diff --git a/src/compiler/checker.ts b/src/compiler/checker.ts
index f2c1c71eb6..691462a6db 100644
--- a/src/compiler/checker.ts
+++ b/src/compiler/checker.ts
@@ -10744,11 +10744,13 @@ namespace ts {
             }
 
             if (!ignoreReturnTypes) {
-                const targetReturnType = getReturnTypeOfSignature(target);
+                const targetReturnType = (target.declaration && isJavaScriptConstructor(target.declaration)) ?
+                    getJavaScriptClassType(target.declaration.symbol)! : getReturnTypeOfSignature(target);
                 if (targetReturnType === voidType) {
                     return result;
                 }
-                const sourceReturnType = getReturnTypeOfSignature(source);
+                const sourceReturnType = (source.declaration && isJavaScriptConstructor(source.declaration)) ?
+                    getJavaScriptClassType(source.declaration.symbol)! : getReturnTypeOfSignature(source);
 
                 // The following block preserves behavior forbidding boolean returning functions from being assignable to type guard returning functions
                 const targetTypePredicate = getTypePredicateOfSignature(target);
@@ -12015,8 +12017,14 @@ namespace ts {
                     return Ternary.True;
                 }
 
-                const sourceSignatures = getSignaturesOfType(source, kind);
-                const targetSignatures = getSignaturesOfType(target, kind);
+                const sourceIsJSConstructor = source.symbol && isJavaScriptConstructor(source.symbol.valueDeclaration);
+                const targetIsJSConstructor = target.symbol && isJavaScriptConstructor(target.symbol.valueDeclaration);
+
+                const sourceSignatures = getSignaturesOfType(source, (sourceIsJSConstructor && kind === SignatureKind.Construct) ?
+                    SignatureKind.Call : kind);
+                const targetSignatures = getSignaturesOfType(target, (targetIsJSConstructor && kind === SignatureKind.Construct) ?
+                    SignatureKind.Call : kind);
+
                 if (kind === SignatureKind.Construct && sourceSignatures.length && targetSignatures.length) {
                     if (isAbstractConstructorType(source) && !isAbstractConstructorType(target)) {
                         // An abstract constructor type is not assignable to a non-abstract constructor type
diff --git a/tests/baselines/reference/jsdocFunctionType.errors.txt b/tests/baselines/reference/jsdocFunctionType.errors.txt
new file mode 100644
index 0000000000..248448c099
--- /dev/null
+++ b/tests/baselines/reference/jsdocFunctionType.errors.txt
@@ -0,0 +1,76 @@
+tests/cases/conformance/jsdoc/functions.js(65,14): error TS2345: Argument of type 'typeof E' is not assignable to parameter of type 'new (arg1: number) => { length: number; }'.
+  Type 'E' is not assignable to type '{ length: number; }'.
+    Property 'length' is missing in type 'E'.
+
+
+==== tests/cases/conformance/jsdoc/functions.js (1 errors) ====
+    /**
+     * @param {function(this: string, number): number} c is just passing on through
+     * @return {function(this: string, number): number}
+     */
+    function id1(c) {
+        return c
+    }
+    
+    var x = id1(function (n) { return this.length + n });
+    
+    /**
+     * @param {function(new: { length: number }, number): number} c is just passing on through
+     * @return {function(new: { length: number }, number): number}
+     */
+    function id2(c) {
+        return c
+    }
+    
+    class C {
+        /** @param {number} n */
+        constructor(n) {
+            this.length = n;
+        }
+    }
+    
+    var y = id2(C);
+    var z = new y(12);
+    z.length;
+    
+    /** @type {function ("a" | "b", 1 | 2): 3 | 4} */
+    var f = function (ab, onetwo) { return ab === "a" ? 3 : 4;  }
+    
+    
+    /** 
+     * @constructor
+     * @param {number} n
+     */
+    function D(n) {
+      this.length = n;
+    }
+    
+    var y2 = id2(D);
+    var z2 = new y2(33);
+    z2.length;
+    
+    
+    /** 
+     * @param {function(new: D, number)} dref
+     * @return {D}
+     */
+    var construct = function(dref) { return new dref(33); }
+    var z3 = construct(D);
+    z3.length;
+    
+    
+    /** 
+     * @constructor
+     * @param {number} n
+     */
+    var E = function(n) {
+      this.not_length_on_purpose = n;
+    };
+    
+    
+    var y3 = id2(E);
+                 ~
+!!! error TS2345: Argument of type 'typeof E' is not assignable to parameter of type 'new (arg1: number) => { length: number; }'.
+!!! error TS2345:   Type 'E' is not assignable to type '{ length: number; }'.
+!!! error TS2345:     Property 'length' is missing in type 'E'.
+    
\ No newline at end of file
diff --git a/tests/baselines/reference/jsdocFunctionType.symbols b/tests/baselines/reference/jsdocFunctionType.symbols
index 775bec8877..70917e7657 100644
--- a/tests/baselines/reference/jsdocFunctionType.symbols
+++ b/tests/baselines/reference/jsdocFunctionType.symbols
@@ -68,3 +68,76 @@ var f = function (ab, onetwo) { return ab === "a" ? 3 : 4;  }
 >onetwo : Symbol(onetwo, Decl(functions.js, 30, 21))
 >ab : Symbol(ab, Decl(functions.js, 30, 18))
 
