Welcome to 5209 Pesto Way, an exceptionally rare opportunity in Oak Park's coveted Monte Carlo neighborhood. Set behind private gates and peacefully set back from the street, this extraordinary 6 bedroom, 4 bathroom home offers an unmatched combination of space, privacy, views, and resort-style living. Offering 3,031 square feet of living space, this is the largest home in Monte Carlo and sits on one of its largest lots-an approx. 14,000 sq ft lot that feels like your own private retreat. A thoughtfully designed 650-square-foot downstairs addition provides incredible flexibility and can easily serve as a second primary suite, guest quarters, media room, or additional living space. Outside, the entertainers yard has it all. Enjoy a sparkling salt water pool and spa, a newly built firepit, outdoor kitchen, generous seating and dining areas, and plenty of room to lounge, entertain, and enjoy the spectacular mountain views. This unique lot creates a level of seclusion that is remarkably hard to find. Once inside, you'll immediately notice the beautiful new hickory hardwood flooring, and a tremendous amount of natural light. On the main level, you'll find two bedrooms, one of which is perfectly suited for a second primary suite, and two baths. The chefs kitchen opens up to the family room with a cozy fireplace, where you can really enjoy your family and friends while cooking. The upstairs is complete with four bedrooms, including a luxurious primary suite featuring a newly remodeled primary bathroom. The spa-like bath showcases elegant basket weave mosaic tile flooring, a large custom vanity, a spacious walk-in shower with subway tile, and a beautiful soaking tub. Other notable upgrades include new dual A/C units, resurfaced pool and spa, tankless water heater and more. Ideally situated within the highly desirable, award-winning Oak Park school district and just a short drive from the beach, this is a truly special property that rarely comes to market.