Real Estate Investment Properties for Sale in Longboat Key, FL

Looking for investment property in Longboat Key, FL with high ROI ?

Explore a variety of short-term homes & houses in Longboat Key, FL. Invest wisely with VRBO & Longboat 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 Longboat Key, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1930 HARBOURSIDE DRIVE #145 LONGBOAT KEY, FL The pictures tell all you want to know! And it is being offered TURNKEY! This beautifully...	2 beds \| 2 baths \| 1,270 sq.ft.	$745,000	Airbnb cash on cash: 1.24% Traditional cash on cash: 1.82% Airbnb Rental Income: $2861 Traditional Rental Income: $2602 Airbnb ROI: 1.24% Traditional ROI: 1.82%
6603 GULFSIDE ROAD LONGBOAT KEY, FL Pre-Construction. To be built. Introducing a rare gem of contemporary luxury on Longboat K...	5 beds \| 6 baths \| 4,925 sq.ft.	$15,000,000	Airbnb cash on cash: -0.97% Traditional cash on cash: -0.87% Airbnb Rental Income: $7664 Traditional Rental Income: $7615 Airbnb ROI: -0.97% Traditional ROI: -0.87%
2450 HARBOURSIDE DRIVE #212 LONGBOAT KEY, FL Indulge in the luxury living experience at Marina Bay, where every detail has been curated...	3 beds \| 3 baths \| 2,830 sq.ft.	$1,825,000	Airbnb cash on cash: -0.71% Traditional cash on cash: -0.6% Airbnb Rental Income: $4647 Traditional Rental Income: $3879 Airbnb ROI: -0.71% Traditional ROI: -0.6%
662 CEDARS COURT LONGBOAT KEY, FL Discover your coastal dream at 662 Cedars Ct - a hidden gem in the heart of Longboat Key's...	2 beds \| 3 baths \| 1,440 sq.ft.	$648,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 0.9% Airbnb Rental Income: $2861 Traditional Rental Income: $2502 Airbnb ROI: 0.39% Traditional ROI: 0.9%
3060 GRAND BAY BOULEVARD #112 LONGBOAT KEY, FL NO INTERIOR STORM DAMAGE! No expense was spared! Completely updated 3BR/3BA, never-occupi...	3 beds \| 3 baths \| 2,250 sq.ft.	$1,749,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 0.33% Airbnb Rental Income: $4647 Traditional Rental Income: $3737 Airbnb ROI: 0.3% Traditional ROI: 0.33%
4651 GULF OF MEXICO DRIVE #402 LONGBOAT KEY, FL Experience an unparalleled coastal retreat where the gulf meets impeccable design and tech...	4 beds \| 5 baths \| 3,989 sq.ft.	$6,400,000	Airbnb cash on cash: -2.53% Traditional cash on cash: -1.93% Airbnb Rental Income: $6133 Traditional Rental Income: $8527 Airbnb ROI: -2.53% Traditional ROI: -1.93%
4485 GULF OF MEXICO DRIVE #403 LONGBOAT KEY, FL STUNNING 2-BEDROOM, 2-BATH BEACHFRONT CONDO WITH UNPARALLELED FULL GULF VIEWS! This beauti...	2 beds \| 2 baths \| 1,022 sq.ft.	$899,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 0.1% Airbnb Rental Income: $2861 Traditional Rental Income: $2177 Airbnb ROI: 0.12% Traditional ROI: 0.1%
1045 GULF OF MEXICO DRIVE #302 LONGBOAT KEY, FL Under contract-accepting backup offers. Beachfront living at its finest: relax, unwind, an...	2 beds \| 2 baths \| 1,392 sq.ft.	$1,439,000	Airbnb cash on cash: -0.81% Traditional cash on cash: -0.19% Airbnb Rental Income: $2861 Traditional Rental Income: $3032 Airbnb ROI: -0.81% Traditional ROI: -0.19%
7147 LA LENAIRE DRIVE LONGBOAT KEY, FL Under contract-accepting backup offers. This is a once-in-a-lifetime opportunity to own th...	5 beds \| 6 baths \| 3,503 sq.ft.	$8,950,000	Airbnb cash on cash: -0.67% Traditional cash on cash: -0.89% Airbnb Rental Income: $7664 Traditional Rental Income: $4372 Airbnb ROI: -0.67% Traditional ROI: -0.89%
