diff --git a/devel/py-hatch/Makefile b/devel/py-hatch/Makefile
index 537eb678c31c..f371beff856d 100644
--- a/devel/py-hatch/Makefile
+++ b/devel/py-hatch/Makefile
@@ -1,40 +1,41 @@
 PORTNAME=	hatch
-PORTVERSION=	1.16.3
+PORTVERSION=	1.16.5
 CATEGORIES=	devel python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Modern project, package, and virtual env manager
 WWW=		https://hatch.pypa.io/latest/ \
 		https://github.com/pypa/hatch
 
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE.txt
 
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}hatch-vcs>=0.3.0:devel/py-hatch-vcs@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}hatchling>=1.27.0:devel/py-hatchling@${PY_FLAVOR}
 RUN_DEPENDS=	${PY_BACKPORTS.ZSTD} \
 		${PYTHON_PKGNAMEPREFIX}click>=8.0.6:devel/py-click@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}hatchling>=1.27.0:devel/py-hatchling@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}httpx>=0.22.0:www/py-httpx@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}hyperlink>=21.0.0:www/py-hyperlink@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}keyring>=23.5.0,1:security/py-keyring@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}packaging>=24.2:devel/py-packaging@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pexpect>=4.8<5:misc/py-pexpect@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}platformdirs>=2.5.0:devel/py-platformdirs@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyproject-hooks>=0:devel/py-pyproject-hooks@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}python-discovery>=1.1:devel/py-python-discovery@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}rich>=11.2.0:textproc/py-rich@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}shellingham>=1.4.0:devel/py-shellingham@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}tomli-w>=1.0:textproc/py-tomli-w@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}tomlkit>=0.11.1:textproc/py-tomlkit@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}userpath>=1.7<2:devel/py-userpath@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}virtualenv>=20.26.6:devel/py-virtualenv@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}virtualenv>=21:devel/py-virtualenv@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}uv>=0.5.23:devel/py-uv@${PY_FLAVOR}
 
 USES=		python
 USE_PYTHON=	autoplist concurrent pep517
 
 NO_ARCH=	yes
 
 .include <bsd.port.mk>
diff --git a/devel/py-hatch/distinfo b/devel/py-hatch/distinfo
index f32335c88f24..801c405c4560 100644
--- a/devel/py-hatch/distinfo
+++ b/devel/py-hatch/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1769874302
-SHA256 (hatch-1.16.3.tar.gz) = 2a50ecc912adfc8122cd2ccdcc15254cdef829e5d158be9014180cd7f0fb7ea9
-SIZE (hatch-1.16.3.tar.gz) = 5219621
+TIMESTAMP = 1775587294
+SHA256 (hatch-1.16.5.tar.gz) = 57bdeeaa72577859ce37091a5449583875331c06f9cb6af9077947ad40b3a1de
+SIZE (hatch-1.16.5.tar.gz) = 5220741