diff --git a/.github/workflows/appimage.yml b/.github/workflows/appimage.yml
index f966f6b22..44ca02028 100644
--- a/.github/workflows/appimage.yml
+++ b/.github/workflows/appimage.yml
@@ -85,12 +85,12 @@ jobs:
           --java-options "-Xmx256m"
           --java-options "-Dcryptomator.appVersion=\"${{  needs.get-version.outputs.semVerStr }}\""
           --java-options "-Dfile.encoding=\"utf-8\""
-          --java-options "-Dcryptomator.logDir=\"~/.local/share/Cryptomator/logs\""
-          --java-options "-Dcryptomator.pluginDir=\"~/.local/share/Cryptomator/plugins\""
-          --java-options "-Dcryptomator.settingsPath=\"~/.config/Cryptomator/settings.json:~/.Cryptomator/settings.json\""
-          --java-options "-Dcryptomator.p12Path=\"~/.config/Cryptomator/key.p12\""
-          --java-options "-Dcryptomator.ipcSocketPath=\"~/.config/Cryptomator/ipc.socket\""
-          --java-options "-Dcryptomator.mountPointsDir=\"~/.local/share/Cryptomator/mnt\""
+          --java-options "-Dcryptomator.logDir=\"@{userhome}/.local/share/Cryptomator/logs\""
+          --java-options "-Dcryptomator.pluginDir=\"@{userhome}/.local/share/Cryptomator/plugins\""
+          --java-options "-Dcryptomator.settingsPath=\"@{userhome}/.config/Cryptomator/settings.json:@{userhome}/.Cryptomator/settings.json\""
+          --java-options "-Dcryptomator.p12Path=\"@{userhome}/.config/Cryptomator/key.p12\""
+          --java-options "-Dcryptomator.ipcSocketPath=\"@{userhome}/.config/Cryptomator/ipc.socket\""
+          --java-options "-Dcryptomator.mountPointsDir=\"@{userhome}/.local/share/Cryptomator/mnt\""
           --java-options "-Dcryptomator.showTrayIcon=false"
           --java-options "-Dcryptomator.buildNumber=\"appimage-${{  needs.get-version.outputs.revNum }}\""
           --add-launcher Cryptomator-gtk2=launcher-gtk2.properties
diff --git a/.github/workflows/mac-dmg.yml b/.github/workflows/mac-dmg.yml
index bad80138b..1190444d3 100644
--- a/.github/workflows/mac-dmg.yml
+++ b/.github/workflows/mac-dmg.yml
@@ -98,13 +98,13 @@ jobs:
           --java-options "-Dapple.awt.enableTemplateImages=true"
           --java-options "-Dsun.java2d.metal=true"
           --java-options "-Dcryptomator.appVersion=\"${{ needs.get-version.outputs.semVerStr }}\""
-          --java-options "-Dcryptomator.logDir=\"~/Library/Logs/Cryptomator\""
-          --java-options "-Dcryptomator.pluginDir=\"~/Library/Application Support/Cryptomator/Plugins\""
-          --java-options "-Dcryptomator.settingsPath=\"~/Library/Application Support/Cryptomator/settings.json\""
-          --java-options "-Dcryptomator.p12Path=\"~/Library/Application Support/Cryptomator/key.p12\""
-          --java-options "-Dcryptomator.ipcSocketPath=\"~/Library/Application Support/Cryptomator/ipc.socket\""
+          --java-options "-Dcryptomator.logDir=\"@{userhome}/Library/Logs/Cryptomator\""
+          --java-options "-Dcryptomator.pluginDir=\"@{userhome}/Library/Application Support/Cryptomator/Plugins\""
+          --java-options "-Dcryptomator.settingsPath=\"@{userhome}/Library/Application Support/Cryptomator/settings.json\""
+          --java-options "-Dcryptomator.p12Path=\"@{userhome}/Library/Application Support/Cryptomator/key.p12\""
