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  • $1,400,000

    1166 Cherry St, Winnetka, IL 60093

    4beds
    3,611sqft
    Single Family Residence
    Built in 1939
    0.25 Acres Lot
    $1,400,200 Zestimate®
    $388/sqft
    $8,038 Estimated rent

    What's special

    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?

    Zillow last checked: 7 hours ago

    Listing updated: July 21, 2025 at 11:23am

    Listing courtesy of:

    Chris Veech 847-913-3662,

    @properties Christie's International Real Estate

    Bought with:

    Paige Dooley

    Compass

    Source: MRED as distributed by MLS GRID,MLS#: 12267764MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Flooring (Carpet), Bathroom (Full)
    • Level: Second
    • Area: 405 Square Feet
    • Dimensions: 15X27
    Bedroom 2
    • Features: Flooring (Carpet)
    • Level: Second
    • Area: 224 Square Feet
    • Dimensions: 16X14
    Bedroom 3
    • Features: Flooring (Carpet)
    • Level: Second
    • Area: 165 Square Feet
    • Dimensions: 15X11
    Bedroom 4
    • Features: Flooring (Carpet)
    • Level: Second
    • Area: 132 Square Feet
    • Dimensions: 12X11
    Dining room
    • Features: Flooring (Hardwood)
    • Level: Main
    • Area: 392 Square Feet
    • Dimensions: 14X28
    Family room
    • Features: Flooring (Hardwood)
    • Level: Main
    • Area: 384 Square Feet
    • Dimensions: 16X24
    Other
    • Features: Flooring (Carpet)
    • Level: Main
    • Area: 168 Square Feet
    • Dimensions: 14X12
    Kitchen
    • Features: Kitchen (Eating Area-Table Space), Flooring (Hardwood)
    • Level: Main
    • Area: 165 Square Feet
    • Dimensions: 15X11
    Living room
    • Features: Flooring (Hardwood)
    • Level: Main
    • Area: 336 Square Feet
    • Dimensions: 14X24
    Office
    • Features: Flooring (Hardwood)
    • Level: Main
    • Area: 156 Square Feet
    • Dimensions: 12X13
    Recreation room
    • Level: Basement
    • Area: 336 Square Feet
    • Dimensions: 21X16
    Walk in closet
    • Features: Flooring (Carpet)
    • Level: Second
    • Area: 105 Square Feet
    • Dimensions: 15X7
    Heating
    • Natural Gas
    Cooling
    • Central Air
    Appliances
    • Included: Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s)
    • Laundry: Gas Dryer Hookup, Sink
    Features
    • Dry Bar, Walk-In Closet(s)
    • Flooring: Hardwood
    • Basement: Partially Finished,Partial
    • Attic: Pull Down Stair
    • Number of fireplaces: 3
    • Fireplace features: Family Room, Living Room, Master Bedroom
    Interior area
    • Total structure area: 0
    • Total interior livable area: 3,611 sqft

    Property

    Parking
    • Total spaces: 1
    • Parking features: Asphalt, Garage Door Opener, On Site, Garage Owned, Attached, Garage
    • Attached garage spaces: 1
    • Has uncovered spaces: Yes
    Accessibility
    • Accessibility features: No Disability Access
    Features
    • Stories: 2
    • Patio & porch: Deck
    • Fencing: Fenced
    Lot
    • Size: 0.25 Acres
    • Dimensions: 57 X 187
    • Features: Landscaped, Mature Trees
    Details
    • Parcel number: 05201160340000
    • Special conditions: List Broker Must Accompany

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Brick
    • Foundation: Concrete Perimeter
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1939

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Lake Michigan

    Community & neighborhood

    Community
    • Community features: Sidewalks, Street Lights
    Location
    • Region: Winnetka

    Other

    Other facts
    • Listing terms: Conventional
    • Ownership: Fee Simple
    Services availability
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    $1,400,200
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