799 Oak Shadows Rd, Kissimmee, FL 34747

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 acces