+          --java-options "-Dcryptomator.ipcSocketPath=\"@{userhome}/Library/Application Support/Cryptomator/ipc.socket\""
           --java-options "-Dcryptomator.integrationsMac.keychainServiceName=\"Cryptomator\""
-          --java-options "-Dcryptomator.mountPointsDir=\"~/Cryptomator\""
+          --java-options "-Dcryptomator.mountPointsDir=\"@{userhome}/Cryptomator\""
           --java-options "-Dcryptomator.showTrayIcon=true"
           --java-options "-Dcryptomator.buildNumber=\"dmg-${{ needs.get-version.outputs.revNum }}\""
           --mac-package-identifier org.cryptomator
diff --git a/.idea/runConfigurations/Cryptomator_Linux.xml b/.idea/runConfigurations/Cryptomator_Linux.xml
index 887a5044e..3206f553a 100644
--- a/.idea/runConfigurations/Cryptomator_Linux.xml
+++ b/.idea/runConfigurations/Cryptomator_Linux.xml
@@ -2,7 +2,7 @@
   <configuration default="false" name="Cryptomator Linux" type="Application" factoryName="Application">
     <option name="MAIN_CLASS_NAME" value="org.cryptomator.launcher.Cryptomator" />
     <module name="cryptomator" />
-    <option name="VM_PARAMETERS" value="-Dcryptomator.settingsPath=&quot;~/.config/Cryptomator/settings.json&quot; -Dcryptomator.p12Path=&quot;~/.config/Cryptomator/key.p12&quot; -Dcryptomator.ipcSocketPath=&quot;~/.config/Cryptomator/ipc.socket&quot; -Dcryptomator.logDir=&quot;~/.local/share/Cryptomator/logs&quot; -Dcryptomator.pluginDir=&quot;~/.local/share/Cryptomator/plugins&quot; -Dcryptomator.mountPointsDir=&quot;~/.local/share/Cryptomator/mnt&quot; -Dcryptomator.showTrayIcon=true -Xss20m -Xmx512m --enable-preview --enable-native-access=org.cryptomator.jfuse.linux.amd64,org.cryptomator.jfuse.linux.aarch64" />
+    <option name="VM_PARAMETERS" value="-Dcryptomator.settingsPath=&quot;@{userhome}/.config/Cryptomator/settings.json&quot; -Dcryptomator.p12Path=&quot;@{userhome}/.config/Cryptomator/key.p12&quot; -Dcryptomator.ipcSocketPath=&quot;@{userhome}/.config/Cryptomator/ipc.socket&quot; -Dcryptomator.logDir=&quot;@{userhome}/.local/share/Cryptomator/logs&quot; -Dcryptomator.pluginDir=&quot;@{userhome}/.local/share/Cryptomator/plugins&quot; -Dcryptomator.mountPointsDir=&quot;@{userhome}/.local/share/Cryptomator/mnt&quot; -Dcryptomator.showTrayIcon=true -Xss20m -Xmx512m --enable-preview --enable-native-access=org.cryptomator.jfuse.linux.amd64,org.cryptomator.jfuse.linux.aarch64" />
     <method v="2">
       <option name="Make" enabled="true" />
     </method>
diff --git a/.idea/runConfigurations/Cryptomator_Linux_Dev.xml b/.idea/runConfigurations/Cryptomator_Linux_Dev.xml
index 1bcd27ff3..26977ca51 100644
--- a/.idea/runConfigurations/Cryptomator_Linux_Dev.xml
+++ b/.idea/runConfigurations/Cryptomator_Linux_Dev.xml
@@ -2,7 +2,7 @@
   <configuration default="false" name="Cryptomator Linux Dev" type="Application" factoryName="Application">
     <option name="MAIN_CLASS_NAME" value="org.cryptomator.launcher.Cryptomator" />
     <module name="cryptomator" />
-    <option name="VM_PARAMETERS" value="-Dcryptomator.settingsPath=&quot;~/.config/Cryptomator-Dev/settings.json&quot; -Dcryptomator.p12Path=&quot;~/.config/Cryptomator-Dev/key.p12&quot; -Dcryptomator.ipcSocketPath=&quot;~/.config/Cryptomator-Dev/ipc.socket&quot; -Dcryptomator.logDir=&quot;~/.local/share/Cryptomator-Dev/logs&quot; -Dcryptomator.pluginDir=&quot;~/.local/share/Cryptomator-Dev/plugins&quot; -Dcryptomator.mountPointsDir=&quot;~/.local/share/Cryptomator-Dev/mnt&quot; -Dcryptomator.showTrayIcon=true -Dfuse.experimental=&quot;true&quot; -Xss20m -Xmx512m --enable-preview --enable-native-access=org.cryptomator.jfuse.linux.amd64,org.cryptomator.jfuse.linux.aarch64" />
