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.

Single Family Homes for Sale in Longboat Key, FL

Search for Single Family Residential for Sale in Longboat 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 63 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
6330 LAGUNA DRIVE LONGBOAT KEY, FL Modern Beach Home priced aggressively to sell as the owners are relocating. Ocean Views! P...	3 beds \| 3 baths \| 2,856 sq.ft.	$1,999,989	Airbnb cash on cash: -0.32% Traditional cash on cash: 0.33% Airbnb Rental Income: $4647 Traditional Rental Income: $4883 Airbnb ROI: -0.32% Traditional ROI: 0.33%
795 MARBURY LANE LONGBOAT KEY, FL Under contract-accepting backup offers. Refined coastal living is waiting for you at 795 M...	4 beds \| 3 baths \| 3,355 sq.ft.	$3,599,000	Airbnb cash on cash: -0.44% Traditional cash on cash: -0.22% Airbnb Rental Income: $6133 Traditional Rental Income: $5652 Airbnb ROI: -0.44% Traditional ROI: -0.22%
667 EL CENTRO LONGBOAT KEY, FL Spanish Main Yacht Club on Longboat Key is a warm and vital boating community with its pri...	2 beds \| 2 baths \| 1,327 sq.ft.	$380,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 1.6% Airbnb Rental Income: $2861 Traditional Rental Income: $3086 Airbnb ROI: -0.9% Traditional ROI: 1.6%
501 DE NARVAEZ DRIVE LONGBOAT KEY, FL Some homes whisper. Others make a statement. 501 De Narvaez Drive commands attentionâwit...	3 beds \| 3 baths \| 1,708 sq.ft.	$1,068,375	Airbnb cash on cash: 1.38% Traditional cash on cash: 2.99% Airbnb Rental Income: $4647 Traditional Rental Income: $5286 Airbnb ROI: 1.38% Traditional ROI: 2.99%
619 BUTTONWOOD DRIVE LONGBOAT KEY, FL One or more photo(s) has been virtually staged. Welcome to an exceptional mid-century mode...	3 beds \| 2 baths \| 2,265 sq.ft.	$1,475,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 2.61% Airbnb Rental Income: $4647 Traditional Rental Income: $5826 Airbnb ROI: 1.05% Traditional ROI: 2.61%
5841 GULF OF MEXICO DRIVE #244 LONGBOAT KEY, FL REDUCE PRICE- RARE FIND!!! This fully furnished turnkey 1bedroom/1bath end unit has an ope...	1 beds \| 1 baths \| 520 sq.ft.	$525,500	Airbnb cash on cash: 0.32% Traditional cash on cash: 0.97% Airbnb Rental Income: $3252 Traditional Rental Income: $2840 Airbnb ROI: 0.32% Traditional ROI: 0.97%
5840 GULF OF MEXICO DRIVE LONGBOAT KEY, FL Longboat Key Waterfront Estate with Rare Beach and Boating Access. Designed by Stofft Coon...	4 beds \| 6 baths \| 4,145 sq.ft.	$4,950,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 0.03% Airbnb Rental Income: $6133 Traditional Rental Income: $9774 Airbnb ROI: -1.02% Traditional ROI: 0.03%
3530 MISTLETOE LANE LONGBOAT KEY, FL Located behind the gates of Coreyâs Landing in the sought-after Bay Isles community, thi...	4 beds \| 4 baths \| 3,102 sq.ft.	$2,695,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 0.41% Airbnb Rental Income: $6133 Traditional Rental Income: $6723 Airbnb ROI: -0.31% Traditional ROI: 0.41%
509 SPANISH DRIVE N LONGBOAT KEY, FL STEPS FROM THE BEACH.....WATERFRONT COMMUNITY......DEEDED BEACH ACCESS......FULLY RENOVATE...	2 beds \| 2 baths \| 1,357 sq.ft.	$369,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 1.72% Airbnb Rental Income: $2861 Traditional Rental Income: $3124 Airbnb ROI: -0.97% Traditional ROI: 1.72%
