diff --git a/internal/checker/nodebuilderimpl.go b/internal/checker/nodebuilderimpl.go
index 2eda08fd60c..b92ec8f522a 100644
--- a/internal/checker/nodebuilderimpl.go
+++ b/internal/checker/nodebuilderimpl.go
@@ -2605,12 +2605,36 @@ func (b *NodeBuilderImpl) addPropertyToElementList(propertySymbol *ast.Symbol, t
 	}
 	propertySignature := b.f.NewPropertySignatureDeclaration(modifiers, propertyName, optionalToken, propertyTypeNode, nil)
 
-	b.setCommentRange(propertySignature, propertySymbol.ValueDeclaration)
+	b.preserveCommentsOn(propertySignature, propertySymbol)
 	typeElements = append(typeElements, propertySignature)
 
 	return typeElements
 }
 
+// preserveCommentsOn copies documentation comments from a property symbol onto a synthesized node
+// for declaration emit. Properties declared via a JSDoc `@property`/`@typedef` tag are reparsed into
+// property signatures whose comment lives on a synthetic JSDoc rather than in a source comment range,
+// so it is reattached as a synthetic leading comment (mirroring the old emitter's `preserveCommentsOn`).
+// Otherwise the comment range of the value declaration is copied.
+func (b *NodeBuilderImpl) preserveCommentsOn(node *ast.Node, propertySymbol *ast.Symbol) {
+	jsdocPropertyDeclaration := core.Find(propertySymbol.Declarations, func(d *ast.Node) bool {
+		return d.Flags&ast.NodeFlagsReparsed != 0 && d.Flags&ast.NodeFlagsHasJSDoc != 0
+	})
+	if jsdocPropertyDeclaration != nil {
+		jsdoc := core.FirstOrNil(jsdocPropertyDeclaration.EagerJSDoc(ast.GetSourceFileOfNode(jsdocPropertyDeclaration)))
+		if jsdoc != nil {
+			commentText := scanner.GetTextOfJSDocComment(jsdoc.AsJSDoc().Comment)
+			if commentText != "" {
+				comment := "*\n * " + strings.ReplaceAll(commentText, "\n", "\n * ") + "\n "
+				b.e.AddSyntheticLeadingComment(node, ast.KindMultiLineCommentTrivia, comment, true /*hasTrailingNewLine*/)
+			}
+		}
+	} else if propertySymbol.ValueDeclaration != nil {
+		// Copy comments to node for declaration emit
+		b.setCommentRange(node, propertySymbol.ValueDeclaration)
+	}
+}
+
 func (b *NodeBuilderImpl) createTypeNodesFromResolvedType(resolvedType *StructuredType) *ast.NodeList {
 	if b.checkTruncationLength() {
 		if b.ctx.flags&nodebuilder.FlagsNoTruncation != 0 {
diff --git a/testdata/baselines/reference/conformance/jsDeclarationsTypedefPropertyComments.js b/testdata/baselines/reference/conformance/jsDeclarationsTypedefPropertyComments.js
new file mode 100644
index 00000000000..6f18216a246
--- /dev/null
+++ b/testdata/baselines/reference/conformance/jsDeclarationsTypedefPropertyComments.js
@@ -0,0 +1,53 @@
+//// [tests/cases/conformance/jsdoc/declarations/jsDeclarationsTypedefPropertyComments.ts] ////
+
+//// [lib.js]
+/**
+ * @typedef {Object} Foo
+ * @property {boolean} bool Whether `.bool` is true or not
+ */
+export class C {
+    /** @returns {Foo} */
+    getFoo() { return { bool: false }; }
+}
+
+//// [main.js]
+import { C } from './lib.js';
+
+export class Main {
+    constructor() {
+        this.c = new C();
+    }
+
+    getFoo() { return { ...this.c.getFoo() }; }
+}
+
+
+
+
+//// [lib.d.ts]
+export type Foo = {
+    /**
+     * Whether `.bool` is true or not
+     */
+    bool: boolean;
+};
+/**
+ * @typedef {Object} Foo
+ * @property {boolean} bool Whether `.bool` is true or not
+ */
+export declare class C {
+    /** @returns {Foo} */
+    getFoo(): Foo;
+}
+//// [main.d.ts]
+import { C } from './lib.js';
+export declare class Main {
+    c: C;
+    constructor();
+    getFoo(): {
+        /**
+         * Whether `.bool` is true or not
+         */
+        bool: boolean;
+    };
+}
