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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.
| DAYS ON MARKET | 1 | LAST UPDATED | 6/24/2026 |
|---|---|---|---|
| YEAR BUILT | 1888 | COMMUNITY | CHI - Lake View |
| GARAGE SPACES | 2.0 | COUNTY | Cook |
| STATUS | Active | PROPERTY TYPE(S) | Single Family |
| School District | Lake View High School |
|---|---|
| Elementary School | Blaine Elementary School |
| Jr. High School | Blaine Elementary School |
| High School | Lake View High School |
| ADDITIONAL DETAILS | |
| AIR | Central Air, Dual |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dishwasher, Disposal, Dryer, Microwave, Other, Range, Refrigerator, Stainless Steel Appliance(s), Washer |
| AREA | CHI - Lake View |
| BASEMENT | None |
| CONSTRUCTION | Vinyl Siding, Wood Siding |
| GARAGE | Yes |
| HEAT | Forced Air, Natural Gas |
| INTERIOR | Bookcases, Entrance Foyer, Walk-In Closet(s) |
| LOT | 0 |
| LOT DIMENSIONS | 25 x 125 |
| PARKING | Detached, Garage |
| SEWER | Public Sewer |
| TAXES | 29675.27 |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listed with Baird & Warner
The data relating to real estate for sale on this web site comes in part from the Broker ReciprocitySM Program of MRED. All real estate listings are marked with the Broker ReciprocitySM logo or the MRED Broker ReciprocitySM thumbnail logo (a little black house) and detailed information about them includes the name of the listing brokers.
The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision.
Copyright 2026 MRED. All rights reserved.
The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision.
Copyright 2026 MRED. All rights reserved.
This IDX solution is (c) Diverse Solutions 2026.
