diff --git a/audio/py-pylast/Makefile b/audio/py-pylast/Makefile
index 2f4f62a6832c..70772869465e 100644
--- a/audio/py-pylast/Makefile
+++ b/audio/py-pylast/Makefile
@@ -1,7 +1,7 @@
 # Created by: Mark Felder <feld@FreeBSD.org>
 
 PORTNAME=	pylast
-PORTVERSION=	4.3.0
+PORTVERSION=	4.4.0
 CATEGORIES=	audio python
 MASTER_SITES=	CHEESESHOP
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -19,4 +19,10 @@ USE_PYTHON=	autoplist concurrent distutils
 
 NO_ARCH=	yes
 
-.include <bsd.port.mk>
+.include <bsd.port.pre.mk>
+
+.if ${PYTHON_REL} < 30800
+RUN_DEPENDS+=	${PYTHON_PKGNAMEPREFIX}importlib-metadata>=0:devel/py-importlib-metadata@${PY_FLAVOR}
+.endif
+
+.include <bsd.port.post.mk>
diff --git a/audio/py-pylast/distinfo b/audio/py-pylast/distinfo
index 6998eda705dd..e35ec1ceead7 100644
--- a/audio/py-pylast/distinfo
+++ b/audio/py-pylast/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1634111708
-SHA256 (pylast-4.3.0.tar.gz) = 71fd876e3753009bd10ea55b3f8f7c5d68591ee18a4127d257fc4a418010aa5c
-SIZE (pylast-4.3.0.tar.gz) = 43760
+TIMESTAMP = 1638556532
+SHA256 (pylast-4.4.0.tar.gz) = da6ebea506019af571941c35c8b4802abde4679592d52d13675650dc447e6c29
+SIZE (pylast-4.4.0.tar.gz) = 43708