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 62 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%
88547 Old Highway Plantation Key, FL Open 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% Traditional cash on cash: -0.61% Airbnb Rental Income: $8621 Traditional Rental Income: $4739 Airbnb ROI: -0.28% Traditional ROI: -0.61%
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%
230 Key Honey Lane Plantation Key, FL Welcome to this beautifully maintained 3-bedroom, 3 bathroom pool home that offers excepti...	3 beds \| 3 baths \| 2,165 sq.ft.	$1,200,000	Airbnb cash on cash: 2.68% Traditional cash on cash: 2.48% Airbnb Rental Income: $6224 Traditional Rental Income: $4767 Airbnb ROI: 2.68% Traditional ROI: 2.48%
171 Plantation Avenue Plantation Key, FL Welcome to one of the best direct bay access streets in Islamorada. This home offers 2 bed...	3 beds \| 2 baths \| 1,280 sq.ft.	$1,700,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 0.67% Airbnb Rental Income: $6224 Traditional Rental Income: $3489 Airbnb ROI: 1.63% Traditional ROI: 0.67%
223 Treasure Harbor Drive Plantation Key, FL 3-bedroom, 2-bath pool home brings vacation vibes! Custom built with thoughtful details, t...	3 beds \| 2 baths \| 1,842 sq.ft.	$975,000	Airbnb cash on cash: 3.65% Traditional cash on cash: 2.11% Airbnb Rental Income: $6224 Traditional Rental Income: $3605 Airbnb ROI: 3.65% Traditional ROI: 2.11%
251 Pueblo Street Plantation Key, FL Located in the Indian Waterways neighborhood, this home offers classic island charm and an...	4 beds \| 3 baths \| 1,946 sq.ft.	$1,670,000	Airbnb cash on cash: 2.81% Traditional cash on cash: 1.38% Airbnb Rental Income: $8621 Traditional Rental Income: $4776 Airbnb ROI: 2.81% Traditional ROI: 1.38%
375 S Coconut Palm Boulevard Plantation Key, FL Your Waterfront Oasis Awaits in desirable Plantation Key Colony!Well-maintained canalfront...	4 beds \| 3 baths \| 2,151 sq.ft.	$1,750,000	Airbnb cash on cash: 2.59% Traditional cash on cash: 1.43% Airbnb Rental Income: $8621 Traditional Rental Income: $5110 Airbnb ROI: 2.59% Traditional ROI: 1.43%
278 Gardenia Street Plantation Key, FL Live, Work & Thrive in the Heart of Tavernier - Upgraded 3/2 + Brand New Huge Garage + Hig...	3 beds \| 2 baths \| 1,553 sq.ft.	$870,000	Airbnb cash on cash: 4.52% Traditional cash on cash: 2.75% Airbnb Rental Income: $6224 Traditional Rental Income: $3562 Airbnb ROI: 4.52% Traditional ROI: 2.75%
242 Apache Street Plantation Key, FL Welcome to 242 Apache Street, a beautifully renovated canal-front home in the desirable In...	3 beds \| 3 baths \| 2,010 sq.ft.	$2,899,000	Airbnb cash on cash: 0.44% Traditional cash on cash: -0.1% Airbnb Rental Income: $6224 Traditional Rental Income: $3549 Airbnb ROI: 0.44% Traditional ROI: -0.1%
282 S Coconut Palm Boulevard Plantation Key, FL Experience 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% Traditional cash on cash: 1.05% Airbnb Rental Income: $6224 Traditional Rental Income: $4708 Airbnb ROI: 1.23% Traditional ROI: 1.05%
111 Spoonbill Road Plantation Key, FL Fully furnished, remodeled home combines timeless elegance with coastal sophistication. Ce...	4 beds \| 4 baths \| 3,817 sq.ft.	$3,495,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 0.56% Airbnb Rental Income: $8621 Traditional Rental Income: $7046 Airbnb ROI: 0.54% Traditional ROI: 0.56%
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%
157 Caloosa Street Plantation Key, FL This 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% Traditional cash on cash: 1.68% Airbnb Rental Income: $6224 Traditional Rental Income: $4675 Airbnb ROI: 1.92% Traditional ROI: 1.68%
115 Fontaine Drive Plantation Key, FL Charming 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% Traditional cash on cash: 1.91% Airbnb Rental Income: $3788 Traditional Rental Income: $2312 Airbnb ROI: 2.95% Traditional ROI: 1.91%
113 Key Heights Drive Plantation Key, FL Conveniently located on Plantation Key in Islamorada, discover the charm of this bungalow ...	2 beds \| 2 baths \| 1,358 sq.ft.	$926,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 2.59% Airbnb Rental Income: $3788 Traditional Rental Income: $3909 Airbnb ROI: 1.5% Traditional ROI: 2.59%
125 S Rolling Hill Road Plantation Key, FL Move-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% Traditional cash on cash: 1.33% Airbnb Rental Income: $3788 Traditional Rental Income: $2392 Airbnb ROI: 2.12% Traditional ROI: 1.33%
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%
154 Redwing Road Plantation Key, FL Unobstructed SUNSET/BAY views. Tucked away on a secluded point in the prestigious 'Sunshin...	4 beds \| 5 baths \| 2,320 sq.ft.	$3,825,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 0.53% Airbnb Rental Income: $8621 Traditional Rental Income: $6108 Airbnb ROI: 0.78% Traditional ROI: 0.53%
