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 31 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
507 W OAKLAND AVENUE Oakland, FL One 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% Traditional cash on cash: 4.49% Airbnb Rental Income: $3912 Traditional Rental Income: $2319 Airbnb ROI: 6.69% Traditional ROI: 4.49%
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.	$1,998,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 0.76% Airbnb Rental Income: $5064 Traditional Rental Income: $4252 Airbnb ROI: 0.64% Traditional ROI: 0.76%
1207 Ridge Lake Way Oakland, FL Pre-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 Traditional cash on cash: 1.42% Airbnb Rental Income: $null Traditional Rental Income: $4308 Airbnb ROI: N/A Traditional ROI: 1.42%
529 Johns Landing Way Oakland, FL Welcome 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% Traditional cash on cash: 3.98% Airbnb Rental Income: $5064 Traditional Rental Income: $3592 Airbnb ROI: 4.7% Traditional ROI: 3.98%
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: 2.33% Airbnb Rental Income: $null Traditional Rental Income: $3387 Airbnb ROI: N/A Traditional ROI: 2.33%
717 Strihal Loop Oakland, FL Welcome 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% Traditional cash on cash: 3.74% Airbnb Rental Income: $5064 Traditional Rental Income: $2561 Airbnb ROI: 7.01% Traditional ROI: 3.74%
2065 White Feather Loop Oakland, FL Welcome 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% Traditional cash on cash: 3.06% Airbnb Rental Income: $3912 Traditional Rental Income: $2844 Airbnb ROI: 3.5% Traditional ROI: 3.06%
2135 Standing Rock Cir Oakland, FL ASSUMABLE 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% Traditional cash on cash: 3.72% Airbnb Rental Income: $3912 Traditional Rental Income: $2746 Airbnb ROI: 4.45% Traditional ROI: 3.72%
2451 Sky Stone Ct Oakland, FL Welcome 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 Traditional cash on cash: 3.12% Airbnb Rental Income: $null Traditional Rental Income: $3800 Airbnb ROI: N/A Traditional ROI: 3.12%
2755 BOBCAT CHASE BOULEVARD Oakland, FL Under 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% Traditional cash on cash: 2.73% Airbnb Rental Income: $3912 Traditional Rental Income: $2583 Airbnb ROI: 3.79% Traditional ROI: 2.73%
2090 STANDING ROCK CIRCLE Oakland, FL Under 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% Traditional cash on cash: 3.06% Airbnb Rental Income: $3912 Traditional Rental Income: $2777 Airbnb ROI: 3.6% Traditional ROI: 3.06%
326 LARGOVISTA DRIVE Oakland, FL Under 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% Traditional cash on cash: 3.22% Airbnb Rental Income: $5064 Traditional Rental Income: $3527 Airbnb ROI: 4.05% Traditional ROI: 3.22%

Your search for investment property begins and ends here

Single Family Homes for Sale in Oakland, FL

507 W OAKLAND AVENUE

Oakland, FL

3 beds | 2 baths | 1,338 sq.ft.

$364,900

Airbnb cash on cash: 6.69%

Traditional cash on cash: 4.49%

Airbnb Rental Income: $3912

Traditional Rental Income: $2319

Airbnb ROI: 6.69%

Traditional ROI: 4.49%

1258 Ridge Lake Way

Oakland, FL

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

$1,998,000

Airbnb cash on cash: 0.64%

Traditional cash on cash: 0.76%

Airbnb Rental Income: $5064

Traditional Rental Income: $4252

Airbnb ROI: 0.64%

Traditional ROI: 0.76%

1207 Ridge Lake Way

Oakland, FL

5 beds | 3 baths | 3,909 sq.ft.

$1,700,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.42%

Airbnb Rental Income: $null

Traditional Rental Income: $4308

Airbnb ROI: N/A

Traditional ROI: 1.42%

529 Johns Landing Way

Oakland, FL

4 beds | 3 baths | 2,650 sq.ft.

$648,900

Airbnb cash on cash: 4.7%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $5064

Traditional Rental Income: $3592

Airbnb ROI: 4.7%

Traditional ROI: 3.98%

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: 2.33%

Airbnb Rental Income: $null

Traditional Rental Income: $3387

Airbnb ROI: N/A

Traditional ROI: 2.33%

717 Strihal Loop

Oakland, FL

4 beds | 2 baths | 2,065 sq.ft.

$480,000

Airbnb cash on cash: 7.01%

Traditional cash on cash: 3.74%

Airbnb Rental Income: $5064

Traditional Rental Income: $2561

Airbnb ROI: 7.01%

Traditional ROI: 3.74%

2065 White Feather Loop

Oakland, FL

3 beds | 2 baths | 2,089 sq.ft.

$560,000

Airbnb cash on cash: 3.5%

Traditional cash on cash: 3.06%

Airbnb Rental Income: $3912

Traditional Rental Income: $2844

Airbnb ROI: 3.5%

Traditional ROI: 3.06%

2135 Standing Rock Cir

Oakland, FL

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

$474,990

Airbnb cash on cash: 4.45%

Traditional cash on cash: 3.72%

Airbnb Rental Income: $3912

Traditional Rental Income: $2746

Airbnb ROI: 4.45%