799 OAK SHADOWS Rd

Under contract-accepting backup offers. Set against a serene conservation backdrop, this Contemporary Mediterranean estate is a masterwork of design, craftsmanship, and modern refinement. Custom built by ISSA and spanning over 4,200 square feet, the residence offers five bedrooms, five-and-a-half baths, and a seamless blend of grand-scale living with intimate luxury. From the moment you enter the dramatic two-story foyer, architectural archways and curated sightlines set a tone of understated elegance. Natural light pours through expansive windows, illuminating freshly updated interiors and creating a graceful connection between indoor living and the outdoor oasis beyond. The gourmet kitchen is a centerpiece worthy of the most discerning host, featuring custom cherry cabinetry, rich granite surfaces, accent lighting, warming drawer, breakfast bar, center island, and a generous eat-in area overlooking the pool and conservation. Adjacent living spaces flow effortlessly, including an expansive family room with fireplace and arched niches, as well as formal living and dining rooms designed for refined entertaining. The first-floor primary suite is a private retreat with direct access to the pool, dual walk-in closets, and a spa-inspired bath featuring a jetted soaking tub, separate walk-in shower, and custom cabinetry with split vanities. A first-floor office with a full bath offers flexibility for a private study or guest suite. Upstairs, two additional bedrooms each enjoy access to their own baths, while a large bonus suite above the three-car garage includes a kitchenette and is ideal as a home theater, guest apartment, or executive studio. The home is thoughtfully wrapped around a luxurious screened saltwater pool and spa, recently enhanced with updated systems, painted deck surfaces and ceilings, new fans, and refreshed lighting. This outdoor retreat offers tranquil views of lush conservation and tropical landscaping, creating a resort-like setting for relaxation or entertaining. Notable recent improvements include a new roof, three updated HVAC systems, WiFi-enabled thermostats, smart appliances, WiFi-enabled water heaters and irrigation controller, upgraded pool equipment, new cooktop, wired smoke detectors throughout, LED tray lighting, refreshed interior and exterior lighting, and comprehensive interior repainting. These updates reflect meticulous care and a commitment to modern comfort, efficiency, and peace of mind. A tendam three-car garage with oversized bays completes the estate, while Celebration’s renowned walking and biking trails, parks, and vibrant town center are just moments away. This is not simply a home—it is a private sanctuary, impeccably maintained and thoughtfully updated, offering timeless elegance and effortless luxury in one of Celebration’s most coveted settings.