Real Estate Investment Properties for Sale in Fleming Island, FL

Looking for investment property in Fleming Island, FL with high ROI ?

Explore a variety of short-term homes & houses in Fleming Island, FL. Invest wisely with VRBO & Fleming Island, 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 Fleming Island, FL

Search for Single Family Residential for Sale in Fleming Island, 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 68 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
1783 MOSS CREEK Drive Fleming Island, FL Privacy, comfort, and thoughtful updates come together in this beautifully maintained home...	4 beds \| 2 baths \| 1,688 sq.ft.	$373,000	Airbnb cash on cash: 3.72% Traditional cash on cash: 2.9% Airbnb Rental Income: $3130 Traditional Rental Income: $2133 Airbnb ROI: 3.72% Traditional ROI: 2.9%
1629 SANDY SPRINGS Drive Fleming Island, FL Come see this Eagle Harbor home with pool amenities, Waterfront privacy, stunning sunrise ...	4 beds \| 3 baths \| 2,106 sq.ft.	$489,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 2.83% Airbnb Rental Income: $3130 Traditional Rental Income: $2390 Airbnb ROI: 2.89% Traditional ROI: 2.83%
2299 S BROOK Drive Fleming Island, FL Welcome to this beautifully updated home in the highly sought-after Eagle Harbor community...	4 beds \| 3 baths \| 2,855 sq.ft.	$491,000	Airbnb cash on cash: 2.62% Traditional cash on cash: 5.67% Airbnb Rental Income: $3130 Traditional Rental Income: $3820 Airbnb ROI: 2.62% Traditional ROI: 5.67%
2708 SHADE TREE Drive Fleming Island, FL Welcome to this custom built Poimboeuf home on a rare over 1/2-acre estate-sized lot in th...	4 beds \| 4 baths \| 3,145 sq.ft.	$899,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 3.3% Airbnb Rental Income: $3130 Traditional Rental Income: $4536 Airbnb ROI: 0.78% Traditional ROI: 3.3%
1460 CREEKS EDGE Court Fleming Island, FL HIDDEN GEM 4 bedroom 2 bathroom home in the sought after Eagle Harbor Community! Beautiful...	4 beds \| 2 baths \| 2,275 sq.ft.	$489,000	Airbnb cash on cash: 3.14% Traditional cash on cash: 3.22% Airbnb Rental Income: $3130 Traditional Rental Income: $2457 Airbnb ROI: 3.14% Traditional ROI: 3.22%
1537 WINSTON Lane Fleming Island, FL Welcome to your ideal Fleming Island home and best of all, there's NO CDD! Check out this ...	3 beds \| 2 baths \| 1,904 sq.ft.	$440,000	Airbnb cash on cash: 3.24% Traditional cash on cash: 3.94% Airbnb Rental Income: $2990 Traditional Rental Income: $2591 Airbnb ROI: 3.24% Traditional ROI: 3.94%
784 FLOYD Street Fleming Island, FL MULTIPLE OFFERS RECEIVED - H&B due FRI 7/24 @ 9am Situated on an oversized double lot, t...	3 beds \| 2 baths \| 1,296 sq.ft.	$335,000	Airbnb cash on cash: 4.74% Traditional cash on cash: 3.71% Airbnb Rental Income: $2990 Traditional Rental Income: $1978 Airbnb ROI: 4.74% Traditional ROI: 3.71%
1472 MARSH RABBIT Way Fleming Island, FL Nestled on a quiet cul-de-sac in gated Pace Island, this contemporary home offers peaceful...	3 beds \| 2 baths \| 1,777 sq.ft.	$325,000	Airbnb cash on cash: 5.59% Traditional cash on cash: 6.26% Airbnb Rental Income: $2990 Traditional Rental Income: $2508 Airbnb ROI: 5.59% Traditional ROI: 6.26%
2408 STOCKTON Drive Fleming Island, FL Highly sought after HIBERNIA PLANTATION! Situated on a large cul-de-sac lot this beautiful...	5 beds \| 4 baths \| 3,006 sq.ft.	$825,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 3.37% Airbnb Rental Income: $2560 Traditional Rental Income: $4546 Airbnb ROI: -0.01% Traditional ROI: 3.37%
1279 PIRATES COVE Lane Fleming Island, FL Come See This Home and You Will Be Home! This move-in ready 4-bedroom, 2-bathroom home off...	4 beds \| 2 baths \| 2,082 sq.ft.	$325,000	Airbnb cash on cash: 5.11% Traditional cash on cash: 5.5% Airbnb Rental Income: $3130 Traditional Rental Income: $2538 Airbnb ROI: 5.11% Traditional ROI: 5.5%
