diff --git a/Cargo.lock b/Cargo.lock
index abd51e9..c7f16f2 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -5074,9 +5074,9 @@ dependencies = [
 
 [[package]]
 name = "trash"
-version = "3.3.1"
+version = "4.1.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "c658458d46d9d5a153a3b5cdd88d8579ad50d4fb85d53961e4526c8fc7c55a57"
+checksum = "6a1a7a9a17d3b004898be42be29a4c18d5a4cf008b5cdf72d69b1945dfcb158a"
 dependencies = [
  "chrono",
  "libc",
diff --git a/Cargo.toml b/Cargo.toml
index 4d85a98..ca07272 100644
--- a/Cargo.toml
+++ b/Cargo.toml
@@ -27,7 +27,7 @@ paste = "1.0"
 serde = { version = "1", features = ["serde_derive"] }
 shlex = { version = "1.3" }
 tokio = { version = "1", features = ["sync"] }
-trash = "3.2.0"
+trash = "4.1.0"
 xdg = { version = "2.5.2", optional = true }
 xdg-mime = "0.3"
 url = "2.5"
diff --git a/src/app.rs b/src/app.rs
index e186ffa..8d11662 100644
--- a/src/app.rs
+++ b/src/app.rs
@@ -165,6 +165,7 @@ pub enum Message {
     PendingComplete(u64),
     PendingError(u64, String),
     PendingProgress(u64, f32),
+    RescanTrash,
     Rename(Option<Entity>),
     RestoreFromTrash(Option<Entity>),
     SystemThemeModeChange(cosmic_theme::ThemeMode),
@@ -1100,6 +1101,22 @@ impl Application for App {
                     *progress = new_progress;
                 }
             }
+            Message::RescanTrash => {
+                // Update trash icon if empty/full
+                let maybe_entity = self.nav_model.iter().find(|&entity| {
+                    self.nav_model
+                        .data::<Location>(entity)
+                        .map(|loc| *loc == Location::Trash)
+                        .unwrap_or_default()
+                });
+                if let Some(entity) = maybe_entity {
+                    self.nav_model
+                        .icon_set(entity, widget::icon::icon(tab::trash_icon_symbolic(16)));
+                }
+
+                return self.rescan_trash();
+            }
+
             Message::Rename(entity_opt) => {
                 let entity = entity_opt.unwrap_or_else(|| self.tab_model.active());
                 if let Some(tab) = self.tab_model.data_mut::<Tab>(entity) {
@@ -1567,6 +1584,7 @@ impl Application for App {
         struct ConfigSubscription;
         struct ThemeSubscription;
         struct WatcherSubscription;
+        struct TrashWatcherSubscription;
 
         let mut subscriptions = vec![
             event::listen_with(|event, status| match event {
@@ -1687,6 +1705,72 @@ impl Application for App {
                     }
                 },
             ),
+            subscription::channel(
+                TypeId::of::<TrashWatcherSubscription>(),
+                25,
+                |mut output| async move {
+                    let watcher_res = new_debouncer(
+                        time::Duration::from_millis(250),
+                        Some(time::Duration::from_millis(250)),
+                        move |event_res: notify_debouncer_full::DebounceEventResult| match event_res
+                        {
+                            Ok(mut events) => {
+                                events.retain(|event| {
+                                    matches!(
+                                        event.kind,
+                                        notify::EventKind::Create(_) | notify::EventKind::Remove(_)
+                                    )
+                                });
+
+                                if !events.is_empty() {
+                                    if let Err(e) = futures::executor::block_on(async {
+                                        output.send(Message::RescanTrash).await
+                                    }) {
+                                        log::warn!("trash needs to be rescanned but sending message failed: {e:?}");
+                                    }
+                                }
+                            }
+                            Err(e) => {
+                                log::warn!("failed to watch trash bin for changes: {e:?}")
+                            }
+                        },
+                    );
+
+                    // TODO: Trash watching support for Windows, macOS, and other OSes
+                    #[cfg(all(
+                        unix,
+                        not(target_os = "macos"),
+                        not(target_os = "ios"),
+                        not(target_os = "android")
+                    ))]
+                    match (watcher_res, trash::os_limited::trash_folders()) {
+                        (Ok(mut watcher), Ok(trash_bins)) => {
+                            for path in trash_bins {
+                                if let Err(e) = watcher
+                                    .watcher()
+                                    .watch(&path, notify::RecursiveMode::Recursive)
+                                {
+                                    log::warn!(
+                                        "failed to add trash bin `{}` to watcher: {e:?}",
+                                        path.display()
+                                    );
+                                }
+                            }
+
+                            // Don't drop the watcher
+                            std::future::pending().await
+                        }
+                        (Err(e), _) => {
+                            log::warn!("failed to create new watcher for trash bin: {e:?}")
+                        }
+                        (_, Err(e)) => {
+                            log::warn!("could not find any valid trash bins to watch: {e:?}")
+                        }
+                    }
+
+                    std::future::pending().await
+                },
+            ),
         ];
 
         for (id, (pending_operation, _)) in self.pending_operations.iter() {