+    <option name="VM_PARAMETERS" value="-Dcryptomator.settingsPath=&quot;@{userhome}/.config/Cryptomator-Dev/settings.json&quot; -Dcryptomator.p12Path=&quot;@{userhome}/.config/Cryptomator-Dev/key.p12&quot; -Dcryptomator.ipcSocketPath=&quot;@{userhome}/.config/Cryptomator-Dev/ipc.socket&quot; -Dcryptomator.logDir=&quot;@{userhome}/.local/share/Cryptomator-Dev/logs&quot; -Dcryptomator.pluginDir=&quot;@{userhome}/.local/share/Cryptomator-Dev/plugins&quot; -Dcryptomator.mountPointsDir=&quot;@{userhome}/.local/share/Cryptomator-Dev/mnt&quot; -Dcryptomator.showTrayIcon=true -Dfuse.experimental=&quot;true&quot; -Xss20m -Xmx512m --enable-preview --enable-native-access=org.cryptomator.jfuse.linux.amd64,org.cryptomator.jfuse.linux.aarch64" />
     <method v="2">
       <option name="Make" enabled="true" />
     </method>
diff --git a/.idea/runConfigurations/Cryptomator_macOS.xml b/.idea/runConfigurations/Cryptomator_macOS.xml
index 03e231c77..006986c2c 100644
--- a/.idea/runConfigurations/Cryptomator_macOS.xml
+++ b/.idea/runConfigurations/Cryptomator_macOS.xml
@@ -5,7 +5,7 @@
     </envs>
     <option name="MAIN_CLASS_NAME" value="org.cryptomator.launcher.Cryptomator" />
     <module name="cryptomator" />
-    <option name="VM_PARAMETERS" value="-Dapple.awt.enableTemplateImages=true -Dcryptomator.settingsPath=&quot;~/Library/Application Support/Cryptomator/settings.json&quot; -Dcryptomator.p12Path=&quot;~/Library/Application Support/Cryptomator/key.p12&quot; -Dcryptomator.ipcSocketPath=&quot;~/Library/Application Support/Cryptomator/ipc.socket&quot; -Dcryptomator.logDir=&quot;~/Library/Logs/Cryptomator&quot; -Dcryptomator.pluginDir=&quot;~/Library/Application Support/Cryptomator/Plugins&quot; -Dcryptomator.mountPointsDir=&quot;~/Cryptomator&quot; -Dcryptomator.showTrayIcon=true -Dcryptomator.integrationsMac.keychainServiceName=Cryptomator -Xss2m -Xmx512m -ea --enable-preview --enable-native-access=org.cryptomator.jfuse.mac" />
+    <option name="VM_PARAMETERS" value="-Dapple.awt.enableTemplateImages=true -Dcryptomator.settingsPath=&quot;@{userhome}/Library/Application Support/Cryptomator/settings.json&quot; -Dcryptomator.p12Path=&quot;@{userhome}/Library/Application Support/Cryptomator/key.p12&quot; -Dcryptomator.ipcSocketPath=&quot;@{userhome}/Library/Application Support/Cryptomator/ipc.socket&quot; -Dcryptomator.logDir=&quot;@{userhome}/Library/Logs/Cryptomator&quot; -Dcryptomator.pluginDir=&quot;@{userhome}/Library/Application Support/Cryptomator/Plugins&quot; -Dcryptomator.mountPointsDir=&quot;@{userhome}/Cryptomator&quot; -Dcryptomator.showTrayIcon=true -Dcryptomator.integrationsMac.keychainServiceName=Cryptomator -Xss2m -Xmx512m -ea --enable-preview --enable-native-access=org.cryptomator.jfuse.mac" />
     <method v="2">
       <option name="Make" enabled="true" />
     </method>
diff --git a/.idea/runConfigurations/Cryptomator_macOS_Dev.xml b/.idea/runConfigurations/Cryptomator_macOS_Dev.xml
