Q: Sentence (1) He has a special place in my thoughts.
Sentence (2) Your place or mine?. Word: place.
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A: different meanings

Q: Sentence (1) There are 50 acres of land in this estate.
Sentence (2) The family owned a large estate on Long Island.. Word: estate.
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A: the same meaning

Q: Sentence (1) Did you two break the trolley by racing with it?
Sentence (2) The bus we travelled in broke down on the way to town.. Word: break.
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A:
the same meaning