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 64 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
1565 ROYAL FERN Lane Fleming Island, FL Welcome to this beautifully maintained all brick home nestled in the highly sought-after g...	4 beds \| 2 baths \| 2,331 sq.ft.	$505,000	Airbnb cash on cash: 2.99% Traditional cash on cash: 2.91% Airbnb Rental Income: $3257 Traditional Rental Income: $2487 Airbnb ROI: 2.99% Traditional ROI: 2.91%
1685 PINECREST Drive Fleming Island, FL Roof 2019 & HVAC 2024. Note this home's CDD is partially paid off. **Beautiful 4BR/3BA Hom...	4 beds \| 3 baths \| 2,647 sq.ft.	$539,000	Airbnb cash on cash: 3.01% Traditional cash on cash: 3.86% Airbnb Rental Income: $3257 Traditional Rental Income: $2954 Airbnb ROI: 3.01% Traditional ROI: 3.86%
2299 S BROOK Drive Fleming Island, FL This 4 bedroom 2 1/2 bath 2 story home sits on a preserve lot on one of the best streets i...	4 beds \| 3 baths \| 2,855 sq.ft.	$586,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 2.97% Airbnb Rental Income: $3257 Traditional Rental Income: $2908 Airbnb ROI: 2.27% Traditional ROI: 2.97%
1301 PORTSIDE Drive Fleming Island, FL *BRAND NEW ROOF WITH SOLAR PANELS* Nestled in the desirable Harbor Island neighborhood...	4 beds \| 2 baths \| 1,756 sq.ft.	$370,000	Airbnb cash on cash: 4.59% Traditional cash on cash: 4.46% Airbnb Rental Income: $3257 Traditional Rental Income: $2478 Airbnb ROI: 4.59% Traditional ROI: 4.46%
762 HIBERNIA FOREST Drive Fleming Island, FL Welcome to 762 Hibernia Forest Dr, a beautifully updated and move-in ready home located in...	3 beds \| 2 baths \| 1,586 sq.ft.	$439,000	Airbnb cash on cash: 3.34% Traditional cash on cash: 3.26% Airbnb Rental Income: $2916 Traditional Rental Income: $2209 Airbnb ROI: 3.34% Traditional ROI: 3.26%
132 MALLEY COVE Lane Fleming Island, FL Custom-built, ADA-friendly home in the heart of Fleming Island with no HOA or CDD fees. Qu...	4 beds \| 4 baths \| 4,184 sq.ft.	$1,100,000	Airbnb cash on cash: 0.6% Traditional cash on cash: 1.96% Airbnb Rental Income: $3257 Traditional Rental Income: $3922 Airbnb ROI: 0.6% Traditional ROI: 1.96%
4966 HARVEY GRANT Road Fleming Island, FL 20.000$ TOWARDS BUYER CLOSING COST! NEW FLOORS! This home sits on over an acre in a quiet,...	3 beds \| 2 baths \| 2,116 sq.ft.	$465,000	Airbnb cash on cash: 3.05% Traditional cash on cash: 2.92% Airbnb Rental Income: $2916 Traditional Rental Income: $2185 Airbnb ROI: 3.05% Traditional ROI: 2.92%
2746 Archer Street Fleming Island, FL Welcome to this well-maintained 4-bedroom, 2-bath home tucked in a quiet cul-de-sac. Updat...	4 beds \| 2 baths \| 1,799 sq.ft.	$385,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 4.04% Airbnb Rental Income: $3257 Traditional Rental Income: $2180 Airbnb ROI: 4.99% Traditional ROI: 4.04%
1400 GIBRALTER Lane Fleming Island, FL Pool home in the heart of Fleming Island, without the CDD fees! Enjoy outdoor entertaining...	4 beds \| 3 baths \| 2,667 sq.ft.	$484,000	Airbnb cash on cash: 3.34% Traditional cash on cash: 5.59% Airbnb Rental Income: $3257 Traditional Rental Income: $3544 Airbnb ROI: 3.34% Traditional ROI: 5.59%
1477 GREENWAY Place Fleming Island, FL Great 3 Bedroom 2 bath home in Fleming Island Plantation! Roof replaced in 2020. Formal li...	3 beds \| 2 baths \| 1,922 sq.ft.	$365,000	Airbnb cash on cash: 3.45% Traditional cash on cash: 3.07% Airbnb Rental Income: $2916 Traditional Rental Income: $2113 Airbnb ROI: 3.45% Traditional ROI: 3.07%
