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.

Investment Property for Sale in Fleming Island, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1861 COPPER STONE Drive #D Fleming Island, FL INCREDIBLE PRICE ADJUSTMENT on this charming and meticulously maintained townhome with so ...	3 beds \| 3 baths \| 2,029 sq.ft.	$312,500	Airbnb cash on cash: 4.44% Traditional cash on cash: 4.27% Airbnb Rental Income: $2990 Traditional Rental Income: $2253 Airbnb ROI: 4.44% Traditional ROI: 4.27%
2045 SECRET GARDEN Lane #606 Fleming Island, FL The Enclave at Eagle Harbor - Turnkey condo - Wood-look tile throughout - 3 ensuite bedroo...	3 beds \| 3 baths \| 1,966 sq.ft.	$315,000	Airbnb cash on cash: 4.04% Traditional cash on cash: 4.8% Airbnb Rental Income: $2990 Traditional Rental Income: $2528 Airbnb ROI: 4.04% Traditional ROI: 4.8%
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%
2329 Side Wheel Court Fleming Island, FL Welcome home to Bay Harbor! This spacious 4 bedroom, 2 bath Brick home is just waiting for...	4 beds \| 2 baths \| 1,740 sq.ft.	$384,900	Airbnb cash on cash: 4.49% Traditional cash on cash: 3.59% Airbnb Rental Income: $3130 Traditional Rental Income: $2095 Airbnb ROI: 4.49% Traditional ROI: 3.59%
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%
1840 GREEN SPRINGS Circle #C Fleming Island, FL Charming and inviting townhome located in the desirable Fleming Island Plantation communit...	3 beds \| 3 baths \| 1,664 sq.ft.	$270,000	Airbnb cash on cash: 5.9% Traditional cash on cash: 3.95% Airbnb Rental Income: $2990 Traditional Rental Income: $1808 Airbnb ROI: 5.9% Traditional ROI: 3.95%
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%
1840 COPPER STONE Drive #D Fleming Island, FL Townhome - Water views - Sunset views - Primary suite on main - Eagle Harbor amenities. Th...	3 beds \| 3 baths \| 2,029 sq.ft.	$250,000	Airbnb cash on cash: 6.58% Traditional cash on cash: 10.25% Airbnb Rental Income: $2990 Traditional Rental Income: $3170 Airbnb ROI: 6.58% Traditional ROI: 10.25%
1688 SANCTUARY Way Fleming Island, FL Welcome to luxury, low-maintenance living in the highly sought-after Hawks Landing communi...	3 beds \| 3 baths \| 1,980 sq.ft.	$329,000	Airbnb cash on cash: 4.54% Traditional cash on cash: 5.86% Airbnb Rental Income: $2990 Traditional Rental Income: $2712 Airbnb ROI: 4.54% Traditional ROI: 5.86%
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%
1717 COUNTY ROAD 220 #1705 Fleming Island, FL CASH BUYERS ONLY. Immediately entering the community, you are greeted by the lush landscap...	2 beds \| 2 baths \| 1,104 sq.ft.	$149,000	Airbnb cash on cash: 3.04% Traditional cash on cash: 6.85% Airbnb Rental Income: $1363 Traditional Rental Income: $1491 Airbnb ROI: 3.04% Traditional ROI: 6.85%
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%

Real Estate investment in Fleming-island, FL

There are 83 properties for sale in the city of Fleming Island . The median list price in Fleming Island is $459,725 and the average price per square foot is $195. In September 2026, the average monthly cash on cash return in Fleming Island is 4.00%. The average monthly rental income in Fleming Island is $2,540.

Fleming-island, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 83 investment properties available for sale in Fleming-island.

In 2026, the best neighborhood to buy investment property is Fleming Island.

The ROI for Long-Term is higher than the Short-Term in Fleming-island with average rental income of $2,540.

Your search for investment property begins and ends here

Investment Property for Sale in Fleming Island, FL

1861 COPPER STONE Drive #D

Fleming Island, FL

3 beds | 3 baths | 2,029 sq.ft.

$312,500

Airbnb cash on cash: 4.44%

Traditional cash on cash: 4.27%

Airbnb Rental Income: $2990

Traditional Rental Income: $2253

Airbnb ROI: 4.44%

Traditional ROI: 4.27%

2045 SECRET GARDEN Lane #606

Fleming Island, FL

3 beds | 3 baths | 1,966 sq.ft.

$315,000

Airbnb cash on cash: 4.04%

Traditional cash on cash: 4.8%

Airbnb Rental Income: $2990

Traditional Rental Income: $2528

Airbnb ROI: 4.04%

Traditional ROI: 4.8%

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%

2329 Side Wheel Court

Fleming Island, FL

4 beds | 2 baths | 1,740 sq.ft.

$384,900

Airbnb cash on cash: 4.49%

Traditional cash on cash: 3.59%

Airbnb Rental Income: $3130

Traditional Rental Income: $2095

Airbnb ROI: 4.49%

Traditional ROI: 3.59%

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%