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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
88540 Overseas Highway #101 Plantation Key, FL Islamorada 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: 0.21% Traditional cash on cash: 1.66% Airbnb Rental Income: $3362 Traditional Rental Income: $3819 Airbnb ROI: 0.21% Traditional ROI: 1.66%
148 Iroquois Street Plantation Key, FL Spacious 4 bed, 3 bath home in the desirable Indian Mound neighborhood on Plantation Key. ...	4 beds \| 3 baths \| 2,361 sq.ft.	$999,000	Airbnb cash on cash: 5.78% Traditional cash on cash: 2.69% Airbnb Rental Income: $8621 Traditional Rental Income: $4129 Airbnb ROI: 5.78% Traditional ROI: 2.69%
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.	$4,600,000	Airbnb cash on cash: -1.34% Traditional cash on cash: 1.05% Airbnb Rental Income: $1344 Traditional Rental Income: $11123 Airbnb ROI: -1.34% Traditional ROI: 1.05%
228 Tide Avenue Plantation Key, FL Very 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.	$6,899,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 0.06% Airbnb Rental Income: $8621 Traditional Rental Income: $9510 Airbnb ROI: -0.34% Traditional ROI: 0.06%
157 Navajo Street Plantation Key, FL Gorgeous 3 bedroom 2 bathroom home on a spacious corner lot, with plenty of room for boats...	3 beds \| 2 baths \| 1,711 sq.ft.	$1,049,500	Airbnb cash on cash: 0.8% Traditional cash on cash: 2.75% Airbnb Rental Income: $3362 Traditional Rental Income: $4513 Airbnb ROI: 0.8% Traditional ROI: 2.75%
87200 Overseas Highway #V9 Plantation Key, FL All 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: 0.01% Traditional cash on cash: 2.22% Airbnb Rental Income: $3362 Traditional Rental Income: $4158 Airbnb ROI: 0.01% Traditional ROI: 2.22%
168 Indian Mound Trail Plantation Key, FL This exceptional waterfront estate situated on two lots and on a deep water canal with a 5...	4 beds \| 3 baths \| 3,204 sq.ft.	$3,700,000	Airbnb cash on cash: 0.52% Traditional cash on cash: -0.16% Airbnb Rental Income: $8621 Traditional Rental Income: $4658 Airbnb ROI: 0.52% Traditional ROI: -0.16%
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	$1,849,000	Airbnb cash on cash: 2.65% Traditional cash on cash: 2.29% Airbnb Rental Income: $8621 Traditional Rental Income: $6364 Airbnb ROI: 2.65% Traditional ROI: 2.29%
87200 Overseas Hwy #A7 Plantation Key, FL Experience the ultimate Florida Keys lifestyle in this bright and spacious townhouse-style...	2 beds \| 2 baths \| 1,337 sq.ft.	$609,900	Airbnb cash on cash: -0.38% Traditional cash on cash: 0.37% Airbnb Rental Income: $2952 Traditional Rental Income: $2699 Airbnb ROI: -0.38% Traditional ROI: 0.37%
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.	$3,250,000	Airbnb cash on cash: 0.59% Traditional cash on cash: 0.31% Airbnb Rental Income: $8621 Traditional Rental Income: $6148 Airbnb ROI: 0.59% Traditional ROI: 0.31%
200 Wrenn Street #606 Plantation Key, FL TOP FLOOR oceanfront living awaits in this beautifully updated 2-bedroom, 2-bath condo loc...	2 beds \| 2 baths \| 1,179 sq.ft.	$700,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 0.08% Airbnb Rental Income: $2952 Traditional Rental Income: $2997 Airbnb ROI: -1.03% Traditional ROI: 0.08%
125 Gardenia St Plantation Key, FL Experience 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% Traditional cash on cash: 1.06% Airbnb Rental Income: $8621 Traditional Rental Income: $4541 Airbnb ROI: 2.57% Traditional ROI: 1.06%
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.	$1,895,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 1.03% Airbnb Rental Income: $3362 Traditional Rental Income: $4846 Airbnb ROI: -0.24% Traditional ROI: 1.03%
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: -1.13% Traditional cash on cash: 0.79% Airbnb Rental Income: $1344 Traditional Rental Income: $7698 Airbnb ROI: -1.13% Traditional ROI: 0.79%
135 Airstream Lane Plantation Key, FL This two bedroom, one bathroom home within the Village of Islamorada is perfectly situated...	2 beds \| 1 baths \| 564 sq.ft.	$399,000	Airbnb cash on cash: 4.14% Traditional cash on cash: 4.69% Airbnb Rental Income: $2952 Traditional Rental Income: $2477 Airbnb ROI: 4.14% Traditional ROI: 4.69%
