diff --git a/src/compiler/checker.ts b/src/compiler/checker.ts
index 967ad86941b40..0a5499a0a9f79 100644
--- a/src/compiler/checker.ts
+++ b/src/compiler/checker.ts
@@ -29173,7 +29173,7 @@ export function createTypeChecker(host: TypeCheckerHost): TypeChecker {
         return !!(getCheckFlags(symbol) & CheckFlags.Mapped && !(symbol as MappedSymbol).links.type && findResolutionCycleStartIndex(symbol, TypeSystemPropertyName.Type) >= 0);
     }
 
-    function getTypeOfPropertyOfContextualType(type: Type, name: __String, nameType?: Type) {
+    function getTypeOfPropertyOfContextualType(type: Type, name: __String, nameType?: Type): Type | undefined {
         return mapType(type, t => {
             if (isGenericMappedType(t) && !t.declaration.nameType) {
                 const constraint = getConstraintTypeFromMappedType(t);
@@ -29189,6 +29189,15 @@ export function createTypeChecker(host: TypeCheckerHost): TypeChecker {
                     return isCircularMappedProperty(prop) ? undefined : getTypeOfSymbol(prop);
                 }
                 if (isTupleType(t) && isNumericLiteralName(name) && +name >= 0) {
+                    if (t.target.hasRestElement) {
+                        const restElement = getTypeArguments(t)[t.target.fixedLength];
+                        if (restElement !== type) {
+                            const propType = getTypeOfPropertyOfContextualType(restElement, name);
+                            if (propType) {
+                                return propType;
+                            }
+                        }
+                    }
                     const restType = getElementTypeOfSliceOfTupleType(t, t.target.fixedLength, /*endSkipCount*/ 0, /*writing*/ false, /*noReductions*/ true);
                     if (restType) {
                         return restType;
diff --git a/tests/baselines/reference/contextuallyTypedElementsOfGenericZippingTuples.errors.txt b/tests/baselines/reference/contextuallyTypedElementsOfGenericZippingTuples.errors.txt
new file mode 100644
index 0000000000000..4c727f87265e2
--- /dev/null
+++ b/tests/baselines/reference/contextuallyTypedElementsOfGenericZippingTuples.errors.txt
@@ -0,0 +1,55 @@
+contextuallyTypedElementsOfGenericZippingTuples.ts(30,15): error TS2322: Type 'string | number' is not assignable to type 'string'.
+  Type 'number' is not assignable to type 'string'.
+contextuallyTypedElementsOfGenericZippingTuples.ts(36,15): error TS2322: Type 'string | number' is not assignable to type 'number'.
+  Type 'string' is not assignable to type 'number'.
+
+
+==== contextuallyTypedElementsOfGenericZippingTuples.ts (2 errors) ====
+    declare function test<T extends unknown[], T2 extends unknown[]>(
+      a: [
+        ...{
+          [K in keyof T]: {
+            produce: (seed: string) => T[K];
+          };
+        }
+      ],
+      b: [
+        ...{
+          [K in keyof T2]: {
+            consume: (arg: T[K & keyof T]) => T2[K];
+          };
+        }
+      ]
+    ): void;
+    
+    test(
+      [
+        {
+          produce: () => "",
+        },
+        {
+          produce: () => 42,
+        },
+      ],
+      [
+        {
+          consume: (arg) => {
+            const received: string = arg;
+                  ~~~~~~~~
+!!! error TS2322: Type 'string | number' is not assignable to type 'string'.
+!!! error TS2322:   Type 'number' is not assignable to type 'string'.
+            return received;
+          },
+        },
+        {
+          consume: (arg) => {
+            const received: number = arg;
+                  ~~~~~~~~
+!!! error TS2322: Type 'string | number' is not assignable to type 'number'.
+!!! error TS2322:   Type 'string' is not assignable to type 'number'.
