diff --git a/providers/teradata/src/airflow/providers/teradata/utils/encryption_utils.py b/providers/teradata/src/airflow/providers/teradata/utils/encryption_utils.py
index 57ed4b9855810..3ce50d0070e17 100644
--- a/providers/teradata/src/airflow/providers/teradata/utils/encryption_utils.py
+++ b/providers/teradata/src/airflow/providers/teradata/utils/encryption_utils.py
@@ -21,6 +21,8 @@
 import string
 import subprocess
 
+from airflow.providers.teradata.utils.tpt_util import get_remote_os
+
 
 def generate_random_password(length=12):
     # Define the character set: letters, digits, and special characters
@@ -51,25 +53,27 @@ def generate_encrypted_file_with_openssl(file_path: str, password: str, out_file
 
 
 def decrypt_remote_file_to_string(ssh_client, remote_enc_file, password, bteq_command_str):
-    # Run openssl decrypt command on remote machine
-    quoted_password = shell_quote_single(password)
+    remote_os = get_remote_os(ssh_client)
+    windows_remote = remote_os == "windows"
+
+    if windows_remote:
+        # Windows cmd.exe does not support single quotes; use double quotes with "" escaping
+        password_escaped = password.replace('"', '""')
+        quoted_password = f'"{password_escaped}"'
+    else:
+        # Unix shells require closing the single quote, adding an escaped quote, then reopening
+        password_escaped = password.replace("'", "'\\''")
+        quoted_password = f"'{password_escaped}'"
 
     decrypt_cmd = (
         f"openssl enc -d -aes-256-cbc -salt -pbkdf2 -pass pass:{quoted_password} -in {remote_enc_file} | "
         + bteq_command_str
     )
-    # Clear password to prevent lingering sensitive data
+    # Clear sensitive data from memory
     password = None
     quoted_password = None
     stdin, stdout, stderr = ssh_client.exec_command(decrypt_cmd)
-    # Wait for command to finish
     exit_status = stdout.channel.recv_exit_status()
     output = stdout.read().decode()
     err = stderr.read().decode()
     return exit_status, output, err
-
-
-def shell_quote_single(s):
-    # Escape single quotes in s, then wrap in single quotes
-    # In shell, to include a single quote inside single quotes, close, add '\'' and reopen
-    return "'" + s.replace("'", "'\\''") + "'"
diff --git a/providers/teradata/tests/unit/teradata/utils/test_encryption_utils.py b/providers/teradata/tests/unit/teradata/utils/test_encryption_utils.py
index fdf1c8bc21b82..8562da9dde1d6 100644
--- a/providers/teradata/tests/unit/teradata/utils/test_encryption_utils.py
+++ b/providers/teradata/tests/unit/teradata/utils/test_encryption_utils.py
@@ -23,7 +23,6 @@
     decrypt_remote_file_to_string,
     generate_encrypted_file_with_openssl,
     generate_random_password,
-    shell_quote_single,
 )
 
 
@@ -31,7 +30,6 @@ class TestEncryptionUtils:
     def test_generate_random_password_length(self):
         pwd = generate_random_password(16)
         assert len(pwd) == 16
-        # Check characters are in allowed set
         allowed_chars = string.ascii_letters + string.digits + string.punctuation
         assert (all(c in allowed_chars for c in pwd)) is True
 
@@ -60,43 +58,57 @@ def test_generate_encrypted_file_with_openssl_calls_subprocess(self, mock_run):
             check=True,
         )
 
-    def test_shell_quote_single_simple(self):
-        s = "simple"
-        quoted = shell_quote_single(s)
-        assert quoted == "'simple'"
-
-    def test_shell_quote_single_with_single_quote(self):
-        s = "O'Reilly"
-        quoted = shell_quote_single(s)
-        assert quoted == "'O'\\''Reilly'"
-
-    def test_decrypt_remote_file_to_string(self):
+    @patch("airflow.providers.teradata.utils.encryption_utils.get_remote_os")
+    def test_decrypt_remote_file_to_string_unix(self, mock_get_remote_os):
+        mock_get_remote_os.return_value = "unix"
         password = "mysecret"
         remote_enc_file = "/remote/encrypted.enc"
         bteq_command_str = "bteq -c UTF-8"
 
         ssh_client = MagicMock()
-        mock_stdin = MagicMock()
         mock_stdout = MagicMock()
+        mock_stdout.channel.recv_exit_status.return_value = 0
+        mock_stdout.read.return_value = b"decrypted output"
         mock_stderr = MagicMock()
+        mock_stderr.read.return_value = b""
+        ssh_client.exec_command.return_value = (MagicMock(), mock_stdout, mock_stderr)
+
+        exit_status, output, err = decrypt_remote_file_to_string(
+            ssh_client, remote_enc_file, password, bteq_command_str
+        )
+
+        expected_cmd = (
+            f"openssl enc -d -aes-256-cbc -salt -pbkdf2 -pass pass:'mysecret' -in {remote_enc_file} | "
+            + bteq_command_str
+        )
+        ssh_client.exec_command.assert_called_once_with(expected_cmd)
+        assert exit_status == 0
+        assert output == "decrypted output"
+        assert err == ""
 
-        # Setup mock outputs and exit code
+    @patch("airflow.providers.teradata.utils.encryption_utils.get_remote_os")
+    def test_decrypt_remote_file_to_string_windows(self, mock_get_remote_os):
+        mock_get_remote_os.return_value = "windows"
+        password = "mysecret"
+        remote_enc_file = "/remote/encrypted.enc"
+        bteq_command_str = "bteq -c UTF-8"
+
+        ssh_client = MagicMock()
+        mock_stdout = MagicMock()
         mock_stdout.channel.recv_exit_status.return_value = 0
         mock_stdout.read.return_value = b"decrypted output"
+        mock_stderr = MagicMock()
         mock_stderr.read.return_value = b""
-
-        ssh_client.exec_command.return_value = (mock_stdin, mock_stdout, mock_stderr)
+        ssh_client.exec_command.return_value = (MagicMock(), mock_stdout, mock_stderr)
 
         exit_status, output, err = decrypt_remote_file_to_string(
             ssh_client, remote_enc_file, password, bteq_command_str
         )
 
-        quoted_password = shell_quote_single(password)
         expected_cmd = (
-            f"openssl enc -d -aes-256-cbc -salt -pbkdf2 -pass pass:{quoted_password} -in {remote_enc_file} | "
+            f'openssl enc -d -aes-256-cbc -salt -pbkdf2 -pass pass:"mysecret" -in {remote_enc_file} | '
             + bteq_command_str
         )
-
         ssh_client.exec_command.assert_called_once_with(expected_cmd)
         assert exit_status == 0
         assert output == "decrypted output"