3744 North Bosworth Avenue

Chicago IL 60613

3800 sq. ft.

Single-Family

Last sold for $1,688,000

Anne Rossley, last sold this property on 14 August 2026 after 51 days on market.

Overview

Some homes are built. This one was kept. On a tree-lined Southport Corridor street, behind a beautifully restored wood- clapboard facade and a millwork front porch, 3744 N. Bosworth is the rare Lakeview Victorian that survived the teardown era with its soul intact - and was thoughtfully updated to live the way you do now. Inside,3600 square feet unfold across three light-filled levels. The heart of the home is the main floor: a gracious living and dining room for everything from Tuesday weekday dinners to holiday tables, flowing to a well-appointed kitchen with a breakfast nook, and an adjoining sitting room and a well-appointed office.- the spot everyone gravitates to with coffee in hand. The family room extends from the kitchen, and the breakfast room overlooks the back yard. Out back, a deck large enough for real dinners overlooks a professionally landscaped garden anchored by an ornamental pear and a bluestone patio. Upstairs, a private primary suite is joined by two additional bedrooms and updated baths - a quiet retreat above the action. The updated laundry room is nearby for convenience and the bonus room in back is a natural kids' study/den area. And then there's the difference-maker: an at- grade lower level that is not a basement. Sitting on grade, full of light, it offers a spacious family room and wet bar plus rooms that adapt to whatever season of life you're in - a home gym, guest quarters, a teen or in-law retreat, even a return to two-unit living should you ever want it. Five bedrooms, three and a half baths, a two-car garage, and a 25 x 125 lot complete the picture. All of it sits in the Blaine Elementary boundary, steps from acclaimed Southport Corridor shops, entertainment and restaurants, the Brown Line, and favorite- Juniper Park just a block and a half away. This is the address buyers wait for - and the kind of character that, once gone, cannot be rebuilt.

Features

5 bedrooms

4 bathrooms

2 carspaces

2 garage spaces

3800 sq. ft. floor area

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 3744 North Bosworth Avenue is $1.89m.

Median value

$1.89m

Estimated value range

$725k - $4.45m

Median days on market

Estimated value trend

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 3744 North Bosworth Avenue

2026

Sold

$1,688,000

14 Aug 2026 by Anne Rossley, of Baird & Warner

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.