1798 COVINGTON Lane Fleming Island, FL Looking for space, style, and unbeatable outdoor living? This must-see home in Fleming Isl...	4 beds \| 2 baths \| 3,119 sq.ft.	$480,000	Airbnb cash on cash: 3.32% Traditional cash on cash: 3.27% Airbnb Rental Income: $3257 Traditional Rental Income: $2502 Airbnb ROI: 3.32% Traditional ROI: 3.27%
2918 GRANDE OAKS Way Fleming Island, FL Your Private Florida Resort Awaits! Dive into luxury at this 5-bedroom, 4-bath saltwater p...	5 beds \| 4 baths \| 2,922 sq.ft.	$680,000	Airbnb cash on cash: 4.46% Traditional cash on cash: 4.85% Airbnb Rental Income: $5355 Traditional Rental Income: $4525 Airbnb ROI: 4.46% Traditional ROI: 4.85%
1630 HIGHLAND VIEW Court Fleming Island, FL REDUCED PRICE! PAID OFF CDD BOND! No need to look any further! This immaculate home ha...	4 beds \| 3 baths \| 2,031 sq.ft.	$445,000	Airbnb cash on cash: 4.03% Traditional cash on cash: 4.25% Airbnb Rental Income: $3257 Traditional Rental Income: $2614 Airbnb ROI: 4.03% Traditional ROI: 4.25%
1601 MAJESTIC VIEW Lane Fleming Island, FL Dreams do come true with this corner lot home in the sought-after Fleming Island Plantatio...	4 beds \| 3 baths \| 2,532 sq.ft.	$485,000	Airbnb cash on cash: 2.99% Traditional cash on cash: 3.17% Airbnb Rental Income: $3257 Traditional Rental Income: $2605 Airbnb ROI: 2.99% Traditional ROI: 3.17%
1683 WATERS EDGE Drive Fleming Island, FL Nestled in the desirable community of Fleming Island, this beautifully maintained 4-bedroo...	4 beds \| 3 baths \| 2,566 sq.ft.	$675,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 2.47% Airbnb Rental Income: $3257 Traditional Rental Income: $3175 Airbnb ROI: 1.43% Traditional ROI: 2.47%
1896 CHATHAM VILLAGE Drive Fleming Island, FL Beautifully Updated Chatham Village builders model home in highly desired Fleming Island P...	3 beds \| 3 baths \| 2,686 sq.ft.	$489,000	Airbnb cash on cash: 2.44% Traditional cash on cash: 2.83% Airbnb Rental Income: $2916 Traditional Rental Income: $2418 Airbnb ROI: 2.44% Traditional ROI: 2.83%
1333 SOUTH SHORE Drive Fleming Island, FL Look at this gorgeous waterfront home! This mid-century, custom built home is nestled on a...	4 beds \| 3 baths \| 3,500 sq.ft.	$2,225,000	Airbnb cash on cash: -0.71% Traditional cash on cash: -0.65% Airbnb Rental Income: $3257 Traditional Rental Income: $2648 Airbnb ROI: -0.71% Traditional ROI: -0.65%
1722 MARGARETS WALK Road Fleming Island, FL Welcome to your pristine oasis in the gated Margarets Walk at Fleming Island Plantation. T...	4 beds \| 3 baths \| 3,035 sq.ft.	$725,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 2.02% Airbnb Rental Income: $3257 Traditional Rental Income: $2685 Airbnb ROI: 1.78% Traditional ROI: 2.02%
1853 WESTON Circle Fleming Island, FL This beautifully updated 3-bedroom, 2-bathroom home in the heart of Fleming Island offers ...	3 beds \| 2 baths \| 1,746 sq.ft.	$369,900	Airbnb cash on cash: 3.68% Traditional cash on cash: 3.22% Airbnb Rental Income: $2916 Traditional Rental Income: $2080 Airbnb ROI: 3.68% Traditional ROI: 3.22%
1421 WOODLAND VIEW Drive Fleming Island, FL Included 100-Day Home Warranty with buyer activation.Welcome to your dream home! This prop...	4 beds \| 2 baths \| 1,927 sq.ft.	$345,000	Airbnb cash on cash: 5.2% Traditional cash on cash: 4.62% Airbnb Rental Income: $3257 Traditional Rental Income: $2337 Airbnb ROI: 5.2% Traditional ROI: 4.62%