6436 BAHAIA Road Fleming Island, FL RARE opportunity to own a 4 BR, 2 BA home on 1.06 acres in the heart of desirable Fleming ...	4 beds \| 2 baths \| 1,874 sq.ft.	$420,000	Airbnb cash on cash: 4.52% Traditional cash on cash: 4.4% Airbnb Rental Income: $3130 Traditional Rental Income: $2372 Airbnb ROI: 4.52% Traditional ROI: 4.4%
1816 CREEKWOOD Lane Fleming Island, FL Breathtaking Water View & Preserve View ON PRIVATE CUL-DE-SAC NEW HVAC , NEW ROOF effo...	5 beds \| 4 baths \| 2,804 sq.ft.	$547,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 5.33% Airbnb Rental Income: $2560 Traditional Rental Income: $3937 Airbnb ROI: 1.43% Traditional ROI: 5.33%
1852 Hickory Trace Dr Fleming Island, FL MOVE IN READY Welcome to 1852 Hickory Trace Dr, a beautifully updated and well maintained,...	5 beds \| 4 baths \| 3,585 sq.ft.	$734,900	Airbnb cash on cash: 0.39% Traditional cash on cash: 2.37% Airbnb Rental Income: $2560 Traditional Rental Income: $3301 Airbnb ROI: 0.39% Traditional ROI: 2.37%
413 RIVER BIRCH Lane Fleming Island, FL OPEN HOUSE SUN August 29th 10 AM- 12:30 PM Welcome to this custom brick home in the d...	3 beds \| 3 baths \| 3,123 sq.ft.	$769,000	Airbnb cash on cash: 1.1% Traditional cash on cash: 3.35% Airbnb Rental Income: $2990 Traditional Rental Income: $3911 Airbnb ROI: 1.1% Traditional ROI: 3.35%
2518 WILLOW CREEK Drive Fleming Island, FL Welcome to this one of a kind, spacious home with many beautiful upgrades throughout as we...	4 beds \| 4 baths \| 2,640 sq.ft.	$575,000	Airbnb cash on cash: 2.08% Traditional cash on cash: 4.64% Airbnb Rental Income: $3130 Traditional Rental Income: $3789 Airbnb ROI: 2.08% Traditional ROI: 4.64%
2220 LOOKOUT Landing Fleming Island, FL HUGE PRICE REDUCTION! Waterfront home in Eagle Harbor, Fleming Island FL 32003 -- east-fac...	5 beds \| 4 baths \| 2,739 sq.ft.	$580,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 5.28% Airbnb Rental Income: $2560 Traditional Rental Income: $4202 Airbnb ROI: 1.11% Traditional ROI: 5.28%
1576 LINKSIDE Drive Fleming Island, FL Whole house Generator year round, newer roof, comfort,Luxurious Upgrades in Fleming Island...	4 beds \| 3 baths \| 2,373 sq.ft.	$550,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 3.2% Airbnb Rental Income: $3130 Traditional Rental Income: $2937 Airbnb ROI: 2.2% Traditional ROI: 3.2%
1850 WATERBURY Lane Fleming Island, FL Welcome to 1850 Waterbury Lane, a beautiful four-bedroom, two-and-a-half-bath waterfront h...	4 beds \| 3 baths \| 2,345 sq.ft.	$749,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 2.18% Airbnb Rental Income: $3130 Traditional Rental Income: $3291 Airbnb ROI: 0.93% Traditional ROI: 2.18%
1182 WILD GINGER Lane Fleming Island, FL Discover low-maintenance living in the highly sought-after gated community of Amberwood at...	3 beds \| 2 baths \| 1,742 sq.ft.	$369,900	Airbnb cash on cash: 4.66% Traditional cash on cash: 5.07% Airbnb Rental Income: $2990 Traditional Rental Income: $2446 Airbnb ROI: 4.66% Traditional ROI: 5.07%
1831 CROSS GREEN Way Fleming Island, FL Your own tropical paradise awaits! Plenty of space for everyone in this spacious pool home...	4 beds \| 4 baths \| 3,165 sq.ft.	$699,000	Airbnb cash on cash: 1.68% Traditional cash on cash: 3.8% Airbnb Rental Income: $3130 Traditional Rental Income: $3804 Airbnb ROI: 1.68% Traditional ROI: 3.8%
1693 TALL TIMBER Drive Fleming Island, FL NEW ROOF just installed! Welcome to this well maintained 3-bedroom, 2.5 bath two story hom...	3 beds \| 3 baths \| 2,030 sq.ft.	$398,000	Airbnb cash on cash: 4.35% Traditional cash on cash: 5.52% Airbnb Rental Income: $2990 Traditional Rental Income: $2738 Airbnb ROI: 4.35% Traditional ROI: 5.52%
