Rarely available unique mid-century contemporary in the heart of Winnetka. Your own private paradise with a flowing interior perfect for entertaining! Soaring teak ceilings add to the Aspen style influence. Tons of windows look out to the gorgeous landscaped grounds enhanced by a pool and gazebo. This home has been beautifully maintained by the current owners.
Active
Price cut: $500K (5/14)
$2,250,000
42 Woodley Rd, Winnetka, IL 60093
4beds
4,225sqft
Est.: Get pre-qualified
Single Family Residence
Built in 1965
0.9 Acres Lot
$2,139,600 Zestimate®
$533/sqft
$-- HOA
What's special
Unique mid-century contemporaryGorgeous landscaped groundsSoaring teak ceilingsTons of windows
- 140 days |
- 1,854 |
- 65 |
Zillow last checked:
Listing updated:
Listed by:
Peggy Lewis 847-374-0200,
@properties Christie's International Real Estate
Source: MRED as distributed by MLS GRID,MLS#: 12533727
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 6
- Full bathrooms: 3
- 1/2 bathrooms: 3
Rooms
- Room types: Maid Room, Family Room
Primary bedroom
- Features: Flooring (Carpet), Bathroom (Full)
- Level: Main
- Area: 713 Square Feet
- Dimensions: 23X31
Bedroom 2
- Features: Flooring (Carpet)
- Level: Main
- Area: 437 Square Feet
- Dimensions: 19X23
Bedroom 3
- Features: Flooring (Carpet)
- Level: Second
- Area: 180 Square Feet
- Dimensions: 12X15
Bedroom 4
- Features: Flooring (Carpet)
- Level: Second
- Area: 180 Square Feet
- Dimensions: 12X15
Dining room
- Features: Flooring (Travertine)
- Level: Main
- Area: 221 Square Feet
- Dimensions: 13X17
Family room
- Features: Flooring (Travertine)
- Level: Main
- Area: 299 Square Feet
- Dimensions: 23X13
Other
- Level: Basement
- Area: 1560 Square Feet
- Dimensions: 30X52
Kitchen
- Features: Kitchen (Breakfast Room), Flooring (Ceramic Tile)
- Level: Main
- Area: 493 Square Feet
- Dimensions: 17X29
Laundry
- Features: Flooring (Ceramic Tile)
- Level: Main
- Area: 198 Square Feet
- Dimensions: 9X22
Living room
- Features: Flooring (Travertine), Window Treatments (Wood Frames)
- Level: Main
- Area: 368 Square Feet
- Dimensions: 16X23
Other
- Level: Main
- Area: 432 Square Feet
- Dimensions: 12X36
Heating
- Natural Gas
Cooling
- Central Air
Appliances
- Included: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal
- Laundry: Main Level
Features
- Vaulted Ceiling(s), Dry Bar, 1st Floor Bedroom, In-Law Floorplan, 1st Floor Full Bath, Bookcases, Granite Counters
- Windows: Skylight(s), Wood Frames
- Basement: Finished,Partial
- Number of fireplaces: 2
- Fireplace features: Family Room, Living Room
Interior area
- Total structure area: 5,596
- Total interior livable area: 4,225 sqft
- Finished area below ground: 1,372
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Gravel, Garage Door Opener, Yes, Garage Owned, Detached, Garage
- Garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 1.5
- Patio & porch: Deck
- Pool features: In Ground
Lot
- Size: 0.9 Acres
- Dimensions: 254 x 155
- Features: Corner Lot, Landscaped
Details
- Additional structures: Gazebo, Guest House
- Parcel number: 05291000770000
- Special conditions: List Broker Must Accompany
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Frame, Stone
- Foundation: Concrete Perimeter
- Roof: Shake
Condition
- New construction: No
- Year built: 1965
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
HOA
- Services included: None
Location
- Region: Winnetka
Financial & listing details
- Price per square foot: $533/sqft
- Tax assessed value: $1,324,280
- Annual tax amount: $25,026
- Date on market: 1/15/2026
- Ownership: Fee Simple
Estimated market value
$2,139,600
$2.03M - $2.25M
$7,913/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/14/2026 | Price change | $2,250,000-18.2%$533/sqft |
Source:  MRED as distributed by MLS GRID #12533727 Report a problem | ||
| 4/13/2026 | Price change | $2,750,000-21.3%$651/sqft |
Source: MRED as distributed by MLS GRID #12533727 Report a problem | ||
| 1/15/2026 | Listed for sale | $3,495,000$827/sqft |
Source: MRED as distributed by MLS GRID #12533727 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2023 | $24,118 +5.3% | $132,428 |
| 2022 | $22,902 +9.9% | $132,428 +26.3% |
| 2021 | $20,835 +2.5% | $104,833 |
| 2020 | $20,322 -2.6% | $104,833 -13.3% |
| 2019 | $20,872 -2.7% | $120,927 +2% |
| 2018 | $21,452 -6.2% | $118,576 -12.5% |
| 2017 | $22,859 +1.1% | $135,447 |
| 2016 | $22,610 +4.3% | $135,447 +11.3% |
| 2015 | $21,669 +2% | $121,743 |
| 2014 | $21,243 +5.2% | $121,743 |
| 2013 | $20,186 -7% | $121,743 -13.3% |
| 2012 | $21,706 +4.8% | $140,393 |
| 2011 | $20,707 +0.1% | $140,393 |
| 2010 | $20,691 -14.6% | $140,393 -24.8% |
| 2009 | $24,215 +4.7% | $186,629 -5% |
| 2008 | $23,137 +7.3% | $196,452 |
| 2007 | $21,560 +28.1% | $196,452 +50% |
| 2006 | $16,832 +1% | $131,011 |
| 2005 | $16,658 +2.2% | $131,011 |
| 2004 | $16,305 -5.8% | $131,011 +2.4% |
| 2003 | $17,317 -2.1% | $128,000 |
| 2002 | $17,691 +20.8% | $128,000 |
| 2001 | $14,641 +1.6% | $128,000 +19.8% |
| 2000 | $14,409 | $106,859 |
| 1999 | $14,409 | $106,859 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 60093
Nearby schools
GreatSchools rating
- 10/10Avoca West Elementary SchoolGrades: K-5Distance: 1.4 mi
- 9/10Marie Murphy SchoolGrades: PK,6-8Distance: 0.6 mi
- NANew Trier Township H S NorthfieldGrades: 9Distance: 0.7 mi
Schools provided by the listing agent
- Elementary: Avoca West Elementary School
- Middle: Marie Murphy School
- High: New Trier Twp H.S. Northfield/Wi
- District: 37
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.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Illinois
- Cook County
- Winnetka
- 60093
- 42 Woodley Rd
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