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
451 Timberlake Drive Fleming Island, FL SUNTREE LOCATION, minutes from The Avenue Viera Mall and I95, Move in ready, fresh interio...	3 beds \| 2 baths \| 1,599 sq.ft.	$375,000	Airbnb cash on cash: 4.34% Traditional cash on cash: 4.11% Airbnb Rental Income: $2916 Traditional Rental Income: $2159 Airbnb ROI: 4.34% Traditional ROI: 4.11%
430 SEGOVIA Drive Fleming Island, FL Move right into this charming all-brick home located on a spacious fenced corner lot in a ...	3 beds \| 3 baths \| 2,028 sq.ft.	$421,000	Airbnb cash on cash: 3.6% Traditional cash on cash: 4.48% Airbnb Rental Income: $2916 Traditional Rental Income: $2587 Airbnb ROI: 3.6% Traditional ROI: 4.48%
6447 OAK Drive Fleming Island, FL Absolutley beautiful renovated home quietly nestled on an impressive .65 acre lot in one o...	4 beds \| 2 baths \| 1,918 sq.ft.	$475,000	Airbnb cash on cash: 3.35% Traditional cash on cash: 2.89% Airbnb Rental Income: $3257 Traditional Rental Income: $2320 Airbnb ROI: 3.35% Traditional ROI: 2.89%
2006 WOODLAKE Drive Fleming Island, FL Come see this Beautiful 4 bedroom 2 bath renovated single family home! Many improvements a...	4 beds \| 2 baths \| 2,607 sq.ft.	$499,900	Airbnb cash on cash: 3.45% Traditional cash on cash: 3.8% Airbnb Rental Income: $3257 Traditional Rental Income: $2690 Airbnb ROI: 3.45% Traditional ROI: 3.8%
2416 COUNTRY SIDE Drive Fleming Island, FL This 4 bedroom/3.5 bath beauty in Fleming Island is situated on a Preserve lot. The backya...	4 beds \| 4 baths \| 2,562 sq.ft.	$549,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 3.92% Airbnb Rental Income: $3257 Traditional Rental Income: $3205 Airbnb ROI: 2.6% Traditional ROI: 3.92%
1775 Dockside Drive Fleming Island, FL Nestled in the heart of Fleming Island, this charming brick home exudes serene living, tuc...	4 beds \| 2 baths \| 1,770 sq.ft.	$328,000	Airbnb cash on cash: 5.56% Traditional cash on cash: 4.35% Airbnb Rental Income: $3257 Traditional Rental Income: $2154 Airbnb ROI: 5.56% Traditional ROI: 4.35%
536 MAJESTIC WOOD Drive Fleming Island, FL Nestled within a picturesque neighborhood, this stunning home is situated on a serene cul-...	3 beds \| 2 baths \| 1,864 sq.ft.	$335,000	Airbnb cash on cash: 4.39% Traditional cash on cash: 3.48% Airbnb Rental Income: $2916 Traditional Rental Income: $1953 Airbnb ROI: 4.39% Traditional ROI: 3.48%
1674 WATERS EDGE Drive Fleming Island, FL Welcome to this Eagle Harbor property located in the original section where you can walk, ...	4 beds \| 3 baths \| 2,724 sq.ft.	$699,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 2.18% Airbnb Rental Income: $3257 Traditional Rental Income: $2831 Airbnb ROI: 1.71% Traditional ROI: 2.18%
1379 BROOKGREEN Way Fleming Island, FL At no fault to the seller, this beautiful listing is back on the market due to buyers cont...	4 beds \| 2 baths \| 1,922 sq.ft.	$405,000	Airbnb cash on cash: 4.51% Traditional cash on cash: 2.8% Airbnb Rental Income: $3257 Traditional Rental Income: $1878 Airbnb ROI: 4.51% Traditional ROI: 2.8%
1571 COUNTRY WALK Drive Fleming Island, FL Welcome to your dream home, a beautifully remodeled gem situated beside the first hole of ...	4 beds \| 4 baths \| 2,813 sq.ft.	$565,000	Airbnb cash on cash: 2.32% Traditional cash on cash: 4.28% Airbnb Rental Income: $3257 Traditional Rental Income: $3560 Airbnb ROI: 2.32% Traditional ROI: 4.28%
