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 Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential for Sale in Oakland, FL

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

Showing 15 Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory 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%
1318 PAINTED BUNTING AVENUE Oakland, FL One or more photo(s) has been virtually staged. Youâre going to love this beautifully ma...	2 beds \| 3 baths \| 1,472 sq.ft.	$370,000	Airbnb cash on cash: 3.19% Traditional cash on cash: 3.19% Airbnb Rental Income: $3176 Traditional Rental Income: $2458 Airbnb ROI: 3.19% Traditional ROI: 3.19%
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: 0.88% Airbnb Rental Income: $5064 Traditional Rental Income: $4488 Airbnb ROI: 0.64% Traditional ROI: 0.88%
2120 GOPHER TORTOISE TERRACE Oakland, FL Welcome to 2120 Gopher Tortoise Terrace in charming Oakland, Florida, a beautifully mainta...	3 beds \| 3 baths \| 1,620 sq.ft.	$390,000	Airbnb cash on cash: 4.83% Traditional cash on cash: 3.28% Airbnb Rental Income: $3912 Traditional Rental Income: $2505 Airbnb ROI: 4.83% Traditional ROI: 3.28%
1970 STANDING ROCK CIRCLE 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: 2.56% Airbnb Rental Income: $null Traditional Rental Income: $3546 Airbnb ROI: N/A Traditional ROI: 2.56%
2451 SKY STONE COURT Oakland, FL THIS ONE IS A MUST SEE! Upgrades on upgrades on upgrades! Welcome to Oakland Trails in the...	5 beds \| 4 baths \| 3,007 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.59% Airbnb Rental Income: $null Traditional Rental Income: $3658 Airbnb ROI: N/A Traditional ROI: 3.59%
1156 CIVITAS WAY Oakland, FL Welcome to this exceptional 2022 RCB custom home in Oakland Park, one of Central Florida's...	4 beds \| 3 baths \| 2,710 sq.ft.	$1,275,000	Airbnb cash on cash: 1.25% Traditional cash on cash: 0.9% Airbnb Rental Income: $5064 Traditional Rental Income: $3614 Airbnb ROI: 1.25% Traditional ROI: 0.9%
2222 GOPHER TORTOISE TERRACE Oakland, FL YOU Can't miss this Gorgeous 3beds,3 full Bath townhouse in Oakland . near Winter Garden ...	3 beds \| 3 baths \| 1,809 sq.ft.	$416,900	Airbnb cash on cash: 4.13% Traditional cash on cash: 3.14% Airbnb Rental Income: $3912 Traditional Rental Income: $2685 Airbnb ROI: 4.13% Traditional ROI: 3.14%
2660 BOBCAT CHASE BOULEVARD Oakland, FL Welcome to your peaceful retreat in the heart of Oakland! Nestled within the highly sought...	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%
812 JOHNS POINT DRIVE 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: 2.09% Airbnb Rental Income: $null Traditional Rental Income: $10320 Airbnb ROI: N/A Traditional ROI: 2.09%
1207 RIDGE LAKE WAY Oakland, FL Pre-Construction. To be built. This is a pre-construction, to be built, custom home locate...	5 beds \| 4 baths \| 3,909 sq.ft.	$1,700,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.04% Airbnb Rental Income: $null Traditional Rental Income: $3704 Airbnb ROI: N/A Traditional ROI: 1.04%
501 E OAKLAND AVENUE Oakland, FL One or more photo(s) has been virtually staged. Welcome to your private retreat in the hea...	4 beds \| 4 baths \| 3,448 sq.ft.	$875,000	Airbnb cash on cash: 3.01% Traditional cash on cash: 3.87% Airbnb Rental Income: $5064 Traditional Rental Income: $4726 Airbnb ROI: 3.01% Traditional ROI: 3.87%
717 STRIHAL LOOP Oakland, FL Under contract-accepting backup offers. Welcome Home to Johns Landing! Discover this beaut...	4 beds \| 2 baths \| 2,065 sq.ft.	$480,000	Airbnb cash on cash: 7.01% Traditional cash on cash: 4.3% Airbnb Rental Income: $5064 Traditional Rental Income: $2811 Airbnb ROI: 7.01% Traditional ROI: 4.3%
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%
1210 JOHNS COVE LANE Oakland, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Ex...	4 beds \| 3 baths \| 2,842 sq.ft.	$1,549,999	Airbnb cash on cash: 0.9% Traditional cash on cash: 0.64% Airbnb Rental Income: $5064 Traditional Rental Income: $3649 Airbnb ROI: 0.9% Traditional ROI: 0.64%

Your search for investment property begins and ends here

Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential 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%

1318 PAINTED BUNTING AVENUE

Oakland, FL

2 beds | 3 baths | 1,472 sq.ft.

$370,000

Airbnb cash on cash: 3.19%

Traditional cash on cash: 3.19%

Airbnb Rental Income: $3176

Traditional Rental Income: $2458

Airbnb ROI: 3.19%

Traditional ROI: 3.19%

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: 0.88%

Airbnb Rental Income: $5064

Traditional Rental Income: $4488

Airbnb ROI: 0.64%

Traditional ROI: 0.88%

2120 GOPHER TORTOISE TERRACE

Oakland, FL

3 beds | 3 baths | 1,620 sq.ft.

$390,000

Airbnb cash on cash: 4.83%

Traditional cash on cash: 3.28%

Airbnb Rental Income: $3912

Traditional Rental Income: $2505

Airbnb ROI: 4.83%

Traditional ROI: 3.28%

1970 STANDING ROCK CIRCLE

Oakland, FL

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

$796,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.56%

Airbnb Rental Income: $null

Traditional Rental Income: $3546

Airbnb ROI: N/A

Traditional ROI: 2.56%

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: 3.59%

Airbnb Rental Income: $null

Traditional Rental Income: $3658

Airbnb ROI: N/A

Traditional ROI: 3.59%

1156 CIVITAS WAY

Oakland, FL

4 beds | 3 baths | 2,710 sq.ft.

$1,275,000

Airbnb cash on cash: 1.25%

Traditional cash on cash: 0.9%

Airbnb Rental Income: $5064

Traditional Rental Income: $3614

Airbnb ROI: 1.25%

Traditional ROI: 0.9%

2222 GOPHER TORTOISE TERRACE

Oakland, FL

3 beds | 3 baths | 1,809 sq.ft.

$416,900

Airbnb cash on cash: 4.13%

Traditional cash on cash: 3.14%

Airbnb Rental Income: $3912

Traditional Rental Income: $2685

Airbnb ROI: 4.13%