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. |
$355,400 |
Airbnb cash on cash: 6.94%
|
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%
|
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. |
$499,999 |
Airbnb cash on cash: 6.42%
|
2035 SECRET GARDEN Lane #506Fleming Island, FLImpeccable Condo in Eagle Harbor. 3/3 Split Bedroom, each with their own Ensuite. Fully Re... |
3 beds | 3 baths | 1,966 sq.ft. |
$325,000 |
Airbnb cash on cash: 6.11%
|
1500 CALMING WATER Drive #5902Fleming 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: 7.15%
|
2390 STOCKTON DriveFleming Island, FLThis home has been meticulously upgraded with high-end finishes and thoughtful improvement... |
4 beds | 3 baths | 2,720 sq.ft. |
$785,000 |
Airbnb cash on cash: 3.89%
|
1840 GREEN SPRINGS Circle #CFleming Island, FLCharming 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: 9.6%
|
2358 BRIDGETTE WayFleming Island, FLMassive price adjustment due to seller purchasing another home!! 1.3 acre meticulously mai... |
3 beds | 3 baths | 3,653 sq.ft. |
$1,149,000 |
Airbnb cash on cash: 0.75%
|
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%
|
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%
|
2470 COUNTRY SIDE DriveFleming Island, FLOPEN HOUSE 5/16 11 TO 1. Located in Eagle Creek at Eagle Harbor, this spacious 4-bedroom h... |
4 beds | 4 baths | 3,136 sq.ft. |
$575,000 |
Airbnb cash on cash: 5.09%
|
1472 MARSH RABBIT WayFleming Island, FLNestled on a quiet cul-de-sac in gated Pace Island, this contemporary home offers peaceful... |
3 beds | 2 baths | 1,777 sq.ft. |
$399,500 |
Airbnb cash on cash: 6.9%
|
2408 STOCKTON DriveFleming Island, FLSplit floor plan w/ 2 PRIMARY SUITES, dedicated office w/ large closet (potential 5th bedr... |
4 beds | 4 baths | 3,006 sq.ft. |
$850,000 |
Airbnb cash on cash: 2.82%
|
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. |
$479,000 |
Airbnb cash on cash: 6.32%
|
1908 FOX GLOVE LaneFleming Island, FLLocated within the gated Pace Island community in Fleming Island, this beautifully maintai... |
4 beds | 3 baths | 2,489 sq.ft. |
$645,000 |
Airbnb cash on cash: 4.4%
|
1574 COUNTRY WALK DriveFleming Island, FLSet along the award-winning Eagle Harbor golf course in Fleming Island & minutes from Jack... |
5 beds | 4 baths | 2,912 sq.ft. |
$775,000 |
Airbnb cash on cash: N/A
|
1631 SETON FAMILY WalkFleming Island, FLDistinctive 1-story residence in Fleming Estates (NOT a CDD community), built by Riverside... |
4 beds | 3 baths | 2,918 sq.ft. |
$769,500 |
Airbnb cash on cash: 3.34%
|
413 RIVER BIRCH LaneFleming Island, FL*OPEN HOUSE SATURDAY 12 PM - 3 PM* Welcome to this charming custom brick home in Christoph... |
3 beds | 3 baths | 3,123 sq.ft. |
$787,000 |
Airbnb cash on cash: 2.34%
|
6433 RIVER POINT DriveFleming Island, FLEnjoy your ultimate Florida lifestyle on the water in this remodeled 4 Bed/3 Bath single-s... |
4 beds | 3 baths | 2,676 sq.ft. |
$750,000 |
Airbnb cash on cash: 4.24%
|
1576 LINKSIDE DriveFleming Island, FLWhole house Generator year round, newer roof, comfort,Luxurious Upgrades in Fleming Island... |
4 beds | 3 baths | 2,373 sq.ft. |
$600,000 |
Airbnb cash on cash: 5.12%
|
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. |
$775,000 |
Airbnb cash on cash: N/A
|
1860 COPPER STONE Drive #CFleming Island, FLNEW FLOORING THROUGHOUT AND NEW INTERIOR PAINT!!! Enjoy low-maintenance living in this two... |
3 beds | 3 baths | 2,029 sq.ft. |
$300,000 |
Airbnb cash on cash: 8.94%
|
1862 SENTRY OAK CourtFleming Island, FLPOOL 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: 6.93%
|
1830 COPPER STONE Drive #EFleming Island, FLBeautifully updated 3-bedroom, 2-bath single-level townhome in Eagle Harbor with nearly 1,... |
3 beds | 2 baths | 1,737 sq.ft. |
$300,000 |
Airbnb cash on cash: 8.77%
|
170 N RIDGE DriveFleming Island, FLRare riverfront opportunity with almost an acre of land in Fleming Island. This 5BR, appro... |
5 beds | 3 baths | 4,005 sq.ft. |
$1,263,000 |
Airbnb cash on cash: N/A
|
1850 WATERBURY LaneFleming Island, FLNEW PRICE AND OPEN SAT 4/18 AND SUN 4/19 FROM 1-3! Welcome to 1850 Waterbury Lane, a beaut... |
4 beds | 3 baths | 2,345 sq.ft. |
$874,999 |
Airbnb cash on cash: 2.85%
|
397 FLEMING DriveFleming Island, FL**New Roof on Home and Back Porch installed on 4/13/2026!** Welcome home to this beautiful... |
3 beds | 2 baths | 1,674 sq.ft. |
$439,000 |
Airbnb cash on cash: 6.26%
|
Real Estate investment in Fleming-island, FL
There are 75 properties for sale in the city of Fleming Island . The median list price in Fleming Island is $517,500 and the average price per square foot is $205. In May 2026, the average monthly cash on cash return in Fleming Island is 4.00%. The average monthly rental income in Fleming Island is $2,712.