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$1,425,000
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Property Description
Welcome to this exceptional single-family home located on a picturesque, tree-lined street in the heart of Andersonville. With an expansive layout, refined design elements, and thoughtfully curated upgrades, this residence offers the perfect balance of everyday comfort and elevated living. The gracious main floor features rich dark-stained hardwood floors, a sun-drenched open living and dining room anchored by a lovely stone fireplace, custom wainscoting, and modern window treatments which all combine to add architectural interest to the space. The heart of the home is the chef's kitchen-boasting a custom island, quartz countertops, designer backsplash, walk-in pantry, and a seamless flow into the expansive family room. Here a beamed ceiling, second fireplace, custom built-ins, grilling deck, and additional workspace create and inviting environment for both entertaining and everyday living, A nearby powder room and coat closet complete the main floor amenities. The luxurious private upstairs quarters offer three oversized bedrooms-all with hardwood flooring, vaulted ceilings, and expertly organized closets. The primary suite is a true retreat, featuring a spa-like bath with a free-standing soaking tub, walk-in glass shower, dual vanities, and a skylight for a serene, light-filled ambiance. A second full bath with skylight and a conveniently located 2nd floor laundry round out the upper level. The fully finished lower level offers a generous media and recreation room with soaring 9-foot ceilings, a third fireplace, and a full wet bar-perfect for entertaining or relaxing. A spacious fourth bedroom with adjacent full stone bath provides ideal accommodations for guests, extended family, or live-in help. Additional features include a workout room with hook-ups for a 2nd full sized laundry, ample storage, and a beautifully designed mudroom. The outdoor space of this home is exceptional. Enjoy al fresco living on your welcoming front porch overlooking a manicured front garden or retreat to a recently upgraded low maintenance backyard oasis with natural blue stone paver patio ideal for lounging, outdoor dining with guests or just grilling out. With this home's prime location nestled in the Ravenswood Corridor you get the best of of both worlds... you will enjoy the peace and serenity of being in a wonderful neighborhood but at the same time be just moments from Clark Street's vibrant dining and shopping, walk to Mariano's, the Metra station, Winnemac Park, and top-rated schools including Chicago Waldorf and Rogers Park Montessori. Move-in ready and absolutely stunning-this one has it all.
Full Property Details
Full Property Details for 1721 W Winona St
General
- Sold For: $1,425,000
- Taxes: $14,899 (2023)
- Status: Closed
- Type: Single Family
- Source: MRED
- MLS ID: 12346040
- Added to Site: 342 day(s) ago
Interior
- Interior Features: Cathedral Ceiling(s), Wet Bar, Walk-In Closet(s), High Ceilings, Beamed Ceilings, Granite Counters, Pantry
- Fireplace: Yes
- Fireplace(s): Family Room, Living Room, Basement, Gas Log, Gas Starter
- Appliances: Range, Microwave, Dishwasher, Refrigerator, Disposal, Stainless Steel Appliance(s), Range Hood, Humidifier
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
- Basement Baths: Yes
- Bathroom Features: Separate Shower, Double Sink, Soaking Tub
Bedrooms
- Total Bedrooms: 4
Additional Information
- Equipment: Cable TV, Security System, Carbon Monoxide Detectors, Sump Pump
- Other Features: Commuter Bus, Commuter Train
Exterior
- Exterior Features: Balcony
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
- Driving Directions: Foster to Ravenswood, South to Winona, one way East to home
School Information
- School District: 299
- Midd School District: 299
- Elementary School: Mcpherson Elementary School
- Middle School: Mcpherson Elementary School
- High School: Amundsen High School
- Private School: Amundsen High School
Community
- Assoc. Fees Include: None
Heating & Cooling
- Cooling Type: Central Air Conditioning, Zoned
- Heating Type: Natural Gas, Forced Air, Sep Heating Systems - 2+, Zoned
Utilities
- Water: Lake Michigan, Public
Structural Information
- Construction: Vinyl Siding, Frame
- Exterior Const.: Vinyl Siding, Frame
- Basement Desc.: Finished, Exterior Entry, Full, Daylight
- Foundation: Concrete Perimeter
- Roof: Asphalt
- Windows: Screens, Skylight(s), Drapes
- Sub-Flooring: Hardwood
- Square Feet: 3,750
- Sq. Ft. Source: Estimated
- Year Built: 2006
Lot Features
- Lot Size (Acres): 0.0683
- Lot Size Range: Standard Chicago Lot
- Lot Dimensions: 25 x 125
Financial Considerations
- Parking Included: Yes
- Assessment Year: 2006
- Tax Amount: $14,899
- Tax Year: 2023
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: List Broker Must Accompany
- Property ID: 14074080160000
Listed by @properties Christie's International Real Estate
Sold by Dream Town Real Estate
Get Pre-Approved Today
Schools
Schools serving 1721 W Winona St
School District:Chicago Public School District 299
| Name | Grades | Distance |
|---|---|---|
McPherson Elementary School 4728 North Wolcott Avenue, Chicago, IL 60640 | K-8 | 0.5 mi |
Amundsen High School 5110 North Damen Avenue, Chicago, IL 60625 | 9-12 | 0.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1721 W Winona St
Date
Details
Price
Change
Source
5/28/2025
Sold
$1,425,000
7.55%
MLS
4/23/2025
Listed
$1,325,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
1721 W Winona Street, Chicago, IL 60640 (MLS# 12346040) is a Single Family property that was sold at $1,425,000 on May 28, 2025. Want to learn more about 1721 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.

