diff --git a/devel/py-grpcio/Makefile b/devel/py-grpcio/Makefile
index 2a4311cf07d9..54e8492e3d32 100644
--- a/devel/py-grpcio/Makefile
+++ b/devel/py-grpcio/Makefile
@@ -1,34 +1,34 @@
 PORTNAME=	grpcio
-PORTVERSION=	1.78.1
+PORTVERSION=	1.81.1
 PORTREVISION=	0
 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_TAG}.so|' ${_PYTHONPKGLIST}
 
 .include <bsd.port.mk>
diff --git a/devel/py-grpcio/distinfo b/devel/py-grpcio/distinfo
index ff959b0e462b..7bf73aae1058 100644
--- a/devel/py-grpcio/distinfo
+++ b/devel/py-grpcio/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1771603549
-SHA256 (grpcio-1.78.1.tar.gz) = 27c625532d33ace45d57e775edf1982e183ff8641c72e4e91ef7ba667a149d72
-SIZE (grpcio-1.78.1.tar.gz) = 12835760
+TIMESTAMP = 1783045510
+SHA256 (grpcio-1.81.1.tar.gz) = 6fa10a767143a5e82e8eaab53918af0cd8909a57a27f8cb2288b80a613ac671b
+SIZE (grpcio-1.81.1.tar.gz) = 13026582
diff --git a/devel/py-grpcio/files/patch-third__party_boringssl-with-bazel_src_include_openssl_base.h b/devel/py-grpcio/files/patch-third__party_boringssl-with-bazel_src_include_openssl_base.h
deleted file mode 100644
index f0dac4877525..000000000000
--- a/devel/py-grpcio/files/patch-third__party_boringssl-with-bazel_src_include_openssl_base.h
+++ /dev/null
@@ -1,12 +0,0 @@
---- third_party/boringssl-with-bazel/src/include/openssl/base.h.orig	2026-02-03 18:17:40 UTC
-+++ third_party/boringssl-with-bazel/src/include/openssl/base.h
-@@ -396,9 +396,6 @@ typedef void *OPENSSL_BLOCK;
- // MSVC doesn't set __cplusplus to 201103 to indicate C++11 support (see
- // https://connect.microsoft.com/VisualStudio/feedback/details/763051/a-value-of-predefined-macro-cplusplus-is-still-199711l)
- // so MSVC is just assumed to support C++11.
--#if !defined(BORINGSSL_NO_CXX) && __cplusplus < 201103L && !defined(_MSC_VER)
--#define BORINGSSL_NO_CXX
--#endif
- 
- #if !defined(BORINGSSL_NO_CXX)
-