diff --git a/crates/tui/src/main.rs b/crates/tui/src/main.rs
index 50e6478c25..353eb10dd5 100644
--- a/crates/tui/src/main.rs
+++ b/crates/tui/src/main.rs
@@ -3304,7 +3304,7 @@ async fn run_doctor(config: &Config, workspace: &Path, config_path_override: Opt
     }
     if crate::settings::detected_legacy_windows_console_host() {
         println!(
-            "  {} legacy Windows console host → low_motion + fancy_animations=false + synchronized_output=off (auto)",
+            "  {} legacy Windows console host → low_motion + fancy_animations=false + bracketed_paste=false + synchronized_output=off (auto)",
             "•".truecolor(sky_r, sky_g, sky_b)
         );
         any_quirk = true;
@@ -6026,8 +6026,8 @@ async fn run_interactive(
     let use_alt_screen = should_use_alt_screen(cli, config);
     let use_mouse_capture = should_use_mouse_capture(cli, config, use_alt_screen);
     let use_bracketed_paste = crate::settings::Settings::load()
-        .map(|s| s.bracketed_paste)
-        .unwrap_or(true);
+        .map(|s| s.effective_bracketed_paste())
+        .unwrap_or_else(|_| !crate::settings::detected_legacy_windows_console_host());
 
     // Auto-install bundled system skills (e.g. skill-creator) on first launch.
     // Errors are non-fatal: log a warning and continue.
diff --git a/crates/tui/src/settings.rs b/crates/tui/src/settings.rs
index 7c377f2e5b..f05c92ae53 100644
--- a/crates/tui/src/settings.rs
+++ b/crates/tui/src/settings.rs
@@ -1105,6 +1105,18 @@ impl Settings {
     pub fn synchronized_output_enabled(&self) -> bool {
         !self.synchronized_output.eq_ignore_ascii_case("off")
     }
+
+    /// Runtime bracketed-paste mode after terminal-host quirks are applied.
+    ///
+    /// This deliberately does not mutate [`Settings::bracketed_paste`]:
+    /// `apply_env_overrides()` can run before saving settings, and a legacy
+    /// conhost runtime fallback must not permanently disable bracketed paste
+    /// when the same config is later used in Windows Terminal or another
+    /// modern terminal.
+    #[must_use]
+    pub fn effective_bracketed_paste(&self) -> bool {
+        self.bracketed_paste && !detected_legacy_windows_console_host()
+    }
 }
 
 fn resolve_settings_path_from_candidates(
@@ -2222,6 +2234,14 @@ mod tests {
         settings.apply_env_overrides();
         assert!(settings.low_motion);
         assert!(!settings.fancy_animations);
+        assert!(
+            settings.bracketed_paste,
+            "env-only conhost fallback must not persistently mutate bracketed_paste (#1102)"
+        );
+        assert!(
+            !settings.effective_bracketed_paste(),
+            "legacy Windows console hosts do not support crossterm bracketed paste (#1102)"
+        );
         assert_eq!(settings.synchronized_output, "off");
 
