Winnetka, IL 60093 100 Old Green Bay Road

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Presented By: Compass
  • MLS# 12555408
  • 02/16/2026
  • Request Tour
  • Request Info
  • Beds • 6
  • Full/Half Baths • 4 / 2
  • SQFT • 7,914
  • Garage • 3

Home Details

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!
Presented By: Compass

Interior Features for 100 Old Green Bay Road

Bedrooms

Bedrooms Possible6
Total Bedrooms6

Bathrooms

Half Baths2
Total Baths6

Other Interior Features

LivingAreaSourceAppraiser
BasementPartially Finished, Full
Fireplace FeaturesWood Burning, Gas Log, Gas Starter
Total Fireplaces4

Other Rooms

Room TypeBonus Room, Bedroom 5, Bedroom 6, Eating Area, Family Room, Foyer, Mud Room, Office, Recreation Room, Storage, Terrace

General for 100 Old Green Bay Road

Additional Parcels Y/NNo
Assoc Fee Paid PerNot Applicable
Association Fee IncludesNone
CityWinnetka
Construction MaterialsBrick
CoolingCentral Air
CountyCook
DirectionsSheridan Road to Scott Street; west to Old Green Bay then north to 100 Old Green Bay.
Electric200+ Amp Service
Elementary SchoolHubbard Woods Elementary School
Elementary School District36
Full Baths4
Garage Spaces3
HeatingNatural Gas, Forced Air
High SchoolNew Trier Twp H.S. Northfield/Wi
High School District203
Living Area7914
MLS AreaWinnetka
Middle/Junior High SchoolCarleton W Washburne School
Middle/Junior School District36
New ConstructionNo
OwnershipFee Simple
PossessionNegotiable
Property TypeResidential
Property TypeDetached Single
RoofAsphalt
SewerPublic Sewer
Standard StatusActive
StatusActive
Tax Annual Amount38431
Tax Year2023
Total Rooms15
TownshipNew Trier
Year Built1914

Exterior for 100 Old Green Bay Road

Foundation DetailsBrick/Mortar, Concrete Perimeter
Lot Dimensions24668
Lot Size Acres0.57
Other EquipmentCeiling Fan(s), Sump Pump, Sprinkler-Lawn, Air Purifier, Backup Sump Pump;
Parking FeaturesOther, Garage Door Opener, Garage, Yes, Garage Owned, Attached
Total Parking3
Water SourceLake Michigan
Waterfront Y/NNo

Additional Details

Price History

Schools

Middle School Carleton W Washburne School Middle School
Elementary School Hubbard Woods Elementary School
High School New Trier Twp H.S. Northfield/Wi

Client Care

Price $3,200,000
MLS#12555408
List Date 02/16/2026
Property Type Single Family
Phone 847.485.2500
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