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 61 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.	$1,999,979	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%
667 EL CENTRO LONGBOAT KEY, FL New photos coming on this beautifully updated free-standing villa in Spanish Main Yacht Cl...	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.	$1,018,375	Airbnb cash on cash: 1.5% Traditional cash on cash: 3.19% Airbnb Rental Income: $4647 Traditional Rental Income: $5286 Airbnb ROI: 1.5% Traditional ROI: 3.19%
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%
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.	$2,495,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 0.52% Airbnb Rental Income: $6133 Traditional Rental Income: $6723 Airbnb ROI: -0.25% Traditional ROI: 0.52%
718 SPANISH DRIVE N LONGBOAT KEY, FL Discover Longboat Key waterfront living at its very best at 718 Spanish Dr N, a beautifull...	2 beds \| 2 baths \| 1,327 sq.ft.	$435,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 0.81% Airbnb Rental Income: $2861 Traditional Rental Income: $2557 Airbnb ROI: -0.08% Traditional ROI: 0.81%
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: -1.09% Traditional cash on cash: 1.59% Airbnb Rental Income: $2861 Traditional Rental Income: $3124 Airbnb ROI: -1.09% Traditional ROI: 1.59%
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.	$2,875,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 0.76% Airbnb Rental Income: $4647 Traditional Rental Income: $6400 Airbnb ROI: -0.26% Traditional ROI: 0.76%
610 HIBISCUS WAY LONGBOAT KEY, FL Pre-Construction. To be built. Welcome to a luxurious modern retreat in The Preserve on Lo...	4 beds \| 5 baths \| 2,788 sq.ft.	$2,650,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 1.2% Airbnb Rental Income: $6133 Traditional Rental Income: $6067 Airbnb ROI: 0.73% Traditional ROI: 1.2%
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%
3606 FAIR OAKS PLACE LONGBOAT KEY, FL Nestled behind the gates of the highly celebrated Bay Isles community, this exceptional fi...	5 beds \| 3 baths \| 3,842 sq.ft.	$4,999,000	Airbnb cash on cash: -0.47% Traditional cash on cash: -0.1% Airbnb Rental Income: $7664 Traditional Rental Income: $7910 Airbnb ROI: -0.47% Traditional ROI: -0.1%
703 SPANISH DRIVE S LONGBOAT KEY, FL Under contract-accepting backup offers. Go through this beautiful villa and experience all...	2 beds \| 2 baths \| 1,322 sq.ft.	$435,000	Airbnb cash on cash: 3.58% Traditional cash on cash: 11.21% Airbnb Rental Income: $2861 Traditional Rental Income: $5306 Airbnb ROI: 3.58% Traditional ROI: 11.21%
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 Motivated seller has a price improvement! This elevated retreat in the sought-after Bayou ...	3 beds \| 2 baths \| 2,091 sq.ft.	$1,199,000	Airbnb cash on cash: 0.82% Traditional cash on cash: 1.98% Airbnb Rental Income: $4647 Traditional Rental Income: $4984 Airbnb ROI: 0.82% Traditional ROI: 1.98%
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%
1600 HARBOR SOUND DRIVE LONGBOAT KEY, FL Pre-Construction. To be built. Positioned directly across from the iconic St. Regis Longbo...	5 beds \| 6 baths \| 5,689 sq.ft.	$11,900,000	Airbnb cash on cash: -0.73% Traditional cash on cash: -0.59% Airbnb Rental Income: $7664 Traditional Rental Income: $7677 Airbnb ROI: -0.73% Traditional ROI: -0.59%
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.	$4,495,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 2.08% Airbnb Rental Income: $6133 Traditional Rental Income: $14016 Airbnb ROI: -0.1% Traditional ROI: 2.08%
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%
900 SPANISH DRIVE N LONGBOAT KEY, FL Under contract-accepting backup offers. This must-see hidden gem on the north end of Longb...	2 beds \| 2 baths \| 1,423 sq.ft.	$750,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 4.44% Airbnb Rental Income: $2861 Traditional Rental Income: $5773 Airbnb ROI: -0.68% Traditional ROI: 4.44%
2945 PYRULA DRIVE LONGBOAT KEY, FL A contemporary masterpiece awaits Your going to love this house !, constructed in 2024 and...	5 beds \| 5 baths \| 3,815 sq.ft.	$3,125,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 0.69% Airbnb Rental Income: $7664 Traditional Rental Income: $8335 Airbnb ROI: -0.05% Traditional ROI: 0.69%
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 Under contract-accepting backup offers. Elegant 5BR/5BA home in the gated community of Cor...	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%
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.	$975,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 3.93% Airbnb Rental Income: $4647 Traditional Rental Income: $6180 Airbnb ROI: 1.18% Traditional ROI: 3.93%
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.	$4,695,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 1.95% Airbnb Rental Income: $6133 Traditional Rental Income: $14016 Airbnb ROI: -0.14% Traditional ROI: 1.95%
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%
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%
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%
569 ROUNTREE DRIVE LONGBOAT KEY, FL Under contract-accepting backup offers. STUNNING New Construction WATERFRONT Home in LONGB...	3 beds \| 4 baths \| 2,756 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.	$3,699,999	Airbnb cash on cash: -0.94% Traditional cash on cash: -0.84% Airbnb Rental Income: $4647 Traditional Rental Income: $4015 Airbnb ROI: -0.94% Traditional ROI: -0.84%
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.	$9,995,000	Airbnb cash on cash: -1.39% Traditional cash on cash: -0.32% Airbnb Rental Income: $7664 Traditional Rental Income: $16116 Airbnb ROI: -1.39% Traditional ROI: -0.32%
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 Under contract-accepting backup offers. Perfectly positioned on a quiet cul-de-sac at the ...	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%
560 HARBOR COVE CIRCLE LONGBOAT KEY, FL An exceedingly rare offering within the exclusive Bay Harbour enclave of Bay Isles on Long...	3 beds \| 4 baths \| 3,485 sq.ft.	$7,900,000	Airbnb cash on cash: -0.94% Traditional cash on cash: -0.26% Airbnb Rental Income: $4647 Traditional Rental Income: $8665 Airbnb ROI: -0.94% Traditional ROI: -0.26%
2367 HARBOUR OAKS DRIVE LONGBOAT KEY, FL NEW PRICE: Lives like a single family home! This 3 bedroom, 2 1/2 bath villa with over 2,2...	3 beds \| 3 baths \| 2,219 sq.ft.	$949,500	Airbnb cash on cash: -0.22% Traditional cash on cash: 0.95% Airbnb Rental Income: $4647 Traditional Rental Income: $4724 Airbnb ROI: -0.22% Traditional ROI: 0.95%
3311 SABAL COVE DRIVE LONGBOAT KEY, FL Expertly designed by the highly regarded John Cannon Homes, known for exceptional quality ...	4 beds \| 4 baths \| 3,416 sq.ft.	$2,450,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 1.43% Airbnb Rental Income: $6133 Traditional Rental Income: $6915 Airbnb ROI: 0.55% Traditional ROI: 1.43%
3598 FAIR OAKS LANE LONGBOAT KEY, FL Situated within the gated Queens Harbour enclave of Bay Isles, this thoughtfully updated f...	4 beds \| 4 baths \| 3,417 sq.ft.	$2,795,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 1.03% Airbnb Rental Income: $6133 Traditional Rental Income: $7691 Airbnb ROI: -0.03% Traditional ROI: 1.03%

