diff --git a/databases/py-pgcli/Makefile b/databases/py-pgcli/Makefile
index c91161398ee3..e3bc7b54baa4 100644
--- a/databases/py-pgcli/Makefile
+++ b/databases/py-pgcli/Makefile
@@ -1,45 +1,45 @@
 PORTNAME=	pgcli
-PORTVERSION=	4.3.0
-PORTREVISION=	1
+PORTVERSION=	4.4.0
 CATEGORIES=	databases python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	CLI for Postgres Database with auto-completion and syntax highlighting
 WWW=		https://www.pgcli.com/ \
 		https://github.com/dbcli/pgcli
 
 LICENSE=	BSD3CLAUSE
 LICENSE_FILE=	${WRKSRC}/LICENSE.txt
 
-BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}setuptools>=61.2:devel/py-setuptools@${PY_FLAVOR} \
+BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}setuptools>=61.0:devel/py-setuptools@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}setuptools-scm>=8:devel/py-setuptools-scm@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0:devel/py-wheel@${PY_FLAVOR}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}cli-helpers>=2.4.0:devel/py-cli-helpers@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}click>=4.1:devel/py-click@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}click>=4.1<8.1.8:devel/py-click@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}configobj>=5.0.6:devel/py-configobj@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pgspecial>=2.0.0:databases/py-pgspecial@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}prompt-toolkit>=2.0.6<4.0.0:devel/py-prompt-toolkit@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}psycopg>=3.0.14:databases/py-psycopg@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pygments>=2.0:textproc/py-pygments@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}setproctitle>=1.1.9:devel/py-setproctitle@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}sqlparse>=0.3.0<0.6:databases/py-sqlparse@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}tzlocal>=5.2:devel/py-tzlocal@${PY_FLAVOR}
 TEST_DEPENDS=	${PYTHON_PKGNAMEPREFIX}mock>=1.0.1:devel/py-mock@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pexpect>=0:misc/py-pexpect@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}sshtunnel>=0:net/py-sshtunnel@${PY_FLAVOR}
 
 USES=		pgsql python
 USE_PYTHON=	autoplist concurrent pep517 pytest
 
 NO_ARCH=	yes
 PYTEST_BROKEN_TESTS=	test_obfuscate_process_password
 
 OPTIONS_DEFINE=	KEYRING SSHTUNNEL
 KEYRING_DESC=	keyring support
 SSHTUNNEL_DESC=	SSH tunnel support
 
 KEYRING_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}keyring>=12.2.0,1:security/py-keyring@${PY_FLAVOR}
 SSHTUNNEL_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}sshtunnel>=0.4.0:net/py-sshtunnel@${PY_FLAVOR}
 
 .include <bsd.port.mk>
diff --git a/databases/py-pgcli/distinfo b/databases/py-pgcli/distinfo
index 81d83fcb8263..1ffc8ff63248 100644
--- a/databases/py-pgcli/distinfo
+++ b/databases/py-pgcli/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1744288842
-SHA256 (pgcli-4.3.0.tar.gz) = 765ae1550c5508a481f19f16a99716c253fe91afb255797add2d635da20b6aef
-SIZE (pgcli-4.3.0.tar.gz) = 147254
+TIMESTAMP = 1767157615
+SHA256 (pgcli-4.4.0.tar.gz) = bd5f8d68af28fd69551a3cb48a2849cad5f6854aa48022e9d98c6236d109eeae
+SIZE (pgcli-4.4.0.tar.gz) = 663452
diff --git a/databases/py-pgcli/files/patch-pyproject.toml b/databases/py-pgcli/files/patch-pyproject.toml
new file mode 100644
index 000000000000..890db139e03d
--- /dev/null
+++ b/databases/py-pgcli/files/patch-pyproject.toml
@@ -0,0 +1,18 @@
+--- pyproject.toml.orig	2025-05-17 03:39:59 UTC
++++ pyproject.toml
+@@ -65,7 +65,7 @@ dev = [
+ ]
+ 
+ [build-system]
+-requires = ["setuptools>=64.0", "setuptools-scm>=8"]
++requires = ["setuptools>=61.0", "setuptools-scm>=8"]
+ build-backend = "setuptools.build_meta"
+ 
+ [tool.setuptools_scm]
+@@ -132,4 +132,4 @@ addopts = "--capture=sys --showlocals -rxs"
+ [tool.pytest.ini_options]
+ minversion = "6.0"
+ addopts = "--capture=sys --showlocals -rxs"
+-testpaths = ["tests"]
+\ No newline at end of file
++testpaths = ["tests"]