diff --git a/Misc/NEWS.d/next/Build/2025-11-28-19-49-01.gh-issue-141808.cV5K12.rst b/Misc/NEWS.d/next/Build/2025-11-28-19-49-01.gh-issue-141808.cV5K12.rst
new file mode 100644
index 00000000000000..3162c7c41418cc
--- /dev/null
+++ b/Misc/NEWS.d/next/Build/2025-11-28-19-49-01.gh-issue-141808.cV5K12.rst
@@ -0,0 +1 @@
+Do not generate the jit stencils twice in case of PGO builds on Windows.
diff --git a/PCbuild/pyproject.props b/PCbuild/pyproject.props
index cf35e705f355a7..53bfe5e3ea95cc 100644
--- a/PCbuild/pyproject.props
+++ b/PCbuild/pyproject.props
@@ -13,6 +13,7 @@
     <GeneratedFrozenModulesDir>$(Py_IntDir)\$(MajorVersionNumber)$(MinorVersionNumber)_frozen\</GeneratedFrozenModulesDir>
     <GeneratedZlibNgDir>$(Py_IntDir)\$(MajorVersionNumber)$(MinorVersionNumber)$(ArchName)_$(Configuration)\zlib-ng\</GeneratedZlibNgDir>
     <GeneratedJitStencilsDir>$(Py_IntDir)\$(MajorVersionNumber)$(MinorVersionNumber)_$(Configuration)</GeneratedJitStencilsDir>
+    <GeneratedJitStencilsDir Condition="$(Configuration) == 'PGUpdate'">$(Py_IntDir)\$(MajorVersionNumber)$(MinorVersionNumber)_PGInstrument</GeneratedJitStencilsDir>
     <TargetName Condition="'$(TargetName)' == ''">$(ProjectName)</TargetName>
     <TargetName>$(TargetName)$(PyDebugExt)</TargetName>
     <GenerateManifest>false</GenerateManifest>