Roof Deck at the Winnie apartments in Uptown Chicago at 4740 N Winthrop Ave 60640
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Rooftop
Uptown

The Winnie

4750 N Winthrop Ave 60640Chicago, IL

Pricing verified Oct 27, 2026

Starting from

$1,234–$2,195/mo

7 units available

About The Winnie in Chicago

The Winnie is a FLATS apartment building at 4750 North Winthrop Avenue in Chicago's Uptown, with studio and one-bedroom homes next to the lakefront bike and running path. Apartments have in-home laundry, wood flooring, custom cabinetry, subway tile backsplashes, and glass-enclosed rain showers, with dishwashers, kitchen islands, and walk-in closets in select homes. Residents have a roof terrace with a gas grill, a coworking lobby lounge, and on-site bike storage. Parking, valet trash and recycling, high-speed internet, and on-site maintenance are also offered.

The Winnie is a rental building at 4750 N Winthrop Ave in Uptown, Chicago, IL, built in 2021.

7 apartments are listed right now: 4 studios at $1,234–$1,695 a month and 3 one-bedrooms at $1,825–$2,195 a month. Asking rents across the building run $1,234 to $2,195 per month. Pricing was last verified on October 27, 2026.

Residents have access to wood flooring, bike storage, roof deck, glass-enclosed rain shower, parking, high speed internet, in-unit laundry, online rent payments + maintenance requests, and 9 more amenities.

Floor plans at The Winnie

LayoutSizeRent
Studio4 available359–481 sq ft$1,234–$1,695
1 Bedroom3 available468–649 sq ft$1,825–$2,195

The Winnie Amenities

  • Wood Flooring

  • Bike Storage

  • Roof Deck

  • Glass-Enclosed Rain Shower

  • Parking

  • High Speed Internet

  • In-unit laundry

  • Online Rent Payments + Maintenance Requests

  • Custom Cabinetry

  • On-site Maintenance

  • Valet Trash + Recycling

  • Walk-In Closets

  • Dishwashers

  • Kitchen islands

  • Lobby Lounge

  • Co-working Lobby

  • Subway Tile Backsplash

Frequently asked questions about The Winnie

How much does it cost to rent at The Winnie?

Listed rents at The Winnie currently start at $1,234 per month and go up to $2,195. By layout: 4 studios from $1,234, 3 one-bedrooms from $1,825.

What floor plans are available at The Winnie?

The Winnie currently lists 4 studios (359 sq ft–481 sq ft) and 3 one-bedrooms (468 sq ft–649 sq ft).

Is The Winnie pet friendly?

FLATS is pet friendly. Up to 2 pets per apartment. Pet rent is $25 per month, per pet. Breed restrictions apply.

How do I schedule a tour at The Winnie?

Request a tour on Staycio at staycio.com/buildings/the-winnie: pick a preferred date and time, and you'll get an email confirming the request.

Where is The Winnie located?

The Winnie is at 4750 N Winthrop Ave, Chicago, IL, in the Uptown neighborhood.

From

$1,234/mo