diff --git a/Classes/Validation/Validator/ConditionalValidator.php b/Classes/Validation/Validator/ConditionalValidator.php
new file mode 100644
index 0000000..348cf85
--- /dev/null
+++ b/Classes/Validation/Validator/ConditionalValidator.php
@@ -0,0 +1,152 @@
+<?php
+
+declare(strict_types=1);
+
+namespace DigiComp\SettingValidator\Validation\Validator;
+
+/*
+ * This file is part of the DigiComp.SettingValidator package.
+ *
+ * (c) digital competence
+ *
+ * This package is Open Source Software. For the full copyright and license
+ * information, please view the LICENSE file which was distributed with this
+ * source code.
+ */
+
+use Neos\Eel\EelEvaluatorInterface;
+use Neos\Eel\Exception as NeosEelException;
+use Neos\Eel\Utility;
+use Neos\Flow\Annotations as Flow;
+use Neos\Flow\ObjectManagement\DependencyInjection\DependencyProxy;
+use Neos\Flow\Validation\Exception\InvalidValidationConfigurationException;
+use Neos\Flow\Validation\Exception\NoSuchValidatorException;
+use Neos\Flow\Validation\Validator\AbstractValidator;
+use Neos\Flow\Validation\ValidatorResolver;
+
+class ConditionalValidator extends AbstractValidator
+{
+    /**
+     * @Flow\Inject
+     * @var EelEvaluatorInterface
+     */
+    protected $eelEvaluator;
+
+    /**
+     * @Flow\Inject
+     * @var ValidatorResolver
+     */
+    protected $validatorResolver;
+
+    /**
+     * @inheritDoc
+     */
+    protected $supportedOptions = [
+        'conditions' => [[], 'List of entries with "condition" (eel expression) and "validators" (list of validators).', 'array', true],
+        'fallbackValidators' => [[], 'List of validators that is used if no condition matched.', 'array'],
+        'validationGroups' => [['Default'], 'Same as "Validation Groups" of Flow Framework', 'array'],
+    ];
+
+    /**
+     * @inheritDoc
+     * @throws InvalidValidationConfigurationException
+     * @throws NeosEelException
+     * @throws NoSuchValidatorException
+     */
+    protected function isValid($value): void
+    {
+        $validatorConfigs = [];
+
+        $hasMatch = false;
+
+        foreach ($this->options['conditions'] as $condition) {
+            if ($this->eelEvaluator instanceof DependencyProxy) {
+                $this->eelEvaluator->_activateDependency();
+            }
+
+            if (!Utility::evaluateEelExpression($condition['condition'], $this->eelEvaluator, ['this' => $value])) {
+                continue;
+            }
+
+            $hasMatch = true;
+
+            foreach ($condition['validators'] as $validator => $options) {
+                if ($options === null) {
+                    continue;
+                }
+
+                $validatorConfigs[] = [
+                    'validator' => $validator,
+                    'options' => $options,
+                ];
+            }
+        }
+
+        if (!$hasMatch) {
+            foreach ($this->options['fallbackValidators'] as $validator => $options) {
+                if ($options === null) {
+                    continue;
+                }
+
+                $validatorConfigs[] = [
+                    'validator' => $validator,
+                    'options' => $options,
+                ];
+            }
+        }
+
+        foreach ($validatorConfigs as $validatorConfig) {
+            if (!$this->doesValidationGroupsMatch($validatorConfig)) {
+                continue;
+            }
+
+            $this->handleValidationGroups($validatorConfig);
+
+            $validator = $this->validatorResolver->createValidator(
+                $validatorConfig['validator'],
+                $validatorConfig['options']
+            );
+
+            if ($validator === null) {
+                throw new InvalidValidationConfigurationException(
+                    \sprintf(
+                        'Validator "%s" could not be resolved. Check your Validation.yaml',
+                        $validatorConfig['validator']
+                    ),
+                    1402326139
+                );
+            }
+
+            $this->getResult()->merge($validator->validate($value));
+        }
+    }
+
+    /**
+     * Check whether at least one configured group does match, if any is configured.
+     *
+     * @param array $validatorConfig
+     * @return bool
+     */
+    protected function doesValidationGroupsMatch(array $validatorConfig): bool
+    {
+        return !isset($validatorConfig['options']['validationGroups'])
+            || \array_intersect(
+                $validatorConfig['options']['validationGroups'],
+                $this->options['validationGroups']
+            ) !== [];
+    }
+
+    /**
+     * Add validation groups for recursion if necessary.
+     *
+     * @param array $validatorConfig
+     */
+    protected function handleValidationGroups(array &$validatorConfig): void
+    {
+        if (\in_array($validatorConfig['validator'], ['DigiComp.SettingValidator:Settings', 'DigiComp.SettingValidator:Conditional', 'DigiComp.SettingValidator:Properties', 'Neos.Flow:Collection'])) {
+            $validatorConfig['options']['validationGroups'] = $this->options['validationGroups'];
