diff --git a/tests/baselines/reference/checkJsdocTypeTagOnObjectProperty1.js b/tests/baselines/reference/checkJsdocTypeTagOnObjectProperty1.js
new file mode 100644
index 00000000000..79f5d7bfd9a
--- /dev/null
+++ b/tests/baselines/reference/checkJsdocTypeTagOnObjectProperty1.js
@@ -0,0 +1,47 @@
+//// [0.js]
+// @ts-check
+var lol = "hello Lol"
+const obj = {
+  /** @type {string|undefined} */
+  foo: undefined,
+  /** @type {string|undefined} */
+  bar: "42",
+  /** @type {function(number): number} */
+  method1(n1) {
+      return n1 + 42;
+  },
+  /** @type {string} */
+  lol,
+  /** @type {number} */
+  ['b' + 'ar1']: 42,
+}
+obj.foo = 'string'
+obj.lol
+obj.bar = undefined;
+var k = obj.method1(0);
+obj.bar1 = "42";
+
+//// [0.js]
+// @ts-check
+var lol = "hello Lol";
+var obj = (_a = {
+        /** @type {string|undefined} */
+        foo: undefined,
+        /** @type {string|undefined} */
+        bar: "42",
+        /** @type {function(number): number} */
+        method1: function (n1) {
+            return n1 + 42;
+        },
+        /** @type {string} */
+        lol: lol
+    },
+    /** @type {number} */
+    _a['b' + 'ar1'] = 42,
+    _a);
+obj.foo = 'string';
+obj.lol;
+obj.bar = undefined;
+var k = obj.method1(0);
+obj.bar1 = "42";
+var _a;
diff --git a/tests/baselines/reference/checkJsdocTypeTagOnObjectProperty1.symbols b/tests/baselines/reference/checkJsdocTypeTagOnObjectProperty1.symbols
new file mode 100644
index 00000000000..9a1b1acb8a8
--- /dev/null
+++ b/tests/baselines/reference/checkJsdocTypeTagOnObjectProperty1.symbols
@@ -0,0 +1,58 @@
+=== tests/cases/conformance/jsdoc/0.js ===
+// @ts-check
+var lol = "hello Lol"
+>lol : Symbol(lol, Decl(0.js, 1, 3))
+
+const obj = {
+>obj : Symbol(obj, Decl(0.js, 2, 5))
+
+  /** @type {string|undefined} */
+  foo: undefined,
+>foo : Symbol(foo, Decl(0.js, 2, 13))
+>undefined : Symbol(undefined)
+
+  /** @type {string|undefined} */
+  bar: "42",
+>bar : Symbol(bar, Decl(0.js, 4, 17))
+
+  /** @type {function(number): number} */
+  method1(n1) {
+>method1 : Symbol(method1, Decl(0.js, 6, 12))
+>n1 : Symbol(n1, Decl(0.js, 8, 10))
+
+      return n1 + 42;
+>n1 : Symbol(n1, Decl(0.js, 8, 10))
+
+  },
+  /** @type {string} */
+  lol,
+>lol : Symbol(lol, Decl(0.js, 10, 4))
+
+  /** @type {number} */
+  ['b' + 'ar1']: 42,
+}
+obj.foo = 'string'
+>obj.foo : Symbol(foo, Decl(0.js, 2, 13))
+>obj : Symbol(obj, Decl(0.js, 2, 5))
+>foo : Symbol(foo, Decl(0.js, 2, 13))
+
+obj.lol
+>obj.lol : Symbol(lol, Decl(0.js, 10, 4))
+>obj : Symbol(obj, Decl(0.js, 2, 5))
+>lol : Symbol(lol, Decl(0.js, 10, 4))
+
+obj.bar = undefined;
+>obj.bar : Symbol(bar, Decl(0.js, 4, 17))
+>obj : Symbol(obj, Decl(0.js, 2, 5))
+>bar : Symbol(bar, Decl(0.js, 4, 17))
+>undefined : Symbol(undefined)
+
+var k = obj.method1(0);
+>k : Symbol(k, Decl(0.js, 19, 3))
+>obj.method1 : Symbol(method1, Decl(0.js, 6, 12))
+>obj : Symbol(obj, Decl(0.js, 2, 5))
+>method1 : Symbol(method1, Decl(0.js, 6, 12))
+
+obj.bar1 = "42";
+>obj : Symbol(obj, Decl(0.js, 2, 5))
+
diff --git a/tests/baselines/reference/checkJsdocTypeTagOnObjectProperty1.types b/tests/baselines/reference/checkJsdocTypeTagOnObjectProperty1.types
new file mode 100644
index 00000000000..39ae9d39c8e
--- /dev/null
+++ b/tests/baselines/reference/checkJsdocTypeTagOnObjectProperty1.types
@@ -0,0 +1,76 @@
+=== tests/cases/conformance/jsdoc/0.js ===
+// @ts-check
+var lol = "hello Lol"
+>lol : string
+>"hello Lol" : "hello Lol"
+
+const obj = {
