diff --git a/adafruit_connection_manager.py b/adafruit_connection_manager.py
index cc70f3f..7c4d896 100644
--- a/adafruit_connection_manager.py
+++ b/adafruit_connection_manager.py
@@ -29,6 +29,8 @@
 import errno
 import sys
 
+WIZNET5K_SSL_SUPPORT_VERSION = (9, 1)
+
 # typing
 
 
@@ -128,8 +130,23 @@ def get_radio_socketpool(radio):
         elif class_name == "WIZNET5K":
             import adafruit_wiznet5k.adafruit_wiznet5k_socket as pool  # pylint: disable=import-outside-toplevel
 
-            # Note: SSL/TLS connections are not supported by the Wiznet5k library at this time
-            ssl_context = create_fake_ssl_context(pool, radio)
+            # Note: At this time, SSL/TLS connections are not supported by older
+            # versions of the Wiznet5k library or on boards withouut the ssl module
+            # see https://docs.circuitpython.org/en/latest/shared-bindings/support_matrix.html
+            ssl_context = None
+            cp_version = sys.implementation[1]
+            if pool.SOCK_STREAM == 1 and cp_version >= WIZNET5K_SSL_SUPPORT_VERSION:
+                try:
+                    import ssl  # pylint: disable=import-outside-toplevel
+
+                    ssl_context = ssl.create_default_context()
+                    pool.set_interface(radio)
+                except ImportError:
+                    # if SSL not on board, default to fake_ssl_context
+                    pass
+
+            if ssl_context is None:
+                ssl_context = create_fake_ssl_context(pool, radio)
 
         else:
             raise AttributeError(f"Unsupported radio class: {class_name}")
diff --git a/tests/conftest.py b/tests/conftest.py
index 7947b1c..08d3914 100644
--- a/tests/conftest.py
+++ b/tests/conftest.py
@@ -49,6 +49,19 @@ def adafruit_wiznet5k_socket_module():
     del sys.modules["adafruit_wiznet5k.adafruit_wiznet5k_socket"]
 
 
+@pytest.fixture
+def adafruit_wiznet5k_with_ssl_socket_module():
+    wiznet5k_module = type(sys)("adafruit_wiznet5k")
+    wiznet5k_socket_module = type(sys)("adafruit_wiznet5k_socket")
+    wiznet5k_socket_module.set_interface = set_interface
+    wiznet5k_socket_module.SOCK_STREAM = 1
+    sys.modules["adafruit_wiznet5k"] = wiznet5k_module
+    sys.modules["adafruit_wiznet5k.adafruit_wiznet5k_socket"] = wiznet5k_socket_module
+    yield
+    del sys.modules["adafruit_wiznet5k"]
+    del sys.modules["adafruit_wiznet5k.adafruit_wiznet5k_socket"]
+
+
 @pytest.fixture(autouse=True)
 def reset_connection_manager(monkeypatch):
     monkeypatch.setattr(
diff --git a/tests/ssl_context_test.py b/tests/ssl_context_test.py
index abc857f..de6d4f1 100644
--- a/tests/ssl_context_test.py
+++ b/tests/ssl_context_test.py
@@ -5,11 +5,13 @@
 """ SLL Context Tests """
 
 import ssl
+from unittest import mock
 
 import mocket
 import pytest
 
 import adafruit_connection_manager
+from adafruit_connection_manager import WIZNET5K_SSL_SUPPORT_VERSION
 
 
 def test_connect_esp32spi_https(  # pylint: disable=unused-argument
@@ -50,7 +52,9 @@ def test_connect_wiznet5k_https_not_supported(  # pylint: disable=unused-argumen
 ):
     mock_pool = mocket.MocketPool()
     radio = mocket.MockRadio.WIZNET5K()
-    ssl_context = adafruit_connection_manager.get_radio_ssl_context(radio)
+    old_version = (WIZNET5K_SSL_SUPPORT_VERSION[0] - 1, 0, 0)
+    with mock.patch("sys.implementation", (None, old_version)):
+        ssl_context = adafruit_connection_manager.get_radio_ssl_context(radio)
     connection_manager = adafruit_connection_manager.ConnectionManager(mock_pool)
 
     # verify a HTTPS call for a board without built in WiFi and SSL support errors
@@ -59,3 +63,12 @@ def test_connect_wiznet5k_https_not_supported(  # pylint: disable=unused-argumen
             mocket.MOCK_HOST_1, 443, "https:", ssl_context=ssl_context
         )
     assert "This radio does not support TLS/HTTPS" in str(context)
+
+
+def test_connect_wiznet5k_https_supported(  # pylint: disable=unused-argument
+    adafruit_wiznet5k_with_ssl_socket_module,
+):
+    radio = mocket.MockRadio.WIZNET5K()
+    with mock.patch("sys.implementation", (None, WIZNET5K_SSL_SUPPORT_VERSION)):
+        ssl_context = adafruit_connection_manager.get_radio_ssl_context(radio)
+    assert isinstance(ssl_context, ssl.SSLContext)