diff --git a/server/src/main/java/com/cloud/configuration/ConfigurationManagerImpl.java b/server/src/main/java/com/cloud/configuration/ConfigurationManagerImpl.java
index c8ab6b4b0691..0f41a7e6b7a2 100644
--- a/server/src/main/java/com/cloud/configuration/ConfigurationManagerImpl.java
+++ b/server/src/main/java/com/cloud/configuration/ConfigurationManagerImpl.java
@@ -703,6 +703,10 @@ public boolean stop() {
     @Override
     @DB
     public String updateConfiguration(final long userId, final String name, final String category, String value, final String scope, final Long resourceId) {
+        if (Boolean.class == getConfigurationTypeWrapperClass(name)) {
+            value = value.toLowerCase();
+        }
+
         final String validationMsg = validateConfigurationValue(name, value, scope);
         if (validationMsg != null) {
             logger.error("Invalid value [{}] for configuration [{}] due to [{}].", value, name, validationMsg);
@@ -1241,18 +1245,9 @@ protected String validateConfigurationValue(String name, String value, String sc
                 return "Invalid scope id provided for the parameter " + name;
             }
         }
-        Class<?> type;
-        Config configuration = Config.getConfig(name);
-        if (configuration == null) {
-            logger.warn("Did not find configuration " + name + " in Config.java. Perhaps moved to ConfigDepot");
-            ConfigKey<?> configKey = _configDepot.get(name);
-            if(configKey == null) {
-                logger.warn("Did not find configuration " + name + " in ConfigDepot too.");
-                return null;
-            }
-            type = configKey.type();
-        } else {
-            type = configuration.getType();
+        Class<?> type = getConfigurationTypeWrapperClass(name);
+        if (type == null) {
+            return null;
         }
 
         validateSpecificConfigurationValues(name, value, type);
@@ -1262,7 +1257,28 @@ protected String validateConfigurationValue(String name, String value, String sc
             return String.format("Value [%s] is not a valid [%s].", value, type);
         }
 
-        return validateValueRange(name, value, type, configuration);
+        return validateValueRange(name, value, type, Config.getConfig(name));
+    }
+
+    /**
+     * Returns the configuration type's wrapper class.
+     * @param name name of the configuration.
+     * @return if the configuration exists, returns its type's wrapper class; if not, returns null.
+     */
+    protected Class<?> getConfigurationTypeWrapperClass(String name) {
+        Config configuration = Config.getConfig(name);
+        if (configuration != null) {
+            return configuration.getType();
+        }
+
+        logger.warn("Did not find configuration [{}] in Config.java. Perhaps moved to ConfigDepot.", name);
+        ConfigKey<?> configKey = _configDepot.get(name);
+        if (configKey == null) {
+            logger.warn("Did not find configuration [{}] in ConfigDepot too.", name);
+            return null;
+        }
+
+        return configKey.type();
     }
 
     protected void validateConfigurationAllowedOnlyForDefaultAdmin(String configName, String value) {
@@ -1299,7 +1315,7 @@ protected void validateConfigurationAllowedOnlyForDefaultAdmin(String configName
      * <ul>
      *     <li>String: any value, including null;</li>
      *     <li>Character: any value, including null;</li>
-     *     <li>Boolean: strings that equal "true" or "false" (case-sensitive);</li>
+     *     <li>Boolean: strings that equal "true" or "false" (case-insensitive);</li>
      *     <li>Integer, Short, Long: strings that contain a valid int/short/long;</li>
      *     <li>Float, Double: strings that contain a valid float/double, except infinity.</li>
      * </ul>
@@ -8176,11 +8192,17 @@ public ConfigKey<?>[] getConfigKeys() {
         };
     }
 
+
+    /**
+     * Returns a string representing the specified configuration's type.
+     * @param configName name of the configuration.
+     * @return if the configuration exists, returns its type; if not, returns {@link Configuration.ValueType#String}.
+     */
     @Override
     public String getConfigurationType(final String configName) {
         final ConfigurationVO cfg = _configDao.findByName(configName);
         if (cfg == null) {
-            logger.warn("Configuration " + configName + " not found");
+            logger.warn("Configuration [{}] not found", configName);
             return Configuration.ValueType.String.name();
         }
 
@@ -8188,24 +8210,14 @@ public String getConfigurationType(final String configName) {
             return Configuration.ValueType.Range.name();
         }
 