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.

$1,999,979

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%

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.

$1,018,375

Airbnb cash on cash: 1.5%

Traditional cash on cash: 3.19%

Airbnb Rental Income: $4647

Traditional Rental Income: $5286

Airbnb ROI: 1.5%

Traditional ROI: 3.19%

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%

3530 MISTLETOE LANE

LONGBOAT KEY, FL

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

$2,495,000

Airbnb cash on cash: -0.25%

Traditional cash on cash: 0.52%

Airbnb Rental Income: $6133

Traditional Rental Income: $6723

Airbnb ROI: -0.25%

Traditional ROI: 0.52%

718 SPANISH DRIVE N

LONGBOAT KEY, FL

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

$435,000

Airbnb cash on cash: -0.08%

Traditional cash on cash: 0.81%

Airbnb Rental Income: $2861

Traditional Rental Income: $2557

Airbnb ROI: -0.08%

Traditional ROI: 0.81%

509 SPANISH DRIVE N

LONGBOAT KEY, FL

2 beds | 2 baths | 1,357 sq.ft.

$369,000

Airbnb cash on cash: -1.09%

Traditional cash on cash: 1.59%

Airbnb Rental Income: $2861

Traditional Rental Income: $3124

Airbnb ROI: -1.09%

Traditional ROI: 1.59%

510 PUTTER LANE

LONGBOAT KEY, FL

3 beds | 2 baths | 2,253 sq.ft.

$2,875,000

Airbnb cash on cash: -0.26%

Traditional cash on cash: 0.76%

Airbnb Rental Income: $4647

Traditional Rental Income: $6400

Airbnb ROI: -0.26%