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!
Est. $4,294 per month, based on comparable rentals
Sale and tax history for 100 Old Green Bay Rd
Sale History
Tax History
Date
Event
Price
MRED as Distributed by MLS Grid #12555408
Jul 22, 2026
Sold (MLS) (Closed)
$2,960,000
$374/sq ft
Jun 23, 2026
Contingent (Contingent - Continue to Show)
—
Feb 16, 2026
Listed (Active)
$3,200,000
$404/sq ft
MRED as Distributed by MLS Grid #12508841
Jan 27, 2026
Listing Removed
—
MRED as Distributed by MLS Grid #12465502
Oct 31, 2025
Listing Removed
—
Sep 8, 2025
Listed (Active)
*
Public Records
Jul 18, 1980
Sold
$192,000
$24/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$38,431 (+6.9%)
$54,269 + $109,073
$163,342
2022
$35,952 (+29.1%)
$54,269 + $109,073
$163,342
2021
$27,841 (+2.2%)
$51,802 + $56,128
$107,930
2020
$27,237 (+2.1%)
$51,802 + $56,128
$107,930
2019
$26,665 (−11.1%)
$51,802 + $64,252
$116,054
2018
$29,986 (+2.9%)
$44,402 + $82,407
$126,809
2017
$29,138 (+0.5%)
$44,402 + $82,407
$126,809
2016
$29,003 (+13.2%)
$44,402 + $82,407
$126,809
2015
$25,614 (−2.0%)
$37,618 + $67,815
$105,433
2014
$26,144 (+9.9%)
$37,618 + $67,815
$105,433
2013
$23,796 (−13.5%)
$37,618 + $67,815
$105,433
2012
$27,517 (+4.8%)
$37,618 + $87,767
$125,385
2011
$26,254 (+1.7%)
$37,618 + $87,767
$125,385
2010
$25,808 (−6.1%)
$37,618 + $87,767
$125,385
2009
$27,497 (+5.0%)
$38,235 + $119,161
$157,396
2008
$26,180 (−2.2%)
$61,176 + $104,505
$165,681
2007
$26,768
$61,176 + $117,077
$178,253
Public record
Public record
Zoning
Beds
6
Baths
4
Stories
2
Lot width
—
Lot depth
—
Lot size
0.57 Acres
Year renovated
—
Sq. Ft.
4,509
Year built
1914
Style
Single Family Residential
County
Cook County
APN
05171030230000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 12, 2026.
RA
Single Family Residential District
The single family districts provide for a limited range of housing densities consistent with the Village's established residential neighborhoods. The R-A District allows for lower density residential use and larger lot sizes. The R-B and R-C Districts allow for somewhat higher density residential use and smaller lot sizes.
Permitted uses
Include but are not limited to:
Religious facility
Housing-Single unit
Public service
Educational/school
Library
Golf related
Communications tower
Park & open space
Property details
Parking
Parking Information
# of Garage Spaces: 3
# of Parking (Total): 3
Parking Features: Other, Garage Door Opener, Garage, Garage Owned, Attached
Interior
Bathroom Information
# of Baths (Full): 4
# of Baths (1/2): 2
Basement Bathrooms (Y/N): Yes
Bedroom Information
# of Bedrooms: 6
# of Bedrooms Possible: 6
Room Information
Room Type: Bedroom 5
Level: Third
Dimensions: 15 x 8
Flooring: Hardwood
Room Information
Room Type: Bedroom 6
Level: Third
Dimensions: 13 x 10
Flooring: Hardwood
Room Information
Room Type: Eating Area
Level: Main
Dimensions: 17 x 13
Flooring: Hardwood
Room Information
Room Type: Office
Level: Main
Dimensions: 10 x 16
Flooring: Other
Room Information
Room Type: Bonus Room
Level: Third
Dimensions: 24 x 18
Flooring: Carpet
Room Information
Room Type: Recreation Room
Level: Basement
Dimensions: 25 x 22
Flooring: Other
Room Information
Room Type: Family Room - Down
Level: Basement
Dimensions: 41 x 15
Flooring: Other
Room Information
Room Type: Foyer
Level: Main
Dimensions: 21 x 7
Room Information
Room Type: Mud Room
Level: Main
Dimensions: 10 x 8
Flooring: Hardwood
Room Information
Room Type: Terrace
Level: Main
Dimensions: 11 x 14
Flooring: Other
Room Information
Room Type: Bedroom 2
Level: Second
Dimensions: 15 x 11
Flooring: Hardwood
Room Information
Room Type: Bedroom 3
Level: Second
Dimensions: 17 x 11
Flooring: Hardwood
Room Information
Room Type: Bedroom 4
Level: Second
Dimensions: 20 x 13
Flooring: Hardwood
Room Information
Room Type: Dining Room
Level: Main
