diff --git a/packages/eslint-plugin/docs/rules/explicit-function-return-type.md b/packages/eslint-plugin/docs/rules/explicit-function-return-type.md
index b6f37038aba..46cd2b86077 100644
--- a/packages/eslint-plugin/docs/rules/explicit-function-return-type.md
+++ b/packages/eslint-plugin/docs/rules/explicit-function-return-type.md
@@ -98,6 +98,23 @@ let arrowFn: FuncType = () => 'test';
 let funcExpr: FuncType = function() {
   return 'test';
 };
+
+let asTyped = (() => '') as () => string;
+
+interface ObjectType {
+  foo(): number;
+}
+let objectProp: ObjectType = {
+  foo: () => 1,
+};
+
+interface ObjectType {
+  foo(): number;
+}
+
+let asObjectProp = {
+  foo: () => 1,
+} as ObjectType;
 ```
 
 ## When Not To Use It
diff --git a/packages/eslint-plugin/src/rules/explicit-function-return-type.ts b/packages/eslint-plugin/src/rules/explicit-function-return-type.ts
index 0d9f9304d2a..9186ef3cab6 100644
--- a/packages/eslint-plugin/src/rules/explicit-function-return-type.ts
+++ b/packages/eslint-plugin/src/rules/explicit-function-return-type.ts
@@ -57,7 +57,6 @@ export default util.createRule<Options, MessageIds>({
 
     /**
      * Checks if a node is a setter.
-     * @param parent The node to check
      */
     function isSetter(node: TSESTree.Node): boolean {
       return (
@@ -67,7 +66,6 @@ export default util.createRule<Options, MessageIds>({
 
     /**
      * Checks if a node is a variable declarator with a type annotation.
-     * @param node The node to check
      */
     function isVariableDeclaratorWithTypeAnnotation(
       node: TSESTree.Node,
@@ -78,6 +76,38 @@ export default util.createRule<Options, MessageIds>({
       );
     }
 
+    /**
+     * Checks if a node belongs to:
+     * const x: Foo = { prop: () => {} }
+     */
+    function isPropertyOfObjectVariableDeclaratorWithTypeAnnotation(
+      node: TSESTree.Node,
+    ): boolean {
+      let parent = node.parent;
+      if (!parent || parent.type !== AST_NODE_TYPES.Property) {
+        return false;
+      }
+      parent = parent.parent;
+      if (!parent || parent.type !== AST_NODE_TYPES.ObjectExpression) {
+        return false;
+      }
+      parent = parent.parent;
+      return !!parent && isVariableDeclaratorWithTypeAnnotation(parent);
+    }
+
+    function isPropertyOfObjectInAsExpression(node: TSESTree.Node): boolean {
+      let parent = node.parent;
+      if (!parent || parent.type !== AST_NODE_TYPES.Property) {
+        return false;
+      }
+      parent = parent.parent;
+      if (!parent || parent.type !== AST_NODE_TYPES.ObjectExpression) {
+        return false;
+      }
+      parent = parent.parent;
+      return !!parent && parent.type === AST_NODE_TYPES.TSAsExpression;
+    }
+
     /**
      * Checks if a function declaration/expression has a return type.
      * @param node The node representing a function.
@@ -117,15 +147,15 @@ export default util.createRule<Options, MessageIds>({
      * @param {ASTNode} node The node representing a function.
      */
     function checkFunctionExpressionReturnType(
-      node:
-        | TSESTree.ArrowFunctionExpression
-        | TSESTree.FunctionDeclaration
-        | TSESTree.FunctionExpression,
+      node: TSESTree.ArrowFunctionExpression | TSESTree.FunctionExpression,
     ): void {
       if (
         options.allowTypedFunctionExpressions &&
         node.parent &&
-        isVariableDeclaratorWithTypeAnnotation(node.parent)
+        (isVariableDeclaratorWithTypeAnnotation(node.parent) ||
+          isPropertyOfObjectVariableDeclaratorWithTypeAnnotation(node) ||
+          node.parent.type === AST_NODE_TYPES.TSAsExpression ||
+          isPropertyOfObjectInAsExpression(node))
       ) {
         return;
       }
diff --git a/packages/eslint-plugin/tests/rules/explicit-function-return-type.test.ts b/packages/eslint-plugin/tests/rules/explicit-function-return-type.test.ts
index 45ff620d616..4c242b484cc 100644
--- a/packages/eslint-plugin/tests/rules/explicit-function-return-type.test.ts
+++ b/packages/eslint-plugin/tests/rules/explicit-function-return-type.test.ts
@@ -120,6 +120,29 @@ var funcExpr: Foo = function() { return 'test'; };
         },
       ],
     },
+    {
+      filename: 'test.ts',
+      code: `const x = (() => {}) as Foo`,
+      options: [{ allowTypedFunctionExpressions: true }],
+    },
+    {
+      filename: 'test.ts',
+      code: `
+const x = {
+  foo: () => {},
+} as Foo
+      `,
+      options: [{ allowTypedFunctionExpressions: true }],
+    },
+    {
+      filename: 'test.ts',
+      code: `
+const x: Foo = {
+  foo: () => {},
+}
+      `,
+      options: [{ allowTypedFunctionExpressions: true }],
+    },
   ],
   invalid: [
     {
@@ -260,5 +283,49 @@ class Test {
         },
       ],
     },
+
+    {
+      filename: 'test.ts',
+      code: `const x = (() => {}) as Foo`,
+      options: [{ allowTypedFunctionExpressions: false }],
+      errors: [
+        {
+          messageId: 'missingReturnType',
+          line: 1,
+        },
+      ],
+    },
+    {
+      filename: 'test.ts',
+      code: `
+interface Foo {}
+const x = {
+  foo: () => {},
+} as Foo
+      `,
+      options: [{ allowTypedFunctionExpressions: false }],
+      errors: [
+        {
+          messageId: 'missingReturnType',
+          line: 4,
+        },
+      ],
+    },
+    {
+      filename: 'test.ts',
+      code: `
+interface Foo {}
+const x: Foo = {
+  foo: () => {},
+}
+      `,
+      options: [{ allowTypedFunctionExpressions: false }],
+      errors: [
+        {
+          messageId: 'missingReturnType',
+          line: 4,
+        },
+      ],
+    },
   ],
 });