Real Estate Investment Properties for Sale in Plantation Key, FL
Looking for investment property in Plantation Key, FL with high ROI ?
Explore a variety of short-term homes & houses in Plantation Key, FL. Invest wisely with VRBO & Plantation 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 Plantation Key, FL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
87851 Old Highway #UNIT M24Plantation Key, FLResort-style living at Ocean Harbour. 2BR/2BA oceanfront condo with sweeping Atlantic Ocea... |
2 beds | 2 baths | 1,736 sq.ft. |
$1,149,000 |
Airbnb cash on cash: -0.68%
|
88540 Overseas Highway #UNIT 101Plantation Key, FLIslamorada Tropical Retreat! Rare 3-bedroom 2-bath split plan condo in desirable Futura Y... |
3 beds | 2 baths | 1,262 sq.ft. |
$895,000 |
Airbnb cash on cash: 3.08%
|
102 Harbor DrivePlantation Key, FLExperience the best of the Florida Keys waterfront living in this thoughtfully remodeled 3... |
4 beds | 3 baths | 1,600 sq.ft. |
$2,250,000 |
Airbnb cash on cash: 1.79%
|
117 Leoni DrivePlantation Key, FLWelcome to paradise at 117 Leoni Drive in the exclusive Venetian Shores neighborhood! This... |
5 beds | 6 baths | 4,100 sq.ft. |
$4,950,000 |
Airbnb cash on cash: N/A
|
87200 Overseas Highway #UNIT S3Plantation Key, FLWelcome to effortless coastal living in the desirable Executive Bay Club community--where ... |
3 beds | 3 baths | 1,346 sq.ft. |
$655,000 |
Airbnb cash on cash: 4.6%
|
228 Tide AvenuePlantation Key, FLVery few things in life live up to the hype--but living on ''The Creek'' exceeds it. The l... |
4 beds | 5 baths | 2,629 sq.ft. |
$6,975,000 |
Airbnb cash on cash: -0.34%
|
87200 Overseas Highway #UNIT V9Plantation Key, FLAll NEW NEXT TO MARINA & POOL Stunning Islamorada 3 full bedrooms 2 brand new bathrooms pl... |
3 beds | 2 baths | 1,355 sq.ft. |
$685,000 |
Airbnb cash on cash: 3.84%
|
87465 Old Highway #UNIT 218Plantation Key, FLCondo for Sale - Islamorada, Plantation by The Sea 2 Bedrooms | 1.5 Bathrooms | Furnished ... |
2 beds | 2 baths | 981 sq.ft. |
$475,000 |
Airbnb cash on cash: 4.51%
|
88181 Old Highway #UNIT 21HPlantation Key, FLBoater's Paradise with a 30' Deeded Boat Slip!Take in stunning ocean and serene lagoon vie... |
2 beds | 2 baths | 1,672 sq.ft. |
$885,000 |
Airbnb cash on cash: -1.32%
|
150 Azalea St.Plantation Key, FLBeautiful Double Waterfront Lot in Prestigious Plantation Key Colony. This stunning 4-bedr... |
4 beds | 2 baths | N/A |
$1,990,000 |
Airbnb cash on cash: 2.4%
|
136 Giardino DrivePlantation Key, FLVenetian Shores Has It All! Welcome to your slice of paradise in the heart of Islamorada's... |
4 beds | 3 baths | 3,481 sq.ft. |
$3,398,000 |
Airbnb cash on cash: 0.52%
|
200 Wrenn Street #UNIT 606Plantation Key, FLTOP FLOOR oceanfront living awaits in this beautifully updated 2-bedroom, 2-bath condo loc... |
2 beds | 2 baths | 1,179 sq.ft. |
$739,000 |
Airbnb cash on cash: -0.02%
|
125 Gardenia StPlantation Key, FLExperience luxury waterfront living in the heart of the Florida Keys! 4 bedrooms and 2 bat... |
