diff --git a/devel/py-grpcio/Makefile b/devel/py-grpcio/Makefile
index 769b903f5d01..a6b387fb2f2c 100644
--- a/devel/py-grpcio/Makefile
+++ b/devel/py-grpcio/Makefile
@@ -1,33 +1,33 @@
 PORTNAME=	grpcio
-PORTVERSION=	1.65.2
+PORTVERSION=	1.65.4
 CATEGORIES=	devel python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	vanilla@FreeBSD.org
 COMMENT=	HTTP/2-based RPC framework
 WWW=		https://pypi.org/project/grpcio/
 
 LICENSE=	APACHE20
 
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}protobuf>=3:devel/py-protobuf@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}six>1:devel/py-six@${PY_FLAVOR}
 LIB_DEPENDS=	libcares.so:dns/c-ares
 
 USES=		compiler:c++11-lib localbase:ldflags python ssl
 BROKEN_SSL=	libressl
 BROKEN_SSL_REASON=	use of undeclared identifier 'X509_STORE_set_get_crl'
 USE_PYTHON=	autoplist cython distutils
 MAKE_ENV+=	GRPC_PYTHON_BUILD_SYSTEM_CARES=true \
 		GRPC_PYTHON_BUILD_SYSTEM_OPENSSL=true \
 		GRPC_PYTHON_BUILD_SYSTEM_ZLIB=true
 LDFLAGS+=	-lcares
 
 post-patch:
 	@${RM} ${WRKSRC}/src/python/grpcio/grpc/_cython/cygrpc.cpp
 
 post-install:
 	${STRIP_CMD} ${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}/grpc/_cython/cygrpc*.so
 	${REINPLACE_CMD} -e 's|^.*so$$|${PYTHONPREFIX_SITELIBDIR}/grpc/_cython/cygrpc${PYTHON_EXT_SUFFIX}.so|' ${_PYTHONPKGLIST}
 
 .include <bsd.port.mk>
diff --git a/devel/py-grpcio/distinfo b/devel/py-grpcio/distinfo
index 9afc6c0a234a..15b9a0679d3a 100644
--- a/devel/py-grpcio/distinfo
+++ b/devel/py-grpcio/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1722497298
-SHA256 (grpcio-1.65.2.tar.gz) = e2c9bbb84d5517f2bccdb1836b8ee267a1757acb3cb3e575065c103220b577ac
-SIZE (grpcio-1.65.2.tar.gz) = 12259424
+TIMESTAMP = 1723084945
+SHA256 (grpcio-1.65.4.tar.gz) = 2a4f476209acffec056360d3e647ae0e14ae13dcf3dfb130c227ae1c594cbe39
+SIZE (grpcio-1.65.4.tar.gz) = 12254082