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
1629 SANDY SPRINGS Drive Fleming Island, FL Waterfront privacy, stunning sunrise views, and a rare assumable VA loan opportunity combi...	4 beds \| 3 baths \| 2,106 sq.ft.	$497,000	Airbnb cash on cash: 2.14% Traditional cash on cash: 2.77% Airbnb Rental Income: $2747 Traditional Rental Income: $2390 Airbnb ROI: 2.14% Traditional ROI: 2.77%
1749 PRESERVE POINT Terrace Fleming Island, FL Nestled on a quiet cul-de-sac street in the award-winning Eagle Harbor community, this met...	4 beds \| 3 baths \| 2,748 sq.ft.	$645,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 3.7% Airbnb Rental Income: $2747 Traditional Rental Income: $3444 Airbnb ROI: 1.47% Traditional ROI: 3.7%
1667 BLACKHAWK Court Fleming Island, FL Don't miss this gem! Beautiful home in Walnut Creek at Eagle Harbor featuring fresh update...	3 beds \| 2 baths \| 1,824 sq.ft.	$415,000	Airbnb cash on cash: 1% Traditional cash on cash: 3.41% Airbnb Rental Income: $1720 Traditional Rental Income: $2183 Airbnb ROI: 1% Traditional ROI: 3.41%
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: 2.44% Traditional cash on cash: 3.22% Airbnb Rental Income: $2747 Traditional Rental Income: $2457 Airbnb ROI: 2.44% Traditional ROI: 3.22%
2035 SECRET GARDEN Lane #506 Fleming Island, FL Seller Offering 2% of PP Towards Buyers CC/PP or rate Buydown, your Choice. Impeccable Con...	3 beds \| 3 baths \| 1,966 sq.ft.	$325,000	Airbnb cash on cash: -0.44% Traditional cash on cash: 3.34% Airbnb Rental Income: $1720 Traditional Rental Income: $2400 Airbnb ROI: -0.44% Traditional ROI: 3.34%
1500 CALMING WATER Drive #5902 Fleming Island, FL $5,000 Flooring Allowance! 2BR/2.5BA townhouse in desirable Fleming Island Plantation. Loc...	2 beds \| 3 baths \| 1,296 sq.ft.	$210,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 5.8% Airbnb Rental Income: $1221 Traditional Rental Income: $1970 Airbnb ROI: 0.07% Traditional ROI: 5.8%
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: 1.74% Traditional cash on cash: 3.95% Airbnb Rental Income: $1720 Traditional Rental Income: $1808 Airbnb ROI: 1.74% Traditional ROI: 3.95%
2358 BRIDGETTE Way Fleming Island, FL Price improvement to meet the market--not a reflection of condition. This home shows beaut...	3 beds \| 3 baths \| 3,653 sq.ft.	$1,035,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 1.21% Airbnb Rental Income: $1720 Traditional Rental Income: $3505 Airbnb ROI: -1.13% Traditional ROI: 1.21%
1537 MAPLE LEAF Lane Fleming Island, FL A Must See! This home has been meticulously cared for. It features a separate Dining Area,...	4 beds \| 3 baths \| 2,282 sq.ft.	$476,000	Airbnb cash on cash: 2.26% Traditional cash on cash: 4.69% Airbnb Rental Income: $2747 Traditional Rental Income: $3181 Airbnb ROI: 2.26% Traditional ROI: 4.69%
1858 SENTRY OAK Court Fleming Island, FL *VA ASSUMABLE LOAN @ 3.25%! YOU DO NOT NEED TO BE VA. JUST NEEED TO QUALIFY TO ASSUME LOAN...	4 beds \| 3 baths \| 2,530 sq.ft.	$548,900	Airbnb cash on cash: 1.93% Traditional cash on cash: 4.74% Airbnb Rental Income: $2747 Traditional Rental Income: $3537 Airbnb ROI: 1.93% Traditional ROI: 4.74%
2040 SECRET GARDEN Lane #105 Fleming Island, FL This beautifully maintained second-floor flat is ideally positioned at the rear of the com...	3 beds \| 3 baths \| 1,966 sq.ft.	$340,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 2.75% Airbnb Rental Income: $1720 Traditional Rental Income: $2118 Airbnb ROI: 0.01% Traditional ROI: 2.75%
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.	$375,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 5.31% Airbnb Rental Income: $1720 Traditional Rental Income: $2508 Airbnb ROI: 1.71% Traditional ROI: 5.31%
2408 STOCKTON Drive Fleming Island, FL Split floor plan w/ 2 PRIMARY SUITES, dedicated office w/ large closet (potential 5th bedr...	5 beds \| 4 baths \| 3,006 sq.ft.	$839,900	Airbnb cash on cash: -0.09% Traditional cash on cash: 3.3% Airbnb Rental Income: $2499 Traditional Rental Income: $4546 Airbnb ROI: -0.09% Traditional ROI: 3.3%
1916 VISTA LAKES Drive Fleming Island, FL Open House Saturday May 23rd 11:00-2:00 This immaculate Eagle Harbor 4 bedroom, 3 bath...	4 beds \| 3 baths \| 2,536 sq.ft.	$574,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 2.65% Airbnb Rental Income: $2747 Traditional Rental Income: $2686 Airbnb ROI: 1.55% Traditional ROI: 2.65%
