diff --git a/docs/references/keywords.rst b/docs/references/keywords.rst
index 41d30c33d4..6fe03c6d89 100644
--- a/docs/references/keywords.rst
+++ b/docs/references/keywords.rst
@@ -85,11 +85,21 @@ extensions).
 ``url``
     A string specifying the URL for the package homepage.
 
+    .. warning::
+        ``url`` is deprecated as it generates the ``Home-page`` metadata.
+        Please use ``project_urls`` instead, with the relevant labels.
+        See :pep:`753`.
+
 .. _keyword/download_url:
 
 ``download_url``
     A string specifying the URL to download the package.
 
+    .. warning::
+        ``download_url`` is deprecated as it generates the ``Download-URL`` metadata.
+        Please use ``project_urls`` instead, with the relevant labels.
+        See :pep:`753`.
+
 .. _keyword/packages:
 
 ``packages``
@@ -257,14 +267,14 @@ extensions).
 
 ``requires``
    .. warning::
-      ``requires`` is superseded by ``install_requires`` and should not be used
-      anymore.
+      ``requires`` is deprecated and superseded by ``install_requires``.
+      It should not be used anymore.
 
 .. _keyword/obsoletes:
 
 ``obsoletes``
    .. warning::
-      ``obsoletes`` is currently ignored by ``pip``.
+      ``obsoletes`` is deprecated and currently ignored by ``pip``.
 
    List of strings describing packages which this package renders obsolete,
    meaning that the two projects should not be installed at the same time.
@@ -283,7 +293,7 @@ extensions).
 
 ``provides``
    .. warning::
-      ``provides`` is currently ignored by ``pip``.
+      ``provides`` is currently considered deprecated and is ignored by ``pip``.
 
    List of strings describing package- and virtual package names contained
    within this package.
diff --git a/newsfragments/4811.change.rst b/newsfragments/4811.change.rst
new file mode 100644
index 0000000000..697ecf8570
--- /dev/null
+++ b/newsfragments/4811.change.rst
@@ -0,0 +1,2 @@
+Configuration options that yield deprecated metadata fields
+result now in warnings.
diff --git a/pytest.ini b/pytest.ini
index 292b65864c..777f700d3f 100644
--- a/pytest.ini
+++ b/pytest.ini
@@ -94,3 +94,7 @@ filterwarnings=
 
 	# Ignore warnings about consider_namespace_packages (jaraco/skeleton@6ff02e0eefcd)
 	ignore:Unknown config option. consider_namespace_packages:pytest.PytestConfigWarning
+
+	# Suppress known config deprecations still used in tests
+    ignore:Deprecated config in `setup.cfg`
+    ignore:Deprecated usage of `tool.setuptools.(provides|obsoletes)`
diff --git a/setuptools/config/_apply_pyprojecttoml.py b/setuptools/config/_apply_pyprojecttoml.py
index 331596bdd7..95fde5ddd3 100644
--- a/setuptools/config/_apply_pyprojecttoml.py
+++ b/setuptools/config/_apply_pyprojecttoml.py
@@ -24,7 +24,7 @@
 from .._path import StrPath
 from ..errors import RemovedConfigError
 from ..extension import Extension
-from ..warnings import SetuptoolsWarning
+from ..warnings import SetuptoolsDeprecationWarning, SetuptoolsWarning
 
 if TYPE_CHECKING:
     from typing_extensions import TypeAlias
@@ -98,6 +98,12 @@ def _apply_tool_table(dist: Distribution, config: dict, filename: StrPath):
             and has been removed from `pyproject.toml`.
             """
             raise RemovedConfigError("\n".join([cleandoc(msg), suggestion]))
+        elif norm_key in TOOL_TABLE_DEPRECATIONS:
+            SetuptoolsDeprecationWarning.emit(
+                f"Deprecated usage of `tool.setuptools.{field}` in `pyproject.toml`.",
+                see_docs=f"references/keywords.html#keyword-{field}",
+                due_date=(2027, 1, 25),  # introduced in 20 Jan 2025
+            )
 
         norm_key = TOOL_TABLE_RENAMES.get(norm_key, norm_key)
         corresp = TOOL_TABLE_CORRESPONDENCE.get(norm_key, norm_key)
@@ -401,11 +407,13 @@ def _acessor(obj):
 
