285 Woodlawn Avenue Winnetka, IL 60093
Listing Courtesy of: MLS LogoMidwest Real Estate Data as distributed by MLS GRID / Listed By: Baird & Warner

  285 Woodlawn Avenue Winnetka, IL 60093

Active (1 Days)
$2,100,000 (USD)
5
BED
6
BATH
3,697
SQFT

Description

Welcome to this exquisite, sun-drenched 4+1 bed, 5.1 bath luxury home on an oversized lot (50x232) at the Winnetka/Glencoe border. Located on a beautiful tree lined cul-de-sac and adjacent to the Green Bay trail, this home sits across the street from Glencoe Park. The moment you walk in, you are greeted by a bright formal living room featuring one of the home's four fireplaces, flanked by an adjacent office adorned with beautiful, oversized bay windows. Designed for seamless modern living, the main level flows into a sophisticated formal dining room, an open-concept kitchen, breakfast room and family room overlooking expansive backyard. The main level features a light, neutral palette and newer light fixtures throughout. The second floor is a private retreat where all four bedrooms feature dedicated en suite baths, and two enjoy the luxury of private decks. All new hardwood flooring throughout this level along with a fresh paint. Spacious primary bedroom features large walk in closet and elegantly renovated bathroom with double vanity and a breathtaking walk in shower. A dedicated second-floor laundry room includes a newer washer/dryer. Fully finished basement adds incredible value with a huge recreation room, a full bath, bar and a flexible 5th bedroom/home gym. Enjoy cozy evenings anchored by the home's 4 distinct fireplaces. The outdoor oasis features an oversized paver patio, massive yard, and an oversized 2-car garage. Impeccably maintained with newer appliances, wine cooler, updated mechanicals, and a central vac system, this home offers total peace of mind. Unbeatable location just minutes from Hubbard Woods shopping, dining, and the Metra train.

MLS #:
12798477
Taxes
$41,578(2025)
Lot Size
0.26 acres
Type
Single-Family Home
Year Built
2007
Style
Other
School District
203,35
County
Cook County

Listed By

Antonio Giamberduca, Baird & Warner
Source
Midwest Real Estate Data
Last checked Nov 3 2026 at 8:12 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 5
  • Half Bathroom: 1
Interior Features
  • Hot Tub
  • Appliance: Range
  • Appliance: Refrigerator
  • Appliance: Washer
  • Appliance: Dryer
  • Appliance: Dishwasher
  • Appliance: Disposal
  • Appliance: Microwave
  • Sump Pump
  • Ceiling Fan(s)
  • Tv-Cable
  • Security System
  • Appliance: Bar Fridge
  • Sauna
  • Wet Bar
Lot Information
  • Wooded
  • Cul-De-Sac
  • Landscaped
Property Features
  • Fireplace: Living Room
  • Fireplace: Family Room
  • Fireplace: Basement
  • Fireplace: Master Bedroom
  • Fireplace: 4
  • Foundation: Concrete Perimeter
Heating and Cooling
  • Gas
  • Forced Air
  • Radiant
  • Zoned
  • Sep Heating Systems - 2+
  • Central Air
Basement Information
  • Finished
  • Full
Homeowners Association Information
  • Dues: $0/Not Applicable
Exterior Features
  • Roof: Asphalt
Utility Information
  • Utilities: Water Source: Lake Michigan, Water Source: Public
  • Sewer: Public Sewer, Storm Sewer
School Information
  • Elementary School: South Elementary School
  • Middle School: Central School
  • High School: New Trier Twp H.s. Northfield/Wi
Parking
  • Garage Owned
  • Garage
  • Detached
  • Asphalt
  • Yes
Living Area
  • 3,697 sqft
Location
   
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Disclaimer: Square footage is based on information available to agent, including County records. Information has not been verified by agent and should be verified by buyer.
Based on information submitted to the MLS GRID as of 11/3/2026 20:12. 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.