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.

Single Family Homes for Sale in Plantation Key, FL

Search for Single Family Residential for Sale in Plantation Key, Florida. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 33 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
316 North Drive Plantation Key, FL Simply the best location, exclusive & extremely private. This is a rare find and a single-...	3 beds \| 4 baths \| 2,309 sq.ft.	$2,750,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 0.51% Airbnb Rental Income: $6224 Traditional Rental Income: $5976 Airbnb ROI: 0.12% Traditional ROI: 0.51%
117 Leoni Drive Plantation Key, FL Welcome 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 Traditional cash on cash: 0.63% Airbnb Rental Income: $null Traditional Rental Income: $9849 Airbnb ROI: N/A Traditional ROI: 0.63%
150 Azalea St. Plantation Key, FL Beautiful Double Waterfront Lot in Prestigious Plantation Key Colony. This stunning 4-bedr...	4 beds \| 2 baths \| N/A	$2,249,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 0.77% Airbnb Rental Income: $8621 Traditional Rental Income: $4410 Airbnb ROI: 2.01% Traditional ROI: 0.77%
136 Giardino Drive Plantation Key, FL Venetian 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% Traditional cash on cash: -0.17% Airbnb Rental Income: $8621 Traditional Rental Income: $5052 Airbnb ROI: 0.4% Traditional ROI: -0.17%
124 Venetian Way Plantation Key, FL Island 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% Traditional cash on cash: 1.43% Airbnb Rental Income: $8621 Traditional Rental Income: $4736 Airbnb ROI: 2.93% Traditional ROI: 1.43%
202 Navajo Street Plantation Key, FL Introducing a beautifully remodeled canal-front retreat in Tavernier. Situated on an overs...	3 beds \| 3 baths \| 2,106 sq.ft.	$1,999,999	Airbnb cash on cash: 1.1% Traditional cash on cash: 1.23% Airbnb Rental Income: $6224 Traditional Rental Income: $5237 Airbnb ROI: 1.1% Traditional ROI: 1.23%
185 Ojibway Avenue Plantation Key, FL Bay 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% Traditional cash on cash: 0.54% Airbnb Rental Income: $6224 Traditional Rental Income: $4068 Airbnb ROI: 1.06% Traditional ROI: 0.54%
140 Gardenia St Plantation Key, FL DOUBLE LOT! Owner financing possible! KEYS PRIVATE WATERFRONT HIDEOUT -enjoy/rebuild o...	2 beds \| 1 baths \| 978 sq.ft.	$1,399,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 0.16% Airbnb Rental Income: $3788 Traditional Rental Income: $2576 Airbnb ROI: 0.46% Traditional ROI: 0.16%
87950 Overseas Highway Plantation Key, FL Tired 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 Traditional cash on cash: -0.08% Airbnb Rental Income: $null Traditional Rental Income: $4694 Airbnb ROI: N/A Traditional ROI: -0.08%
114 Harbor Drive Plantation Key, FL Discover 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% Traditional cash on cash: -0.48% Airbnb Rental Income: $6224 Traditional Rental Income: $2507 Airbnb ROI: 0.68% Traditional ROI: -0.48%
115 Azalea Street Plantation Key, FL	5 beds \| 3 baths \| 2,450 sq.ft.	$2,350,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.84% Airbnb Rental Income: $null Traditional Rental Income: $4491 Airbnb ROI: N/A Traditional ROI: 0.84%
112 Leoni Drive Plantation Key, FL PRICE IMPROVEMENT!!! LOOKING FOR THE PREMIER DEEP WATER OCEAN/BAY ACCESS COMMUNITY? Discov...	4 beds \| 4 baths \| 2,478 sq.ft.	$2,870,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 0.74% Airbnb Rental Income: $8621 Traditional Rental Income: $5739 Airbnb ROI: 1.21% Traditional ROI: 0.74%
121 Lake Road Plantation Key, FL This 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% Traditional cash on cash: 0.67% Airbnb Rental Income: $8621 Traditional Rental Income: $5336 Airbnb ROI: 1.32% Traditional ROI: 0.67%
145 Plantation Boulevard Plantation Key, FL Nestled on a generous half-acre lot in one of Plantation Key's most sought-after neighborh...	3 beds \| 3 baths \| 2,117 sq.ft.	$1,479,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 1.89% Airbnb Rental Income: $6224 Traditional Rental Income: $4474 Airbnb ROI: 2.27% Traditional ROI: 1.89%
118 Villa Bella Drive Plantation Key, FL Experience the pinnacle of luxury waterfront living in this extraordinary custom contempor...	5 beds \| 6 baths \| 5,195 sq.ft.	$6,499,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.03% Airbnb Rental Income: $null Traditional Rental Income: $9771 Airbnb ROI: N/A Traditional ROI: 0.03%
175 Galleon Road Plantation Key, FL Ocean Proximity, Canal Frontage & Island Elegance in Islamorada!Just one lot in from the A...	3 beds \| 4 baths \| 2,833 sq.ft.	$2,450,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 1.15% Airbnb Rental Income: $6224 Traditional Rental Income: $6067 Airbnb ROI: 0.68% Traditional ROI: 1.15%
214 Pueblo Street Plantation Key, FL Are you looking for that PERFECT FIXER UPPER? Well look no further. Welcome to 214 Pueblo ...	3 beds \| 3 baths \| 1,697 sq.ft.	$2,200,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 0.28% Airbnb Rental Income: $6224 Traditional Rental Income: $4225 Airbnb ROI: 0.66% Traditional ROI: 0.28%