 TOOL_TABLE_RENAMES = {"script_files": "scripts"}
 TOOL_TABLE_REMOVALS = {
+    "requires": "Please use `[project] dependencies` for Python requirements.",
     "namespace_packages": """
         Please migrate to implicit native namespaces instead.
         See https://packaging.python.org/en/latest/guides/packaging-namespace-packages/.
         """,
 }
+TOOL_TABLE_DEPRECATIONS = ("obsoletes", "provides")
 TOOL_TABLE_CORRESPONDENCE = {
     # Fields with corresponding core metadata need to be marked as static:
     "obsoletes": partial(_set_static_list_metadata, "obsoletes"),
diff --git a/setuptools/config/setupcfg.py b/setuptools/config/setupcfg.py
index 633aa9d45d..417531f347 100644
--- a/setuptools/config/setupcfg.py
+++ b/setuptools/config/setupcfg.py
@@ -25,7 +25,7 @@
 
 from .. import _static
 from .._path import StrPath
-from ..errors import FileError, OptionError
+from ..errors import FileError, OptionError, RemovedConfigError
 from ..warnings import SetuptoolsDeprecationWarning
 from . import expand
 
@@ -516,6 +516,25 @@ def config_handler(*args, **kwargs):
 
         return config_handler
 
+    def _deprecated(self, field, func):
+        anchor = f"keyword-{field.replace('_', '-')}"
+        return self._deprecated_config_handler(
+            func,
+            f"Deprecated usage of `{field}` in `setup.cfg`.",
+            see_docs=f"references/keywords.html#{anchor}",
+            due_date=(2027, 1, 25),  # introduced in 20 Jan 2025
+        )
+
+    def _removed(self, field, **kwargs):
+        def config_handler(*args, **kwargs):
+            raise RemovedConfigError(
+                f"Invalid use of `{field}` in `setup.cfg`.\nSee: "
+                "https://setuptools.pypa.io/en/latest/"
+                f"references/keywords.html#keyword-{field.replace('_', '-')}"
+            )
+
+        return config_handler
+
 
 class ConfigMetadataHandler(ConfigHandler["DistributionMetadata"]):
     section_prefix = 'metadata'
@@ -561,8 +580,9 @@ def parsers(self):
             'maintainer_email': _static.Str,
             'platforms': parse_list_static,
             'keywords': parse_list_static,
-            'provides': parse_list_static,
-            'obsoletes': parse_list_static,
+            'provides': self._deprecated('provides', parse_list_static),
+            'obsoletes': self._deprecated('obsoletes', parse_list_static),
+            'requires': self._removed('requires'),  # 2023-Nov-20
             'classifiers': self._get_parser_compound(parse_file, parse_list_static),
             'license': exclude_files_parser('license'),
             'license_files': parse_list_static,
@@ -570,7 +590,8 @@ def parsers(self):
             'long_description': parse_file,
             'long_description_content_type': _static.Str,
             'version': self._parse_version,  # Cannot be marked as dynamic
-            'url': _static.Str,
+            'url': self._deprecated('url', _static.Str),
+            'download_url': self._deprecated('download_url', _static.Str),
             'project_urls': parse_dict_static,
         }
 
diff --git a/setuptools/dist.py b/setuptools/dist.py
index 0249651267..8ec63c83fc 100644
--- a/setuptools/dist.py
+++ b/setuptools/dist.py
@@ -294,6 +294,14 @@ class Distribution(_Distribution):
         'extras_require': dict,
     }
 
+    _DEPRECATED_FIELDS = (
+        "url",
+        "download_url",
+        "requires",
+        "provides",
+        "obsoletes",
+    )
+
     # Used by build_py, editable_wheel and install_lib commands for legacy namespaces
     namespace_packages: list[str]  #: :meta private: DEPRECATED
 
