54 Woodley Rd

Winnetka, IL 60093

$4,100,000
Last Sold Price
5
Beds
7,589 Sq. Ft.
$540 / Sq. Ft.
7,589
Sq. Ft.
$540
per Sq. Ft.
Closed 2/17/26
Closed 2/17/26

Description

Nestled away on private acre of Woodley Road, this stunning whole house renovation of stately colonial by Benvenuti & Stein, with interior architecture and design by James Michael Howard, is a must see! Greeted by elegant entry with hand painted wood floor and pretty staircase. Oversized formal living room with lacquered ceiling and fireplace open to sunny sitting room with fireplace overlooking tranquil backyard. Formal dining room features hand painted walls and custom wood trim and opens to tasteful...Nestled away on private acre of Woodley Road, this stunning whole house renovation of stately colonial by Benvenuti & Stein, with interior architecture and design by James Michael Howard, is a must see! Greeted by elegant entry with hand painted wood floor and pretty staircase. Oversized formal living room with lacquered ceiling and fireplace open to sunny sitting room with fireplace overlooking tranquil backyard. Formal dining room features hand painted walls and custom wood trim and opens to tasteful Butler's pantry with sink, SubZero beverage drawers, Scotsman ice maker, and Fisher Paykel dishwasher. Oversized gourmet white kitchen features custom cabinetry, Carrara marble countertops and backsplash, two sinks, huge island with wood countertop and breakfast bar, top of the line appliances including: SubZero refrigerator & freezer, SubZero beverage drawers, Wolf double oven, range and griddle, Wolf warming drawer, and Miele dishwasher. The kitchen opens to gorgeous family room with fireplace, built-ins, breakfast dining nook, and French doors to back patio. Rounding out the first floor you will find a tucked away office nook, lovely powder room, and handsome mud room with brick floors and custom lockers. Primary suite features attractive bedroom with en suite dual vanity bathroom with steam shower, separate soaking tub, water closet, and walk-in closet. Two bedrooms feature their own en suite bath. Two additional bedrooms share a lovely Jack and Jill bathroom. Upstairs also features an office or homework room and a back staircase. The finished basement has a huge recreation room with attractive built-ins, powder room, and a great built-in bar with ice maker, beverage fridge and kegerator, wine cellar, and laundry room. Three-car attached, heated garage, with built-in SubZero refrigerator and storage. The substantial yard was professionally landscaped by Mariani & Rosborough Partners. Backyard is an entertainer's dream with beautiful patio, built-in Viking grill, built-in all brick wood burning fireplace, golf hitting bay and cute storage shed. Come see this spectacular home and property!
  1. Listed by Katharine Hackett • @properties Christie's International Real Estate
    P: (847)-271-3733 C: (847)-271-3733 katiehackett@atproperties.com

Sold By @properties Christie's International Real Estate

Property Details for 54 Woodley Road

Area
Winnetka
Township
New Trier
Ownership
Fee Simple
Num Of Garage Spaces
3.0
Num Of Parking Spaces
3.0
Parking Included in Price
Yes
Air Conditioning Type
Central Air
Num of Interior Fireplaces
4
LISTING UPDATED: 02/23/2026 02:10 AM

Property Details for 54 Woodley Road

StatusClosed
MLS #12390887
Days on Market146
Taxes$33,805 / year
HOA Fees$3,500 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeDetached Single / 3 Stories
Year Built1942
Lot Size1.00 AC / 43,647 SF
CountyCook County

Location

Add your commute

Building Information for 54 Woodley Road

Stories-Year Built1942Building Size-Lot Size1.00 AC / 43,647 SF

Payment Calculator

$23,091 per month

30 year fixed, 6.15% Interest

Principal and Interest

$19,983

Property Taxes

$2,817

HOA Dues

$292

The Payment Calculator is for illustrative purposes only.

