100 Old Green Bay Road, Winnetka, IL 60093

• 6 beds |
• 6 baths |
• 7,914 sqft

Property Description

Exceptional architecture meets thoughtful in this spectacular home with original design by Thomas Eddy Tallmadge and renovation design by Paul Konstant, all perfectly set in a park-like setting just steps from the shops, restaurants, train, and Hubbard Woods park and town. Four levels of beautifully imagined living spaces invite both grand entertaining and relaxed everyday living. Step inside the impressive front hall and discover a flowing first floor anchored by a gracious living room, elegant dining room with butler's pantry and a stunning custom kitchen. Here, custom cabinetry, a large island with seating for four, double dishwashers, dual SubZero refrigerators with freezer drawers, and double ovens (and a steam oven) create a true chef's haven. A sun-filled breakfast room with bay window frames serene views of the west terrace and lush lawn, while the adjacent family room with fireplace and grand scale opens to the grilling and dining terrace, making entertaining seamless. Additional first-floor highlights include a music room with fireplace, versatile sunporch/office with French doors to the terrace, two powder rooms, and a generous mudroom connecting to the three-car attached garage with a huge walk-up attic above. The second floor offers a luxurious primary suite, complete with a private sitting room with fireplace, large bath, and generous walk-in closet. Three additional bedrooms, an updated hall bath, and a convenient laundry room complete the second level. On the third floor, a light-filled getaway offers two more bedrooms, a hall bath, and a spacious bonus room perfect for play, work, or retreat. The fully renovated (and excavated) lower level is designed for fun and relaxation, featuring a media/recreation room, large playroom, entertaining bar, sauna, and full bath. With abundant storage across all four floors-including oversized attic and basement storage rooms - this home blends charm with true functionality. Outdoors, the expansive property lives like a private park, with terraces which are ideal for alfresco dining, summer gatherings, and quiet evenings surrounded by nature. All of this in an ideal 10+ location!

Listing Status:

Active

Data Last Updated:

April 3, 2026 at 12:19AM

Listing Office:

Compass : 847-971-5024

Listing Agent:

Joanne Hudson : 847-971-5024

MLS ID:

12555408

Interior

• Rooms: Bonus RoomBedroom 5Bedroom 6Eating AreaFamily RoomFoyerMud RoomOfficeRecreation RoomStorageTerrace
• Dining: Separate
• Basement: Partially FinishedFull
• A/C: Central Air
• Heating: Natural GasForced Air
• Fireplace: Wood BurningGas LogGas StarterFireplaces: 4
• Disability Feature: None

Exterior

• Parking: OtherGarage Door OpenerGarageYesGarage OwnedAttachedParking spaces: 3

Construction

• Roofing: Asphalt
• General: 3 StoriesBrick/MortarConcrete Perimeter

Location

• HOA Amenities: Not Applicable
• Originating MLS: mred
• School District: 36
• County: Cook

Lot

• Zoning: 05171030230000

Utilities

• Utilities: 200+ Amp Service
• Water: Lake Michigan
• Sewer: Public Sewer

Financial

• Source: mred
• Ownership: Fee Simple