$2,625,000

beds

baths

half baths

5,000

square ft

1226 W Henderson Street

Chicago, Illinois 60657

New / MLS #12554740 / Single Family / Lakeview

Listing information updated 2/12/2026 at 12:23pm

Tucked away on a quiet cul-de-sac in the heart of Chicago's coveted Southport Corridor, this extraordinary residence offers a rare blend of privacy and walkability, just steps from acclaimed dining, shopping, and neighborhood retail. Thoughtfully designed and impeccably executed, the home features six spacious bedrooms and five full plus two half baths, highlighted by top-of-the-line appliances and bespoke finishes throughout. The lower level is enhanced by radiant heated floors and an expansive recreation room, creating an inviting space for both entertaining and everyday living. The primary suite serves as a serene sanctuary, complete with a spa-inspired bath featuring a steam shower, heated floors, and refined detailing. Exceptional outdoor living defines this home, including an impressive main roof deck ideal for sophisticated city entertaining and a rare garage-top roof deck with a wood-burning outdoor fireplace-a truly distinctive, year-round retreat. Built with construction quality second to none, this residence delivers elevated living in one of Chicago's most desirable and discreet locations.

Full Features

Exterior Type:

Brick

Basement:

Finished,Full

Beds Above Grade:

Beds Below Grade:

Cooling System:

Central Air, Zoned

Heating System:

Natural Gas, Forced Air, Radiant, Sep Heating Systems - 2+, Indv Controls, Zoned, Radiant Floor

Appliances:

Range, Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Disposal, Wine Refrigerator

Main Level Primary Bedroom:

Fireplace:

Yes

Pool:

Age:

6-10 Years

Parking Type:

Garage - Garage Door Opener,Yes,Garage Owned,Detached,Garage

Parking Spaces:

Garage:

Detached

Room Count:

Water Front:

Square Feet:

5,000

Lot Size:

Standard Chicago Lot

Internal Features:

Wet Bar, Walk-In Closet(s), Open Floorplan, Pantry

External Features:

Roof Deck, Patio/Porch

Room Information

Living Room:

14x12 - Main

Dining Room:

14x13 - Main

Kitchen:

16x11 - Main

Family Room:

20x18 - Main

Primary Bedroom:

18x14 - Second Level

2nd Bedroom:

13x10 - Second

3rd Bedroom:

10x10 - Second

4th Bedroom:

10x10 - Second

Recreation Room:

28x17 - Basement Level

Bedroom 5:

11x10 - Basement Level

Bedroom 6:

12x12 - Basement Level

Other Room:

24x17 - Third Level

Laundry:

9x5 - Second Level

Taxes & Assessments

Tax Amount:

$45,637

Tax Year:

2024

Location

Zip Code:

60657

City:

Chicago

County:

Cook

Schools

School District(s):

299

Elementary School:

N/A

Middle School:

N/A

High School:

N/A

Exterior Type:

Brick

Basement:

Finished,Full

Beds Above Grade:

Beds Below Grade:

Cooling System:

Central Air, Zoned

Heating System:

Natural Gas, Forced Air, Radiant, Sep Heating Systems - 2+, Indv Controls, Zoned, Radiant Floor

Appliances:

Range, Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Disposal, Wine Refrigerator

Main Level Primary Bedroom:

Fireplace:

Yes

Pool:

Age:

6-10 Years

Parking Type:

Garage - Garage Door Opener,Yes,Garage Owned,Detached,Garage

Parking Spaces:

Garage:

Detached

Room Count:

Water Front:

Square Feet:

5,000

Lot Size:

Standard Chicago Lot

Internal Features:

Wet Bar, Walk-In Closet(s), Open Floorplan, Pantry

External Features:

Roof Deck, Patio/Porch

Living Room:

14x12 - Main

Dining Room:

14x13 - Main

Kitchen:

16x11 - Main

Family Room:

20x18 - Main

Primary Bedroom:

18x14 - Second Level

2nd Bedroom:

13x10 - Second

3rd Bedroom:

10x10 - Second

4th Bedroom:

10x10 - Second

Recreation Room:

28x17 - Basement Level

Bedroom 5:

11x10 - Basement Level

Bedroom 6:

12x12 - Basement Level

Other Room:

24x17 - Third Level

Laundry:

9x5 - Second Level

Tax Amount:

$45,637

Tax Year:

2024

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: @PROPERTIES

Listing Office Phone: 773.432.0200

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 2/12/2026 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.