@@ -326,9 +334,9 @@ def __init__(self, attrs: MutableMapping[str, Any] | None = None) -> None:
         self.set_defaults = ConfigDiscovery(self)
 
         self._set_metadata_defaults(attrs)
-
         self.metadata.version = self._normalize_version(self.metadata.version)
         self._finalize_requires()
+        self._check_deprecated_metadata_fields()
 
     def _validate_metadata(self):
         required = {"name"}
@@ -343,6 +351,16 @@ def _validate_metadata(self):
             msg = f"Required package metadata is missing: {missing}"
             raise DistutilsSetupError(msg)
 
+    def _check_deprecated_metadata_fields(self) -> None:
+        for attr in self._DEPRECATED_FIELDS:
+            if getattr(self.metadata, attr, None):
+                anchor = f"keyword-{attr.replace('_', '-')}"
+                SetuptoolsDeprecationWarning.emit(
+                    f"Deprecated usage of `{attr}` in setuptools configuration.",
+                    see_docs=f"references/keywords.html#{anchor}",
+                    due_date=(2027, 1, 25),  # introduced in 20 Jan 2025
+                )
+
     def _set_metadata_defaults(self, attrs):
         """
         Fill-in missing metadata fields not supported by distutils.
@@ -993,8 +1011,9 @@ def handle_display_options(self, option_order):
 
     def run_command(self, command) -> None:
         self.set_defaults()
-        # Postpone defaults until all explicit configuration is considered
-        # (setup() args, config files, command line and plugins)
+        self._check_deprecated_metadata_fields()
+        # Postpone defaults and validations until all explicit configuration is
+        # considered (setup() args, config files, command line and plugins)
 
         super().run_command(command)
 
diff --git a/setuptools/tests/config/test_apply_pyprojecttoml.py b/setuptools/tests/config/test_apply_pyprojecttoml.py
index 20146b4a89..e7395c0e43 100644
--- a/setuptools/tests/config/test_apply_pyprojecttoml.py
+++ b/setuptools/tests/config/test_apply_pyprojecttoml.py
@@ -24,6 +24,7 @@
 from setuptools.config._apply_pyprojecttoml import _MissingDynamic, _some_attrgetter
 from setuptools.dist import Distribution
 from setuptools.errors import RemovedConfigError
+from setuptools.warnings import SetuptoolsDeprecationWarning
 
 from .downloads import retrieve_file, urls_from_file
 
@@ -347,18 +348,47 @@ def test_pyproject_sets_attribute(self, tmp_path, monkeypatch):
 
 
 class TestDeprecatedFields:
-    def test_namespace_packages(self, tmp_path):
+    @pytest.mark.parametrize(
+        ("field", "value"),
+        [
+            ("provides", "['setuptools']"),
+            ("obsoletes", "['obsoletes']"),
+        ],
+    )
+    def test_still_valid(self, tmp_path, field, value):
+        pyproject = tmp_path / "pyproject.toml"
+        config = f"""
+        [project]
+        name = "myproj"
+        version = "42"
+        [tool.setuptools]
+        {field} = {value}
+        """
+        pyproject.write_text(cleandoc(config), encoding="utf-8")
+        match = f"Deprecated usage of `tool.setuptools.{field}`"
+        with pytest.warns(SetuptoolsDeprecationWarning, match=match):
+            pyprojecttoml.apply_configuration(makedist(tmp_path), pyproject)
+
+    @pytest.mark.parametrize(
+        ("field", "value"),
+        [
+            ("namespace-packages", "['myproj.pkg']"),
+            ("requires", "['setuptools']"),
+        ],
+    )
+    def test_removed(self, tmp_path, field, value):
         pyproject = tmp_path / "pyproject.toml"
-        config = """
+        config = f"""
         [project]
         name = "myproj"
         version = "42"
         [tool.setuptools]
-        namespace-packages = ["myproj.pkg"]
+        {field} = {value}
         """
         pyproject.write_text(cleandoc(config), encoding="utf-8")
-        with pytest.raises(RemovedConfigError, match="namespace-packages"):
+        with pytest.raises((RemovedConfigError, ValueError)) as exc:
             pyprojecttoml.apply_configuration(makedist(tmp_path), pyproject)
+            assert f"tool.setuptools.{field}" in str(exc.value)
 
