7/29/26
Helpful Staff
Great staff who are very communicative. I would recommend this building to anyone on the hunt for a new apartment.
Review from Apartments.com

4750 N Winthrop Ave, Chicago, IL 60640
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| Monthly Rent | Bedrooms | Bathrooms | |||
|---|---|---|---|---|---|
| $1,234 | Studio | Studio | 1 Bath | 1 Bath | 359 sq. ft. |
| View Fees and Policies |
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Lease Term Options
Property Information
The fees below are based on community-supplied data and may exclude additional fees and utilities.
70 lbs. Weight Limit
Non-Negotiable Breed Restrictions List: - Pit Bull - American Pit Bull Terrier - American Staffordshire Terrier - Staffordshire Bull Terrier - Rottweiler - Doberman Pinscher - Chow Chow - Akita - Presa Canario - Wolf Hybrids
We comply with all applicable fair housing laws. We will consider any request for reasonable accommodations. Size, weight limitation, and pet fee requirements do not apply to service animals. *Pricing shown is for one pet. Extra pets carry an add...
70 lbs. Weight Limit
We comply with all applicable fair housing laws. We will consider any request for reasonable accommodations. Size, weight limitation, and pet fee requirements do not apply to service animals. *Pricing shown is for one pet. Extra pets carry an add...
Property Fee Disclaimer Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Walkability
Exceptionally walkable100 / 100
Transit
Strong public transit80 / 100
Driveability
Moderately drivable70 / 100
Bikeability
Moderately bikeable70 / 100
Soundscore ™
Active70 / 100








Shoppers will appreciate The Winnie proximity to Weiss Plaza, Sun Plaza, and 1017-1031 W Wilson Ave. Weiss Plaza is 0.2 miles away, and Sun Plaza is within a 4 minute walk.
With a TransitScore of 80, The Winnie has strong public transit, including 10 transit stops within 5.1 miles. Transit options include Wilson-North Inner and Argyle.
Recreational activities near The Winnie are plentiful. Discover 5 parks within 3.7 miles, including Chase Park, Winnemac Park, and Wrightwood Park.
Living in Uptown Chicago provides easy access to Chicago O'Hare International, located just 23 minutes from The Winnie. Another nearby airport is Chicago Midway International, located 18.9 miles away.
St Thomas Of Canterbury
Grades PK-8
Private
Brennemann Elementary School
Grades PK-8
Public
YCCS-Truman Middle College HS
Grades 9-12
Public
Senn High School
Grades 9-12
Public
Data provided by GreatSchools.org © 2026. All rights reserved.
School
Commute Time (Distance)
Truman College
Walk: 6 min (0.4 mi)
Loyola University, Lakeshore
Drive: 6 min (3 mi)
North Park University
Drive: 7 min (3.1 mi)
DeVry University-Illinois
Drive: 8 min (3.8 mi)
The Winnie, offering brand-new studio and one-bedroom apartments in Uptown Chicago designed for modern living. Located in one of Chicago’s most dynamic neighborhoods, The Winnie combines comfort, convenience, and community. Whether you’re searching... for luxury apartments in Uptown or income-restricted apartments in Chicago, The Winnie provides the perfect balance of style and affordability.
Each apartment features sleek, modern finishes, spacious layouts, and ample natural light, creating the ideal environment to relax and thrive.
Situated in Uptown, The Winnie places you steps away from vibrant dining, shopping, and cultural experiences. With easy access to public transportation, commuting to other parts of Chicago is seamless. Whether you’re looking for a home with style or need apartments for rent in Uptown Chicago, The Winnie offers a lifestyle that fits your needs.
The Winnie, offering brand-new studio and one-bedroom apartments in Uptown Chicago designed for modern living. Located in one of Chicago’s most dynamic neighborhoods, The Winnie combines comfort, convenience, and community. Whether you’re searching for luxury apartments in Uptown or income-restricted apartments in Chicago, The Winnie provides the perfect balance of style and affordability.
Each apartment features sleek, modern finishes, spacious layouts, and ample natural light, creating the ideal environment to relax and thrive.
Situated in Uptown, The Winnie places you steps away from vibrant dining, shopping, and cultural experiences. With easy access to public transportation, commuting to other parts of Chicago is seamless. Whether you’re looking for a home with style or need apartments for rent in Uptown Chicago, The Winnie offers a lifestyle that fits your needs.
The Winnie is an apartment community in Chicago, IL


For The Winnie
2.5
4 Ratings & Reviews
7/29/26
Great staff who are very communicative. I would recommend this building to anyone on the hunt for a new apartment.
Review from Apartments.com
6/15/22
There is no parking. My lease outlines it, yet management refuses to offer it, and they continue to deflect my concerns. I emailed my leasing agent about this, but he forwarded my email to multiple other employees for them to all berate me over this. Avoid at all costs.
Review from Apartments.com
9 People Found This Helpful
Property Manager at The Winnie responded to this review
Hello, thank you for taking the time to leave us a review. We apologize for your frustrations and encourage you to reach out to our Property Manager, Emma, to discuss your parking options and any outstanding concerns you may have. You can reach her... at eharris@flatslife.com or winniemgmt@flatslife.com - we look forward to speaking with you.
5/17/22
Currently here and so ready to move! Firstly, during our tour we were stressed the fact we wouldn't be able to hear the trains, but we can. The huge windows are gorgeous, but other than that it's blah.
Review from Apartments.com
3 People Found This Helpful
Property Manager at The Winnie responded to this review
Hello, we're sorry to hear your experience has not been pleasant. We understand that the proximity to the train may be a disturbance, but you do have options to transfer to another apartment within the community or a sister community if interested.... Please don't hesitate to reach out to our management team at winniemgmt@flatslife.com if you have any complaints or concerns, and we'd be happy to assist you.
3/24/22
I do not recommend The Winnie. I have been here three months and i'm already looking to move. The elevator is currently broken with no ETA for repair. The key fobs only work on certain doors, parking is a nightmare as there is only street permit parking, even though there is a parking garage in the building no one is allowed to use. If you have packages delivered, good luck finding them as the carriers leave them in various parts of the building...sometimes outside!
Review from Apartments.com
7 People Found This Helpful
Property Manager at The Winnie responded to this review
Hello, we're sorry to hear your experience has not been pleasant. We apologize for your worthy concerns and would like the opportunity to discuss your review in more detail to provide current updates and solutions. Please reach out to our management... team directly at winniemgmt@flatslife.com. Thank you!
Within 50 Miles of The Winnie
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