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 |
|---|---|---|---|
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. |
$2,800,000 |
Airbnb cash on cash: 0.1%
|
88500 Overseas Highway #UNIT 501Plantation Key, FLThis stunning 3-bedroom, 2 bath, fully furnished penthouse Condominium with private roof t... |
3 beds | 2 baths | 1,567 sq.ft. |
$695,000 |
Airbnb cash on cash: 3.01%
|
88547 Old HighwayPlantation Key, FLOpen Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires' Row... Islamo... |
4 beds | 3 baths | 4,103 sq.ft. |
$7,500,000 |
Airbnb cash on cash: -0.28%
|
87851 Old Highway #UNIT K3Plantation Key, FLWelcome to Ocean Harbour, one of Islamorada's premier communities! This spacious, fully fu... |
2 beds | 2 baths | 1,736 sq.ft. |
$1,250,000 |
Airbnb cash on cash: -1.05%
|
88500 Overseas Highway #UNIT 233Plantation Key, FLCharming Studio in Desirable Summer Sea - Islamorada, the Fishing Capital of the World!Enj... |
1 beds | 1 baths | 398 sq.ft. |
$290,000 |
Airbnb cash on cash: 6.28%
|
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
|
230 Key Honey LanePlantation Key, FLWelcome to this beautifully maintained 3-bedroom, 3 bathroom pool home that offers excepti... |
3 beds | 3 baths | 2,165 sq.ft. |
$1,255,000 |
Airbnb cash on cash: 2.52%
|
88500 Overseas Highway #UNIT 422Plantation Key, FLSignificant reduction in price!!! Check this one out!!! Incredible Panoramic Bay View, Spe... |
2 beds | 2 baths | 794 sq.ft. |
$649,000 |
Airbnb cash on cash: 1.32%
|
40 High Point Road #UNIT F106Plantation Key, FLClean, fresh and move-in ready, ground level, 1 bedroom, 1 bath condo with new kitchen, ne... |
1 beds | 1 baths | 895 sq.ft. |
$260,000 |
Airbnb cash on cash: 6.03%
|
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%
|
171 Plantation AvenuePlantation Key, FLWelcome to one of the best direct bay access streets in Islamorada. This home offers 2 bed... |
3 beds | 2 baths | 1,280 sq.ft. |
$1,850,000 |
Airbnb cash on cash: 1.41%
|
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%
|
200 Wrenn Street #UNIT 404Plantation Key, FLThis unit at Sea Gulls Condominium is more than just a home; it's an invitation to a lifes... |
2 beds | 2 baths | 1,179 sq.ft. |
$425,000 |
Airbnb cash on cash: 5.02%
|
88181 Old Highway #UNIT 21HPlantation Key, FLWelcome to Boater's Paradise, featuring a 30' deeded boat slip! Immerse yourself in breath... |
2 beds | 2 baths | 1,672 sq.ft. |
$935,000 |
Airbnb cash on cash: -1.3%
|
136 Aregood Lane #UNIT 2APlantation Key, FLWelcome to Port of Call, an intimate oceanfront boutique community on Plantation Key, wher... |
2 beds | 3 baths | 1,152 sq.ft. |
$1,100,000 |
Airbnb cash on cash: 1.17%
|
282 S Coconut Palm BoulevardPlantation Key, FLExperience the lifestyle of waterfront living in this quintessential Islamorada home. Feat... |
3 beds | 3 baths | 2,100 sq.ft. |
$1,725,000 |
Airbnb cash on cash: 1.23%
|
200 Wrenn Street #UNIT PH 701Plantation Key, FLOCEANFRONT PENTHOUSE - STRONG RENTAL INCOME. Welcome to PH701 at Sea Gulls, a rare and inc... |
3 beds | 2 baths | 2,137 sq.ft. |
$999,988 |
Airbnb cash on cash: 3.47%
|
87851 Old Highway #UNIT M3Plantation Key, FLExperience the relaxed lifestyle of Islamorada at its finest, Ocean Harbor Condominiums. T... |
2 beds | 2 baths | 1,536 sq.ft. |
$1,095,000 |
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. |
$3,699,000 |
Airbnb cash on cash: 0.4%
|
157 Caloosa StreetPlantation Key, FLThis is it!! Your Florida Key Oasis! Quintessentially Key-z, this home has it all ... and ... |
3 beds | 3 baths | 1,769 sq.ft. |
$1,499,900 |
Airbnb cash on cash: 1.92%
|
115 Fontaine DrivePlantation Key, FLCharming Home in a desirable Plantation Key Subdivision!This well-maintained Sheffield Ste... |
2 beds | 2 baths | 864 sq.ft. |
$675,000 |
Airbnb cash on cash: 2.95%
|
