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.
Additional Features
- Wrought Iron
- Central
- Sprinklers In Front
- Sprinklers In Rear
- Two
- Mountain(s)
- Hills
- Parking spaces: 3.00
- Listing Status: Active Under Contract
- Listing Agent: Jonah Shenson
(lic# 01963119)
of Conejo
- Listing Office: Sotheby's International Realty
(lic# 00899496)
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Based on information from CRISNet MLS as of 29th September 2026 at 1:29am. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
