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555 Cherry Street

Winnetka, IL 60093
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Bed 5

Bed

Bath 5

Bath

SqFt6,580

Sqft

Acres0.27

Acre(Lot)

Beautifully restored idyllic Victorian home expanded for today's living features a flexible floorplan with easy flow, generously sized rooms, dramatic ceiling heights, detailed millwork and plaster moldings, inlaid floors and an abundance of tall oversized windows. The lushly landscaped property highlighted by majestic oak trees is ideally located on a favorite east Winnetka street near lakefront beaches, shopping, restaurants, Metra, Greeley and New Trier East. The quintessential front porch welcomes you to sit and enjoy the view of the park-like lawn. The front entry opens to the foyer connecting the first floor rooms and a striking staircase. Grandly scaled great room sets the tone for the rest of the home, and offers a wonderful space for gathering and relaxing. The formal living and dining rooms echo the same gracious, comfortable style. An updated white kitchen with granite countertops has top appliances and opens to the family room with doors to the deck and paver patio. Second floor includes a stunning primary suite featuring a gorgeous bedroom filled with light, soaring ceilings, two walk-in closets, a luxurious spa bath and a lofted office above. Three additional bedrooms and two renovated baths complete this level. The third floor has treetop views, a bedroom, office and full bath. The lower level features a laundry room, playroom and storage. Very private back yard with two level deck and separate paver patio. Attached heated garage. Property sold "As- Is".

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Detail Ic Property Details

Property Type : Residential

Price : $1,725,000

AD Id : 88326024

MLS Id : MRD12711173

Beds : 5

Lot Size : 0.27 Acre

Living Area Size : 6,580

Year Built : 1892

Garage : 2

County : Cook

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Feature Features

  • Bedroom Information

    Total Bedroom: 5 Room Types: Great Room, Loft, Walk In Closet, Bedroom 5, Office, Foyer, Screened Porch

    Bathroom Information

    Total Baths: 5 Full Baths: 4 Half Baths: 1

    Room Information

    Rooms Total: 12

    Interior Features

    Roof: Asphalt

    Roofing Information

    Asphalt
  • Flooring Information

    Flooring: Hardwood Construction Materials: Cedar
  • Heating & Cooling

    Heating: Natural Gas, Steam Cooling: Central Air, Small Duct High Velocity WaterSource: Lake Michigan, Public

  • Building Information

    Year Built: 1892

  • Lot Information

    Lot Dimensions: 85X157X25X60X127 Lot Acres: 0.265 Lot Size: .25-.49 Acre

    Property Information

    Property Type: Residential Style: Victorian Sub Type: Detached Single Type Detached: 3 Stories

  • Listing Price Information

    Original List Price:$1725000

  • Tax Information

    Annual Tax: $25644.1 Tax Year: 2024 Parcel Number: 05211180100000 Tax Exemption: Homeowner

  • Parking Information

    Total Parking: 2 Asphalt, Heated Garage, Yes, Garage Owned, Attached, Garage

    Garage Information

    Garage Space: 2

    Homeowners Association Information

    Included Fees: None

  • School Information

    Elementary School: Greeley Elementary School Junior High School: The Skokie School Senior High School: New Trier Twp H.S. Northfield/Wi
  • Utility Information

    Sewer: Public Sewer Water Source: Lake Michigan, Public
  • Location Information

    City: Winnetka Direction: Sheridan to Cherry, West two blocks to home
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
639 Lincoln Avenue, Winnetka, IL, 60093 $1,779,000 4 3 --
73 Locust Road, Winnetka, IL, 60093 $2,795,000 5 6 4,089 4,089 SqFt
605 Arbor Vitae Road, Winnetka, IL, 60093 $3,850,000 7 6 --
319 Sheridan Road, Winnetka, IL, 60093 $29,900,000 8 13 20,000 20,000 SqFt
1101 Merrill Street #M1, Winnetka, IL, 60093 $285,000 2 1 --
82 Woodley Road, Winnetka, IL, 60093 $2,785,000 6 6 --
1347 Sunview Lane, Winnetka, IL, 60093 $1,495,000 4 4 4,064 4,064 SqFt
1192 Chatfield Road, Winnetka, IL, 60093 $2,599,900 4 5 3,610 3,610 SqFt
154 Glenwood Avenue, Winnetka, IL, 60093 $950,000 3 2 2,333 2,333 SqFt
127 Glenwood Avenue, Winnetka, IL, 60093 $2,795,000 6 5 6,900 6,900 SqFt
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ByOwner last updated this listing 07/24/2026 @ 06:20

MLS: MRED #12711173 LISTED BY: Howard Meyers, Compass 847-446-9600 SOURCE: Midwest Real Estate Data LLC (MRED) (Listings courtesy of Midwest Real Estate Data LLC (MRED) as distributed by MLS GRID)

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