+        } elseif (isset($validatorConfig['options']['validationGroups'])) {
+            unset($validatorConfig['options']['validationGroups']);
+        }
+    }
+}
diff --git a/Classes/Validation/Validator/PropertiesValidator.php b/Classes/Validation/Validator/PropertiesValidator.php
new file mode 100644
index 0000000..7fc8979
--- /dev/null
+++ b/Classes/Validation/Validator/PropertiesValidator.php
@@ -0,0 +1,119 @@
+<?php
+
+declare(strict_types=1);
+
+namespace DigiComp\SettingValidator\Validation\Validator;
+
+/*
+ * This file is part of the DigiComp.SettingValidator package.
+ *
+ * (c) digital competence
+ *
+ * This package is Open Source Software. For the full copyright and license
+ * information, please view the LICENSE file which was distributed with this
+ * source code.
+ */
+
+use Neos\Flow\Annotations as Flow;
+use Neos\Flow\Validation\Exception\InvalidValidationConfigurationException;
+use Neos\Flow\Validation\Exception\NoSuchValidatorException;
+use Neos\Flow\Validation\Validator\AbstractValidator;
+use Neos\Flow\Validation\ValidatorResolver;
+use Neos\Utility\ObjectAccess;
+
+class PropertiesValidator extends AbstractValidator
+{
+    /**
+     * @Flow\Inject
+     * @var ValidatorResolver
+     */
+    protected $validatorResolver;
+
+    /**
+     * @inheritDoc
+     */
+    protected $supportedOptions = [
+        'validatorsForProperties' => [[], 'List of validators for properties. ', 'array', true],
+        'validationGroups' => [['Default'], 'Same as "Validation Groups" of Flow Framework', 'array'],
+    ];
+
+    /**
+     * @inheritDoc
+     * @throws InvalidValidationConfigurationException
+     * @throws NoSuchValidatorException
+     */
+    protected function isValid($value): void
+    {
+        $validatorConfigs = [];
+
+        foreach ($this->options['validatorsForProperties'] as $property => $validators) {
+            foreach ($validators as $validator => $options) {
+                if ($options === null) {
+                    continue;
+                }
+
+                $validatorConfigs[] = [
+                    'validator' => $validator,
+                    'options' => $options,
+                    'property' => $property,
+                ];
+            }
+        }
+
+        foreach ($validatorConfigs as $validatorConfig) {
+            if (!$this->doesValidationGroupsMatch($validatorConfig)) {
+                continue;
+            }
+
+            $this->handleValidationGroups($validatorConfig);
+
+            $validator = $this->validatorResolver->createValidator(
+                $validatorConfig['validator'],
+                $validatorConfig['options']
+            );
+
+            if ($validator === null) {
+                throw new InvalidValidationConfigurationException(
+                    \sprintf(
+                        'Validator "%s" could not be resolved. Check your Validation.yaml',
+                        $validatorConfig['validator']
+                    ),
+                    1402326139
+                );
+            }
+
+            $this->getResult()->forProperty($validatorConfig['property'])->merge(
+                $validator->validate(ObjectAccess::getPropertyPath($value, $validatorConfig['property']))
+            );
+        }
+    }
+
+    /**
+     * Check whether at least one configured group does match, if any is configured.
+     *
+     * @param array $validatorConfig
+     * @return bool
+     */
+    protected function doesValidationGroupsMatch(array $validatorConfig): bool
+    {
+        return !isset($validatorConfig['options']['validationGroups'])
+            || \array_intersect(
+                $validatorConfig['options']['validationGroups'],
+                $this->options['validationGroups']
+            ) !== [];
+    }
+
+    /**
+     * Add validation groups for recursion if necessary.
+     *
+     * @param array $validatorConfig
+     */
+    protected function handleValidationGroups(array &$validatorConfig): void
+    {
+        if (\in_array($validatorConfig['validator'], ['DigiComp.SettingValidator:Settings', 'DigiComp.SettingValidator:Conditional', 'DigiComp.SettingValidator:Properties', 'Neos.Flow:Collection'])) {
+            $validatorConfig['options']['validationGroups'] = $this->options['validationGroups'];
+        } elseif (isset($validatorConfig['options']['validationGroups'])) {
+            unset($validatorConfig['options']['validationGroups']);
+        }
+    }
+}
diff --git a/Classes/Validation/Validator/SettingsValidator.php b/Classes/Validation/Validator/SettingsValidator.php
index 46715de..d83129e 100644
--- a/Classes/Validation/Validator/SettingsValidator.php
+++ b/Classes/Validation/Validator/SettingsValidator.php
@@ -20,7 +20,6 @@ use Neos\Flow\Validation\Exception\InvalidValidationOptionsException;
 use Neos\Flow\Validation\Exception\NoSuchValidatorException;
 use Neos\Flow\Validation\Validator\AbstractValidator;
 use Neos\Flow\Validation\ValidatorResolver;
-use Neos\Utility\ObjectAccess;
 use Neos\Utility\TypeHandling;
 
