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 Charming and meticulously maintained townhome in the heart of Eagle Harbor. This home is v...	3 beds \| 3 baths \| 2,029 sq.ft.	$325,000	Airbnb cash on cash: 4.42% Traditional cash on cash: 4.07% Airbnb Rental Income: $3060 Traditional Rental Income: $2253 Airbnb ROI: 4.42% Traditional ROI: 4.07%
1629 SANDY SPRINGS Drive Fleming Island, FL Eagle Harbor, Waterfront privacy, stunning sunrise views, and a rare assumable VA loan opp...	4 beds \| 3 baths \| 2,106 sq.ft.	$495,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 2.78% Airbnb Rental Income: $1797 Traditional Rental Income: $2390 Airbnb ROI: 0.44% Traditional ROI: 2.78%
1755 EAGLE CREST Drive Fleming Island, FL Stunning 4 bed 3.5 bath home in the desirable Eagle Harbor community, offering a versatile...	4 beds \| 4 baths \| 3,008 sq.ft.	$580,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 2.6% Airbnb Rental Income: $1797 Traditional Rental Income: $2924 Airbnb ROI: -0.38% Traditional ROI: 2.6%
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.	$496,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 5.6% Airbnb Rental Income: $1797 Traditional Rental Income: $3820 Airbnb ROI: 0.19% Traditional ROI: 5.6%
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: 3.87% Traditional cash on cash: 3.41% Airbnb Rental Income: $3060 Traditional Rental Income: $2183 Airbnb ROI: 3.87% 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: 0.71% Traditional cash on cash: 3.22% Airbnb Rental Income: $1797 Traditional Rental Income: $2457 Airbnb ROI: 0.71% Traditional ROI: 3.22%
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: -0.46% Traditional cash on cash: 5.8% Airbnb Rental Income: $1095 Traditional Rental Income: $1970 Airbnb ROI: -0.46% 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: 6.13% Traditional cash on cash: 3.95% Airbnb Rental Income: $3060 Traditional Rental Income: $1808 Airbnb ROI: 6.13% Traditional ROI: 3.95%
2358 BRIDGETTE Way Fleming Island, FL A Fleming Island dream home! Perfect for outdoor gatherings and relaxation. This home show...	3 beds \| 3 baths \| 3,653 sq.ft.	$1,035,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 1.21% Airbnb Rental Income: $3060 Traditional Rental Income: $3505 Airbnb ROI: 0.03% Traditional ROI: 1.21%
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: 0.39% Traditional cash on cash: 4.74% Airbnb Rental Income: $1797 Traditional Rental Income: $3537 Airbnb ROI: 0.39% Traditional ROI: 4.74%
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.	$360,000	Airbnb cash on cash: 5.13% Traditional cash on cash: 5.56% Airbnb Rental Income: $3060 Traditional Rental Income: $2508 Airbnb ROI: 5.13% Traditional ROI: 5.56%
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.	$825,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 3.37% Airbnb Rental Income: $2142 Traditional Rental Income: $4546 Airbnb ROI: -0.46% Traditional ROI: 3.37%
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 \| N/A	$325,000	Airbnb cash on cash: 1.6% Traditional cash on cash: 5.62% Airbnb Rental Income: $1797 Traditional Rental Income: $2538 Airbnb ROI: 1.6% Traditional ROI: 5.62%
1819 SENTRY OAK Court Fleming Island, FL Margarets Walk - Gated Fleming Island community - 4 beds, 3 baths - Updated quartz kitchen...	4 beds \| 3 baths \| 2,170 sq.ft.	$480,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 2.85% Airbnb Rental Income: $1797 Traditional Rental Income: $2659 Airbnb ROI: -0.15% Traditional ROI: 2.85%
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: 0.49% Traditional cash on cash: 3.02% Airbnb Rental Income: $1797 Traditional Rental Income: $2383 Airbnb ROI: 0.49% Traditional ROI: 3.02%
1908 FOX GLOVE Lane Fleming Island, FL Back on the market, due to no fault of seller. Exceptional value in gated Pace Island! Thi...	4 beds \| 3 baths \| 2,489 sq.ft.	$635,000	Airbnb cash on cash: -0.4% Traditional cash on cash: 1.9% Airbnb Rental Income: $1797 Traditional Rental Income: $2673 Airbnb ROI: -0.4% Traditional ROI: 1.9%
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: 0.55% Traditional cash on cash: 2.31% Airbnb Rental Income: $2142 Traditional Rental Income: $2827 Airbnb ROI: 0.55% Traditional ROI: 2.31%
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: -0.12% Traditional cash on cash: 2.37% Airbnb Rental Income: $2142 Traditional Rental Income: $3301 Airbnb ROI: -0.12% Traditional ROI: 2.37%
413 RIVER BIRCH Lane Fleming Island, FL OPEN HOUSE TODAY, JULY 11, 11-2PM Welcome to this custom brick home in the desirable...	3 beds \| 3 baths \| 3,123 sq.ft.	$769,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 3.35% Airbnb Rental Income: $3060 Traditional Rental Income: $3911 Airbnb ROI: 1.18% Traditional ROI: 3.35%
2220 LOOKOUT Landing Fleming Island, FL Welcome home to this stunning 5-bedroom, 4-bathroom retreat in the heart of Eagle Harbor, ...	5 beds \| 4 baths \| 2,739 sq.ft.	$609,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 4.98% Airbnb Rental Income: $2142 Traditional Rental Income: $4202 Airbnb ROI: 0.4% Traditional ROI: 4.98%
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: -0.01% Traditional cash on cash: 3.02% Airbnb Rental Income: $1797 Traditional Rental Income: $2937 Airbnb ROI: -0.01% 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: 4.32% Traditional cash on cash: 5.33% Airbnb Rental Income: $3060 Traditional Rental Income: $2712 Airbnb ROI: 4.32% 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: 0.49% Traditional cash on cash: 3.71% Airbnb Rental Income: $2142 Traditional Rental Income: $3848 Airbnb ROI: 0.49% 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: 0.54% Traditional cash on cash: 6.52% Airbnb Rental Income: $1797 Traditional Rental Income: $4021 Airbnb ROI: 0.54% 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.	$749,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 2.18% Airbnb Rental Income: $1797 Traditional Rental Income: $3291 Airbnb ROI: -0.66% 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.	$275,000	Airbnb cash on cash: 6.13% Traditional cash on cash: 9.25% Airbnb Rental Income: $3060 Traditional Rental Income: $3170 Airbnb ROI: 6.13% Traditional ROI: 9.25%
315 SCENIC POINT Lane Fleming Island, FL HUGE PRICE REDUCTION AND SELLER OFFERING A $35000 ALLOWANCE FOR CONSTRUCTION OF A DOCK!!!!...	4 beds \| 4 baths \| 2,507 sq.ft.	$598,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 5.06% Airbnb Rental Income: $1797 Traditional Rental Income: $3939 Airbnb ROI: 0.35% Traditional ROI: 5.06%
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: 4.63% Traditional cash on cash: 5.74% Airbnb Rental Income: $3060 Traditional Rental Income: $2712 Airbnb ROI: 4.63% Traditional ROI: 5.74%
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.	$379,900	Airbnb cash on cash: 4.67% Traditional cash on cash: 4.91% Airbnb Rental Income: $3060 Traditional Rental Income: $2446 Airbnb ROI: 4.67% Traditional ROI: 4.91%
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.	$715,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 3.69% Airbnb Rental Income: $1797 Traditional Rental Income: $3804 Airbnb ROI: -0.05% Traditional ROI: 3.69%
1943 ROSE MALLOW Lane Fleming Island, FL Luxurious executive pool home in the exclusive gated community of Pace Island, in the soug...	5 beds \| 5 baths \| 4,696 sq.ft.	$1,179,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 5.3% Airbnb Rental Income: $2142 Traditional Rental Income: $7904 Airbnb ROI: -0.45% Traditional ROI: 5.3%