index 4aed7aed5..8b0de0e93 100644
--- a/.idea/runConfigurations/Cryptomator_macOS_Dev.xml
+++ b/.idea/runConfigurations/Cryptomator_macOS_Dev.xml
@@ -5,7 +5,7 @@
     </envs>
     <option name="MAIN_CLASS_NAME" value="org.cryptomator.launcher.Cryptomator" />
     <module name="cryptomator" />
-    <option name="VM_PARAMETERS" value="-Dapple.awt.enableTemplateImages=true -Dcryptomator.settingsPath=&quot;~/Library/Application Support/Cryptomator-Dev/settings.json&quot; -Dcryptomator.p12Path=&quot;~/Library/Application Support/Cryptomator-Dev/key.p12&quot; -Dcryptomator.ipcSocketPath=&quot;~/Library/Application Support/Cryptomator-Dev/ipc.socket&quot; -Dcryptomator.logDir=&quot;~/Library/Logs/Cryptomator-Dev&quot; -Dcryptomator.pluginDir=&quot;~/Library/Application Support/Cryptomator-Dev/Plugins&quot; -Dcryptomator.mountPointsDir=&quot;~/Cryptomator&quot; -Dcryptomator.showTrayIcon=true -Dcryptomator.integrationsMac.keychainServiceName=Cryptomator -Xss2m -Xmx512m -ea --enable-preview --enable-native-access=org.cryptomator.jfuse.mac" />
+    <option name="VM_PARAMETERS" value="-Dapple.awt.enableTemplateImages=true -Dcryptomator.settingsPath=&quot;@{userhome}/Library/Application Support/Cryptomator-Dev/settings.json&quot; -Dcryptomator.p12Path=&quot;@{userhome}/Library/Application Support/Cryptomator-Dev/key.p12&quot; -Dcryptomator.ipcSocketPath=&quot;@{userhome}/Library/Application Support/Cryptomator-Dev/ipc.socket&quot; -Dcryptomator.logDir=&quot;@{userhome}/Library/Logs/Cryptomator-Dev&quot; -Dcryptomator.pluginDir=&quot;@{userhome}/Library/Application Support/Cryptomator-Dev/Plugins&quot; -Dcryptomator.mountPointsDir=&quot;@{userhome}/Cryptomator&quot; -Dcryptomator.showTrayIcon=true -Dcryptomator.integrationsMac.keychainServiceName=Cryptomator -Xss2m -Xmx512m -ea --enable-preview --enable-native-access=org.cryptomator.jfuse.mac" />
     <method v="2">
       <option name="Make" enabled="true" />
     </method>
diff --git a/dist/linux/appimage/build.sh b/dist/linux/appimage/build.sh
index 487a1fee0..aaa28c587 100755
--- a/dist/linux/appimage/build.sh
+++ b/dist/linux/appimage/build.sh
@@ -50,12 +50,12 @@ ${JAVA_HOME}/bin/jpackage \
     --java-options "-Xmx256m" \
     --app-version "${VERSION}.${REVISION_NO}" \
     --java-options "-Dfile.encoding=\"utf-8\"" \
-    --java-options "-Dcryptomator.logDir=\"~/.local/share/Cryptomator/logs\"" \
-    --java-options "-Dcryptomator.pluginDir=\"~/.local/share/Cryptomator/plugins\"" \
-    --java-options "-Dcryptomator.settingsPath=\"~/.config/Cryptomator/settings.json:~/.Cryptomator/settings.json\"" \
-    --java-options "-Dcryptomator.p12Path=\"~/.config/Cryptomator/key.p12\"" \
-    --java-options "-Dcryptomator.ipcSocketPath=\"~/.config/Cryptomator/ipc.socket\"" \
-    --java-options "-Dcryptomator.mountPointsDir=\"~/.local/share/Cryptomator/mnt\"" \
+    --java-options "-Dcryptomator.logDir=\"@{userhome}/.local/share/Cryptomator/logs\"" \
+    --java-options "-Dcryptomator.pluginDir=\"@{userhome}/.local/share/Cryptomator/plugins\"" \
+    --java-options "-Dcryptomator.settingsPath=\"@{userhome}/.config/Cryptomator/settings.json:@{userhome}/.Cryptomator/settings.json\"" \
+    --java-options "-Dcryptomator.p12Path=\"@{userhome}/.config/Cryptomator/key.p12\"" \
