3744 N Bosworth Avenue
Chicago, IL, 60613
$1,550,000
5 Beds
4 Baths
3,800 SqFt
0 Acres
Add
Add
$1,550,000
3744 N Bosworth Avenue
Chicago, IL, 60613
MLS #MRD12660154 image #0
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
Beds:
5
Baths:
4
Type:
Single Family
Neighborhood:
chilakeview
Listed Date:
Jun 24, 2026
Finished Sq Ft:
3,800
Year Built:
1888
Chi – Lake ViewChilakeviewBlaine Elementary SchoolBlaine Elementary SchoolLake View High School

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
Need more info?
Ask a Question
Ready to go see it?
Schedule a Showing

Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.

More About Debra

Mortgage Calculator

 

Map

Current real estate data for Single Family in Chicago as of Jun 24, 2026
2,758
Single Family Listed
68
Avg DOM
237
Avg $ / SqFt
$582,734
Avg List Price

Community

Subdivisions in Chicago

Similar Listings Nearby

broker reciprocity
MLS# MRD12637282broker reciprocity
2851 W Rascher Avenue
Chicago, IL

$2,000,000

2.7 miles away

broker reciprocity
MLS# MRD12664191broker reciprocity
179 E LAKE SHORE Drive #25W
Chicago, IL

$2,000,000

4.2 miles away

broker reciprocity
MLS# MRD12649531broker reciprocity
1619 W Summerdale Avenue
Chicago, IL

$1,999,000

2.0 miles away

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 $237. The average listing price for Single Family in Chicago is $582,734. 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.
3744 N Bosworth Avenue
Chicago, IL