5-Star Living Everyday™
Explore Michael Bennett Homes
Welcome to our collection of exclusive, 5-Star Luxury homes, currently for sale.
Each home in our portfolio embodies our unwavering dedication to bespoke design, meticulous craftsmanship, and extraordinary attention to detail. Contact us today to begin creating your one-of-a-kind dream residence.
Redefining Scale. Elevating Lifestyle.
Winnetka, IL
Spanning over 17,000 sq. ft.—including 7,500 sq. ft. of main-level living—this Winnetka residence redefines lifestyle living. Designed for collectors and entertainers, it blends timeless design with modern innovation, offering privacy, wellness, and true first-floor convenience.
Highlights include a 50-foot art gallery, chef’s kitchen opening to outdoor entertaining, 60-foot pool, dining for 30, wine cellar, theater, golf simulator, spa and fitness rooms, and a luxurious primary suite—all on the main level. Set on a rare one-acre lot in the Crow Island School District, with four ensuite guest bedrooms upstairs and elevator access to all three levels.
Gym & Wellness Retreat
Chicago, IL
Tucked within one of Chicago’s most established neighborhoods, this two-level wellness retreat blends boutique polish with residential comfort—an urban sanctuary where effort and recovery align.
Upstairs, a light-filled training studio with refined finishes and integrated media opens to a welcoming front deck, extending workouts into fresh air. Downstairs, a full kitchen and relaxed living lounge create space to reset and gather. A dedicated wellness suite—complete with shower, sauna, and cold plunge—anchors the experience as a private ritual space. Precise, composed, and quietly luxurious.
Aspen’s Alpine Peaks
Aspen, CO
Set against Aspen’s alpine peaks, this private mountain retreat blends natural textures, expansive glass, and architectural warmth for refined, serene living. Designed for adventure and indulgence, every finish is intentional, every view framed, and every space invites connection or quiet retreat.
A sanctuary of privacy and wellness—where Aspen’s rugged beauty meets uncompromising comfort.
Explore our collection of diverse projects to understand our commitment to building exceptional luxury living, every day