Generational opportunity...the chance of a lifetime now awaits in one of Winnetka's most premier "off lake" enclave neighborhoods...nine hundred thirty-six Sunset Road with two golden options for this exclusive real estate offering. This extraordinary Ralph Lauren vibe, country ranch is all about casual elegance with a desirable first floor primary suite. Set on a magnificent one point twenty-nine acre lot, this property now includes a Village approved subdivided zero point sixty-seven acre buildable lot option so you can sell off or use and expand your dream estate with a second structure with separate service entrance. Inviting presence with circular drive and framed manicured grounds presents a very storybook residence with classic architecture, new composite cedar shake roof, copper gutters, and charming dormers creating unforgettable curb appeal. A welcoming covered front porch sets the tone as you enter the foyer through the Farrow and Ball French blue doors, brick flooring and Nantucket inspired millwork. This expansive ranch with southern exposure naturally lights up the entire house as the formal living room with picturesque windows showcases the breathtaking views of the expansive grounds and tennis court. Just beyond, the spectacular sunroom/family room serves as the heart of the home with panoramic views of the lush backyard and entertaining terraces, creating an effortless indoor-outdoor connection. The dining room offers an intimate yet refined setting for gatherings and leads to the updated classic all white kitchen accented with Carrera marble and designed by notable North Shore architect Chip Hackely. Custom cabinetry accented with huge breakfast bar island with seating for six and expansive prep space make this the hub of the house with great views of Sunset Road. An adjoining breakfast area surrounded by French doors overlooks the picturesque property and opens directly to the outdoors. Additional first floor living spaces include an inviting den with vaulted ceilings, custom built-ins, and stone fireplace, offering the perfect retreat for relaxing or entertaining or an expansive option to make primary suite larger. Completing the main level is the luxurious first-floor primary suite, a peaceful sanctuary with rolling green views and spa stone bath. The spacious second floor continues with five family sized bedrooms and three updated all white marble bathrooms, including two private ensuite retreats and an additional hall bathroom. Each bedroom is flooded with light and can also be a perfect place to expand the house if needed. One of the bedrooms is currently being utilized as a sophisticated office space. The lower level offers an exceptional additional living space centered around a large recreation room, kitchenette, laundry center. Enchanting outdoor space with blue stone patios, tennis court,and miniature replica playhouse make this property so special as there is incredible opportunitywith second lot to elevate to another level of luxury by adding a twenty by forty poolwith separate tricked out cabana housewith wellness gym,golf simulator room ,second officeand guest quarters.If you would rather just live in thesouseandsell offthe back land thatis afabulousoptionas wellorevenlive asthehouseisnowandplanforthefuture,itallworkshere.Thisopportunityisoneofakindastherearemanydifferentwaysto optimize nine hundred thirty-six Sunset all while being in an A++ location,southof Willow ,steps to Crow Island,FCH,and NSCD schoolsand either wayto New Trieror Loyola ,plus,dont forget,townandthetrainare right there too.Thisisyouroptimal long term forever house optionastheremanycustomizedopportunitiestomakethisyour own.Either right awayor overtime,the mostimportantthisisthatyouhavesecured aprime addressonthestreetthatfallsrightbehindlivingonthelake.TheultimateNorth Shoreinvestmentpropertytobeofferedyears!