| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
316 North DrivePlantation Key, FLSimply the best location, exclusive & extremely private. This is a rare find and a single-... |
3 beds | 4 baths | 2,309 sq.ft. |
$2,500,000 |
Airbnb cash on cash: 0.24%
|
88540 Overseas Highway #101Plantation Key, FLIslamorada Tropical Retreat! Rare 3-bedroom 2-bath split plan condo in desirable Futura Ya... |
3 beds | 2 baths | 1,262 sq.ft. |
$895,000 |
Airbnb cash on cash: 3.08%
|
107 Sioux StreetPlantation Key, FLSOLID CONCRETE HOME IN PLANTATION KEY! Located in a desirable subdivision in the Upper Flo... |
3 beds | 2 baths | 1,339 sq.ft. |
$799,000 |
Airbnb cash on cash: 4.99%
|
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%
|
148 Iroquois StreetPlantation Key, FLSpacious 4 bed, 3 bath home in the desirable Indian Mound neighborhood on Plantation Key. ... |
4 beds | 3 baths | 2,361 sq.ft. |
$1,179,000 |
Airbnb cash on cash: 4.75%
|
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. |
$4,600,000 |
Airbnb cash on cash: N/A
|
87200 Overseas Highway #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 #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. |
$750,000 |
Airbnb cash on cash: 3.43%
|
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: 4.4%
|
150 Azalea St.Plantation Key, FLBeautiful Double Waterfront Lot in Prestigious Plantation Key Colony. This stunning 4-bedr... |
4 beds | 2 baths | N/A |
$1,899,000 |
Airbnb cash on cash: 2.56%
|
132 Gardenia StreetPlantation Key, FLEverything you need and nothing you don't. This ground-level 3-bedroom, 3-bathroom home of... |
3 beds | 3 baths | 1,360 sq.ft. |
$1,200,000 |
Airbnb cash on cash: 2.48%
|
87200 Overseas Hwy #A7Plantation Key, FLExperience the ultimate Florida Keys lifestyle in this bright and spacious townhouse-style... |
2 beds | 2 baths | 1,337 sq.ft. |
$629,000 |
Airbnb cash on cash: 0.79%
|
87851 Old Highway #M3Plantation Key, FLExperience the relaxed lifestyle of Islamorada at its finest, at Ocean Harbor Condominiums... |
2 beds | 2 baths | 1,536 sq.ft. |
$1,075,000 |
Airbnb cash on cash: -1.13%
|
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. |
$3,350,000 |
Airbnb cash on cash: 0.54%
|
200 Wrenn Street #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. |
$719,000 |
Airbnb cash on cash: 0.01%
|
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 bedr... |
4 beds | 3 baths | 2,048 sq.ft. |
$1,599,000 |
Airbnb cash on cash: 2.98%
|
129 Airstream LanePlantation Key, FLSELLER FINANCING AVAILABLE! Discover your perfect retreat in this charming and attractive ... |
2 beds | 2 baths | 892 sq.ft. |
$450,000 |
Airbnb cash on cash: 5.1%
|
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. |
$1,895,000 |
Airbnb cash on cash: 1.12%
|
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
|
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, FLNew Price | 5 Bedrooms | Guest House | Nearly 15,000 Sq Ft Lot | Tavernier, Florida Keys M... |
5 beds | 4 baths | 2,492 sq.ft. |
$1,250,000 |
Airbnb cash on cash: N/A
|
230 Apache StreetPlantation Key, FLThis could be the kind of peaceful waterfront Keys property that actually pays you back. L... |
4 beds | 2 baths | 1,500 sq.ft. |
$1,250,000 |
Airbnb cash on cash: 4.25%
|
88747 Old HighwayPlantation Key, FLDiscover your dream retreat in this beautiful oceanfront home, set on 1.5 acres of prime b... |
3 beds | 3 baths | 1,728 sq.ft. |
$8,000,000 |
Airbnb cash on cash: -0.87%
|
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
|
87465 Old Highway #102Plantation Key, FLLIVE THE DREAM IN THIS OCEANFRONT BUILDING ON MILLIONAIRES' ROW IN THE BEAUTIFUL FLORIDA K... |
2 beds | 2 baths | 1,032 sq.ft. |
$428,000 |
Airbnb cash on cash: 2.11%
|
87200 Overseas Highway #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. |
$695,000 |
Airbnb cash on cash: 6.17%
|
106 Gardenia AvenuePlantation Key, FLLive the Florida Keys Lifestyle in Your Dream Home Experience the perfect blend of eleganc... |
5 beds | 3 baths | 2,754 sq.ft. |
$1,095,000 |
Airbnb cash on cash: N/A
|
88540 Overseas Highway #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 #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: 4.27%
|
There are 87 properties for sale in the city of Plantation Key . The median list price in Plantation Key is $1,037,500 and the average price per square foot is $618. In June 2026, the average monthly cash on cash return in Plantation Key is 1.00%. The average monthly rental income in Plantation Key is $4,028.