$1,550,000
3744 N Bosworth Avenue
Chicago, IL, 60613
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.
Property Details
Price:
$1,550,000
MLS #:
MRD12660154
Status:
Active Under Contract
Beds:
5
Baths:
4
Type:
Single Family
Neighborhood:
chilakeview
Listed Date:
Jun 24, 2026
Finished Sq Ft:
3,800
Year Built:
1888
Schools
School District:
299
Elementary School:
Blaine Elementary School
Middle School:
Blaine Elementary School
High School:
Lake View High School
Interior
Appliances
Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Other
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Dual
Flooring
Hardwood
Heating
Natural Gas, Forced Air, Sep Heating Systems – 2+
Interior Features
1st Floor Bedroom, Walk-In Closet(s), Bookcases
Laundry Features
Upper Level, In Unit
Exterior
Community Features
Curbs, Sidewalks, Street Lights
Construction Materials
Vinyl Siding, Wood Siding
Garage Spaces
2
Parking Features
Yes, Garage Owned, Detached, Garage
Parking Spots
2
Parking Total
2
Window Features
Skylight(s)
Financial
HOA Fee Frequency
Not Applicable
HOA Includes
None
Tax Year
2023
Taxes
$29,675
Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.
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Map
Current real estate data for Single Family in Chicago as of Jul 15, 2026
2,683
Single Family Listed
69
Avg DOM
236
Avg $ / SqFt
$565,778
Avg List Price
Community
- Address3744 N Bosworth Avenue Chicago IL
- CityChicago
- CountyCook
- Zip Code60613
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Property Summary
- 3744 N Bosworth Avenue Chicago IL is a Single Family for sale in Chicago, IL, 60613. It is listed for $1,550,000 and features 5 beds, 4 baths, and has approximately 3,800 square feet of living space, and was originally constructed in 1888. The current price per square foot is $408. The average price per square foot for Single Family listings in Chicago is $236. The average listing price for Single Family in Chicago is $565,778. To schedule a showing of MLS#mrd12660154 at 3744 N Bosworth Avenue in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.

Copyright 2026. All rights reserved.
3744 N Bosworth Avenue
Chicago, IL





