$1,400,000
4
beds
3
baths
1
half bath
3,611
square ft

1166 Cherry Street
Winnetka, Illinois 60093

Closed / MLS #12267764 / Single Family / Winnetka
Listing information updated 7/21/2025 at 1:43pm
Longtime homeowners have meticulously maintained (and added onto) this exceptionally large 3600 square foot home. It's so much bigger than it looks! Get ready to have your homebuyer wish list boxes checked. Fabulous Winnetka location on a favorite tree-lined street, just 1-2 blocks from all schools, Skokie Playfield Park District facilities, and under a mile to town, Metra, shopping, and dining. The super-sized living spaces found here will far exceed your expectations for entertaining, working and daily living needs. The extra-large 57x187 lot presents an extra-wide home with a huge private fenced and professionally landscaped backyard. The large deck and beautiful yard offer lovely year-round views from the open kitchen/massive family room with a built-in bar and gas log fireplace, entertainment-sized dining room, and cheerful year-round sunroom. Completing the first floor are the sunny office with a bay window, and a gracious living room with a gorgeous marble fireplace and built ins. A generous landing welcomes you to the second floor featuring 4 large corner bedrooms, including a primary suite more expansive than those found in today's new construction. The primary features a gas fireplace, a ginormous walk-in closet that dreams are made of, a private balcony and a huge bathroom with double sinks, a walk-in shower, a Jacuzzi tub, and a private water closet. The sizable hall bath with two sinks and separate tub/shower serves the three additional bedrooms, and each include excellent closet space. The basement has a rec room with good ceiling height, full bath, laundry, and storage. A major addition nearly doubled the size of this house in 1998, so the back half of the home is newer construction, and all windows were replaced except the two front bays. This lovingly cared for home is move-in ready and offers the opportunity to make it your own over time. This special home represents tremendous value for its size and plenty of upside potential for the next owners. HVAC all replaced in the last 8 years and 2013 roof, so the next owner can just focus on their cosmetic updates. The longtime owners are only the second family to own this house, and they have hosted hundreds of holidays for their family here, creating incredible memories to last a lifetime. Opportunities like this don't come along very often, could your turn be next?

Listing Office: @PROPERTIES

Listing Office Phone: 847.881.0200

Disclaimer: The data relating to real estate for sale on this website comes courtesy of Midwest Real Estate Data, LLC as distributed by MLS GRID. Real estate listings held by brokerage firms other than @properties are marked with the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 7/21/2025 at 1:43pm. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.


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1166 Cherry Street, Winnetka, IL 60093 is a single family home which sold for $1,400,000. 1166 Cherry Street features 4 Beds, 3 Baths, 1 Half Bath. This single family home has been listed on @properties Christie's International Real Estate since January 16th, 2025 and was built in 1939. Nearby schools include New Trier Twp H.s. Northfield/Wi. The nearest transit stops include Winnetka Metra Metra Union Pacific North line.