diff --git a/packages/angular/build/src/tools/esbuild/angular/component-stylesheets.ts b/packages/angular/build/src/tools/esbuild/angular/component-stylesheets.ts
index b5d2e453b57e..3bb63b082a28 100644
--- a/packages/angular/build/src/tools/esbuild/angular/component-stylesheets.ts
+++ b/packages/angular/build/src/tools/esbuild/angular/component-stylesheets.ts
@@ -217,14 +217,27 @@ export class ComponentStylesheetBundler {
       const firstSemi = entry.indexOf(';');
       const secondSemi = firstSemi !== -1 ? entry.indexOf(';', firstSemi + 1) : -1;
       const filename = secondSemi !== -1 ? entry.slice(secondSemi + 1) : '';
-      if (filename && normalizedFiles.has(path.normalize(filename))) {
+      const normalizedFilename = filename ? path.normalize(filename) : '';
+      if (
+        normalizedFilename &&
+        (normalizedFiles.has(normalizedFilename) ||
+          (!path.isAbsolute(normalizedFilename) &&
+            normalizedFiles.has(
+              path.normalize(path.join(this.options.workspaceRoot, normalizedFilename)),
+            )))
+      ) {
         this.#inlineContexts.delete(entry);
+        this.#loadCache.invalidate(`angular:styles/component:${entry}`);
         void bundler.dispose().catch(() => {});
       } else {
         bundler.invalidate(normalizedFiles);
       }
     }
 
+    for (const file of normalizedFiles) {
+      this.#loadCache.invalidate(file);
+    }
+
     return entries;
   }
 
diff --git a/packages/angular/build/src/tools/esbuild/angular/component-stylesheets_spec.ts b/packages/angular/build/src/tools/esbuild/angular/component-stylesheets_spec.ts
new file mode 100644
index 000000000000..6ae372ee1d57
--- /dev/null
+++ b/packages/angular/build/src/tools/esbuild/angular/component-stylesheets_spec.ts
@@ -0,0 +1,121 @@
+/**
+ * @license
+ * Copyright Google LLC All Rights Reserved.
+ *
+ * Use of this source code is governed by an MIT-style license that can be
+ * found in the LICENSE file at https://angular.dev/license
+ */
+
+import assert from 'node:assert';
+import { mkdtemp, rm, writeFile } from 'node:fs/promises';
+import { join } from 'node:path';
+import { initializeHash } from '../../../utils/hash';
+import { MemoryLoadResultCache } from '../load-result-cache';
+import { resetSassWorkerPoolCaches, shutdownSassWorkerPool } from '../stylesheets/sass-language';
+import { ComponentStylesheetBundler } from './component-stylesheets';
+
+describe('ComponentStylesheetBundler', () => {
+  let tempRoot: string;
+
+  beforeAll(async () => {
+    await initializeHash();
+    const baseTmpDir = process.env['TEST_TMPDIR'];
+    assert(baseTmpDir, 'TEST_TMPDIR is not set');
+    tempRoot = await mkdtemp(join(baseTmpDir, 'angular-cli-component-stylesheets-'));
+  });
+
+  afterAll(async () => {
+    shutdownSassWorkerPool();
+    await rm(tempRoot, { force: true, recursive: true });
+  });
+
+  it('invalidates cached inline stylesheet errors when the containing component .ts file is invalidated', async () => {
+    const testDir = await mkdtemp(join(tempRoot, 'inline-error-recovery-'));
+    const componentFile = join(testDir, 'comp.ts');
+    const partialFile = join(testDir, '_missing.scss');
+
+    const bundler = new ComponentStylesheetBundler(
+      {
+        workspaceRoot: testDir,
+        optimization: false,
+        inlineFonts: false,
+        sourcemap: false,
+        outputNames: { bundles: '[name]', media: 'media/[name]' },
+        target: ['es2022'],
+        cacheOptions: { enabled: false, path: '', basePath: testDir },
+      },
+      'scss',
+      true,
+    );
+
+    try {
+      const initialResult = await bundler.bundleInline('@use "./missing";', componentFile, 'scss');
+      assert(
+        initialResult.errors,
+        'Expected initial bundleInline to fail when _missing.scss does not exist',
+      );
+      expect(initialResult.errors.length).toBeGreaterThan(0);
+
+      await writeFile(partialFile, '.recovered { color: green; }');
+      resetSassWorkerPoolCaches();
+
+      bundler.invalidate([componentFile]);
+
+      const recoveredResult = await bundler.bundleInline(
+        '@use "./missing";',
+        componentFile,
+        'scss',
+      );
+      expect(recoveredResult.errors).toBeUndefined();
+      expect(recoveredResult.contents).toContain('.recovered');
+      expect(recoveredResult.contents).toContain('green');
+    } finally {
+      await bundler.dispose();
+    }
+  });
+
+  it('should evict #loadCache entries when invalidating inline component stylesheets', async () => {
+    const testDir = await mkdtemp(join(tempRoot, 'inline-evict-'));
+    const componentFile = join(testDir, 'comp.ts');
+    const putSpy = spyOn(MemoryLoadResultCache.prototype, 'put').and.callThrough();
+    const invalidateSpy = spyOn(MemoryLoadResultCache.prototype, 'invalidate').and.callThrough();
+
+    const bundler = new ComponentStylesheetBundler(
+      {
+        workspaceRoot: testDir,
+        optimization: false,
+        inlineFonts: false,
+        sourcemap: false,
+        outputNames: { bundles: '[name]', media: 'media/[name]' },
+        target: ['es2022'],
+        cacheOptions: { enabled: false, path: '', basePath: testDir },
+      },
+      'scss',
+      true,
+    );
+
+    try {
+      const result = await bundler.bundleInline('.btn { color: red; }', componentFile, 'scss');
+      expect(result.errors).toBeUndefined();
+      expect(putSpy).toHaveBeenCalledTimes(1);
+
+      const cacheKey = putSpy.calls.mostRecent().args[0];
+      expect(cacheKey).toMatch(/^angular:styles\/component:scss;/);
+
+      bundler.invalidate([componentFile]);
+
+      expect(invalidateSpy).toHaveBeenCalledWith(cacheKey);
+      expect(invalidateSpy).toHaveBeenCalledWith(componentFile);
+
+      const secondResult = await bundler.bundleInline(
+        '.btn { color: red; }',
+        componentFile,
+        'scss',
+      );
+      expect(secondResult.errors).toBeUndefined();
+      expect(putSpy).toHaveBeenCalledTimes(2);
+    } finally {
+      await bundler.dispose();
+    }
+  });
+});
diff --git a/packages/angular/build/src/tools/esbuild/load-result-cache.ts b/packages/angular/build/src/tools/esbuild/load-result-cache.ts
index 402069cff1a5..9aff3c66d540 100644
--- a/packages/angular/build/src/tools/esbuild/load-result-cache.ts
+++ b/packages/angular/build/src/tools/esbuild/load-result-cache.ts
@@ -108,16 +108,16 @@ export class MemoryLoadResultCache implements LoadResultCache {
   }
 
   invalidate(path: string): boolean {
+    let invalidated = this.#loadResults.delete(path);
     const affectedPaths = this.#fileDependencies.get(path);
-    if (!affectedPaths) {
-      return false;
-    }
-
-    for (const affected of affectedPaths) {
-      this.#loadResults.delete(affected);
+    if (affectedPaths) {
+      for (const affected of affectedPaths) {
+        this.#loadResults.delete(affected);
+      }
+      invalidated = true;
     }
 
-    return true;
+    return invalidated;
   }
 
   get watchFiles(): string[] {