Real Estate Investment Properties for Sale in Summerland Key, FL
Looking for investment property in Summerland Key, FL with high ROI ?
Explore a variety of short-term homes & houses in Summerland Key, FL. Invest wisely with VRBO & Summerland Key, 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 Summerland Key, FL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
701 Spanish Main Dr #536Summerland Key, FLWelcome to your slice of the Florida Keys lifestyle! This charming beach-themed retreat is... |
2 beds | 1 baths | 726 sq.ft. |
$350,000 |
Airbnb cash on cash: 5.51%
|
24840 Park DriveSummerland Key, FLHard to find a home in a Park like setting with a boat ramp right out the back door! 3 bed... |
3 beds | 2 baths | 1,565 sq.ft. |
$950,000 |
Airbnb cash on cash: 3.48%
|
1331 Hudgins DriveSummerland Key, FLConstruction Location Orientation. A Beautifully Appointed Canal Front Fortress All Concre... |
2 beds | 2 baths | 1,060 sq.ft. |
$1,050,000 |
Airbnb cash on cash: 1.86%
|
23950 Overseas HighwaySummerland Key, FLWelcome to Pink Sands, a Glenn Gray-designed waterfront retreat where the vibrant colors a... |
5 beds | 4 baths | 3,886 sq.ft. |
$3,300,000 |
Airbnb cash on cash: 8.81%
|
673 Indies RoadSummerland Key, FLElevated Coastal Living in Breezeswept Beach Estates. Skip the typical vacation rentals & ... |
3 beds | 2 baths | 1,329 sq.ft. |
$989,000 |
Airbnb cash on cash: 3.17%
|
24347 W Caribbean DriveSummerland Key, FLWelcome to Summerland Key Cove! This beautifully home is perfectly situated on a deep-wate... |
3 beds | 2 baths | 1,232 sq.ft. |
$1,299,000 |
Airbnb cash on cash: 2.06%
|
MelodySummerland Key, FLAn unparalleled opportunity to own your own private island in the Florida Keys. Melody Key... |
3 beds | 4 baths | 2,851 sq.ft. |
$7,000,000 |
Airbnb cash on cash: -0.58%
|
324 S Airport DriveSummerland Key, FLRare opportunity to own a canal-front home directly on the private Summerland Cove Airport... |
2 beds | 2 baths | 960 sq.ft. |
$875,000 |
Airbnb cash on cash: 1.9%
|
96 John StreetSummerland Key, FLWell-maintained 3-bedroom, 2-bath home offering 1,120 square feet of comfortable living sp... |
3 beds | 2 baths | 1,120 sq.ft. |
$550,800 |
Airbnb cash on cash: 6.94%
|
23940 Overseas HighwaySummerland Key, FLBring your water toys & experience island living in this newly built waterfront home in Su... |
3 beds | 2 baths | 1,242 sq.ft. |
$899,000 |
Airbnb cash on cash: 3.57%
|
860 Lagoon DriveSummerland Key, FLThis stately concrete home has all the best of everything on one of the best boating areas... |
3 beds | 3 baths | 1,797 sq.ft. |
$1,950,000 |
Airbnb cash on cash: 0.88%
|
361 Avenue DSummerland Key, FLBeach House Paradise in Summerland Key. Nestled in one of the Lower Keys' most desirable o... |
2 beds | 3 baths | 1,819 sq.ft. |
$3,100,000 |
Airbnb cash on cash: -0.22%
|
701 Spanish Main Drive #265Summerland Key, FLThis Truly Spectacular Oceanfront Property offers the ultimate waterfront lifestyle and is... |
2 beds | 2 baths | 816 sq.ft. |
$879,000 |
Airbnb cash on cash: 1.18%
|
22865 Redfish LaneSummerland Key, FLThe Best Boating Access in the Lower Keys, hands down!!! The 'Island Life' awaits you in t... |
3 beds | 2 baths | 1,667 sq.ft. |
$1,575,000 |
Airbnb cash on cash: 1.81%
|
701 Spanish Main Drive #495Summerland Key, FLSpectacular peekaboo open water views abound with this updated 2 bed/2 bath canal front ho... |
2 beds | 2 baths | 864 sq.ft. |
$639,000 |
Airbnb cash on cash: 2.32%
|
701 Spanish Main Drive lot: 49Summerland Key, FL********Nightly Licensed Transient Rental!!!******** This amazing, two bedroom / one bathr... |
2 beds | 1 baths | 806 sq.ft. |
$799,000 |
Airbnb cash on cash: 1.47%
|
701 Spanish Main Drive #639Summerland Key, FLEnjoy the Salty Air from this Key Lime Gem in the Florida Keys! This furnished, 2 bedroom,... |
2 beds | 1 baths | 748 sq.ft. |
$425,000 |
Airbnb cash on cash: 4.35%
|
1163 De Lussan LaneSummerland Key, FLAre you dreaming of your own personal paradise? Look no further than this stunning propert... |
2 beds | 2 baths | 1,344 sq.ft. |
$1,650,000 |
Airbnb cash on cash: 0.96%
|
701 Spanish Main Drive #140Summerland Key, FLThis charming and meticulously maintained property is perfect for anyone looking to start ... |
2 beds | 1 baths | 833 sq.ft. |
$399,900 |
Airbnb cash on cash: 5.1%
|
701 Spanish Main Drive #97Summerland Key, FLLuxurious Waterfront Living - Welcome to your perfect coastal oasis in the sought-after co... |
2 beds | 2 baths | 640 sq.ft. |
$799,000 |
Airbnb cash on cash: 2.44%
|
Real Estate investment in Summerland-key, FL
There are 24 properties for sale in the city of Summerland Key . The median list price in Summerland Key is $899,000 and the average price per square foot is $686. In July 2026, the average monthly cash on cash return in Summerland Key is 1.00%. The average monthly rental income in Summerland Key is $2,415.