+            return received;
+          },
+        },
+      ]
+    );
+    
\ No newline at end of file
diff --git a/tests/baselines/reference/contextuallyTypedElementsOfGenericZippingTuples.symbols b/tests/baselines/reference/contextuallyTypedElementsOfGenericZippingTuples.symbols
new file mode 100644
index 0000000000000..a19580768d745
--- /dev/null
+++ b/tests/baselines/reference/contextuallyTypedElementsOfGenericZippingTuples.symbols
@@ -0,0 +1,94 @@
+//// [tests/cases/compiler/contextuallyTypedElementsOfGenericZippingTuples.ts] ////
+
+=== contextuallyTypedElementsOfGenericZippingTuples.ts ===
+declare function test<T extends unknown[], T2 extends unknown[]>(
+>test : Symbol(test, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 0, 0))
+>T : Symbol(T, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 0, 22))
+>T2 : Symbol(T2, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 0, 42))
+
+  a: [
+>a : Symbol(a, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 0, 65))
+
+    ...{
+      [K in keyof T]: {
+>K : Symbol(K, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 3, 7))
+>T : Symbol(T, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 0, 22))
+
+        produce: (seed: string) => T[K];
+>produce : Symbol(produce, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 3, 23))
+>seed : Symbol(seed, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 4, 18))
+>T : Symbol(T, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 0, 22))
+>K : Symbol(K, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 3, 7))
+
+      };
+    }
+  ],
+  b: [
+>b : Symbol(b, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 7, 4))
+
+    ...{
+      [K in keyof T2]: {
+>K : Symbol(K, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 10, 7))
+>T2 : Symbol(T2, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 0, 42))
+
+        consume: (arg: T[K & keyof T]) => T2[K];
+>consume : Symbol(consume, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 10, 24))
+>arg : Symbol(arg, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 11, 18))
+>T : Symbol(T, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 0, 22))
+>K : Symbol(K, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 10, 7))
+>T : Symbol(T, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 0, 22))
+>T2 : Symbol(T2, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 0, 42))
+>K : Symbol(K, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 10, 7))
+
+      };
+    }
+  ]
+): void;
+
+test(
+>test : Symbol(test, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 0, 0))
+
+  [
+    {
+      produce: () => "",
+>produce : Symbol(produce, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 19, 5))
+
+    },
+    {
+      produce: () => 42,
+>produce : Symbol(produce, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 22, 5))
+
+    },
+  ],
+  [
+    {
+      consume: (arg) => {
+>consume : Symbol(consume, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 27, 5))
+>arg : Symbol(arg, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 28, 16))
+
+        const received: string = arg;
+>received : Symbol(received, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 29, 13))
+>arg : Symbol(arg, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 28, 16))
+
+        return received;
+>received : Symbol(received, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 29, 13))
+
+      },
+    },
+    {
+      consume: (arg) => {
+>consume : Symbol(consume, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 33, 5))
+>arg : Symbol(arg, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 34, 16))
+
+        const received: number = arg;
+>received : Symbol(received, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 35, 13))
+>arg : Symbol(arg, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 34, 16))
+
+        return received;
+>received : Symbol(received, Decl(contextuallyTypedElementsOfGenericZippingTuples.ts, 35, 13))
+
+      },
+    },
+  ]
+);
+
diff --git a/tests/baselines/reference/contextuallyTypedElementsOfGenericZippingTuples.types b/tests/baselines/reference/contextuallyTypedElementsOfGenericZippingTuples.types
new file mode 100644
index 0000000000000..bede741ad2c41
--- /dev/null
+++ b/tests/baselines/reference/contextuallyTypedElementsOfGenericZippingTuples.types
