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$1,550,000
34 Days On Site

3744 N Bosworth Avenue
Chicago, IL 60613

For Sale|Single Family Residence|Active Under Contract
5
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
3,800
SqFt
$408
/SqFt
1888
Built
County:
Cook
Listing Courtesy of MRED as distributed by MLS Grid of Baird & Warner
3744 N Bosworth Avenue3744 N Bosworth Avenue3744 N Bosworth Avenue3744 N Bosworth Avenue
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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.

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Listing Snapshot
Price 
$1,550,000
Days On Site 
34 Days
Bedrooms 
5
Inside Area (SqFt) 
3,800 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
N/A
Year Built 
1888
MLS® Number 
12660154
Status 
Active Under Contract
Property Tax 
$29,675.27
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Plans
Friends & Family
Recent Activity
5 days agoListing updated with changes from the MLS®
4 weeks agoStatus changed to Active Under Contract
a month agoListing first seen on site
General Features
Garage 
Yes
Garage Spaces 
2
Parking 
DetachedGarage
Parking Spaces 
2
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
Water Source 
Public
Interior Features
Appliances 
RangeMicrowaveDishwasherRefrigeratorWasherDryerDisposalStainless Steel Appliance(s)Other
Basement 
None
Cooling 
Central AirDual
Flooring 
Hardwood
Heating 
Natural GasForced Air
Interior 
Entrance FoyerWalk-In Closet(s)Bookcases
Laundry Features 
Upper LevelIn Unit
Window Features 
Skylight(s)
Bedroom 2 
Dimensions - 13X9Level - Third
Bedroom 3 
Dimensions - 13X11Level - Third
Bedroom 4 
Dimensions - 13X8Level - Main
Bedroom 5 
Dimensions - 13X9Level - Main
Bonus Room 
Dimensions - 14X15Level - Third
Breakfast Room 
Dimensions - 10X8Level - Second
Deck 
Dimensions - 13X7Level - Second
Dining Room 
Dimensions - 13X12Level - Second
Exercise Room 
Dimensions - 13X12Level - Main
Family Room 
Dimensions - 13X9Level - Second
Foyer 
Dimensions - 16X8Level - Second
Kitchen 
Dimensions - 17X12Level - SecondDescription - Eating Area-Breakfast Bar
Laundry 
Dimensions - 8X6Level - Third
Living Room 
Dimensions - 12X12Level - Second
Master Bedroom 
Dimensions - 15X14Level - Third
Office 
Dimensions - 13X8Level - Second
Play Room 
Dimensions - 14X12Level - Main
Recreation Rm 
Dimensions - 13X25Level - Main
Utility Room-Lower Level 
Dimensions - 10X9Level - Main
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Exterior Features
Construction Details 
Vinyl SidingWood Siding
Patio And Porch 
Deck
Windows/Doors 
Skylight(s)
Community Features
Community Features 
CurbsSidewalksStreet Lights
MLS Area 
CHI - Lake View
School District 
Lake View High School
Township 
Lake View
Schools
School District
Lake View High School
Elementary School
Blaine Elementary School
Middle School
Blaine Elementary School
High School
Lake View High School
Listing Courtesy of MRED as distributed by MLS Grid of Baird & Warner



Based on information submitted to the MLS GRID as of 2026-07-29 01:06 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Last checked: 2026-07-29 01:06 AM UTC
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Neighborhood & Commute
Source: Walkscore
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