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
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
3453 WINDING OAKS DRIVE #27LONGBOAT KEY, FLLocation, Location, Location! This three bedroom, three bath villa/condo, located on the ... |
3 beds | 3 baths | 2,608 sq.ft. |
$1,150,000 |
Airbnb cash on cash: 1.35%
|
4380 EXETER DRIVE 303LONGBOAT KEY, FLPENTHOUSE UNIT!! Only attached to one other unit!! SELLERS HAVE AN ASSUMABLE MORTGAGE AT... |
2 beds | 2 baths | 1,152 sq.ft. |
$540,000 |
Airbnb cash on cash: 1.93%
|
610 HIBISCUS WAYLONGBOAT KEY, FLPre-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%
|
5005 GULF OF MEXICO DRIVE #5LONGBOAT KEY, FLUnbelievable 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%
|
6603 GULFSIDE ROADLONGBOAT KEY, FLPre-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%
|
4401 GULF OF MEXICO DRIVE #704LONGBOAT KEY, FLPRICE 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%
|
709 BAYPORT WAY #709LONGBOAT KEY, FLWelcome to Bayport Beach & Tennis Club, an exceptional coastal community located on Longbo... |
2 beds | 2 baths | 1,400 sq.ft. |
$649,500 |
Airbnb cash on cash: 1.58%
|
2450 HARBOURSIDE DRIVE #212LONGBOAT KEY, FLIndulge 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%
|
100 SANDS POINT ROAD #324LONGBOAT KEY, FLSands Point is the most remarkable and unique complex on Longboat Key. Units are rarely av... |
3 beds | 2 baths | 1,941 sq.ft. |
$1,190,000 |
Airbnb cash on cash: -0.66%
|
360 GULF OF MEXICO DRIVE #322LONGBOAT KEY, FLThis is your perfect tropical Happy Place! Elevator access takes you directly to your very... |
3 beds | 3 baths | 2,246 sq.ft. |
$1,495,000 |
Airbnb cash on cash: 0.94%
|
7147 LA LENAIRE DRIVELONGBOAT KEY, FLThis is a once-in-a-lifetime opportunity to own the crown jewel of Florida's west coast. N... |
5 beds | 6 baths | 3,503 sq.ft. |
$6,750,000 |
Airbnb cash on cash: -0.56%
|
3802 GULF OF MEXICO DRIVE #A103LONGBOAT KEY, FLWOWZA--CHECK OUT THE NEW PRICE! PRICED TO SELL!! STILL DRY AND UNDAMAGED FROM ALL RECENT S... |
2 beds | 2 baths | 1,396 sq.ft. |
$459,900 |
Airbnb cash on cash: 3.37%
|
1930 HARBOURSIDE DRIVE #122LONGBOAT KEY, FLBEST PRICED HARBOURSIDE UNIT THAT'S BEEN BEAUTIFULLY RENOVATED & READY TO ENJOY! THIS IS T... |
2 beds | 2 baths | 1,192 sq.ft. |
$698,000 |
Airbnb cash on cash: 1.32%
|
545 SANCTUARY DRIVE #B806LONGBOAT KEY, FLPerched on the eighth floor of Building III in a tranquil south corner location, this sun-... |
3 beds | 3 baths | 2,375 sq.ft. |
$2,195,000 |
Airbnb cash on cash: -0.08%
|
240 SANDS POINT ROAD #4507LONGBOAT KEY, FLWelcome to your dream condo at the Longboat Key Club! This recently remodeled unit offers ... |
2 beds | 2 baths | 1,619 sq.ft. |
$2,500,000 |
Airbnb cash on cash: -0.95%
|
5444 GULF OF MEXICO DRIVELONGBOAT KEY, FLBehold a sanctuary of contemporary elegance, where luxury and innovation converge to creat... |
5 beds | 5 baths | 6,000 sq.ft. |
$6,900,000 |
Airbnb cash on cash: -0.69%
|
3576 FAIR OAKS WAYLONGBOAT KEY, FLTruly a spectacular waterfront location, sitting on the point in Queens Harbour behind the... |
3 beds | 6 baths | 3,727 sq.ft. |
$3,999,000 |
Airbnb cash on cash: -0.97%
|
4390 EXETER DRIVE #305LONGBOAT KEY, FLNO DAMAGE SUSTAINED FROM RECENT HURRICANES! This gorgeous, completely remodeled condo is r... |
1 beds | 1 baths | 756 sq.ft. |
$430,000 |
Airbnb cash on cash: 3.96%
|
1045 GULF OF MEXICO DRIVE #403LONGBOAT KEY, FLCoastal living at its finest and the perfect beach front retreat. This fourth floor reside... |
2 beds | 2 baths | 1,503 sq.ft. |
$1,475,000 |
Airbnb cash on cash: -0.58%
|
549 SLOOP LANELONGBOAT KEY, FLExperience unparalleled luxury and elegance at this prestigious Country Club Shores reside... |
4 beds | 5 baths | 4,127 sq.ft. |
$3,900,000 |
Airbnb cash on cash: 0.01%
|
2945 PYRULA DRIVELONGBOAT KEY, FLDiscover unparalleled modern living at this custom contemporary residence nestled on a qui... |
5 beds | 5 baths | 3,815 sq.ft. |
$4,295,000 |
