diff --git a/internal/manager/task_generate.go b/internal/manager/task_generate.go
index 088a9ea3c..01cb5dac0 100644
--- a/internal/manager/task_generate.go
+++ b/internal/manager/task_generate.go
@@ -296,14 +296,13 @@ func (j *GenerateJob) queueSceneJobs(ctx context.Context, g *generate.Generator,
 		}
 
 		if task.required() {
-			sceneHash := scene.GetHash(task.fileNamingAlgorithm)
 			addTask := false
-			if j.overwrite || !task.doesVideoPreviewExist(sceneHash) {
+			if j.overwrite || !task.doesVideoPreviewExist() {
 				totals.previews++
 				addTask = true
 			}
 
-			if utils.IsTrue(j.input.ImagePreviews) && (j.overwrite || !task.doesImagePreviewExist(sceneHash)) {
+			if utils.IsTrue(j.input.ImagePreviews) && (j.overwrite || !task.doesImagePreviewExist()) {
 				totals.imagePreviews++
 				addTask = true
 			}
diff --git a/internal/manager/task_generate_preview.go b/internal/manager/task_generate_preview.go
index 37ec51ec2..ca2b148b5 100644
--- a/internal/manager/task_generate_preview.go
+++ b/internal/manager/task_generate_preview.go
@@ -20,6 +20,9 @@ type GeneratePreviewTask struct {
 	fileNamingAlgorithm models.HashAlgorithm
 
 	generator *generate.Generator
+
+	videoPreviewExists *bool
+	imagePreviewExists *bool
 }
 
 func (t *GeneratePreviewTask) GetDescription() string {
@@ -31,22 +34,24 @@ func (t *GeneratePreviewTask) Start(ctx context.Context) {
 		return
 	}
 
-	ffprobe := instance.FFProbe
-	videoFile, err := ffprobe.NewVideoFile(t.Scene.Path)
-	if err != nil {
-		logger.Errorf("error reading video file: %v", err)
-		return
-	}
-
 	videoChecksum := t.Scene.GetHash(t.fileNamingAlgorithm)
 
-	if err := t.generateVideo(videoChecksum, videoFile.VideoStreamDuration); err != nil {
-		logger.Errorf("error generating preview: %v", err)
-		logErrorOutput(err)
-		return
+	if t.Overwrite || !t.doesVideoPreviewExist() {
+		ffprobe := instance.FFProbe
+		videoFile, err := ffprobe.NewVideoFile(t.Scene.Path)
+		if err != nil {
+			logger.Errorf("error reading video file: %v", err)
+			return
+		}
+
+		if err := t.generateVideo(videoChecksum, videoFile.VideoStreamDuration); err != nil {
+			logger.Errorf("error generating preview: %v", err)
+			logErrorOutput(err)
+			return
+		}
 	}
 
-	if t.ImagePreview {
+	if t.ImagePreview && (t.Overwrite || !t.doesImagePreviewExist()) {
 		if err := t.generateWebp(videoChecksum); err != nil {
 			logger.Errorf("error generating preview webp: %v", err)
 			logErrorOutput(err)
@@ -77,26 +82,39 @@ func (t GeneratePreviewTask) required() bool {
 		return false
 	}
 
-	sceneHash := t.Scene.GetHash(t.fileNamingAlgorithm)
-	videoExists := t.doesVideoPreviewExist(sceneHash)
-	imageExists := !t.ImagePreview || t.doesImagePreviewExist(sceneHash)
+	if t.Overwrite {
+		return true
+	}
+
+	videoExists := t.doesVideoPreviewExist()
+	imageExists := !t.ImagePreview || t.doesImagePreviewExist()
 	return !imageExists || !videoExists
 }
 
-func (t *GeneratePreviewTask) doesVideoPreviewExist(sceneChecksum string) bool {
+func (t *GeneratePreviewTask) doesVideoPreviewExist() bool {
+	sceneChecksum := t.Scene.GetHash(t.fileNamingAlgorithm)
 	if sceneChecksum == "" {
 		return false
 	}
 
-	videoExists, _ := fsutil.FileExists(instance.Paths.Scene.GetVideoPreviewPath(sceneChecksum))
-	return videoExists
+	if t.videoPreviewExists == nil {
+		videoExists, _ := fsutil.FileExists(instance.Paths.Scene.GetVideoPreviewPath(sceneChecksum))
+		t.videoPreviewExists = &videoExists
+	}
+
+	return *t.videoPreviewExists
 }
 
-func (t *GeneratePreviewTask) doesImagePreviewExist(sceneChecksum string) bool {
+func (t *GeneratePreviewTask) doesImagePreviewExist() bool {
+	sceneChecksum := t.Scene.GetHash(t.fileNamingAlgorithm)
 	if sceneChecksum == "" {
 		return false
 	}
 
-	imageExists, _ := fsutil.FileExists(instance.Paths.Scene.GetWebpPreviewPath(sceneChecksum))
-	return imageExists
+	if t.imagePreviewExists == nil {
+		imageExists, _ := fsutil.FileExists(instance.Paths.Scene.GetWebpPreviewPath(sceneChecksum))
+		t.imagePreviewExists = &imageExists
+	}
+
+	return *t.imagePreviewExists
 }
diff --git a/ui/v2.5/src/docs/en/Changelog/v0190.md b/ui/v2.5/src/docs/en/Changelog/v0190.md
index 8489697b1..2adbf142d 100644
--- a/ui/v2.5/src/docs/en/Changelog/v0190.md
+++ b/ui/v2.5/src/docs/en/Changelog/v0190.md
@@ -9,6 +9,7 @@
 * Changed performer aliases to be a list, rather than a string field. ([#3113](https://github.com/stashapp/stash/pull/3113))
 
 ### 🐛 Bug fixes
+* Fixed scene previews not being overwritten when Overwrite option is selected. ([#3256](https://github.com/stashapp/stash/pull/3256))
 * Fixed objects without titles not being sorted correctly with objects with titles. ([#3244](https://github.com/stashapp/stash/pull/3244))
 * Fixed incorrect new Performer pill being removed when creating Performer from scrape dialog. ([#3251](https://github.com/stashapp/stash/pull/3251))
 * Fixed date fields not being nulled correctly when cleared. ([#3243](https://github.com/stashapp/stash/pull/3243))