2203 TRAILWOOD Drive Fleming Island, FL Motivated sellers! Wow! A Beautiful, totally upgraded home in Eagle Harbor! this 4-bedroom...	4 beds \| 3 baths \| 2,099 sq.ft.	$447,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 3.49% Airbnb Rental Income: $3257 Traditional Rental Income: $2564 Airbnb ROI: 3.4% Traditional ROI: 3.49%
1806 ROYAL FERN Lane Fleming Island, FL Experience the perfect combination of style and comfort in this exceptional Pace Island ho...	4 beds \| 2 baths \| 2,424 sq.ft.	$615,000	Airbnb cash on cash: 1.88% Traditional cash on cash: 2.49% Airbnb Rental Income: $3257 Traditional Rental Income: $2876 Airbnb ROI: 1.88% Traditional ROI: 2.49%
3148 BROOKS Road Fleming Island, FL Price Reduction on this Mid-Century modern design Pool Home off Doctors Lake with great lo...	4 beds \| 3 baths \| 2,202 sq.ft.	$799,950	Airbnb cash on cash: 1.44% Traditional cash on cash: 2.41% Airbnb Rental Income: $3257 Traditional Rental Income: $3246 Airbnb ROI: 1.44% Traditional ROI: 2.41%
O CREIGHTON Road #1 Fleming Island, FL Choose from one of Adele Designer Homes beautiful floor plans to design your next home, or...	4 beds \| 3 baths \| 2,724 sq.ft.	$737,400	Airbnb cash on cash: 1.65% Traditional cash on cash: 2.11% Airbnb Rental Income: $3257 Traditional Rental Income: $2837 Airbnb ROI: 1.65% Traditional ROI: 2.11%
1816 CREEKWOOD Lane Fleming Island, FL This Gorgeous open floor plan means the light shines all day long! With 5 bedrooms and 4 ...	5 beds \| 4 baths \| 2,804 sq.ft.	$559,000	Airbnb cash on cash: 5.84% Traditional cash on cash: 5.2% Airbnb Rental Income: $5355 Traditional Rental Income: $3937 Airbnb ROI: 5.84% Traditional ROI: 5.2%
132 WHISPERING WOODS Drive Fleming Island, FL OVER THE RIVER AND THROUGH THE WOODS..for privacy and convenience, look no further than 13...	4 beds \| 5 baths \| 3,721 sq.ft.	$1,299,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 2.85% Airbnb Rental Income: $3257 Traditional Rental Income: $5721 Airbnb ROI: 0.2% Traditional ROI: 2.85%
1475 COURSE VIEW Drive Fleming Island, FL Come see this Turn Key, Golf Course Home in the Heart of Eagle Harbor. Enjoy the update...	4 beds \| 4 baths \| 3,512 sq.ft.	$745,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 3.9% Airbnb Rental Income: $3257 Traditional Rental Income: $4176 Airbnb ROI: 1.52% Traditional ROI: 3.9%
1889 OSPREY BLUFF Boulevard Fleming Island, FL AMAZING Waterfront property for under $925,000 in Fleming Island!! Situated among 100+ yea...	4 beds \| 4 baths \| 2,398 sq.ft.	$925,000	Airbnb cash on cash: 1.41% Traditional cash on cash: 3.16% Airbnb Rental Income: $3257 Traditional Rental Income: $4030 Airbnb ROI: 1.41% Traditional ROI: 3.16%
1665 VINELAND Circle #A Fleming Island, FL This beautiful home is ready for its new owners! This charming single story, end unit town...	3 beds \| 2 baths \| 1,075 sq.ft.	$244,900	Airbnb cash on cash: 5.36% Traditional cash on cash: 3.93% Airbnb Rental Income: $2916 Traditional Rental Income: $1911 Airbnb ROI: 5.36% Traditional ROI: 3.93%
326 SCENIC POINT Lane Fleming Island, FL BEST River View on Fleming Island!! Meticulously renovated 3-story town home overlooking t...	3 beds \| 4 baths \| 2,314 sq.ft.	$699,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 3.19% Airbnb Rental Income: $2916 Traditional Rental Income: $3434 Airbnb ROI: 1.36% Traditional ROI: 3.19%