510 PUTTER LANE LONGBOAT KEY, FL Welcome to 510 Putter Lane, a stunning canal-front retreat nestled in the coveted Country ...	3 beds \| 2 baths \| 2,253 sq.ft.	$2,999,000	Airbnb cash on cash: -0.29% Traditional cash on cash: 0.69% Airbnb Rental Income: $4647 Traditional Rental Income: $6400 Airbnb ROI: -0.29% Traditional ROI: 0.69%
519 ROUNTREE DRIVE LONGBOAT KEY, FL BUILT TO LAST. 519 Rountree is new construction built entirely of concrete block (CBS) acr...	4 beds \| 5 baths \| 3,554 sq.ft.	$6,488,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 0.31% Airbnb Rental Income: $6133 Traditional Rental Income: $9088 Airbnb ROI: -0.38% Traditional ROI: 0.31%
6489 GULFSIDE ROAD LONGBOAT KEY, FL This Seaward Homes Curated Collection residence at 6489 Gulfside is ready for occupancy. E...	4 beds \| 5 baths \| 6,616 sq.ft.	$13,995,000	Airbnb cash on cash: -0.93% Traditional cash on cash: -0.4% Airbnb Rental Income: $6133 Traditional Rental Income: $11811 Airbnb ROI: -0.93% Traditional ROI: -0.4%
3210 BAYOU SOUND LONGBOAT KEY, FL Welcome to this elevated retreat in the sought-after Bayou section of Bay Islesâa seamle...	3 beds \| 2 baths \| 2,091 sq.ft.	$1,299,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 1.75% Airbnb Rental Income: $4647 Traditional Rental Income: $4984 Airbnb ROI: 0.68% Traditional ROI: 1.75%
3617 FAIR OAKS PLACE LONGBOAT KEY, FL One or more photo(s) has been virtually staged. Situated in the highly sought-after mainte...	3 beds \| 4 baths \| 2,950 sq.ft.	$2,050,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 1.96% Airbnb Rental Income: $4647 Traditional Rental Income: $8078 Airbnb ROI: -0.35% Traditional ROI: 1.96%
597 BUTTONWOOD DRIVE LONGBOAT KEY, FL New Construction.... GULF AND BAY VIEWS! THREE OUTDOOR PATIOS! Discover an extraordinary...	5 beds \| 7 baths \| 4,176 sq.ft.	$3,890,000	Airbnb cash on cash: 0.49% Traditional cash on cash: 2.54% Airbnb Rental Income: $7664 Traditional Rental Income: $13587 Airbnb ROI: 0.49% Traditional ROI: 2.54%
530 DE NARVAEZ DRIVE LONGBOAT KEY, FL New Construction - Discover the epitome of waterfront luxury with this newly built home in...	4 beds \| 6 baths \| 4,106 sq.ft.	$4,795,000	Airbnb cash on cash: -0.16% Traditional cash on cash: 1.89% Airbnb Rental Income: $6133 Traditional Rental Income: $14016 Airbnb ROI: -0.16% Traditional ROI: 1.89%
4860 GULF OF MEXICO DRIVE #Villa 13 LONGBOAT KEY, FL This exquisite turnkey furnished 2-bed, 2-bath villa has been fully and meticulously RENOV...	2 beds \| 2 baths \| 1,025 sq.ft.	$505,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 0.76% Airbnb Rental Income: $2861 Traditional Rental Income: $2847 Airbnb ROI: -0.62% Traditional ROI: 0.76%
610 YARDARM LANE LONGBOAT KEY, FL Experience elevated coastal living in this updated, elegantly styled waterfront residence ...	4 beds \| 5 baths \| 4,138 sq.ft.	$3,999,999	Airbnb cash on cash: -0.72% Traditional cash on cash: -0.32% Airbnb Rental Income: $6133 Traditional Rental Income: $6399 Airbnb ROI: -0.72% Traditional ROI: -0.32%
501 HARBOR POINT ROAD LONGBOAT KEY, FL Under contract-accepting backup offers. Rare opportunity to acquire completely remodeled w...	5 beds \| 6 baths \| 6,125 sq.ft.	$8,500,000	Airbnb cash on cash: -0.74% Traditional cash on cash: 0.39% Airbnb Rental Income: $7664 Traditional Rental Income: $15082 Airbnb ROI: -0.74% Traditional ROI: 0.39%
834 JUNGLE QUEEN WAY LONGBOAT KEY, FL One or more photo(s) has been virtually staged. Situated on an expansive 11,250-square-foo...	2 beds \| 2 baths \| 1,346 sq.ft.	$1,050,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 0.78% Airbnb Rental Income: $2861 Traditional Rental Income: $3146 Airbnb ROI: -0.2% Traditional ROI: 0.78%
