diff --git a/gclient.py b/gclient.py
index c2f4040e5..626ba80e0 100755
--- a/gclient.py
+++ b/gclient.py
@@ -1997,7 +1997,7 @@ def _DepsToLines(deps):
     return []
   s = ['deps = {']
   for name, dep in sorted(deps.iteritems()):
-    condition_part = (['    "condition": "%s",' % dep.condition]
+    condition_part = (['    "condition": %r,' % dep.condition]
                       if dep.condition else [])
     s.extend([
         '  # %s' % dep.hierarchy(include_url=False),
@@ -2019,7 +2019,7 @@ def _DepsOsToLines(deps_os):
   for dep_os, os_deps in sorted(deps_os.iteritems()):
     s.append('  "%s": {' % dep_os)
     for name, dep in sorted(os_deps.iteritems()):
-      condition_part = (['      "condition": "%s",' % dep.condition]
+      condition_part = (['      "condition": %r,' % dep.condition]
                         if dep.condition else [])
       s.extend([
           '    # %s' % dep.hierarchy(include_url=False),
@@ -2049,7 +2049,7 @@ def _HooksToLines(name, hooks):
     if hook.pattern is not None:
       s.append('    "pattern": "%s",' % hook.pattern)
     if hook.condition is not None:
-      s.append('    "condition": "%s",' % hook.condition)
+      s.append('    "condition": %r,' % hook.condition)
     s.extend(
         # Hooks run in the parent directory of their dep.
         ['    "cwd": "%s",' % os.path.normpath(os.path.dirname(dep.name))] +
@@ -2078,7 +2078,7 @@ def _HooksOsToLines(hooks_os):
       if hook.pattern is not None:
         s.append('      "pattern": "%s",' % hook.pattern)
       if hook.condition is not None:
-        s.append('    "condition": "%s",' % hook.condition)
+        s.append('    "condition": %r,' % hook.condition)
       s.extend(
           # Hooks run in the parent directory of their dep.
           ['      "cwd": "%s",' % os.path.normpath(os.path.dirname(dep.name))] +
diff --git a/tests/gclient_smoketest.py b/tests/gclient_smoketest.py
index 03065b8e5..b3405733a 100755
--- a/tests/gclient_smoketest.py
+++ b/tests/gclient_smoketest.py
@@ -662,13 +662,13 @@ class GClientSmokeGIT(GClientSmokeBase):
         '  "src/repo2": {',
         '    "url": "{git_base}repo_2@%s",' % (
                  self.githash('repo_2', 1)[:7]),
-        '    "condition": "True",',
+        '    "condition": \'True\',',
         '  },',
         '',
         '  # src -> src/repo4',
         '  "src/repo4": {',
         '    "url": "/repo_4",',
-        '    "condition": "False",',
+        '    "condition": \'False\',',
         '  },',
         '',
         '  # src -> src/repo8',
@@ -719,7 +719,7 @@ class GClientSmokeGIT(GClientSmokeBase):
         '  # src',
         '  {',
         '    "pattern": ".",',
-        '    "condition": "True",',
+        '    "condition": \'True\',',
         '    "cwd": ".",',
         '    "action": [',
         '        "python",',
@@ -837,13 +837,13 @@ class GClientSmokeGIT(GClientSmokeBase):
         '  "src/repo2": {',
         '    "url": "{git_base}repo_2@%s",' % (
                  self.githash('repo_2', 1)),
-        '    "condition": "True",',
+        '    "condition": \'True\',',
         '  },',
         '',
         '  # src -> src/repo4',
         '  "src/repo4": {',
         '    "url": "/repo_4@%s",' % (self.githash('repo_4', 2)),
-        '    "condition": "False",',
+        '    "condition": \'False\',',
         '  },',
         '',
         '  # src -> src/repo8',
@@ -894,7 +894,7 @@ class GClientSmokeGIT(GClientSmokeBase):
         '  # src',
         '  {',
         '    "pattern": ".",',
-        '    "condition": "True",',
+        '    "condition": \'True\',',
         '    "cwd": ".",',
         '    "action": [',
         '        "python",',