<P> Judy Hensler ( Jeri Weil , October 4 , 1957 -- October 15 , 1960 ) is Beaver 's snitching , goody - goody classroom nemesis on the show . Penny Woods ( Karen Sue Trent , February 20 , 1960 -- January 20 , 1962 ) filled the nemesis role when Judy was dropped . Other friends include Lumpy 's sister Violet Rutherford , ( Wendy Winkleman , 1957 and Veronica Cartwright , February 19 , 1959 -- May 2 , 1963 ) . Benjie Bellamy ( Joey Scott ) and Chuckie Murdock ( Rory Stevens ) are both small boys and Cleaver neighbors who cause trouble . Beaver 's notorious classmate Angela Valentine is an unseen character , mentioned a dozen times in the series but never shown on screen . </P>
<P> Judy Hensler ( Jeri Weil , October 4 , 1957 -- October 15 , 1960 ) is Beaver 's snitching , goody - goody classroom nemesis on the show . Penny Woods ( Karen Sue Trent , February 20 , 1960 -- January 20 , 1962 ) filled the nemesis role when Judy was dropped . Other friends include Lumpy 's sister Violet Rutherford , ( Wendy Winkleman , 1957 and Veronica Cartwright , February 19 , 1959 -- May 2 , 1963 ) . Benjie Bellamy ( Joey Scott ) and Chuckie Murdock ( Rory Stevens ) are both small boys and Cleaver neighbors who cause trouble . Beaver 's notorious classmate Angela Valentine is an unseen character , mentioned a dozen times in the series but never shown on screen . </P>
who played penny woods on leave it to beaver
who played penny woods on leave it to beaver
Karen Sue Trent
Karen Sue Trent