1442 W Cuyler Ave

Chicago IL 60613

4200 sq. ft.

0.07 ac.

Single-Family

Last sold for $1,699,900

Peter Kozera, last sold this property on 11 July 2025 after 77 days on market.

Overview

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.

Features

5 bedrooms

5 bathrooms

2 carspaces

2 garage spaces

4200 sq. ft. floor area

0.07 ac. lot size

Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Chicago over the last 12 months, the estimated median property value of 1442 W Cuyler Ave is $1.96m.

Median value

$1.96m

Estimated value range

$725k - $4.45m

Median days on market

Estimated value trend

15%

increase over the last 12 months

Average days on market is based on recent, comparable sales in Chicago. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 1442 W Cuyler Ave

2025

Sold

$1,699,900

11 Jul 2025 by Peter Kozera, of Eras Brokerage and Realty LLC

2014

Sold

$1,437,500

23 Oct 2014 by Sophia Klopas, of Berkshire Hathaway HomeServices KoenigRubloff

Happy sellers in Chicago

We have insufficient information to provide an overview of customer satisfaction for Chicago. Viewing the agent profiles, reviews and sales for Chicago can provide insights for this location.