2359 GOLFVIEW Drive Fleming Island, FL Welcome to the highly desirable community of Fleming Island Plantation! This beautiful 4 b...	4 beds \| 3 baths \| 2,467 sq.ft.	$420,000	Airbnb cash on cash: 3.86% Traditional cash on cash: 4.7% Airbnb Rental Income: $3257 Traditional Rental Income: $2856 Airbnb ROI: 3.86% Traditional ROI: 4.7%
560 MAJESTIC WOOD Drive Fleming Island, FL PRICE IMPROVEMENT Welcome Home! This beautiful 4-bedroom, 2-bathroom house is nestled in...	4 beds \| 2 baths \| 2,049 sq.ft.	$399,000	Airbnb cash on cash: 4.84% Traditional cash on cash: 4.68% Airbnb Rental Income: $3257 Traditional Rental Income: $2464 Airbnb ROI: 4.84% Traditional ROI: 4.68%
637 COZYBROOK Lane Fleming Island, FL Looking for a home with a mother in law suite that won't break the bank?! Located in the ...	4 beds \| 2 baths \| 2,419 sq.ft.	$449,000	Airbnb cash on cash: 4.15% Traditional cash on cash: 4.24% Airbnb Rental Income: $3257 Traditional Rental Income: $2564 Airbnb ROI: 4.15% Traditional ROI: 4.24%
2221 N LAKESHORE Drive Fleming Island, FL WATERFRONTPRIVATE DOCKHUGE SCREENED PATIO W POOL NO HOA, NO CDD. Indulge in waterf...	5 beds \| 4 baths \| 3,447 sq.ft.	$1,399,000	Airbnb cash on cash: 1.87% Traditional cash on cash: 1.99% Airbnb Rental Income: $5355 Traditional Rental Income: $4429 Airbnb ROI: 1.87% Traditional ROI: 1.99%
1803 CASTILLE Drive Fleming Island, FL Beautiful home with an open floor plan. Split bedrooms, Family room, Living Room, Dining ...	4 beds \| 2 baths \| 2,205 sq.ft.	$455,000	Airbnb cash on cash: 3.44% Traditional cash on cash: 3.58% Airbnb Rental Income: $3257 Traditional Rental Income: $2584 Airbnb ROI: 3.44% Traditional ROI: 3.58%
2461 STONEY GLEN Drive Fleming Island, FL UPDATED WITH NEW ROOF! Eagle Harbor Beauty Boasting 5 Bedrooms, 4 Baths, AND an Office! We...	5 beds \| 4 baths \| 3,379 sq.ft.	$642,500	Airbnb cash on cash: 4.38% Traditional cash on cash: 4.17% Airbnb Rental Income: $5355 Traditional Rental Income: $4147 Airbnb ROI: 4.38% Traditional ROI: 4.17%
1622 WATERS EDGE Drive Fleming Island, FL Changes, changes, changes! #1 Pricechange! New price is $560,000 #2 Seller concession ...	4 beds \| 3 baths \| 2,700 sq.ft.	$560,000	Airbnb cash on cash: 2.64% Traditional cash on cash: 3.64% Airbnb Rental Income: $3257 Traditional Rental Income: $3046 Airbnb ROI: 2.64% Traditional ROI: 3.64%
780 EAGLE COVE Drive Fleming Island, FL *$10,000 credit towards closing costs or rate buy down (with acceptable offer)*Fantast...	4 beds \| 4 baths \| 3,055 sq.ft.	$625,000	Airbnb cash on cash: 2.1% Traditional cash on cash: 4.08% Airbnb Rental Income: $3257 Traditional Rental Income: $3681 Airbnb ROI: 2.1% Traditional ROI: 4.08%
1462 ARENA Road Fleming Island, FL Seller is making updates as planned without changing price! Including New Cool Decking aro...	3 beds \| 3 baths \| 1,792 sq.ft.	$519,000	Airbnb cash on cash: 2.91% Traditional cash on cash: 3.17% Airbnb Rental Income: $2916 Traditional Rental Income: $2367 Airbnb ROI: 2.91% Traditional ROI: 3.17%
1510 ISLAND SUNSET Cove Fleming Island, FL Price adjustment!! Wake up to morning sunrises on your patio! Beautiful newer custom Drees...	4 beds \| 3 baths \| 2,560 sq.ft.	$655,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 2.47% Airbnb Rental Income: $3257 Traditional Rental Income: $2650 Airbnb ROI: 2.27% Traditional ROI: 2.47%