Airbnb cash on cash: 0.37%
|
826 BAYPORT WAY #826LONGBOAT KEY, FLImagine 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%
|
455 LONGBOAT CLUB ROAD #807LONGBOAT KEY, FLExperience unparalleled coastal living in this luxury condo, nestled behind the gates of t... |
3 beds | 3 baths | 2,410 sq.ft. |
$2,950,000 |
Airbnb cash on cash: -0.25%
|
4360 CHATHAM DRIVE #F204LONGBOAT KEY, FLNO STORM DAMAGE! Enjoy the epitome of coastal living nestled in the VIBRANT community of L... |
1 beds | 1 baths | 747 sq.ft. |
$399,000 |
Airbnb cash on cash: 4.34%
|
569 SUTTON PLACELONGBOAT KEY, FLWelcome to Sutton Place, a beautifully maintained 3-bedroom, 2-bathroom residence located ... |
3 beds | 2 baths | 1,198 sq.ft. |
$479,000 |
Airbnb cash on cash: 5.66%
|
4340 FALMOUTH DRIVE #203LONGBOAT KEY, FLLongboat Harbour offers a vast amount of community amenities, including boat docks, a kaya... |
2 beds | 2 baths | 1,090 sq.ft. |
$489,000 |
Airbnb cash on cash: 3.03%
|
2251 GULF OF MEXICO DRIVE #301LONGBOAT KEY, FLWelcome to Aria, a luxurious sanctuary on the historic Villa am Meer estate on Longboat Ke... |
4 beds | 5 baths | 3,921 sq.ft. |
$6,499,000 |
Airbnb cash on cash: -1.25%
|
780 TARAWITT DRIVELONGBOAT KEY, FLHome available to show and was unaffected by the recent Hurricane Milton. Majestic Waterfr... |
3 beds | 2 baths | 1,540 sq.ft. |
$1,045,000 |
Airbnb cash on cash: 1.54%
|
2721 GULF OF MEXICO DRIVE #607LONGBOAT KEY, FLWelcome to Unit #607 at the Beachcomber on Longboat Key, where endless bay and beach views... |
1 beds | 1 baths | 675 sq.ft. |
$525,000 |
Airbnb cash on cash: 3.09%
|
2301 GULF OF MEXICO DRIVE #25NLONGBOAT KEY, FLThis inviting residence at the Islander Club of Longboat Key offers a peaceful retreat wit... |
2 beds | 2 baths | 1,235 sq.ft. |
$649,000 |
Airbnb cash on cash: 1.5%
|
596 YAWL LANELONGBOAT KEY, FLThis is one of the most significant properties in the prestigious Country Club Shores comm... |
5 beds | 6 baths | 7,374 sq.ft. |
$5,999,000 |
Airbnb cash on cash: -1.08%
|
4600 GULF OF MEXICO DRIVE #203LONGBOAT KEY, FLNO 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%
|
3235 GULF OF MEXICO DRIVE #A305LONGBOAT KEY, FLWelcome to your own personal coastal retreat at Portobello on Longboat Key. This exquisite... |
2 beds | 2 baths | 1,260 sq.ft. |
$1,195,000 |
Airbnb cash on cash: 0.08%
|
380 GULF OF MEXICO DRIVE #513LONGBOAT KEY, FLDiscover the epitome of Longboat Key living at Tangerine Bay Club, where panoramic bay vis... |
3 beds | 3 baths | 2,490 sq.ft. |
$1,499,000 |
Airbnb cash on cash: 0.92%
|
500 HARBOR POINT ROADLONGBOAT KEY, FLNestled 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%
|
501 HARBOR POINT ROADLONGBOAT KEY, FLRare opportunity to acquire completely remodeled waterfront residence (Finished in 2023) o... |
5 beds | 6 baths | 6,125 sq.ft. |
$10,500,000 |
Airbnb cash on cash: -0.79%
|
4440 EXETER DRIVE #301LONGBOAT KEY, FLWelcome to this beautifully updated top floor corner residence with Gulf and Bay views. Co... |
2 beds | 2 baths | 1,168 sq.ft. |
$669,000 |
Airbnb cash on cash: 1.2%
|
1485 GULF OF MEXICO DRIVE #201LONGBOAT KEY, FLWelcome to Players Club on Longboat Key, an exclusive community offering a premier coastal... |
3 beds | 3 baths | 1,551 sq.ft. |
$1,095,000 |
Airbnb cash on cash: 1.69%
|
4651 GULF OF MEXICO DRIVE #402LONGBOAT KEY, FLExperience 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%
|
680 LONGVIEW DRIVELONGBOAT KEY, FLPre-Construction. To be built. Pre-Construction Opportunity at 680 Longview Drive â Welc... |
4 beds | 6 baths | 4,374 sq.ft. |
$3,375,000 |
Airbnb cash on cash: 0.1%
|
Real Estate investment in Longboat-key, FL
There are 122 properties for sale in the city of Longboat Key . The median list price in Longboat Key is $1,280,000 and the average price per square foot is $544. In December 2024, the average monthly cash on cash return in Longboat Key is N/A%. The average monthly rental income in Longboat Key is $3,407.