 
 class TestPresetField:
@@ -498,7 +528,10 @@ def test_mark_static_fields(self, tmp_path, monkeypatch):
         """
         pyproject = Path(tmp_path, "pyproject.toml")
         pyproject.write_text(cleandoc(toml_config), encoding="utf-8")
-        dist = pyprojecttoml.apply_configuration(Distribution({}), pyproject)
+
+        with pytest.warns(SetuptoolsDeprecationWarning, match="Deprecated usage of"):
+            dist = pyprojecttoml.apply_configuration(Distribution({}), pyproject)
+
         assert is_static(dist.install_requires)
         assert is_static(dist.metadata.keywords)
         assert is_static(dist.metadata.classifiers)
diff --git a/setuptools/tests/config/test_setupcfg.py b/setuptools/tests/config/test_setupcfg.py
index adadc02da3..3c1122dd01 100644
--- a/setuptools/tests/config/test_setupcfg.py
+++ b/setuptools/tests/config/test_setupcfg.py
@@ -9,6 +9,7 @@
 
 from setuptools.config.setupcfg import ConfigHandler, Target, read_configuration
 from setuptools.dist import Distribution, _Distribution
+from setuptools.errors import RemovedConfigError
 from setuptools.warnings import SetuptoolsDeprecationWarning
 
 from ..textwrap import DALS
@@ -136,19 +137,20 @@ def test_basic(self, tmpdir):
             'license': 'BSD 3-Clause License',
         }
 
-        with get_dist(tmpdir, meta_initial) as dist:
-            metadata = dist.metadata
+        with pytest.warns(SetuptoolsDeprecationWarning, match="Deprecated config"):
+            with get_dist(tmpdir, meta_initial) as dist:
+                metadata = dist.metadata
 
-            assert metadata.version == '10.1.1'
-            assert metadata.description == 'Some description'
-            assert metadata.long_description_content_type == 'text/something'
-            assert metadata.long_description == 'readme contents\nline2'
-            assert metadata.provides == ['package', 'package.sub']
-            assert metadata.license == 'BSD 3-Clause License'
-            assert metadata.name == 'fake_name'
-            assert metadata.keywords == ['one', 'two']
-            assert metadata.download_url == 'http://test.test.com/test/'
-            assert metadata.maintainer_email == 'test@test.com'
+                assert metadata.version == '10.1.1'
+                assert metadata.description == 'Some description'
+                assert metadata.long_description_content_type == 'text/something'
+                assert metadata.long_description == 'readme contents\nline2'
+                assert metadata.provides == ['package', 'package.sub']
+                assert metadata.license == 'BSD 3-Clause License'
+                assert metadata.name == 'fake_name'
+                assert metadata.keywords == ['one', 'two']
+                assert metadata.download_url == 'http://test.test.com/test/'
+                assert metadata.maintainer_email == 'test@test.com'
 
     def test_license_cfg(self, tmpdir):
         fake_env(
@@ -207,16 +209,17 @@ def test_aliases(self, tmpdir):
             '  Programming Language :: Python :: 3.5\n',
         )
 
-        with get_dist(tmpdir) as dist:
-            metadata = dist.metadata
-            assert metadata.author_email == 'test@test.com'
-            assert metadata.url == 'http://test.test.com/test/'
-            assert metadata.description == 'Short summary'
-            assert metadata.platforms == ['a', 'b']
-            assert metadata.classifiers == [
-                'Framework :: Django',
-                'Programming Language :: Python :: 3.5',
-            ]
+        with pytest.warns(match='Deprecated usage of .url.'):
+            with get_dist(tmpdir) as dist:
+                metadata = dist.metadata
+                assert metadata.author_email == 'test@test.com'
+                assert metadata.url == 'http://test.test.com/test/'
+                assert metadata.description == 'Short summary'
+                assert metadata.platforms == ['a', 'b']
+                assert metadata.classifiers == [
+                    'Framework :: Django',
+                    'Programming Language :: Python :: 3.5',
+                ]
 
     def test_multiline(self, tmpdir):
         fake_env(
@@ -449,6 +452,39 @@ def test_make_option_lowercase(self, tmpdir):
         assert metadata.name == 'foo'
         assert metadata.description == 'Some description'
 