+    --java-options "-Dcryptomator.ipcSocketPath=\"@{userhome}/.config/Cryptomator/ipc.socket\"" \
+    --java-options "-Dcryptomator.mountPointsDir=\"@{userhome}/.local/share/Cryptomator/mnt\"" \
     --java-options "-Dcryptomator.showTrayIcon=false" \
     --java-options "-Dcryptomator.buildNumber=\"appimage-${REVISION_NO}\"" \
     --add-launcher cryptomator-gtk2=launcher-gtk2.properties \
diff --git a/dist/linux/debian/rules b/dist/linux/debian/rules
index e0f077cc9..e1aec8068 100755
--- a/dist/linux/debian/rules
+++ b/dist/linux/debian/rules
@@ -48,12 +48,12 @@ override_dh_auto_build:
 		--java-options "-Xss5m" \
 		--java-options "-Xmx256m" \
 		--java-options "-Dfile.encoding=\"utf-8\"" \
-		--java-options "-Dcryptomator.logDir=\"~/.local/share/Cryptomator/logs\"" \
-		--java-options "-Dcryptomator.pluginDir=\"~/.local/share/Cryptomator/plugins\"" \
-		--java-options "-Dcryptomator.settingsPath=\"~/.config/Cryptomator/settings.json:~/.Cryptomator/settings.json\"" \
-		--java-options "-Dcryptomator.p12Path=\"~/.config/Cryptomator/key.p12\"" \
-		--java-options "-Dcryptomator.ipcSocketPath=\"~/.config/Cryptomator/ipc.socket\"" \
-		--java-options "-Dcryptomator.mountPointsDir=\"~/.local/share/Cryptomator/mnt\"" \
+		--java-options "-Dcryptomator.logDir=\"@{userhome}/.local/share/Cryptomator/logs\"" \
+		--java-options "-Dcryptomator.pluginDir=\"@{userhome}/.local/share/Cryptomator/plugins\"" \
+		--java-options "-Dcryptomator.settingsPath=\"@{userhome}/.config/Cryptomator/settings.json:@{userhome}/.Cryptomator/settings.json\"" \
+		--java-options "-Dcryptomator.p12Path=\"@{userhome}/.config/Cryptomator/key.p12\"" \
+		--java-options "-Dcryptomator.ipcSocketPath=\"@{userhome}/.config/Cryptomator/ipc.socket\"" \
+		--java-options "-Dcryptomator.mountPointsDir=\"@{userhome}/.local/share/Cryptomator/mnt\"" \
 		--java-options "-Dcryptomator.showTrayIcon=false" \
 		--java-options "-Dcryptomator.buildNumber=\"deb-${REVISION_NUM}\"" \
 		--java-options "-Dcryptomator.appVersion=\"${SEMVER_STR}\"" \
diff --git a/dist/mac/dmg/build.sh b/dist/mac/dmg/build.sh
index 23917f9c5..2807af9c7 100755
--- a/dist/mac/dmg/build.sh
+++ b/dist/mac/dmg/build.sh
@@ -74,13 +74,13 @@ ${JAVA_HOME}/bin/jpackage \
     --java-options "-Dapple.awt.enableTemplateImages=true" \
     --java-options "-Dsun.java2d.metal=true" \
     --java-options "-Dcryptomator.appVersion=\"${VERSION_NO}\"" \
-    --java-options "-Dcryptomator.logDir=\"~/Library/Logs/${APP_NAME}\"" \
-    --java-options "-Dcryptomator.pluginDir=\"~/Library/Application Support/${APP_NAME}/Plugins\"" \
-    --java-options "-Dcryptomator.settingsPath=\"~/Library/Application Support/${APP_NAME}/settings.json\"" \
-    --java-options "-Dcryptomator.ipcSocketPath=\"~/Library/Application Support/${APP_NAME}/ipc.socket\"" \
-    --java-options "-Dcryptomator.p12Path=\"~/Library/Application Support/${APP_NAME}/key.p12\"" \
+    --java-options "-Dcryptomator.logDir=\"@{userhome}/Library/Logs/${APP_NAME}\"" \
+    --java-options "-Dcryptomator.pluginDir=\"@{userhome}/Library/Application Support/${APP_NAME}/Plugins\"" \
+    --java-options "-Dcryptomator.settingsPath=\"@{userhome}/Library/Application Support/${APP_NAME}/settings.json\"" \
