IL
Cook
Winnetka
60093
555 Cherry Street
555 Cherry Street, Winnetka, IL 60093
Share Listing
Listing Type
Single Family
Listing Status
Active
44
$1,725,000

Home Details for 555 Cherry Street

Price
$1,725,000
Type
Residential
Bedrooms
5
Total Bathrooms
5
Full Bathrooms
4
Half Bathrooms
1
Square feet
6580
Year built
1892
Lot size acres
0.265
County
Cook
Total rooms
12
Garage
2
Basement
Partially Finished, Partial
MLS Listing#
12711173
Property 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".

Property Features
  • Parking
    • Asphalt
    • Heated Garage
    • Attached
    • Garage
  • Heating Information
    • Natural Gas
    • Steam
  • House Interior
    • Walk-In Closet(s)
    • Entrance Foyer
  • Basement
    • Partially Finished
    • Partial
  • Fire Place
    • Family Room
    • Living Room
  • Cooling Information
    • Central Air
  • Water Features
    • Public
  • Garage
    • 1
School Information
School Information for 555 Cherry Street, Winnetka, IL 60093
Elementary School
Greeley Elementary School
Middle School
The Skokie School
High School
New Trier Twp H.S. Northfield/Wi
Listing Courtesy: Compass - 847-446-9600
Midwest Real Estate Data logo Based on information submitted to the MLS GRID as of 2026-07-23 08:30:20. 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 Updated: 2026-07-23 08:30:20
Transportation
Check the walk, transit, and bike score for
Neighborhood Market Statistics
See average values in the proximity of this property
Median Listing Price
Median Days on Site
Median Square Feet
Market statistics compiled from data from Midwest Real Estate Data.
EXIT STRATEGY REALTY
2935 N. Clark St., Chicago, IL 60657
Office
312 554 5478
Request more details
Code: