$2,250,000

42 Woodley Road, Winnetka, IL 60093

Active
4 beds 3.5 baths 4,225 sqft (appraiser) Built 1965 Residential MLS #MRD12673083 55 days on market
Listing courtesy of @properties Christie's International Real Estate · 847-374-0200 · MLS #MRD12673083 · Status: Active
Rarely available first floor primary! 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. Owner extremely motivated!!!

Property details

Interior

Appliances
Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal
Interior features
Vaulted Ceiling(s), Dry Bar, 1st Floor Bedroom, In-Law Floorplan, 1st Floor Full Bath, Bookcases, Granite Counters
Fireplaces
2
Basement
Finished, Partial
Laundry
Main Level
Additional rooms
Maid Room, Family Room
Total rooms
10

Building & exterior

Style
Contemporary
Age
61-70 Years
Exterior
Frame, Stone
Roof
Shake
Foundation
Concrete Perimeter
Windows
Skylight(s)
Patio & porch
Deck
Other structures
Gazebo, Guest House

Parking

Garage spaces
2
Total spaces
2
Parking details
Gravel, Garage Door Opener, Yes, Garage Owned, Detached, Garage

Lot & location

Lot dimensions
254 x 155
Lot description
Corner Lot, Landscaped
Township
New Trier
County
Cook

Utilities

Heating
Natural Gas
Cooling
Central Air
Water
Public
Sewer
Public Sewer

HOA & community

Assessment includes
None

Schools

Elementary
Avoca West Elementary School (37)
Junior high
Marie Murphy School (37)
High school
New Trier Twp H.S. Northfield/Wi (203)

Taxes & terms

Annual taxes
$25,026 (2024)
Parcel number (PIN)
05291000770000
PIN
05291000770000
Ownership
Fee Simple
Possession
Negotiable
Special conditions
List Broker Must Accompany
Listed
6/9/2026

Rooms

RoomSizeLevelFlooring
Maid Room12X36Main
Family Room - Down30X52Basement
Bedroom 219X23MainCarpet
Bedroom 312X15SecondCarpet
Bedroom 412X15SecondCarpet
Dining Room13X17MainTravertine
Family Room23X13MainTravertine
Kitchen17X29MainCeramic Tile
Laundry9X22MainCeramic Tile
Living Room16X23MainTravertine
Master Bedroom23X31MainCarpet

What would this home cost per month?

Using this listing's actual tax bill (2024) — adjust anything.

Rates move daily — edit to today's quote. Under 20% down adds PMI automatically.

Estimated monthly payment
$0
Principal & interest
Property taxes
Insurance
PMI (under 20% down)
HOA / assessments

Estimates only — not a loan offer or quote; your rate, insurance and PMI depend on your credit and lender. Run other scenarios on the full mortgage calculator, or ask us to connect you with lenders our clients actually close with.

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