120 Toner Lane Plantation Key, FL Oceanfront 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% Traditional cash on cash: -0.24% Airbnb Rental Income: $8621 Traditional Rental Income: $6201 Airbnb ROI: -0.08% Traditional ROI: -0.24%
319 Woods Avenue Plantation Key, FL Fisherman's Delight! Boating is effortless with direct Bay access and easy Ocean access vi...	3 beds \| 2 baths \| 1,070 sq.ft.	$1,179,000	Airbnb cash on cash: 2.56% Traditional cash on cash: 0.9% Airbnb Rental Income: $6224 Traditional Rental Income: $3183 Airbnb ROI: 2.56% Traditional ROI: 0.9%
106 San Juan Drive #UNIT & BOAT SLIP Plantation Key, FL Welcome to your dream home in the heart of the Florida Keys! This exquisite two-story wate...	3 beds \| 3 baths \| 2,055 sq.ft.	$1,987,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 0.83% Airbnb Rental Income: $6224 Traditional Rental Income: $4361 Airbnb ROI: 1.18% Traditional ROI: 0.83%
131 Indian Mound Trail Plantation Key, FL Welcome to 131 Indian Mound Trail - A Tranquil Coastal Retreat in the Heart of Plantation ...	5 beds \| 4 baths \| 2,696 sq.ft.	$1,195,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.64% Airbnb Rental Income: $null Traditional Rental Income: $4793 Airbnb ROI: N/A Traditional ROI: 2.64%
191 Fontaine Drive Plantation Key, FL Welcome to your dream coastal retreat! This brand-new modern home offers the ultimate in l...	5 beds \| 3 baths \| 3,450 sq.ft.	$3,450,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.26% Airbnb Rental Income: $null Traditional Rental Income: $4639 Airbnb ROI: N/A Traditional ROI: 0.26%
105 Caloosa Street Plantation Key, FL Minutes from world-class water activities, this home embodies the quintessential Islamorad...	2 beds \| 1 baths \| 1,120 sq.ft.	$1,549,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 0.23% Airbnb Rental Income: $3788 Traditional Rental Income: $2663 Airbnb ROI: 0.44% Traditional ROI: 0.23%
160 Ridge Street Plantation Key, FL A meticulously kept sanctuary ready for its next chapter -- a home where every detail has ...	3 beds \| 2 baths \| 1,943 sq.ft.	$979,900	Airbnb cash on cash: 4.12% Traditional cash on cash: 2.79% Airbnb Rental Income: $6224 Traditional Rental Income: $3783 Airbnb ROI: 4.12% Traditional ROI: 2.79%
140 25 Gardenia St Plantation Key, FL FUNKY KEYS PRIVATE WATERFRONT HIDEOUT ... keep existing home or rebuild on 50' of DEEP WAT...	2 beds \| 1 baths \| 978 sq.ft.	$1,039,000	Airbnb cash on cash: 0.97% Traditional cash on cash: 0.56% Airbnb Rental Income: $3788 Traditional Rental Income: $2574 Airbnb ROI: 0.97% Traditional ROI: 0.56%
172 Pearl Avenue Plantation Key, FL Coastal charm blends effortlessly with modern comfort in this fully remodeled CBS 3-bedroo...	3 beds \| 2 baths \| 1,436 sq.ft.	$795,000	Airbnb cash on cash: 5.17% Traditional cash on cash: 3.13% Airbnb Rental Income: $6224 Traditional Rental Income: $3488 Airbnb ROI: 5.17% Traditional ROI: 3.13%
226 S Coconut Palm Boulevard Plantation Key, FL Brand new custom home in Islamorada. Thoughtfully appointed by a professional interior des...	4 beds \| 4 baths \| 2,853 sq.ft.	$2,950,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 0.72% Airbnb Rental Income: $8621 Traditional Rental Income: $5431 Airbnb ROI: 1.29% Traditional ROI: 0.72%
201 Harbor Drive Plantation Key, FL HARBORFRONT HOME WITH OCEAN ACCESS. Experience Harborfront living with immediate ocean acc...	3 beds \| 3 baths \| 1,524 sq.ft.	$1,999,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 0.82% Airbnb Rental Income: $6224 Traditional Rental Income: $3879 Airbnb ROI: 1.42% Traditional ROI: 0.82%
120 Captains Court Plantation Key, FL Welcome to 120 Captains Ct, a rare waterfront new construction opportunity in Islamorada. ...	5 beds \| 6 baths \| 3,332 sq.ft.	$6,000,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.59% Airbnb Rental Income: $null Traditional Rental Income: $9974 Airbnb ROI: N/A Traditional ROI: 0.59%
114 Royal Lane Plantation Key, FL Pickle Ball Estate is a stunning new luxury retreat in the heart of Islamorada, masterfull...	4 beds \| 5 baths \| 3,467 sq.ft.	$3,290,000	Airbnb cash on cash: 1.14% Traditional cash on cash: 1.07% Airbnb Rental Income: $8621 Traditional Rental Income: $6792 Airbnb ROI: 1.14% Traditional ROI: 1.07%
178 Coral Avenue Plantation Key, FL SELLER FINANCING AVAILABLE. Seller will not require Flood and windstorm insurance.Discover...	4 beds \| 3 baths \| 1,380 sq.ft.	$885,000	Airbnb cash on cash: 6.69% Traditional cash on cash: 1.49% Airbnb Rental Income: $8621 Traditional Rental Income: $2708 Airbnb ROI: 6.69% Traditional ROI: 1.49%
203 Bessie Road Plantation Key, FL Prime waterfront opportunity offering 79 feet of dockage with exceptional boating access. ...	2 beds \| 3 baths \| 1,600 sq.ft.	$1,650,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 0.7% Airbnb Rental Income: $3788 Traditional Rental Income: $3664 Airbnb ROI: 0.25% Traditional ROI: 0.7%
106 Plantation Avenue Plantation Key, FL Offered at a compelling market price this canal front home delivers exceptional value with...	3 beds \| 2 baths \| 1,984 sq.ft.	$1,567,670	Airbnb cash on cash: 1.94% Traditional cash on cash: 1.42% Airbnb Rental Income: $6224 Traditional Rental Income: $4241 Airbnb ROI: 1.94% Traditional ROI: 1.42%

