Active Under Contract
Single family home for sale at 555 Cherry St, Winnetka, IL 60093 | MLS# 12711173 | Listing updated on 2026-09-18
Photo 1 of Single family home for sale at 555 Cherry St, Winnetka, IL 60093 | MLS# 12711173 | Listing updated on 2026-09-18
Photo 2 of Single family home for sale at 555 Cherry St, Winnetka, IL 60093 | MLS# 12711173 | Listing updated on 2026-09-18
Photo 3 of Single family home for sale at 555 Cherry St, Winnetka, IL 60093 | MLS# 12711173 | Listing updated on 2026-09-18
Photo 4 of Single family home for sale at 555 Cherry St, Winnetka, IL 60093 | MLS# 12711173 | Listing updated on 2026-09-18
40+
Beds Icon

Street View

$1,725,000

Monthly Est:$8,586

  • Beds Icon5 Beds
  • Beds Icon
    5 Baths
  • Beds Icon6,580sqft

555 Cherry St, Winnetka, IL 60093

$8,586/moEst:

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  • Single Family Residence

  • Built in 1892

  • $-- HOA

  • 11,543.4 sqft lot

  • $262/sq.ft

Description

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".

  • Houzeo last checked: 6 hours ago
  • Listing updated: September 18, 2026 at 5:19 pm
  • Listing Provided by: Howard Meyers , Susan Meyers DRE #475122193 | Compass (847) 446-9600
  • Source: MRED MLS-IL | MLS#: 12711173 MRED MLS-IL

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Cook County

  • City

    Winnetka

  • Neighborhood

    --

  • Year Built

    1892

  • HOA Fees

    -

  • Finished Area

    6,580 sqft

  • Lot Size

    11,543.4 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    MRED MLS

  • MLS Number

    12711173

  • MLS Status

    Contingent

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 5

  • Great Room

    Level: Main

    Area: 480.00 Square Feet

    Dimensions: 30X16

  • Loft

    Level: Third

    Area: 156.00 Square Feet

    Dimensions: 13X12

  • Walk In Closet

    Level: Second

    Area: 78.00 Square Feet

    Dimensions: 13X6

  • Bedroom 5

    Level: Third

    Area: 180.00 Square Feet

    Dimensions: 15X12

  • Office

    Level: Third

    Area: 140.00 Square Feet

    Dimensions: 14X10

  • Foyer

    Level: Main

    Area: 72.00 Square Feet

    Dimensions: 12X6

  • Screened Porch

    Level: Main

    Area: 300.00 Square Feet

    Dimensions: 30X10

  • Bedroom 2

    Level: Second

    Area: 285.00 Square Feet

    Dimensions: 19X15

  • Bedroom 3

    Level: Second

    Area: 336.00 Square Feet

    Dimensions: 21X16

  • Bedroom 4

    Level: Second

    Area: 182.00 Square Feet

    Dimensions: 14X13

  • Dining Room

    Level: Main

    Area: 224.00 Square Feet

    Dimensions: 16X14

  • Family Room

    Level: Main

    Area: 285.00 Square Feet

    Dimensions: 19X15

  • Kitchen

    Level: Main

    Area: 315.00 Square Feet

    Dimensions: 21X15

  • Laundry

    Level: Basement

    Area: 190.00 Square Feet

    Dimensions: 19X10

  • Living Room

    Level: Main

    Area: 336.00 Square Feet

    Dimensions: 21X16

  • Master Bedroom

    Level: Second

    Area: 456.00 Square Feet

    Dimensions: 24X19

Interior

  • Sewer

    Public Sewer

  • Cooling

    Central Air, Small Duct High Velocity

  • Flooring

    Hardwood

  • Heating

    Natural Gas, Steam

Construction

  • Year Built

    Year Built: 1892

  • Home type

    Single Family Residence

  • Architectural Style

    Victorian

  • Construction Materials

    Cedar

  • Roof

    Asphalt

Utilities & Energy

  • Water Source

    Lake Michigan, Public

  • Basement

    Partially Finished, Partial

  • Parking Features

    Asphalt, Heated Garage, Yes, Garage Owned, Attached, Garage

  • Electric

    200+ Amp Service

Other Features

  • Patio And Porch Features

    Patio, Screened

Price History

DateEventPrice

09/04/2026

Source: #MRD12711173

Contingent (Active Under Contract)

$1,725,000

$262/sqft

09/03/2026

Source: mls_logoMRED MLS-IL #MRD12711173

Pending

$1,725,000

$262/sqft

08/07/2026

Source: mls_logoMRED MLS-IL #MRD12711173

Listed for Sale

$1,725,000 +21.91%

$262/sqft

04/15/2021

Source: mls_logoMRED MLS-IL #MRD10993447

Sold

$1,415,000 -4.07%

$215/sqft

04/15/2021

Source: mls_logoMRED MLS-IL #MRD10993447

Price Increased

$1,475,000 +1.79%

$224/sqft

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This representation is based in whole or in part on data supplied by Midwest Real Estate Data, LLC through Oct 05, 2026, 03:01PM. Midwest Real Estate Data, LLC does not guarantee nor is it in any way responsible for its accuracy. Data maintained by Midwest Real Estate Data LLC may not reflect all real estate activity in the market.

Based on information submitted to the MLS GRID as of Oct 05, 2026, 03:01PM. All data is obtained from various sources and has not been, and will not be, 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. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. Some IDX listings have been excluded from this website. Information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID, MRED or Houzeo. The use of the MLS GRID Data may be subject to an end user license agreement. Properties displayed may be listed or sold by various participants in the MLS,

Listings courtesy of MRED as distributed by MLS GRID. ©2026 Midwest Real Estate Data LLC. All Rights Reserved

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