+
+/** 
+ * @constructor
+ * @param {number} n
+ */
+function D(n) {
+>D : Symbol(D, Decl(functions.js, 30, 61))
+>n : Symbol(n, Decl(functions.js, 37, 11))
+
+  this.length = n;
+>this.length : Symbol(D.length, Decl(functions.js, 37, 15))
+>this : Symbol(D, Decl(functions.js, 30, 61))
+>length : Symbol(D.length, Decl(functions.js, 37, 15))
+>n : Symbol(n, Decl(functions.js, 37, 11))
+}
+
+var y2 = id2(D);
+>y2 : Symbol(y2, Decl(functions.js, 41, 3))
+>id2 : Symbol(id2, Decl(functions.js, 8, 53))
+>D : Symbol(D, Decl(functions.js, 30, 61))
+
+var z2 = new y2(33);
+>z2 : Symbol(z2, Decl(functions.js, 42, 3))
+>y2 : Symbol(y2, Decl(functions.js, 41, 3))
+
+z2.length;
+>z2.length : Symbol(length, Decl(functions.js, 12, 27))
+>z2 : Symbol(z2, Decl(functions.js, 42, 3))
+>length : Symbol(length, Decl(functions.js, 12, 27))
+
+
+/** 
+ * @param {function(new: D, number)} dref
+ * @return {D}
+ */
+var construct = function(dref) { return new dref(33); }
+>construct : Symbol(construct, Decl(functions.js, 50, 3))
+>dref : Symbol(dref, Decl(functions.js, 50, 25))
+>dref : Symbol(dref, Decl(functions.js, 50, 25))
+
+var z3 = construct(D);
+>z3 : Symbol(z3, Decl(functions.js, 51, 3))
+>construct : Symbol(construct, Decl(functions.js, 50, 3))
+>D : Symbol(D, Decl(functions.js, 30, 61))
+
+z3.length;
+>z3.length : Symbol(D.length, Decl(functions.js, 37, 15))
+>z3 : Symbol(z3, Decl(functions.js, 51, 3))
+>length : Symbol(D.length, Decl(functions.js, 37, 15))
+
+
+/** 
+ * @constructor
+ * @param {number} n
+ */
+var E = function(n) {
+>E : Symbol(E, Decl(functions.js, 59, 3))
+>n : Symbol(n, Decl(functions.js, 59, 17))
+
+  this.not_length_on_purpose = n;
+>this.not_length_on_purpose : Symbol(E.not_length_on_purpose, Decl(functions.js, 59, 21))
+>this : Symbol(E, Decl(functions.js, 59, 7))
+>not_length_on_purpose : Symbol(E.not_length_on_purpose, Decl(functions.js, 59, 21))
+>n : Symbol(n, Decl(functions.js, 59, 17))
+
+};
+
+
+var y3 = id2(E);
+>y3 : Symbol(y3, Decl(functions.js, 64, 3))
+>id2 : Symbol(id2, Decl(functions.js, 8, 53))
+>E : Symbol(E, Decl(functions.js, 59, 3))
+
diff --git a/tests/baselines/reference/jsdocFunctionType.types b/tests/baselines/reference/jsdocFunctionType.types
index 0f4c0c2feb..ebacf52ab1 100644
--- a/tests/baselines/reference/jsdocFunctionType.types
+++ b/tests/baselines/reference/jsdocFunctionType.types
@@ -81,3 +81,87 @@ var f = function (ab, onetwo) { return ab === "a" ? 3 : 4;  }
 >3 : 3
 >4 : 4
 
