diff --git a/packages/eslint-plugin/src/rules/no-deprecated.ts b/packages/eslint-plugin/src/rules/no-deprecated.ts
index b39fb0609d35..7fb966a249b0 100644
--- a/packages/eslint-plugin/src/rules/no-deprecated.ts
+++ b/packages/eslint-plugin/src/rules/no-deprecated.ts
@@ -94,10 +94,13 @@ export default createRule({
         case AST_NODE_TYPES.Property:
           // foo in "const { foo } = bar" will be processed twice, as parent.key
           // and parent.value. The second is treated as a declaration.
-          return (
-            (parent.shorthand && parent.value === node) ||
-            parent.parent.type === AST_NODE_TYPES.ObjectExpression
-          );
+          if (parent.shorthand && parent.value === node) {
+            return parent.parent.type === AST_NODE_TYPES.ObjectPattern;
+          }
+          if (parent.value === node) {
+            return false;
+          }
+          return parent.parent.type === AST_NODE_TYPES.ObjectExpression;
 
         case AST_NODE_TYPES.AssignmentPattern:
           // foo in "const { foo = "" } = bar" will be processed twice, as parent.parent.key
@@ -306,9 +309,11 @@ export default createRule({
         node.parent.type === AST_NODE_TYPES.Property &&
         node.type !== AST_NODE_TYPES.Super
       ) {
-        return getJsDocDeprecation(
-          services.getTypeAtLocation(node.parent.parent).getProperty(node.name),
-        );
+        const property = services
+          .getTypeAtLocation(node.parent.parent)
+          .getProperty(node.name);
+        const symbol = services.getSymbolAtLocation(node);
+        return getJsDocDeprecation(property) ?? getJsDocDeprecation(symbol);
       }
       return searchForDeprecationInAliasesChain(
         services.getSymbolAtLocation(node),
diff --git a/packages/eslint-plugin/tests/rules/no-deprecated.test.ts b/packages/eslint-plugin/tests/rules/no-deprecated.test.ts
index 8bbbe83a0837..39f3947891ef 100644
--- a/packages/eslint-plugin/tests/rules/no-deprecated.test.ts
+++ b/packages/eslint-plugin/tests/rules/no-deprecated.test.ts
@@ -681,6 +681,36 @@ ruleTester.run('no-deprecated', rule, {
         },
       ],
     },
+    {
+      code: `
+        /** @deprecated */
+        declare const test: string;
+        const myObj = {
+          prop: test,
+          deep: {
+            prop: test,
+          },
+        };
+      `,
+      errors: [
+        {
+          column: 17,
+          data: { name: 'test' },
+          endColumn: 21,
+          endLine: 5,
+          line: 5,
+          messageId: 'deprecated',
+        },
+        {
+          column: 19,
+          data: { name: 'test' },
+          endColumn: 23,
+          endLine: 7,
+          line: 7,
+          messageId: 'deprecated',
+        },
+      ],
+    },
     {
       code: `
         /** @deprecated */ const a = { b: 1 };