+>obj : { [x: string]: any; foo: string | undefined; bar: string | undefined; method1(arg0: number): number; lol: string; }
+>{  /** @type {string|undefined} */  foo: undefined,  /** @type {string|undefined} */  bar: "42",  /** @type {function(number): number} */  method1(n1) {      return n1 + 42;  },  /** @type {string} */  lol,  /** @type {number} */  ['b' + 'ar1']: 42,} : { [x: string]: any; foo: string | undefined; bar: string | undefined; method1(arg0: number): number; lol: string; }
+
+  /** @type {string|undefined} */
+  foo: undefined,
+>foo : string | undefined
+>undefined : undefined
+
+  /** @type {string|undefined} */
+  bar: "42",
+>bar : string | undefined
+>"42" : "42"
+
+  /** @type {function(number): number} */
+  method1(n1) {
+>method1 : (n1: any) => any
+>n1 : any
+
+      return n1 + 42;
+>n1 + 42 : any
+>n1 : any
+>42 : 42
+
+  },
+  /** @type {string} */
+  lol,
+>lol : string
+
+  /** @type {number} */
+  ['b' + 'ar1']: 42,
+>'b' + 'ar1' : string
+>'b' : "b"
+>'ar1' : "ar1"
+>42 : 42
+}
+obj.foo = 'string'
+>obj.foo = 'string' : "string"
+>obj.foo : string | undefined
+>obj : { [x: string]: any; foo: string | undefined; bar: string | undefined; method1(arg0: number): number; lol: string; }
+>foo : string | undefined
+>'string' : "string"
+
+obj.lol
+>obj.lol : string
+>obj : { [x: string]: any; foo: string | undefined; bar: string | undefined; method1(arg0: number): number; lol: string; }
+>lol : string
+
+obj.bar = undefined;
+>obj.bar = undefined : undefined
+>obj.bar : string | undefined
+>obj : { [x: string]: any; foo: string | undefined; bar: string | undefined; method1(arg0: number): number; lol: string; }
+>bar : string | undefined
+>undefined : undefined
+
+var k = obj.method1(0);
+>k : number
+>obj.method1(0) : number
+>obj.method1 : (arg0: number) => number
+>obj : { [x: string]: any; foo: string | undefined; bar: string | undefined; method1(arg0: number): number; lol: string; }
+>method1 : (arg0: number) => number
+>0 : 0
+
+obj.bar1 = "42";
+>obj.bar1 = "42" : "42"
+>obj.bar1 : any
+>obj : { [x: string]: any; foo: string | undefined; bar: string | undefined; method1(arg0: number): number; lol: string; }
+>bar1 : any
+>"42" : "42"
+
diff --git a/tests/baselines/reference/checkJsdocTypeTagOnObjectProperty2.errors.txt b/tests/baselines/reference/checkJsdocTypeTagOnObjectProperty2.errors.txt
new file mode 100644
index 00000000000..007bb61ab7d
--- /dev/null
+++ b/tests/baselines/reference/checkJsdocTypeTagOnObjectProperty2.errors.txt
@@ -0,0 +1,39 @@
+tests/cases/conformance/jsdoc/0.js(5,3): error TS2322: Type 'number' is not assignable to type 'string | undefined'.
+tests/cases/conformance/jsdoc/0.js(7,3): error TS2322: Type '(n1: any) => string' is not assignable to type '(arg0: number) => number'.
+  Type 'string' is not assignable to type 'number'.
+tests/cases/conformance/jsdoc/0.js(11,3): error TS2322: Type '(n1: any) => string' is not assignable to type '(arg0: number) => number'.
+  Type 'string' is not assignable to type 'number'.
+tests/cases/conformance/jsdoc/0.js(13,3): error TS2322: Type 'undefined' is not assignable to type 'string'.
+tests/cases/conformance/jsdoc/0.js(17,5): error TS2322: Type 'number' is not assignable to type 'string'.
+
+
+==== tests/cases/conformance/jsdoc/0.js (5 errors) ====
+    // @ts-check
+    var lol;
+    const obj = {
+      /** @type {string|undefined} */
+      bar: 42,
+      ~~~~~~~
+!!! error TS2322: Type 'number' is not assignable to type 'string | undefined'.