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.	$2,175,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 0.4% Airbnb Rental Income: $6224 Traditional Rental Income: $4068 Airbnb ROI: 0.87% Traditional ROI: 0.4%
140 Gardenia Street Plantation Key, FL DOUBLE LOT!! Owner financing possible! FUNKY KEYS PRIVATE WATERFRONT HIDEOUT to hold exist...	2 beds \| 1 baths \| 978 sq.ft.	$1,439,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 0.13% Airbnb Rental Income: $3788 Traditional Rental Income: $2576 Airbnb ROI: 0.42% Traditional ROI: 0.13%
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%
260 Plantation Avenue Plantation Key, FL ''Sunset Haven'' This absolutely delightful and serene Florida bayfront beauty will take y...	3 beds \| 4 baths \| 2,459 sq.ft.	$5,950,000	Airbnb cash on cash: -0.47% Traditional cash on cash: -0.21% Airbnb Rental Income: $6224 Traditional Rental Income: $6432 Airbnb ROI: -0.47% Traditional ROI: -0.21%
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%
220 Tide Avenue Plantation Key, FL Tucked 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% Traditional cash on cash: -0.21% Airbnb Rental Income: $8621 Traditional Rental Income: $4765 Airbnb ROI: 0.25% Traditional ROI: -0.21%
139 Gardenia Street Plantation Key, FL Waterfront 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% Traditional cash on cash: 0.52% Airbnb Rental Income: $6224 Traditional Rental Income: $3466 Airbnb ROI: 1.52% Traditional ROI: 0.52%
87445 Old Highway Plantation Key, FL This 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 Traditional cash on cash: -0.22% Airbnb Rental Income: $null Traditional Rental Income: $5383 Airbnb ROI: N/A Traditional ROI: -0.22%
141 Ocean Drive Plantation Key, FL Motivated Seller!! Great investment opportunity in the Upper Keys. Enjoy your own private ...	3 beds \| 2 baths \| 2,364 sq.ft.	$1,695,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 1.74% Airbnb Rental Income: $6224 Traditional Rental Income: $5077 Airbnb ROI: 1.69% Traditional ROI: 1.74%
240 S Coconut Palm Boulevard Plantation Key, FL Luxury Canal-Front Retreat at 240 S Coconut Palm Blvd, Plantation Key, Islamorada, FL 3303...	2 beds \| 1 baths \| 1,022 sq.ft.	$1,799,999	Airbnb cash on cash: -0.08% Traditional cash on cash: -0.15% Airbnb Rental Income: $3788 Traditional Rental Income: $2861 Airbnb ROI: -0.08% Traditional ROI: -0.15%
173 Hibiscus Street Plantation Key, FL BACK ON MARKET. Easy to show.This stunning CBS, ground level home in an X Zone has been be...	3 beds \| 2 baths \| 1,410 sq.ft.	$715,000	Airbnb cash on cash: 5.98% Traditional cash on cash: 3.17% Airbnb Rental Income: $6224 Traditional Rental Income: $3123 Airbnb ROI: 5.98% Traditional ROI: 3.17%
112 Leoni Drive Plantation Key, FL LOOKING FOR THE PREMIER DEEP WATER OCEAN/BAY ACCESS COMMUNITY? Discover the epitome of wat...	4 beds \| 4 baths \| 2,478 sq.ft.	$2,950,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 0.7% Airbnb Rental Income: $8621 Traditional Rental Income: $5739 Airbnb ROI: 1.15% Traditional ROI: 0.7%
171 Kahiki Drive Plantation Key, FL Modern Waterfront Retreat with Rooftop Terrace & Resort-Style Amenities:Embrace the pinnac...	3 beds \| 3 baths \| 2,876 sq.ft.	$5,499,000	Airbnb cash on cash: -0.23% Traditional cash on cash: -0.21% Airbnb Rental Income: $6224 Traditional Rental Income: $5120 Airbnb ROI: -0.23% Traditional ROI: -0.21%
188 Indian Mound Trail Plantation Key, FL Welcome to 188 Indian Mound Trail, an exceptional waterfront estate nestled in the prestig...	3 beds \| 2 baths \| 2,250 sq.ft.	$2,875,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 0.25% Airbnb Rental Income: $6224 Traditional Rental Income: $4701 Airbnb ROI: 0.37% Traditional ROI: 0.25%
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.	$2,799,999	Airbnb cash on cash: 1.28% Traditional cash on cash: 0.64% Airbnb Rental Income: $8621 Traditional Rental Income: $5336 Airbnb ROI: 1.28% Traditional ROI: 0.64%
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%
89251 Old Highway Plantation Key, FL Pure magic. Every step on this property is like a step back in time. Once you pass through...	3 beds \| 3 baths \| 1,243 sq.ft.	$12,500,000	Airbnb cash on cash: -0.93% Traditional cash on cash: -1.02% Airbnb Rental Income: $6224 Traditional Rental Income: $3951 Airbnb ROI: -0.93% Traditional ROI: -1.02%
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%
158 Tampa Drive Plantation Key, FL Spacious double lot in Islamorada with peek-a-boo bay views! Your private Keys oasis await...	3 beds \| 2 baths \| 1,344 sq.ft.	$1,050,000	Airbnb cash on cash: 3.3% Traditional cash on cash: 1.39% Airbnb Rental Income: $6224 Traditional Rental Income: $3141 Airbnb ROI: 3.3% Traditional ROI: 1.39%

