Under contract-accepting backup offers. Perfectly nestled on the north side of Windsong on a premium waterfront lot, this stunning Santa Barbara-style Mediterranean estate has not only breathtaking, but exquisite architectural detail and quality throughout & a gorgeous Brazilian tile roof. The home exudes old world charm with an open flexible floor plan including a full separate guest apartment rare to find in Winter Park. Another Carlos Posada masterpiece that is exceptionally constructed and artfully designed in every way! Well-manicured gardens adorn the exterior, while the brick paver driveway meanders under a porte cochere and leads to a beautiful private motor court. Inside, the stately great room boasts a soaring ceiling with intricate wood detail, ornate light fixtures, 3 gas fireplaces and clerestory windows that welcome an abundance of natural light. This space blends seamlessly with the formal dining and living areas, creating an exceptional environment for entertaining. Continuing to the kitchen, this culinary haven is complete with ample cabinet space, a center island with farmhouse sink, a gas range stove and a smaller dining space. All this overlooks the gathering room, featuring another gorgeous cathedral ceiling, an expansive picture window, a second fireplace and access to the butler's pantry. For remote work, the library and office is a secluded sanctuary with wood-paneled walls, built-in shelving and a bay window with seating. Retreat to the owner's suite, with tranquil pool and lake views which offer a sumptuous bath with en suite mini-bar area, separate vanities, a makeup vanity, a Roman shower and water closet. Three other bedrooms, including a guest apartment with a loft, ensure privacy for visitors… Other features incl a 3rd level walk-in storage/flex rm, and 2 security systems, cameras & video, apt generator, icynene insulation, reverse osmosis water in Ki, central vac, lightning rods, 3 tankless water heaters, etc. Outdoor living includes the opulent oasis is elegant and inviting, featuring covered and uncovered seating areas, a third fireplace, a pergola surrounded by lush landscape, private courtyards, a fountain, landscape lighting, and an extravagant heated/salt pool with views of a picturesque pond. With proximity to hospitals, schools, golf courses, and the eclectic dining and shopping of Park Avenue, this immaculate one-owner home embodies luxury living at its finest and couldn't begin to be reproduced today anywhere near this offering price.