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 $459,725 and the average price per square foot is $189. In August 2026, the average monthly cash on cash return in Fleming Island is 4.00%. The average monthly rental income in Fleming Island is $2,568.

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 $2,568.

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.

$325,000

Airbnb cash on cash: 4.42%

Traditional cash on cash: 4.07%

Airbnb Rental Income: $3060

Traditional Rental Income: $2253

Airbnb ROI: 4.42%

Traditional ROI: 4.07%

1629 SANDY SPRINGS Drive

Fleming Island, FL

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

$495,000

Airbnb cash on cash: 0.44%

Traditional cash on cash: 2.78%

Airbnb Rental Income: $1797

Traditional Rental Income: $2390

Airbnb ROI: 0.44%

Traditional ROI: 2.78%

1755 EAGLE CREST Drive

Fleming Island, FL

4 beds | 4 baths | 3,008 sq.ft.

$580,000

Airbnb cash on cash: -0.38%

Traditional cash on cash: 2.6%

Airbnb Rental Income: $1797

Traditional Rental Income: $2924

Airbnb ROI: -0.38%

Traditional ROI: 2.6%

2299 S BROOK Drive

Fleming Island, FL

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

$496,000

Airbnb cash on cash: 0.19%

Traditional cash on cash: 5.6%

Airbnb Rental Income: $1797

Traditional Rental Income: $3820

Airbnb ROI: 0.19%

Traditional ROI: 5.6%

1667 BLACKHAWK Court

Fleming Island, FL

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

$415,000

Airbnb cash on cash: 3.87%

Traditional cash on cash: 3.41%

Airbnb Rental Income: $3060

Traditional Rental Income: $2183

Airbnb ROI: 3.87%

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: 0.71%

Traditional cash on cash: 3.22%

Airbnb Rental Income: $1797

Traditional Rental Income: $2457

Airbnb ROI: 0.71%

Traditional ROI: 3.22%

1500 CALMING WATER Drive #5902

Fleming Island, FL

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

$210,000

Airbnb cash on cash: -0.46%

Traditional cash on cash: 5.8%

Airbnb Rental Income: $1095

Traditional Rental Income: $1970

Airbnb ROI: -0.46%

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: 6.13%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $3060

Traditional Rental Income: $1808

Airbnb ROI: 6.13%