+    --java-options "-Dcryptomator.ipcSocketPath=\"@{userhome}/Library/Application Support/${APP_NAME}/ipc.socket\"" \
+    --java-options "-Dcryptomator.p12Path=\"@{userhome}/Library/Application Support/${APP_NAME}/key.p12\"" \
     --java-options "-Dcryptomator.integrationsMac.keychainServiceName=\"${APP_NAME}\"" \
-    --java-options "-Dcryptomator.mountPointsDir=\"~/${APP_NAME}\"" \
+    --java-options "-Dcryptomator.mountPointsDir=\"@{userhome}/${APP_NAME}\"" \
     --java-options "-Dcryptomator.showTrayIcon=true" \
     --java-options "-Dcryptomator.buildNumber=\"dmg-${REVISION_NO}\"" \
     --mac-package-identifier ${PACKAGE_IDENTIFIER} \
diff --git a/src/main/java/org/cryptomator/common/Environment.java b/src/main/java/org/cryptomator/common/Environment.java
index 383261119..f1cc6974d 100644
--- a/src/main/java/org/cryptomator/common/Environment.java
+++ b/src/main/java/org/cryptomator/common/Environment.java
@@ -18,7 +18,6 @@ import java.util.stream.StreamSupport;
 public class Environment {
 
 	private static final Logger LOG = LoggerFactory.getLogger(Environment.class);
-	private static final Path RELATIVE_HOME_DIR = Paths.get("~");
 	private static final char PATH_LIST_SEP = ':';
 	private static final int DEFAULT_MIN_PW_LENGTH = 8;
 	private static final String SETTINGS_PATH_PROP_NAME = "cryptomator.settingsPath";
@@ -89,7 +88,7 @@ public class Environment {
 	}
 
 	public Optional<Path> getLogDir() {
-		return getPath(LOG_DIR_PROP_NAME).map(this::replaceHomeDir);
+		return getPath(LOG_DIR_PROP_NAME);
 	}
 
 	public Optional<String> getLoopbackAlias() {
@@ -97,11 +96,11 @@ public class Environment {
 	}
 
 	public Optional<Path> getPluginDir() {
-		return getPath(PLUGIN_DIR_PROP_NAME).map(this::replaceHomeDir);
+		return getPath(PLUGIN_DIR_PROP_NAME);
 	}
 
 	public Optional<Path> getMountPointsDir() {
-		return getPath(MOUNTPOINT_DIR_PROP_NAME).map(this::replaceHomeDir);
+		return getPath(MOUNTPOINT_DIR_PROP_NAME);
 	}
 
 	/**
@@ -130,23 +129,10 @@ public class Environment {
 		return Optional.ofNullable(value).map(Paths::get);
 	}
 
-	// visible for testing
-	public Path getHomeDir() {
-		return getPath("user.home").orElseThrow();
-	}
-
 	// visible for testing
 	public Stream<Path> getPaths(String propertyName) {
 		Stream<String> rawSettingsPaths = getRawList(propertyName, PATH_LIST_SEP);
-		return rawSettingsPaths.filter(Predicate.not(Strings::isNullOrEmpty)).map(Paths::get).map(this::replaceHomeDir);
-	}
-
-	private Path replaceHomeDir(Path path) {
-		if (path.startsWith(RELATIVE_HOME_DIR)) {
-			return getHomeDir().resolve(RELATIVE_HOME_DIR.relativize(path));
-		} else {
-			return path;
-		}
+		return rawSettingsPaths.filter(Predicate.not(Strings::isNullOrEmpty)).map(Path::of);
 	}
 
 	private Stream<String> getRawList(String propertyName, char separator) {
diff --git a/src/test/java/org/cryptomator/common/EnvironmentTest.java b/src/test/java/org/cryptomator/common/EnvironmentTest.java
index 9c048a200..714d603f0 100644
--- a/src/test/java/org/cryptomator/common/EnvironmentTest.java
+++ b/src/test/java/org/cryptomator/common/EnvironmentTest.java
@@ -22,41 +22,7 @@ public class EnvironmentTest {
 	@BeforeEach
 	public void init() {
 		env = Mockito.spy(Environment.getInstance());
-		Mockito.when(env.getHomeDir()).thenReturn(Path.of("/home/testuser"));