195 Ojibway Avenue Plantation Key, FL Introducing an extraordinary, newly constructed waterfront estate that must be experienced...	4 beds \| 4 baths \| 3,358 sq.ft.	$5,950,000	Airbnb cash on cash: 0.07% Traditional cash on cash: -0.72% Airbnb Rental Income: $8621 Traditional Rental Income: $2641 Airbnb ROI: 0.07% Traditional ROI: -0.72%
88747 Old Highway Plantation Key, FL Discover 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: -1.19% Traditional cash on cash: -0.98% Airbnb Rental Income: $3362 Traditional Rental Income: $4217 Airbnb ROI: -1.19% Traditional ROI: -0.98%
106 Gardenia Avenue Plantation Key, FL Live 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: -0.41% Traditional cash on cash: 3.14% Airbnb Rental Income: $1344 Traditional Rental Income: $4548 Airbnb ROI: -0.41% Traditional ROI: 3.14%
109 Giardino Drive Plantation Key, FL Coastal elegance meets the ultimate boating lifestyle in this beautifully updated Venetian...	4 beds \| 3 baths \| 3,088 sq.ft.	$3,875,000	Airbnb cash on cash: 0.47% Traditional cash on cash: -0.11% Airbnb Rental Income: $8621 Traditional Rental Income: $4911 Airbnb ROI: 0.47% Traditional ROI: -0.11%
88540 Overseas Highway #605 Plantation Key, FL Tropical Bayfront Condo - Futura Yacht Club, Islamorada. Welcome to your tropical getaway ...	2 beds \| 2 baths \| 853 sq.ft.	$729,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 1.14% Airbnb Rental Income: $2952 Traditional Rental Income: $3225 Airbnb ROI: -0.26% Traditional ROI: 1.14%
87455 Old Hwy #248 Plantation Key, FL THIS OCEAN FRONT BEAUTY IS. PRICED TO SELL! RARE 2 BEDROOM CONDO WITH OCEAN VIEWS FOR LESS...	2 beds \| 2 baths \| 1,000 sq.ft.	$427,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 2.78% Airbnb Rental Income: $2952 Traditional Rental Income: $3279 Airbnb ROI: 0.26% Traditional ROI: 2.78%
87465 Old Highway #215 Plantation Key, FL WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO LOCATED IN HIGHLY DESIRED PLANTATION K...	2 beds \| 2 baths \| 1,100 sq.ft.	$439,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 3.4% Airbnb Rental Income: $2952 Traditional Rental Income: $3552 Airbnb ROI: 0.29% Traditional ROI: 3.4%
87465 Old Hwy 215 Hwy Plantation Key, FL WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO LOCATED ON MILLIONAIRE'S ROW IN AN OCE...	2 beds \| 2 baths \| 981 sq.ft.	$439,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 2.55% Airbnb Rental Income: $2952 Traditional Rental Income: $3180 Airbnb ROI: 0.34% Traditional ROI: 2.55%
178 Coral Avenue Plantation Key, FL Stunning 4-bedroom, 3-bathroom home, recently renovated to perfection. This modern masterp...	4 beds \| 3 baths \| 1,380 sq.ft.	$745,000	Airbnb cash on cash: 8.12% Traditional cash on cash: 4.6% Airbnb Rental Income: $8621 Traditional Rental Income: $4555 Airbnb ROI: 8.12% Traditional ROI: 4.6%
87200 N Overseas Highway #N2 Plantation Key, FL Private location for your pleasure at this roomy townhouse offering an abundance of space ...	2 beds \| 2 baths \| 1,365 sq.ft.	$630,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 2.06% Airbnb Rental Income: $2952 Traditional Rental Income: $2098 Airbnb ROI: 2.35% Traditional ROI: 2.06%
124 Orchid Street Plantation Key, FL Exceptional Brand New Waterfront Home in a prime Plantation Key location. This striking th...	4 beds \| 4 baths \| 2,938 sq.ft.	$2,849,000	Airbnb cash on cash: 0.99% Traditional cash on cash: 0.89% Airbnb Rental Income: $8621 Traditional Rental Income: $6732 Airbnb ROI: 0.99% Traditional ROI: 0.89%
88500 Overseas Highway #429 Plantation Key, FL This is a modern, fully updated beautiful 2 bedroom, 1.5 bath condominium at Summer Sea mu...	2 beds \| 2 baths \| 794 sq.ft.	$429,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 2.9% Airbnb Rental Income: $2952 Traditional Rental Income: $2998 Airbnb ROI: 1.09% Traditional ROI: 2.9%
216 Sonny Road Plantation Key, FL Offered for the first time in its history, this exceptional corner-lot waterfront residenc...	3 beds \| 2 baths \| 1,806 sq.ft.	$2,200,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 1.22% Airbnb Rental Income: $3362 Traditional Rental Income: $5035 Airbnb ROI: 0.03% Traditional ROI: 1.22%
88181 Old Highway #F24 Plantation Key, FL The first thing you notice as you walk up to this home is the view, bright blue ocean over...	2 beds \| 2 baths \| 1,330 sq.ft.	$775,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 2.67% Airbnb Rental Income: $2952 Traditional Rental Income: $3888 Airbnb ROI: 0.43% Traditional ROI: 2.67%

