diff --git a/src/compiler/checker.ts b/src/compiler/checker.ts
index 4ddec362457b4..d96adbcdb582b 100644
--- a/src/compiler/checker.ts
+++ b/src/compiler/checker.ts
@@ -23235,7 +23235,8 @@ namespace ts {
         function checkSpreadPropOverrides(type: Type, props: SymbolTable, spread: SpreadAssignment | JsxSpreadAttribute) {
             for (const right of getPropertiesOfType(type)) {
                 const left = props.get(right.escapedName);
-                if (left && !maybeTypeOfKind(getTypeOfSymbol(right), TypeFlags.Nullable)) {
+                const rightType = getTypeOfSymbol(right);
+                if (left && !maybeTypeOfKind(rightType, TypeFlags.Nullable) && !(maybeTypeOfKind(rightType, TypeFlags.Any) && right.flags & SymbolFlags.Optional)) {
                     const diagnostic = error(left.valueDeclaration, Diagnostics._0_is_specified_more_than_once_so_this_usage_will_be_overwritten, unescapeLeadingUnderscores(left.escapedName));
                     addRelatedInfo(diagnostic, createDiagnosticForNode(spread, Diagnostics.This_spread_always_overwrites_this_property));
                 }
diff --git a/tests/baselines/reference/spreadOverwritesPropertyStrict.errors.txt b/tests/baselines/reference/spreadOverwritesPropertyStrict.errors.txt
index b671a9ca73d08..354e7d667a5ee 100644
--- a/tests/baselines/reference/spreadOverwritesPropertyStrict.errors.txt
+++ b/tests/baselines/reference/spreadOverwritesPropertyStrict.errors.txt
@@ -1,9 +1,10 @@
 tests/cases/conformance/types/spread/spreadOverwritesPropertyStrict.ts(3,17): error TS2783: 'b' is specified more than once, so this usage will be overwritten.
 tests/cases/conformance/types/spread/spreadOverwritesPropertyStrict.ts(15,14): error TS2783: 'x' is specified more than once, so this usage will be overwritten.
 tests/cases/conformance/types/spread/spreadOverwritesPropertyStrict.ts(24,14): error TS2783: 'command' is specified more than once, so this usage will be overwritten.
+tests/cases/conformance/types/spread/spreadOverwritesPropertyStrict.ts(28,14): error TS2783: 'a' is specified more than once, so this usage will be overwritten.
 
 
-==== tests/cases/conformance/types/spread/spreadOverwritesPropertyStrict.ts (3 errors) ====
+==== tests/cases/conformance/types/spread/spreadOverwritesPropertyStrict.ts (4 errors) ====
     declare var ab: { a: number, b: number };
     declare var abq: { a: number, b?: number };
     var unused1 = { b: 1, ...ab } // error
@@ -38,4 +39,15 @@ tests/cases/conformance/types/spread/spreadOverwritesPropertyStrict.ts(24,14): e
 !!! error TS2783: 'command' is specified more than once, so this usage will be overwritten.
 !!! related TS2785 tests/cases/conformance/types/spread/spreadOverwritesPropertyStrict.ts:24:67: This spread always overwrites this property.
     }
+    
+    function l(anyrequired: { a: any }) {
+        return { a: 'zzz', ...anyrequired } // error
+                 ~~~~~~~~
+!!! error TS2783: 'a' is specified more than once, so this usage will be overwritten.
+!!! related TS2785 tests/cases/conformance/types/spread/spreadOverwritesPropertyStrict.ts:28:24: This spread always overwrites this property.
