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$1,399,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,116 Sq. Ft.
  • 1.5 Car Garage
  • Updated 6 hours ago
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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!

Full Property Details for 916 Oak St

General

  • Price: $1,399,000
  • Taxes: $20,139 (2023)
  • Status: Active
  • Type: Single Family
  • Source: MRED
  • MLS ID: 12537322
  • Updated: Today (2/9/2026)
  • Added to Site: Today

Rental Information

  • Complex Features: Park, Tennis Court(s), Curbs, Sidewalks, Street Lights, Street Paved

Interior

  • Basement: Finished, F
  • Interior Features: Vaulted Ceiling(s), Built-in Features, Walk-In Closet(s), Bookcases
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Living Room, Wood-Burning
  • Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Cooktop
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Additional Information

  • Equipment: Carbon Monoxide Detectors, Water Heater-Gas
  • Other Features: School Bus Service, Commuter Train

Parking

  • Garage: Yes
  • Garage Spaces: 1.5
  • Total Spaces: 1
  • Parking Features: Asphalt, Garage Door Opener, Garage, Yes, Garage Owned, Detached

Location

  • Area: Winnetka
  • County: Cook
  • Township: New Trier
  • Driving Directions: Green Bay north of Willow Road to Oak; west to 916 Oak.

School Information

  • School District: 36
  • Elem School District: 36
  • Midd School District: 36
  • High School District: 203
  • Elementary School: Crow Island Elementary School
  • Middle School: Carleton W Washburne School
  • High School: New Trier Twp H.S. Northfield/Wi
  • Private School: New Trier Twp H.S. Northfield/Wi

Community

  • Assoc. Fees Include: None

Heating & Cooling

  • Cooling Type: Central Air Conditioning
  • Heating Type: Natural Gas, Forced Air

Utilities

  • Sewer: Public Sewer
  • Water: Lake Michigan

Structural Information

  • Construction: Frame, Stucco
  • Exterior Const.: Frame, Stucco
  • Basement: Yes
  • Basement Desc.: Finished, Full
  • Roof: Asphalt
  • Sub-Flooring: Hardwood
  • Square Feet: 2,116
  • Sq. Ft. Source: Assessor
  • Year Built: 1911
  • Built Before 1978: Yes
  • Remodeled/Updated: 1993

Lot Features

  • Lot Size (Acres): 0.21
  • Lot Size Range: Less than .25 Acre
  • Lot Dimensions: 50 x 187

Financial Considerations

  • Assessment Year: 1911
  • Tax Amount: $20,139.7
  • Tax Year: 2023
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Fee Simple
  • Property ID: 5202150120000

Listed by Compass

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— 916 Oak St —

  • Compass

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Save up to an additional 20% by bundling your home and auto together!

Schools serving 916 Oak St

School Districts:Winnetka School District 36, New Trier Township High School District 203
NameGradesDistance
Crow Island Elementary School
1112 Willow Road, Winnetka, IL 60093
K-40.5 mi
Carleton W Washburne School
515 Hibbard Road, Winnetka, IL 60093
7-80.6 mi
New Trier Township H S Northfield
7 North Happ Road, Northfield, IL 60093
9-1.7 mi
New Trier Township H S Winnetka
385 Winnetka Avenue, Winnetka, IL 60093
10-121.2 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 916 Oak St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/09/2026
Listed
$1,399,000
123.84%
MLS
7/02/1999
Sold
$625,000
—
Public Record
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Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 916 Oak St

Year
Property Taxes
Change
Tax Assessment
Change
2023
$20,140
—
$90,187
-6%
2022
$20,235
31%
$96,132
53%
2021
$15,405
1%
$62,691
—
2020
$15,218
1%
$62,691
-8%
2019
$15,091
3%
$68,143
6%
2018
$14,630
-7%
$64,428
-9%
2017
$15,678
1%
$70,822
-3%
2016
$15,595
4%
$72,938
14%
2015
$15,053
2%
$63,807
—
2014
$14,743
5%
$63,807
—
2013
$14,048
-17%
$63,807
-20%
2012
$16,914
—
$79,864
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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916 Oak Street, Winnetka, IL 60093 (MLS# 12537322) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 916 Oak Street is currently listed for $1,399,000 and was received on February 09, 2026. Want to learn more about 916 Oak Street? Do you have questions about finding other Single Family real estate for sale in Winnetka? You can browse all Winnetka real estate or contact a Coldwell Banker agent to request more information.

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