Property Information for 54 Woodley Road

General Information
School Information
  • Elementary School District: 37
  • Elementary School: Avoca West Elementary School
  • Jr High Middle School: Marie Murphy School
  • High School District: 203
  • High School: New Trier Twp H.S. Northfield/Wi
  • Middle Or Junior School District: 37
Addtl Parking Information
  • Parking Details: Asphalt, Brick Driveway, Garage Door Opener, Heated Garage, Yes, Garage Owned, Attached, Garage
Location and General Information
  • Front Exposure: North, South, East, West
Taxes and HOA Information
  • Association Fee Frequency: Annually
  • Association Fee Includes: None
  • Master Association Fee: No
  • Master Association Fee Frequency: Not Required
  • Additional Parcels: Yes
Property Information
Interior Features
  • Interior Property Features: Wet Bar, Coffered Ceiling(s)
  • Num Of Rooms: 12
  • Bedrooms Total: 5
  • Bedrooms (Below Grade): 0
  • Fireplace Features: Wood Burning, Gas Log, Gas Starter
  • Basement Type: Finished, Full, Walk-Out Access
  • Bedrooms Possible: 5
  • Air Conditioning: Central Air
  • Electric: Service - 400 Amp or Greater
  • Flooring: Hardwood
  • Basement Sq Ft: 1574
  • Dining Room: Separate
  • Basement Bathrooms: Yes
  • Fireplace Location: Family Room,Living Room,Basement,Other
  • Room Type: Bedroom 5, Office, Recreation Room, Sitting Room, Mud Room, Walk In Closet
  • Num of Baths: 4.2
Exterior Features
  • Fencing: Fenced
  • Patio And Porch Features: Patio
  • Type: 3 Stories
Utilities / Equipment
  • Sewer: Sewer-Public
  • Water: Public
  • Appliances: Oven-Double, Range, Microwave, Dishwasher, High End Refrigerator, Refrigerator-Bar, Washer, Dryer, Disposal, Wine Cooler/Refrigerator, Range Hood
Property/Lot Information
  • Exterior Property Features: Outdoor Grill, Fire Pit
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: Yes
  • Rehab Year: 2010
  • Built Before 1978: Yes
  • Age: 81-90 Years
  • Type Detached: 3 Stories
  • Total Sq Ft: 6015
  • Aprox Total Finished Sq Ft: 7427
  • Total Finished and Unfin Sq Ft: 7589
  • Main Sq Ft: 2946
  • Upper Sq Ft: 3069
  • Lot Description: Landscaped Professionally
  • Lot Size: 1.0-1.99 Acres
  • Lot Size Source: County Records
  • Lot Dimensions: 47 X 129 X 278 X 103 X 257
  • Other Structures: Shed(s)
  • Zero Lot Line: No
  • Waterfront: No
  • Disability Access and/or Equipped: No
  • Construction: Brick
  • Roof Type: Shake
  • Foundation Details: Concrete Perimeter
  • General Information: None
  • Below Grade Finished Area: 1412.0
  • Living Area Source: Plans
  • Unfinished Basement Sq Ft: 162
Property and Assessments
  • Public Document Count: 2
  • Document Date: 2025-06-12T14:51:44
  • Photos Count: 59
  • Rural: N
  • OpenHouse Count: 1
Virtual Tour/Additional Media
  • Virtual Tour: Image360
  • Virtual Tour YN: Yes
  • Virtual Tour Date: 06-11-2025
Room Information
Master Bedroom Information
  • Master Bedroom Level: Second
  • Room Type: Master Bedroom
  • Master Bedroom Bath: Full, Double Sink, Tub & Separate Shwr
  • Master Bedroom Dimensions: 18X18
Bedroom #2 Information
  • 2nd Bedroom Level: Second
  • Room Type: Bedroom 2
  • Bedroom #2 Room Dimensions: 13X16
Bedroom #3 Information
  • 3rd Bedroom Level: Second
  • Room Type: Bedroom 3
  • Bedroom #3 Room Dimensions: 17X14
Bedroom #4 Information
  • 4th Bedroom Level: Second
  • Room Type: Bedroom 4
  • Bedroom #4 Room Dimensions: 16X20
Bedroom #5 Information
  • 5th Bedroom Level: Second
  • Room Type: Bedroom 5
  • Bedroom #5 Room Dimensions: 27X25
Dining Room Information
  • Dining Room Level: Main
  • RoomType_DR: Dining Room
  • Dining Room Dimensions: 18X19
Family Room Information
  • Family Room Level: Main
  • RoomType_FR: Family Room
  • Family Room Dimensions: 16X19
Kitchen Information
  • Kitchen Level: Main
  • RoomType_KT: Kitchen
  • Kitchen Dimensions: 18X19
Laundry Information
  • Laundry Level: Basement
  • Room Type: Laundry
  • Laundry Dimensions: 16X16
Living Room Information
  • Living Room Level: Main
  • Room Type: Living Room
  • Living Room Dimensions: 17X28
Walk In Closet 1 Information
  • Room Level: Second
  • Room Type: Walk In Closet
  • Dimensions: 7X16
Recreation Room Information
  • Room Level: Basement
  • Room Type: Recreation Room
  • Dimensions: 31X20
Mud Room Information
  • Room Level: Second
  • Room Type: Mud Room
  • Dimensions: 7X6
Office Information
  • Room Level: Second
  • Room Type: Office
  • Dimensions: 11X16
Bar or Entertainment Room Information
  • Room Level: Basement
  • Room Type: Bar/Entertainment
  • Dimensions: 17X18
Sitting Room Information
  • Room Level: Main
  • Room Type: Sitting Room
  • Dimensions: 17X18

Property History for 54 Woodley Road

DateEvent & SourcePriceAppreciation
Feb 17, 2026

Sold

MRED #12390887

$4,100,000—
Nov 3, 2025

Pending

MRED #12390887

—
DateEvent & SourcePrice
02/17/2026

Sold

MRED #12390887

$4,100,000
11/03/2025

Pending

MRED #12390887

—

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 54 Woodley Road

Taxable ValueLand$24,894Additions$53,750Total$78,644
Tax Record2023$14,323 ($1,194 / month)
Home Facts
Beds5Baths4.5Total Finished SqFt4,912 SqFtAbove Grade Finished SqFt4,912 SqFtStories2Lot Size17,782 SqFtStyleSingle Family ResidenceYear Built1943CountyCOOKAPN05-29-100-092Fireplace TypeHas Fireplace

Schools near 54 Woodley Road

This home is within Avoca School District 37.
Rating
School
Type
Grades
Distance
Avoca West Elementary School
Public - K to 5
Marie Murphy School
Public - 6 to 8
New Trier Township H S Northfield
Public - 9
New Trier Township High School Winnetka
Public - 10 to 12
Rating
School
Distance
Avoca West Elementary School
PublicK to 5

Marie Murphy School
Public6 to 8

New Trier Township H S Northfield
Public9

New Trier Township High School Winnetka
Public10 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Based on information from one of the following Multiple Listing Services: Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 02/23/2026 02:10 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.