diff --git a/citadel-tool/src/sync/desktop_file.rs b/citadel-tool/src/sync/desktop_file.rs
index 721aba7..c969afe 100644
--- a/citadel-tool/src/sync/desktop_file.rs
+++ b/citadel-tool/src/sync/desktop_file.rs
@@ -74,6 +74,10 @@ impl DesktopFile {
         self.get_key_val("Icon")
     }
 
+    pub fn update_icon(&mut self, value: &str) {
+        self.update_key_val("Icon", value);
+    }
+
     fn show_in_gnome(&self) -> bool {
         if self.key_exists("NotShowIn") && self.key_value_contains("NotShowIn", "GNOME") {
             return false;
@@ -118,6 +122,14 @@ impl DesktopFile {
         None
     }
 
+    fn update_key_val(&mut self, key: &str, value: &str) {
+        if let Some(&idx) = self.main_map.get(key) {
+            if idx < self.lines.len() {
+                self.lines[idx] = Line::KeyValue(key.to_string(), value.to_string());
+            }
+        }
+    }
+
     pub fn new(filename: &str) -> DesktopFile {
         DesktopFile {
             filename: filename.to_string(),
diff --git a/citadel-tool/src/sync/desktop_sync.rs b/citadel-tool/src/sync/desktop_sync.rs
index 5f421fb..f63f176 100644
--- a/citadel-tool/src/sync/desktop_sync.rs
+++ b/citadel-tool/src/sync/desktop_sync.rs
@@ -6,6 +6,7 @@ use std::time::SystemTime;
 use libcitadel::{Realm, Realms, Result, util};
 use crate::sync::parser::DesktopFileParser;
 use std::fs::DirEntry;
+use crate::sync::desktop_file::DesktopFile;
 use crate::sync::icons::IconSync;
 
 /// Synchronize dot-desktop files from active realm to a target directory in Citadel.
@@ -161,15 +162,31 @@ impl DesktopFileSync {
         Ok(())
     }
 
+    fn sync_item_icon(&self, file: &mut DesktopFile) {
+        let icon_val = match file.icon() {
+            Some(icon) => icon.to_string(),
+            None => return,
+        };
+        if let Some(ref icons) = self.icons {
+            if let Err(err) = icons.sync_icon(file, &icon_val) {
+                warn!("Failed to sync desktop file icon '{}': {}", icon_val, err);
+            }
+        }
+    }
+
     fn sync_item(&self, item: &DesktopItem) -> Result<()> {
-        let dfp = DesktopFileParser::parse_from_path(&item.path, "/usr/libexec/citadel-run ")?;
+        let mut dfp = DesktopFileParser::parse_from_path(&item.path, "/usr/libexec/citadel-run ")?;
         if dfp.is_showable() {
+            self.sync_item_icon(&mut dfp);
             dfp.write_to_dir(Self::CITADEL_APPLICATIONS, Some(&self.realm))?;
+            /*
             if let Some(icon_name)= dfp.icon() {
                 if let Some(ref icons) = self.icons {
                     icons.sync_icon(icon_name)?;
                 }
             }
+
+             */
         } else {
             debug!("Ignoring desktop file {} as not showable", dfp.filename());
         }
diff --git a/citadel-tool/src/sync/icon_cache.rs b/citadel-tool/src/sync/icon_cache.rs
index ffcedd5..c21ad85 100644
--- a/citadel-tool/src/sync/icon_cache.rs
+++ b/citadel-tool/src/sync/icon_cache.rs
@@ -24,7 +24,7 @@ impl IconCache {
 
         let hash = Self::icon_name_hash(icon_name) % nbuckets;
         let mut chain_offset = self.read_offset(hash_offset + 4 + (4 * hash as usize))?;
-        while chain_offset != u32::max_value() as usize {
+        while chain_offset != u32::MAX as usize {
             let name_offset = self.read_offset(chain_offset + 4)?;
             chain_offset = self.read_offset(chain_offset)?;
             let name = self.read_string(name_offset)?;
diff --git a/citadel-tool/src/sync/icons.rs b/citadel-tool/src/sync/icons.rs
index cd8f7de..cfd387c 100644
--- a/citadel-tool/src/sync/icons.rs
+++ b/citadel-tool/src/sync/icons.rs
@@ -4,6 +4,7 @@ use std::path::{Path, PathBuf};
 
 use libcitadel::{Result, util, Realm};
 use std::cell::{RefCell, Cell};
+use crate::sync::desktop_file::DesktopFile;
 
 pub struct IconSync {
     realm_base: PathBuf,
@@ -26,7 +27,40 @@ impl IconSync {
         Ok(IconSync { realm_base, cache, known, known_changed })
     }
 
-    pub fn sync_icon(&self, icon_name: &str) -> Result<()> {
+    fn sync_icon_filepath(&self, file: &mut DesktopFile, path: &Path) -> Result<()> {
+        let icon_path = path.canonicalize()
+            .map_err(context!("Failed to canonicalize icon path {}", path.display()))?;
+
+        let icon_path = icon_path.strip_prefix("/")
+            .map_err(context!("Failed to strip initial / from {}", icon_path.display()))?;
+
+        let realm_path = self.realm_base.join(icon_path);
+
+        if !realm_path.is_file() {
+            bail!("Failed to find icon file {}", realm_path.display());
+        }
+
+        let dir  = Path::new(Self::CITADEL_ICONS).join("filepaths-icons");
+        let target = dir.join(realm_path.file_name()
+            .expect("Icon has no filename?"));
+
+        util::create_dir(&dir)?;
+        util::copy_file(&realm_path, &target)?;
+        util::chmod(&target, 0o644)?;
+
+        let target_str = target.display().to_string();
+        file.update_icon(&target_str);
+
+        info!("Copied icon from {} to {}", icon_path.display(), target_str);
+
+        Ok(())
+
+    }
+    pub fn sync_icon(&self, file: &mut DesktopFile, icon_name: &str) -> Result<()> {
+        if icon_name.starts_with("/") {
+            return self.sync_icon_filepath(file, Path::new(icon_name));
+        }
+
         if self.is_known(icon_name) {
             return Ok(())
         }
@@ -116,7 +150,8 @@ impl IconSync {
         let target = Path::new(Self::CITADEL_ICONS).join("hicolor").join(stripped);
         let parent = target.parent().unwrap();
         util::create_dir(parent)?;
-        util::copy_file(icon_path, target)?;
+        util::copy_file(icon_path, &target)?;
+        util::chmod(&target, 0o644)?;
         Ok(())
     }
 }
\ No newline at end of file
diff --git a/citadel-tool/src/sync/mod.rs b/citadel-tool/src/sync/mod.rs
index 56fb5e0..43dee64 100644
--- a/citadel-tool/src/sync/mod.rs
+++ b/citadel-tool/src/sync/mod.rs
@@ -34,4 +34,4 @@ fn sync(clear: bool) -> Result<()> {
     } else {
         DesktopFileSync::clear_target_files()
     }
-}
\ No newline at end of file
+}