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
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
85 Campbells Ferry LaneJAMESTOWN, KYWelcome to the beautiful new peaceful community of Cumberland River Run, located adjacent ... |
3 beds | 2 baths | N/A |
$349,000 |
Airbnb cash on cash: N/A
|
187 Virginia AveJAMESTOWN, KYGreat starter home or weekend get-a-way located in the Heart of Jamestown and only minutes... |
2 beds | 2 baths | 960 sq.ft. |
$120,000 |
Airbnb cash on cash: N/A
|
1023 Harbor Springs RdJAMESTOWN, KYNestled in the heart of Lake Cumberland, this charming A-frame cabin offers stunning views... |
2 beds | 1 baths | 1,440 sq.ft. |
$219,000 |
Airbnb cash on cash: N/A
|
145 State Park Rd #Q5JAMESTOWN, KYDiscover your perfect retreat in this beautifully appointed 2 bed 2 bath condo ideally sit... |
2 beds | 2 baths | 900 sq.ft. |
$154,000 |
Airbnb cash on cash: N/A
|
721 Little Indian DrJAMESTOWN, KYEscape to the beauty of Lake Cumberland with this charming property nestled in the peacefu... |
2 beds | 1 baths | 1,258 sq.ft. |
$225,000 |
Airbnb cash on cash: N/A
|
145 State Park Rd #R2JAMESTOWN, KYDiscover your Lake getaway ! Tucked in a wooded setting just minutes from breathtaking Lak... |
1 beds | 2 baths | 900 sq.ft. |
$137,000 |
Airbnb cash on cash: N/A
|
120 W Cumberland Ave.JAMESTOWN, KYDuplex one Block from three New Restaurants.. Minutes from Jamestown Marina largest House ... |
5 beds | 3 baths | N/A |
$280,000 |
Airbnb cash on cash: N/A
|
1655 Ky-92JAMESTOWN, KYJust minutes away from Lake Cumberland and the Jamestown Resort & Marina, this 3500 sq. ft... |
5 beds | 5 baths | 3,500 sq.ft. |
$559,800 |
Airbnb cash on cash: N/A
|
495 Pumpkin Crk CirJAMESTOWN, KYSituated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumbe... |
3 beds | 2 baths | 1,256 sq.ft. |
$365,000 |
Airbnb cash on cash: N/A
|
228 Cooper RdJAMESTOWN, KYLake life meets peaceful country living in this charming Jamestown retreat just MINUTES fr... |
3 beds | 2 baths | 1,792 sq.ft. |
$200,000 |
Airbnb cash on cash: N/A
|
56 Lily Creek CtJAMESTOWN, KYLocated 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: N/A
|
145 State Park Rd #Q6JAMESTOWN, KYLooking to RETIRE or just want to get away? This incredible opportunity offers a TURN KEY/... |
2 beds | 2 baths | 932 sq.ft. |
$189,500 |
Airbnb cash on cash: N/A
|
65 Wooldridge RoadJAMESTOWN, KYDiscover 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: N/A
|
223 Pumpkin Creek CirJAMESTOWN, KYSituated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumbe... |
3 beds | 2 baths | 1,256 sq.ft. |
$380,000 |
Airbnb cash on cash: N/A
|
1055 Ky-92JAMESTOWN, KYTurnkey Lake Home on 1.3 Unrestricted Acres - Minutes to Jamestown Marina Fully updated an... |
3 beds | 2 baths | 1,248 sq.ft. |
$299,000 |
Airbnb cash on cash: N/A
|
1360 State Highway 92JAMESTOWN, KYLuxury, 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: N/A
|
145 State Park Rd #Q7JAMESTOWN, KYLooking to RETIRE or just want to get away? This incredible opportunity offers a TURN KEY/... |
2 beds | 2 baths | 932 sq.ft. |
$189,500 |
Airbnb cash on cash: N/A
|
394 W Cumberland AveJAMESTOWN, KYThis 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: N/A
|
8239 S Highway 379JAMESTOWN, KYOkay, LAKE LOVERS! You're going to fall in love with this one! If you're looking for a bra... |
2 beds | 1 baths | 864 sq.ft. |
$189,900 |
Airbnb cash on cash: N/A
|
145 State Park Rd #S-6JAMESTOWN, KYOwn your slice of Lake Cumberland! Welcome to Unit S6 in the gated community of Apple Vall... |
