diff --git a/devel/py-hypothesis/Makefile b/devel/py-hypothesis/Makefile
index 30add8384b07..800e821ff89e 100644
--- a/devel/py-hypothesis/Makefile
+++ b/devel/py-hypothesis/Makefile
@@ -1,62 +1,62 @@
 PORTNAME=	hypothesis
-PORTVERSION=	6.140.3
+PORTVERSION=	6.142.4
 CATEGORIES=	devel python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Library for property based testing
 WWW=		https://hypothesis.works/ \
 		https://hypothesis.readthedocs.io/en/latest/ \
 		https://github.com/HypothesisWorks/hypothesis/tree/master/hypothesis-python
 
 LICENSE=	MPL20
 LICENSE_FILE=	${WRKSRC}/LICENSE.txt
 
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}setuptools>=61:devel/py-setuptools@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0:devel/py-wheel@${PY_FLAVOR}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}attrs>=23.2.0:devel/py-attrs@${PY_FLAVOR} \
 		${PY_EXCEPTIONGROUP} \
 		${PYTHON_PKGNAMEPREFIX}sortedcontainers>=2.1.0<3.0.0:devel/py-sortedcontainers@${PY_FLAVOR}
 
-USES=		python
+USES=		python:3.10+
 USE_PYTHON=	autoplist concurrent pep517
 
 NO_ARCH=	yes
 
 OPTIONS_DEFINE=	CLI CODEMODS CROSSHAIR DATEUTIL DJANGO DPCONTRACTS GHOSTWRITER LARK NUMPY PANDAS PYTEST PYTZ REDIS WATCHDOG
 OPTIONS_DEFAULT=CLI CROSSHAIR DATEUTIL DJANGO DPCONTRACTS GHOSTWRITER LARK NUMPY PANDAS PYTEST PYTZ REDIS WATCHDOG
 CLI_DESC=		Command-line interface support
 CODEMODS_DESC=		Refactor deprecated or inefficient code
 CROSSHAIR_DESC=		CrossHair support
 DATEUTIL_DESC=		Provide dateutil timezones
 DJANGO_DESC=		Django support
 DPCONTRACTS_DESC=	Contracts support
 GHOSTWRITER_DESC=	Ghostwriter support
 LARK_DESC=		Lark parser support
 NUMPY_DESC=		NumPy support
 PANDAS_DESC=		Pandas support
 PYTEST_DESC=		pytest support
 PYTZ_DESC=		Timezone support
 REDIS_DESC=		Redis support
 WATCHDOG_DESC=		Watchdog support
 
 CLI_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}black>=20.8b0:devel/py-black@${PY_FLAVOR} \
 			${PYTHON_PKGNAMEPREFIX}click>=7.0:devel/py-click@${PY_FLAVOR} \
 			${PYTHON_PKGNAMEPREFIX}rich>=9.0.0:textproc/py-rich@${PY_FLAVOR}
 CODEMODS_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}libcst>=0.3.16:devel/py-libcst@${PY_FLAVOR}
-CROSSHAIR_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}crosshair-tool>=0.0.95:devel/py-crosshair-tool@${PY_FLAVOR} \
+CROSSHAIR_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}crosshair-tool>=0.0.97:devel/py-crosshair-tool@${PY_FLAVOR} \
 			${PYTHON_PKGNAMEPREFIX}hypothesis-crosshair>=0.0.25:devel/py-hypothesis-crosshair@${PY_FLAVOR}
 DATEUTIL_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}python-dateutil>=1.4:devel/py-python-dateutil@${PY_FLAVOR}
 DJANGO_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}django42>=4.2:www/py-django42@${PY_FLAVOR}
 DPCONTRACTS_RUN_DEPENDS=${PYTHON_PKGNAMEPREFIX}dpcontracts>=0.4:devel/py-dpcontracts@${PY_FLAVOR}
 GHOSTWRITER_RUN_DEPENDS=${PYTHON_PKGNAMEPREFIX}black>=20.8b0:devel/py-black@${PY_FLAVOR}
 LARK_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}lark>=0.10.1:devel/py-lark@${PY_FLAVOR}
-NUMPY_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}numpy>=1.19.3,1:math/py-numpy@${PY_FLAVOR}
+NUMPY_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}numpy>=1.21.6,1:math/py-numpy@${PY_FLAVOR}
 PANDAS_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pandas>=1.1,1:math/py-pandas@${PY_FLAVOR}
 PYTEST_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pytest>=4.6,1:devel/py-pytest@${PY_FLAVOR}
 PYTZ_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pytz>=2014.1,1:devel/py-pytz@${PY_FLAVOR}
 REDIS_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}redis>=3.0.0:databases/py-redis@${PY_FLAVOR}
 WATCHDOG_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}watchdog>=4.0.0:devel/py-watchdog@${PY_FLAVOR}
 
 .include <bsd.port.mk>
diff --git a/devel/py-hypothesis/distinfo b/devel/py-hypothesis/distinfo
index 8c5c4bb6a21b..a743e013ef2e 100644
--- a/devel/py-hypothesis/distinfo
+++ b/devel/py-hypothesis/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1759774605
-SHA256 (hypothesis-6.140.3.tar.gz) = 4f4a09bf77af21e0cc3dffed1ea639812dc75d38f81308ec9fb0e33f8557b0cb
-SIZE (hypothesis-6.140.3.tar.gz) = 466925
+TIMESTAMP = 1761446634
+SHA256 (hypothesis-6.142.4.tar.gz) = b3e71a84708994aa910ea47f1483ad892a7c390839959d689b2a2b07ebfd160e
+SIZE (hypothesis-6.142.4.tar.gz) = 466047
diff --git a/devel/py-hypothesis/files/patch-pyproject.toml b/devel/py-hypothesis/files/patch-pyproject.toml
index f49365e98a2f..4ae9b67a491c 100644
--- a/devel/py-hypothesis/files/patch-pyproject.toml
+++ b/devel/py-hypothesis/files/patch-pyproject.toml
@@ -1,19 +1,19 @@
---- pyproject.toml.orig	2025-04-18 21:15:51 UTC
+--- pyproject.toml.orig	2025-10-25 16:18:53 UTC
 +++ pyproject.toml
 @@ -1,6 +1,6 @@
  [build-system]
  # require a recent setuptools for `license = ` support
 -requires = ["setuptools >= 78.1.0", "wheel"]
 +requires = ["setuptools >= 61.0", "wheel"]
  build-backend = "setuptools.build_meta"
  
  [project]
 @@ -60,7 +60,7 @@ There are also [optional extras available](https://hyp
  
  There are also [optional extras available](https://hypothesis.readthedocs.io/en/latest/extras.html).
  """, "content-type" = "text/markdown"}
 -license = "MPL-2.0"
 +license = { text = "MPL-2.0" }
- requires-python = ">= 3.9"
+ requires-python = ">= 3.10"
  keywords = ["python", "testing", "fuzzing", "property-based-testing"]
  classifiers = [