+    }
+    function m(anyoptional: { a?: any }) {
+        return { a: 'zzz', ...anyoptional } // ok
+    }
+    
     
\ No newline at end of file
diff --git a/tests/baselines/reference/spreadOverwritesPropertyStrict.js b/tests/baselines/reference/spreadOverwritesPropertyStrict.js
index 6ca70a1963fa0..692a48536d5b7 100644
--- a/tests/baselines/reference/spreadOverwritesPropertyStrict.js
+++ b/tests/baselines/reference/spreadOverwritesPropertyStrict.js
@@ -24,6 +24,14 @@ function j() {
 function k(t: { command: string, ok: string }) {
     return { command: "hi", ...{ spoiler: true }, spoiler2: true, ...t } // error
 }
+
+function l(anyrequired: { a: any }) {
+    return { a: 'zzz', ...anyrequired } // error
+}
+function m(anyoptional: { a?: any }) {
+    return { a: 'zzz', ...anyoptional } // ok
+}
+
 
 
 //// [spreadOverwritesPropertyStrict.js]
@@ -62,3 +70,9 @@ function j() {
 function k(t) {
     return __assign(__assign(__assign({ command: "hi" }, { spoiler: true }), { spoiler2: true }), t); // error
 }
+function l(anyrequired) {
+    return __assign({ a: 'zzz' }, anyrequired); // error
+}
+function m(anyoptional) {
+    return __assign({ a: 'zzz' }, anyoptional); // ok
+}
diff --git a/tests/baselines/reference/spreadOverwritesPropertyStrict.symbols b/tests/baselines/reference/spreadOverwritesPropertyStrict.symbols
index f9ff36c6598bd..0a5359c7f228b 100644
--- a/tests/baselines/reference/spreadOverwritesPropertyStrict.symbols
+++ b/tests/baselines/reference/spreadOverwritesPropertyStrict.symbols
@@ -94,3 +94,23 @@ function k(t: { command: string, ok: string }) {
 >t : Symbol(t, Decl(spreadOverwritesPropertyStrict.ts, 22, 11))
 }
 
+function l(anyrequired: { a: any }) {
+>l : Symbol(l, Decl(spreadOverwritesPropertyStrict.ts, 24, 1))
+>anyrequired : Symbol(anyrequired, Decl(spreadOverwritesPropertyStrict.ts, 26, 11))
+>a : Symbol(a, Decl(spreadOverwritesPropertyStrict.ts, 26, 25))
+
+    return { a: 'zzz', ...anyrequired } // error
+>a : Symbol(a, Decl(spreadOverwritesPropertyStrict.ts, 27, 12))
+>anyrequired : Symbol(anyrequired, Decl(spreadOverwritesPropertyStrict.ts, 26, 11))
+}
+function m(anyoptional: { a?: any }) {
+>m : Symbol(m, Decl(spreadOverwritesPropertyStrict.ts, 28, 1))
+>anyoptional : Symbol(anyoptional, Decl(spreadOverwritesPropertyStrict.ts, 29, 11))
+>a : Symbol(a, Decl(spreadOverwritesPropertyStrict.ts, 29, 25))
+
+    return { a: 'zzz', ...anyoptional } // ok
+>a : Symbol(a, Decl(spreadOverwritesPropertyStrict.ts, 30, 12))
+>anyoptional : Symbol(anyoptional, Decl(spreadOverwritesPropertyStrict.ts, 29, 11))
+}
+
+
diff --git a/tests/baselines/reference/spreadOverwritesPropertyStrict.types b/tests/baselines/reference/spreadOverwritesPropertyStrict.types
index 72be86e2c6dd7..cf4e022eb35b5 100644
--- a/tests/baselines/reference/spreadOverwritesPropertyStrict.types
+++ b/tests/baselines/reference/spreadOverwritesPropertyStrict.types
@@ -124,3 +124,27 @@ function k(t: { command: string, ok: string }) {
 >t : { command: string; ok: string; }
 }
 
+function l(anyrequired: { a: any }) {
+>l : (anyrequired: {    a: any;}) => { a: any; }
+>anyrequired : { a: any; }
+>a : any
+
+    return { a: 'zzz', ...anyrequired } // error
+>{ a: 'zzz', ...anyrequired } : { a: any; }
+>a : string
+>'zzz' : "zzz"
+>anyrequired : { a: any; }
+}
+function m(anyoptional: { a?: any }) {
+>m : (anyoptional: {    a?: any;}) => { a: any; }
+>anyoptional : { a?: any; }
+>a : any
+
+    return { a: 'zzz', ...anyoptional } // ok
+>{ a: 'zzz', ...anyoptional } : { a: any; }
+>a : string
+>'zzz' : "zzz"
+>anyoptional : { a?: any; }
+}
+
+
diff --git a/tests/cases/conformance/types/spread/spreadOverwritesPropertyStrict.ts b/tests/cases/conformance/types/spread/spreadOverwritesPropertyStrict.ts
index 2f90accf42142..80603e9daa0b5 100644
--- a/tests/cases/conformance/types/spread/spreadOverwritesPropertyStrict.ts
+++ b/tests/cases/conformance/types/spread/spreadOverwritesPropertyStrict.ts
@@ -24,3 +24,11 @@ function j() {
 function k(t: { command: string, ok: string }) {
     return { command: "hi", ...{ spoiler: true }, spoiler2: true, ...t } // error
 }
+
+function l(anyrequired: { a: any }) {
+    return { a: 'zzz', ...anyrequired } // error
+}
+function m(anyoptional: { a?: any }) {
+    return { a: 'zzz', ...anyoptional } // ok
+}
+