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1633 W Winona St , Chicago, IL 60640
$1,500,000
Est. Payment: $8,048.21/mo
5 Bed
4 Bath
3000 Sqft
Status: active | Days on site: 7
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84130 - 878316,183457
By proceeding and clicking the sign up button, you consent to receive calls and texts (SMS/MMS) including marketing and promotional communications, from IDX Support, its affiliates, and agents or vendors acting on their behalf. These communications may be delivered using an automatic telephone dialing system or by using an artificial or prerecorded voice. Message and data rates may apply. To opt out of text messages, reply STOP. Your consent is not required as a condition of any purchase. By continuing, you also agree to our Terms of Use and Privacy Policy.
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House 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."
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Highlights

Listed by Jeff Bushaw , 847-533-9665 and Mo Dadkhah , (847) 431-6222 Fulton Grace Realty , 773-698-6648. Midwest Real Estate Data mls logo

Property Type

Residential

Year Built

1905

County

Cook

Area

CHI - Uptown

 Neighborhood

Andersonville

 School District

299

Listing ID

12789652

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Interior Features

Bedrooms and Bathrooms
  • ▪ Bedrooms:5
  • ▪ Bathrooms:4
  • ▪ Full Bathrooms:3
  • ▪ 1/2 Bathrooms:1
Appliances:Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Wine Refrigerator, Range Hood, Gas Cooktop, Humidifier, Ceiling Fan(s),Water Heater-Gas
Air Cond:Central Air
Fireplaces:Electric
Floor:Hardwood
Below Ground Sq Ft:1080
Basement:Finished,Full
Other:
  • ▪ Additional:Wet Bar, 1st Floor Bedroom, Built-in Features, Walk-In Closet(s), High Ceilings, Historic/Period Mlwk, Separate Dining Room, Replacement Windows
Water:Public

Exterior Features

Lot Dimensions:25 X 124
Garage Capacity:2
Others:
  • ▪ Additional:Balcony, Roof Deck
Sewer:Public Sewer
Parking Features:Garage Door Opener,Yes,Garage Owned,Detached,Garage
Principal Interest
$8,048
Taxes
$1,327

Home Price

$1,500,000

Loan Details

30 yrs
7.08%

Down Payment

20%
$300,000
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$8,048.21

Principal

Taxes

Principal Taxes HOA Total
Monthly $8,048.21 $1,327.23 $0.00 $9,375.43
Yearly $96,578.48 $15,926.73 $0.00 $112,505.21
Total $2,897,354.51 $477,801.90 $0.00 $3,375,156.41
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Market insight data is pulled from the same city as the listing being viewed (Chicago, IL).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Based on information submitted to the MRED as of the date listed below. All data is obtained from various sources and has not been, and will not be, verified by broker or MRED. MRED 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.

Based on information submitted to the MLS GRID as of the date listed below. 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, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID 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. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability. Some listings have been excluded from this website.

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Data last updated: 2026-10-27T04:57:04.000Z

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