1279 Pirates Cove Ln Fleming Island, FL SHORTSALE BACK ON MARKET. CALL FOR SHOWINGS. Buy This Home & I'll Buy Yours! Buy this home...	4 beds \| 2 baths \| 2,082 sq.ft.	$325,000	Airbnb cash on cash: 4.19% Traditional cash on cash: 5.62% Airbnb Rental Income: $2747 Traditional Rental Income: $2538 Airbnb ROI: 4.19% Traditional ROI: 5.62%
1532 SILVER BELL Lane Fleming Island, FL Immaculate and well-maintained 4 bedroom, 2 bathroom home in the highly sought after Pace ...	4 beds \| 2 baths \| 1,969 sq.ft.	$455,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 3.02% Airbnb Rental Income: $2747 Traditional Rental Income: $2383 Airbnb ROI: 2.35% Traditional ROI: 3.02%
128 MALLEY COVE Lane Fleming Island, FL Executive Custom Home with NO HOA/CDD. Tucked away in the heart of Fleming Island, this sp...	5 beds \| 3 baths \| 2,794 sq.ft.	$750,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 2.31% Airbnb Rental Income: $2499 Traditional Rental Income: $2827 Airbnb ROI: 0.98% Traditional ROI: 2.31%
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.	$599,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 4.79% Airbnb Rental Income: $2499 Traditional Rental Income: $3937 Airbnb ROI: 1.13% Traditional ROI: 4.79%
413 RIVER BIRCH Lane Fleming Island, FL *OPEN HOUSE SATURDAY 10 AM-12 PM Welcome to this charming custom brick home in Christo...	3 beds \| 3 baths \| 3,123 sq.ft.	$787,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 3.25% Airbnb Rental Income: $1720 Traditional Rental Income: $3911 Airbnb ROI: -0.39% Traditional ROI: 3.25%
6433 RIVER POINT Drive Fleming Island, FL Enjoy your ultimate Florida lifestyle on the water in this remodeled 4 Bed/3 Bath single-s...	4 beds \| 3 baths \| 2,676 sq.ft.	$750,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 4.1% Airbnb Rental Income: $2747 Traditional Rental Income: $4109 Airbnb ROI: 1.22% Traditional ROI: 4.1%
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.	$575,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 3.02% Airbnb Rental Income: $2747 Traditional Rental Income: $2937 Airbnb ROI: 1.47% Traditional ROI: 3.02%
1684 SANCTUARY Way Fleming Island, FL Welcome to your better than new luxury townhome that is still under warranty! This 2 year ...	3 beds \| 3 baths \| 1,980 sq.ft.	$370,000	Airbnb cash on cash: 1.1% Traditional cash on cash: 5.33% Airbnb Rental Income: $1720 Traditional Rental Income: $2712 Airbnb ROI: 1.1% Traditional ROI: 5.33%
182 MALLEY COVE Lane Fleming Island, FL NO HOA OR CDDOPEN CONCEPTNEWLY REMODELED Welcome home to this stunning retreat, wh...	5 beds \| 4 baths \| 3,316 sq.ft.	$750,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 3.71% Airbnb Rental Income: $2499 Traditional Rental Income: $3848 Airbnb ROI: 0.92% Traditional ROI: 3.71%
1862 SENTRY OAK Court Fleming Island, FL POOL HOME with 3 CAR GARAGE in the sought-after Margaret's Walk community. Step inside to ...	4 beds \| 3 baths \| 2,272 sq.ft.	$485,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 6.52% Airbnb Rental Income: $2747 Traditional Rental Income: $4021 Airbnb ROI: 2.29% Traditional ROI: 6.52%
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.	$799,000	Airbnb cash on cash: 0.38% Traditional cash on cash: 1.98% Airbnb Rental Income: $2747 Traditional Rental Income: $3291 Airbnb ROI: 0.38% Traditional ROI: 1.98%
1840 COPPER STONE Drive #D Fleming Island, FL Water views - Sunset views - Eagle Harbor amenities - Primary suite on main - Screened lan...	3 beds \| 3 baths \| 2,029 sq.ft.	$295,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 8.57% Airbnb Rental Income: $1720 Traditional Rental Income: $3170 Airbnb ROI: 1.63% Traditional ROI: 8.57%
315 SCENIC POINT Lane Fleming Island, FL Wake up to spectacular sunrises and panoramic St. Johns river views from all three levels ...	4 beds \| 4 baths \| 2,507 sq.ft.	$619,000	Airbnb cash on cash: 1.68% Traditional cash on cash: 4.86% Airbnb Rental Income: $2747 Traditional Rental Income: $3939 Airbnb ROI: 1.68% Traditional ROI: 4.86%
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.	$334,900	Airbnb cash on cash: 1.08% Traditional cash on cash: 5.74% Airbnb Rental Income: $1720 Traditional Rental Income: $2712 Airbnb ROI: 1.08% Traditional ROI: 5.74%