 /**
@@ -58,6 +57,7 @@ class SettingsValidator extends AbstractValidator
     {
         $validations = $this->validations;
 
+        // TODO: feature idea - we could extend the library to automatically be part of the base conjunction validator
         $name = $this->options['name'] !== '' ? $this->options['name'] : TypeHandling::getTypeForValue($value);
         if (!isset($validations[$name])) {
             throw new InvalidValidationOptionsException(
@@ -66,7 +66,44 @@ class SettingsValidator extends AbstractValidator
             );
         }
 
-        foreach ($this->getConfigForValidation($validations[$name]) as $validatorConfig) {
+        // @deprecated - converts old "self" to new structure
+        if (isset($validations[$name]['self'])) {
+            foreach ($validations[$name]['self'] as $validator => $options) {
+                if (isset($validations[$name][$validator])) {
+                    throw new \RuntimeException('The validator "' . $validator . '" is already defined on parent level.', 1725000364);
+                }
+                $validations[$name][$validator] = $options;
+            }
+
+            unset($validations[$name]['self']);
+        }
+
+        // @deprecated - converts old "properties" to new structure
+        if (isset($validations[$name]['properties'])) {
+            if (isset($validations[$name]['DigiComp.SettingValidator:Properties'])) {
+                throw new \RuntimeException('The validator "DigiComp.SettingValidator:Properties" is already defined on parent level.', 1725000396);
+            }
+            $validations[$name]['DigiComp.SettingValidator:Properties'] = [
+                'validatorsForProperties' => $validations[$name]['properties'],
+            ];
+
+            unset($validations[$name]['properties']);
+        }
+
+        $validatorConfigs = [];
+
+        foreach ($validations[$name] as $validator => $options) {
+            if ($options === null) {
+                continue;
+            }
+
+            $validatorConfigs[] = [
+                'validator' => $validator,
+                'options' => $options,
+            ];
+        }
+
+        foreach ($validatorConfigs as $validatorConfig) {
             if (!$this->doesValidationGroupsMatch($validatorConfig)) {
                 continue;
             }
@@ -88,54 +125,10 @@ class SettingsValidator extends AbstractValidator
                 );
             }
 
-            if (isset($validatorConfig['property'])) {
-                $this->getResult()->forProperty($validatorConfig['property'])->merge(
-                    $validator->validate(ObjectAccess::getPropertyPath($value, $validatorConfig['property']))
-                );
-            } else {
-                $this->getResult()->merge($validator->validate($value));
-            }
+            $this->getResult()->merge($validator->validate($value));
         }
     }
 
-    /**
-     * @param array $validation
-     * @return array
-     */
-    protected function getConfigForValidation(array $validation): array
-    {
-        $config = [];
-
-        if (isset($validation['self'])) {
-            foreach ($validation['self'] as $validator => $options) {
-                if ($options === null) {
-                    continue;
-                }
-                $config[] = [
-                    'validator' => $validator,
-                    'options' => $options,
-                ];
-            }
-        }
-
-        if (isset($validation['properties'])) {
-            foreach ($validation['properties'] as $property => $propertyValidation) {
-                foreach ($propertyValidation as $validator => $options) {
-                    if ($options === null) {
-                        continue;
-                    }
-                    $config[] = [
-                        'property' => $property,
-                        'validator' => $validator,
-                        'options' => $options,
-                    ];
-                }
-            }
-        }
-
-        return $config;
-    }
-
     /**
      * Check whether at least one configured group does match, if any is configured.
      *
@@ -158,7 +151,7 @@ class SettingsValidator extends AbstractValidator
      */
     protected function handleValidationGroups(array &$validatorConfig): void
     {
-        if ($validatorConfig['validator'] === 'DigiComp.SettingValidator:Settings') {
+        if (\in_array($validatorConfig['validator'], ['DigiComp.SettingValidator:Settings', 'DigiComp.SettingValidator:Conditional', 'DigiComp.SettingValidator:Properties', 'Neos.Flow:Collection'])) {
             $validatorConfig['options']['validationGroups'] = $this->options['validationGroups'];
         } elseif (isset($validatorConfig['options']['validationGroups'])) {
             unset($validatorConfig['options']['validationGroups']);
diff --git a/Tests/Functional/SettingsValidatorTest.php b/Tests/Functional/SettingsValidatorTest.php
index 54b4764..412f6c1 100644
--- a/Tests/Functional/SettingsValidatorTest.php
+++ b/Tests/Functional/SettingsValidatorTest.php
@@ -44,6 +44,7 @@ class SettingsValidatorTest extends FunctionalTestCase
 
         self::assertTrue($result->hasErrors());
         self::assertCount(1, $result->getFlattenedErrors());
+        self::assertCount(1, $result->forProperty('shouldBeTrueAndValidatedByAnnotation')->getErrors());
     }
 
     /**