1600 SPRING WATER Court Fleming Island, FL Welcome to your dream home in the highly sought-after Eagle Harbor community! This beautif...	4 beds \| 3 baths \| 2,566 sq.ft.	$560,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 2.1% Airbnb Rental Income: $3130 Traditional Rental Income: $2670 Airbnb ROI: 1.63% Traditional ROI: 2.1%
1952 ROSE MALLOW Lane Fleming Island, FL Luxury opportunity in prestigious Pace Island! This custom-built 2007 estate offers resort...	5 beds \| 5 baths \| 5,035 sq.ft.	$1,150,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 4.89% Airbnb Rental Income: $2560 Traditional Rental Income: $7337 Airbnb ROI: -0.15% Traditional ROI: 4.89%
5950 W SHORES Road Fleming Island, FL Welcome to a truly exceptional property where space, functionality and stunning surroundin...	4 beds \| 3 baths \| 2,844 sq.ft.	$600,000	Airbnb cash on cash: 2.42% Traditional cash on cash: 3.27% Airbnb Rental Income: $3130 Traditional Rental Income: $2893 Airbnb ROI: 2.42% Traditional ROI: 3.27%
1667 HIGHLAND VIEW Court Fleming Island, FL CDD Fee is PAID*This well-appointed 4-bedroom, 3-bathroom home with nearly 2100 square f...	4 beds \| 3 baths \| 2,091 sq.ft.	$399,900	Airbnb cash on cash: 3.68% Traditional cash on cash: 4.41% Airbnb Rental Income: $3130 Traditional Rental Income: $2691 Airbnb ROI: 3.68% Traditional ROI: 4.41%
1483 BRIDGETTE Way Fleming Island, FL ''New price improvement makes this exceptional home an incredible opportunity.'' Custom-bu...	4 beds \| 4 baths \| 3,399 sq.ft.	$765,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 4.81% Airbnb Rental Income: $3130 Traditional Rental Income: $4680 Airbnb ROI: 1.64% Traditional ROI: 4.81%
1634 MAJESTIC VIEW Lane Fleming Island, FL VA Loan Assumption available at 3.75%!! Welcome home to this beautiful all-brick 4-bedroom...	4 beds \| 3 baths \| 2,285 sq.ft.	$440,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 3.45% Airbnb Rental Income: $3130 Traditional Rental Income: $2439 Airbnb ROI: 3.4% Traditional ROI: 3.45%
1858 ADLER NEST Lane Fleming Island, FL Welcome to this custom home located at in Fleming Island, FL. This property is part of the...	4 beds \| 3 baths \| 2,470 sq.ft.	$550,000	Airbnb cash on cash: 2.93% Traditional cash on cash: 3.48% Airbnb Rental Income: $3130 Traditional Rental Income: $2705 Airbnb ROI: 2.93% Traditional ROI: 3.48%
1491 BRIDGETTE Way Fleming Island, FL Welcome to this rare opportunity in HIbernia Plantation,nestled along the St Johns river a...	4 beds \| 3 baths \| 3,725 sq.ft.	$845,000	Airbnb cash on cash: 1.23% Traditional cash on cash: 2.87% Airbnb Rental Income: $3130 Traditional Rental Income: $3716 Airbnb ROI: 1.23% Traditional ROI: 2.87%
1416 WALNUT CREEK Drive Fleming Island, FL NEW ROOF, HVAC & WATER HEATER -- plus a 2025 kitchen refresh! This 4BR/3BA waterfront gem ...	4 beds \| 3 baths \| 2,582 sq.ft.	$547,000	Airbnb cash on cash: 2.59% Traditional cash on cash: 3.6% Airbnb Rental Income: $3130 Traditional Rental Income: $2935 Airbnb ROI: 2.59% Traditional ROI: 3.6%
488 WYNFIELD Circle Fleming Island, FL Welcome to this beautifully updated 4-bedroom, 2-bath home located on a tranquil pond in d...	4 beds \| 2 baths \| 2,142 sq.ft.	$425,000	Airbnb cash on cash: 3.96% Traditional cash on cash: 4.69% Airbnb Rental Income: $3130 Traditional Rental Income: $2711 Airbnb ROI: 3.96% Traditional ROI: 4.69%
2140 EAGLE TALON Circle Fleming Island, FL Meticulously cared for and beautifully updated, this 3-bedroom, 2.5-bath Eagle Harbor home...	3 beds \| 3 baths \| 2,685 sq.ft.	$450,000	Airbnb cash on cash: 2.72% Traditional cash on cash: 4.42% Airbnb Rental Income: $2990 Traditional Rental Income: $3019 Airbnb ROI: 2.72% Traditional ROI: 4.42%

