diff --git a/packages/angular/build/src/builders/application/build-action.ts b/packages/angular/build/src/builders/application/build-action.ts
index 7cc3437fa323..edd0ae7d22f0 100644
--- a/packages/angular/build/src/builders/application/build-action.ts
+++ b/packages/angular/build/src/builders/application/build-action.ts
@@ -15,7 +15,10 @@ import {
   RebuildState,
 } from '../../tools/esbuild/bundler-execution-result';
 import { BuildOutputFile, BuildOutputFileType } from '../../tools/esbuild/bundler-files';
-import { shutdownSassWorkerPool } from '../../tools/esbuild/stylesheets/sass-language';
+import {
+  resetSassWorkerPoolCaches,
+  shutdownSassWorkerPool,
+} from '../../tools/esbuild/stylesheets/sass-language';
 import { logMessages, withNoProgress, withSpinner } from '../../tools/esbuild/utils';
 import { ChangedFiles } from '../../tools/esbuild/watcher';
 import { shouldWatchRoot } from '../../utils/environment-options';
@@ -210,6 +213,8 @@ export async function* runEsBuildBuildAction(
       // Clear removed files from current watch files
       changes.removed.forEach((removedPath) => currentWatchFiles.delete(removedPath));
 
+      resetSassWorkerPoolCaches();
+
       const rebuildState = result.createRebuildState(changes);
       result = await withProgress('Changes detected. Rebuilding...', () => action(rebuildState));
 
diff --git a/packages/angular/build/src/tools/esbuild/stylesheets/sass-language.ts b/packages/angular/build/src/tools/esbuild/stylesheets/sass-language.ts
index ad2961cc2b2e..3939e63b9035 100644
--- a/packages/angular/build/src/tools/esbuild/stylesheets/sass-language.ts
+++ b/packages/angular/build/src/tools/esbuild/stylesheets/sass-language.ts
@@ -16,12 +16,25 @@ import { StylesheetLanguage, StylesheetPluginOptions } from './stylesheet-plugin
 
 let sassService: SassCompiler | undefined;
 let sassServicePromise: Promise<SassCompiler> | undefined;
+let resolutionCache: MemoryCache<URL | null> | undefined;
+let packageRootCache: MemoryCache<string | null> | undefined;
 
 function isSassException(error: unknown): error is Exception {
   return !!error && typeof error === 'object' && 'sassMessage' in error;
 }
 
+export function resetSassWorkerPoolCaches(): void {
+  resolutionCache?.clear();
+  packageRootCache?.clear();
+  if (sassService) {
+    sassService.clearCache();
+  } else if (sassServicePromise) {
+    void sassServicePromise.then((service) => service.clearCache());
+  }
+}
+
 export function shutdownSassWorkerPool(): void {
+  resetSassWorkerPoolCaches();
   if (sassService) {
     void sassService.close();
     sassService = undefined;
@@ -91,14 +104,15 @@ async function compileString(
     }
   }
 
-  // Cache is currently local to individual compile requests.
-  // Caching follows Sass behavior where a given url will always resolve to the same value
-  // regardless of its importer's path.
+  // Caching follows Sass behavior where a given package url will always resolve to the same value
+  // regardless of its importer's path. Relative paths are qualified with the containing URL.
   // A null value indicates that the cached resolution attempt failed to find a location and
   // later stage resolution should be attempted. This avoids potentially expensive repeat
   // failing resolution attempts.
-  const resolutionCache = new MemoryCache<URL | null>();
-  const packageRootCache = new MemoryCache<string | null>();
+  resolutionCache ??= new MemoryCache<URL | null>();
+  packageRootCache ??= new MemoryCache<string | null>();
+  const currentResolutionCache = resolutionCache;
+  const currentPackageRootCache = packageRootCache;
   const warnings: PartialMessage[] = [];
   const { silenceDeprecations, futureDeprecations, fatalDeprecations } = options.sass ?? {};
 
