916 Oak Street Winnetka, IL $ 1,399,000
916 Oak Street
$ 1,399,000
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916 Oak Street

Winnetka, IL, 60093
$ 1,399,000
Bedrooms4 Baths2.1 Sq 2,116

Monthly Estimate*

$ 8,614

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Single Family Home for sale in Winnetka, IL

for $1,399,000 with 4 bedrooms and 2 full baths, 1 half bath. This 2,116 square foot home was built in 1911 on a lot size of 0.21.

An inviting front porch welcomes you into this beautifully renovated home in the heart of Winnetka, just steps from parks, town, train, and K-8 schools. Thoughtfully updated by the current owners, the home offers ideal living spaces in all the right places. A gracious foyer opens to the sun-filled living and dining rooms, where newer windows and a wood-burning fireplace create a warm, welcoming atmosphere. The well-designed kitchen flows seamlessly into the family room, with sliding doors leading to a deck, patio, and an expansive south-facing backyard-perfect for everyday living and entertaining. A convenient side entrance near the garage adds everyday ease. Upstairs, the spacious primary suite features three closets, including a generous walk-in, and an updated en suite bath. Three additional bedrooms share a beautifully renovated hall bath. The lower level provides exceptional flexibility with space for a recreation room, exercise area, fifth bedroom or office, along with laundry and ample storage. A one and 3/4 car garage with attached storage shed opens to the fenced herb/vegetable garden. Ready to welcome you home for many happy years ahead!

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Single Family Contingent

Price

$ 1,399,000

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 20,139

Style

Lot Size

0.21

Year Built

1911

Town/City

Winnetka

County/Region

Cook

MLS | Web ID

12537322

Features
General
Living Area 2116
Sewer Public Sewer
Heating Natural Gas Forced Air
Cooling Central Air
Possession Negotiable
Roof Asphalt
Appliances Range Microwave Dishwasher Refrigerator Washer Dryer Disposal Stainless Steel Appliance(s) Cooktop
HOA Fee 0
Garage Spaces 1.5
Association Fee Includes None
Construction Materials Frame Stucco
Year Built 1911
Township New Trier
Tax Year 2023
Ownership Fee Simple
Community Features Park Tennis Court(s) Curbs Sidewalks Street Lights Street Paved
Assoc Fee Paid Per Not Applicable
County Cook
New Construction N
Property Type Residential Detached Single
Contingency Attorney/Inspection
Total Rooms 11
Full Baths 2
Status Contingent
Directions Green Bay north of Willow Road to Oak; west to 916 Oak.
High School New Trier Twp H.S. Northfield/Wi
City Winnetka
High School District 203
MLS Area Winnetka
Elementary School Crow Island Elementary School
Tax Annual Amount 20139.7
Middle/Junior High School Carleton W Washburne School
Standard Status Active Under Contract
Middle/Junior School District 36
Elementary School District 36
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Interior
Interior Amenities Vaulted Ceiling(s) Built-in Features Walk-In Closet(s) Bookcases
Basement Finished Full
Flooring Hardwood
Total Fireplaces 1
Fireplace Features Wood Burning
Half Baths 1
Laundry Features In Unit
Total Bedrooms 4
Room Type Foyer Office Recreation Room Play Room Storage
Total Baths 3
Bedrooms Possible 4
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Exterior
Parking Features Asphalt Garage Door Opener Garage Yes Garage Owned Detached
Water Source Lake Michigan
Total Parking 1.5
Lot Dimensions 50x187
Lot Size Acres 0.21
Waterfront Y/N N
Other Equipment CO Detectors Water Heater-Gas
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* Excluded Features
List By
Compass

Broker

joanne.hudson@compass.com

Email

Affordability Calculator

$10,292
Per Month
84%
16%
0%
Monthly Principal & Interest
$8,614
Monthly Property Taxes
$1,678
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
567589 Elementary School
566222 Middle School
New Trier Twp H.S. Northfield/Wi High School
Pricing History
DatePricePrice ChangeDescription
2/9/2026$1,399,000 Listed Price

Map


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916 Oak Street, Winnetka, IL, 60093 is a Single Family Home for sale at $1,399,000 with 2,116 sqft and a lot size of 0.21. 916 Oak Street has 4 bedrooms, 2.1 baths, and was built in 1911. The property's zip code is 60093 which is in Winnetka, IL