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 70 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.	$495,000	Airbnb cash on cash: 3.07% Traditional cash on cash: 2.99% Airbnb Rental Income: $3257 Traditional Rental Income: $2487 Airbnb ROI: 3.07% Traditional ROI: 2.99%
1940 BLUEBONNET Way Fleming Island, FL Welcome to Pace Island! Beautiful Home in Gated Community! Come visit this stunning 3-bedr...	3 beds \| 2 baths \| 1,954 sq.ft.	$469,000	Airbnb cash on cash: 2.7% Traditional cash on cash: 2.63% Airbnb Rental Income: $2916 Traditional Rental Income: $2210 Airbnb ROI: 2.7% Traditional ROI: 2.63%
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 \| N/A baths \| 2,855 sq.ft.	$576,000	Airbnb cash on cash: 2.32% Traditional cash on cash: 3.03% Airbnb Rental Income: $3257 Traditional Rental Income: $2908 Airbnb ROI: 2.32% Traditional ROI: 3.03%
1207 STERN Way Fleming Island, FL JUST LISTED in Harbor Island community of Fleming Island! BUYER INCENTIVE: SELLER PAYING u...	4 beds \| 2 baths \| 1,764 sq.ft.	$309,900	Airbnb cash on cash: 5.81% Traditional cash on cash: 5.12% Airbnb Rental Income: $3257 Traditional Rental Income: $2326 Airbnb ROI: 5.81% Traditional ROI: 5.12%
2171 TRAILWOOD Drive Fleming Island, FL Welcome home to this beautifully upgraded 3 bedroom, 2 bath gem in the highly sought-after...	3 beds \| 2 baths \| 1,726 sq.ft.	$379,000	Airbnb cash on cash: 3.85% Traditional cash on cash: 3.33% Airbnb Rental Income: $2916 Traditional Rental Income: $2054 Airbnb ROI: 3.85% Traditional ROI: 3.33%
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 This home sits on over an acre in a quiet, established neighborhood directly across from t...	3 beds \| 2 baths \| 2,116 sq.ft.	$399,999	Airbnb cash on cash: 3.84% Traditional cash on cash: 3.69% Airbnb Rental Income: $2916 Traditional Rental Income: $2185 Airbnb ROI: 3.84% Traditional ROI: 3.69%
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.	$375,000	Airbnb cash on cash: 5.15% Traditional cash on cash: 4.17% Airbnb Rental Income: $3257 Traditional Rental Income: $2180 Airbnb ROI: 5.15% Traditional ROI: 4.17%
1571 SHELTER COVE Drive Fleming Island, FL Charming, move-in ready home in the heart of Fleming Island's Eagle Harbor! This beautiful...	4 beds \| 2 baths \| 1,995 sq.ft.	$440,000	Airbnb cash on cash: 3.46% Traditional cash on cash: 3.83% Airbnb Rental Income: $3257 Traditional Rental Income: $2678 Airbnb ROI: 3.46% Traditional ROI: 3.83%
1477 GREENWAY Place Fleming Island, FL Massive Price Reduction! Great 3 Bedroom 2 bath home in Fleming Island Plantation! Roof re...	3 beds \| 2 baths \| 1,922 sq.ft.	$325,000	Airbnb cash on cash: 3.98% Traditional cash on cash: 3.56% Airbnb Rental Income: $2916 Traditional Rental Income: $2113 Airbnb ROI: 3.98% Traditional ROI: 3.56%
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 OPEN HOUSE - October 11, 12pm to 3pm!! Your private Florida resort awaits in Margaret's Wa...	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 PAID OFF CDD BOND!WORLD CLASS AMENITIES!** No need to look any further! This immaculat...	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%
1837 WESTON Circle Fleming Island, FL This light and airy open-concept floor plan is filled with natural light especially w/ rec...	3 beds \| 2 baths \| 1,904 sq.ft.	$395,000	Airbnb cash on cash: 3.79% Traditional cash on cash: 4.72% Airbnb Rental Income: $2916 Traditional Rental Income: $2586 Airbnb ROI: 3.79% Traditional ROI: 4.72%
1601 MAJESTIC VIEW Lane Fleming Island, FL 2.7% Assumable VA Mortgage Dreams do come true with this corner lot home in the sought...	4 beds \| N/A baths \| 2,532 sq.ft.	$450,000	Airbnb cash on cash: 3.3% Traditional cash on cash: 3.49% Airbnb Rental Income: $3257 Traditional Rental Income: $2605 Airbnb ROI: 3.3% Traditional ROI: 3.49%
1683 WATERS EDGE Drive Fleming Island, FL Nestled in the desirable community of Fleming Island, this beautifully maintained 4-bedroo...	4 beds \| N/A baths \| 2,566 sq.ft.	$665,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 2.52% Airbnb Rental Income: $3257 Traditional Rental Income: $3175 Airbnb ROI: 1.47% Traditional ROI: 2.52%
1806 ROYAL FERN Lane Fleming Island, FL Experience Florida living in this fully renovated 4-bedroom, 2-bath brick home in the excl...	4 beds \| 2 baths \| 2,424 sq.ft.	$604,999	Airbnb cash on cash: 1.83% Traditional cash on cash: 2.45% Airbnb Rental Income: $3257 Traditional Rental Income: $2876 Airbnb ROI: 1.83% Traditional ROI: 2.45%
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%