3408 FAIR OAKS LANE LONGBOAT KEY, FL Elegant 5BR/5BA home in the gated community of Coreyâs Landing within Bay Isles on Longb...	5 beds \| 5 baths \| 4,510 sq.ft.	$2,595,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 0.98% Airbnb Rental Income: $7664 Traditional Rental Income: $8213 Airbnb ROI: 0.14% Traditional ROI: 0.98%
550 DE NARVAEZ DRIVE LONGBOAT KEY, FL One or more photo(s) has been virtually staged. Welcome to 550 De Narvaez Drive, a meticul...	3 beds \| 2 baths \| 1,758 sq.ft.	$1,295,000	Airbnb cash on cash: 1.51% Traditional cash on cash: 1.97% Airbnb Rental Income: $4647 Traditional Rental Income: $4237 Airbnb ROI: 1.51% Traditional ROI: 1.97%
3131 BAYOU SOUND LONGBOAT KEY, FL Wrapped in lush, mature landscaping and set along a tranquil mangrove-lined canal, this wa...	3 beds \| 3 baths \| 3,023 sq.ft.	$1,650,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 2.57% Airbnb Rental Income: $4647 Traditional Rental Income: $7124 Airbnb ROI: 0.33% Traditional ROI: 2.57%
3540 MISTLETOE LANE LONGBOAT KEY, FL Under contract-accepting backup offers. This spectacular direct bayfront residence is offe...	4 beds \| 4 baths \| 3,166 sq.ft.	$3,595,000	Airbnb cash on cash: -0.66% Traditional cash on cash: -0.43% Airbnb Rental Income: $6133 Traditional Rental Income: $5686 Airbnb ROI: -0.66% Traditional ROI: -0.43%
552 JUAN ANASCO DRIVE LONGBOAT KEY, FL Imagine living the coastal lifestyle only dreams are made of! Wake each morning to the sun...	3 beds \| 4 baths \| 1,846 sq.ft.	$999,999	Airbnb cash on cash: 1.13% Traditional cash on cash: 3.81% Airbnb Rental Income: $4647 Traditional Rental Income: $6180 Airbnb ROI: 1.13% Traditional ROI: 3.81%
569 BAYVIEW DRIVE LONGBOAT KEY, FL New Construction. Experience the pinnacle of waterfront luxury with this brand-new constru...	4 beds \| 6 baths \| 4,106 sq.ft.	$4,850,000	Airbnb cash on cash: -0.17% Traditional cash on cash: 1.85% Airbnb Rental Income: $6133 Traditional Rental Income: $14016 Airbnb ROI: -0.17% Traditional ROI: 1.85%
720 TARAWITT DRIVE LONGBOAT KEY, FL Pre-Construction. To be built. Build your dream waterfront home on North Longboat Key! Dis...	3 beds \| 5 baths \| 2,160 sq.ft.	$2,900,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 1.26% Airbnb Rental Income: $4647 Traditional Rental Income: $6953 Airbnb ROI: 0.04% Traditional ROI: 1.26%
600 DE NARVAEZ DRIVE LONGBOAT KEY, FL The Future of Luxury Living on Longboat Key! Discover this newly constructed coastal retre...	3 beds \| 3 baths \| 1,971 sq.ft.	$2,750,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 0.04% Airbnb Rental Income: $4647 Traditional Rental Income: $5154 Airbnb ROI: -0.54% Traditional ROI: 0.04%
636 TARAWITT DRIVE LONGBOAT KEY, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. A ...	2 beds \| 2 baths \| 1,248 sq.ft.	$799,000	Airbnb cash on cash: 0.99% Traditional cash on cash: 2.81% Airbnb Rental Income: $2861 Traditional Rental Income: $3555 Airbnb ROI: 0.99% Traditional ROI: 2.81%
2944 GULF OF MEXICO DRIVE LONGBOAT KEY, FL Under Construction. Poised along one of Longboat Keyâs most coveted stretches, this new ...	5 beds \| 6 baths \| 4,826 sq.ft.	$5,299,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 1.22% Airbnb Rental Income: $7664 Traditional Rental Income: $11761 Airbnb ROI: 0.09% Traditional ROI: 1.22%