2157 Salt Myrtle Ln Fleming Island, FL Experience Luxury Living At Its Finest In This Absolutely Stunning 3784 Sq. Ft. Pace Islan...	4 beds \| 4 baths \| 3,784 sq.ft.	$749,500	Airbnb cash on cash: 1.41% Traditional cash on cash: 4% Airbnb Rental Income: $3257 Traditional Rental Income: $4335 Airbnb ROI: 1.41% Traditional ROI: 4%
1564 RIVERTRACE Drive Fleming Island, FL Pool home in Eagle Harbor. This stunning five-bedroom, four-bath home, with all bedrooms o...	5 beds \| 4 baths \| 2,595 sq.ft.	$599,000	Airbnb cash on cash: 4.88% Traditional cash on cash: 4.23% Airbnb Rental Income: $5355 Traditional Rental Income: $3907 Airbnb ROI: 4.88% Traditional ROI: 4.23%
1564 CALMING WATER Drive Fleming Island, FL 1 OWNER WATERFRONT VILLA BEAUTY IN A WONDERFUL GATED COMMUNITY. SUCH LOW MAINTENANCE! SIT...	3 beds \| 2 baths \| 1,714 sq.ft.	$395,000	Airbnb cash on cash: 3.09% Traditional cash on cash: 3.78% Airbnb Rental Income: $2916 Traditional Rental Income: $2499 Airbnb ROI: 3.09% Traditional ROI: 3.78%
4985 HARVEY GRANT Road Fleming Island, FL Discover your dream waterfront oasis! This beautiful property boasts a prime location on a...	3 beds \| 3 baths \| 3,355 sq.ft.	$900,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 2.32% Airbnb Rental Income: $2916 Traditional Rental Income: $3275 Airbnb ROI: 1.09% Traditional ROI: 2.32%
2218 EAGLE TALON Circle Fleming Island, FL Welcome to your move in ready home in Eagle Harbor! This stunning property offers 4 spacio...	4 beds \| 3 baths \| 2,510 sq.ft.	$445,000	Airbnb cash on cash: 3.13% Traditional cash on cash: 3.58% Airbnb Rental Income: $3257 Traditional Rental Income: $2715 Airbnb ROI: 3.13% Traditional ROI: 3.58%
416 WYNFIELD Circle Fleming Island, FL Welcome to this inviting move-in ready three-bedroom, two-bath home that offers comfort an...	3 beds \| 2 baths \| 1,972 sq.ft.	$390,000	Airbnb cash on cash: 3.61% Traditional cash on cash: 3.96% Airbnb Rental Income: $2916 Traditional Rental Income: $2369 Airbnb ROI: 3.61% Traditional ROI: 3.96%
337 FLEMING FOREST Lane Fleming Island, FL Open houses canceled 08/25 and 08/26. Welcome to Fleming Forest! Bring your RV and boats t...	3 beds \| 2 baths \| 1,768 sq.ft.	$325,000	Airbnb cash on cash: 5.35% Traditional cash on cash: 5.23% Airbnb Rental Income: $2916 Traditional Rental Income: $2203 Airbnb ROI: 5.35% Traditional ROI: 5.23%
2350 WOOD HOLLOW Lane #C Fleming Island, FL This 3bed/2.5bath townhome has been meticulously maintained and is move in ready and waiti...	3 beds \| 3 baths \| 1,664 sq.ft.	$275,000	Airbnb cash on cash: 5.12% Traditional cash on cash: 4.58% Airbnb Rental Income: $2916 Traditional Rental Income: $2101 Airbnb ROI: 5.12% Traditional ROI: 4.58%
3110 CREIGHTON LANDING Road Fleming Island, FL Those two tickets to paradise have been found on Doctors Lake! Whether you are a fisher, ...	4 beds \| 4 baths \| 3,430 sq.ft.	$1,300,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 2.48% Airbnb Rental Income: $3257 Traditional Rental Income: $5026 Airbnb ROI: 0.41% Traditional ROI: 2.48%
1580 VINELAND Circle #C Fleming Island, FL Location, Location, Location! Opportunity awaits in the heart of Fleming Island Plantation...	3 beds \| 3 baths \| 1,460 sq.ft.	$270,000	Airbnb cash on cash: 4.55% Traditional cash on cash: 4.68% Airbnb Rental Income: $2916 Traditional Rental Income: $2274 Airbnb ROI: 4.55% Traditional ROI: 4.68%

