Real Estate Investment Properties for Sale in Oakland, KY
Looking for investment property in Oakland, KY with high ROI ?
Explore a variety of short-term homes & houses in Oakland, KY. Invest wisely with VRBO & Oakland, 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 Oakland, KY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
10299 Smiths Grove Scottsville RoadOakland, KYBeautiful New Construction on 1 acre! Step into this brand-new 3-bedroom, 2-bath home offe... |
3 beds | 2 baths | 1,500 sq.ft. |
$325,000 |
Airbnb cash on cash: 0.79%
|
330 Louie Meeks RoadOakland, KYThis one-of-a-kind property is more than just a house â itâs a true home place, though... |
3 beds | 3 baths | 6,140 sq.ft. |
$850,000 |
Airbnb cash on cash: -0.84%
|
264 Martinsville RoadOakland, KYBrand New Construction! This beautiful 3-bedroom, 2-bath home features a desirable split f... |
3 beds | 2 baths | 1,475 sq.ft. |
$287,900 |
Airbnb cash on cash: 1.12%
|
12293 Louisville RdOakland, KY12293 Louisville Rd, Oakland, KY 42159 | Other |
N/A beds | N/A baths | 0 sq.ft. |
$750,000 |
Airbnb cash on cash: -1.53%
|
825 Oakland Flatrock RoadOakland, KYIncredible opportunity on 2.5 acres just minutes from Smiths Grove in Warren County, conve... |
3 beds | 2 baths | 1,768 sq.ft. |
$249,900 |
Airbnb cash on cash: 1.56%
|
10541 Smiths Grove Scottsville RdOakland, KY10541 Smiths Grove Scottsville Rd, Oakland, KY 42159 | Other |
N/A beds | N/A baths | N/A |
$299,900 |
Airbnb cash on cash: -1.04%
|
3673 Gotts Hydro RdOakland, KY3673 Gotts Hydro Rd, Oakland, KY 42159 | Other |
N/A beds | N/A baths | N/A |
$255,000 |
Airbnb cash on cash: -0.9%
|
0 Carl Jordan RdOakland, KY0 Carl Jordan Rd, Oakland, KY 42159 | Other |
N/A beds | N/A baths | N/A |
$115,000 |
Airbnb cash on cash: 0.21%
|
Tract 6 Porter PikeOakland, KYTract 6 Porter Pike, Oakland, KY 42159 | Other |
N/A beds | N/A baths | N/A |
$235,500 |
Airbnb cash on cash: -0.83%
|
4470 Oakland Flatrock RoadOakland, KYCountry living and farm views are calling. Located just minutes from I65, this move in rea... |
3 beds | 2 baths | 1,485 sq.ft. |
$274,900 |
Airbnb cash on cash: 1.26%
|
Real Estate investment in Oakland, KY
There are 12 properties for sale in the city of Oakland . The median list price in Oakland is $650,000 and the average price per square foot is $401. In January 2026, the average monthly cash on cash return in Oakland is 5.00%. The average monthly rental income in Oakland is $2,128.