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 the 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 with radiant heat in Masterbath floor, great closet space and views of the park. 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. Highest and Best due by 6PM 5/10
Property Details
Price:
$535,000
MLS #:
MRD12629446
Status:
Active Under Contract
Beds:
2
Baths:
2
Type:
Condo
Neighborhood:
chilakeview
Listed Date:
May 6, 2026
See this Listing
Schools
School District:
299
Interior
Appliances
Range, Microwave, Dishwasher, Refrigerator, Freezer, Washer, Dryer, Stainless Steel Appliance(s)
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Hardwood
Heating
Natural Gas, Forced Air, Radiant
Laundry Features
Washer Hookup, In Unit, Laundry Closet
Exterior
Association Amenities
Bike Room/Bike Trails
Construction Materials
Brick
Exterior Features
Balcony
Garage Spaces
1
Parking Features
Off Alley, Garage Door Opener, Yes, Garage Owned, Detached, Garage
Parking Spots
1
Parking Total
1
Patio And Porch Features
Deck
Roof
Rubber
Financial
HOA Fee
$454
HOA Fee Frequency
Monthly
HOA Includes
Water, Insurance, Exterior Maintenance, Lawn Care, Scavenger, Snow Removal
Tax Year
2024
Taxes
$7,561
Map
Community
- Address1744 W HENDERSON Street #2 Chicago IL
- CityChicago
- CountyCook
- Zip Code60657
Market Summary
Property Summary
- 1744 W HENDERSON Street #2 Chicago IL is a Condo for sale in Chicago, IL, 60657. It is listed for $535,000 and features 2 beds, 2 baths, and has approximately 0 square feet of living space.The average price per square foot for Condo listings in Chicago is $381. The average listing price for Condo in Chicago is $634,345.
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Copyright 2026. All rights reserved.
1744 W HENDERSON Street #2
Chicago, IL


