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$1,570,000
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Property Description
Spectacular home in every way situated on a 30 ft wide lot steps to Clark Street in Andersonville. This perfectly designed, executed and updated home exudes modern style and every convenience while maintaining its classic Chicago character. Enter the open living and dining room after stepping off the beautiful, heated tile entry to spacious living with highlights that include a custom limestone fireplace surround, outstanding imported chandelier, classic Chicago details in staircase and crown molding. Light pours in from the updated windows selected to recreate the original 1908 design on the front of the home. Walk to the back of the home to see the showstopper kitchen, eating/entertaining area and wet bar. Silestone counters, an abundance of cabinets, large island, high end appliances, gorgeous Ann Sacks wall tile and the most beautiful arched window built custom for maximum light and to showcase the beautifully landscaped backyard. Enjoy great space for large table or additional living space. The exquisite bar is an entertainer's dream with beautiful cabinets, lighting and backsplash and convenient pantry. Just outside the door is a large deck with built in bench and leads to superbly landscaped yard with bluestone seating area and walkway lined with beautiful plants, grasses and unique evergreens, making a true oasis from the nearby bustle of the dynamic neighborhood. Back inside, there's a full bedroom and beautiful full bath completing the main floor of the home. Upstairs is a comfortable family room, perfect for binge watching, great home office or 4th bedroom, another guest room and full bath, and an enviable primary suite. This oversized bedroom provides a peaceful place to begin and end the day after enjoying the stunning bath with huge shower with overhead rain shower, heated floors, custom vanity with quartzite, and beautiful lighted mirrors offering abundant hidden storage. Capping off this upper level is a convenient second floor laundry room with farmhouse sink, front loading machines on pedestals, great storage and an awesome vintage swing door. The full unfinished basement provides unlimited storage and the potential for additional living space. This magnificent home is truly move-in ready and not to be missed.
Full Property Details
Full Property Details for 1443 W Winona St
General
- Sold For: $1,570,000
- Taxes: $15,879 (2023)
- Status: Closed
- Type: Single Family
- Source: MRED
- MLS ID: 12310787
- Added to Site: 309 day(s) ago
Interior
- Interior Features: Wet Bar, 1st-Floor Bedroom, 1st-Floor Bath, Walk-In Closet(s), Historic/Period Mlwk, Open Floorplan, Pantry
- Fireplace: Yes
- Fireplace(s): Living Room
- Appliances: Range, Dishwasher, Refrigerator, Washer, Dryer, Disposal
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
- Bathroom Features: Separate Shower, Double Sink, Double Shower
Bedrooms
- Total Bedrooms: 4
Additional Information
- Equipment: Cable TV, Security System, Carbon Monoxide Detectors, Ceiling Fan(s), Water Heater-Gas
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 2
- Parking Features: Off-Alley, Garage Door Opener, On Site, Garage Owned, Detached, Garage
- Parking On-Site: Yes
Location
- Area: CHI - Uptown
- County: Cook
- Subdivision: Andersonville
- Driving Directions: Clark Street, to first street south of Foster, Winona, then east to property. (Or Broadway to Winona and west to property)
School Information
- School District: 299
- Midd School District: 299
Community
- Assoc. Fees Include: None
Heating & Cooling
- Cooling Type: Central Air Conditioning, Zoned
- Heating Type: Natural Gas, Forced Air, Sep Heating Systems - 2+, Zoned, Radiant Floor
Utilities
- Water: Lake Michigan
Structural Information
- Construction: Brick, Stone
- Exterior Const.: Brick, Stone
- Basement Desc.: Unfinished, Full
- Windows: Drapes
- Sub-Flooring: Hardwood
- Sq. Ft. Source: Not Reported
- Year Built: 1908
- Built Before 1978: Yes
Lot Features
- Lot Size Range: Oversized Chicago Lot
- Lot Dimensions: 30 x 129
- Fence: Yes
- Lot Features: Landscaped
- Fencing (Description): Fenced, Wood
Financial Considerations
- Parking Included: Yes
- Assessment Year: 1908
- Tax Amount: $15,879.91
- Tax Year: 2023
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: List Broker Must Accompany
- Property ID: 14083040140000
Listed by @properties Christie's International Real Estate
Sold by Compass
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Schools
Schools serving 1443 W Winona St
School District:Chicago Public School District 299
| Name | Grades | Distance |
|---|---|---|
Mccutcheon Elementary School 4865 North Sheridan Road, Chicago, IL 60640 | PK-8 | 0.7 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 1443 W Winona St
Date
Details
Price
Change
Source
8/04/2025
Sold
$1,570,000
14.18%
MLS
3/13/2025
Listed
$1,375,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
1443 W Winona Street, Chicago, IL 60640 (MLS# 12310787) is a Single Family property that was sold at $1,570,000 on August 04, 2025. Want to learn more about 1443 W Winona Street? Do you have questions about finding other Single Family real estate for sale in Uptown? You can browse all Uptown real estate or contact a Coldwell Banker agent to request more information.

