diff --git a/src/core/plugins/json-schema-2020-12/samples-extensions/fn/core/merge.js b/src/core/plugins/json-schema-2020-12/samples-extensions/fn/core/merge.js
new file mode 100644
index 00000000000..b0367a982fa
--- /dev/null
+++ b/src/core/plugins/json-schema-2020-12/samples-extensions/fn/core/merge.js
@@ -0,0 +1,74 @@
+/**
+ * @prettier
+ */
+import { isBooleanJSONSchema, isJSONSchema } from "./predicates"
+
+const merge = (target, source, config = {}) => {
+  if (isBooleanJSONSchema(target) && target === true) return true
+  if (isBooleanJSONSchema(target) && target === false) return false
+  if (isBooleanJSONSchema(source) && source === true) return true
+  if (isBooleanJSONSchema(source) && source === false) return false
+
+  if (!isJSONSchema(target)) return source
+  if (!isJSONSchema(source)) return target
+
+  /**
+   * Merging properties from the source object into the target object
+   * only if they do not already exist in the target object.
+   */
+  const merged = { ...source, ...target }
+
+  // merging required keyword
+  if (Array.isArray(source.required) && Array.isArray(target.required)) {
+    merged.required = [...new Set([...target.required, ...source.required])]
+  }
+
+  // merging properties keyword
+  if (source.properties && target.properties) {
+    const allPropertyNames = new Set([
+      ...Object.keys(source.properties),
+      ...Object.keys(target.properties),
+    ])
+
+    merged.properties = {}
+    for (const name of allPropertyNames) {
+      const sourceProperty = source.properties[name] || {}
+      const targetProperty = target.properties[name] || {}
+
+      if (
+        (sourceProperty.readOnly && !config.includeReadOnly) ||
+        (sourceProperty.writeOnly && !config.includeWriteOnly)
+      ) {
+        merged.required = (merged.required || []).filter((p) => p !== name)
+      } else {
+        merged.properties[name] = merge(targetProperty, sourceProperty, config)
+      }
+    }
+  }
+
+  // merging items keyword
+  if (isJSONSchema(source.items) && isJSONSchema(target.items)) {
+    merged.items = merge(target.items, source.items, config)
+  }
+
+  // merging contains keyword
+  if (isJSONSchema(source.contains) && isJSONSchema(target.contains)) {
+    merged.contains = merge(target.contains, source.contains, config)
+  }
+
+  // merging contentSchema keyword
+  if (
+    isJSONSchema(source.contentSchema) &&
+    isJSONSchema(target.contentSchema)
+  ) {
+    merged.contentSchema = merge(
+      target.contentSchema,
+      source.contentSchema,
+      config
+    )
+  }
+
+  return merged
+}
+
+export default merge
diff --git a/src/core/plugins/json-schema-2020-12/samples-extensions/fn/main.js b/src/core/plugins/json-schema-2020-12/samples-extensions/fn/main.js
index daeed6ea7c8..b528069d99b 100644
--- a/src/core/plugins/json-schema-2020-12/samples-extensions/fn/main.js
+++ b/src/core/plugins/json-schema-2020-12/samples-extensions/fn/main.js
@@ -11,113 +11,8 @@ import { getType } from "./core/type"
 import { typeCast } from "./core/utils"
 import { hasExample, extractExample } from "./core/example"
 import { pick as randomPick } from "./core/random"
-
-const objectConstraints = ["maxProperties", "minProperties", "required"]
-const arrayConstraints = [
-  "minItems",
-  "maxItems",
-  "uniqueItems",
-  "minContains",
-  "maxContains",
-]
-const numberConstraints = [
-  "minimum",
-  "maximum",
-  "exclusiveMinimum",
-  "exclusiveMaximum",
-  "multipleOf",
-]
-const stringConstraints = [
-  "minLength",
-  "maxLength",
-  "pattern",
-  "contentEncoding",
-  "contentMediaType",
-]
-
-const liftSampleHelper = (oldSchema, target, config = {}) => {
-  const setIfNotDefinedInTarget = (key) => {
-    if (target[key] === undefined && oldSchema[key] !== undefined) {
-      target[key] = oldSchema[key]
-    }
-  }
-
-  ;[
-    "examples",
-    "example",
-    "default",
-    "enum",
-    "xml",
-    "type",
-    "const",
-    ...objectConstraints,
-    ...arrayConstraints,
-    ...numberConstraints,
-    ...stringConstraints,
-  ].forEach((key) => setIfNotDefinedInTarget(key))
-
-  if (oldSchema.required !== undefined && Array.isArray(oldSchema.required)) {
-    if (target.required === undefined || !target.required.length) {
-      target.required = []
-    }
-    oldSchema.required.forEach((key) => {
-      if (target.required.includes(key)) {
-        return
-      }
-      target.required.push(key)
-    })
-  }
-  if (oldSchema.properties) {
-    if (!target.properties) {
-      target.properties = {}
-    }
-    let props = objectify(oldSchema.properties)
-    for (let propName in props) {
-      if (!Object.hasOwn(props, propName)) {
-        continue
-      }
-      if (props[propName] && props[propName].deprecated) {
-        continue
-      }
-      if (
-        props[propName] &&
-        props[propName].readOnly &&
-        !config.includeReadOnly
-      ) {
-        continue
-      }
-      if (
-        props[propName] &&
-        props[propName].writeOnly &&
-        !config.includeWriteOnly
-      ) {
-        continue
-      }
-      if (!target.properties[propName]) {
-        target.properties[propName] = props[propName]
-        if (
-          !oldSchema.required &&
-          Array.isArray(oldSchema.required) &&
-          oldSchema.required.indexOf(propName) !== -1
-        ) {
-          if (!target.required) {
-            target.required = [propName]
-          } else {
-            target.required.push(propName)
-          }
-        }
-      }
-    }
-  }
-  if (oldSchema.items) {
-    if (!target.items) {
-      target.items = {}
-    }
-    target.items = liftSampleHelper(oldSchema.items, target.items, config)
-  }
-
-  return target
-}
+import merge from "./core/merge"
+import { isBooleanJSONSchema, isJSONSchemaObject } from "./core/predicates"
 
