This is a generational North Shore opportunity to own a regal, world class restoration of an architecturally divine in-town Georgian Revival East Winnetka compound. A seamless exquisite blend of historic details blended with today's highest level of luxurious custom design elevates this special property to a league of its own. Privately perched high with a curved red brick perimeter wall & wrought iron gates guide you down a red brick driveway impeccably complemented with extraordinary new grounds by Midwest Arbor. An enchanting outdoor oasis awaits with bluestone patios, Chef's level outdoor kitchen accented with a pergola, all surrounding a pool with picture perfect matching cabana house equipped with full bath, changing rm, W/D, storage & garden shed. Upon entering, the reception foyer sets a soft yet comfortable sophistication. Reminiscent of Chicago's Drake Hotel , you will find an extra wide step grand staircase with wide band hand rails and hand carved balusters that are beyond divine. Soaring ceilings, intricate detailed millwork, wide cased openings, and beautifully restored windows capture the essence of this home. The sun-drenched living room, adorned with FP with a perfectly matched surround of warm hue of blues and custom arched bookshelves, invites you to unwind in style. The walnut paneled dining room, with its magnificent millwork, seamlessly opens to a light-filled sunroom overlooking the newly designed outdoor space. The heart of the home lies in the open & inviting chef's kitchen accented with a vibrant Farrow & Ball blue island, white Villa Blanca marble countertops, and top-of-the-line appliances. A culinary retreat with separate breakfast area highlighted by curved bay picture window leads down to newly redone mudroom centered by a double wide Visual Comfort polished nickel lantern & phenomenal built ins. Adjacent to kitchen and 2nd set of stairs up, is a cozy family room reminiscent of a Ralph Lauren catalog, complete with original letterhead bookcases, another original restored FP and multiple sitting areas. The screened-in porch offers a tranquil escape overlooking coveted Prospect Avenue. Extra wide second level unveils four enchanting bedrooms, including the hotel-level primary suite. A white spa marble bath, two new walk-in closets, and a bedroom with a fireplace define opulence. Three additional bedrooms, two sharing a Jack and Jill bathroom, and the other tucked away for guests, provide comfort and privacy. Ascending to the third level reveals an additional two bedrooms, a bath, an office, and game room space so truly a 3rd floor retreat. The newly redone basement is a revelation-a total grand slam. Martha Stewart approved arts & craft studio, a professional-level gym w/ sauna, a display wine room, and a recreation room with a bar make this space perfect for both relaxation and entertainment. Extra details that make this even more special, true working organic gardens & commercial level 3 car heated garage w/ extra storage & work bench area. With over 10,000 square feet of beautifully polished space on 4 floors of living, this is a rare combination of award winning restored elegance, modern luxury, and unmatched family comfort....660 Prospect Winnetka is far from ordinary; it's an extraordinary residential compound that represents the pinnacle of North Shore living.