+      /** @type {function(number): number} */
+      method1(n1) {
+      ~~~~~~~
+!!! error TS2322: Type '(n1: any) => string' is not assignable to type '(arg0: number) => number'.
+!!! error TS2322:   Type 'string' is not assignable to type 'number'.
+          return "42";
+      },
+      /** @type {function(number): number} */
+      method2: (n1) => "lol",
+      ~~~~~~~~~~~~~~~~~~~~~~
+!!! error TS2322: Type '(n1: any) => string' is not assignable to type '(arg0: number) => number'.
+!!! error TS2322:   Type 'string' is not assignable to type 'number'.
+      /** @type {string} */
+      lol
+      ~~~
+!!! error TS2322: Type 'undefined' is not assignable to type 'string'.
+    }
+    lol = "string"
+    /** @type {string} */
+    var s = obj.method1(0);
+        ~
+!!! error TS2322: Type 'number' is not assignable to type 'string'.
\ No newline at end of file
diff --git a/tests/baselines/reference/checkJsdocTypeTagOnObjectProperty2.js b/tests/baselines/reference/checkJsdocTypeTagOnObjectProperty2.js
new file mode 100644
index 00000000000..ee2a2b76dcd
--- /dev/null
+++ b/tests/baselines/reference/checkJsdocTypeTagOnObjectProperty2.js
@@ -0,0 +1,37 @@
+//// [0.js]
+// @ts-check
+var lol;
+const obj = {
+  /** @type {string|undefined} */
+  bar: 42,
+  /** @type {function(number): number} */
+  method1(n1) {
+      return "42";
+  },
+  /** @type {function(number): number} */
+  method2: (n1) => "lol",
+  /** @type {string} */
+  lol
+}
+lol = "string"
+/** @type {string} */
+var s = obj.method1(0);
+
+//// [0.js]
+// @ts-check
+var lol;
+var obj = {
+    /** @type {string|undefined} */
+    bar: 42,
+    /** @type {function(number): number} */
+    method1: function (n1) {
+        return "42";
+    },
+    /** @type {function(number): number} */
+    method2: function (n1) { return "lol"; },
+    /** @type {string} */
+    lol: lol
+};
+lol = "string";
+/** @type {string} */
+var s = obj.method1(0);
diff --git a/tests/cases/conformance/jsdoc/checkJsdocTypeTagOnObjectProperty1.ts b/tests/cases/conformance/jsdoc/checkJsdocTypeTagOnObjectProperty1.ts
index b45f3f0cc51..a0f98b1cd59 100644
--- a/tests/cases/conformance/jsdoc/checkJsdocTypeTagOnObjectProperty1.ts
+++ b/tests/cases/conformance/jsdoc/checkJsdocTypeTagOnObjectProperty1.ts
@@ -9,16 +9,18 @@ const obj = {
   /** @type {string|undefined} */
   foo: undefined,
   /** @type {string|undefined} */
-  bar: 42,
+  bar: "42",
   /** @type {function(number): number} */
   method1(n1) {
       return n1 + 42;
   },
   /** @type {string} */
-  lol
+  lol,
+  /** @type {number} */
+  ['b' + 'ar1']: 42,
 }
 obj.foo = 'string'
-obj.foo;
 obj.lol
 obj.bar = undefined;
-var k = obj.method1(0);
\ No newline at end of file
+var k = obj.method1(0);
+obj.bar1 = "42";
\ No newline at end of file
diff --git a/tests/cases/conformance/jsdoc/checkJsdocTypeTagOnObjectProperty2.ts b/tests/cases/conformance/jsdoc/checkJsdocTypeTagOnObjectProperty2.ts
index 26285838137..3ef19f73d7f 100644
--- a/tests/cases/conformance/jsdoc/checkJsdocTypeTagOnObjectProperty2.ts
+++ b/tests/cases/conformance/jsdoc/checkJsdocTypeTagOnObjectProperty2.ts
@@ -4,17 +4,19 @@
 
 // @filename: 0.js
 // @ts-check
+var lol;
 const obj = {
-  /** @type {string|undefined} */
-  foo: undefined,
   /** @type {string|undefined} */
   bar: 42,
   /** @type {function(number): number} */
   method1(n1) {
-      return (n1 + 42).toString()
+      return "42";
   },
+  /** @type {function(number): number} */
+  method2: (n1) => "lol",
   /** @type {string} */
   lol
 }
-var lol = "string"
-obj.foo = 5
+lol = "string"
+/** @type {string} */
+var s = obj.method1(0);
\ No newline at end of file