20 photos

1633 W Winona Street Chicago IL 60640

MLS #12789652

For Sale
$1,500,000
October 21st, 2026

Description

Andersonville two-flat, reimagined as a single-family home. This one was taken down to the studs in a full 2023 rehab, so the big stuff is already done for you: new electrical, plumbing and gas lines, new windows, and a roof that is just over two years old with eight years of warranty left to transfer. What makes it special is what they saved. The original vintage woodwork was restored and vintage pieces were worked back into the design, so the home has the warmth of an older house with none of the old-house problems. Six bedrooms and three and a half baths give everybody room to spread out, with real options for a home office or guests. The primary suite has its own sitting area, a walk-in closet, and a bath with heated floors, separate vanities, and a large walk-in shower. The big front bedroom also has a sitting area, plus a private balcony looking out over the tree-lined street. Laundry is on the second floor, right where the bedrooms are, and Hunter Douglas cordless top-down, bottom-up shades are installed throughout. The main level is built for having people over. The open layout runs right into an eat-in kitchen centered on an oversized quartz island, with new countertops, a convection range, and a new dishwasher added in 2026. Up top there is a rooftop deck over the detached two-car garage, and out back a landscaped yard with a black porcelain tile patio that feels like a little escape. The lower level goes even further: a roomy recreation space plus a full kitchen added in 2026, so it works as a guest suite, an in-law setup, or the spot where everybody ends up on game day. Storage in both the garage and the basement. Steps from everything happening on Clark Street, and recently featured in Crain's "Before It Hits the Market."

Property Info

5 Bedrooms
3.1 Bathrooms
14 Days on Market
3000 Sq Ft
$500/sqft
PIN: 14074080350000

Tax & HOA Information

Tax Year 2025: $15,927
HOA: $0/month
Unlock Investment Analysis

Create a free account to unlock full investment analysis, including ROI calculations, cash flow projections, and rental eligibility data.

Schools

GreatSchools Rating: N/A
Mcpherson Elementary School
District 299
GreatSchools Rating: 3/10
District 299

Property Location

MRED Broker Reciprocity Logo MRED MLS Grid Logo

Listed by Jeff Bushaw with Fulton Grace Realty 773-698-6648

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity℠ Program of Midwest Real Estate Data. Real estate listings held by brokerage firms other than Panda Nook Realty are marked with the Broker Reciprocity℠ logo or the Broker Reciprocity℠ thumbnail logo (a little black house) and detailed information about them includes the name of the listing brokers.

Based on information submitted to the MLS GRID for MRED as of 11/6/2026. 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. IDX information is provided exclusively for consumers' personal non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed by MTP or MRED. The use of the MRED Data may be subject to an end-user license agreement prescribed by the Member Participant's applicable MLS if any and as amended from time to time.

©2026 Listings Courtesy of MRED as distributed by MLS GRID. All rights reserved.

Data is refreshed every 15 minutes. Listing last updated 9:15 PM CT on 11/6/2026.

Contact Agent