diff --git a/textproc/py-mdformat/Makefile b/textproc/py-mdformat/Makefile
index b7c930b72f33..915e56643002 100644
--- a/textproc/py-mdformat/Makefile
+++ b/textproc/py-mdformat/Makefile
@@ -1,54 +1,56 @@
-# XXX: see below (post-patch target) before updating
 PORTNAME=	mdformat
-DISTVERSION=	0.7.22
-PORTREVISION=	3
+# XXX: see below (post-patch target) before updating
+DISTVERSION=	1.0.0
+PORTREVISION=	0
 CATEGORIES=	textproc python
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	nivit@FreeBSD.org
 COMMENT=	CommonMark compliant Markdown formatter
 WWW=		https://github.com/hukkin/mdformat
 
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}setuptools>=61.0.0:devel/py-setuptools@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0.41.3:devel/py-wheel@${PY_FLAVOR}
-RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}importlib-metadata>=3.6.0:devel/py-importlib-metadata@${PY_FLAVOR} \
+RUN_DEPENDS=	${PY_TOMLI} \
+		${PYTHON_PKGNAMEPREFIX}importlib-metadata>=3.6.0:devel/py-importlib-metadata@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}markdown-it-py>=1<5:textproc/py-markdown-it-py@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}mdurl>=0.1.2:textproc/py-mdurl@${PY_FLAVOR} \
-		${PY_TOMLI} \
 		${PYTHON_PKGNAMEPREFIX}zipp>=0.5:devel/py-zipp@${PY_FLAVOR}
 TEST_DEPENDS=	${PYTHON_PKGNAMEPREFIX}covdefaults>=2.3.0_1:devel/py-covdefaults@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-cov>=4.1.0:devel/py-pytest-cov@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-randomly>=3.12.0:devel/py-pytest-randomly@${PY_FLAVOR}
 
 USES=		python
 USE_GITHUB=	yes
 GH_ACCOUNT=	executablebooks
 USE_PYTHON=	autoplist pep517 pytest
 
+# tests: 4282 passed, 5 skipped (require Python 3.13+), 2 warnings
+TEST_ENV=	PYTHONPATH=${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}
+
 NO_ARCH=	yes
 
 OPTIONS_DEFINE=	DOCS
 
 DOCS_BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}docutils>=0.18.1:textproc/py-docutils@${PY_FLAVOR} \
 			${PYTHON_PKGNAMEPREFIX}furo>=2022.6.21:textproc/py-furo@${PY_FLAVOR} \
 			${PYTHON_PKGNAMEPREFIX}myst-parser>=0.18.0:textproc/py-myst-parser@${PY_FLAVOR} \
 			${PYTHON_PKGNAMEPREFIX}sphinx>=5.4.0:textproc/py-sphinx@${PY_FLAVOR}
 DOCS_PORTDOCS=		* .buildinfo
 
-# tests: 4282 passed, 5 skipped (require Python 3.13+)
-TEST_ENV=	PYTHONPATH=${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}
-
 # XXX: remove this target as soon as devel/py-setuptools is updated to version >= 69
 post-patch:
 	@${REINPLACE_CMD} \
-		-e 's/\(setuptools>=\)69/\163/1' \
-		${WRKSRC}/pyproject.toml
+		-e 's/\(setuptools>=\)77\.0\.3/\163/1' \
+		-e 's/\(license = \)"MIT"/\1{file = "LICENSE"}/1' \
+		-e '/^license-files =/d' \
+                ${WRKSRC}/pyproject.toml
 
 post-install-DOCS-on:
 			${LOCALBASE}/bin/sphinx-build-${PYTHON_VER} \
 				-d ${WRKDIR} -b html -n ${WRKSRC}/docs ${STAGEDIR}${DOCSDIR}
 
 .include <bsd.port.mk>
diff --git a/textproc/py-mdformat/distinfo b/textproc/py-mdformat/distinfo
index 4a8d4ffed71c..9d8fa1f16745 100644
--- a/textproc/py-mdformat/distinfo
+++ b/textproc/py-mdformat/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1739874344
-SHA256 (executablebooks-mdformat-0.7.22_GH0.tar.gz) = b793e355e00a61f8c0e7e3a642f7430b858c073cf86c7371d20fe6ce79f3e4d3
-SIZE (executablebooks-mdformat-0.7.22_GH0.tar.gz) = 94092
+TIMESTAMP = 1767882391
+SHA256 (executablebooks-mdformat-1.0.0_GH0.tar.gz) = ddca5bb3cf83a6541a60c4931556b8179d9b5dd5e2aa02973c0cc091b2550f68
+SIZE (executablebooks-mdformat-1.0.0_GH0.tar.gz) = 118368
diff --git a/textproc/py-mdformat/files/patch-pyproject.toml b/textproc/py-mdformat/files/patch-pyproject.toml
deleted file mode 100644
index b34885e1d500..000000000000
--- a/textproc/py-mdformat/files/patch-pyproject.toml
+++ /dev/null
@@ -1,13 +0,0 @@
-Obtained from:	https://github.com/hukkin/mdformat/commit/a822aca00e5b918953597499e67c8bb7767c7960
-
---- pyproject.toml.orig	2025-01-30 17:57:20 UTC
-+++ pyproject.toml
-@@ -13,7 +13,7 @@ dependencies = [
- license = { file = "LICENSE" }
- requires-python = ">=3.9"
- dependencies = [
--    'markdown-it-py >=1.0.0,<4.0.0',
-+    'markdown-it-py>=1,<5',
-     'tomli >=1.1.0; python_version < "3.11"',
-     'importlib-metadata >=3.6.0; python_version < "3.10"',
- ]
diff --git a/textproc/py-mdformat/files/patch-src_mdformat___conf.py b/textproc/py-mdformat/files/patch-src_mdformat___conf.py
index 772ec1c6678b..7e28393a0541 100644
--- a/textproc/py-mdformat/files/patch-src_mdformat___conf.py
+++ b/textproc/py-mdformat/files/patch-src_mdformat___conf.py
@@ -1,22 +1,23 @@
---- src/mdformat/_conf.py.orig	2025-01-30 17:57:20 UTC
+--- src/mdformat/_conf.py.orig	2025-10-16 12:00:48 UTC
 +++ src/mdformat/_conf.py
-@@ -1,6 +1,6 @@ from __future__ import annotations
+@@ -1,7 +1,7 @@ from collections.abc import Mapping
  from __future__ import annotations
  
+ from collections.abc import Mapping
 -import functools
 +import functools, os
  from pathlib import Path
  from types import MappingProxyType
- from typing import Mapping
+ 
 @@ -35,7 +35,10 @@ def read_toml_opts(conf_dir: Path) -> tuple[Mapping, P
- @functools.lru_cache()
+ @functools.lru_cache
  def read_toml_opts(conf_dir: Path) -> tuple[Mapping, Path | None]:
      conf_path = conf_dir / ".mdformat.toml"
 -    if not conf_path.is_file():
 +    # conf_path.is_file() throws an exception when trying to access /net,
 +    # a directory used only by autoconf with special attributes.
 +    # https://github.com/hukkin/mdformat/issues/565#issuecomment-3697204512
 +    if not os.path.isfile(str(conf_path)):
          parent_dir = conf_dir.parent
          if conf_dir == parent_dir:
              return {}, None