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$1,725,000
5 Days On Site

555 Cherry Street
Winnetka, IL 60093

For Sale|Single Family Residence|Active
5
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
6,580
SqFt
$262
/SqFt
1892
Built
County:
Cook
Listing Courtesy of MRED as distributed by MLS Grid of Compass
Call Now: 847.967.0022
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847.967.0022
555 Cherry Street555 Cherry Street555 Cherry Street555 Cherry Street
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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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Listing Snapshot
Price 
$1,725,000
Days On Site 
5 Days
Bedrooms 
5
Inside Area (SqFt) 
6,580 sqft
Total Baths 
5
Full Baths 
4
Partial Baths 
1
Lot Size 
0.265 Acres
Year Built 
1892
MLS® Number 
12711173
Status 
Active
Property Tax 
$25,644.1
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Plans
Friends & Family
Recent Activity
2 hours agoListing updated with changes from the MLS®
3 hours agoStatus changed to Active
6 days agoListing first seen on site
General Features
Acres 
0.265
Attached Garage 
Yes
Garage 
Yes
Garage Spaces 
2
Parking 
AsphaltHeated GarageAttachedGarage
Parking Spaces 
2
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
6580
Style 
Victorian
Water Source 
Public
Interior Features
Basement 
Partially FinishedPartial
Cooling 
Central Air
Electric 
200+ Amp Service
Fireplace 
Yes
Fireplace Features 
Family RoomLiving Room
Fireplaces 
3
Flooring 
Hardwood
Heating 
Natural GasSteam
Interior 
Walk-In Closet(s)Entrance Foyer
Bedroom 2 
Dimensions - 19X15Level - Second
Bedroom 3 
Dimensions - 21X16Level - Second
Bedroom 4 
Dimensions - 14X13Level - Second
Bedroom 5 
Dimensions - 15X12Level - Third
Dining Room 
Dimensions - 16X14Level - Main
Family Room 
Dimensions - 19X15Level - Main
Foyer 
Dimensions - 12X6Level - Main
Great Room 
Dimensions - 30X16Level - Main
Kitchen 
Dimensions - 21X15Level - MainDescription - Eating Area-Breakfast Bar
Laundry 
Dimensions - 19X10Level - Basement
Living Room 
Dimensions - 21X16Level - Main
Loft 
Dimensions - 13X12Level - Third
Master Bedroom 
Dimensions - 24X19Level - Second
Office 
Dimensions - 14X10Level - Third
Screened Porch 
Dimensions - 30X10Level - Main
Walk In Closet 
Dimensions - 13X6Level - Second
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Exterior Features
Construction Details 
Cedar
Patio And Porch 
ScreenedPatio
Roof 
Asphalt
Community Features
MLS Area 
Winnetka
School District 
New Trier Twp H.S. Northfield/Wi
Township 
New Trier
Schools
School District
New Trier Twp H.S. Northfield/Wi
Elementary School
Greeley Elementary School
Middle School
The Skokie School
High School
New Trier Twp H.S. Northfield/Wi
Listing Courtesy of MRED as distributed by MLS Grid of Compass



Based on information submitted to the MLS GRID as of 2026-07-29 07:29 AM UTC. 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.
Last checked: 2026-07-29 07:29 AM UTC
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Neighborhood & Commute
Source: Walkscore
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