diff --git a/src/Input/Keybindings.re b/src/Input/Keybindings.re
index 3c6ad6ac9d..ceda8e1995 100644
--- a/src/Input/Keybindings.re
+++ b/src/Input/Keybindings.re
@@ -9,8 +9,35 @@ module Keybinding = {
     condition: Expression.t,
   };
 
+  let parseAndExpression = (json: Yojson.Safe.t) =>
+    switch (json) {
+    | `String(expr) => Expression.Variable(expr)
+    | `List(andExpressions) =>
+      List.fold_left(
+        (acc, curr) => {
+          let result =
+            switch (curr) {
+            | `String(expr) => Expression.Variable(expr)
+            | _ => Expression.False
+            };
+          Expression.And(result, acc);
+        },
+        Expression.True,
+        andExpressions,
+      )
+    | _ => Expression.False
+    };
+
   let condition_of_yojson = (json: Yojson.Safe.t) => {
     switch (json) {
+    | `List(orExpressions) =>
+      Ok(
+        List.fold_left(
+          (acc, curr) => {Expression.Or(parseAndExpression(curr), acc)},
+          Expression.False,
+          orExpressions,
+        ),
+      )
     | `String(v) =>
       switch (When.parse(v)) {
       | Error(err) => Error(err)
diff --git a/test/Input/KeybindingsTests.re b/test/Input/KeybindingsTests.re
index 3c4b8ea0cc..14e1f85b7c 100644
--- a/test/Input/KeybindingsTests.re
+++ b/test/Input/KeybindingsTests.re
@@ -1,6 +1,7 @@
 open TestFramework;
 
 open Oni_Input.Keybindings;
+module Expression = Oni_Input.Expression;
 
 let keybindingsJSON =
   {|
@@ -27,6 +28,14 @@ bindings: [{key: "<C-V>", command: "quickOpen.show", when: "editorTextFocus"}]
 |}
   |> Yojson.Safe.from_string;
 
+let regressionTest1152 =
+  {|
+{
+bindings: [{key: "<F2>", command: "explorer.toggle", when: [["editorTextFocus"]]}]
+}
+|}
+  |> Yojson.Safe.from_string;
+
 let isOk = v =>
   switch (v) {
   | Ok(_) => true
@@ -39,6 +48,12 @@ let bindingCount = v =>
   | Error(_) => 0
   };
 
+let getFirstBinding = v =>
+  switch (v) {
+  | Ok(([firstBinding], _)) => firstBinding
+  | _ => failwith("No binding found")
+  };
+
 let errorCount = v =>
   switch (v) {
   | Ok((_, errors)) => List.length(errors)
@@ -66,5 +81,22 @@ describe("Keybindings", ({describe, _}) => {
       expect.int(bindingCount(result)).toBe(1);
       expect.int(errorCount(result)).toBe(0);
     });
+    test("regression test: #1152 (legacy expression)", ({expect}) => {
+      let result = of_yojson_with_errors(regressionTest1152);
+      expect.bool(isOk(result)).toBe(true);
+      expect.int(bindingCount(result)).toBe(1);
+      expect.int(errorCount(result)).toBe(0);
+
+      let binding = getFirstBinding(result);
+      expect.equal(
+        binding,
+        Keybinding.{
+          key: "<F2>",
+          command: "explorer.toggle",
+          condition:
+            Expression.Or(And(Variable("editorTextFocus"), True), False),
+        },
+      );
+    });
   })
 });