+
+/** 
+ * @constructor
+ * @param {number} n
+ */
+function D(n) {
+>D : typeof D
+>n : number
+
+  this.length = n;
+>this.length = n : number
+>this.length : number
+>this : D
+>length : number
+>n : number
+}
+
+var y2 = id2(D);
+>y2 : new (arg1: number) => { length: number; }
+>id2(D) : new (arg1: number) => { length: number; }
+>id2 : (c: new (arg1: number) => { length: number; }) => new (arg1: number) => { length: number; }
+>D : typeof D
+
+var z2 = new y2(33);
+>z2 : { length: number; }
+>new y2(33) : { length: number; }
+>y2 : new (arg1: number) => { length: number; }
+>33 : 33
+
+z2.length;
+>z2.length : number
+>z2 : { length: number; }
+>length : number
+
+
+/** 
+ * @param {function(new: D, number)} dref
+ * @return {D}
+ */
+var construct = function(dref) { return new dref(33); }
+>construct : (dref: new (arg1: number) => D) => D
+>function(dref) { return new dref(33); } : (dref: new (arg1: number) => D) => D
+>dref : new (arg1: number) => D
+>new dref(33) : D
+>dref : new (arg1: number) => D
+>33 : 33
+
+var z3 = construct(D);
+>z3 : D
+>construct(D) : D
+>construct : (dref: new (arg1: number) => D) => D
+>D : typeof D
+
+z3.length;
+>z3.length : number
+>z3 : D
+>length : number
+
+
+/** 
+ * @constructor
+ * @param {number} n
+ */
+var E = function(n) {
+>E : typeof E
+>function(n) {  this.not_length_on_purpose = n;} : typeof E
+>n : number
+
+  this.not_length_on_purpose = n;
+>this.not_length_on_purpose = n : number
+>this.not_length_on_purpose : number
+>this : E
+>not_length_on_purpose : number
+>n : number
+
+};
+
+
+var y3 = id2(E);
+>y3 : new (arg1: number) => { length: number; }
+>id2(E) : new (arg1: number) => { length: number; }
+>id2 : (c: new (arg1: number) => { length: number; }) => new (arg1: number) => { length: number; }
+>E : typeof E
+
diff --git a/tests/cases/conformance/jsdoc/jsdocFunctionType.ts b/tests/cases/conformance/jsdoc/jsdocFunctionType.ts
index b124989f96..95c8f8966f 100644
--- a/tests/cases/conformance/jsdoc/jsdocFunctionType.ts
+++ b/tests/cases/conformance/jsdoc/jsdocFunctionType.ts
@@ -36,3 +36,37 @@ z.length;
 
 /** @type {function ("a" | "b", 1 | 2): 3 | 4} */
 var f = function (ab, onetwo) { return ab === "a" ? 3 : 4;  }
+
+
+/** 
+ * @constructor
+ * @param {number} n
+ */
+function D(n) {
+  this.length = n;
+}
+
+var y2 = id2(D);
+var z2 = new y2(33);
+z2.length;
+
+
+/** 
+ * @param {function(new: D, number)} dref
+ * @return {D}
+ */
+var construct = function(dref) { return new dref(33); }
+var z3 = construct(D);
+z3.length;
+
+
+/** 
+ * @constructor
+ * @param {number} n
+ */
+var E = function(n) {
+  this.not_length_on_purpose = n;
+};
+
+
+var y3 = id2(E);