975 FLOYD Street Fleming Island, FL Fabulous, solid built, Fleming Island brick pool home on a DOUBLE LOT is now availale. Roo...	3 beds \| 2 baths \| 2,159 sq.ft.	$459,000	Airbnb cash on cash: 2.81% Traditional cash on cash: 3.17% Airbnb Rental Income: $2916 Traditional Rental Income: $2395 Airbnb ROI: 2.81% Traditional ROI: 3.17%
1279 PIRATES COVE Lane Fleming Island, FL Welcome to 1279 Pirates Cove Ln in Fleming Island's popular Harbor Island community - a be...	4 beds \| 2 baths \| 2,082 sq.ft.	$399,500	Airbnb cash on cash: 4.32% Traditional cash on cash: 3.71% Airbnb Rental Income: $3257 Traditional Rental Income: $2298 Airbnb ROI: 4.32% Traditional ROI: 3.71%
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%
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.	$340,000	Airbnb cash on cash: 5.29% Traditional cash on cash: 4.7% Airbnb Rental Income: $3257 Traditional Rental Income: $2337 Airbnb ROI: 5.29% Traditional ROI: 4.7%
1884 LAKE FOREST Lane Fleming Island, FL Short sale opportunity - NO SUB-TO** Price reduced! Exceptional opportunity to put you...	3 beds \| 2 baths \| 1,476 sq.ft.	$275,000	Airbnb cash on cash: 5.42% Traditional cash on cash: 4.11% Airbnb Rental Income: $2916 Traditional Rental Income: $1902 Airbnb ROI: 5.42% Traditional ROI: 4.11%
770 HIBERNIA Road Fleming Island, FL SHORT SALE - Incredible Opportunity! Spacious 4-bedroom home with oversized den, 3 full ba...	5 beds \| 3 baths \| 2,900 sq.ft.	$409,900	Airbnb cash on cash: 8.79% Traditional cash on cash: 5.35% Airbnb Rental Income: $5355 Traditional Rental Income: $2954 Airbnb ROI: 8.79% Traditional ROI: 5.35%
560 MAJESTIC WOOD Drive Fleming Island, FL *Seller is offering $5k in Buyer concessions towards buyer's closing costs on offers accep...	4 beds \| 2 baths \| 2,049 sq.ft.	$363,000	Airbnb cash on cash: 5.41% Traditional cash on cash: 5.23% Airbnb Rental Income: $3257 Traditional Rental Income: $2464 Airbnb ROI: 5.41% Traditional ROI: 5.23%
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%
2176 AUTUMN COVE Circle Fleming Island, FL Your dreams come true with this incredible home located in an exclusive resort style commu...	4 beds \| N/A 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%
234 EVENTIDE Drive Fleming Island, FL MOTIVATED SELLERS! Make an appointment and then make an offer! Located on a quiet street t...	4 beds \| 2 baths \| 2,478 sq.ft.	$514,000	Airbnb cash on cash: 3.33% Traditional cash on cash: 3.58% Airbnb Rental Income: $3257 Traditional Rental Income: $2645 Airbnb ROI: 3.33% Traditional ROI: 3.58%
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 \| N/A baths \| 2,911 sq.ft.	$1,489,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 0.81% Airbnb Rental Income: $3257 Traditional Rental Income: $3528 Airbnb ROI: 0.09% Traditional ROI: 0.81%
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 Enjoy a worry-free life on the water! Completely remodeled 4 Bedroom/3Bath home with 100-f...	4 beds \| 3 baths \| 2,676 sq.ft.	$865,000	Airbnb cash on cash: 1.46% Traditional cash on cash: 2.72% Airbnb Rental Income: $3257 Traditional Rental Income: $3539 Airbnb ROI: 1.46% Traditional ROI: 2.72%
2518 WILLOW CREEK Drive Fleming Island, FL REDUCED!!!Welcome to this one of a kind, spacious home with many beautiful upgrades throug...	4 beds \| N/A 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%
5640 STARLIGHT Lane Fleming Island, FL Stunning All-Brick Home with Rock Waterfall Pool Near St. Johns River - virtually No HOA r...	3 beds \| N/A 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%
7685 RIVER Avenue Fleming Island, FL Welcome to your cutom built concrete block home on Fleming Island! No Cdd or Hoa. This spa...	4 beds \| N/A baths \| 2,507 sq.ft.	$595,000	Airbnb cash on cash: 2.46% Traditional cash on cash: 2.83% Airbnb Rental Income: $3257 Traditional Rental Income: $2730 Airbnb ROI: 2.46% Traditional ROI: 2.83%
2012 BELLE GROVE Terrace Fleming Island, FL Buyer's financing fell through, their LOSS is your GAIN! Welcome to Fleming Island Plantat...	4 beds \| N/A 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 \| N/A baths \| 2,373 sq.ft.	$699,000	Airbnb cash on cash: 1.72% Traditional cash on cash: 3.13% Airbnb Rental Income: $3257 Traditional Rental Income: $3444 Airbnb ROI: 1.72% Traditional ROI: 3.13%
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.	$475,000	Airbnb cash on cash: 3.87% Traditional cash on cash: 4.41% Airbnb Rental Income: $3257 Traditional Rental Income: $2763 Airbnb ROI: 3.87% Traditional ROI: 4.41%
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.

