$1,325,000
1721 W Winona Street
Chicago, IL, 60640
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.
Property Details
Price:
$1,325,000
MLS #:
MRD12346040
Status:
Active
Beds:
4
Baths:
4
Address:
1721 W Winona Street
Type:
Single Family
Neighborhood:
CHI – Uptown
City:
Chicago
Listed Date:
Apr 24, 2025
State:
IL
Finished Sq Ft:
3,750
ZIP:
60640
Year Built:
2006
Schools
School District:
299
Elementary School:
Mcpherson Elementary School
Middle School:
Mcpherson Elementary School
High School:
Amundsen High School
Interior
Appliances
Range, Microwave, Dishwasher, Refrigerator, Disposal, Stainless Steel Appliance(s), Range Hood, Humidifier
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Fireplaces Total
3
Flooring
Hardwood
Heating
Natural Gas, Forced Air, Sep Heating Systems – 2+, Zoned
Laundry Features
Upper Level, Gas Dryer Hookup, Multiple Locations
Exterior
Community Features
Curbs, Gated, Sidewalks, Street Lights, Street Paved
Construction Materials
Vinyl Siding, Frame
Exterior Features
Balcony
Parking Features
Off Alley, Garage Door Opener, On Site, Garage Owned, Detached, Garage
Parking Spots
2
Roof
Asphalt
Financial
HOA Frequency
Not Applicable
HOA Includes
None
Tax Year
2023
Taxes
$14,899
Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.
More About DebraMortgage Calculator
Map
Similar Listings Nearby
- 3254 N Leavitt Street
Chicago, IL$1,700,000
0.00 miles away
- 2612 W Cortland Street
Chicago, IL$1,699,000
0.00 miles away
- 2622 W Cortland Street
Chicago, IL$1,699,000
0.00 miles away
- 1741 N Rockwell Street
Chicago, IL$1,699,000
0.00 miles away
- 1636 N Cleveland Avenue
Chicago, IL$1,699,000
0.00 miles away
- 1222 W George Street
Chicago, IL$1,699,000
0.00 miles away
- 2113 W SHAKESPEARE Avenue
Chicago, IL$1,699,000
0.00 miles away
- 1720 N Sedgwick Street
Chicago, IL$1,685,000
0.00 miles away
- 1743 W Newport Avenue
Chicago, IL$1,675,000
0.00 miles away
- 2907 W Dickens Avenue
Chicago, IL$1,675,000
0.00 miles away

1721 W Winona Street
Chicago, IL
LIGHTBOX-IMAGES