         // SAFETY: cleanup under the guard.
diff --git a/crates/tui/src/tui/ui.rs b/crates/tui/src/tui/ui.rs
index 7f78223d46..4901fce610 100644
--- a/crates/tui/src/tui/ui.rs
+++ b/crates/tui/src/tui/ui.rs
@@ -872,7 +872,7 @@ pub async fn run_tui(config: &Config, options: TuiOptions) -> Result<()> {
         execute!(terminal.backend_mut(), DisableMouseCapture)?;
     }
     if use_bracketed_paste {
-        execute!(terminal.backend_mut(), DisableBracketedPaste)?;
+        disable_bracketed_paste_mode(terminal.backend_mut());
     }
     terminal.show_cursor()?;
     drop(terminal);
@@ -1061,7 +1061,7 @@ impl Drop for TerminalCleanupGuard {
             let _ = execute!(stdout, DisableMouseCapture);
         }
         if self.use_bracketed_paste {
-            let _ = execute!(stdout, DisableBracketedPaste);
+            disable_bracketed_paste_mode(&mut stdout);
         }
         let _ = execute!(stdout, crossterm::cursor::Show);
     }
@@ -9766,7 +9766,7 @@ fn pause_terminal(
         execute!(terminal.backend_mut(), DisableMouseCapture)?;
     }
     if use_bracketed_paste {
-        execute!(terminal.backend_mut(), DisableBracketedPaste)?;
+        disable_bracketed_paste_mode(terminal.backend_mut());
     }
     Ok(())
 }
@@ -9928,7 +9928,7 @@ pub fn emergency_restore_terminal() {
     pop_keyboard_enhancement_flags(&mut stdout);
     disable_alternate_scroll_mode(&mut stdout);
     let _ = execute!(stdout, DisableFocusChange);
-    let _ = execute!(stdout, DisableBracketedPaste);
+    disable_bracketed_paste_mode(&mut stdout);
     let _ = execute!(stdout, DisableMouseCapture);
     let _ = disable_raw_mode();
     let _ = execute!(stdout, LeaveAlternateScreen);
@@ -9991,14 +9991,30 @@ fn recover_terminal_modes<W: Write>(
     if use_mouse_capture && let Err(err) = execute!(writer, EnableMouseCapture) {
         tracing::debug!(?err, "EnableMouseCapture ignored");
     }
-    if use_bracketed_paste && let Err(err) = execute!(writer, EnableBracketedPaste) {
-        tracing::debug!(?err, "EnableBracketedPaste ignored");
+    if use_bracketed_paste {
+        try_enable_bracketed_paste_mode(writer);
     }
     if let Err(err) = execute!(writer, EnableFocusChange) {
         tracing::debug!(?err, "EnableFocusChange ignored");
     }
 }
 
+fn try_enable_bracketed_paste_mode<W: Write>(writer: &mut W) -> bool {
+    match execute!(writer, EnableBracketedPaste) {
+        Ok(()) => true,
+        Err(err) => {
+            tracing::debug!(?err, "EnableBracketedPaste ignored");
+            false
+        }
+    }
+}
+
+fn disable_bracketed_paste_mode<W: Write>(writer: &mut W) {
+    if let Err(err) = execute!(writer, DisableBracketedPaste) {
+        tracing::debug!(?err, "DisableBracketedPaste ignored");
+    }
+}
+
 fn terminal_event_needs_viewport_recapture(evt: &Event) -> bool {
     matches!(evt, Event::FocusGained)
 }
diff --git a/crates/tui/src/tui/ui/tests.rs b/crates/tui/src/tui/ui/tests.rs
index 44a5bef308..587965cd62 100644
--- a/crates/tui/src/tui/ui/tests.rs
+++ b/crates/tui/src/tui/ui/tests.rs
@@ -241,6 +241,30 @@ fn recover_terminal_modes_emits_expected_csi_sequences_with_gating() {
     );
 }
 
+#[cfg(not(windows))]
+#[test]
+fn bracketed_paste_mode_helpers_ignore_writer_errors() {
+    struct FailingWriter;
+
+    impl std::io::Write for FailingWriter {
+        fn write(&mut self, _buf: &[u8]) -> std::io::Result<usize> {
+            Err(std::io::Error::other("terminal mode unsupported"))
+        }
+
+        fn flush(&mut self) -> std::io::Result<()> {
+            Err(std::io::Error::other("terminal mode unsupported"))
+        }
+    }
+
+    let mut writer = FailingWriter;
+
+    assert!(
+        !try_enable_bracketed_paste_mode(&mut writer),
+        "unsupported bracketed paste must be reported without bubbling an error"
+    );
+    disable_bracketed_paste_mode(&mut writer);
+}
+
 #[cfg(windows)]
 #[test]
 fn recover_terminal_modes_runs_without_panic_on_windows() {