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.

Single Family Homes for Sale in Oakland, FL

Search for Single Family Residential for Sale in Oakland, Florida. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 24 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
310 E GULLEY AVENUE Oakland, FL Under contract-accepting backup offers. Beautifully renovated pool home in the desirable T...	3 beds \| 2 baths \| 1,763 sq.ft.	$695,000	Airbnb cash on cash: 3.38% Traditional cash on cash: 3.18% Airbnb Rental Income: $3912 Traditional Rental Income: $2944 Airbnb ROI: 3.38% Traditional ROI: 3.18%
1258 Ridge Lake Way Oakland, FL Pre-Construction. To be built. Pre-Construction. To be built. A Custom home in the Reserve...	4 beds \| 4 baths \| 4,557 sq.ft.	$2,098,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 0.82% Airbnb Rental Income: $5064 Traditional Rental Income: $4543 Airbnb ROI: 0.56% Traditional ROI: 0.82%
1970 Standing Rock Cir Oakland, FL Discover 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 Traditional cash on cash: 2.79% Airbnb Rental Income: $null Traditional Rental Income: $3714 Airbnb ROI: N/A Traditional ROI: 2.79%
812 Johns Point Dr Oakland, FL Experience unparalleled lakefront living in this fully renovated Mediterranean-style estat...	5 beds \| 6 baths \| 4,373 sq.ft.	$2,750,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.94% Airbnb Rental Income: $null Traditional Rental Income: $12477 Airbnb ROI: N/A Traditional ROI: 2.94%
2135 STANDING ROCK CIRCLE Oakland, FL Under contract-accepting backup offers. ASSUMABLE 2.4% Interest Rate. Welcome to this b...	3 beds \| 3 baths \| 2,078 sq.ft.	$474,990	Airbnb cash on cash: 4.45% Traditional cash on cash: 4.03% Airbnb Rental Income: $3912 Traditional Rental Income: $2887 Airbnb ROI: 4.45% Traditional ROI: 4.03%
2451 SKY STONE COURT Oakland, FL Under contract-accepting backup offers. THIS ONE IS A MUST SEE! Upgrades on upgrades on up...	5 beds \| 4 baths \| 3,007 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.09% Airbnb Rental Income: $null Traditional Rental Income: $3950 Airbnb ROI: N/A Traditional ROI: 4.09%
2660 BOBCAT CHASE BOULEVARD Oakland, FL Under contract-accepting backup offers. Welcome to your peaceful retreat in the heart of O...	3 beds \| 3 baths \| 1,811 sq.ft.	$525,000	Airbnb cash on cash: 3.49% Traditional cash on cash: 3% Airbnb Rental Income: $3912 Traditional Rental Income: $2834 Airbnb ROI: 3.49% Traditional ROI: 3%

Your search for investment property begins and ends here

Single Family Homes for Sale in Oakland, FL

310 E GULLEY AVENUE

Oakland, FL

3 beds | 2 baths | 1,763 sq.ft.

$695,000

Airbnb cash on cash: 3.38%

Traditional cash on cash: 3.18%

Airbnb Rental Income: $3912

Traditional Rental Income: $2944

Airbnb ROI: 3.38%

Traditional ROI: 3.18%

1258 Ridge Lake Way

Oakland, FL

4 beds | 4 baths | 4,557 sq.ft.

$2,098,000

Airbnb cash on cash: 0.56%

Traditional cash on cash: 0.82%

Airbnb Rental Income: $5064

Traditional Rental Income: $4543

Airbnb ROI: 0.56%

Traditional ROI: 0.82%

1970 Standing Rock Cir

Oakland, FL

5 beds | 3 baths | 3,528 sq.ft.

$796,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.79%

Airbnb Rental Income: $null

Traditional Rental Income: $3714

Airbnb ROI: N/A

Traditional ROI: 2.79%

812 Johns Point Dr

Oakland, FL

5 beds | 6 baths | 4,373 sq.ft.

$2,750,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.94%

Airbnb Rental Income: $null

Traditional Rental Income: $12477

Airbnb ROI: N/A

Traditional ROI: 2.94%

2135 STANDING ROCK CIRCLE

Oakland, FL

3 beds | 3 baths | 2,078 sq.ft.

$474,990

Airbnb cash on cash: 4.45%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $3912

Traditional Rental Income: $2887

Airbnb ROI: 4.45%

Traditional ROI: 4.03%

2451 SKY STONE COURT

Oakland, FL

5 beds | 4 baths | 3,007 sq.ft.

$625,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.09%

Airbnb Rental Income: $null

Traditional Rental Income: $3950

Airbnb ROI: N/A

Traditional ROI: 4.09%

2660 BOBCAT CHASE BOULEVARD

Oakland, FL

3 beds | 3 baths | 1,811 sq.ft.

$525,000

Airbnb cash on cash: 3.49%

Traditional cash on cash: 3%

Airbnb Rental Income: $3912

Traditional Rental Income: $2834

Airbnb ROI: 3.49%

Traditional ROI: 3%

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