The Yellowjackets and Spartans met just over a week ago, but it was a much different outing this time around.
Winooski raced out to an eleven-point halftime lead, and held off Milton for a down-to-the wire 62-61 upset win.
The victory comes just nine days after the Yellowjackets stomped Winooski 71-42 on February 23.
Winooski jumped to 4-2 with the win, while Milton suffered its first loss of the season and dropped to 4-1.
The Spartans will try and keep the momentum on the road against BFA-Fairfax on Tuesday, March 9, and Milton will try and rebound when it travels to Middlebury on Wednesday, March 10.