Your search for investment property begins and ends here

Single Family Homes for Sale in Plantation Key, FL

316 North Drive

Plantation Key, FL

3 beds | 4 baths | 2,309 sq.ft.

$2,750,000

Airbnb cash on cash: 0.12%

Traditional cash on cash: 0.51%

Airbnb Rental Income: $6224

Traditional Rental Income: $5976

Airbnb ROI: 0.12%

Traditional ROI: 0.51%

117 Leoni Drive

Plantation Key, FL

5 beds | 6 baths | 4,100 sq.ft.

$4,950,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.63%

Airbnb Rental Income: $null

Traditional Rental Income: $9849

Airbnb ROI: N/A

Traditional ROI: 0.63%

150 Azalea St.

Plantation Key, FL

4 beds | 2 baths | N/A

$2,249,000

Airbnb cash on cash: 2.01%

Traditional cash on cash: 0.77%

Airbnb Rental Income: $8621

Traditional Rental Income: $4410

Airbnb ROI: 2.01%

Traditional ROI: 0.77%

136 Giardino Drive

Plantation Key, FL

4 beds | 3 baths | 3,481 sq.ft.

$3,699,000

Airbnb cash on cash: 0.4%

Traditional cash on cash: -0.17%

Airbnb Rental Income: $8621

Traditional Rental Income: $5052

Airbnb ROI: 0.4%

Traditional ROI: -0.17%

124 Venetian Way

Plantation Key, FL

4 beds | 3 baths | 2,096 sq.ft.

$1,625,000

Airbnb cash on cash: 2.93%

Traditional cash on cash: 1.43%

Airbnb Rental Income: $8621

Traditional Rental Income: $4736

Airbnb ROI: 2.93%

Traditional ROI: 1.43%

202 Navajo Street

Plantation Key, FL

3 beds | 3 baths | 2,106 sq.ft.

$1,999,999

Airbnb cash on cash: 1.1%

Traditional cash on cash: 1.23%

Airbnb Rental Income: $6224

Traditional Rental Income: $5237

Airbnb ROI: 1.1%

Traditional ROI: 1.23%

185 Ojibway Avenue

Plantation Key, FL

3 beds | 2 baths | 1,702 sq.ft.

$1,950,000

Airbnb cash on cash: 1.06%

Traditional cash on cash: 0.54%

Airbnb Rental Income: $6224

Traditional Rental Income: $4068

Airbnb ROI: 1.06%

Traditional ROI: 0.54%

140 Gardenia St

Plantation Key, FL

2 beds | 1 baths | 978 sq.ft.

$1,399,000

Airbnb cash on cash: 0.46%

Traditional cash on cash: 0.16%

Airbnb Rental Income: $3788

Traditional Rental Income: $2576

Airbnb ROI: 0.46%