Real Estate Investment Properties for Sale in Oakland, FL
Looking for investment property in Oakland, FL with high ROI ?
Explore a variety of short-term homes & houses in Oakland, FL. Invest wisely with VRBO & Oakland, FL 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, FL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
507 W OAKLAND AVENUEOakland, FLOne or more photo(s) has been virtually staged. One or more photo(s) has been virtually st... |
3 beds | 2 baths | 1,338 sq.ft. |
$364,900 |
Airbnb cash on cash: 6.69%
|
1258 Ridge Lake WayOakland, FLPre-Construction. To be built. Pre-Construction. To be built. A Custom home in the Reserve... |
4 beds | 4 baths | 4,557 sq.ft. |
$1,998,000 |
Airbnb cash on cash: 0.64%
|
1207 Ridge Lake WayOakland, FLPre-Construction. To be built. This is a pre-construction, to be built, custom home locate... |
5 beds | 3 baths | 3,909 sq.ft. |
$1,700,000 |
Airbnb cash on cash: N/A
|
529 Johns Landing WayOakland, FLWelcome to your dream home in a prestigious gated community! This stunning 4-bedroom, 3-ba... |
4 beds | 3 baths | 2,650 sq.ft. |
$648,900 |
Airbnb cash on cash: 4.7%
|
1970 Standing Rock CirOakland, FLDiscover expansive living and modern sophistication in this STUNNING 5-bedroom, 3-bath hom... |
5 beds | 3 baths | 3,528 sq.ft. |
$796,000 |
Airbnb cash on cash: N/A
|
717 Strihal LoopOakland, FLWelcome Home to Johns Landing! Discover this beautifully maintained 4-bedroom, 2-bath resi... |
4 beds | 2 baths | 2,065 sq.ft. |
$480,000 |
Airbnb cash on cash: 7.01%
|
2065 White Feather LoopOakland, FLWelcome to the highly desirable Oakland Trails community, where this exceptional 2019 Meri... |
3 beds | 2 baths | 2,089 sq.ft. |
$560,000 |
Airbnb cash on cash: 3.5%
|
2135 Standing Rock CirOakland, FLASSUMABLE 2.4% Interest Rate. Welcome to this beautifully appointed single-family home ... |
3 beds | 2 baths | 2,078 sq.ft. |
$474,990 |
Airbnb cash on cash: 4.45%
|
2451 Sky Stone CtOakland, FLWelcome to Oakland Trails, a beautiful and well-established community located in the charm... |
5 beds | 3 baths | 3,007 sq.ft. |
$690,000 |
Airbnb cash on cash: N/A
|
2755 BOBCAT CHASE BOULEVARDOakland, FLUnder contract-accepting backup offers. Welcome to 2755 Bobcat Chase Blvd, a modern 3-bedr... |
3 beds | 3 baths | 1,822 sq.ft. |
$495,000 |
Airbnb cash on cash: 3.79%
|
2090 STANDING ROCK CIRCLEOakland, FLUnder contract-accepting backup offers. Price reduced to $585,000 on this Stunning Home in... |
3 beds | 3 baths | 2,010 sq.ft. |
$585,000 |
Airbnb cash on cash: 3.6%
|
326 LARGOVISTA DRIVEOakland, FLUnder contract-accepting backup offers. Welcome to your dream home in the highly sought-af... |
4 beds | 3 baths | 3,182 sq.ft. |
$649,600 |
Airbnb cash on cash: 4.05%
|
Real Estate investment in Oakland, FL
There are 43 properties for sale in the city of Oakland . The median list price in Oakland is $667,500 and the average price per square foot is $399. In February 2026, the average monthly cash on cash return in Oakland is 3.00%. The average monthly rental income in Oakland is $2,777.