About this home

This 4 bed, 6 bath single family home offers 4,225 sqft of living space at 42 Woodley Rd in Winnetka, IL. Listed at $2,250,000 ($533/sqft) with 127 days on market. The property sits in the Chicago area of IL.

What it's like to live here

AI

Listed by

Peggy Lewis

@properties

8479402788 Ellen.Cole@cbexchange.com

Property details

Price: $2,250,000
Bedrooms: 4
Bathrooms: 6
Interior: 4,225 sqft
Price / sqft: $533
Type: Single Family
Days on market: 127
Est. property tax: $46,800/yr · $3,900/mo · 2.08% IL avg
Last sold: $715,000 · Oct 1986

Estimated monthly payment

Down payment20% ($450,000)

Interest rate6.75%

Principal & Interest$11,675

Property Tax$2,063

Insurance$150

Total$13,887/mo

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Price history

▼ 18.2%Most recent change on 2026-05-14: $2,750,000 → $2,250,000.

$715K · Oct 86$2.25M · May 26

May 14, 2026$2,250,000Price change
Apr 13, 2026$2,750,000Price change
Jan 15, 2026$3,495,000Initial list price
Oct 1, 1986$715,000Sold

Location

This home is located in Winnetka, IL, in the Chicago area. Browse more Winnetka listings on the Winnetka market page or explore the full Winnetka market report.

Home Intelligence

Neighborhood (zip 60093)

This neighborhood is predominantly owner-occupied (90%). Median age is 45.4; 39% hold a bachelor's degree; median household income is $227,013.

Median income: $227,013
Median age: 45.4
Owner-occupied: 90.4%
Bachelor's degree: 38.6%
Census median home value: $1,069,400

Source: US Census Bureau American Community Survey 5-year estimates.

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$2,250,000

42 Woodley Rd, Winnetka, IL