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555 Cherry Street, 
Winnetka, IL 60093

$1,725,000


5

Beds


5

Baths


6,580

Sq Ft


Single Family

Pending

Listed by

Howard Meyers

Susan Meyers

Compass

Last updated:

August 4, 2026, 08:34 AM

MLS#

12711173

Source:

MLSNI

About This Home

555 Cherry Street

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".

Home Facts

Single Family

5 Baths

5 Bedrooms

Built in 1892

Price Summary

1,725,000

$262 per Sq. Ft.

MLS #:

12711173

Last Updated:

August 4, 2026, 08:34 AM


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

5

Full Bathrooms:

4

Interior

Living Area:

6,580 Sq. Ft.


Structure

Structure

Architectural Style:

Victorian

Building Area:

6,580 Sq. Ft.

Year Built:

1892


Lot

Lot Size (Sq. Ft):

11,543


Finances & Disclosures

Finances

Price:

$1,725,000

Price per Sq. Ft:

$262 per Sq. Ft.

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Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.