4 beds | 2 baths | 672 sq.ft. |
$1,750,000 |
Airbnb cash on cash: 2.57%
|
187 Plantation AvePlantation Key, FLWelcome to paradise. This tastefully redone 3-bd, 3 has it all + has a downstairs cabana l... |
3 beds | 3 baths | 1,344 sq.ft. |
$2,200,000 |
Airbnb cash on cash: 0.83%
|
124 Venetian WayPlantation Key, FLIsland Living in Prestigious Venetian Shores!Welcome to this newly custom-built four bedro... |
4 beds | 3 baths | 2,048 sq.ft. |
$1,599,000 |
Airbnb cash on cash: 2.98%
|
185 Ojibway AvenuePlantation Key, FLBay views with a canal front price! This beautifully coastal modern renovated property is ... |
3 beds | 2 baths | 1,702 sq.ft. |
$1,950,000 |
Airbnb cash on cash: 1.06%
|
140 Gardenia StPlantation Key, FL**DOUBLE LOT!** Owner financing possible! KEYS PRIVATE WATERFRONT HIDEOUT -enjoy/rebuild o... |
2 beds | 1 baths | 978 sq.ft. |
$1,379,000 |
Airbnb cash on cash: 0.49%
|
87950 Overseas HighwayPlantation Key, FLTired of waiting on Uber or Freebee? Why not make this stunning bayfront estate your own p... |
5 beds | 3 baths | 2,464 sq.ft. |
$3,800,000 |
Airbnb cash on cash: N/A
|
114 Harbor DrivePlantation Key, FLDiscover a rare opportunity to own a waterfront home on Harbor Drive, perfectly positioned... |
3 beds | 2 baths | 1,632 sq.ft. |
$2,300,000 |
Airbnb cash on cash: 0.68%
|
135 Airstream LanePlantation Key, FLThis two bedroom, one bathroom home within the Village of Islamorada is perfectly situated... |
2 beds | 1 baths | 564 sq.ft. |
$369,000 |
Airbnb cash on cash: 6.56%
|
115 Azalea StreetPlantation Key, FLNew construction waterfront home featuring 5 bedrooms and 3 bathrooms with a flexible spli... |
5 beds | 3 baths | 2,450 sq.ft. |
$2,220,000 |
Airbnb cash on cash: N/A
|
155 Fontaine DrivePlantation Key, FL5 Bedrooms | Guest House | Nearly 15,000 Sq Ft Lot | Tavernier, Florida KeysWelcome to The... |
5 beds | 4 baths | 2,492 sq.ft. |
$1,275,000 |
Airbnb cash on cash: N/A
|
87465 Old Highway #UNIT 102Plantation Key, FLLIVE THE DREAM IN THIS OCEANFRONT BUILDING ON MILLIONAIRES' ROW IN THE BEAUTIFUL FLORIDA ... |
2 beds | 2 baths | 1,032 sq.ft. |
$428,000 |
Airbnb cash on cash: 2.11%
|
87445 Old HighwayPlantation Key, FLThis stunning property spans 1.82 acres and is ideally located on the ocean in the heart o... |
5 beds | 4 baths | 4,014 sq.ft. |
$3,995,000 |
Airbnb cash on cash: N/A
|
105 Palo De Oro DrivePlantation Key, FLWaterfront pool home with dockage in Venetian Shores offered furnished. Experience the ult... |
5 beds | 3 baths | 2,640 sq.ft. |
$3,995,000 |
Airbnb cash on cash: N/A
|
141 Canal StreetPlantation Key, FLStunning Plantation Key canal front pool home! This exceptional all-concrete residence boa... |
5 beds | 6 baths | 5,061 sq.ft. |
$3,600,000 |
Airbnb cash on cash: N/A
|
87200 Overseas Highway #UNIT O8Plantation Key, FLWelcome to Islamorada living at its finest in one of the most sought-after bayfront commun... |
2 beds | 3 baths | 1,365 sq.ft. |
$665,000 |
Airbnb cash on cash: 0.65%
|
