995 Oak Street Winnetka, IL $ 1,699,000
995 Oak Street
$ 1,699,000
Recently Listed
Open House 4/18 11:30am - 1:30pm
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995 Oak Street

Winnetka, IL, 60093
$ 1,699,000
Bedrooms4 Baths4.1 Sq 3,639

Monthly Estimate*

$ 10,461

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Single Family Home for sale in Winnetka, IL

for $1,699,000 with 4 bedrooms and 4 full baths, 1 half bath. This 3,639 square foot home was built in 1994 on a lot size of 0.21.

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!

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Open House

4/18/2026 11:30 AM - 1:30 PM
4/19/2026 11:30 AM - 1:30 PM
995 Oak Street Winnetka, IL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 1,699,000

Bedrooms

4

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 32,793

Style

Lot Size

0.21

Year Built

1994

Town/City

Winnetka

County/Region

Cook

MLS | Web ID

12613148

Features
General
Living Area 3639
Sewer Public Sewer
Heating Natural Gas Forced Air Radiant Radiant Floor
Cooling Central Air
Possession Negotiable
Roof Asphalt
Appliances Range Dishwasher Refrigerator Washer Dryer Disposal Cooktop
Garage Spaces 2
Association Fee Includes None
Construction Materials Brick Frame
Year Built 1994
Electric 200+ Amp Service
Township New Trier
Tax Year 2024
Ownership Fee Simple
Assoc Fee Paid Per Not Applicable
County Cook
New Construction N
Property Type Residential Detached Single
Total Rooms 11
Full Baths 4
Status New
Directions Green Bay Rd. south of Elm Street to Oak Street west to 995 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 32793.61
Middle/Junior High School Carleton W Washburne School
Standard Status Active
Middle/Junior School District 36
Elementary School District 36
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Interior
Interior Amenities Vaulted Ceiling(s) Walk-In Closet(s)
Basement Finished Full
Flooring Hardwood
Total Fireplaces 1
Half Baths 1
Laundry Features Main Level In Unit
Total Bedrooms 4
Room Type Eating Area Recreation Room Play Room Foyer Mud Room Storage
Total Baths 5
Bedrooms Possible 4
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Exterior
Parking Features Concrete Garage Yes Garage Owned Attached
Water Source Lake Michigan
Total Parking 2
Foundation Details Concrete Perimeter
Lot Dimensions 50 x 187
Lot Size Acres 0.21
Waterfront Y/N N
Other Equipment Sump Pump Water Heater-Gas
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* Excluded Features
List By
Compass

Broker

joanne.hudson@compass.com

Email

Affordability Calculator

$13,194
Per Month
79%
21%
0%
Monthly Principal & Interest
$10,461
Monthly Property Taxes
$2,733
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
4/15/2026$1,699,000 Listed Price

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995 Oak Street, Winnetka, IL, 60093 is a Single Family Home for sale at $1,699,000 with 3,639 sqft and a lot size of 0.21. 995 Oak Street has 4 bedrooms, 4.1 baths, and was built in 1994. The property's zip code is 60093 which is in Winnetka, IL