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!
Active
$3,200,000
100 Old Green Bay Rd, Winnetka, IL 60093
6beds
7,914sqft
Est.:
Single Family Residence
Built in 1914
0.57 Acres Lot
$-- Zestimate®
$404/sqft
$-- HOA
What's special
Music room with fireplaceUpdated hall bathGrilling and dining terraceThree-car attached garageDouble dishwashersLarge playroomStunning custom kitchen
- 33 days |
- 3,451 |
- 65 |
Zillow last checked: 7 hours ago
Listing updated: February 21, 2026 at 10:07pm
Listing courtesy of:
Joanne Hudson 847-971-5024,
Compass
Source: MRED as distributed by MLS GRID,MLS#: 12555408
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
Rooms
- Room types: Bonus Room, Bedroom 5, Bedroom 6, Eating Area, Family Room, Foyer, Mud Room, Office, Recreation Room, Storage, Terrace
Primary bedroom
- Features: Flooring (Hardwood), Bathroom (Full)
- Level: Second
- Area: 288 Square Feet
- Dimensions: 18X16
Bedroom 2
- Features: Flooring (Hardwood)
- Level: Second
- Area: 165 Square Feet
- Dimensions: 15X11
Bedroom 3
- Features: Flooring (Hardwood)
- Level: Second
- Area: 187 Square Feet
- Dimensions: 17X11
Bedroom 4
- Features: Flooring (Hardwood)
- Level: Second
- Area: 260 Square Feet
- Dimensions: 20X13
Bedroom 5
- Features: Flooring (Hardwood)
- Level: Third
- Area: 120 Square Feet
- Dimensions: 15X8
Bedroom 6
- Features: Flooring (Hardwood)
- Level: Third
- Area: 130 Square Feet
- Dimensions: 13X10
Bonus room
- Features: Flooring (Carpet)
- Level: Third
- Area: 432 Square Feet
- Dimensions: 24X18
Dining room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 247 Square Feet
- Dimensions: 19X13
Eating area
- Features: Flooring (Hardwood)
- Level: Main
- Area: 221 Square Feet
- Dimensions: 17X13
Family room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 475 Square Feet
- Dimensions: 25X19
Other
- Features: Flooring (Other)
- Level: Basement
- Area: 615 Square Feet
- Dimensions: 41X15
Foyer
- Level: Main
- Area: 147 Square Feet
- Dimensions: 21X7
Kitchen
- Features: Kitchen (Eating Area-Table Space, Island), Flooring (Hardwood)
- Level: Main
- Area: 210 Square Feet
- Dimensions: 15X14
Laundry
- Features: Flooring (Other)
- Level: Second
- Area: 40 Square Feet
- Dimensions: 8X5
Living room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 475 Square Feet
- Dimensions: 25X19
Mud room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 80 Square Feet
- Dimensions: 10X8
Office
- Features: Flooring (Other)
- Level: Main
- Area: 160 Square Feet
- Dimensions: 10X16
Recreation room
- Features: Flooring (Other)
- Level: Basement
- Area: 550 Square Feet
- Dimensions: 25X22
Other
- Features: Flooring (Other)
- Level: Main
- Area: 154 Square Feet
- Dimensions: 11X14
Heating
- Natural Gas, Forced Air
Cooling
- Central Air
Features
- Basement: Partially Finished,Full
- Number of fireplaces: 4
- Fireplace features: Wood Burning, Gas Log, Gas Starter, Family Room, Living Room, Other
Interior area
- Total structure area: 7,914
- Total interior livable area: 7,914 sqft
Property
Parking
- Total spaces: 3
- Parking features: Other, Garage Door Opener, Garage, Yes, Garage Owned, Attached
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 3
- Patio & porch: Patio
Lot
- Size: 0.57 Acres
Details
- Parcel number: 05171030230000
- Special conditions: None
- Other equipment: Ceiling Fan(s), Sump Pump, Sprinkler-Lawn, Air Purifier, Backup Sump Pump;
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Brick/Mortar, Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1914
- Major remodel year: 2004
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Sewer
- Water: Lake Michigan
Community & HOA
HOA
- Services included: None
Location
- Region: Winnetka
Financial & listing details
- Price per square foot: $404/sqft
- Tax assessed value: $1,633,420
- Annual tax amount: $38,431
- Date on market: 2/16/2026
- Ownership: Fee Simple
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 2/16/2026 | Listed for sale | $3,200,000$404/sqft |
Source:  MRED as distributed by MLS GRID #12555408 Report a problem | ||
| 11/1/2025 | Listing removed | $3,200,000$404/sqft |
Source: MRED as distributed by MLS GRID #12465502 Report a problem | ||
| 9/9/2025 | Listed for sale | $3,200,000+197.7%$404/sqft |
Source: MRED as distributed by MLS GRID #12465502 Report a problem | ||
| 9/17/1999 | Sold | $1,075,000$136/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2023 | $38,431 +6.9% | $163,342 |
| 2022 | $35,952 +29.1% | $163,342 +51.3% |
| 2021 | $27,841 +2.2% | $107,930 |
| 2020 | $27,237 +2.1% | $107,930 -7% |
| 2019 | $26,665 -11.1% | $116,054 -8.5% |
| 2018 | $29,986 +2.9% | $126,809 |
| 2017 | $29,138 +0.5% | $126,809 |
| 2016 | $29,003 +13.2% | $126,809 +20.3% |
| 2015 | $25,615 -2% | $105,433 |
| 2014 | $26,145 +9.9% | $105,433 |
| 2013 | $23,796 -13.5% | $105,433 -15.9% |
| 2012 | $27,517 +4.8% | $125,385 |
| 2011 | $26,254 +1.7% | $125,385 |
| 2010 | $25,808 -6.1% | $125,385 -20.3% |
| 2009 | $27,497 +5% | $157,396 -5% |
| 2008 | $26,180 -2.2% | $165,681 -7.1% |
| 2007 | $26,768 +8% | $178,253 +29.9% |
| 2006 | $24,796 +1.8% | $137,232 |
| 2005 | $24,358 +3.5% | $137,232 |
| 2004 | $23,533 +7.1% | $137,232 +27.8% |
| 2003 | $21,982 +7.6% | $107,400 |
| 2002 | $20,423 +12.5% | $107,400 |
| 2001 | $18,156 +2.8% | $107,400 +19.6% |
| 2000 | $17,666 +7.9% | $89,807 |
| 1999 | $16,367 | $89,807 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$21,809/mo
Principal & interest
$16502
Property taxes
$5307
More affordability tools
Climate risks
Neighborhood: 60093
Nearby schools
GreatSchools rating
- 10/10Hubbard Woods Elementary SchoolGrades: K-4Distance: 0.5 mi
- 5/10Carleton W Washburne SchoolGrades: 7-8Distance: 1.2 mi
- 10/10New Trier Township High School WinnetkaGrades: 10-12Distance: 2.3 mi
Schools provided by the listing agent
- Elementary: Hubbard Woods Elementary School
- Middle: Carleton W Washburne School
- High: New Trier Twp H.S. Northfield/Wi
- District: 36
Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- 100 Old Green Bay Rd
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