diff --git a/testdata/baselines/reference/conformance/jsDeclarationsTypedefPropertyComments.symbols b/testdata/baselines/reference/conformance/jsDeclarationsTypedefPropertyComments.symbols
new file mode 100644
index 00000000000..246f6b4cfee
--- /dev/null
+++ b/testdata/baselines/reference/conformance/jsDeclarationsTypedefPropertyComments.symbols
@@ -0,0 +1,40 @@
+//// [tests/cases/conformance/jsdoc/declarations/jsDeclarationsTypedefPropertyComments.ts] ////
+
+=== lib.js ===
+/**
+ * @typedef {Object} Foo
+ * @property {boolean} bool Whether `.bool` is true or not
+ */
+export class C {
+>C : Symbol(C, Decl(lib.js, 0, 0))
+
+    /** @returns {Foo} */
+    getFoo() { return { bool: false }; }
+>getFoo : Symbol(C.getFoo, Decl(lib.js, 4, 16))
+>bool : Symbol(bool, Decl(lib.js, 6, 23))
+}
+
+=== main.js ===
+import { C } from './lib.js';
+>C : Symbol(C, Decl(main.js, 0, 8))
+
+export class Main {
+>Main : Symbol(Main, Decl(main.js, 0, 29))
+
+    constructor() {
+        this.c = new C();
+>this.c : Symbol(Main.c, Decl(main.js, 3, 19))
+>this : Symbol(Main, Decl(main.js, 0, 29))
+>c : Symbol(Main.c, Decl(main.js, 3, 19))
+>C : Symbol(C, Decl(main.js, 0, 8))
+    }
+
+    getFoo() { return { ...this.c.getFoo() }; }
+>getFoo : Symbol(Main.getFoo, Decl(main.js, 5, 5))
+>this.c.getFoo : Symbol(C.getFoo, Decl(lib.js, 4, 16))
+>this.c : Symbol(Main.c, Decl(main.js, 3, 19))
+>this : Symbol(Main, Decl(main.js, 0, 29))
+>c : Symbol(Main.c, Decl(main.js, 3, 19))
+>getFoo : Symbol(C.getFoo, Decl(lib.js, 4, 16))
+}
+
diff --git a/testdata/baselines/reference/conformance/jsDeclarationsTypedefPropertyComments.types b/testdata/baselines/reference/conformance/jsDeclarationsTypedefPropertyComments.types
new file mode 100644
index 00000000000..d7ea4cbebd2
--- /dev/null
+++ b/testdata/baselines/reference/conformance/jsDeclarationsTypedefPropertyComments.types
@@ -0,0 +1,46 @@
+//// [tests/cases/conformance/jsdoc/declarations/jsDeclarationsTypedefPropertyComments.ts] ////
+
+=== lib.js ===
+/**
+ * @typedef {Object} Foo
+ * @property {boolean} bool Whether `.bool` is true or not
+ */
+export class C {
+>C : C
+
+    /** @returns {Foo} */
+    getFoo() { return { bool: false }; }
+>getFoo : () => Foo
+>{ bool: false } : { bool: false; }
+>bool : false
+>false : false
+}
+
+=== main.js ===
+import { C } from './lib.js';
+>C : typeof C
+
+export class Main {
+>Main : Main
+
+    constructor() {
+        this.c = new C();
+>this.c = new C() : C
+>this.c : any
+>this : this
+>c : any
+>new C() : C
+>C : typeof C
+    }
+
+    getFoo() { return { ...this.c.getFoo() }; }
+>getFoo : () => { bool: boolean; }
+>{ ...this.c.getFoo() } : { bool: boolean; }
+>this.c.getFoo() : import("./lib.js").Foo
+>this.c.getFoo : () => import("./lib.js").Foo
+>this.c : C
+>this : this
+>c : C
+>getFoo : () => import("./lib.js").Foo
+}
+
diff --git a/testdata/tests/cases/conformance/jsdoc/declarations/jsDeclarationsTypedefPropertyComments.ts b/testdata/tests/cases/conformance/jsdoc/declarations/jsDeclarationsTypedefPropertyComments.ts
new file mode 100644
index 00000000000..c3e5a85a182
--- /dev/null
+++ b/testdata/tests/cases/conformance/jsdoc/declarations/jsDeclarationsTypedefPropertyComments.ts
@@ -0,0 +1,26 @@
+// @allowJs: true
+// @checkJs: true
+// @declaration: true
+// @emitDeclarationOnly: true
+// @outDir: ./out
+
+// @filename: lib.js
+/**
+ * @typedef {Object} Foo
+ * @property {boolean} bool Whether `.bool` is true or not
+ */
+export class C {
+    /** @returns {Foo} */
+    getFoo() { return { bool: false }; }
+}
+
+// @filename: main.js
+import { C } from './lib.js';
+
+export class Main {
+    constructor() {
+        this.c = new C();
+    }
+
+    getFoo() { return { ...this.c.getFoo() }; }
+}