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$620,000
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Property Description
Live the dream in Andersonville in this extra-wide, 2 bedroom + Office duplex-up penthouse condo offering over 2,100 sq ft of sun-filled living space. The open layout features an island kitchen with white cabinets, granite countertops, and a mosaic tile backsplash, flowing into a spacious living room with hardwood floors and a gas fireplace. A dramatic wall of south-facing windows fills the home with light and overlooks the beautiful, tree-lined Winona Street. Upstairs, enjoy an enormous open loft area - perfect for a home office or family room. Meticulously maintained, this home includes numerous updates: new roof (2019), reinforced masonry (2020), skylight (2022), washer & dryer (2022), and newer appliances - oven ('22), dishwasher ('20), refrigerator ('25). The building is pet friendly with no special assessments planned and approx. $18K in reserves. Unit also has extra storage is in the basement. The deck was sealed in 2024. The six-unit building is self-managed, rentals are allowed, and the association has been extremely well cared for. Enjoy Andersonville's best just steps away - cafes, boutiques, and award-winning dining on Clark Street, plus nearby Argyle's "Little Saigon" and the Argyle Red Line stop. Experience bright, beautiful living in one of Chicago's most beloved neighborhoods.
Full Property Details
Full Property Details for 1224 W Winona St #3E
General
- Sold For: $620,000
- HOA FEE: $291/month
- Taxes: $8,226 (2023)
- Status: Closed
- Type: Condo
- Source: MRED
- MLS ID: 12494166
- Added to Site: 129 day(s) ago
Interior
- Interior Features: Cathedral Ceiling(s), Storage
- Fireplace: Yes
- Fireplace(s): Family Room, Gas Log, Gas Starter
- Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Humidifier
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Bathroom Features: Soaking Tub
Bedrooms
- Total Bedrooms: 2
Additional Information
- Shared Amenities: Storage
- Equipment: Cable TV, Security System, Intercom, Carbon Monoxide Detectors, Ceiling Fan(s)
- Other Features: Commuter Bus, Commuter Train
Parking
- Total Spaces: 1
- Parking Features: Concrete, Assigned, Off-Alley, Yes, Owned
Location
- Area: CHI - Uptown
- County: Cook
- Driving Directions: Broadway to Winona then west to property
School Information
- School District: 299
- Midd School District: 299
- Elementary School: Mccutcheon Elementary School
- Middle School: Mccutcheon Elementary School
- High School: Senn High School
- Private School: Senn High School
Community
- Assoc. Fees Include: Water, Parking, Insurance, Exterior Maintenance, Scavenger
- Pets Allowed: Yes
- Pet Restrictions: Cats OK, Dogs OK, / 999lbs.
- Mgmt. Company: Self Managed
Heating & Cooling
- Cooling Type: Central Air Conditioning
- Heating Type: Natural Gas, Forced Air
Utilities
- Water: Lake Michigan, Public
Structural Information
- Structure Type: Condo/Duplex, Penthouse
- Construction: Brick, Block
- Exterior Const.: Brick, Block
- Basement Desc.: None
- Foundation: Concrete Perimeter
- Common Walls: End Unit
- Windows: Screens, Skylight(s)
- Sub-Flooring: Hardwood
- Entry Floor Number: 3
- Stories/Levels: 4
- Square Feet: 2,100
- Sq. Ft. Source: Estimated
- Year Built: 2000
Unit Information
- Units in Building: 6
Lot Features
- Lot Dimensions: COMMON
Financial Considerations
- Association Fee: $291
- Assoc Fee Freq.: Monthly
- Parking Included: Yes
- Assessment Year: 2000
- Tax Amount: $8,226
- Tax Year: 2023
Disclosures and Reports
- Ownership: Condo
- Special Conditions: List Broker Must Accompany
- Property ID: 14083020711006
Listed by Redfin Corporation
Sold by Compass
Get Pre-Approved Today
Schools
Schools serving 1224 W Winona St #3E
School District:Chicago Public School District 299
| Name | Grades | Distance |
|---|---|---|
Mccutcheon Elementary School 4865 North Sheridan Road, Chicago, IL 60640 | PK-8 | 0.4 mi |
Senn High School 5900 North Glenwood Avenue, Chicago, IL 60660 | 9-12 | 1 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1224 W Winona St #3E
Date
Details
Price
Change
Source
12/12/2025
Sold
$620,000
4.2%
MLS
10/14/2025
Listed
$595,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
1224 W Winona Street #3E, Chicago, IL 60640 (MLS# 12494166) is a Condo property that was sold at $620,000 on December 12, 2025. Want to learn more about 1224 W Winona Street #3E? Do you have questions about finding other Condo real estate for sale in Uptown? You can browse all Uptown real estate or contact a Coldwell Banker agent to request more information.

