diff --git a/src/compiler/checker.ts b/src/compiler/checker.ts
index 38888e5e582ed..59b19cfa913b2 100644
--- a/src/compiler/checker.ts
+++ b/src/compiler/checker.ts
@@ -25858,7 +25858,9 @@ namespace ts {
                 case SyntaxKind.ParenthesizedExpression: {
                     // Like in `checkParenthesizedExpression`, an `/** @type {xyz} */` comment before a parenthesized expression acts as a type cast.
                     const tag = isInJSFile(parent) ? getJSDocTypeTag(parent) : undefined;
-                    return tag ? getTypeFromTypeNode(tag.typeExpression.type) : getContextualType(parent as ParenthesizedExpression, contextFlags);
+                    return !tag ? getContextualType(parent as ParenthesizedExpression, contextFlags) :
+                        isJSDocTypeTag(tag) && isConstTypeReference(tag.typeExpression.type) ? tryFindWhenConstTypeReference(parent as ParenthesizedExpression) :
+                        getTypeFromTypeNode(tag.typeExpression.type);
                 }
                 case SyntaxKind.NonNullExpression:
                     return getContextualType(parent as NonNullExpression, contextFlags);
diff --git a/src/compiler/utilities.ts b/src/compiler/utilities.ts
index 00390b144b590..3ffa771cb4b1a 100644
--- a/src/compiler/utilities.ts
+++ b/src/compiler/utilities.ts
@@ -2634,13 +2634,13 @@ namespace ts {
         let result: (JSDoc | JSDocTag)[] | undefined;
         // Pull parameter comments from declaring function as well
         if (isVariableLike(hostNode) && hasInitializer(hostNode) && hasJSDocNodes(hostNode.initializer!)) {
-            result = append(result, last((hostNode.initializer as HasJSDoc).jsDoc!));
+            result = addRange(result, filterOwnedJSDocTags(hostNode, last((hostNode.initializer as HasJSDoc).jsDoc!)));
         }
 
         let node: Node | undefined = hostNode;
         while (node && node.parent) {
             if (hasJSDocNodes(node)) {
-                result = append(result, last(node.jsDoc!));
+                result = addRange(result, filterOwnedJSDocTags(hostNode, last(node.jsDoc!)));
             }
 
             if (node.kind === SyntaxKind.Parameter) {
@@ -2656,6 +2656,26 @@ namespace ts {
         return result || emptyArray;
     }
 
+    function filterOwnedJSDocTags(hostNode: Node, jsDoc: JSDoc | JSDocTag) {
+        if (isJSDoc(jsDoc)) {
+            const ownedTags = filter(jsDoc.tags, tag => ownsJSDocTag(hostNode, tag));
+            return jsDoc.tags === ownedTags ? [jsDoc] : ownedTags;
+        }
+        return ownsJSDocTag(hostNode, jsDoc) ? [jsDoc] : undefined;
+    }
+
+    /**
+     * Determines whether a host node owns a jsDoc tag. A `@type` tag attached to a
+     * a ParenthesizedExpression belongs only to the ParenthesizedExpression.
+     */
+    function ownsJSDocTag(hostNode: Node, tag: JSDocTag) {
+        return !isJSDocTypeTag(tag)
+            || !tag.parent
+            || !isJSDoc(tag.parent)
+            || !isParenthesizedExpression(tag.parent.parent)
+            || tag.parent.parent === hostNode;
+    }
+
     export function getNextJSDocCommentLocation(node: Node) {
         const parent = node.parent;
         if (parent.kind === SyntaxKind.PropertyAssignment ||
diff --git a/tests/baselines/reference/importTypeInJSDoc.types b/tests/baselines/reference/importTypeInJSDoc.types
index ee28f78f97688..38216009bfe9a 100644
--- a/tests/baselines/reference/importTypeInJSDoc.types
+++ b/tests/baselines/reference/importTypeInJSDoc.types
@@ -37,14 +37,14 @@ export = MyClass;
  */
 
 let a = /** @type {Foo} */(/** @type {*} */(undefined)); 
->a : import("tests/cases/conformance/types/import/externs")
+>a : any
 >(/** @type {*} */(undefined)) : import("tests/cases/conformance/types/import/externs")
 >(undefined) : any
 >undefined : undefined
 
