Active Under Contract

$1,725,000

555 Cherry Street, Winnetka, IL 60093
5 Beds5 Baths6,580 sqft30 days
555 Cherry Street·Winnetka, IL 60093
5Bedrooms
5Bathrooms
6,580Sq Ft
1892Year Built
About This Home

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".

MLS# 12711173Listed July 23, 2026ResidentialVictorian
Property Details

Beds & Baths

Total Bedrooms5
Total Bathrooms5
Full Baths4
Half Baths1
Total Rooms12

Size & Structure

Living Area6,580 sqft
Garage Spaces2
Fireplaces3
Year Built1892
Lot Size0.265 acres

Location

CountyCook
TownshipNew Trier
Zip Code60093

Financial

List Price$1,725,000
Price / Sq Ft$262
Annual Taxes (2024)$25,644
Monthly Tax Est.$2,137
Parcel #05211180100000
Interior Features

Flooring

Hardwood

Heating

Natural GasSteam

Cooling

Central AirSmall Duct High Velocity

Basement

Partially FinishedPartial
Exterior & Lot

Construction

Cedar

Roof

Asphalt

Patio & Porch

PatioScreened
Utilities & Parking

Sewer

Public Sewer

Water Source

Lake MichiganPublic

Electric

200+ Amp Service

Parking

AsphaltHeated GarageYesGarage OwnedAttachedGarage
Schools
Elementary
Greeley Elementary School
District: 36
Middle School
The Skokie School
District: 36
High School
New Trier Twp H.S. Northfield/Wi
District: 203
Tax & Financial
Annual Taxes
$25,644
Tax Year 2024
Monthly Tax Est.
$2,137
per month
Price per Sq Ft
$262
per square foot
Property Location

555 Cherry Street, Winnetka, IL 60093Cook County

$1,725,000
$262 / sqft
555 Cherry Street
5 bd5 ba6,580 sqft
VL
Vittoria Logli
Top Glenview Agent

IL License 475.178467 · (847) 810-8438

Quick Facts
30 days on market
2-car garage
3 fireplaces
0.265 acres
$25,644/yr taxes
$11,203
estimated monthly payment
Principal & Interest
$9,066/mo
Property Tax
$2,137/mo
$1,725,000
20% — $345,000
3%50%
6.875%
3%12%
Loan Amount
$1,380,000
Down Payment
$345,000

* Estimated payment only. Actual rates, taxes, and insurance may vary. Contact a lender for a personalized quote.

Listed by
Compass
Agent: Howard Meyers
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Listing Courtesy: MRED as distributed by MLS GRID | @properties Christie's International Real Estate

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