$655,000

beds

baths

half bath

2,100

square ft

1252 W Winona Street #1

Chicago, Illinois 60640

Closed / MLS #12781698 / Condo / Uptown

Listing information updated 11/12/2026 at 12:43pm

Meticulously appointed duplex down in an intimate six unit building in a prime Andersonville location. Set on a quiet, tree lined street this two bedroom & 2.5 bath unit features high ceilings, hardwood floors, crown molding throughout. The main level offers a spacious living room anchored by a gas fireplace with built-ins on either side that flows in to the sunroom with windows on two sides that provides the perfect spot to relax. The separate dining room is just off the the fully renovated kitchen (2019), featuring two-tone cabinetry, a stone tile backsplash, and upgraded appliances. An office nook just off the kitchen offers a convenient work from home space and leads directly to a large deck. Both bedrooms are located on the main level, including a primary suite with a private en suite featuring dual sinks and a soaking tub. The spacious second bedroom and full hall bath complete the main floor. The lower level adds more living space with a family room, half bath, and laundry room with utility sink. Originally configured with a third bedroom, the lower level was opened up to create additional common living space, offering flexibility for a future owner to reimagine the layout. One exterior parking space is included in the price. Additional highlights include a newer furnace (2023) and a well run self managed association. Enjoy easy access to the lakefront, beaches, shopping, and dining along Clark & Argyle with buses, the Red Line and Lake Shore Drive blocks away. A wonderful blend of character & convenience in one of Chicago's most sought after neighborhoods!

Full Features

Exterior Type:

Brick

Basement:

Finished,Full

Beds Above Grade:

Cooling System:

Central Air

Heating System:

Gas, Forced Air, Radiant, Sep Heating Systems - 2+, Radiant Floor

Appliances:

Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer

Main Level Primary Bedroom:

Yes

Fireplace:

Yes

Pool:

Age:

100+ Years

Roof Type:

Asphalt

Parking Type:

Off Alley,Assigned,Yes,Other

Parking Spaces:

Room Count:

Water Front:

Square Feet:

2,100

Pet Information:

Cats OK, Dogs OK

Internal Features:

Built-in Features, Walk-In Closet(s), Separate Dining Room

External Features:

Patio/Porch

Room Information

Living Room:

20x19 - Main

Dining Room:

14x14 - Main

Kitchen:

13x10 - Main

Family Room:

40x18 - Basement

Primary Bedroom:

12x15 - Main Level

2nd Bedroom:

13x8 - Main

3rd Bedroom:

N/A

4th Bedroom:

N/A

Office:

8x12 - Main Level

Laundry:

10x7 - Basement Level

Taxes & Assessments

Tax Amount:

$9,427

Tax Year:

2024

Assessments:

$395 / month

Location

Zip Code:

60640

City:

Chicago

County:

Cook

Schools

School District(s):

299

Elementary School:

Mccutcheon Elementary School

Middle School:

Mccutcheon Elementary School

High School:

Senn High School

Exterior Type:

Brick

Basement:

Finished,Full

Beds Above Grade:

Cooling System:

Central Air

Heating System:

Gas, Forced Air, Radiant, Sep Heating Systems - 2+, Radiant Floor

Appliances:

Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer

Main Level Primary Bedroom:

Yes

Fireplace:

Yes

Pool:

Age:

100+ Years

Roof Type:

Asphalt

Parking Type:

Off Alley,Assigned,Yes,Other

Parking Spaces:

Room Count:

Water Front:

Square Feet:

2,100

Pet Information:

Cats OK, Dogs OK

Internal Features:

Built-in Features, Walk-In Closet(s), Separate Dining Room

External Features:

Patio/Porch

Living Room:

20x19 - Main

Dining Room:

14x14 - Main

Kitchen:

13x10 - Main

Family Room:

40x18 - Basement

Primary Bedroom:

12x15 - Main Level

2nd Bedroom:

13x8 - Main

3rd Bedroom:

N/A

4th Bedroom:

N/A

Office:

8x12 - Main Level

Laundry:

10x7 - Basement Level

Tax Amount:

$9,427

Tax Year:

2024

Assessments:

$395 / month

Zip Code:

60640

City:

Chicago

County:

Cook

School District(s):

299

Elementary School:

Mccutcheon Elementary School

Middle School:

Mccutcheon Elementary School

High School:

Senn High School

Listing Office: Redfin Corporation

Listing Office Phone: 312.836.4263

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 11/12/2026 at 12:43pm. 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.