diff --git a/solutions/python/anagram/1/anagram.py b/solutions/python/anagram/1/anagram.py
new file mode 100644
index 0000000..32e75ea
--- /dev/null
+++ b/solutions/python/anagram/1/anagram.py
@@ -0,0 +1,30 @@
+"""
+Anagram.
+
+Given a target word and one or more candidate words,
+your task is to find the candidates that are anagrams
+of the target.
+"""
+
+
+def find_anagrams(word: str, candidates: list[str]) -> list[str]:
+    """
+    Return the list of candidates that are anagrams of ``word``.
+
+    Two words are considered anagrams if they consist of the same letters
+    with the same multiplicities when case is ignored. The original casing of
+    candidates is preserved in the returned list. Exact same word (case-insensitive)
+    as the target is excluded.
+
+    :param word: Target word to compare against.
+    :param candidates: Sequence of candidate words to test.
+    :returns: A list containing each candidate that is an anagram of ``word``.
+    """
+    word_ordered_lower_chars: list[str] = sorted(char.lower() for char in word)
+    word_lower = word.lower()
+    return [
+        candidate
+        for candidate in candidates
+        if candidate.lower() != word_lower
+        and sorted(char for char in candidate.lower()) == word_ordered_lower_chars
+    ]
diff --git a/solutions/python/anagram/2/anagram.py b/solutions/python/anagram/2/anagram.py
new file mode 100644
index 0000000..8c01b8a
--- /dev/null
+++ b/solutions/python/anagram/2/anagram.py
@@ -0,0 +1,31 @@
+"""
+Anagram.
+
+Given a target word and one or more candidate words,
+your task is to find the candidates that are anagrams
+of the target.
+"""
+
+
+def find_anagrams(word: str, candidates: list[str]) -> list[str]:
+    """
+    Return the list of candidates that are anagrams of ``word``.
+
+    Two words are considered anagrams if they consist of the same letters
+    with the same multiplicities when case is ignored. The original casing of
+    candidates is preserved in the returned list. Exact same word (case-insensitive)
+    as the target is excluded.
+
+    :param word: Target word to compare against.
+    :param candidates: Sequence of candidate words to test.
+    :returns: A list containing each candidate that is an anagram of ``word``.
+    """
+    target_sorted: list[str] = sorted(word.lower())
+    target_lower: str = word.lower()
+
+    return [
+        candidate
+        for candidate in candidates
+        if candidate.lower() != target_lower
+        and sorted(candidate.lower()) == target_sorted
+    ]