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%

88547 Old Highway

Plantation Key, FL

4 beds | 3 baths | 4,103 sq.ft.

$7,500,000

Airbnb cash on cash: -0.28%

Traditional cash on cash: -0.61%

Airbnb Rental Income: $8621

Traditional Rental Income: $4739

Airbnb ROI: -0.28%

Traditional ROI: -0.61%

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%

230 Key Honey Lane

Plantation Key, FL

3 beds | 3 baths | 2,165 sq.ft.

$1,200,000

Airbnb cash on cash: 2.68%

Traditional cash on cash: 2.48%

Airbnb Rental Income: $6224

Traditional Rental Income: $4767

Airbnb ROI: 2.68%

Traditional ROI: 2.48%

171 Plantation Avenue

Plantation Key, FL

3 beds | 2 baths | 1,280 sq.ft.

$1,700,000

Airbnb cash on cash: 1.63%

Traditional cash on cash: 0.67%

Airbnb Rental Income: $6224

Traditional Rental Income: $3489

Airbnb ROI: 1.63%

Traditional ROI: 0.67%

223 Treasure Harbor Drive

Plantation Key, FL

3 beds | 2 baths | 1,842 sq.ft.

$975,000

Airbnb cash on cash: 3.65%

Traditional cash on cash: 2.11%

Airbnb Rental Income: $6224

Traditional Rental Income: $3605

Airbnb ROI: 3.65%

Traditional ROI: 2.11%

251 Pueblo Street

Plantation Key, FL

4 beds | 3 baths | 1,946 sq.ft.

$1,670,000

Airbnb cash on cash: 2.81%

Traditional cash on cash: 1.38%

Airbnb Rental Income: $8621

Traditional Rental Income: $4776

Airbnb ROI: 2.81%

Traditional ROI: 1.38%

375 S Coconut Palm Boulevard

Plantation Key, FL

4 beds | 3 baths | 2,151 sq.ft.

$1,750,000

Airbnb cash on cash: 2.59%

Traditional cash on cash: 1.43%

Airbnb Rental Income: $8621

Traditional Rental Income: $5110

Airbnb ROI: 2.59%