Set along a picturesque, oak-lined street in the highly coveted Villa Rosa Park, steps from the iconic Bayshore Boulevard sits an extraordinary, award-winning contemporary residence. A masterclass in architectural design, luxury, and effortless living. Custom built by Windstar Homes this home offers both striking curb appeal and a sense of serene privacy. The home makes an unforgettable impression. A dramatic 42-inch custom pivoting steel door opens to a breathtaking three-story foyer, where a soaring stacked stone feature wall, custom designer pendants, and a floating walnut staircase create a stunning architectural centerpiece. Every detail has been thoughtfully curated for both grand entertaining and refined everyday living. Spanning three spacious levels, the residence showcases all block construction, hurricane-rated windows and doors, a private elevator servicing all floors, and a suite of high-performance systems including a whole-house Generac generator, tankless gas water heater, whole-house water filtration, integrated CATV wiring, and a Savant home automation system, and security. The main living level is designed to blur the line between indoors and out. Expansive EuroWall stacking glass doors open to a lush, manicured backyard retreat featuring a resort-style pool and spa with outdoor speakers, custom landscape lighting, and a gas fire pit-creating an intimate, private setting for both relaxed evenings and elevated entertaining. Inside, whitewashed wide-plank oak floors run throughout, enhancing the modern elegance. At the heart of the home, the chef's kitchen is both functional and inspiring, featuring a full suite of Thermador appliances, custom Busby cabinetry, and leathered quartzite countertops. Adjacent, a show-stopping cocktail bar-complete with dual 84-inch wine towers and ice maker-creates the ultimate setting for entertaining at any level. For the automotive enthusiast, the property offers a rare and remarkable feature: two climate-controlled garages. Space for up to five vehicles, both garages are equipped with a slimline Mitsubishi split system. Designed with exceptional versatility in mind, the secondary garage transforms seamlessly into an extension of the home's living space-fully equipped with a gas fireplace, television, and a retractable screen enclosure when opening to the backyard, this unique space functions as a stylish indoor-outdoor lounge, perfect for entertaining, relaxing, or showcasing prized vehicles in a gallery-like setting. Upstairs, a one-of-a-kind private cinema elevates the experience of home living, featuring CinemaTech seating for eight with a 120-inch screen. The second level also hosts a serene, hotel-inspired primary suite along with an additional two bedrooms, all designed with comfort and sophistication in mind. Crowning the home is the spectacular third-floor sky deck-an entertainer's dream and a true sanctuary in the sky. Designed for both vibrant gatherings and quiet moments, this expansive rooftop retreat features a covered bar, sound system, and ltelevisions, all set against the backdrop of breathtaking Florida sunsets. With flexible living options, including convertible bedroom configurations, this home adapts effortlessly to your lifestyle. It presents a rare opportunity to step into a turnkey luxury experience. Resort-style, low-maintenance living meets architectural excellence. This is more than a home-it is a statement, a sanctuary, and an experience unlike any other.