1 beds | 2 baths | 900 sq.ft. |
$109,900 |
Airbnb cash on cash: N/A
|
135 Laurel RdJAMESTOWN, KYDiscover one of Jamestown's hidden gems with this spacious custom-built lake home, designe... |
6 beds | 5 baths | 5,235 sq.ft. |
$669,000 |
Airbnb cash on cash: N/A
|
120 Ivy DrJAMESTOWN, KYONE LEVEL LIVING...Enjoy the easy flow of this brick ranch...ideal for so many. This thoug... |
3 beds | 2 baths | 1,800 sq.ft. |
$327,500 |
Airbnb cash on cash: N/A
|
186 Lily Creek Resort RdJAMESTOWN, KYIf 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. |
$325,000 |
Airbnb cash on cash: N/A
|
935 Clifty Creek RdJAMESTOWN, KYCustom Log Home Near Lake Cumberland - Clifty Creek Rd, Jamestown, KY This custom log home... |
3 beds | 3 baths | 3,120 sq.ft. |
$449,000 |
Airbnb cash on cash: N/A
|
612 Little Indian DrJAMESTOWN, KYLooking 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: N/A
|
49 Linkview RoadJAMESTOWN, KYLake Cumberland Living Starts Here! Whether you're searching for a weekend retreat, income... |
3 beds | 2 baths | 1,344 sq.ft. |
$165,500 |
Airbnb cash on cash: N/A
|
130 Cumberland Ave..JAMESTOWN, KY
|
N/A beds | N/A baths | N/A |
$161,450 |
Airbnb cash on cash: N/A
|
335 Sonny Aaron Dr. #335JAMESTOWN, KYCome Home To Sonny's Landing!!! New Construction Home situated on a nice large lot just mi... |
3 beds | 2 baths | N/A |
$339,900 |
Airbnb cash on cash: N/A
|
303 Sonny Aaron DrJAMESTOWN, KYWelcome to this spacious home at 303 Sonny Aaron Dr, Jamestown! This home was built in 202... |
3 beds | 2 baths | 1,650 sq.ft. |
$285,000 |
Airbnb cash on cash: N/A
|
905 Lily Creek Resort RdJAMESTOWN, KYPanoramic 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: N/A
|
554 N Main StJAMESTOWN, KY554 N Main St, JAMESTOWN, KY 42629 | Single Family Residential |
3 beds | 1 baths | 1,500 sq.ft. |
$375,000 |
Airbnb cash on cash: N/A
|
276 Clifty Creek RdJAMESTOWN, KY276 Clifty Creek Rd, JAMESTOWN, KY 42629 | Single Family Residential |
1 beds | 1 baths | 850 sq.ft. |
$183,000 |
Airbnb cash on cash: N/A
|
2440 S Hwy 379JAMESTOWN, KY2440 S Hwy 379, JAMESTOWN, KY 42629 | Single Family Residential |
3 beds | 2 baths | 1,350 sq.ft. |
$240,000 |
Airbnb cash on cash: N/A
|
7 Sunset DrJAMESTOWN, KY7 Sunset Dr, JAMESTOWN, KY 42629 | Other |
N/A beds | N/A baths | N/A |
$89,000 |
Airbnb cash on cash: N/A
|
3 Marina Pointe CtJAMESTOWN, KY3 Marina Pointe Ct, JAMESTOWN, KY 42629 | Other |
N/A beds | N/A baths | N/A |
$69,000 |
Airbnb cash on cash: N/A
|
000 Litton DrJAMESTOWN, KY000 Litton Dr, JAMESTOWN, KY 42629 | Other |
N/A beds | N/A baths | N/A |
$599,000 |
Airbnb cash on cash: N/A
|
1243 N Main StJAMESTOWN, KY1243 N Main St, JAMESTOWN, KY 42629 | Other |
N/A beds | N/A baths | N/A |
$499,900 |
Airbnb cash on cash: N/A
|
40 Dogwood Hollow RdJAMESTOWN, KY40 Dogwood Hollow Rd, JAMESTOWN, KY 42629 | Other |
N/A beds | N/A baths | N/A |
$71,000 |
Airbnb cash on cash: N/A
|
Tract 4-5 Clayton RdJAMESTOWN, KYTract 4-5 Clayton Rd, JAMESTOWN, KY 42629 | Other |
N/A beds | N/A baths | N/A |
$120,000 |
Airbnb cash on cash: N/A
|
24 Dogwood Hollow RdJAMESTOWN, KY24 Dogwood Hollow Rd, JAMESTOWN, KY 42629 | Other |
N/A beds | N/A baths | N/A |
$68,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Jamestown, KY
There are 104 properties for sale in the city of Jamestown . The median list price in Jamestown is $104,937 and the average price per square foot is $40. In August 2026, the average monthly cash on cash return in Jamestown is 6.00%. The average monthly rental income in Jamestown is $1,703.