Boldewijn’s first-half goal secured Town only their seventh home Sky Bet League Two win in the calendar year, condemning Boro to their eighth successive away defeat.
The midfielder broke the deadlock in the 33rd minute from close range, reacting quickly to force the ball in after goalkeeper Joe Fryer could only parry a long-range shot from Mark Randall.
Crawley were reduced to 10 men just two minutes later with midfielder Josh Payne being shown a straight red card for a late challenge on Alex Samuel.
Recalled Crawley keeper Glenn Morris was brought into action for the first time when he saved a low shot from Joe Martin 12 minutes after the interval.
Ben Kennedy was also denied by Morris as Boro enjoyed more possession as the half wore on and the Crawley keeper ensured victory by superbly tipping over a goal-bound header from Matt Godden late on.
Southampton manager Mark Hughes was delighted to see his new side reach the FA Cup semi-finals but also warned that the Premier League remains a concern.
Borussia Dortmund winger Andre Schurrle was delighted with the team's hard-fought 1-0 Bundesliga victory over Hannover 96 on Sunday afternoon.
Chelsea defender Andreas Christensen has revealed that he sought advice from club legend John Terry after making a few costly mistakes recently.