6381 GULF OF MEXICO DRIVE LONGBOAT KEY, FL One or more photo(s) has been virtually staged. Welcome to a once-in-a-lifetime opportunit...	4 beds \| 6 baths \| 4,224 sq.ft.	$5,995,000	Airbnb cash on cash: -1.7% Traditional cash on cash: 0.62% Airbnb Rental Income: $6133 Traditional Rental Income: $17852 Airbnb ROI: -1.7% Traditional ROI: 0.62%
771 MARBURY LANE LONGBOAT KEY, FL One or more photo(s) has been virtually staged. Boaters will love this spacious elevated h...	5 beds \| 4 baths \| 3,016 sq.ft.	$2,500,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 1.13% Airbnb Rental Income: $7664 Traditional Rental Income: $7266 Airbnb ROI: 0.67% Traditional ROI: 1.13%
510 WEDGE LANE LONGBOAT KEY, FL Welcome to your own piece of paradise in the prestigious Country Club Shores community on ...	4 beds \| 3 baths \| 1,840 sq.ft.	$1,990,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 1.35% Airbnb Rental Income: $6133 Traditional Rental Income: $5793 Airbnb ROI: 0.88% Traditional ROI: 1.35%
590 DE NARVAEZ DRIVE LONGBOAT KEY, FL Step into a new era of coastal modern living with this breathtaking, newly constructed wat...	4 beds \| 4 baths \| 3,243 sq.ft.	$4,123,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 0.83% Airbnb Rental Income: $6133 Traditional Rental Income: $7659 Airbnb ROI: 0.11% Traditional ROI: 0.83%
701 MARBURY LANE LONGBOAT KEY, FL Welcome to Bougain Villa, your Tropical Island Oasis on a deep water canal leading to secl...	3 beds \| 2 baths \| 2,246 sq.ft.	$1,500,000	Airbnb cash on cash: 1.01% Traditional cash on cash: 2.16% Airbnb Rental Income: $4647 Traditional Rental Income: $5291 Airbnb ROI: 1.01% Traditional ROI: 2.16%
569 ROUNTREE DRIVE LONGBOAT KEY, FL STUNNING New Construction WATERFRONT Home in LONGBOAT KEY ESTATES!!! Experience the pinnac...	3 beds \| 4 baths \| 3,428 sq.ft.	$2,890,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 1.5% Airbnb Rental Income: $4647 Traditional Rental Income: $8391 Airbnb ROI: -0.25% Traditional ROI: 1.5%
2819 GULF OF MEXICO DRIVE LONGBOAT KEY, FL BEACH FRONT OPPORTUNITY on Longboat Key! Rare chance to own DIRECT GULF FRONT property on ...	3 beds \| 2 baths \| 1,173 sq.ft.	$3,799,999	Airbnb cash on cash: -0.94% Traditional cash on cash: -0.85% Airbnb Rental Income: $4647 Traditional Rental Income: $4015 Airbnb ROI: -0.94% Traditional ROI: -0.85%
6001 GULF OF MEXICO DRIVE LONGBOAT KEY, FL A Gulf-Front Masterpiece on Longboat Key! This stunning Gulf-front estate is perfectly pla...	5 beds \| 7 baths \| 6,959 sq.ft.	$10,995,000	Airbnb cash on cash: -1.35% Traditional cash on cash: -0.38% Airbnb Rental Income: $7664 Traditional Rental Income: $16116 Airbnb ROI: -1.35% Traditional ROI: -0.38%
6322 LAGUNA DRIVE #1 LONGBOAT KEY, FL Welcome to Laguna Yacht Village on beautiful Longboat Key- a gated waterfront community lo...	4 beds \| 3 baths \| 2,886 sq.ft.	$2,499,900	Airbnb cash on cash: 0.34% Traditional cash on cash: 0.47% Airbnb Rental Income: $6133 Traditional Rental Income: $5222 Airbnb ROI: 0.34% Traditional ROI: 0.47%
573 SPINNAKER LANE LONGBOAT KEY, FL Perfectly positioned on a quiet cul-de-sac at the preferred south end of Longboat Key, thi...	4 beds \| 5 baths \| 3,926 sq.ft.	$2,995,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 1.94% Airbnb Rental Income: $6133 Traditional Rental Income: $9849 Airbnb ROI: 0.17% Traditional ROI: 1.94%