Plantation-key, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 79 investment properties available for sale in Plantation-key.

In 2026, the best neighborhood to buy investment property is Plantation Key.

The ROI for Short-Term is higher than the Long-Term in Plantation-key with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Plantation Key, FL

88540 Overseas Highway #101

Plantation Key, FL

3 beds | 2 baths | 1,262 sq.ft.

$895,000

Airbnb cash on cash: 0.21%

Traditional cash on cash: 1.66%

Airbnb Rental Income: $3362

Traditional Rental Income: $3819

Airbnb ROI: 0.21%

Traditional ROI: 1.66%

148 Iroquois Street

Plantation Key, FL

4 beds | 3 baths | 2,361 sq.ft.

$999,000

Airbnb cash on cash: 5.78%

Traditional cash on cash: 2.69%

Airbnb Rental Income: $8621

Traditional Rental Income: $4129

Airbnb ROI: 5.78%

Traditional ROI: 2.69%

117 Leoni Drive

Plantation Key, FL

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

$4,600,000

Airbnb cash on cash: -1.34%

Traditional cash on cash: 1.05%

Airbnb Rental Income: $1344

Traditional Rental Income: $11123

Airbnb ROI: -1.34%

Traditional ROI: 1.05%

228 Tide Avenue

Plantation Key, FL

4 beds | 5 baths | 2,629 sq.ft.

$6,899,000

Airbnb cash on cash: -0.34%

Traditional cash on cash: 0.06%

Airbnb Rental Income: $8621

Traditional Rental Income: $9510

Airbnb ROI: -0.34%

Traditional ROI: 0.06%

157 Navajo Street

Plantation Key, FL

3 beds | 2 baths | 1,711 sq.ft.

$1,049,500

Airbnb cash on cash: 0.8%

Traditional cash on cash: 2.75%

Airbnb Rental Income: $3362

Traditional Rental Income: $4513

Airbnb ROI: 0.8%

Traditional ROI: 2.75%

87200 Overseas Highway #V9

Plantation Key, FL

3 beds | 2 baths | 1,355 sq.ft.

$750,000

Airbnb cash on cash: 0.01%

Traditional cash on cash: 2.22%

Airbnb Rental Income: $3362

Traditional Rental Income: $4158

Airbnb ROI: 0.01%

Traditional ROI: 2.22%

168 Indian Mound Trail

Plantation Key, FL

4 beds | 3 baths | 3,204 sq.ft.

$3,700,000

Airbnb cash on cash: 0.52%

Traditional cash on cash: -0.16%

Airbnb Rental Income: $8621

Traditional Rental Income: $4658

Airbnb ROI: 0.52%

Traditional ROI: -0.16%

150 Azalea St.

Plantation Key, FL

4 beds | 2 baths | N/A

$1,849,000

Airbnb cash on cash: 2.65%

Traditional cash on cash: 2.29%

Airbnb Rental Income: $8621

Traditional Rental Income: $6364

Airbnb ROI: 2.65%