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$535,000
2
beds
2
baths

1744 W Henderson Street #2
Chicago, Illinois 60657

New / MLS #12629446 / Condo / Lakeview
Listing information updated 5/6/2026 at 12:23pm
Welcome to 1744 W Henderson St, Unit 2-an exceptional opportunity to own a beautifully updated 2-bedroom, 2-bath + den condo in one of Chicago's most sought-after neighborhoods. Perfectly positioned across from scenic Park and the tree-lined boulevard, this sun-drenched, south-facing home offers the ideal blend of comfort, style, and location. Flooded with natural light from expansive windows, this thoughtfully designed residence features hardwood floors throughout and a flexible den space-perfect for a home office, guest area, or cozy reading nook. The modern kitchen is equipped with stainless steel appliances, granite countertops, dishwasher drawers, and rich dark cherry cabinetry, creating both function and sophistication for everyday living and entertaining. The spacious primary suite offers a private retreat, while the second bedroom and full bath provide versatility for guests or additional workspace. Step outside to your oversized rear deck-perfect for summer dining, morning coffee, or relaxing evenings. Additional highlights include heated garage parking and a well-maintained, intimate building. Located in an unbeatable West Lakeview/Roscoe Village location, you're just steps from the Brown Line, Whole Foods, Starbucks, Paulina Market, XSport Fitness, boutique shopping, and some of Chicago's best dining and nightlife.
Exterior Type:
Brick
Basement:
None
Beds Above Grade:
2
Cooling System:
Central Air
Heating System:
Natural Gas, Forced Air, Radiant
Appliances:
Range, Microwave, Dishwasher, Refrigerator, Freezer, Washer, Dryer, Stainless Steel Appliance(s)
Main Level Primary Bedroom:
Yes
Pool:
No
Age:
Unknown
Roof Type:
Rubber
Parking Type:
Garage - Off Alley,Garage Door Opener,Yes,Garage Owned,Detached,Garage
Parking Spaces:
1
Garage:
Detached
Room Count:
6
Water Front:
No
Square Feet:
N/A
Pet Information:
Cats OK, Dogs OK
Common Area Amenities:
Bike Room/Bike Trails
External Features:
Balcony, Patio/Porch
Living Room:
16x12 - Main
Dining Room:
combo - Main
Kitchen:
11x15 - Main
Family Room:
N/A
Primary Bedroom:
14x10 - Main Level
2nd Bedroom:
14x10 - Main
3rd Bedroom:
N/A
4th Bedroom:
N/A
Den:
09x06 - Main Level
Laundry:
4x4 - Main Level
Tax Amount:
$5,452
Tax Year:
2025
Assessments:
$454 / month
Zip Code:
60657
City:
Chicago
County:
Cook
School District(s):
299
Elementary School:
N/A
Middle School:
N/A
High School:
N/A

Listing Office: Jameson Sotheby's International Realty

Listing Office Phone: 312.751.0300

Disclaimer: The data relating to real estate for sale on this website comes courtesy of Midwest Real Estate Data, LLC as distributed by MLS GRID. Real estate listings held by brokerage firms other than @properties are marked with the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 5/6/2026 at 12:23pm. 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. Some listings have been excluded from this website.

Lakeview

Lakeview, IL

Chicagoans will find more than a few of their favorite things in Lakeview, one of the largest neighborhoods on the city’s North Side. For starters, there’s Lakeview’s proximity to the beach and public transit, quiet residential streets, thriving restaurant and bar scene, and Wrigley Field. The...

CTA

CTA
Brown line at Paulina
$674,127
Average Sale Price
34
Average Days On The Market
101%
Sales Prices VS. List Price
Data represents the community area’s average over the past 12 months. All information deemed reliable, but not guaranteed.
Map of 1744 W Henderson Street #2, Chicago, IL 60657
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1744 W Henderson Street #2, Chicago, IL 60657 is a condo currently listed at $535,000. 1744 W Henderson Street #2 features 2 Beds, 2 Baths. This condo has been listed on @properties Christie's International Real Estate since May 6th, 2026. The nearest transit stops include Paulina CTA Brown line.

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@properties Christie’s International Real Estate, the @properties Christie’s International Real Estate’s logo, and other various trademarks, logos, designs, and slogans herein are the registered and unregistered trademarks of At World Properties, LLC d/b/a @properties Christie’s International Real Estate.
Because At World Properties, LLC d/b/a @properties Christie’s International Real Estate and/or its owners have an interest in Proper Title, LLC, OriginPoint, A Rate Company, Christie’s International Real Estate, LLC, and Suburban Jungle, LLC, a referral to any of these entities may provide @properties Christie’s International Real Estate with a financial or other benefit. Working with @properties does not require you to use the services of any of these entities.
At World Properties, LLC and its subsidiaries do not discriminate against the use of Housing Choice Vouchers. Se Aceptan Vales de Elección de Vivienda.
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