@@ -116,8 +130,12 @@ async function compileString(
       quietDeps: true,
       importers: [
         {
-          findFileUrl: (url, options) =>
-            resolutionCache.getOrCreate(url, async () => {
+          findFileUrl: (url, options) => {
+            const cacheKey = url.startsWith('pkg:')
+              ? url
+              : `${options.containingUrl?.href ?? ''}:${url}`;
+
+            return currentResolutionCache.getOrCreate(cacheKey, async () => {
               const result = await resolveUrl(url, options);
               if (result.path) {
                 return pathToFileURL(result.path);
@@ -128,12 +146,16 @@ async function compileString(
 
               // Caching package root locations is particularly beneficial for `@material/*` packages
               // which extensively use deep imports.
-              const packageRoot = await packageRootCache.getOrCreate(packageName, async () => {
-                // Use the required presence of a package root `package.json` file to resolve the location
-                const packageResult = await resolveUrl(packageName + '/package.json', options);
+              const packageRootKey = `${options.containingUrl?.href ?? ''}:${packageName}`;
+              const packageRoot = await currentPackageRootCache.getOrCreate(
+                packageRootKey,
+                async () => {
+                  // Use the required presence of a package root `package.json` file to resolve the location
+                  const packageResult = await resolveUrl(packageName + '/package.json', options);
 
-                return packageResult.path ? dirname(packageResult.path) : null;
-              });
+                  return packageResult.path ? dirname(packageResult.path) : null;
+                },
+              );
 
               // Package not found could be because of an error or the specifier is intended to be found
               // via a later stage of the resolution process (`loadPaths`, etc.).
@@ -145,7 +167,8 @@ async function compileString(
 
               // Not found
               return null;
-            }),
+            });
+          },
         },
       ],
       logger: {
diff --git a/packages/angular/build/src/tools/sass/sass-service.ts b/packages/angular/build/src/tools/sass/sass-service.ts
index c3d6cf991526..8ce65dd7e2f2 100644
--- a/packages/angular/build/src/tools/sass/sass-service.ts
+++ b/packages/angular/build/src/tools/sass/sass-service.ts
@@ -45,6 +45,7 @@ function isFileImporter(value: Importers): value is FileImporter {
 export class SassCompiler {
   #asyncCompiler: AsyncCompiler | undefined;
   #asyncCompilerPromise: Promise<AsyncCompiler> | undefined;
+  readonly #directoryCache = new Map<string, DirectoryEntry>();
 
   constructor(private readonly rebase = false) {}
 
@@ -119,7 +120,7 @@ export class SassCompiler {
       (Importer<'async'> | FileImporter<'async'> | NodePackageImporter)[] | undefined;
     let loadPaths = options.loadPaths;
     const entryDirectory = url ? dirname(fileURLToPath(url)) : process.cwd();
-    const directoryCache = new Map<string, DirectoryEntry>();
+    const directoryCache = this.#directoryCache;
     const rebaseSourceMaps = options.sourceMap ? new Map<string, DecodedSourceMap>() : undefined;
 
     if (importers?.length) {
@@ -187,11 +188,20 @@ export class SassCompiler {
     return result;
   }
 
+  /**
+   * Clear the directory cache.
+   */
+  clearCache(): void {
+    this.#directoryCache.clear();
+  }
+
   /**
    * Shutdown the Sass compiler.
    * @returns A void promise that resolves when closing is complete.
    */
   async close(): Promise<void> {
+    this.clearCache();
+
     if (this.#asyncCompilerPromise) {
       try {
         await this.#ensureAsyncCompiler();
diff --git a/packages/angular_devkit/build_angular/src/tools/webpack/configs/styles.ts b/packages/angular_devkit/build_angular/src/tools/webpack/configs/styles.ts
index cd541faa9900..c7669597e922 100644
--- a/packages/angular_devkit/build_angular/src/tools/webpack/configs/styles.ts
+++ b/packages/angular_devkit/build_angular/src/tools/webpack/configs/styles.ts
@@ -70,6 +70,9 @@ export async function getStylesConfig(wco: WebpackConfigOptions): Promise<Config
 
   extraPlugins.push({
     apply(compiler) {
+      compiler.hooks.thisCompilation.tap('sass-service', () => {
+        sassImplementation.clearCache();
+      });
       compiler.hooks.shutdown.tap('sass-service', () => {
         void sassImplementation.close();
       });