 a = new Foo({doer: Foo.Bar});
 >a = new Foo({doer: Foo.Bar}) : import("tests/cases/conformance/types/import/externs")
->a : import("tests/cases/conformance/types/import/externs")
+>a : any
 >new Foo({doer: Foo.Bar}) : import("tests/cases/conformance/types/import/externs")
 >Foo : typeof import("tests/cases/conformance/types/import/externs")
 >{doer: Foo.Bar} : { doer: (x: string, y?: number) => void; }
diff --git a/tests/baselines/reference/jsdocTypeTagCast.errors.txt b/tests/baselines/reference/jsdocTypeTagCast.errors.txt
index 41544f603485c..f85dd92939fbe 100644
--- a/tests/baselines/reference/jsdocTypeTagCast.errors.txt
+++ b/tests/baselines/reference/jsdocTypeTagCast.errors.txt
@@ -123,4 +123,7 @@ tests/cases/conformance/jsdoc/b.js(67,8): error TS2454: Variable 'numOrStr' is u
     }
     
     
-    
\ No newline at end of file
+    var asConst1 = /** @type {const} */(1);
+    var asConst2 = /** @type {const} */({
+        x: 1
+    });
\ No newline at end of file
diff --git a/tests/baselines/reference/jsdocTypeTagCast.js b/tests/baselines/reference/jsdocTypeTagCast.js
index fce2dca5dc293..d829ef238addd 100644
--- a/tests/baselines/reference/jsdocTypeTagCast.js
+++ b/tests/baselines/reference/jsdocTypeTagCast.js
@@ -74,7 +74,10 @@ if(/** @type {numOrStr is string} */(numOrStr === undefined)) { // Error
 }
 
 
-
+var asConst1 = /** @type {const} */(1);
+var asConst2 = /** @type {const} */({
+    x: 1
+});
 
 //// [a.js]
 var W;
@@ -154,3 +157,7 @@ var str;
 if ( /** @type {numOrStr is string} */(numOrStr === undefined)) { // Error
     str = numOrStr; // Error, no narrowing occurred
 }
+var asConst1 = /** @type {const} */ (1);
+var asConst2 = /** @type {const} */ ({
+    x: 1
+});
diff --git a/tests/baselines/reference/jsdocTypeTagCast.symbols b/tests/baselines/reference/jsdocTypeTagCast.symbols
index 5c4fbefb2c707..f719cfd9739a3 100644
--- a/tests/baselines/reference/jsdocTypeTagCast.symbols
+++ b/tests/baselines/reference/jsdocTypeTagCast.symbols
@@ -157,4 +157,13 @@ if(/** @type {numOrStr is string} */(numOrStr === undefined)) { // Error
 }
 
 
+var asConst1 = /** @type {const} */(1);
+>asConst1 : Symbol(asConst1, Decl(b.js, 70, 3))
 
+var asConst2 = /** @type {const} */({
+>asConst2 : Symbol(asConst2, Decl(b.js, 71, 3))
+
+    x: 1
+>x : Symbol(x, Decl(b.js, 71, 37))
+
+});
diff --git a/tests/baselines/reference/jsdocTypeTagCast.types b/tests/baselines/reference/jsdocTypeTagCast.types
index 5a330825aea61..d8d28fa4d7805 100644
--- a/tests/baselines/reference/jsdocTypeTagCast.types
+++ b/tests/baselines/reference/jsdocTypeTagCast.types
@@ -209,4 +209,18 @@ if(/** @type {numOrStr is string} */(numOrStr === undefined)) { // Error
 }
 
 
+var asConst1 = /** @type {const} */(1);
+>asConst1 : 1
+>(1) : 1
+>1 : 1
 
+var asConst2 = /** @type {const} */({
+>asConst2 : { x: number; }
+>({    x: 1}) : { x: number; }
+>{    x: 1} : { x: number; }
+
+    x: 1
+>x : number
+>1 : 1
+
+});
diff --git a/tests/cases/conformance/jsdoc/jsdocTypeTagCast.ts b/tests/cases/conformance/jsdoc/jsdocTypeTagCast.ts
index 60ca43b053346..b7b140b33b9bd 100644
--- a/tests/cases/conformance/jsdoc/jsdocTypeTagCast.ts
+++ b/tests/cases/conformance/jsdoc/jsdocTypeTagCast.ts
@@ -76,3 +76,7 @@ if(/** @type {numOrStr is string} */(numOrStr === undefined)) { // Error
 }
 
 
+var asConst1 = /** @type {const} */(1);
+var asConst2 = /** @type {const} */({
+    x: 1
+});
\ No newline at end of file