Real Estate investment in Fleming-island, FL

There are 81 properties for sale in the city of Fleming Island . The median list price in Fleming Island is $400,893 and the average price per square foot is $161. In June 2026, the average monthly cash on cash return in Fleming Island is 4.00%. The average monthly rental income in Fleming Island is $2,680.

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

There are 81 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 $2,680.

Your search for investment property begins and ends here

Investment Property for Sale in Fleming Island, FL

1629 SANDY SPRINGS Drive

Fleming Island, FL

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

$497,000

Airbnb cash on cash: 2.14%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $2747

Traditional Rental Income: $2390

Airbnb ROI: 2.14%

Traditional ROI: 2.77%

1749 PRESERVE POINT Terrace

Fleming Island, FL

4 beds | 3 baths | 2,748 sq.ft.

$645,000

Airbnb cash on cash: 1.47%

Traditional cash on cash: 3.7%

Airbnb Rental Income: $2747

Traditional Rental Income: $3444

Airbnb ROI: 1.47%

Traditional ROI: 3.7%

1667 BLACKHAWK Court

Fleming Island, FL

3 beds | 2 baths | 1,824 sq.ft.

$415,000

Airbnb cash on cash: 1%

Traditional cash on cash: 3.41%

Airbnb Rental Income: $1720

Traditional Rental Income: $2183

Airbnb ROI: 1%

Traditional ROI: 3.41%

1460 CREEKS EDGE Court

Fleming Island, FL

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

$489,000

Airbnb cash on cash: 2.44%

Traditional cash on cash: 3.22%

Airbnb Rental Income: $2747

Traditional Rental Income: $2457

Airbnb ROI: 2.44%

Traditional ROI: 3.22%

2035 SECRET GARDEN Lane #506

Fleming Island, FL

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

$325,000

Airbnb cash on cash: -0.44%

Traditional cash on cash: 3.34%

Airbnb Rental Income: $1720

Traditional Rental Income: $2400

Airbnb ROI: -0.44%

Traditional ROI: 3.34%

1500 CALMING WATER Drive #5902

Fleming Island, FL

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

$210,000

Airbnb cash on cash: 0.07%

Traditional cash on cash: 5.8%

Airbnb Rental Income: $1221

Traditional Rental Income: $1970

Airbnb ROI: 0.07%

Traditional ROI: 5.8%

1840 GREEN SPRINGS Circle #C

Fleming Island, FL

3 beds | 3 baths | 1,664 sq.ft.

$270,000

Airbnb cash on cash: 1.74%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $1720

Traditional Rental Income: $1808

Airbnb ROI: 1.74%

Traditional ROI: 3.95%

2358 BRIDGETTE Way

Fleming Island, FL

3 beds | 3 baths | 3,653 sq.ft.

$1,035,000

Airbnb cash on cash: -1.13%

Traditional cash on cash: 1.21%

Airbnb Rental Income: $1720

Traditional Rental Income: $3505

Airbnb ROI: -1.13%