Longboat Key Homes with 5+ Car Garage Garage Description

Welcome to Longboat Key, Florida, a hidden gem nestled along the stunning Gulf Coast. This exclusive barrier island is known for its pristine beaches, lush landscapes, and vibrant community, making it the perfect place for those seeking a serene yet luxurious lifestyle. Longboat Key offers a unique blend of relaxation and recreation, with upscale dining, boutique shopping, and a variety of outdoor activities that cater to every taste.

One of the standout features of homes in Longboat Key is the impressive availability of properties boasting 5+ car garages. These spacious garages are not just a practical addition; they are a testament to the luxurious lifestyle that Longboat Key embodies. Whether you are an automobile enthusiast with a collection of classic cars, a water sports lover with boats and jet skis, or simply in need of extra storage for your outdoor gear, these expansive garages provide the perfect solution.

Imagine coming home to your stunning waterfront property, where you can park your vehicles in style, all while enjoying breathtaking views of the Gulf. The homes in this area are designed with elegance and functionality in mind, combining modern amenities with timeless charm. With easy access to the island's beautiful beaches and recreational activities, Longboat Key is not just a place to live; it's a lifestyle to embrace.

Explore the enchanting community of Longboat Key, where your dream home awaits, complete with the luxurious garage space you’ve always wanted. Experience the perfect blend of coastal living and upscale convenience in this idyllic paradise!

Newest Longboat Key Homes with 5+ Car Garage Garage Description

$38,450,000

11 Beds ⋅ 17 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code ⋅ A4681869 MLS ⋅ Active Status

Under Construction. Set on nearly two private Gulf-front acres, this visionary estate is emerging as one of the most architecturally significant residences ever conceived on Longboat Key. Designed by the internationally acclaimed firm Sweet Sparkman Architecture & Interiors, the home represents a rare convergence of sculptural design, coastal sensitivity, and modern livability. Bold in concept yet timeless in execution, the main residence unfolds with intention. A dramatic foyer introduces expansive living spaces designed to capture light, scale, and uninterrupted Gulf views. The primary suite is conceived as a private sanctuary, complete with dual spa-inspired baths and bespoke dressing rooms. A stately office, refined lounge, formal dining room, and temperature-controlled wine cellar complement the open-concept great room, which transitions seamlessly to a sweeping Gulf-front terrace. Dual kitchens, a showpiece entertaining kitchen and a separate chef’s kitchen, elevate both daily living and grand-scale hosting. The estate continues upward to a rooftop deck with panoramic coastal vistas, while other levels offer a private cinema, multiple guest suites, and a dedicated guest-level kitchenette. A thoughtfully designed guest house and separate pool house provide additional privacy and flexibility for extended stays or staff accommodations. Outdoors, the setting transforms into a private coastal resort. Lush, layered landscaping surrounds a dramatic resort-style pool and spa, expansive entertaining terraces, tranquil water features, and potential for a private tennis and pickleball court — all oriented toward the Gulf’s endless horizon. Positioned along one of the most coveted stretches of Longboat Key, the property offers both seclusion and proximity to the best of the region, including The Resort at Longboat Key Club, The St. Regis Longboat Key Resort, St. Armand's Circle, and the cultural vibrancy of downtown Sarasota. With construction advancing and pricing evolving accordingly, this is a rare opportunity to secure a generational Gulf-front legacy estate at a pivotal stage. Longboat Key’s global recognition, including its inclusion among Forbes Travel Guide’s Top 12 Destinations, further underscores the enduring value of this extraordinary offering.

5965 Gulf Of Mexico Drive, Longboat Key

$22,000,000

4 Beds ⋅ 7 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code ⋅ A4681242 MLS ⋅ Active Status

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. Encompassing close to five acres on the north end of Longboat Key spanning Sarasota Bay, the combined offering of 6610 and 6630 Gulf of Mexico Drive represents one of the most significant residential holdings available in the area, a legacy estate where endless views of sea and sky create an unforgettable backdrop for living. The property unfolds like a private peninsula, offering exceptional width, depth and privacy. On the eastern shoreline, calm bay waters reflect the morning light with open water, protected shoreline and bridgeless access to the Gulf of Mexico. The primary residence is gracefully positioned on the bayfront, designed to capture eastern exposure and long, tranquil water views across Sarasota Bay. Clean architectural lines, soaring interior volumes, and walls of glass create a continuous dialogue between interior and exterior. Ceilings soar up to 21 feet, allowing light to move freely throughout the home while maintaining warmth and livability. The elevator provides access across levels, while Lutron lighting and automated shades on every window and door allow the home to respond intuitively to the changing light of day. The residence has been impeccably maintained by its original owner, reflecting a level of care and stewardship rarely found. Infrastructure has been thoughtfully addressed, including a whole-home generator that ensures continuity and peace of mind. The owner’s garage sits under a cantilever with access to the interior elevator and an additional air-conditioned four-car garage with large workspace offers a total space for 6 cars and exceptional flexibility for collectors, hobbies or future customization. A lagoon-style pool sits within the landscape, offering a resort-like atmosphere while preserving privacy and water views. A private dock with two boat lifts provides immediate access to Sarasota Bay and the Intracoastal Waterway, creating a seamless boating lifestyle that complements the estate’s waterfrontage. The inclusion of 6630 Gulf of Mexico Drive allows owners to construct a guest house or secondary structure, offering flexibility for multigenerational living, guests, or staff accommodations, offering extraordinary future optionality and ensures the next owner retains control over one of Longboat Key’s irreplaceable resources, land. What ultimately distinguishes this offering is its irreplaceability. Estates of this size, with this combination of architectural pedigree, boating infrastructure, development flexibility and maintained condition are no longer being created. Despite its scale and seclusion, you are moments from the refined lifestyle Longboat Key is known for, private clubs, championship golf, fine dining, IMG Academy and the cultural offerings of Anna Maria Island, St. Armands Circle and downtown Sarasota just beyond the bridge. This is not merely a waterfront home, it is a generational legacy, unmatched in design, scale, privacy and location.

6610 Gulf Of Mexico Drive, Longboat Key

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