-        Class<?> type = null;
-        final Config c = Config.getConfig(configName);
-        if (c == null) {
-            logger.warn("Configuration " + configName + " no found. Perhaps moved to ConfigDepot");
-            final ConfigKey<?> configKey = _configDepot.get(configName);
-            if (configKey == null) {
-                logger.warn("Couldn't find configuration " + configName + " in ConfigDepot too.");
-                return Configuration.ValueType.String.name();
-            }
-            type = configKey.type();
-        } else {
-            type = c.getType();
-        }
-
-        return getInputType(type, cfg);
+        Class<?> type = getConfigurationTypeWrapperClass(configName);
+        return parseConfigurationTypeIntoString(type, cfg);
     }
 
-    private String getInputType(Class<?> type, ConfigurationVO cfg) {
+    /**
+     * Parses a configuration type's wrapper class into its string representation.
+     */
+    protected String parseConfigurationTypeIntoString(Class<?> type, ConfigurationVO cfg) {
         if (type == null) {
             return Configuration.ValueType.String.name();
         }
diff --git a/server/src/test/java/com/cloud/configuration/ConfigurationManagerImplTest.java b/server/src/test/java/com/cloud/configuration/ConfigurationManagerImplTest.java
index 1309842b706d..227f66dd72f3 100644
--- a/server/src/test/java/com/cloud/configuration/ConfigurationManagerImplTest.java
+++ b/server/src/test/java/com/cloud/configuration/ConfigurationManagerImplTest.java
@@ -16,6 +16,7 @@
 // under the License.
 package com.cloud.configuration;
 