4600 GULF OF MEXICO DRIVE #203 LONGBOAT KEY, FL NO HURRICANE OR FLOOD DAMAGE!!! This beautifully updated Bay front condo combines modern, ...	2 beds \| 2 baths \| 1,312 sq.ft.	$875,000	Airbnb cash on cash: -0.83% Traditional cash on cash: -0.37% Airbnb Rental Income: $2861 Traditional Rental Income: $2573 Airbnb ROI: -0.83% Traditional ROI: -0.37%
610 HIBISCUS WAY LONGBOAT KEY, FL Pre-Construction. To be built. Welcome to a luxurious modern retreat by Milano Homes in Th...	4 beds \| 5 baths \| 2,788 sq.ft.	$2,950,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 1.01% Airbnb Rental Income: $6133 Traditional Rental Income: $6152 Airbnb ROI: 0.56% Traditional ROI: 1.01%
651 JUNGLE QUEEN WAY LONGBOAT KEY, FL * * DO NOT MISS OUT ON THIS LONGBOAT SPECIAL * * MULTIPLE USES ARE AVAILABLE TO YOU * * Pr...	4 beds \| 3 baths \| 2,242 sq.ft.	$950,000	Airbnb cash on cash: 2.49% Traditional cash on cash: 0.84% Airbnb Rental Income: $6133 Traditional Rental Income: $3457 Airbnb ROI: 2.49% Traditional ROI: 0.84%
714 NORTON STREET LONGBOAT KEY, FL Opportunity knocks! This canal-front home has suffered hurricane damage and itâs the ide...	3 beds \| 3 baths \| 1,800 sq.ft.	$1,399,000	Airbnb cash on cash: 0.24% Traditional cash on cash: 2.94% Airbnb Rental Income: $4647 Traditional Rental Income: $7189 Airbnb ROI: 0.24% Traditional ROI: 2.94%
535 SANCTUARY DRIVE #C807 LONGBOAT KEY, FL Sanctuary penthouse with spectacular views of the Gulf of Mexico and Intracoastal Waterway...	3 beds \| 3 baths \| 2,580 sq.ft.	$3,995,000	Airbnb cash on cash: -0.74% Traditional cash on cash: -0.48% Airbnb Rental Income: $4647 Traditional Rental Income: $4651 Airbnb ROI: -0.74% Traditional ROI: -0.48%
3030 GRAND BAY BOULEVARD #346 LONGBOAT KEY, FL Immerse yourself in luxury with this exceptional Antigua residence at Grand Bay, perched o...	3 beds \| 4 baths \| 2,925 sq.ft.	$2,195,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 0.58% Airbnb Rental Income: $4647 Traditional Rental Income: $4487 Airbnb ROI: 0.19% Traditional ROI: 0.58%
612 MARBURY LANE LONGBOAT KEY, FL BUILDERS/INVESTORS/BUYERS- HERE YOU GO! - LARGE $300,000 PRICE REDUCTION TO SELL THIS PROP...	2 beds \| 2 baths \| 1,128 sq.ft.	$850,000	Airbnb cash on cash: 0.63% Traditional cash on cash: 0.93% Airbnb Rental Income: $2861 Traditional Rental Income: $2429 Airbnb ROI: 0.63% Traditional ROI: 0.93%
826 BAYPORT WAY #826 LONGBOAT KEY, FL Imagine owning a stunning second-floor end-unit nestled between the azure Gulf of Mexico a...	2 beds \| 2 baths \| 1,676 sq.ft.	$849,900	Airbnb cash on cash: -3.28% Traditional cash on cash: -2.14% Airbnb Rental Income: $2861 Traditional Rental Income: $3099 Airbnb ROI: -3.28% Traditional ROI: -2.14%
6877 GULF OF MEXICO DRIVE LONGBOAT KEY, FL Experience the pinnacle of coastal luxury at this magnificent 4 bedroom beachfront residen...	5 beds \| 5 baths \| 4,820 sq.ft.	$9,750,000	Airbnb cash on cash: -1.36% Traditional cash on cash: -1.31% Airbnb Rental Income: $7664 Traditional Rental Income: $6648 Airbnb ROI: -1.36% Traditional ROI: -1.31%
6489 GULFSIDE ROAD LONGBOAT KEY, FL Under Construction. Get direct Gulf Front private access and stunning Gulf views! The prog...	4 beds \| 5 baths \| 6,616 sq.ft.	$16,995,000	Airbnb cash on cash: -0.94% Traditional cash on cash: -0.77% Airbnb Rental Income: $6133 Traditional Rental Income: $7586 Airbnb ROI: -0.94% Traditional ROI: -0.77%
2251 GULF OF MEXICO DRIVE #204 LONGBOAT KEY, FL No water intrusion or damage to residence after past two storms: Exquisite home on the bea...	3 beds \| 4 baths \| 4,032 sq.ft.	$7,999,000	Airbnb cash on cash: -2.46% Traditional cash on cash: -2.33% Airbnb Rental Income: $4647 Traditional Rental Income: $4667 Airbnb ROI: -2.46% Traditional ROI: -2.33%
