diff --git a/sysutils/py-watchdog/Makefile b/sysutils/py-watchdog/Makefile
index d57eb93e9759..e3454ff1300c 100644
--- a/sysutils/py-watchdog/Makefile
+++ b/sysutils/py-watchdog/Makefile
@@ -1,6 +1,6 @@
-# $NetBSD: Makefile,v 1.15 2022/11/14 17:24:37 wiz Exp $
+# $NetBSD: Makefile,v 1.16 2023/05/05 11:39:41 wiz Exp $
 
-DISTNAME=	watchdog-2.1.9
+DISTNAME=	watchdog-3.0.0
 PKGNAME=	${PYPKGPREFIX}-${DISTNAME}
 CATEGORIES=	sysutils python
 MASTER_SITES=	${MASTER_SITE_PYPI:=w/watchdog/}
@@ -11,17 +11,21 @@ COMMENT=	Filesystem events monitoring
 LICENSE=	apache-2.0
 
 DEPENDS+=	${PYPKGPREFIX}-yaml>=3.10:../../textproc/py-yaml
+TEST_DEPENDS+=	${PYPKGPREFIX}-mypy-[0-9]*:../../lang/py-mypy
 TEST_DEPENDS+=	${PYPKGPREFIX}-test-[0-9]*:../../devel/py-test
 TEST_DEPENDS+=	${PYPKGPREFIX}-test-cov-[0-9]*:../../devel/py-test-cov
 TEST_DEPENDS+=	${PYPKGPREFIX}-test-timeout>=0.3:../../devel/py-test-timeout
 
 PYTHON_VERSIONS_INCOMPATIBLE=	27
 
-# 3 failed, 135 passed, 13 skipped, 20 warnings
-PYSETUPTESTTARGET=	pytest
-
 USE_PKG_RESOURCES=	yes
 
+TEST_ENV+=	PYTHONPATH=${WRKSRC}/build/lib
+# as of 3.0.0
+# 3 failed, 141 passed, 13 skipped, 20 warnings, 1 error
+do-test:
+	cd ${WRKSRC} && ${SETENV} ${TEST_ENV} pytest-${PYVERSSUFFIX}
+
 post-install:
 	cd ${DESTDIR}${PREFIX}/bin && \
 	${MV} watchmedo watchmedo-${PYVERSSUFFIX} || ${TRUE}
diff --git a/sysutils/py-watchdog/PLIST b/sysutils/py-watchdog/PLIST
index fcb506658f11..4a7bd1507141 100644
--- a/sysutils/py-watchdog/PLIST
+++ b/sysutils/py-watchdog/PLIST
@@ -1,4 +1,4 @@
-@comment $NetBSD: PLIST,v 1.4 2022/11/14 17:24:37 wiz Exp $
+@comment $NetBSD: PLIST,v 1.5 2023/05/05 11:39:41 wiz Exp $
 bin/watchmedo-${PYVERSSUFFIX}
 ${PYSITELIB}/${EGG_INFODIR}/PKG-INFO
 ${PYSITELIB}/${EGG_INFODIR}/SOURCES.txt
@@ -46,6 +46,7 @@ ${PYSITELIB}/watchdog/observers/read_directory_changes.pyo
 ${PYSITELIB}/watchdog/observers/winapi.py
 ${PYSITELIB}/watchdog/observers/winapi.pyc
 ${PYSITELIB}/watchdog/observers/winapi.pyo
+${PYSITELIB}/watchdog/py.typed
 ${PYSITELIB}/watchdog/tricks/__init__.py
 ${PYSITELIB}/watchdog/tricks/__init__.pyc
 ${PYSITELIB}/watchdog/tricks/__init__.pyo
@@ -64,6 +65,9 @@ ${PYSITELIB}/watchdog/utils/dirsnapshot.pyo
 ${PYSITELIB}/watchdog/utils/echo.py
 ${PYSITELIB}/watchdog/utils/echo.pyc
 ${PYSITELIB}/watchdog/utils/echo.pyo
+${PYSITELIB}/watchdog/utils/event_debouncer.py
+${PYSITELIB}/watchdog/utils/event_debouncer.pyc
+${PYSITELIB}/watchdog/utils/event_debouncer.pyo
 ${PYSITELIB}/watchdog/utils/patterns.py
 ${PYSITELIB}/watchdog/utils/patterns.pyc
 ${PYSITELIB}/watchdog/utils/patterns.pyo
diff --git a/sysutils/py-watchdog/distinfo b/sysutils/py-watchdog/distinfo
index e2ffd5bd37cd..7cf95d8155e2 100644
--- a/sysutils/py-watchdog/distinfo
+++ b/sysutils/py-watchdog/distinfo
@@ -1,5 +1,5 @@
-$NetBSD: distinfo,v 1.9 2022/11/14 17:24:37 wiz Exp $
+$NetBSD: distinfo,v 1.10 2023/05/05 11:39:41 wiz Exp $
 
-BLAKE2s (watchdog-2.1.9.tar.gz) = 4dae6dac7cefa2ddc701867c180bd0b3f9b945258554fb2eb39b9859533b93d9
-SHA512 (watchdog-2.1.9.tar.gz) = 677aa6d066d7fc6b68ed4a78811aeb0340f02133a64e4f4923996dcdbcae99ef7d1acc224604bcbc6f374d1843ac0faf8f8bce797b68d44ed178cf35dfc3e4c7
-Size (watchdog-2.1.9.tar.gz) = 119171 bytes
+BLAKE2s (watchdog-3.0.0.tar.gz) = ee9358f8c6cb50cc5d94a233219901bf15de8cbcc4abe3ddd6453708e670abb8
+SHA512 (watchdog-3.0.0.tar.gz) = fa1421b01af99d7fa676c9077b2330ead17c004d9bb9e9edd78d4bbf87cf41624ecd669ca48613d99be2109373bbab4e004b69665d2ca42e082573e4740c13d0
+Size (watchdog-3.0.0.tar.gz) = 124593 bytes