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100 Old Green Bay Road

Winnetka, IL 60093
  • $3,200,000
  • STATUS: Active
  • MLS #: 12555408
UPDATED: 41 min ago
$3,200,000
  • 6
    BEDS
  • 0.57
    ACRES
  • 4
    BATHS
  • 2
    1/2 BATHS
  • 7,914
    SQFT
  • $404
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1914
County:
Area:

School Information

Elementary School:
School District:
36

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!

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© 2026 Midwest Real Estate Data LLC. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by MTP, MRED or @properties.

Based on information submitted to the MLS GRID as of 2026-06-15T15:28:10.953 UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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100 Old Green Bay Road Winnetka, IL 60093

  • Price: $3,200,000
  • Status: Active
  • On Site: Days
  • Updated: 41 min ago
  • MLS #: 12555408
6
Beds
4
Baths
2
½ Baths
0.57
Acres
7,914
SQFT
$404
$/SQFT
1914
Built
Neighborhood:
Winnetka
County:
Cook
Area:
Winnetka
Elementary School:
Hubbard Woods Elementary School
Middle School:
Carleton W Washburne School
High School:
New Trier Twp H.S. Northfield/Wi
School District:
36
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!
Exterior Features

Foundation Details Brick/MortarConcrete Perimeter Is Parking Included In Price Yes Lot Size .50-.99 Acre Parking Features OtherGarage Door OpenerGarageYesGarage OwnedAttached Parking Total 3 Roof Asphalt Types 3 Stories Waterfront YN No

Interior Features

Approximate Finished Sq Ft 7914 Basement Bathrooms YN Yes Basement Details Partially FinishedFull Bedrooms Below Grade 0 Bedrooms Total 6 Cooling Central Air Dining Room Separate Fireplace Features Wood BurningGas LogGas Starter Fireplace Location Family RoomLiving RoomOther Fireplaces Total 4 Heating Natural GasForced Air Lower Square Feet 2348 Main Sq Ft 2827 Room Type Bonus RoomBedroom 5Bedroom 6Eating AreaFamily RoomFoyerMud RoomOfficeRecreation RoomStorageTerrace Rooms Bedroom 5 (Third) Bedroom 6 (Third) Eating Area (Main) Office (Main) Bonus Room (Third) Recreation Room (Basement) Family Room - Down (Basement) Foyer (Main) Mud Room (Main) Terrace (Main) Bedroom 2 (Second) Bedroom 3 (Second) Bedroom 4 (Second) Dining Room (Main) Family Room (Main) Kitchen (Main) Laundry (Second) Living Room (Main) Master Bedroom (Second) Rooms Total 15 Total Sq Ft 7914 Unfinished Sqft 7914 Upper Square Feet 2739

Property Features

Additional Parcels YN No Age 100+ Years Association Fee Frequency Not Applicable Association Fee Includes None Built Before1978 YN Yes Corporate Limits Winnetka Disability Access And Or Equipped No Electric 200+ Amp Service General Information School Bus ServiceCommuter Train Master Association Fee Frequency Not Required Mls Actual Status Active New Construction YN No Other Equipment Ceiling Fan(s)Sump PumpSprinkler-LawnAir PurifierBackup Sump Pump; Ownership Fee Simple Rebuilt YN No Rehab Year 2004 Sewer Public Sewer Special Listing Conditions None Tax Annual Amount 38431 Tax Year 2023 Township New Trier Type Detached Single Water Source Lake Michigan

Listing courtesy of © 2026 Midwest Real Estate Data LLC as distributed by MLS GRID.
Listing provided courtesy of Compass: 847-446-9600.



© 2026 Midwest Real Estate Data LLC. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by MTP, MRED or @properties.

Based on information submitted to the MLS GRID as of 2026-06-15T15:28:10.953 UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Digital Millennium Copyright Act
 
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