diff --git a/textproc/py-mkdocs/Makefile b/textproc/py-mkdocs/Makefile
index 494458d44bd2..34c074014b9c 100644
--- a/textproc/py-mkdocs/Makefile
+++ b/textproc/py-mkdocs/Makefile
@@ -1,43 +1,46 @@
 PORTNAME=	mkdocs
-DISTVERSION=	1.4.3
+DISTVERSION=	1.5.2
 CATEGORIES=	textproc python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	kai@FreeBSD.org
 COMMENT=	Project documentation with Markdown
 WWW=		https://www.mkdocs.org
 
 LICENSE=	BSD2CLAUSE
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}hatchling>0:devel/py-hatchling@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}Babel>=2.9.0:devel/py-babel@${PY_FLAVOR}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}click>=7.0:devel/py-click@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}ghp-import>=1.0:www/py-ghp-import@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}Jinja2>=2.11.1:devel/py-Jinja2@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}markdown>=3.2.1<3.4:textproc/py-markdown@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}markdown>=3.2.1:textproc/py-markdown@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}markupsafe>=2.0.1:textproc/py-markupsafe@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}mergedeep>=1.3.4:devel/py-mergedeep@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}packaging>=20.5:devel/py-packaging@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pathspec>=0.11.1:devel/py-pathspec@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}platformdirs>=2.2.0:devel/py-platformdirs@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyyaml_env_tag>=0.1:devel/py-pyyaml_env_tag@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}watchdog>=2.0:devel/py-watchdog@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}yaml>=5.1:devel/py-yaml@${PY_FLAVOR}
 
 USES=		cpe python
 USE_PYTHON=	autoplist concurrent pep517
 
 NO_ARCH=	yes
 
 OPTIONS_DEFINE=		I18N
 OPTIONS_DEFAULT=	I18N
 
 I18N_DESC=	Support for theme localization
 I18N_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}Babel>=2.9.0:devel/py-babel@${PY_FLAVOR}
 
 .include <bsd.port.pre.mk>
 
 .if ${PYTHON_REL} < 31000
 RUN_DEPENDS+=	${PYTHON_PKGNAMEPREFIX}importlib-metadata>=4.3:devel/py-importlib-metadata@${PY_FLAVOR}
 .endif
 
 .include <bsd.port.post.mk>
diff --git a/textproc/py-mkdocs/distinfo b/textproc/py-mkdocs/distinfo
index 58bdbec49c72..73c5d5ef0151 100644
--- a/textproc/py-mkdocs/distinfo
+++ b/textproc/py-mkdocs/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1683790194
-SHA256 (mkdocs-1.4.3.tar.gz) = 5955093bbd4dd2e9403c5afaf57324ad8b04f16886512a3ee6ef828956481c57
-SIZE (mkdocs-1.4.3.tar.gz) = 3624951
+TIMESTAMP = 1691149642
+SHA256 (mkdocs-1.5.2.tar.gz) = 70d0da09c26cff288852471be03c23f0f521fc15cf16ac89c7a3bfb9ae8d24f9
+SIZE (mkdocs-1.5.2.tar.gz) = 3642227