Winslow was waived by Milwaukee on Thursday, Jim Owczarski of the Milwaukee Journal Sentinel reports.
The Bucks signed Winslow to an Exhibit 10 contract Thursday, Jamal Collier of ESPN.com reports.
Winslow became an unrestricted free agent Tuesday after his 10-day contract with the Raptors expired, Keith Smith of Spotrac.com reports.
Toronto recalled Winslow from the G League's Raptors 905 on Thursday.
Winslow (illness) signed a 10-day deal with the Raptors on Saturday, Adrian Wojnarowski of ESPN reports.
Winslow (ankle) is available for Friday's preseason game versus the Wizards, Eric Koreen of The Athletic reports.
The Raptors signed Winslow (ankle) to an Exhibit 10 contract Friday, Blake Murphy of Sportsnet.ca reports.
Winslow underwent successful left ankle surgery Wednesday and is anticipated to be ready for the 2023-24 season.
Winslow (ankle) underwent a bone marrow aspirate concentrate procedure in March and will be re-evaluated in the coming weeks, per the Blazers' official site.
Winslow (ankle) remains out indefinitely and will not play Sunday against the Magic.