@@ -0,0 +1,96 @@
+//// [tests/cases/compiler/contextuallyTypedElementsOfGenericZippingTuples.ts] ////
+
+=== contextuallyTypedElementsOfGenericZippingTuples.ts ===
+declare function test<T extends unknown[], T2 extends unknown[]>(
+>test : <T extends unknown[], T2 extends unknown[]>(a: [...{ [K in keyof T]: { produce: (seed: string) => T[K]; }; }], b: [...{ [K in keyof T2]: { consume: (arg: T[K & keyof T]) => T2[K]; }; }]) => void
+
+  a: [
+>a : [...{ [K in keyof T]: { produce: (seed: string) => T[K]; }; }]
+
+    ...{
+      [K in keyof T]: {
+        produce: (seed: string) => T[K];
+>produce : (seed: string) => T[K]
+>seed : string
+
+      };
+    }
+  ],
+  b: [
+>b : [...{ [K in keyof T2]: { consume: (arg: T[K & keyof T]) => T2[K]; }; }]
+
+    ...{
+      [K in keyof T2]: {
+        consume: (arg: T[K & keyof T]) => T2[K];
+>consume : (arg: T[K & keyof T]) => T2[K]
+>arg : T[K & keyof T]
+
+      };
+    }
+  ]
+): void;
+
+test(
+>test(  [    {      produce: () => "",    },    {      produce: () => 42,    },  ],  [    {      consume: (arg) => {        const received: string = arg;        return received;      },    },    {      consume: (arg) => {        const received: number = arg;        return received;      },    },  ]) : void
+>test : <T extends unknown[], T2 extends unknown[]>(a: [...{ [K in keyof T]: { produce: (seed: string) => T[K]; }; }], b: [...{ [K in keyof T2]: { consume: (arg: T[K & keyof T]) => T2[K]; }; }]) => void
+
+  [
+>[    {      produce: () => "",    },    {      produce: () => 42,    },  ] : [{ produce: () => string; }, { produce: () => number; }]
+    {
+>{      produce: () => "",    } : { produce: () => string; }
+
+      produce: () => "",
+>produce : () => string
+>() => "" : () => string
+>"" : ""
+
+    },
+    {
+>{      produce: () => 42,    } : { produce: () => number; }
+
+      produce: () => 42,
+>produce : () => number
+>() => 42 : () => number
+>42 : 42
+
+    },
+  ],
+  [
+>[    {      consume: (arg) => {        const received: string = arg;        return received;      },    },    {      consume: (arg) => {        const received: number = arg;        return received;      },    },  ] : [{ consume: (arg: string | number) => string; }, { consume: (arg: string | number) => number; }]
+    {
+>{      consume: (arg) => {        const received: string = arg;        return received;      },    } : { consume: (arg: string | number) => string; }
+
+      consume: (arg) => {
+>consume : (arg: string | number) => string
+>(arg) => {        const received: string = arg;        return received;      } : (arg: string | number) => string
+>arg : string | number
+
+        const received: string = arg;
+>received : string
+>arg : string | number
+
+        return received;
+>received : string
+
+      },
+    },
+    {
+>{      consume: (arg) => {        const received: number = arg;        return received;      },    } : { consume: (arg: string | number) => number; }
+
+      consume: (arg) => {
+>consume : (arg: string | number) => number
+>(arg) => {        const received: number = arg;        return received;      } : (arg: string | number) => number
+>arg : string | number
+
+        const received: number = arg;
+>received : number
+>arg : string | number
+
+        return received;
+>received : number
+
+      },
+    },
+  ]
+);
+
diff --git a/tests/cases/compiler/contextuallyTypedElementsOfGenericZippingTuples.ts b/tests/cases/compiler/contextuallyTypedElementsOfGenericZippingTuples.ts
new file mode 100644
index 0000000000000..a011321a263cc
--- /dev/null
+++ b/tests/cases/compiler/contextuallyTypedElementsOfGenericZippingTuples.ts
@@ -0,0 +1,44 @@
+// @strict: true
+// @noEmit: true
+
+declare function test<T extends unknown[], T2 extends unknown[]>(
+  a: [
+    ...{
+      [K in keyof T]: {
+        produce: (seed: string) => T[K];
+      };
+    }
+  ],
+  b: [
+    ...{
+      [K in keyof T2]: {
+        consume: (arg: T[K & keyof T]) => T2[K];
+      };
+    }
+  ]
+): void;
+
+test(
+  [
+    {
+      produce: () => "",
+    },
+    {
+      produce: () => 42,
+    },
+  ],
+  [
+    {
+      consume: (arg) => {
+        const received: string = arg;
+        return received;
+      },
+    },
+    {
+      consume: (arg) => {
+        const received: number = arg;
+        return received;
+      },
+    },
+  ]
+);