+import com.cloud.alert.AlertManager;
 import com.cloud.capacity.dao.CapacityDao;
 import com.cloud.dc.DataCenterVO;
 import com.cloud.dc.VlanVO;
@@ -52,6 +53,7 @@
 import com.cloud.utils.exception.CloudRuntimeException;
 import com.cloud.utils.net.NetUtils;
 import com.cloud.vm.dao.VMInstanceDao;
+import org.apache.cloudstack.acl.RoleService;
 import org.apache.cloudstack.annotation.dao.AnnotationDao;
 import org.apache.cloudstack.api.command.admin.network.CreateNetworkOfferingCmd;
 import org.apache.cloudstack.api.command.admin.offering.UpdateDiskOfferingCmd;
@@ -65,6 +67,7 @@
 import org.apache.cloudstack.storage.datastore.db.ImageStoreDao;
 import org.apache.cloudstack.resourcedetail.DiskOfferingDetailVO;
 import org.apache.cloudstack.vm.UnmanagedVMsManager;
+import org.apache.cloudstack.config.Configuration;
 import org.junit.Assert;
 import org.junit.Before;
 import org.junit.Test;
@@ -897,4 +900,113 @@ public void testValidateConfigurationAllowedOnlyForDefaultAdmin_withValidConfigN
             configurationManagerImplSpy.validateConfigurationAllowedOnlyForDefaultAdmin(AccountManagerImpl.listOfRoleTypesAllowedForOperationsOfSameRoleType.key(), invalidValue);
         }
     }
+
+
+    @Test
+    public void getConfigurationTypeWrapperClassTestReturnsConfigType() {
+        Config configuration = Config.AlertEmailAddresses;
+
+        Assert.assertEquals(configuration.getType(), configurationManagerImplSpy.getConfigurationTypeWrapperClass(configuration.key()));
+    }
+
+    @Test
+    public void getConfigurationTypeWrapperClassTestReturnsConfigKeyType() {
+        String configurationName = "configuration.name";
+
+        Mockito.when(configDepot.get(configurationName)).thenReturn(configKeyMock);
+        Mockito.when(configKeyMock.type()).thenReturn(Integer.class);
+
+        Assert.assertEquals(Integer.class, configurationManagerImplSpy.getConfigurationTypeWrapperClass(configurationName));
+    }
+
+    @Test
+    public void getConfigurationTypeWrapperClassTestReturnsNullWhenConfigurationDoesNotExist() {
+        String configurationName = "configuration.name";
+
+        Mockito.when(configDepot.get(configurationName)).thenReturn(null);
+        Assert.assertNull(configurationManagerImplSpy.getConfigurationTypeWrapperClass(configurationName));
+    }
+
+    @Test
+    public void parseConfigurationTypeIntoStringTestReturnsStringWhenTypeIsNull() {
+        Assert.assertEquals(Configuration.ValueType.String.name(), configurationManagerImplSpy.parseConfigurationTypeIntoString(null, null));
+    }
+
+    @Test
+    public void parseConfigurationTypeIntoStringTestReturnsStringWhenTypeIsStringAndConfigurationKindIsNull() {
+        Mockito.when(configurationVOMock.getKind()).thenReturn(null);
+        Assert.assertEquals(Configuration.ValueType.String.name(), configurationManagerImplSpy.parseConfigurationTypeIntoString(String.class, configurationVOMock));
+    }
+
+    @Test
+    public void parseConfigurationTypeIntoStringTestReturnsKindWhenTypeIsStringAndKindIsNotNull() {
+        Mockito.when(configurationVOMock.getKind()).thenReturn(ConfigKey.Kind.CSV.name());
+        Assert.assertEquals(ConfigKey.Kind.CSV.name(), configurationManagerImplSpy.parseConfigurationTypeIntoString(String.class, configurationVOMock));
+    }
+
+    @Test
+    public void parseConfigurationTypeIntoStringTestReturnsKindWhenTypeIsCharacterAndKindIsNotNull() {
+        Mockito.when(configurationVOMock.getKind()).thenReturn(ConfigKey.Kind.CSV.name());
+        Assert.assertEquals(ConfigKey.Kind.CSV.name(), configurationManagerImplSpy.parseConfigurationTypeIntoString(Character.class, configurationVOMock));
+    }
+
+    @Test
+    public void parseConfigurationTypeIntoStringTestReturnsNumberWhenTypeIsInteger() {
+        Assert.assertEquals(Configuration.ValueType.Number.name(), configurationManagerImplSpy.parseConfigurationTypeIntoString(Integer.class, configurationVOMock));
+    }
+
+    @Test
+    public void parseConfigurationTypeIntoStringTestReturnsNumberWhenTypeIsLong() {
+        Assert.assertEquals(Configuration.ValueType.Number.name(), configurationManagerImplSpy.parseConfigurationTypeIntoString(Long.class, configurationVOMock));
+    }
+
+    @Test
+    public void parseConfigurationTypeIntoStringTestReturnsNumberWhenTypeIsShort() {
+        Assert.assertEquals(Configuration.ValueType.Number.name(), configurationManagerImplSpy.parseConfigurationTypeIntoString(Short.class, configurationVOMock));
+    }
+
+    @Test
+    public void parseConfigurationTypeIntoStringTestReturnsDecimalWhenTypeIsFloat() {
+        Assert.assertEquals(Configuration.ValueType.Decimal.name(), configurationManagerImplSpy.parseConfigurationTypeIntoString(Float.class, configurationVOMock));
+    }
+
+    @Test
+    public void parseConfigurationTypeIntoStringTestReturnsDecimalWhenTypeIsDouble() {
+        Assert.assertEquals(Configuration.ValueType.Decimal.name(), configurationManagerImplSpy.parseConfigurationTypeIntoString(Double.class, configurationVOMock));
+    }
+
+    @Test
+    public void parseConfigurationTypeIntoStringTestReturnsBooleanWhenTypeIsBoolean() {
+        Assert.assertEquals(Configuration.ValueType.Boolean.name(), configurationManagerImplSpy.parseConfigurationTypeIntoString(Boolean.class, configurationVOMock));
+    }
+
+    @Test
+    public void parseConfigurationTypeIntoStringTestReturnsStringWhenTypeDoesNotMatchAnyAvailableType() {
+        Assert.assertEquals(Configuration.ValueType.String.name(), configurationManagerImplSpy.parseConfigurationTypeIntoString(Object.class, configurationVOMock));
+    }
+
+    @Test
+    public void getConfigurationTypeTestReturnsStringWhenConfigurationDoesNotExist() {
+        Mockito.when(configDao.findByName(Mockito.anyString())).thenReturn(null);
+        Assert.assertEquals(Configuration.ValueType.String.name(), configurationManagerImplSpy.getConfigurationType(Mockito.anyString()));
+    }
+
+    @Test
+    public void getConfigurationTypeTestReturnsRangeForConfigurationsThatAcceptIntervals() {
+        String configurationName = AlertManager.CPUCapacityThreshold.key();
+
+        Mockito.when(configDao.findByName(configurationName)).thenReturn(configurationVOMock);
+        Assert.assertEquals(Configuration.ValueType.Range.name(), configurationManagerImplSpy.getConfigurationType(configurationName));
+    }
+
+    @Test
+    public void getConfigurationTypeTestReturnsStringRepresentingConfigurationType() {
+        ConfigKey<Boolean> configuration = RoleService.EnableDynamicApiChecker;
+
+        Mockito.when(configDao.findByName(configuration.key())).thenReturn(configurationVOMock);
+        Mockito.doReturn(configuration.type()).when(configurationManagerImplSpy).getConfigurationTypeWrapperClass(configuration.key());
+
+        configurationManagerImplSpy.getConfigurationType(configuration.key());
+        Mockito.verify(configurationManagerImplSpy).parseConfigurationTypeIntoString(configuration.type(), configurationVOMock);
+    }
 }