158 Pearl AvePlantation Key, FLRelax and Revitalize in this Stylish Island Home! Move-In Ready! Much larger inside than i... |
3 beds | 2 baths | 1,356 sq.ft. |
$749,000 |
Airbnb cash on cash: 5.66%
|
240 S Coconut Palm BoulevardPlantation Key, FLThis 2B/1.5B home, located in the desirable neighborhood of Plantation Key Colony, is a ca... |
2 beds | 2 baths | 1,022 sq.ft. |
$1,725,000 |
Airbnb cash on cash: -0.04%
|
87851 Old Highway #UNIT M32Plantation Key, FLWelcome to Ocean Harbour Condominiums, one of Islamorada's most sought-after addresses whe... |
2 beds | 2 baths | 1,736 sq.ft. |
$1,000,000 |
Airbnb cash on cash: -1%
|
141 Aregood Lane #UNIT C1Plantation Key, FLOcean View Completely Remodeled Townhouse in Beautiful Islamorada! This beautifully update... |
2 beds | 3 baths | 1,248 sq.ft. |
$1,300,000 |
Airbnb cash on cash: -4.96%
|
106 Gardenia AvenuePlantation Key, FLLive the Florida Keys Lifestyle in Your Dream HomeExperience the perfect blend of elegance... |
5 beds | 3 baths | 2,754 sq.ft. |
$1,095,000 |
Airbnb cash on cash: N/A
|
121 Lake RoadPlantation Key, FLThis new construction 4-bedroom, 4-bathroom waterfront residence doesn't just check all th... |
4 beds | 4 baths | 2,476 sq.ft. |
$2,749,000 |
Airbnb cash on cash: 1.32%
|
88500 Overseas Highway #UNIT 301Plantation Key, FLWelcome to Your Florida Keys Retreat at Summer Seas! Discover effortless coastal living in... |
2 beds | 2 baths | 800 sq.ft. |
$439,000 |
Airbnb cash on cash: 4.99%
|
88540 Overseas Highway #UNIT 605Plantation Key, FLTropical Bayfront Condo - Futura Yacht Club, Islamorada. Welcome to your tropical getaway ... |
2 beds | 2 baths | 853 sq.ft. |
$729,000 |
Airbnb cash on cash: 0.76%
|
40 High Point Road #UNIT 402Plantation Key, FLMove-in ready townhouse located in the heart of Islamorada! This 2-bedroom, 1.5-bath home ... |
2 beds | 2 baths | 1,156 sq.ft. |
$348,000 |
Airbnb cash on cash: 3.93%
|
214 Pueblo StreetPlantation Key, FLAre you looking for that PERFECT FIXER UPPER? Well look no further. Welcome to 214 Pueblo ... |
3 beds | 3 baths | 1,697 sq.ft. |
$1,950,000 |
Airbnb cash on cash: 0.97%
|
120 Toner LanePlantation Key, FLOceanfront luxury living in Islamorada.Experience the ultimate in coastal elegance with th... |
4 beds | 4 baths | 3,052 sq.ft. |
$5,493,000 |
Airbnb cash on cash: -0.08%
|
87455 Old Hwy #248Plantation Key, FLTHIS OCEAN FRONT BEAUTY IS. PRICED TO SELL! RARE 2 BEDROOM CONDO WITH OCEAN VIEWS FOR LES... |
2 beds | 2 baths | 1,000 sq.ft. |
$449,500 |
Airbnb cash on cash: 1.85%
|
319 Woods AvenuePlantation Key, FLCharming 2-bedroom, 2-bath ground-level canal-front home located in a highly desirable Flo... |
2 beds | 2 baths | 920 sq.ft. |
$1,199,000 |
Airbnb cash on cash: 0.78%
|
Real Estate investment in Plantation-key, FL
There are 78 properties for sale in the city of Plantation Key . The median list price in Plantation Key is $1,075,000 and the average price per square foot is $629. In April 2026, the average monthly cash on cash return in Plantation Key is 1.00%. The average monthly rental income in Plantation Key is $4,435.