1930 HARBOURSIDE DRIVE #122 LONGBOAT KEY, FL ONE OF BEST PRICED HARBORSIDE UNITS THAT'S BEEN BEAUTIFULLY RENOVATED & READY TO ENJOY - P...	2 beds \| 2 baths \| 1,192 sq.ft.	$749,990	Airbnb cash on cash: 1.16% Traditional cash on cash: 1.48% Airbnb Rental Income: $2861 Traditional Rental Income: $2420 Airbnb ROI: 1.16% Traditional ROI: 1.48%
3235 GULF OF MEXICO DR #A304 LONGBOAT KEY, FL Beachfront apartment. Elevate your quality life, Working from home? Retired? Relax and enj...	2 beds \| 2 baths \| 1,260 sq.ft.	$1,495,000	Airbnb cash on cash: -1.36% Traditional cash on cash: -1.06% Airbnb Rental Income: $2861 Traditional Rental Income: $2602 Airbnb ROI: -1.36% Traditional ROI: -1.06%
549 SLOOP LANE LONGBOAT KEY, FL Experience unparalleled luxury and elegance at this prestigious Country Club Shores reside...	4 beds \| 5 baths \| 4,127 sq.ft.	$4,300,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 0.19% Airbnb Rental Income: $6133 Traditional Rental Income: $6013 Airbnb ROI: -0.08% Traditional ROI: 0.19%
455 LONGBOAT CLUB ROAD #807 LONGBOAT KEY, FL Experience unparalleled coastal living in this luxury condo, nestled behind the gates of t...	3 beds \| 3 baths \| 2,410 sq.ft.	$2,999,000	Airbnb cash on cash: -0.26% Traditional cash on cash: -0.23% Airbnb Rental Income: $4647 Traditional Rental Income: $3784 Airbnb ROI: -0.26% Traditional ROI: -0.23%
5861 GULF OF MEXICO DRIVE LONGBOAT KEY, FL Welcome to 5861 Gulf of Mexico Drive, a contemporary home that exudes Zen-like calm in a t...	5 beds \| 7 baths \| 10,400 sq.ft.	$22,900,000	Airbnb cash on cash: -0.97% Traditional cash on cash: -0.94% Airbnb Rental Income: $7664 Traditional Rental Income: $6652 Airbnb ROI: -0.97% Traditional ROI: -0.94%
3464 MISTLETOE LANE LONGBOAT KEY, FL Immerse yourself in the epitome of coastal luxury living at this JUST RENOVATED (2024), co...	4 beds \| 3 baths \| 3,367 sq.ft.	$3,500,000	Airbnb cash on cash: -0.46% Traditional cash on cash: -0.78% Airbnb Rental Income: $6133 Traditional Rental Income: $3901 Airbnb ROI: -0.46% Traditional ROI: -0.78%
0 LYONS LANE LONGBOAT KEY, FL Pre-Construction. To be built. Elevated to the latest codes to alleviate concerns about fl...	5 beds \| 5 baths \| 3,137 sq.ft.	$2,200,000	Airbnb cash on cash: 1.82% Traditional cash on cash: 1.83% Airbnb Rental Income: $7664 Traditional Rental Income: $6218 Airbnb ROI: 1.82% Traditional ROI: 1.83%
3060 GRAND BAY BOULEVARD #111 LONGBOAT KEY, FL Experience the perfect blend of elegance and tranquility in this stunning first-floor Anti...	3 beds \| 3 baths \| 2,925 sq.ft.	$1,699,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 0.62% Airbnb Rental Income: $4647 Traditional Rental Income: $3547 Airbnb ROI: 0.7% Traditional ROI: 0.62%
3453 WINDING OAKS DRIVE #27 LONGBOAT KEY, FL Location, Location, Location! This three bedroom, three bath villa/condo, located on the ...	3 beds \| 3 baths \| 2,608 sq.ft.	$1,249,000	Airbnb cash on cash: 1.16% Traditional cash on cash: 1.31% Airbnb Rental Income: $4647 Traditional Rental Income: $3857 Airbnb ROI: 1.16% Traditional ROI: 1.31%
3040 GRAND BAY BOULEVARD #252 LONGBOAT KEY, FL Indulge in the epitome of luxury living in this 3 bedroom (all en-suite), 3.5 bathroom, ex...	3 beds \| 4 baths \| 2,250 sq.ft.	$1,575,000	Airbnb cash on cash: -1.44% Traditional cash on cash: -0.83% Airbnb Rental Income: $4647 Traditional Rental Income: $4584 Airbnb ROI: -1.44% Traditional ROI: -0.83%