Your search for investment property begins and ends here

Single Family Homes for Sale in Fleming Island, FL

1783 MOSS CREEK Drive

Fleming Island, FL

4 beds | 2 baths | 1,688 sq.ft.

$373,000

Airbnb cash on cash: 3.72%

Traditional cash on cash: 2.9%

Airbnb Rental Income: $3130

Traditional Rental Income: $2133

Airbnb ROI: 3.72%

Traditional ROI: 2.9%

1629 SANDY SPRINGS Drive

Fleming Island, FL

4 beds | 3 baths | 2,106 sq.ft.

$489,000

Airbnb cash on cash: 2.89%

Traditional cash on cash: 2.83%

Airbnb Rental Income: $3130

Traditional Rental Income: $2390

Airbnb ROI: 2.89%

Traditional ROI: 2.83%

2299 S BROOK Drive

Fleming Island, FL

4 beds | 3 baths | 2,855 sq.ft.

$491,000

Airbnb cash on cash: 2.62%

Traditional cash on cash: 5.67%

Airbnb Rental Income: $3130

Traditional Rental Income: $3820

Airbnb ROI: 2.62%

Traditional ROI: 5.67%

2708 SHADE TREE Drive

Fleming Island, FL

4 beds | 4 baths | 3,145 sq.ft.

$899,000

Airbnb cash on cash: 0.78%

Traditional cash on cash: 3.3%

Airbnb Rental Income: $3130

Traditional Rental Income: $4536

Airbnb ROI: 0.78%

Traditional ROI: 3.3%

1460 CREEKS EDGE Court

Fleming Island, FL

4 beds | 2 baths | 2,275 sq.ft.

$489,000

Airbnb cash on cash: 3.14%

Traditional cash on cash: 3.22%

Airbnb Rental Income: $3130

Traditional Rental Income: $2457

Airbnb ROI: 3.14%

Traditional ROI: 3.22%

1537 WINSTON Lane

Fleming Island, FL

3 beds | 2 baths | 1,904 sq.ft.

$440,000

Airbnb cash on cash: 3.24%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $2990

Traditional Rental Income: $2591

Airbnb ROI: 3.24%

Traditional ROI: 3.94%

784 FLOYD Street

Fleming Island, FL

3 beds | 2 baths | 1,296 sq.ft.

$335,000

Airbnb cash on cash: 4.74%

Traditional cash on cash: 3.71%

Airbnb Rental Income: $2990

Traditional Rental Income: $1978

Airbnb ROI: 4.74%

Traditional ROI: 3.71%

1472 MARSH RABBIT Way

Fleming Island, FL

3 beds | 2 baths | 1,777 sq.ft.

$325,000

Airbnb cash on cash: 5.59%

Traditional cash on cash: 6.26%

Airbnb Rental Income: $2990

Traditional Rental Income: $2508

Airbnb ROI: 5.59%