Active

100 Old Green Bay Road

Winnetka, IL 60093
$3,200,000
6beds
6baths
7,914sqft
0.57acres
Ask Dwello about this home
Anything from "is it priced right?" to "what's the catch?"

About this home

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!
MLS Description — as provided by the listing brokerage.

The facts

Property typeResidential
Year built1914
Garage spaces3
Fireplaces4
Lot size0.57 acres
Annual tax$38,431
CountyCook
MLS #MRD12555408
Days on market7

Schools

ElementaryHubbard Woods Elementary School
Middle / JuniorCarleton W Washburne School
High schoolNew Trier Twp H.S. Northfield/Wi

Features

Heating
Natural GasForced Air
Cooling
Central Air
Parking
OtherGarage Door OpenerGarageYesGarage OwnedAttached
Construction
Brick
Sewer
Public Sewer
Listed by
Compass
Joanne Hudson · 847-971-5024

Listing courtesy of mred MLS as distributed by MLS GRID.

Based on information submitted to the MLS GRID as of 2/22/2026, 6:07:10 AM. All data should be independently verified.

You + your agent

What do you think?

React below so your dwello agent knows how you feel. Leave a note to start a conversation about this home.

Loading…