 export const sampleFromSchemaGeneric = (
   schema,
@@ -138,7 +33,7 @@ export const sampleFromSchemaGeneric = (
     const schemaToAdd = typeCast(
       hasOneOf ? randomPick(schema.oneOf) : randomPick(schema.anyOf)
     )
-    liftSampleHelper(schemaToAdd, schema, config)
+    schema = merge(schema, schemaToAdd, config)
     if (!schema.xml && schemaToAdd.xml) {
       schema.xml = schemaToAdd.xml
     }
@@ -489,9 +384,9 @@ export const sampleFromSchemaGeneric = (
 
       if (Array.isArray(contains.anyOf)) {
         sampleArray.push(
-          ...contains.anyOf.map((i) =>
+          ...contains.anyOf.map((anyOfSchema) =>
             sampleFromSchemaGeneric(
-              liftSampleHelper(contains, i, config),
+              merge(anyOfSchema, contains, config),
               config,
               undefined,
               respectXML
@@ -500,9 +395,9 @@ export const sampleFromSchemaGeneric = (
         )
       } else if (Array.isArray(contains.oneOf)) {
         sampleArray.push(
-          ...contains.oneOf.map((i) =>
+          ...contains.oneOf.map((oneOfSchema) =>
             sampleFromSchemaGeneric(
-              liftSampleHelper(contains, i, config),
+              merge(oneOfSchema, contains, config),
               config,
               undefined,
               respectXML
@@ -528,7 +423,7 @@ export const sampleFromSchemaGeneric = (
         sampleArray.push(
           ...items.anyOf.map((i) =>
             sampleFromSchemaGeneric(
-              liftSampleHelper(items, i, config),
+              merge(i, items, config),
               config,
               undefined,
               respectXML
@@ -539,7 +434,7 @@ export const sampleFromSchemaGeneric = (
         sampleArray.push(
           ...items.oneOf.map((i) =>
             sampleFromSchemaGeneric(
-              liftSampleHelper(items, i, config),
+              merge(i, items, config),
               config,
               undefined,
               respectXML
@@ -591,14 +486,14 @@ export const sampleFromSchemaGeneric = (
       return res
     }
 
-    if (additionalProperties === true) {
+    if (isBooleanJSONSchema(additionalProperties)) {
       if (respectXML) {
         res[displayName].push({ additionalProp: "Anything can be here" })
       } else {
         res.additionalProp1 = {}
       }
       propertyAddedCounter++
-    } else if (additionalProperties) {
+    } else if (isJSONSchemaObject(additionalProperties)) {
       const additionalProps = typeCast(additionalProperties)
       const additionalPropSample = sampleFromSchemaGeneric(
         additionalProps,
diff --git a/test/unit/core/plugins/json-schema-2020-12/samples-extensions/fn.js b/test/unit/core/plugins/json-schema-2020-12/samples-extensions/fn.js
index df51e6df3df..181173efe0f 100644
--- a/test/unit/core/plugins/json-schema-2020-12/samples-extensions/fn.js
+++ b/test/unit/core/plugins/json-schema-2020-12/samples-extensions/fn.js
@@ -1154,7 +1154,7 @@ describe("sampleFromSchema", () => {
     expect(sampleFromSchema(definition)).toEqual(expected)
   })
 
-  it("should lift items with anyOf", () => {
+  it("should merge items with anyOf", () => {
     const definition = {
       type: "array",
       anyOf: [
@@ -1172,7 +1172,7 @@ describe("sampleFromSchema", () => {
     expect(sampleFromSchema(definition)).toEqual(expected)
   })
 
-  it("should lift items with oneOf", () => {
+  it("should merge items with oneOf", () => {
     const definition = {
       type: "array",
       oneOf: [