Your search for investment property begins and ends here

Single Family Homes for Sale in Longboat Key, FL

6330 LAGUNA DRIVE

LONGBOAT KEY, FL

3 beds | 3 baths | 2,856 sq.ft.

$1,999,989

Airbnb cash on cash: -0.32%

Traditional cash on cash: 0.33%

Airbnb Rental Income: $4647

Traditional Rental Income: $4883

Airbnb ROI: -0.32%

Traditional ROI: 0.33%

795 MARBURY LANE

LONGBOAT KEY, FL

4 beds | 3 baths | 3,355 sq.ft.

$3,599,000

Airbnb cash on cash: -0.44%

Traditional cash on cash: -0.22%

Airbnb Rental Income: $6133

Traditional Rental Income: $5652

Airbnb ROI: -0.44%

Traditional ROI: -0.22%

667 EL CENTRO

LONGBOAT KEY, FL

2 beds | 2 baths | 1,327 sq.ft.

$380,000

Airbnb cash on cash: -0.9%

Traditional cash on cash: 1.6%

Airbnb Rental Income: $2861

Traditional Rental Income: $3086

Airbnb ROI: -0.9%

Traditional ROI: 1.6%

501 DE NARVAEZ DRIVE

LONGBOAT KEY, FL

3 beds | 3 baths | 1,708 sq.ft.

$1,068,375

Airbnb cash on cash: 1.38%

Traditional cash on cash: 2.99%

Airbnb Rental Income: $4647

Traditional Rental Income: $5286

Airbnb ROI: 1.38%

Traditional ROI: 2.99%

619 BUTTONWOOD DRIVE

LONGBOAT KEY, FL

3 beds | 2 baths | 2,265 sq.ft.

$1,475,000

Airbnb cash on cash: 1.05%

Traditional cash on cash: 2.61%

Airbnb Rental Income: $4647

Traditional Rental Income: $5826

Airbnb ROI: 1.05%

Traditional ROI: 2.61%

5841 GULF OF MEXICO DRIVE #244

LONGBOAT KEY, FL

1 beds | 1 baths | 520 sq.ft.

$525,500

Airbnb cash on cash: 0.32%

Traditional cash on cash: 0.97%

Airbnb Rental Income: $3252

Traditional Rental Income: $2840

Airbnb ROI: 0.32%

Traditional ROI: 0.97%

5840 GULF OF MEXICO DRIVE

LONGBOAT KEY, FL

4 beds | 6 baths | 4,145 sq.ft.

$4,950,000

Airbnb cash on cash: -1.02%

Traditional cash on cash: 0.03%

Airbnb Rental Income: $6133

Traditional Rental Income: $9774

Airbnb ROI: -1.02%

Traditional ROI: 0.03%

3530 MISTLETOE LANE

LONGBOAT KEY, FL

4 beds | 4 baths | 3,102 sq.ft.

$2,695,000

Airbnb cash on cash: -0.31%

Traditional cash on cash: 0.41%

Airbnb Rental Income: $6133

Traditional Rental Income: $6723

Airbnb ROI: -0.31%