Dimensions: 19 x 13
Flooring: Hardwood
Room Information
Room Type: Family Room
Level: Main
Dimensions: 25 x 19
Flooring: Hardwood
Room Information
Room Type: Kitchen
Type: Eating Area-Table Space,Island
Level: Main
Dimensions: 15 x 14
Flooring: Hardwood
Room Information
Room Type: Laundry
Level: Second
Dimensions: 8 x 5
Flooring: Other
Room Information
Room Type: Living Room
Level: Main
Dimensions: 25 x 19
Flooring: Hardwood
Room Information
Room Type: Master Bedroom
Level: Second
Dimensions: 18 x 16
Flooring: Hardwood
Bath: Full
Additional Rooms Information
Dining Room: Separate
Basement: Partially Finished, Full
Interior Features
# of Rooms: 15
Equipment
Ceiling Fan(s), Sump Pump, Sprinkler-Lawn, Air Purifier, Backup Sump Pump;
Fireplace Information
# of Fireplaces: 4
Fireplace Location: Family Room,Living Room,Other
Fireplace Features: Wood Burning, Gas Log, Gas Starter
Exterior
Exterior Features
Patio And Porch Features: Patio
Building Information
Living Area Source: Appraiser
Age: 100+ Years
Built Before 1978 (Y/N): Yes
Roof: Asphalt
Foundation Details: Brick/Mortar, Concrete Perimeter
Construction Materials: Brick
Aprox. Total Finished Sq Ft: 7,914
Property Information
Property Type: Detached Single
Property Type: 3 Stories
Lower Sq Ft: 2348
Main Sq Ft: 2827
Ownership: Fee Simple
Rebuilt (Y/N): No
Rehab (Y/N): Yes
Rehab Year: 2004
Total Finished/Unfinshed Sq Ft: 7,914
Total Sq Ft: 7,914
Upper Sq Ft: 2739
General Information: School Bus Service,Commuter Train
Parcel Number: 05171030230000
Lot Information
Dimensions: 24668
Lot Size: .50-.99 Acre
Financial
Tax Information
Tax Annual Amount: $38,431
Tax Year: 2023
Tax Exemptions: Homeowner,Senior
Financial Information
Finance Code: Cash
Special Service Area: N
Utilities
Utility Information
Water Source: Lake Michigan
Sewer: Public Sewer
Electric: 200+ Amp Service
Heating & Cooling
Heating: Natural Gas, Forced Air
Cooling: Central Air
Location
Homeowners Association Information
Master Association Fee Frequency: Not Required
School Information
Elementary School District: 36
Elementary School: Hubbard Woods Elementary School
Middle Or Junior School District: 36
Middle Or Junior School: Carleton W Washburne School
High School District: 203
High School: New Trier Twp H.S. Northfield/Wi
Location Information
Township: New Trier
Corporate Limits: Winnetka
Directions: Sheridan Road to Scott Street; west to Old Green Bay then north to 100 Old Green Bay.
Public facts
Beds: 6
Baths: 4.0
Sq. Ft.: 4,509
Stories: 2.0
Lot Size: 0.57 acres
Style: Single Family Residential
Year Built: 1914
Year Renovated: —
County: Cook County
APN: 05171030230000
Home facts updated by county records on Jul 12, 2026
Other
Listing Information
Holds Earnest Money: Yes
Possession: Negotiable
Some Photos Virtually Staged?: No
Around this home
Schools
Hubbard Woods Elementary School
Public K-4 • Assigned • 0.5mi
10/10
Carleton W Washburne School
Public 7-8 • Assigned • 1.2mi
8/10
New Trier Township High School Winnetka
Public 10-12 • Assigned • 2.3mi
8/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.31% chance of being in a wildfire in next 30 years
2/10 Heat Factor
7 days above 98° expected this year, 15 days in 30 years
2/10 Wind Factor
1% chance of strong winds in next 30 years
3/10 Air Factor
4 unhealthy days expected this year, 4 days in 30 years
Provided by First Street
Historical weather
Winnetka, IL • 60093
Average low and high temperatures (°F)
30
16
38
23
53
34
60
42
66
48
80
62
84
69
81
65
77
60
67
50
51
38
37
24
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
88/ 100
Very good sunlight
Sunscore
This home receives average direct sun exposure in Winnetka. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.9 hrs
5.8 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$2.98M – $3.60M
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