1180 BOGEY LANE LONGBOAT KEY, FL Under contract-accepting backup offers. Island charm meets contemporary elegance in this f...	2 beds \| 2 baths \| 2,180 sq.ft.	$950,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 1.06% Airbnb Rental Income: $2861 Traditional Rental Income: $2685 Airbnb ROI: 0.5% Traditional ROI: 1.06%
6800 GULF OF MEXICO DRIVE #181 LONGBOAT KEY, FL Nestled just steps away from the sun-kissed sands of the beach, this beautiful 2-bedroom c...	2 beds \| 2 baths \| 1,169 sq.ft.	$625,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 1.25% Airbnb Rental Income: $2861 Traditional Rental Income: $1999 Airbnb ROI: 1.59% Traditional ROI: 1.25%
1241 GULF OF MEXICO DRIVE #401 LONGBOAT KEY, FL NEW FLOORING IN THE LIVING ROOM, FAMILY ROOM, DINING ROOM & ENTRYWAY. Discover the delight...	3 beds \| 5 baths \| 3,400 sq.ft.	$4,375,000	Airbnb cash on cash: -1.02% Traditional cash on cash: -0.26% Airbnb Rental Income: $4647 Traditional Rental Income: $6750 Airbnb ROI: -1.02% Traditional ROI: -0.26%
2110 HARBOURSIDE DRIVE #557 LONGBOAT KEY, FL Discover the epitome of waterfront living at Bay Isles Atrium Residences, where Sarasota B...	3 beds \| 2 baths \| 2,039 sq.ft.	$999,000	Airbnb cash on cash: -0.55% Traditional cash on cash: -0.79% Airbnb Rental Income: $4647 Traditional Rental Income: $3465 Airbnb ROI: -0.55% Traditional ROI: -0.79%
1241 GULF OF MEXICO DRIVE #708 LONGBOAT KEY, FL Imagine the feeling of stepping into your new home where the beauty of sea and sky surroun...	3 beds \| 4 baths \| 2,965 sq.ft.	$3,495,000	Airbnb cash on cash: -1.11% Traditional cash on cash: -0.87% Airbnb Rental Income: $4647 Traditional Rental Income: $4461 Airbnb ROI: -1.11% Traditional ROI: -0.87%
1065 GULF OF MEXICO DRIVE #302 LONGBOAT KEY, FL Great Unit Great Views Come look Being able to rent this unit, by the month, twelve times...	2 beds \| 2 baths \| 1,392 sq.ft.	$849,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 1.28% Airbnb Rental Income: $2861 Traditional Rental Income: $2322 Airbnb ROI: 1.12% Traditional ROI: 1.28%
5005 GULF OF MEXICO DRIVE #5 LONGBOAT KEY, FL Unbelievable price! A lifestyle of uncompromising luxury awaits in this beautiful residenc...	4 beds \| 5 baths \| 3,358 sq.ft.	$5,100,000	Airbnb cash on cash: -1.1% Traditional cash on cash: -0.81% Airbnb Rental Income: $6133 Traditional Rental Income: $6273 Airbnb ROI: -1.1% Traditional ROI: -0.81%
4380 EXETER DRIVE 303 LONGBOAT KEY, FL SELLERS HAVE AN ASSUMABLE MORTGAGE AT 3.25 PERCENT AND A LARGE AMOUNT LEFT ON THE MORTGAGE...	2 beds \| 2 baths \| 1,152 sq.ft.	$554,900	Airbnb cash on cash: 1.86% Traditional cash on cash: 1.44% Airbnb Rental Income: $2861 Traditional Rental Income: $1979 Airbnb ROI: 1.86% Traditional ROI: 1.44%
500 HARBOR POINT ROAD LONGBOAT KEY, FL Nestled within the prestigious Bay Isles Harbor Section community, this residential master...	4 beds \| 7 baths \| 6,556 sq.ft.	$7,999,000	Airbnb cash on cash: -1.07% Traditional cash on cash: -0.76% Airbnb Rental Income: $6133 Traditional Rental Income: $7251 Airbnb ROI: -1.07% Traditional ROI: -0.76%
4401 GULF OF MEXICO DRIVE #704 LONGBOAT KEY, FL PRICE REDUCTION!!STUNNING UNPARALLELED FULL GULF VIEWS from this rarely available 7th floo...	2 beds \| 2 baths \| 1,314 sq.ft.	$1,385,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 0.32% Airbnb Rental Income: $2861 Traditional Rental Income: $2633 Airbnb ROI: -0.02% Traditional ROI: 0.32%

