diff --git a/security/py-openssl/Makefile b/security/py-openssl/Makefile
index d763a8a4ebfb..19e354cf6b4a 100644
--- a/security/py-openssl/Makefile
+++ b/security/py-openssl/Makefile
@@ -1,45 +1,45 @@
 PORTNAME=	openssl
-PORTVERSION=	23.2.0
+PORTVERSION=	24.1.0
 PORTEPOCH=	1
 CATEGORIES=	security python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 DISTNAME=	pyOpenSSL-${PORTVERSION}
 
 MAINTAINER=	sbz@FreeBSD.org
 COMMENT=	Python interface to the OpenSSL library
 WWW=		https://github.com/pyca/pyopenssl
 
 LICENSE=	APACHE20
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 TEST_DEPENDS=	${PYTHON_PKGNAMEPREFIX}flaky>0:devel/py-flaky@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pretend>0:devel/py-pretend@${PY_FLAVOR} \
 		${LOCALBASE}/share/certs/ca-root-nss.crt:security/ca_root_nss
 
 USES=		cpe python
 USE_PYTHON=	autoplist concurrent cryptography distutils pytest pythonprefix
 
 NO_ARCH=	yes
 
 CPE_VENDOR=	jean-paul_calderone
 CPE_PRODUCT=	py${PORTNAME}
 
 # These tests will be skipped due the following reasons:
 #
 # * test_connect_refused: Avoid stalling in build environments that don't have
 #   a internet connection
 # * test_set_verify_callback_exception: Fails on *BSD systems, see also
 #   https://github.com/pyca/pyopenssl/issues/656 for further details
 # * test_connect_ex: succeeds unexpectedly:
 #   https://github.com/pyca/pyopenssl/issues/1192
 #
 # The system clock must be in sync otherwise the test "test_verify_with_time"
 # will fail.
 PYTEST_IGNORED_TESTS=	test_connect_ex \
 			test_connect_refused \
 			test_set_verify_callback_exception
 TEST_ENV=	LC_ALL=en_US.UTF-8 \
 		PYTHONPATH=${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}
 
 .include <bsd.port.mk>
diff --git a/security/py-openssl/distinfo b/security/py-openssl/distinfo
index ca85af2b8722..71f27e72473b 100644
--- a/security/py-openssl/distinfo
+++ b/security/py-openssl/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1691096194
-SHA256 (pyOpenSSL-23.2.0.tar.gz) = 276f931f55a452e7dea69c7173e984eb2a4407ce413c918aa34b55f82f9b8bac
-SIZE (pyOpenSSL-23.2.0.tar.gz) = 185132
+TIMESTAMP = 1720447792
+SHA256 (pyOpenSSL-24.1.0.tar.gz) = cabed4bfaa5df9f1a16c0ef64a0cb65318b5cd077a7eda7d6970131ca2f41a6f
+SIZE (pyOpenSSL-24.1.0.tar.gz) = 179671