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Property Description
Easy, in-town living in this wonderful home! This spacious home is conveniently located in the ideal 'walk to everything' location in the heart of Winnetka - close to absolutely everything. Built in 1995 with all the amenities one needs: classic center entry layout, large welcoming foyer, bright interior with an abundance of natural light, large scaled rooms, eat-in kitchen adjacent to family room which has sliding doors out to the southern patio and fully fenced yard. Primary suite with ensuite bath (with soaking tub, double vanities & separate shower), walk-in closet & skylight. Three additional bedrooms and 2 full baths round out the 2nd floor. Finished lower level with heated floors and a rec room and play area plus full bath. Plenty of storage throughout the home including the large storage room in the basement. All in move-in condition! Special amenities include first floor laundry/mudroom, 2 car attached / heated garage. This well designed and light-filled house is located on a large corner lot (50 x 187) and is bathed in sunlight all day long. A short walk to the center of downtown Winnetka for shopping, restaurants, parks and train and a short walk to K-8 schools, golf, tennis, paddle facilities and ice arena. All the space you need in all the right places!
Full Property Details
Full Property Details for 995 Oak St
General
- Price: $1,699,000
- Taxes: $32,793 (2024)
- Status: Active
- Type: Single Family
- Source: MRED
- MLS ID: 12613148
- Updated: 4/14/2026
- Added to Site: 2 day(s) ago
Interior
- Basement: Finished, F
- Interior Features: Vaulted Ceiling(s), Walk-In Closet(s)
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Family Room
- Appliances: Range, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Cooktop
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
- Basement Baths: Yes
Bedrooms
- Total Bedrooms: 4
Additional Information
- Equipment: Sump Pump, Water Heater-Gas
- Other Features: School Bus Service, Commuter Bus, Commuter Train
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Total Spaces: 2
- Parking Features: Concrete, Garage, Yes, Garage Owned, Attached
Location
- Area: Winnetka
- County: Cook
- Township: New Trier
- Driving Directions: Green Bay Rd. south of Elm Street to Oak Street, west to 995 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, Radiant, Radiant Floor
Utilities
- Sewer: Public Sewer
- Water: Lake Michigan
Structural Information
- Construction: Brick, Frame
- Exterior Const.: Brick, Frame
- Basement: Yes
- Basement Desc.: Finished, Full
- Foundation: Concrete Perimeter
- Roof: Asphalt
- Sub-Flooring: Hardwood
- Square Feet: 3,639
- Sq. Ft. Source: Assessor
- Year Built: 1994
Lot Features
- Lot Size (Acres): 0.21
- Lot Size Range: Less than .25 Acre
- Lot Dimensions: 50 x 187
- Fence: Yes
- Fencing (Description): Fenced
Financial Considerations
- Parking Included: Yes
- Assessment Year: 1994
- Tax Amount: $32,793.61
- Tax Year: 2024
- Pays Sewer: Public Sewer
Disclosures and Reports
- Ownership: Fee Simple
- Property ID: 5202090070000
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Schools
Schools serving 995 Oak St
School Districts:Winnetka School District 36, New Trier Township High School District 203
| Name | Grades | Distance |
|---|---|---|
Crow Island Elementary School 1112 Willow Road, Winnetka, IL 60093 | K-4 | 0.4 mi |
Carleton W Washburne School 515 Hibbard Road, Winnetka, IL 60093 | 7-8 | 0.5 mi |
New Trier Township H S Northfield 7 North Happ Road, Northfield, IL 60093 | 9- | 1.6 mi |
New Trier Township H S Winnetka 385 Winnetka Avenue, Winnetka, IL 60093 | 10-12 | 1.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 995 Oak St
Date
Details
Price
Change
Source
4/13/2026
Listed
$1,699,000
—
MLS
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
Tax History for 995 Oak St
Year
Property Taxes
Change
Tax Assessment
Change
2023
$31,529
6%
$135,999
—
2022
$29,682
4%
$135,999
24%
2021
$28,417
2%
$109,498
—
2020
$27,965
1%
$109,498
-8%
2019
$27,755
-2%
$119,020
1%
2018
$28,229
3%
$117,689
—
2017
$27,357
—
$117,689
-5%
2016
$27,479
4%
$124,118
15%
2015
$26,519
2%
$107,784
—
2014
$25,949
5%
$107,784
—
2013
$24,751
-4%
$107,784
-9%
2012
$25,784
—
$117,943
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 995 Oak St
995 Oak Street, Winnetka, IL 60093 (MLS# 12613148) is a Single Family property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 995 Oak Street is currently listed for $1,699,000 and was received on April 13, 2026. Want to learn more about 995 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.

