diff --git a/src/vs/workbench/contrib/preferences/browser/settingsTreeModels.ts b/src/vs/workbench/contrib/preferences/browser/settingsTreeModels.ts
index ad081f0b797..8e51995e8aa 100644
--- a/src/vs/workbench/contrib/preferences/browser/settingsTreeModels.ts
+++ b/src/vs/workbench/contrib/preferences/browser/settingsTreeModels.ts
@@ -405,10 +405,10 @@ export function settingKeyToDisplayFormat(key: string, groupId = ''): { category
 
 function wordifyKey(key: string): string {
 	return key
-		.replace(/\.([a-z])/g, (match, p1) => ` › ${p1.toUpperCase()}`)
-		.replace(/([a-z])([A-Z])/g, '$1 $2') // fooBar => foo Bar
-		.replace(/^[a-z]/g, match => match.toUpperCase()) // foo => Foo
-		.replace(/\b\w+\b/g, match => {
+		.replace(/\.([a-z0-9])/g, (match, p1) => ` › ${p1.toUpperCase()}`) // Replace dot with spaced '>'
+		.replace(/([a-z0-9])([A-Z])/g, '$1 $2') // Camel case to spacing, fooBar => foo Bar
+		.replace(/^[a-z]/g, match => match.toUpperCase()) // Upper casing all first letters, foo => Foo
+		.replace(/\b\w+\b/g, match => { // Upper casing known acronyms
 			return knownAcronyms.has(match.toLowerCase()) ?
 				match.toUpperCase() :
 				match;
diff --git a/src/vs/workbench/contrib/preferences/test/browser/settingsTreeModels.test.ts b/src/vs/workbench/contrib/preferences/test/browser/settingsTreeModels.test.ts
index 2b7c77431c9..35b36215171 100644
--- a/src/vs/workbench/contrib/preferences/test/browser/settingsTreeModels.test.ts
+++ b/src/vs/workbench/contrib/preferences/test/browser/settingsTreeModels.test.ts
@@ -101,6 +101,20 @@ suite('SettingsTree', () => {
 				category: 'Something Else',
 				label: 'Etc'
 			});
+
+		assert.deepEqual(
+			settingKeyToDisplayFormat('foo.1leading.number'),
+			{
+				category: 'Foo › 1leading',
+				label: 'Number'
+			});
+
+		assert.deepEqual(
+			settingKeyToDisplayFormat('foo.1Leading.number'),
+			{
+				category: 'Foo › 1 Leading',
+				label: 'Number'
+			});
 	});
 
 	test('parseQuery', () => {