2025 MPSSAA Boys Basketball Playoffs
Middletown High School vs. Kent Island High School
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MHS Knights
Middletown High School
MPSSAA Varsity Boys Basketball Middletown -
Varsity Boys Basketball
Middletown High School vs. Kent Island High School
2025 MPSSAA Boys Basketball Playoffs
Middletown
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KIHS Buccaneers
Kent Island High School
MPSSAA Varsity Boys Basketball Stevensville
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Kent Island High School vs. Caesar Rodney High School 
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Parkside High School vs. Kent Island High School 
Urbana High School vs. Kent Island High School 
Middletown High School vs. Francis Scott Key High School 
Tuscarora High School vs. Middletown High School 
Middletown High School vs. Manchester Valley High School 
Walkersville High School vs. Middletown High School 
Middletown High School vs. Boonsboro High School 
Middletown High School vs. Frederick High School 
Smithsburg High School vs. Middletown High School 
South Carroll High School vs. Middletown High School 
Oakdale High School vs. Middletown High School 
Middletown High School vs. Dover High School 