diff --git a/devel/py-watchdog/Makefile b/devel/py-watchdog/Makefile
index b4d906b2cbee..1d2ca10d7844 100644
--- a/devel/py-watchdog/Makefile
+++ b/devel/py-watchdog/Makefile
@@ -1,45 +1,49 @@
 PORTNAME=	watchdog
-DISTVERSION=	3.0.0
+DISTVERSION=	4.0.0
 CATEGORIES=	devel python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	nivit@FreeBSD.org
 COMMENT=	Python API library to monitor file system events
 WWW=		https://github.com/gorakhargosh/watchdog
 
 LICENSE=	APACHE20
 
+BUILD_DEPENDS=	${PKGNAMEPREFIX}wheel>=0.42.0:devel/py-wheel@${PY_FLAVOR}
 LIB_DEPENDS=	libinotify.so:devel/libinotify
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}yaml>=3.10:devel/py-yaml@${PY_FLAVOR}
 TEST_DEPENDS=	${PYTHON_PKGNAMEPREFIX}eventlet>0:net/py-eventlet@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}flake8>0:devel/py-flake8@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}flaky>0:devel/py-flaky@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}isort>=5.13.2:devel/py-isort@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}mypy>=1.8.0:devel/py-mypy@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-cov>0:devel/py-pytest-cov@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-timeout>0:devel/py-pytest-timeout@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}sphinx>0:textproc/py-sphinx@${PY_FLAVOR}
+		${PYTHON_PKGNAMEPREFIX}sphinx>0:textproc/py-sphinx@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}types-PyYAML>=6.0.12.12:devel/py-types-PyYAML@${PY_FLAVOR}
 
 USES=		pytest python
-USE_PYTHON=	autoplist concurrent distutils
+USE_PYTHON=	autoplist concurrent pep517
 
 TEST_ENV=	PYTHONPATH=${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}
 
 DOCSDIR=	${PREFIX}/share/doc/${PKGNAMEPREFIX}${PORTNAME}
 
 NO_ARCH=	yes
 
 PORTDOCS=	*
 
 OPTIONS_DEFINE=	DOCS
 
 DOCS_BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}sphinx>=0,1:textproc/py-sphinx@${PY_FLAVOR}
 
 post-build-DOCS-on:
 	(cd ${WRKSRC}/docs ; ${MAKE_CMD} SPHINXBUILD=sphinx-build-${PYTHON_VER} html)
 
 post-install-DOCS-on:
 	@${MKDIR} ${STAGEDIR}${DOCSDIR}
 	(cd ${WRKSRC}/docs/build/html ; \
 	${COPYTREE_SHARE} . ${STAGEDIR}${DOCSDIR} "-not -name .buildinfo")
 
 .include <bsd.port.mk>
diff --git a/devel/py-watchdog/distinfo b/devel/py-watchdog/distinfo
index 58455ee83e8b..5979b60b7740 100644
--- a/devel/py-watchdog/distinfo
+++ b/devel/py-watchdog/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1679314894
-SHA256 (watchdog-3.0.0.tar.gz) = 4d98a320595da7a7c5a18fc48cb633c2e73cda78f93cac2ef42d42bf609a33f9
-SIZE (watchdog-3.0.0.tar.gz) = 124593
+TIMESTAMP = 1707311033
+SHA256 (watchdog-4.0.0.tar.gz) = e3e7065cbdabe6183ab82199d7a4f6b3ba0a438c5a512a68559846ccb76a78ec
+SIZE (watchdog-4.0.0.tar.gz) = 126415