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
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
6215 LEEWARD CourtFleming Island, FLRun don't walk! Move in ready Fleming Island Home perfectly situated to capture Sunsets at... |
3 beds | 3 baths | 1,699 sq.ft. |
$359,900 |
Airbnb cash on cash: 6.84%
|
1968 WESTEND PlaceFleming Island, FLDon't miss this Fleming Island Plantation pool home featuring 4 spacious bedrooms, 3.5 bat... |
4 beds | 4 baths | 2,481 sq.ft. |
$500,000 |
Airbnb cash on cash: 6.15%
|
6215 WEST SHORES RoadFleming Island, FLAn extraordinary riverfront estate offering the privacy, scale, and waterfront lifestyle t... |
4 beds | 4 baths | 3,265 sq.ft. |
$1,400,000 |
Airbnb cash on cash: 0.98%
|
2299 S BROOK DriveFleming Island, FLThis 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. |
$510,000 |
Airbnb cash on cash: 6.28%
|
932 CLAY StreetFleming Island, FLWelcome to this beautifully maintained 3400+ square foot home located in the heart of high... |
4 beds | 4 baths | 3,438 sq.ft. |
$640,000 |
Airbnb cash on cash: 5.07%
|
2549 WHISPERING PINES DriveFleming Island, FLSignificant price improvement! Seller has strategically priced to provide buyers flexibili... |
4 beds | 3 baths | 2,451 sq.ft. |
$559,000 |
Airbnb cash on cash: 5.43%
|
2358 BRIDGETTE WayFleming Island, FLSay goodbye to stairs and hello to soaring high ceilings in this meticulously maintained 3... |
3 beds | 3 baths | 3,653 sq.ft. |
$1,399,000 |
Airbnb cash on cash: 0.44%
|
1798 COVINGTON LaneFleming Island, FLLooking for plenty of space inside and out with exceptional value? This Fleming Island Pla... |
3 beds | 2 baths | 2,591 sq.ft. |
$400,000 |
Airbnb cash on cash: 6.04%
|
494 BAYBROOK DriveFleming Island, FLWelcome to this beautifully maintained 3 bedroom, 2bath single story home located in desir... |
3 beds | 2 baths | 1,636 sq.ft. |
$460,000 |
Airbnb cash on cash: 5.83%
|
1316 HOLMES LANDING DriveFleming Island, FLMove-in ready in one of Fleming Island's most desirable master-planned communities, this b... |
4 beds | 3 baths | 2,346 sq.ft. |
$490,000 |
Airbnb cash on cash: 7%
|
2383 COUNTRY SIDE DriveFleming Island, FLWelcome Home! A new roof will be installed prior to closing with a Full-Priced Offer. Beau... |
4 beds | 2 baths | 2,129 sq.ft. |
$430,000 |
Airbnb cash on cash: 7.89%
|
1589 Calming Water DriveFleming Island, FLBeautifully upgraded three-bedroom, two-bathroom villa in the highly desirable Lake Ridge ... |
3 beds | 2 baths | 1,646 sq.ft. |
$399,000 |
Airbnb cash on cash: 6.14%
|
1858 SENTRY OAK CourtFleming 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: 6.04%
|
1806 ROYAL FERN LaneFleming Island, FLSome homes blend in. This one stands apart. With premium upgrades, designer selections, an... |
4 beds | 2 baths | 2,424 sq.ft. |
$585,000 |
Airbnb cash on cash: 5.1%
|
1819 SENTRY OAK CourtFleming Island, FLWelcome to the desirable gated community of Margarets Walk. This beautiful well maintained... |
4 beds | 3 baths | 2,170 sq.ft. |
$485,000 |
Airbnb cash on cash: 6.23%
|
770 HIBERNIA RoadFleming Island, FLSHORT SALE - Incredible Opportunity! Spacious 4-bedroom home with oversized den, 3 full ba... |
5 beds | 3 baths | 2,900 sq.ft. |
$350,000 |
Airbnb cash on cash: N/A
|
149 RIVERWOOD DriveFleming Island, FLWaterfront homes of this caliber on Fleming Island are few and far between, making this cu... |
4 beds | 3 baths | 2,911 sq.ft. |
$1,390,000 |
Airbnb cash on cash: 1.47%
|
2307 CROOKED PINE LaneFleming 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: N/A
|
1576 LINKSIDE DriveFleming Island, FLPRICE REDUCTION Motivated Seller WITH Luxurious Upgrades in Fleming Island WITH A WATER VI... |
4 beds | 3 baths | 2,373 sq.ft. |
$635,000 |
Airbnb cash on cash: 4.83%
|
1684 SANCTUARY WayFleming Island, FLWelcome 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: 6.87%
|
182 MALLEY COVE LaneFleming Island, FL**NO HOA OR CDD**OPEN CONCEPT**NEWLY REMODELED** Welcome home to this stunning retreat, wh... |
5 beds | 4 baths | 3,316 sq.ft. |
$799,000 |
Airbnb cash on cash: N/A
|
2517 SUNNY CREEK DriveFleming Island, FLExperience elevated waterfront living in one of NE Florida's most sought after communities... |
4 beds | 4 baths | 3,612 sq.ft. |
$825,000 |
Airbnb cash on cash: 3.4%
|
1860 COPPER STONE Drive unit: CFleming Island, FLNEW FLOORING THROUGHOUT AND NEW INTERIOR PAINT!!! Enjoy low-maintenance living in this two... |
3 beds | 2 baths | 2,029 sq.ft. |
$300,000 |
Airbnb cash on cash: 8.94%
|
1944 TROUT RIVER CourtFleming Island, FLBeautiful Pool Home in Fleming Island! Welcome to 1944 Trout River Ct, a stunning home loc... |
3 beds | 2 baths | 1,736 sq.ft. |
$383,999 |
Airbnb cash on cash: 6.98%
|
1500 CALMING WATER Drive unit: 5902Fleming Island, FLGreat location Townhouse Barely used 2 BD 2.5 Bath unit in a quiet, desirable Fleming Isla... |
2 beds | 3 baths | 1,296 sq.ft. |
$205,000 |
Airbnb cash on cash: 8.28%
|
1862 SENTRY OAK CourtFleming Island, FLWelcome to your next chapter in the gated Margaret's Walk Community. This 4 bedroom, 3 bat... |
4 beds | 3 baths | 2,272 sq.ft. |
$500,000 |
Airbnb cash on cash: 6.74%
|
Real Estate investment in Fleming-island, FL
There are 74 properties for sale in the city of Fleming Island . The median list price in Fleming Island is $485,000 and the average price per square foot is $199. In April 2026, the average monthly cash on cash return in Fleming Island is 4.00%. The average monthly rental income in Fleming Island is $2,534.