 	}
-
-	@Test
-	@DisplayName("cryptomator.settingsPath=~/.config/Cryptomator/settings.json:~/.Cryptomator/settings.json")
-	public void testSettingsPath() {
-		System.setProperty("cryptomator.settingsPath", "~/.config/Cryptomator/settings.json:~/.Cryptomator/settings.json");
-
-		List<Path> result = env.getSettingsPath().toList();
-		MatcherAssert.assertThat(result, Matchers.hasSize(2));
-		MatcherAssert.assertThat(result, Matchers.contains(Paths.get("/home/testuser/.config/Cryptomator/settings.json"), //
-				Paths.get("/home/testuser/.Cryptomator/settings.json")));
-	}
-
-	@Test
-	@DisplayName("cryptomator.ipcSocketPath=~/.config/Cryptomator/ipc.socket:~/.Cryptomator/ipc.socket")
-	public void testIpcSocketPath() {
-		System.setProperty("cryptomator.ipcSocketPath", "~/.config/Cryptomator/ipc.socket:~/.Cryptomator/ipc.socket");
-
-		List<Path> result = env.ipcSocketPath().toList();
-		MatcherAssert.assertThat(result, Matchers.hasSize(2));
-		MatcherAssert.assertThat(result, Matchers.contains(Paths.get("/home/testuser/.config/Cryptomator/ipc.socket"), //
-				Paths.get("/home/testuser/.Cryptomator/ipc.socket")));
-	}
-
-	@Test
-	@DisplayName("cryptomator.integrationsWin.keychainPaths=~/AppData/Roaming/Cryptomator/keychain.json")
-	public void testKeychainPath() {
-		System.setProperty("cryptomator.integrationsWin.keychainPaths", "~/AppData/Roaming/Cryptomator/keychain.json");
-
-		List<Path> result = env.getKeychainPath().toList();
-		MatcherAssert.assertThat(result, Matchers.hasSize(1));
-		MatcherAssert.assertThat(result, Matchers.contains(Paths.get("/home/testuser/AppData/Roaming/Cryptomator/keychain.json")));
-	}
-
 	@Test
 	@DisplayName("cryptomator.logDir=/foo/bar")
 	public void testAbsoluteLogDir() {
@@ -67,17 +33,6 @@ public class EnvironmentTest {
 		Assertions.assertTrue(logDir.isPresent());
 	}
 
-	@Test
-	@DisplayName("cryptomator.logDir=~/foo/bar")
-	public void testRelativeLogDir() {
-		System.setProperty("cryptomator.logDir", "~/foo/bar");
-
-		Optional<Path> logDir = env.getLogDir();
-
-		Assertions.assertTrue(logDir.isPresent());
-		Assertions.assertEquals(Paths.get("/home/testuser/foo/bar"), logDir.get());
-	}
-
 	@Nested
 	@DisplayName("Path Lists")
 	public class SettingsPath {
@@ -101,28 +56,6 @@ public class EnvironmentTest {
 			MatcherAssert.assertThat(result, Matchers.hasItem(Paths.get("/foo/bar/test")));
 		}
 
-		@Test
-		@DisplayName("test.path.property=~/test")
-		public void testSingleHomeRelativePath() {
-			System.setProperty("test.path.property", "~/test");
-			List<Path> result = env.getPaths("test.path.property").toList();
-
-			MatcherAssert.assertThat(result, Matchers.hasSize(1));
-			MatcherAssert.assertThat(result, Matchers.hasItem(Paths.get("/home/testuser/test")));
-		}
-
-		@Test
-		@DisplayName("test.path.property=~/test:~/test2:/foo/bar/test")
-		public void testMultiplePaths() {
-			System.setProperty("test.path.property", "~/test:~/test2:/foo/bar/test");
-			List<Path> result = env.getPaths("test.path.property").toList();
-
-			MatcherAssert.assertThat(result, Matchers.hasSize(3));
-			MatcherAssert.assertThat(result, Matchers.contains(Paths.get("/home/testuser/test"), //
-					Paths.get("/home/testuser/test2"), //
-					Paths.get("/foo/bar/test")));
-		}
-
 	}
 
 }