1884 LAKE FOREST Lane Fleming Island, FL Final price reduction / Bring all cash offers - NO SUB-TO** Price reduced! Exceptional...	3 beds \| 2 baths \| 1,476 sq.ft.	$299,000	Airbnb cash on cash: 4.91% Traditional cash on cash: 3.71% Airbnb Rental Income: $2916 Traditional Rental Income: $1902 Airbnb ROI: 4.91% Traditional ROI: 3.71%
328 N RIDGE Drive Fleming Island, FL Live the Florida lifestyle in this 4-bedroom, 2.5-bath POOL home in Fleming Island with no...	4 beds \| 3 baths \| 2,276 sq.ft.	$515,000	Airbnb cash on cash: 2.67% Traditional cash on cash: 2.62% Airbnb Rental Income: $3257 Traditional Rental Income: $2500 Airbnb ROI: 2.67% Traditional ROI: 2.62%
560 MAJESTIC WOOD Drive Fleming Island, FL Offering $5k in Buyer concessions on offers accepted prior to September 7th Discover com...	4 beds \| 2 baths \| 2,049 sq.ft.	$369,000	Airbnb cash on cash: 5.31% Traditional cash on cash: 5.13% Airbnb Rental Income: $3257 Traditional Rental Income: $2464 Airbnb ROI: 5.31% Traditional ROI: 5.13%
1790 N LAKESHORE Drive Fleming Island, FL This exceptional 4-bedroom, 3-bath home showcases high-end finishes and thoughtful design ...	4 beds \| 3 baths \| 2,454 sq.ft.	$710,000	Airbnb cash on cash: 2.5% Traditional cash on cash: 2.83% Airbnb Rental Income: $3257 Traditional Rental Income: $2748 Airbnb ROI: 2.5% Traditional ROI: 2.83%
2448 COUNTRY SIDE Drive Fleming Island, FL Welcome to the immaculate Black Creek at Eagle Harbor neighborhood.. With 5 beds, 4 baths ...	5 beds \| 4 baths \| 2,902 sq.ft.	$541,500	Airbnb cash on cash: 5.69% Traditional cash on cash: 4.63% Airbnb Rental Income: $5355 Traditional Rental Income: $3736 Airbnb ROI: 5.69% Traditional ROI: 4.63%
2176 AUTUMN COVE Circle Fleming Island, FL Your dreams come true with this incredible home located in an exclusive resort style commu...	4 beds \| 4 baths \| 2,753 sq.ft.	$549,900	Airbnb cash on cash: 2.1% Traditional cash on cash: 3.61% Airbnb Rental Income: $3257 Traditional Rental Income: $3302 Airbnb ROI: 2.1% Traditional ROI: 3.61%
149 RIVERWOOD Drive Fleming Island, FL Come see this beautiful 4 bedroom 2.5 bath home on the St. Johns river. The living space i...	4 beds \| 3 baths \| 2,911 sq.ft.	$1,539,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 0.75% Airbnb Rental Income: $3257 Traditional Rental Income: $3528 Airbnb ROI: 0.05% Traditional ROI: 0.75%
1506 WATERBRIDGE Court Fleming Island, FL Nestled within a tranquil cul-de-sac on prestigious Fleming Island, this meticulously reno...	5 beds \| 3 baths \| 2,852 sq.ft.	$649,000	Airbnb cash on cash: 5.08% Traditional cash on cash: 3.52% Airbnb Rental Income: $5355 Traditional Rental Income: $3329 Airbnb ROI: 5.08% Traditional ROI: 3.52%
2307 CROOKED PINE Lane Fleming Island, FL Motivated Seller - HUGE price improvement NEW roof with full price offer! Preferred lend...	5 beds \| 3 baths \| 3,037 sq.ft.	$550,000	Airbnb cash on cash: 6.09% Traditional cash on cash: 3.38% Airbnb Rental Income: $5355 Traditional Rental Income: $2884 Airbnb ROI: 6.09% Traditional ROI: 3.38%
6433 RIVER POINT Drive Fleming Island, FL Completely Remodeled 4 Bedroom / 3 Bathroom home with 100-ft of Waterfront, Lifetime Vinyl...	4 beds \| 3 baths \| 2,676 sq.ft.	$900,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 2.57% Airbnb Rental Income: $3257 Traditional Rental Income: $3539 Airbnb ROI: 1.36% Traditional ROI: 2.57%
