbnb ROI: -2.91% Traditional ROI: 3.89%
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.	$178,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 4.12% Airbnb Rental Income: $943 Traditional Rental Income: $1106 Airbnb ROI: 1.12% Traditional ROI: 4.12%
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.	$380,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.32% Airbnb Rental Income: $null Traditional Rental Income: $1223 Airbnb ROI: N/A Traditional ROI: 1.32%
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: -3.21% Traditional cash on cash: 1.52% Airbnb Rental Income: $581 Traditional Rental Income: $926 Airbnb ROI: -3.21% Traditional ROI: 1.52%
21 Popplewell Street JAMESTOWN, KY Truly turn key ready!! Bring your clothes and move right in! Adorable log cabin in city li...	2 beds \| 1 baths \| 756 sq.ft.	$115,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 5.65% Airbnb Rental Income: $581 Traditional Rental Income: $926 Airbnb ROI: -0.03% Traditional ROI: 5.65%
145 State Park Road unit: G-2 JAMESTOWN, KY SOOOOO Affordable, EASY Access (2-3 steps to front door), CONVENIENT location to Lake Cumb...	2 beds \| 2 baths \| 900 sq.ft.	$129,900	Airbnb cash on cash: -3.3% Traditional cash on cash: 1.75% Airbnb Rental Income: $581 Traditional Rental Income: $926 Airbnb ROI: -3.3% Traditional ROI: 1.75%

Real Estate investment in Jamestown, KY

There are 63 properties for sale in the city of Jamestown . The median list price in Jamestown is $119,900 and the average price per square foot is $44. In March 2026, the average monthly cash on cash return in Jamestown is 6.00%. The average monthly rental income in Jamestown is $1,688.

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

There are 63 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 $943.

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.

$325,000

Airbnb cash on cash: -0.2%

Traditional cash on cash: 1.46%

Airbnb Rental Income: $943

Traditional Rental Income: $1106

Airbnb ROI: -0.2%

Traditional ROI: 1.46%

522 Lakeview Drive

JAMESTOWN, KY

4 beds | 4 baths | 3,369 sq.ft.

$645,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.72%

Airbnb Rental Income: $null

Traditional Rental Income: $3497

Airbnb ROI: N/A

Traditional ROI: 3.72%

145 State Park Road unit: Q5

JAMESTOWN, KY

2 beds | 2 baths | 900 sq.ft.

$164,900

Airbnb cash on cash: -2.5%

Traditional cash on cash: 3.32%

Airbnb Rental Income: $581

Traditional Rental Income: $1211

Airbnb ROI: -2.5%

Traditional ROI: 3.32%

819 Scotts Chapel Road

JAMESTOWN, KY

3 beds | 2 baths | 860 sq.ft.

$185,000

Airbnb cash on cash: 1.01%

Traditional cash on cash: 7.53%

Airbnb Rental Income: $943

Traditional Rental Income: $1744

Airbnb ROI: 1.01%

Traditional ROI: 7.53%

145 state park Road unit: R2

JAMESTOWN, KY

1 beds | 2 baths | 900 sq.ft.

$142,000

Airbnb cash on cash: -2.27%

Traditional cash on cash: 5.81%

Airbnb Rental Income: $731

Traditional Rental Income: $1520

Airbnb ROI: -2.27%

Traditional ROI: 5.81%

120 West Cumberland Avenue

JAMESTOWN, KY

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

$279,900

Airbnb cash on cash: 6.53%

Traditional cash on cash: 8.58%

Airbnb Rental Income: $2992

Traditional Rental Income: $2845

Airbnb ROI: 6.53%

Traditional ROI: 8.58%

1655 KY-92

JAMESTOWN, KY

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

$659,900

Airbnb cash on cash: -1.32%

Traditional cash on cash: 0.62%

Airbnb Rental Income: $731

Traditional Rental Income: $1618

Airbnb ROI: -1.32%

Traditional ROI: 0.62%

808 W Cumberland Ave.

JAMESTOWN, KY

2 beds | 2 baths | N/A

$159,900

Airbnb cash on cash: 0.23%

Traditional cash on cash: 10.88%

Airbnb Rental Income: $581

Traditional Rental Income: $1921

Airbnb ROI: 0.23%