IL > Chicago
Chicago, IL 60613,1442 W Cuyler AVE
Chicago, IL 60613,1442 W Cuyler AVE
Chicago, IL 60613,1442 W Cuyler AVE
Chicago, IL 60613,1442 W Cuyler AVE
Chicago, IL 60613,1442 W Cuyler AVE
Chicago, IL 60613,1442 W Cuyler AVE
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Sarah Leonard

Sarah Leonard

The Sarah Leonard Team

+1(224) 239-3966
$ 1,699,900
Est. payment | /mo

5 Beds

4.5 Baths

4,200 SqFt

Save
$ 1,699,900
Est. payment | /mo
Save

5 Beds

4.5 Baths

4,200 SqFt

OPEN HOUSE

Sun Apr 27, 12:30pm - 3:30pm

Key Details

Property Type Single Family Home

Sub Type Detached Single

Listing Status Active

Purchase Type For Sale

Square Footage 4,200 sqft

Price per Sqft $404

MLS Listing ID 12341453

Style Greystone

Bedrooms 5

Full Baths 4

Half Baths 1

Year Built 1896

Annual Tax Amount $19,367

Tax Year 2023

Lot Size 3,123 Sqft

Lot Dimensions 25X125

Property Sub-Type Detached Single

Property Description

Welcome to this beautifully maintained and timeless Graceland West Greystone. This single-family home is perfectly situated on a picturesque, tree-lined street within the highly sought-after Blaine School district. With five spacious bedrooms and four and a half bathrooms, 1442 W Cuyler masterfully blends classic architectural charm with sophisticated modern updates-creating a warm, elegant, and functional space ideal for both everyday living and entertaining. Step inside to soaring ceilings and meticulously preserved original millwork. The sun-drenched formal living and dining rooms offer a welcoming atmosphere for gatherings of all sizes, while the heart of the home-an updated chef's kitchen-boasts custom cabinetry, premium appliances, and an oversized island perfect for casual meals or culinary masterpieces. The thoughtfully designed layout continues into a generous family room that opens to a large back deck and leads to a brick two-car garage. Tucked above the garage is an urban rooftop retreat like no other-complete with a pergola, lounging space, and even a slide, adding a touch of joy. Upstairs, the expansive primary suite is a true sanctuary, featuring a walk-in closet and a spa-caliber bath with a soaking tub, dual vanities, and a glass-enclosed shower. Two spacious bedrooms, each with en suite baths, complete the second level. The fully finished lower level offers exceptional versatility with a spacious rec room, an additional bedroom, a full bath, a dedicated office, and a beautifully designed wine room-perfect for storing your favorite vintages at the ideal temperature. Conveniently located just steps from the Southport Corridor's charming boutiques, top-rated restaurants, parks, and Brown Line, this home offers the perfect balance of luxury, location, and urban lifestyle. Don't miss this rare opportunity to own a truly special home in one of Chicago's premiere neighborhoods.

Location

State IL

County Cook

Area Chi - Lake View

Rooms

Basement Finished, Full, Daylight

Interior

Interior Features Wet Bar

Heating Natural Gas, Forced Air

Cooling Central Air

Flooring Hardwood

Fireplaces Number 4

Fireplace Y

Appliance Range, Microwave, Dishwasher, Refrigerator, High End Refrigerator, Freezer, Washer, Dryer, Stainless Steel Appliance(s), Wine Refrigerator

Laundry Upper Level, Multiple Locations

Exterior

Exterior Feature Outdoor Grill

Garage Spaces 2.0

Community Features Park, Sidewalks, Street Lights, Street Paved

Building

Dwelling Type Detached Single

Building Description Brick, No

Sewer Public Sewer

Water Public

Structure Type Brick

New Construction false

Schools

Elementary Schools Blaine Elementary School

Middle Schools Blaine Elementary School

High Schools Lake View High School

School District 299 , 299, 299

Others

HOA Fee Include None

Ownership Fee Simple

Special Listing Condition List Broker Must Accompany

Midwest Real Estate Data (MRED) IDX
© 2025 Listings courtesy of MRED as distributed by MLS GRID. All Rights Reserved.
Listed by Peter Kozera • Eras Brokerage and Realty LLC

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Sarah Leonard

Broker | Owner

+1(224) 239-3966

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1442 W Cuyler AVE