2518 WILLOW CREEK Drive Fleming Island, FL REDUCED!!!Welcome to this one of a kind, spacious home with many beautiful upgrades throug...	4 beds \| 4 baths \| 2,716 sq.ft.	$575,000	Airbnb cash on cash: 2.32% Traditional cash on cash: 4.67% Airbnb Rental Income: $3257 Traditional Rental Income: $3789 Airbnb ROI: 2.32% Traditional ROI: 4.67%
2479 PINEHURST Lane Fleming Island, FL Welcome to your exquisite haven in Fleming Island Plantation, where luxury meets comfort! ...	4 beds \| 4 baths \| 2,808 sq.ft.	$525,000	Airbnb cash on cash: 2.96% Traditional cash on cash: 5.96% Airbnb Rental Income: $3257 Traditional Rental Income: $3995 Airbnb ROI: 2.96% Traditional ROI: 5.96%
5640 STARLIGHT Lane Fleming Island, FL Stunning All-Brick Home with Rock Waterfall Pool Near St. Johns River - virtually No HOA r...	3 beds \| 3 baths \| 2,644 sq.ft.	$685,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 2.89% Airbnb Rental Income: $2916 Traditional Rental Income: $3040 Airbnb ROI: 1.64% Traditional ROI: 2.89%
2264 LOOKOUT Landing Fleming Island, FL Welcome to Paradise! Enjoy the sound of birds and the beautiful water and tree view from y...	5 beds \| 4 baths \| 2,970 sq.ft.	$540,000	Airbnb cash on cash: 6.43% Traditional cash on cash: 7.36% Airbnb Rental Income: $5355 Traditional Rental Income: $4744 Airbnb ROI: 6.43% Traditional ROI: 7.36%
2012 BELLE GROVE Terrace Fleming Island, FL $10,000 TOWARD BUYERS' CLOSING COSTS! Don't miss this incredible opportunity to save on yo...	4 beds \| 4 baths \| 2,808 sq.ft.	$495,000	Airbnb cash on cash: 2.52% Traditional cash on cash: 5.48% Airbnb Rental Income: $3257 Traditional Rental Income: $3896 Airbnb ROI: 2.52% Traditional ROI: 5.48%
1576 LINKSIDE Drive Fleming Island, FL LUXURY LIFESTYLE WITH LUXURIOUS UPGRADES in Fleming Island WITH A WATER VIEW An exceptiona...	4 beds \| 3 baths \| 2,857 sq.ft.	$775,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 2.72% Airbnb Rental Income: $3257 Traditional Rental Income: $3444 Airbnb ROI: 1.45% Traditional ROI: 2.72%
5914 ORCHARD POND Drive Fleming Island, FL BACK ON THE MARKET! BRAND NEW ROOF! Rare find in a lovely established Fleming Island neigh...	5 beds \| 3 baths \| 2,565 sq.ft.	$470,000	Airbnb cash on cash: 8.01% Traditional cash on cash: 6.73% Airbnb Rental Income: $5355 Traditional Rental Income: $3714 Airbnb ROI: 8.01% Traditional ROI: 6.73%
1778 LONG SLOUGH Walk Fleming Island, FL All brick home walking distance to community pool & tennis courts, set on 90 ft lagoon lot...	4 beds \| 2 baths \| 2,323 sq.ft.	$489,900	Airbnb cash on cash: 3.73% Traditional cash on cash: 4.25% Airbnb Rental Income: $3257 Traditional Rental Income: $2763 Airbnb ROI: 3.73% Traditional ROI: 4.25%
2305 RANGE CRESCENT Court Fleming Island, FL Located in the sought-after Country Walk neighborhood of Eagle Harbor, this spacious home ...	4 beds \| 4 baths \| 2,819 sq.ft.	$540,000	Airbnb cash on cash: 2.9% Traditional cash on cash: 6.84% Airbnb Rental Income: $3257 Traditional Rental Income: $4517 Airbnb ROI: 2.9% Traditional ROI: 6.84%
182 MALLEY COVE Lane Fleming Island, FL Welcome to stylish living with no HOA! This beautifully updated 4 bed, 4 bath home feature...	4 beds \| 4 baths \| 3,316 sq.ft.	$795,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 4.52% Airbnb Rental Income: $3257 Traditional Rental Income: $4622 Airbnb ROI: 1.69% Traditional ROI: 4.52%

