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100 Old Green Bay Road

Winnetka, IL 60093
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Bed 6

Bed

Bath 6

Bath

SqFt7,914

Sqft

Acres0.57

Acre(Lot)

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 wi ndow 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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Detail Ic Property Details

Property Type : Residential

Price : $3,200,000

AD Id : 75411542

MLS Id : MRD12555408

Beds : 6

Lot Size : 0.57 Acre

Living Area Size : 7,914

Year Built : 1914

Garage : 3

County : Cook

  • Map Map

Map

Feature Features

  • Bedroom Information

    Total Bedroom: 6 Room Types: Bonus Room, Bedroom 5, Bedroom 6, Eating Area, Family Room, Foyer, Mud Room, Office, Recreation Room, Storage, Terrace

    Bathroom Information

    Total Baths: 6 Full Baths: 4 Half Baths: 2

    Room Information

    Rooms Total: 15

    Interior Features

    Roof: Asphalt

    Roofing Information

    Asphalt
  • Flooring Information

    Construction Materials: Brick
  • Heating & Cooling

    Heating: Natural Gas, Forced Air Cooling: Central Air WaterSource: Lake Michigan

  • Building Information

    Year Built: 1914

  • Lot Information

    Lot Dimensions: 24668 Lot Acres: 0.57 Lot Size: .50-.99 Acre

    Property Information

    Property Type: Residential Sub Type: Detached Single Type Detached: 3 Stories

  • Listing Price Information

    Original List Price:$3200000

  • Tax Information

    Annual Tax: $38431 Tax Year: 2023 Parcel Number: 05171030230000 Tax Exemption: Homeowner,Senior

  • Parking Information

    Total Parking: 3 Other, Garage Door Opener, Garage, Yes, Garage Owned, Attached Is Parking Included in Price: Yes

    Garage Information

    Garage Space: 3

    Homeowners Association Information

    Included Fees: None

  • School Information

    Elementary School: Hubbard Woods Elementary School Junior High School: Carleton W Washburne School Senior High School: New Trier Twp H.S. Northfield/Wi
  • Utility Information

    Sewer: Public Sewer Water Source: Lake Michigan
  • Location Information

    City: Winnetka Direction: Sheridan Road to Scott Street; west to Old Green Bay then north to 100 Old Green Bay.
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
870 Bryant Avenue, Winnetka, IL, 60093 $2,100,000 4 4 3,762 3,762 SqFt
127 Glenwood Avenue, Winnetka, IL, 60093 $2,795,000 6 5 6,900 6,900 SqFt
972 Elm Street, Winnetka, IL, 60093 $1,329,000 5 4 2,800 2,800 SqFt
1208 Oak Street, Winnetka, IL, 60093 $1,195,000 3 2 2,680 2,680 SqFt
936 Sunset Road, Winnetka, IL, 60093 $4,999,900 6 6 4,159 4,159 SqFt
1015 Sheridan Road, Winnetka, IL, 60093 $3,495,000 6 8 8,303 8,303 SqFt
478 Sunset Road, Winnetka, IL, 60093 $1,700,000 4 4 3,364 3,364 SqFt
919 Hill Road, Winnetka, IL, 60093 $7,999,900 6 9 10,588 10,588 SqFt
1372 Sunview Lane, Winnetka, IL, 60093 $1,650,000 5 5 3,642 3,642 SqFt
320 Woodley Road, Winnetka, IL, 60093 $5,149,000 6 7 13,000 13,000 SqFt
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ByOwner last updated this listing 06/11/2026 @ 18:20

MLS: MRED #12555408 LISTED BY: Joanne Hudson, Compass 847-446-9600 SOURCE: Midwest Real Estate Data LLC (MRED) (Listings courtesy of Midwest Real Estate Data LLC (MRED) as distributed by MLS GRID)

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