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$1,500,000
New Listing

1633 W Winona Street
Chicago, IL60640

For Sale|Single Family Residence|Active
5
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
3,000
SqFt
$500
/SqFt
1905
Built
Subdivision:
Andersonville
County:
Cook
Listing Courtesy of MRED as distributed by MLS Grid of Fulton Grace Realty

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708-308-1938
1633 W Winona Street1633 W Winona Street1633 W Winona Street1633 W Winona Street
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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."

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Listing Snapshot
Price 
$1,500,000
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
3,000 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
N/A
Year Built 
1905
MLS Number 
12789652
Status 
Active
Property Tax 
$15,926.73
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Plans
Friends & Family
Recent Activity
5 hours agoListing updated with changes from the MLS
8 hours agoListing first seen on site
General Features
Direction Faces 
North
Garage 
Yes
Garage Spaces 
2
Parking 
Garage Door OpenerDetachedGarage
Parking Spaces 
2
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Below 
1080
SqFt Total 
2832
Water Source 
Public
Interior Features
Appliances 
RangeMicrowaveDishwasherRefrigeratorWasherDryerDisposalStainless Steel Appliance(s)Wine RefrigeratorRange HoodGas CooktopHumidifier
Basement 
FinishedFull
Cooling 
Ceiling Fan(s)Central Air
Electric 
200+ Amp Service
Fireplace 
Yes
Fireplace Features 
Living RoomElectric
Fireplaces 
1
Flooring 
Hardwood
Heating 
ZonedRadiant Floor
Interior 
Walk-In Closet(s)Entrance FoyerWet BarBuilt-in FeaturesHigh Ceilings
Laundry Features 
Upper LevelIn UnitSink
Window Features 
ScreensSkylight(s)
Balcony/Porch/Lanai 
Dimensions - 7X11
Bedroom 2 
Dimensions - 14X20
Bedroom 3 
Dimensions - 9X12
Bedroom 4 
Dimensions - 9X12
Bedroom 5 
Dimensions - 9X10
Bedroom 6 
Dimensions - 12X14
Dining Room 
Dimensions - 19X23
Family Room 
Dimensions - 20X30
Foyer 
Dimensions - 5X8
Kitchen 
Dimensions - 22X23Description - Eating Area-Breakfast Bar,Eating Area-Table Space,Island,Pantry-Closet,SolidSurfaceCounter,Updated Kitchen
Laundry 
Dimensions - 6X6
Living Room 
Dimensions - 15X16
Master Bedroom 
Dimensions - 13X21
Mud Room 
Dimensions - 7X11
Utility Room-Lower Level 
Dimensions - 16X16
Walk In Closet 
Dimensions - 7X12
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Exterior Features
Construction Details 
Brick
Exterior 
Balcony
Patio And Porch 
Deck
Windows/Doors 
ScreensSkylight(s)
Community Features
MLS Area 
CHI - Uptown
School District 
Amundsen High School
Township 
Lake View
Schools
School District
Amundsen High School
Elementary School
Mcpherson Elementary School
Middle School
Mcpherson Elementary School
High School
Amundsen High School
Listing Courtesy of MRED as distributed by MLS Grid of Fulton Grace Realty



Based on information submitted to the MLS GRID as of 2026-10-21 06:24 PM UTC. 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.
Last checked: 2026-10-21 06:24 PM UTC
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Neighborhood & Commute
Source: Walkscore
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