Your search for investment property begins and ends here

Single Family Homes for Sale in Fleming Island, FL

1565 ROYAL FERN Lane

Fleming Island, FL

4 beds | 2 baths | 2,331 sq.ft.

$505,000

Airbnb cash on cash: 2.99%

Traditional cash on cash: 2.91%

Airbnb Rental Income: $3257

Traditional Rental Income: $2487

Airbnb ROI: 2.99%

Traditional ROI: 2.91%

1685 PINECREST Drive

Fleming Island, FL

4 beds | 3 baths | 2,647 sq.ft.

$539,000

Airbnb cash on cash: 3.01%

Traditional cash on cash: 3.86%

Airbnb Rental Income: $3257

Traditional Rental Income: $2954

Airbnb ROI: 3.01%

Traditional ROI: 3.86%

2299 S BROOK Drive

Fleming Island, FL

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

$586,000

Airbnb cash on cash: 2.27%

Traditional cash on cash: 2.97%

Airbnb Rental Income: $3257

Traditional Rental Income: $2908

Airbnb ROI: 2.27%

Traditional ROI: 2.97%

1301 PORTSIDE Drive

Fleming Island, FL

4 beds | 2 baths | 1,756 sq.ft.

$370,000

Airbnb cash on cash: 4.59%

Traditional cash on cash: 4.46%

Airbnb Rental Income: $3257

Traditional Rental Income: $2478

Airbnb ROI: 4.59%

Traditional ROI: 4.46%

762 HIBERNIA FOREST Drive

Fleming Island, FL

3 beds | 2 baths | 1,586 sq.ft.

$439,000

Airbnb cash on cash: 3.34%

Traditional cash on cash: 3.26%

Airbnb Rental Income: $2916

Traditional Rental Income: $2209

Airbnb ROI: 3.34%

Traditional ROI: 3.26%

132 MALLEY COVE Lane

Fleming Island, FL

4 beds | 4 baths | 4,184 sq.ft.

$1,100,000

Airbnb cash on cash: 0.6%

Traditional cash on cash: 1.96%

Airbnb Rental Income: $3257

Traditional Rental Income: $3922

Airbnb ROI: 0.6%

Traditional ROI: 1.96%

4966 HARVEY GRANT Road

Fleming Island, FL

3 beds | 2 baths | 2,116 sq.ft.

$465,000

Airbnb cash on cash: 3.05%

Traditional cash on cash: 2.92%

Airbnb Rental Income: $2916

Traditional Rental Income: $2185

Airbnb ROI: 3.05%

Traditional ROI: 2.92%

2746 Archer Street

Fleming Island, FL

4 beds | 2 baths | 1,799 sq.ft.

$385,000

Airbnb cash on cash: 4.99%

Traditional cash on cash: 4.04%

Airbnb Rental Income: $3257

Traditional Rental Income: $2180

Airbnb ROI: 4.99%