Properties

Features
: Gas , Forced Air , Zoned , Radiant , Sep Heating Systems - 2+
: Central Air , Zoned
: Full , Finished
: Fenced
: Patio
: Asphalt , Garage Owned , Garage , Detached , Yes
: Balcony
4
: Hot Tub , Sauna , Wet Bar
: Public Sewer , Storm Sewer
: Other
Appliances
: Range , Microwave , Refrigerator , Washer , Dryer , Dishwasher , Disposal , Bar Fridge
Address Map
US
IL
Cook
Winnetka
60093
Woodlawn
285
Avenue
W88° 15' 11.7''
N42° 7' 22.7''
OLD GREENBAY N OF SCOTT, S OF MARY TO WOODLAWN, W TO 285
Winnetka
Winnetka
Neighborhood
South Elementary School
South Elementary School
35
New Trier Twp H.S. Northfield/Wi
203
35
Central School
Additional Information
: Curbs , Street Paved , Park , Sidewalks , Street Lights , Tennis Court(s)
: Stone , Cedar
Circuit Breakers,200+ Amp Service
Circuit Breakers,200+ Amp Service
: Concrete Perimeter
2
: Cul-De-Sac , Landscaped , Wooded
50X232
: Public , Lake Michigan
Baird & Warner
Antonio Giamberduca
Financial
Not Applicable
: None
41577.8
Listing Information
Miodrag Milic
10274
Baird & Warner
188058
10274
MRED
: List Broker Must Accompany
Listing Information
896998
10274
Baird & Warner
New
2026-11-05T15:43:04Z
2026-11-03T19:01:38Z
Property Description

Welcome to this exquisite, sun-drenched 4+1 bed, 5.1 bath luxury home on an oversized lot (50×232) 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.

Residential For Sale

285 Woodlawn Avenue, Winnetka, Illinois 60093

  • Bedrooms : 4
  • Bathrooms : 6
  • Square Footage: 3,697 Sqft
$2,100,000
Listing ID#12798477
QR Code
Basic Details
Property Type : Residential
Listing Type : For Sale
Listing ID : 12798477
Price : $2,100,000
Bedrooms : 4
Rooms : 12
Bathrooms : 6
Half Bathrooms : 1
Square Footage : 3,697 Sqft
Year Built : 2007
Lot Size : 0.26 Acre
Full Bathrooms : 5
Listing Status : Active
Roof
Roof : Asphalt
Contact Agent
Open Dates
  • 1. 2026-11-07 (Start time: 2026-11-07T18:00:00Z - End time: 2026-11-07T20:00:00Z)