$495,000

Airbnb cash on cash: 3.07%

Traditional cash on cash: 2.99%

Airbnb Rental Income: $3257

Traditional Rental Income: $2487

Airbnb ROI: 3.07%

Traditional ROI: 2.99%

1940 BLUEBONNET Way

Fleming Island, FL

3 beds | 2 baths | 1,954 sq.ft.

$469,000

Airbnb cash on cash: 2.7%

Traditional cash on cash: 2.63%

Airbnb Rental Income: $2916

Traditional Rental Income: $2210

Airbnb ROI: 2.7%

Traditional ROI: 2.63%

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 | N/A baths | 2,855 sq.ft.

$576,000

Airbnb cash on cash: 2.32%

Traditional cash on cash: 3.03%

Airbnb Rental Income: $3257

Traditional Rental Income: $2908

Airbnb ROI: 2.32%

Traditional ROI: 3.03%

1207 STERN Way

Fleming Island, FL

4 beds | 2 baths | 1,764 sq.ft.

$309,900

Airbnb cash on cash: 5.81%

Traditional cash on cash: 5.12%

Airbnb Rental Income: $3257

Traditional Rental Income: $2326

Airbnb ROI: 5.81%

Traditional ROI: 5.12%

2171 TRAILWOOD Drive

Fleming Island, FL

3 beds | 2 baths | 1,726 sq.ft.

$379,000

Airbnb cash on cash: 3.85%

Traditional cash on cash: 3.33%

Airbnb Rental Income: $2916

Traditional Rental Income: $2054

Airbnb ROI: 3.85%

Traditional ROI: 3.33%

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.

$399,999

Airbnb cash on cash: 3.84%

Traditional cash on cash: 3.69%

Airbnb Rental Income: $2916

Traditional Rental Income: $2185

Airbnb ROI: 3.84%