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An architectural triumph in the heart of Chicago, this extraordinary 7 bed/7 bath East Ravenswood residence pairs the scale and sophistication of a private retreat with the warmth and livability of a true family home. Designed by award-winning Chicago architect Chip von Weise of von Weise Associates, the approximately 12,000-square-foot residence is thoughtfully composed as three distinct pavilions connected by dramatic glass-enclosed stair halls, creating an effortless dialogue between architecture, landscape, and light. Set on an exceptional 92-by-165-foot lot, the home unfolds around a private outdoor oasis with a 13-foot-deep swimming pool, spa, generous terraces, a fire pit, and lush professional landscaping. Radiant-heated pavers, sidewalks, and driveway extend the home's comfort well into the colder months, while the three-car attached garage and expansive drive provide parking for several additional vehicles. Inside, walls of glass and a refined palette of limestone, stucco, zinc, and warm woods create a sophisticated yet inviting backdrop. The expansive main level offers gracious entertaining spaces, a stunning Ernestomeda kitchen with custom cabinetry, a family room anchored by a fireplace, formal office, and seamless access to the terrace and pool. Multiple fireplaces add warmth throughout (eight in total), while beautifully appointed powder rooms-including one with antiqued mirror wall panels-bring an unexpected note of glamour. The private quarters are equally impressive, with seven bedrooms on the second level, along with an office and gym. A flexible secondary living area provides an ideal gathering space, while the lower level takes the concept of home recreation to another level with a full sport court, recreation room, and home theater. Featured in Modern Luxury as an "Everyday Getaway," the residence was conceived as a place where sophisticated design and everyday life could coexist beautifully. Every detail reflects that philosophy: elevated enough to impress, comfortable enough to truly live in, and designed to make the most of its remarkable indoor-outdoor setting. A rare opportunity to own an architecturally significant private retreat with the amenities of a five-star resort, all within the city.

Property Details of 4401 North Hermitage Avenue

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Listed by Timothy Salm of Jameson Sotheby's Intl Realty ((312) 929-1564)

Based on information submitted to MRED  as of November 4, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or MRED.   All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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