Real Estate investment in Fleming-island, FL

There are 77 properties for sale in the city of Fleming Island . The median list price in Fleming Island is $549,900 and the average price per square foot is $224. In November 2024, the average monthly cash on cash return in Fleming Island is 4.00%. The average monthly rental income in Fleming Island is $2,833.

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

There are 77 investment properties available for sale in Fleming-island.

In 2024, 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 $2,833.

Your search for investment property begins and ends here

Investment Property for Sale in Fleming Island, FL

451 Timberlake Drive

Fleming Island, FL

3 beds | 2 baths | 1,599 sq.ft.

$375,000

Airbnb cash on cash: 4.34%

Traditional cash on cash: 4.11%

Airbnb Rental Income: $2916

Traditional Rental Income: $2159

Airbnb ROI: 4.34%

Traditional ROI: 4.11%

430 SEGOVIA Drive

Fleming Island, FL

3 beds | 3 baths | 2,028 sq.ft.

$421,000

Airbnb cash on cash: 3.6%

Traditional cash on cash: 4.48%

Airbnb Rental Income: $2916

Traditional Rental Income: $2587

Airbnb ROI: 3.6%

Traditional ROI: 4.48%

6447 OAK Drive

Fleming Island, FL

4 beds | 2 baths | 1,918 sq.ft.

$475,000

Airbnb cash on cash: 3.35%

Traditional cash on cash: 2.89%

Airbnb Rental Income: $3257

Traditional Rental Income: $2320

Airbnb ROI: 3.35%

Traditional ROI: 2.89%

2006 WOODLAKE Drive

Fleming Island, FL

4 beds | 2 baths | 2,607 sq.ft.

$499,900

Airbnb cash on cash: 3.45%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $3257

Traditional Rental Income: $2690

Airbnb ROI: 3.45%

Traditional ROI: 3.8%

2416 COUNTRY SIDE Drive

Fleming Island, FL

4 beds | 4 baths | 2,562 sq.ft.

$549,000

Airbnb cash on cash: 2.6%

Traditional cash on cash: 3.92%

Airbnb Rental Income: $3257

Traditional Rental Income: $3205

Airbnb ROI: 2.6%

Traditional ROI: 3.92%

1775 Dockside Drive

Fleming Island, FL

4 beds | 2 baths | 1,770 sq.ft.

$328,000

Airbnb cash on cash: 5.56%

Traditional cash on cash: 4.35%

Airbnb Rental Income: $3257

Traditional Rental Income: $2154

Airbnb ROI: 5.56%

Traditional ROI: 4.35%

536 MAJESTIC WOOD Drive

Fleming Island, FL

3 beds | 2 baths | 1,864 sq.ft.

$335,000

Airbnb cash on cash: 4.39%

Traditional cash on cash: 3.48%

Airbnb Rental Income: $2916

Traditional Rental Income: $1953

Airbnb ROI: 4.39%

Traditional ROI: 3.48%

1674 WATERS EDGE Drive

Fleming Island, FL

4 beds | 3 baths | 2,724 sq.ft.

$699,000

Airbnb cash on cash: 1.71%

Traditional cash on cash: 2.18%

Airbnb Rental Income: $3257

Traditional Rental Income: $2831

Airbnb ROI: 1.71%