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 |
|---|---|---|---|
100 MATHER SMITH DriveOakland, FLA vaulted central living space carries the eye from the front dining room through an islan... |
3 beds | 2 baths | 1,571 sq.ft. |
$600,000 |
Airbnb cash on cash: 2.72%
|
20 W VICK Avenue #2Oakland, FLPre-Construction. To be built. Experience custom living at its finest in this beautifully ... |
4 beds | 4 baths | 3,128 sq.ft. |
$1,627,000 |
Airbnb cash on cash: 1.3%
|
20 W VICK Avenue #1Oakland, FLUnder Construction. Discover the perfect blend of custom craftsmanship, modern style, and ... |
4 beds | 4 baths | 3,207 sq.ft. |
$1,645,000 |
Airbnb cash on cash: 1.5%
|
1511 SWEET APPLE StreetOakland, FLVirtually Staged. JUST REDUCED!!!!!!!!!!!!!!!!!!!!!! A well-maintained, stunning, and read... |
3 beds | 3 baths | 1,620 sq.ft. |
$320,000 |
Airbnb cash on cash: 3.53%
|
2107 GOPHER TORTOISE TerraceOakland, FLWelcome to this beautifully maintained, fully furnished, six-year-old townhome in the char... |
2 beds | 3 baths | 1,472 sq.ft. |
$364,900 |
Airbnb cash on cash: 6.03%
|
1112 HULL ISLAND DriveOakland, FLWelcome to this extraordinary custom lakefront estate offering breathtaking views of Lake ... |
4 beds | 4 baths | 3,562 sq.ft. |
$1,400,000 |
Airbnb cash on cash: 0.63%
|
812 JOHNS POINT DriveOakland, FLExperience unparalleled lakefront living in this fully renovated Mediterranean-style estat... |
5 beds | 6 baths | 4,373 sq.ft. |
$2,550,000 |
Airbnb cash on cash: -1.68%
|
2017 BOSS HEWETT StreetOakland, FLVirtually Staged. Enjoy single-level living in lakefront Hull Island in this meticulously ... |
4 beds | 4 baths | 2,852 sq.ft. |
$639,000 |
Airbnb cash on cash: 3.89%
|
2010 BOSS HEWETT StreetOakland, FLBeautiful 2022-built home in Hull Island featuring 5 bedrooms, 4 full bathrooms, approxima... |
5 beds | 4 baths | 3,781 sq.ft. |
$1,450,000 |
Airbnb cash on cash: -1.35%
|
1016 CATORI RoadOakland, FLWelcome to this beautifully designed 4-bedroom, 3.5-bath home offering stylish upgrades an... |
4 beds | 4 baths | 3,085 sq.ft. |
$800,000 |
Airbnb cash on cash: 2.87%
|
2273 STANDING ROCK CircleOakland, FLLocation, location, location!! Incredible opportunity to own a popular Whitman II model in... |
3 beds | 3 baths | 2,082 sq.ft. |
$479,900 |
Airbnb cash on cash: 2.56%
|
2470 STANDING ROCK CircleOakland, FLVirtually Staged. Welcome to 2470 Standing Rock Circle, a beautifully maintained Montclair... |
5 beds | 3 baths | 3,430 sq.ft. |
$730,000 |
Airbnb cash on cash: -1.49%
|
2107 BAY LINE RoadOakland, FLWelcome home to Hull Island, where thoughtful upgrades, a private preserve setting, and re... |
3 beds | 2 baths | 1,916 sq.ft. |
$615,000 |
Airbnb cash on cash: 1.82%
|
2199 WHITE FEATHER LoopOakland, FLCLOSE BY DECEMBER 31, 2026! Establish Florida residency now to potentially unlock increase... |
3 beds | 3 baths | 1,909 sq.ft. |
$489,900 |
Airbnb cash on cash: 2.77%
|
1316 Southern Sun DriveOakland, FLDiscover a private retreat in Hull Island at Oakland, an intimate community of limited res... |
5 beds | 4 baths | 3,658 sq.ft. |
$1,050,000 |
Airbnb cash on cash: -1.65%
|
2224 GOPHER TORTOISE TerraceOakland, FLSet in Longleaf at Oakland, directly across from Oakland Nature Preserve and the 22-mile W... |
2 beds | 3 baths | 1,652 sq.ft. |
$367,500 |
Airbnb cash on cash: 5.89%
|
Real Estate investment in Oakland, FL
There are 18 properties for sale in the city of Oakland . The median list price in Oakland is $683,674 and the average price per square foot is $403. In November 2026, the average monthly cash on cash return in Oakland is 2.00%. The average monthly rental income in Oakland is $2,395.