Penn sits next to 5 phonetic neighbors — Ben, Len, and Ken are the closest matches by sound. Most share Penn's English-origin cluster, so the rhythm and vowel shape carry across the list.
You searched for names like
"hill, headland, enclosure"
"of the Saxon people"
"the color blue"
"modern coinage with divine suffix"
"to conquer"
"ancestor's descendant"
"one who resembles God"
"from the Lennox region of Scotland"
"sad, sorrowful"
"brave warrior"
"narrow strait"
"modern phonetic creation"
"wrathful, to cause pain"
"lordly, master (via Cyril)"
"high mountain, exalted"
"crowned one"
"from the white settlement"
"garden of hollies, holly garden"
"given by God, God's gift"
"strength, my strength"
"speckled, or from the bridge settlement"
Similar sound: These names share phonetic patterns with Penn — similar vowel sounds, consonant clusters, or rhythm.
Shared roots: Several names on this list have Old English origins, giving them the same cultural heritage as Penn.
Rhythm: Penn is a 1-syllable name. Names with the same syllable count tend to feel interchangeable when you're narrowing your list.