+    @pytest.mark.parametrize(
+        ("field", "value"),
+        [
+            ("provides", "setuptools"),
+            ("obsoletes", "setuptools"),
+            ("url", "www.setuptools.com.br"),
+            ("download_url", "www.setuptools.com.br/42"),
+        ],
+    )
+    def test_deprecated(self, tmpdir, field, value):
+        fake_env(
+            tmpdir,
+            f'[metadata]\nname = foo\ndescription = Desc\n{field} = {value}',
+        )
+        match = f"Deprecated usage of `{field}`"
+        with pytest.warns(SetuptoolsDeprecationWarning, match=match):
+            get_dist(tmpdir).__enter__()
+
+    @pytest.mark.parametrize(
+        ("field", "value"),
+        [
+            ("requires", "setuptools"),
+        ],
+    )
+    def test_removed(self, tmpdir, field, value):
+        fake_env(
+            tmpdir,
+            f'[metadata]\nname = foo\ndescription = Desc\n{field} = {value}',
+        )
+        match = f"Invalid use of `{field}`"
+        with pytest.raises(RemovedConfigError, match=match):
+            get_dist(tmpdir).__enter__()
+
 
 class TestOptions:
     def test_basic(self, tmpdir):
diff --git a/setuptools/tests/test_bdist_wheel.py b/setuptools/tests/test_bdist_wheel.py
index 776d21d729..8b2a2e5c59 100644
--- a/setuptools/tests/test_bdist_wheel.py
+++ b/setuptools/tests/test_bdist_wheel.py
@@ -89,7 +89,7 @@
                 long_description="Another testing distribution \N{SNOWMAN}",
                 author="Illustrious Author",
                 author_email="illustrious@example.org",
-                url="http://example.org/exemplary",
+                project_urls={"homepage": "http://example.org/exemplary"},
                 packages=["complexdist"],
                 setup_requires=["setuptools"],
                 install_requires=["quux", "splort"],
diff --git a/setuptools/tests/test_core_metadata.py b/setuptools/tests/test_core_metadata.py
index b1edb79b40..f14917c573 100644
--- a/setuptools/tests/test_core_metadata.py
+++ b/setuptools/tests/test_core_metadata.py
@@ -92,10 +92,11 @@ def __read_test_cases():
                 ],
             ),
         ),
-        (
+        pytest.param(
             'Metadata version 1.1: Download URL',
-            params(
-                download_url='https://example.com',
+            params(download_url='https://example.com'),
+            marks=pytest.mark.filterwarnings(
+                "ignore:Deprecated usage of .download_url"
             ),
         ),
         (
diff --git a/setuptools/tests/test_dist.py b/setuptools/tests/test_dist.py
index e65ab310e7..e64277ebcb 100644
--- a/setuptools/tests/test_dist.py
+++ b/setuptools/tests/test_dist.py
@@ -5,7 +5,7 @@
 
 import pytest
 
-from setuptools import Distribution
+from setuptools import Distribution, SetuptoolsDeprecationWarning
 from setuptools.dist import check_package_data, check_specifier
 
 from .test_easy_install import make_trivial_sdist
@@ -276,3 +276,22 @@ def test_dist_default_name(tmp_path, dist_name, package_dir, package_files):
     dist.set_defaults()
     assert dist.py_modules or dist.packages
     assert dist.get_name() == dist_name
+
+
+@pytest.mark.parametrize(
+    ("field", "value"),
+    [
+        ("requires", ["setuptools"]),
+        ("provides", ["setuptools"]),
+        ("obsoletes", ["setuptools"]),
+        ("url", "www.setuptools.com.br"),
+        ("download_url", "www.setuptools.com.br/42"),
+    ],
+)
+def test_deprecated_fields(tmpdir_cwd, field, value):
+    """See discussion in https://github.com/pypa/setuptools/issues/4797"""
+    attrs = {"name": "test", "version": "0.42", field: value}
+    match = f"Deprecated usage of `{field}`"
+    with pytest.warns(SetuptoolsDeprecationWarning, match=match):
+        dist = Distribution(attrs)
+        assert getattr(dist.metadata, field, None) == value