Longboat Key

$22,500,000

612 JUAN ANASCO DR, Longboat Key, FL, 34228

Welcome to your private, gated estate on Longboat Key, where coastal luxury meets effortless sophistication. Boasting over 730 feet of water frontage, this stunning property offers panoramic views of...

$22,000,000

6610 GULF OF MEXICO DR, Longboat Key, FL, 34228

Named the House of Columns by world-renowned, award-winning architect Carl Abbott, this palatial Bayfront estate stands as a singular expression of architectural distinction and craftsmanship...

$15,550,000

6685 GULF OF MEXICO DR, Longboat Key, FL, 34228

Where the sky opens wide above the Gulf and the shoreline runs uninterrupted, this extraordinary 12,000+ sq. ft. estate stands with a presence that defies comparison. Set on nearly 200 feet of...

$13,995,000

6489 GULFSIDE RD, Longboat Key, FL, 34228

This Seaward Homes Curated Collection residence at 6489 Gulfside is ready for occupancy. Enjoy the ultimate Longboat Key lifestyle with your own direct Gulf-front private access and stunning views of...

$13,499,000

6680 GULF OF MEXICO DR, Longboat Key, FL, 34228

Welcome to a once-in-a-generation private waterfront family compound on the coveted north end of Longboat Key--an extraordinary 2.4 acre, fully gated coastal estate that blends architectural mastery...

$11,900,000

1600 HARBOR SOUND DR, Longboat Key, FL, 34228

Pre-Construction. To be built. Positioned directly across from the iconic St. Regis Longboat Key Resort, this exceptional waterfront residence offers immediate access to world-class amenities...

$9,995,000

6001 GULF OF MEXICO DR, Longboat Key, FL, 34228

A Gulf-Front Masterpiece on Longboat Key! This stunning Gulf-front estate is perfectly placed on nearly an acre of pristine Gulf-front property along the shoreline on Longboat Key. With direct Gulf...

$7,999,000

3030 GRAND BAY BLVD PH3101, Longboat Key, FL, 34228

Breathtakingly gorgeous PENTHOUSE level condominium recently and meticulously redesigned to a clean-line ultra-luxury residence with advanced ultra smart-home technology managing the entire home. This...

$6,488,000

519 ROUNTREE DR, Longboat Key, FL, 34228

BUILT TO LAST. 519 Rountree is new construction built entirely of concrete block (CBS) across every level--unlike many barrier island homes that transition to wood-frame construction above the flood...

$6,100,000

415 L AMBIANCE DR A301, Longboat Key, FL, 34228

Rare corner Gulf-front residence with expansive wraparound terrace and views. An exceptional residence in L'Ambiance, where sweeping water views and refined coastal design converge. This light-filled...

$5,999,000

2251 GULF OF MEXICO DR 301, Longboat Key, FL, 34228

Welcome to an exceptional Gulf-front residence within the prestigious Aria community on the coveted south end of Longboat Key where refined coastal living meets timeless elegance. Set along 300 feet...

$4,395,000

2161 GULF OF MEXICO DR 3, Longboat Key, FL, 34228

Experience beachfront luxury in this spacious 3,800-square-foot 3-bedroom, 3.5-bath + den/office residence in the prestigious En Provence community on Longboat Key. A private elevator opens to a grand...

$4,123,000

590 DE NARVAEZ DR, Longboat Key, FL, 34228

Step into a new era of coastal modern living with this breathtaking, newly constructed waterfront retreat, perfectly positioned on the exclusive north end of Longboat Key. Designed with intention and...

$3,850,000

1241 GULF OF MEXICO DR 506, Longboat Key, FL, 34228

Welcome to coastal luxury redefined at the Water Club on Longboat Key. This fully reimagined residence at 1241 Gulf of Mexico Dr, Unit 506 has undergone a complete, top-to-bottom renovation completed...

$3,750,000

535 SANCTUARY DR C807, Longboat Key, FL, 34228

Sanctuary penthouse with spectacular views of the Gulf, and Intracoastal Waterway to Sarasota. *Now Unfurnished*. Total renovations completed in 2023 with nothing overlooked, including but not limited...

$3,200,000

614 NORTON ST, Longboat Key, FL, 34228

Experience exceptional waterfront living in this impressive canal-front estate on coveted Longboat Key, offering deep-water boating, a private dock, and quick, easy access to the open Gulf. Perfectly...

$3,125,000

2945 PYRULA DR, Longboat Key, FL, 34228

A contemporary masterpiece awaits Your going to love this house !, constructed in 2024 and completed in December of 2025 this newly built residence blends contemporary architecture with uncompromising...

$2,890,000

435 L AMBIANCE DR L707, Longboat Key, FL, 34228

There are views... and then there is this view! From this desirable seventh-floor corner residence at L'Ambiance, the horizon unfolds in a breathtaking panorama--Gulf of Mexico sunsets ablaze to the...

$2,300,000

2185 GULF OF MEXICO DR 243, Longboat Key, FL, 34228

Experience the pinnacle of island living in this exquisite 3-bedroom, 3-bath penthouse at Villa di Lancia, a prestigious Gulf-front enclave on Longboat Key. One of only 38 residences in this gated...

$1,879,000

3010 GRAND BAY BLVD 493, Longboat Key, FL, 34228

One or more photo(s) has been virtually staged. Perched just one floor below the penthouse in the sought-after Grand Bay IV community on Longboat Key, this 2,550-sq.-ft. Cayman floor plan offers an...