diff --git a/scanner/scanner_test.go b/scanner/scanner_test.go
index 4ce8cce1e..5863f1fe3 100644
--- a/scanner/scanner_test.go
+++ b/scanner/scanner_test.go
@@ -245,7 +245,6 @@ var _ = Describe("Scanner", Ordered, func() {
 			})
 
 			It("should update the album", func() {
-				tests.SkipOnWindows("path separator bug (#TBD-path-sep-scanner)")
 				Expect(runScanner(ctx, true)).To(Succeed())
 
 				albums, err := ds.Album().GetAll(ctx, model.QueryOptions{Filters: squirrel.Eq{"album.name": "Help!"}})
@@ -533,7 +532,6 @@ var _ = Describe("Scanner", Ordered, func() {
 		var beatlesMBID = uuid.NewString()
 
 		BeforeEach(func() {
-			tests.SkipOnWindows("path separator bug (#TBD-path-sep-scanner)")
 			By("Having two MP3 albums")
 			beatles := _t{
 				"artist":               "The Beatles",
diff --git a/scanner/watcher.go b/scanner/watcher.go
index 1ac5468f0..8c1b3f558 100644
--- a/scanner/watcher.go
+++ b/scanner/watcher.go
@@ -4,6 +4,7 @@ import (
 	"context"
 	"fmt"
 	"io/fs"
+	"path"
 	"path/filepath"
 	"strings"
 	"sync"
@@ -250,6 +251,10 @@ func (w *watcher) processLibraryEvents(ctx context.Context, lib *model.Library,
 				log.Error(ctx, "Error getting relative path", "libraryID", lib.ID, "absolutePath", absLibPath, "path", path, err)
 				continue
 			}
+			// fs.FS paths always use "/", but filepath.Rel returns OS separators,
+			// so normalize before feeding the value to fs lookups and downstream
+			// notifications (otherwise back-slashes break matching on Windows).
+			path = filepath.ToSlash(path)
 
 			if isIgnoredPath(ctx, fsys, path) {
 				log.Trace(ctx, "Ignoring change", "libraryID", lib.ID, "path", path)
@@ -282,13 +287,13 @@ func (w *watcher) processLibraryEvents(ctx context.Context, lib *model.Library,
 // resolveFolderPath takes a path (which may be a file or directory) and returns
 // the folder path to scan. If the path is a file, it walks up to find the parent
 // directory. Returns empty string if the path should scan the library root.
-func resolveFolderPath(fsys fs.FS, path string) string {
+func resolveFolderPath(fsys fs.FS, p string) string {
 	// Handle root paths immediately
-	if path == "." || path == "" {
+	if p == "." || p == "" {
 		return ""
 	}
 
-	folderPath := path
+	folderPath := p
 	for {
 		info, err := fs.Stat(fsys, folderPath)
 		if err == nil && info.IsDir() {
@@ -299,13 +304,13 @@ func resolveFolderPath(fsys fs.FS, path string) string {
 			// Reached root, scan entire library
 			return ""
 		}
-		// Walk up the tree
-		dir, _ := filepath.Split(folderPath)
-		if dir == "" || dir == "." {
+		// Walk up the tree. fs.FS paths always use "/", so use path.Dir
+		// (filepath would emit "\" on Windows and never match the slash keys).
+		parent := path.Dir(folderPath)
+		if parent == "." || parent == folderPath {
 			return ""
 		}
-		// Remove trailing slash
-		folderPath = filepath.Clean(dir)
+		folderPath = parent
 	}
 }
 
diff --git a/scanner/watcher_test.go b/scanner/watcher_test.go
index 12c94602c..0a35958dd 100644
--- a/scanner/watcher_test.go
+++ b/scanner/watcher_test.go
@@ -382,7 +382,6 @@ var _ = Describe("Watcher", func() {
 			})
 
 			It("should NOT send notification when nested ignored folder is deleted", func() {
-				tests.SkipOnWindows("path separator bug (#TBD-path-sep-scanner)")
 				startEventProcessing()
 
 				// Simulate deletion of music/rock/artist/temp (matches **/temp)
@@ -396,7 +395,6 @@ var _ = Describe("Watcher", func() {
 			})
 
 			It("should send notification for non-ignored nested folder", func() {
-				tests.SkipOnWindows("path separator bug (#TBD-path-sep-scanner)")
 				startEventProcessing()
 
 				// Simulate change in music/rock/artist (doesn't match any pattern)
@@ -421,7 +419,6 @@ var _ = Describe("Watcher", func() {
 			})
 
 			It("should NOT send notification for file changes in ignored folders", func() {
-				tests.SkipOnWindows("path separator bug (#TBD-path-sep-scanner)")
 				startEventProcessing()
 
 				// Simulate file change in rock/_TEMP/file.mp3
@@ -504,13 +501,11 @@ var _ = Describe("resolveFolderPath", func() {
 	})
 
 	It("walks up to parent directory when given a file path", func() {
-		tests.SkipOnWindows("path separator bug (#TBD-path-sep-scanner)")
 		result := resolveFolderPath(mockFS, "artist1/album1/track1.mp3")
 		Expect(result).To(Equal("artist1/album1"))
 	})
 
 	It("walks up multiple levels if needed", func() {
-		tests.SkipOnWindows("path separator bug (#TBD-path-sep-scanner)")
 		result := resolveFolderPath(mockFS, "artist1/album1/nonexistent/file.mp3")
 		Expect(result).To(Equal("artist1/album1"))
 	})
@@ -531,7 +526,6 @@ var _ = Describe("resolveFolderPath", func() {
 	})
 
 	It("handles nested file paths correctly", func() {
-		tests.SkipOnWindows("path separator bug (#TBD-path-sep-scanner)")
 		result := resolveFolderPath(mockFS, "artist1/album2/song.flac")
 		Expect(result).To(Equal("artist1/album2"))
 	})