Real Estate investment in Longboat-key, FL

There are 96 properties for sale in the city of Longboat Key . The median list price in Longboat Key is $1,419,000 and the average price per square foot is $580. In November 2024, the average monthly cash on cash return in Longboat Key is N/A%. The average monthly rental income in Longboat Key is $3,506.

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

There are 96 investment properties available for sale in Longboat-key.

In 2024, the best neighborhood to buy investment property is LONGBOAT KEY.

The ROI for Short-Term is higher than the Long-Term in Longboat-key with average rental income of $4,647.

Your search for investment property begins and ends here

Investment Property for Sale in Longboat Key, FL

1930 HARBOURSIDE DRIVE #145

LONGBOAT KEY, FL

2 beds | 2 baths | 1,270 sq.ft.

$745,000

Airbnb cash on cash: 1.24%

Traditional cash on cash: 1.82%

Airbnb Rental Income: $2861

Traditional Rental Income: $2602

Airbnb ROI: 1.24%

Traditional ROI: 1.82%

6603 GULFSIDE ROAD

LONGBOAT KEY, FL

5 beds | 6 baths | 4,925 sq.ft.

$15,000,000

Airbnb cash on cash: -0.97%

Traditional cash on cash: -0.87%

Airbnb Rental Income: $7664

Traditional Rental Income: $7615

Airbnb ROI: -0.97%

Traditional ROI: -0.87%

2450 HARBOURSIDE DRIVE #212

LONGBOAT KEY, FL

3 beds | 3 baths | 2,830 sq.ft.

$1,825,000

Airbnb cash on cash: -0.71%

Traditional cash on cash: -0.6%

Airbnb Rental Income: $4647

Traditional Rental Income: $3879

Airbnb ROI: -0.71%

Traditional ROI: -0.6%

662 CEDARS COURT

LONGBOAT KEY, FL

2 beds | 3 baths | 1,440 sq.ft.

$648,000

Airbnb cash on cash: 0.39%

Traditional cash on cash: 0.9%

Airbnb Rental Income: $2861

Traditional Rental Income: $2502

Airbnb ROI: 0.39%

Traditional ROI: 0.9%

3060 GRAND BAY BOULEVARD #112

LONGBOAT KEY, FL

3 beds | 3 baths | 2,250 sq.ft.

$1,749,000

Airbnb cash on cash: 0.3%

Traditional cash on cash: 0.33%

Airbnb Rental Income: $4647

Traditional Rental Income: $3737

Airbnb ROI: 0.3%

Traditional ROI: 0.33%

4651 GULF OF MEXICO DRIVE #402

LONGBOAT KEY, FL

4 beds | 5 baths | 3,989 sq.ft.

$6,400,000

Airbnb cash on cash: -2.53%

Traditional cash on cash: -1.93%

Airbnb Rental Income: $6133

Traditional Rental Income: $8527

Airbnb ROI: -2.53%

Traditional ROI: -1.93%

4485 GULF OF MEXICO DRIVE #403

LONGBOAT KEY, FL

2 beds | 2 baths | 1,022 sq.ft.

$899,000

Airbnb cash on cash: 0.12%

Traditional cash on cash: 0.1%

Airbnb Rental Income: $2861

Traditional Rental Income: $2177

Airbnb ROI: 0.12%

Traditional ROI: 0.1%

1045 GULF OF MEXICO DRIVE #302

LONGBOAT KEY, FL

2 beds | 2 baths | 1,392 sq.ft.

$1,439,000

Airbnb cash on cash: -0.81%

Traditional cash on cash: -0.19%

Airbnb Rental Income: $2861

Traditional Rental Income: $3032

Airbnb ROI: -0.81%