113 Key Heights DrivePlantation Key, FLConveniently located on Plantation Key in Islamorada, discover the charm of this bungalow ... |
2 beds | 2 baths | 1,358 sq.ft. |
$939,000 |
Airbnb cash on cash: 1.46%
|
87465 Old Highway #UNIT 106Plantation Key, FLWelcome to Plantation by the Sea! This beautifully remodeled 2 bedroom, 2 bathroom condo ... |
2 beds | 2 baths | 976 sq.ft. |
$479,000 |
Airbnb cash on cash: 2.72%
|
125 S Rolling Hill RoadPlantation Key, FLMove-In Ready Islamorada Home Well-kept 2-bedroom, 2-bath home on a spacious corner lot in... |
2 beds | 2 baths | 1,120 sq.ft. |
$774,999 |
Airbnb cash on cash: 2.12%
|
124 Venetian WayPlantation Key, FLIsland Living in Prestigious Venetian Shores!Welcome to this newly custom-built four bedro... |
4 beds | 3 baths | 2,096 sq.ft. |
$1,625,000 |
Airbnb cash on cash: 2.93%
|
154 Redwing RoadPlantation Key, FLUnobstructed SUNSET/BAY views. Tucked away on a secluded point in the prestigious 'Sunshin... |
4 beds | 5 baths | 2,320 sq.ft. |
$3,899,999 |
Airbnb cash on cash: 0.74%
|
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. |
$2,195,000 |
Airbnb cash on cash: 0.85%
|
140 Gardenia StPlantation Key, FL**DOUBLE LOT!** FUNKY KEYS PRIVATE WATERFRONT HIDEOUT -enjoy/rebuild on GIANT 12,500 sqft ... |
2 beds | 1 baths | 978 sq.ft. |
$1,449,000 |
Airbnb cash on cash: 0.41%
|
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
|
260 Plantation AvenuePlantation Key, FL''Sunset Haven'' This absolutely delightful and serene Florida bayfront beauty will take y... |
3 beds | 4 baths | 2,459 sq.ft. |
$6,500,000 |
Airbnb cash on cash: -0.51%
|
88181 Old Highway #UNIT 1GPlantation Key, FLFlorida Keys Living at Its Finest - Stunning Ground-Floor Condo at Coral Harbour Club (CHC... |
3 beds | 2 baths | 1,593 sq.ft. |
$649,700 |
Airbnb cash on cash: 6.03%
|
87200 Overseas Highway #UNIT H4Plantation Key, FLMOTIVATED SELLER! Are you Ready for a lift style change? We have just the place for you, w... |
2 beds | 2 baths | 1,359 sq.ft. |
$699,000 |
Airbnb cash on cash: 0.5%
|
115 Azalea StreetPlantation Key, FL
|
5 beds | 3 baths | 2,450 sq.ft. |
$2,350,000 |
Airbnb cash on cash: N/A
|
140 Aregood Lane #UNIT C2Plantation Key, FLWelcome to Port of Call, an exclusive low-density, private community nestled on the ocean ... |
2 beds | 3 baths | 1,248 sq.ft. |
$882,000 |
Airbnb cash on cash: 0.71%
|
87465 Old Highway #UNIT 225Plantation Key, FLWelcome to this updated & turn-key 2 bedroom, 1.5 bathroom end unit, with unobstructed Oce... |
2 beds | 2 baths | 988 sq.ft. |
$714,000 |
Airbnb cash on cash: 2.75%
|
87465 Old Highway #UNIT 102Plantation Key, FLLIVE THE DREAM IN THIS OCEANFRONT BUILDING ON MILLIONAIRES' ROW IN THE BEAUTIFUL FLORIDA ... |
2 beds | 2 baths | 1,100 sq.ft. |
$428,000 |
Airbnb cash on cash: 3.58%
|
220 Tide AvenuePlantation Key, FLTucked away on the highly sought-after Tide Avenue, this waterfront gem offers an unbeatab... |
4 beds | 3 baths | 2,652 sq.ft. |
$5,195,000 |
Airbnb cash on cash: 0.25%
|
87200 Overseas Highway #UNIT B9Plantation Key, FLWelcome to your new home in the heart of Islamorada! This desirable 2-bedroom, 2-bathroom ... |
2 beds | 2 baths | 1,343 sq.ft. |
$590,000 |
Airbnb cash on cash: 0.81%
|
139 Gardenia StreetPlantation Key, FLWaterfront living in desirable Plantation Key!Step through the electric gate into a beauti... |
3 beds | 2 baths | 1,204 sq.ft. |
$1,649,000 |
Airbnb cash on cash: 1.52%
|
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. |
$4,495,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Plantation-key, FL
There are 90 properties for sale in the city of Plantation Key . The median list price in Plantation Key is $1,199,000 and the average price per square foot is $663. In October 2025, the average monthly cash on cash return in Plantation Key is 1.00%. The average monthly rental income in Plantation Key is $3,687.