$899,900

beds

baths

1355 W Winnemac Avenue #3

Chicago, Illinois 60640

Name: 1355 W Winnemac Avenue #3, Chicago, IL 60640
Price: 899900 USD
Availability: InStock

New / MLS #12592014 / Condo / Uptown

Listing information updated 3/19/2026 at 6:03am

Meticulously maintained and perfectly positioned, this rare 3BD/2BA simplex penthouse in the heart of Andersonville offers the ultimate blend of modern luxury and expansive private outdoor living. Built in 2018, this all-brick residence retains its "like-new" luster with high-end finishes and an intelligent, open-concept layout. The light-filled interior features a stunning living area anchored by a gas fireplace, flowing into a chef's kitchen with premium Thermador appliances and a dedicated dining space. Step out onto the wide front balcony to enjoy morning coffee overlooking a quiet, tree-lined one-way street. The primary suite is a true retreat, featuring a private back balcony, a large walk-in closet, and a spa-inspired ensuite bath with heated floors and steam shower. Two additional generous bedrooms are located on the main level. Ascend to the versatile upper-level bonus space-ideal for a high-performance home office-which opens to a massive private rooftop deck with breathtaking, unobstructed views of the Chicago skyline. This location is a commuter's dream, offering effortless access to both the Red Line and the UP-N Metra, placing the entire city within reach. Includes 1 garage space and storage. This is a pristine, move-in-ready asset in one of Chicago's most coveted walk-to-everything pockets.

See it in person

Open House

10:00am - 12:00pm Saturday, March 21st, 2026 3/21/26

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12:00pm - 2:00pm Sunday, March 22nd, 2026 3/22/26

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Full Features

Exterior Type:

Brick

Basement:

None

Beds Above Grade:

Cooling System:

Central Air

Heating System:

Natural Gas, Forced Air, Radiant Floor

Appliances:

Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Stainless Steel Appliance(s)

Main Level Primary Bedroom:

Yes

Fireplace:

Yes

Pool:

Age:

6-10 Years

Parking Type:

Garage - Garage Door Opener,Yes,Detached,Garage

Parking Spaces:

Garage:

Detached

Room Count:

Water Front:

Square Feet:

N/A

Pet Information:

Cats OK, Dogs OK

Internal Features:

Storage, Walk-In Closet(s), Dining Combo, Pantry

Room Information

Living Room:

22x15 - Main

Dining Room:

combo - Main

Kitchen:

12x9 - Main

Family Room:

N/A

Primary Bedroom:

16x13 - Main Level

2nd Bedroom:

12x11 - Main

3rd Bedroom:

11x10 - Main

4th Bedroom:

N/A

Balcony/Porch/Lanai:

17x8 - Main Level

Deck:

22x5 - Main Level

Walk In Closet:

5x8 - Main Level

Laundry:

4x4 - Main Level

Taxes & Assessments

Tax Amount:

$15,421

Tax Year:

2024

Assessments:

$190 / month

Location

Zip Code:

60640

City:

Chicago

County:

Cook

Schools

School District(s):

299

Elementary School:

Mccutcheon Elementary School

Middle School:

Mcclellan Elementary School

High School:

Senn High School

Exterior Type:

Brick

Basement:

None

Beds Above Grade:

Cooling System:

Central Air

Heating System:

Natural Gas, Forced Air, Radiant Floor

Appliances:

Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Stainless Steel Appliance(s)

Main Level Primary Bedroom:

Yes

Fireplace:

Yes

Pool:

Age:

6-10 Years

Parking Type:

Garage - Garage Door Opener,Yes,Detached,Garage

Parking Spaces:

Garage:

Detached

Room Count:

Water Front:

Square Feet:

N/A

Pet Information:

Cats OK, Dogs OK

Internal Features:

Storage, Walk-In Closet(s), Dining Combo, Pantry

Living Room:

22x15 - Main

Dining Room:

combo - Main

Kitchen:

12x9 - Main

Family Room:

N/A

Primary Bedroom:

16x13 - Main Level

2nd Bedroom:

12x11 - Main

3rd Bedroom:

11x10 - Main

4th Bedroom:

N/A

Balcony/Porch/Lanai:

17x8 - Main Level

Deck:

22x5 - Main Level

Walk In Closet:

5x8 - Main Level

Laundry:

4x4 - Main Level

Tax Amount:

$15,421

Tax Year:

2024

Assessments:

$190 / month

Zip Code:

60640

City:

Chicago

County:

Cook

School District(s):

299

Elementary School:

Mccutcheon Elementary School

Middle School:

Mcclellan Elementary School

High School:

Senn High School

Listing Office: @PROPERTIES

Listing Office Phone: 773.862.0200

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 3/19/2026 at 6:03am. 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.

1355 W Winnemac Avenue #3

Chicago, Illinois 60640