#12372382, Mark Killion, Listing office: Kale Realty
Property details
About 10188 S Winston Ave
Discover Exceptional Living & Investment in This Fully Renovated, Owner-Occupant Gem! Welcome to 10188 S. Winston Ave, Chicago IL in lovely Longwood Manor, steps away from the historic Beverly Neighborhood. 10188 S. Winston is a truly remarkable opportunity to purchase a completely renovated 3 unit building while immediately beginning to generating income. This magnificent building, fully renovated from top to bottom, presents a unique layout featuring two spacious, independent units complemented by an additional private in-law apartment. Every detail has been thoughtfully updated, offering a seamless "move-in ready" experience. The upper unit is a 1,243sf 3 bedroom, one bath unit with washer and dryer in unit. First floor duplex down is a 968sf 2 bedroom and 1 bathroom, and the inlaw is a 675sf 1 bedroom 1 bathroom unit. All have separate entrances and egresses. All units have separate electric and gas meters. The building has one water meter. Step inside to find gleaming new flooring throughout, freshly applied paint in a contemporary palette, and kitchens boasting a full suite of brand-new appliances that elevate both style and functionality. Beyond the aesthetics, enjoy complete peace of mind with all new mechanicals and new roof, ensuring years of worry-free ownership. Beyond the stunning interiors, this property truly shines with its generous outdoor space. A large back and side lot offers ample room for recreation, gardening, or future expansion possibilities. Parking is an absolute breeze with a two-car garage and an additional three-car off-street parking area, providing abundant space for residents and guests alike. This isn't just a house; it's a meticulously crafted home and a smart investment awaiting its new owner. You truly must see it to appreciate the quality and care that has gone into every corner. Don't miss your chance to secure this unparalleled opportunity all with a convenient location in this rapidly gentrifying bedroom community!
Highlights
(New)
Summary
- Basement: Yes
- Total Bedroom Count: 6
- Garage Space: 2 spaces
- Parking: On Site, Garage Owned, Detached, Garage
- Heating: Natural Gas
- List Price: $499,000
- Annual Tax Amount: $638
- Tax Year: 2022
- Directions: South to 101st street left on Winston Ave
- Year Built: 1886
- MLS Number: 12412967
- MLS Name: MRED
- Office Name: George Flannick
- Office Phone: (773) 372-2055
- Listing Agent: George Flannick
Listings courtesy of Midwest Real Estate Data as distributed by MLS GRID.
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. Properties displayed may be listed or sold by various participants in the MLS.
DMCA Notice Copyright © 2025 Midwest Real Estate Data LLC (MRED). All rights reserved.
The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than the broker/agent who owns the website are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers.
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.
Some properties which appear for sale on this website may subsequently have sold and may no longer be available. Information Deemed Reliable but Not Guaranteed. The information being provided is 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. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.
DIGITAL MILLENNIUM COPYRIGHT ACT (DMCA) NOTICE
The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.co
The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.
Copyright © 2025 Midwest Real Estate Data LLC (MRED). All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/9/2025, 12:45:32 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
We're sorry, we currently don't have property sales data for this listing.
Tax history
Year | Assessment | Property Tax |
---|---|---|
2022 | $3,093 | $638 |
2021 | $3,093 | $623 |
2020 | $3,093 | $690 |
2019 | $3,093 | $623 |
2018 | $3,093 | $612 |
2017 | $2,681 | $578 |
History based on county public records data.
Nearby schools
8
Cics - Loomis Primary Campus
Public Charter KG-2
0.8 mi
•9535 S Loomis St
5
Southeast Elementary School
Public District KG-5
2.1 mi
•9800 S Francisco Ave
4
Northeast Elementary School
Public District PK-5
2.3 mi
•9058 S California Ave
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $75,605. Residents of Chicago, IL typically earn between $35k-100k each year. Typical family type is single, no kids. Typical level of education for residents in this area is post secondary degree.
Similar homes for sale
Frequently asked questions
About 10188 S Winston Ave
The listing price of 10188 S Winston Ave property is $499,000.
The property 10188 S Winston Ave is a house located in Chicago, Illinois, 60643.
Active Listing: 10188 S Winston Ave is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 10188 S Winston Ave are: Cics - Loomis Primary Campus (GreatSchools Rating 8/10), Southeast Elementary School (GreatSchools Rating 5/10), Northeast Elementary School (GreatSchools Rating 4/10), Barnard Elementary School (GreatSchools Rating 5/10), M. Garvey Elementary School (GreatSchools Rating 4/10), Mount Vernon Elementary School (GreatSchools Rating 4/10), Julian High School (GreatSchools Rating 1/10), Cics - Longwood Campus (GreatSchools Rating 3/10), Chicago Excel Academy High School (GreatSchools Rating 1/10).
According to the records, the last property tax for 2022 is $638 (source: MLS/based on county public records data).
The property at 10188 S Winston Ave has 6 bedrooms and 3 bathrooms.
The year of construction for 10188 S Winston Ave is 1886.
This home is located at 10188 S Winston Ave in Chicago, IL and zip code 60643 in the Far Southwest Side neighborhood. Features: 6 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since July 8, 2025 and is currently priced at $499,000.
Chicago, IL housing market in June 2025 saw over 1044 listings sold above listed price, more than 385 sold at listed price and over 952 sold below. In June 2025 in Chicago, IL there were 7.6% more homes for sale than in May. The median list price of listings available in June 2025 was $379,143, while the average time on the real estate market was 25 days.