diff --git a/devel/py-hypothesis/Makefile b/devel/py-hypothesis/Makefile
index d0630292944e..e19d3c61b9f8 100644
--- a/devel/py-hypothesis/Makefile
+++ b/devel/py-hypothesis/Makefile
@@ -1,27 +1,26 @@
 # Created by: Brendan Molloy <brendan+freebsd@bbqsrc.net>
 # $FreeBSD$
 
 PORTNAME=	hypothesis
-PORTVERSION=	4.57.1
+PORTVERSION=	5.16.0
 CATEGORIES=	devel python
 MASTER_SITES=	CHEESESHOP
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Library for property based testing
 
 LICENSE=	MPL20
 
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}attrs>=19.2.0:devel/py-attrs@${PY_FLAVOR} \
-		${PY_ENUM34} \
 		${PYTHON_PKGNAMEPREFIX}sortedcontainers>=2.1.0<3.0.0:devel/py-sortedcontainers@${PY_FLAVOR}
 
-USES=		python
+USES=		python:3.6+
 USE_PYTHON=	autoplist concurrent distutils
 
 NO_ARCH=	yes
 
 do-test:
 	@(cd ${WRKSRC} && ${PYTHON_CMD} ${PYDISTUTILS_SETUP} test)
 
 .include <bsd.port.mk>
diff --git a/devel/py-hypothesis/distinfo b/devel/py-hypothesis/distinfo
index 27c1fcba5beb..dae34ff5f357 100644
--- a/devel/py-hypothesis/distinfo
+++ b/devel/py-hypothesis/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1578125699
-SHA256 (hypothesis-4.57.1.tar.gz) = 3c4369a4b0a1348561048bcda5f1db951a1b8e2a514ea8e8c70d36e656bf6fa0
-SIZE (hypothesis-4.57.1.tar.gz) = 233528
+TIMESTAMP = 1590688781
+SHA256 (hypothesis-5.16.0.tar.gz) = 7c819501a26ff82ccb4bee8a96b1ff4fff187e041d79ed176964ca550b77098b
+SIZE (hypothesis-5.16.0.tar.gz) = 232737