diff --git a/stdlib/_ctypes.pyi b/stdlib/_ctypes.pyi
index 25d604218a00..4aff50e79d23 100644
--- a/stdlib/_ctypes.pyi
+++ b/stdlib/_ctypes.pyi
@@ -122,15 +122,23 @@ class CFuncPtr(_PointerLike, _CData):
 
     def __call__(self, *args: Any, **kwargs: Any) -> Any: ...
 
-class _CField:
+_GetT = TypeVar("_GetT")
+_SetT = TypeVar("_SetT")
+
+class _CField(Generic[_CT, _GetT, _SetT]):
     offset: int
     size: int
+    @overload
+    def __get__(self, __instance: None, __owner: type[Any] | None) -> Self: ...
+    @overload
+    def __get__(self, __instance: Any, __owner: type[Any] | None) -> _GetT: ...
+    def __set__(self, __instance: Any, __value: _SetT) -> None: ...
 
 class _StructUnionMeta(_CDataMeta):
     _fields_: Sequence[tuple[str, type[_CData]] | tuple[str, type[_CData], int]]
     _pack_: int
     _anonymous_: Sequence[str]
-    def __getattr__(self, name: str) -> _CField: ...
+    def __getattr__(self, name: str) -> _CField[Any, Any, Any]: ...
 
 class _StructUnionBase(_CData, metaclass=_StructUnionMeta):
     def __init__(self, *args: Any, **kw: Any) -> None: ...
diff --git a/stdlib/ctypes/wintypes.pyi b/stdlib/ctypes/wintypes.pyi
index 3bd27934750a..59c7ae3e599f 100644
--- a/stdlib/ctypes/wintypes.pyi
+++ b/stdlib/ctypes/wintypes.pyi
@@ -1,6 +1,7 @@
 from ctypes import (
     Array,
     Structure,
+    _CField,
     _Pointer,
     _SimpleCData,
     c_byte,
@@ -20,6 +21,7 @@ from ctypes import (
     c_wchar,
     c_wchar_p,
 )
+from typing import TypeVar
 from typing_extensions import TypeAlias
 
 BYTE = c_byte
@@ -101,39 +103,42 @@ HWND = HANDLE
 SC_HANDLE = HANDLE
 SERVICE_STATUS_HANDLE = HANDLE
 
+_CIntLikeT = TypeVar("_CIntLikeT", bound=_SimpleCData[int])
+_CIntLikeField: TypeAlias = _CField[_CIntLikeT, int, _CIntLikeT | int]
+
 class RECT(Structure):
-    left: LONG
-    top: LONG
-    right: LONG
-    bottom: LONG
+    left: _CIntLikeField[LONG]
+    top: _CIntLikeField[LONG]
+    right: _CIntLikeField[LONG]
+    bottom: _CIntLikeField[LONG]
 
 RECTL = RECT
 _RECTL = RECT
 tagRECT = RECT
 
 class _SMALL_RECT(Structure):
-    Left: SHORT
-    Top: SHORT
-    Right: SHORT
-    Bottom: SHORT
+    Left: _CIntLikeField[SHORT]
+    Top: _CIntLikeField[SHORT]
+    Right: _CIntLikeField[SHORT]
+    Bottom: _CIntLikeField[SHORT]
 
 SMALL_RECT = _SMALL_RECT
 
 class _COORD(Structure):
-    X: SHORT
-    Y: SHORT
+    X: _CIntLikeField[SHORT]
+    Y: _CIntLikeField[SHORT]
 
 class POINT(Structure):
-    x: LONG
-    y: LONG
+    x: _CIntLikeField[LONG]
+    y: _CIntLikeField[LONG]
 
 POINTL = POINT
 _POINTL = POINT
 tagPOINT = POINT
 
 class SIZE(Structure):
-    cx: LONG
-    cy: LONG
+    cx: _CIntLikeField[LONG]
+    cy: _CIntLikeField[LONG]
 
 SIZEL = SIZE
 tagSIZE = SIZE
@@ -141,45 +146,45 @@ tagSIZE = SIZE
 def RGB(red: int, green: int, blue: int) -> int: ...
 
 class FILETIME(Structure):
-    dwLowDateTime: DWORD
-    dwHighDateTime: DWORD
+    dwLowDateTime: _CIntLikeField[DWORD]
+    dwHighDateTime: _CIntLikeField[DWORD]
 
 _FILETIME = FILETIME
 
 class MSG(Structure):
-    hWnd: HWND
-    message: UINT
-    wParam: WPARAM
-    lParam: LPARAM
-    time: DWORD
-    pt: POINT
+    hWnd: _CField[HWND, int | None, HWND | int | None]
+    message: _CIntLikeField[UINT]
+    wParam: _CIntLikeField[WPARAM]
+    lParam: _CIntLikeField[LPARAM]
+    time: _CIntLikeField[DWORD]
+    pt: _CField[POINT, POINT, POINT]
 
 tagMSG = MSG
 MAX_PATH: int
 
 class WIN32_FIND_DATAA(Structure):
-    dwFileAttributes: DWORD
-    ftCreationTime: FILETIME
-    ftLastAccessTime: FILETIME
-    ftLastWriteTime: FILETIME
-    nFileSizeHigh: DWORD
-    nFileSizeLow: DWORD
-    dwReserved0: DWORD
-    dwReserved1: DWORD
-    cFileName: Array[CHAR]
-    cAlternateFileName: Array[CHAR]
+    dwFileAttributes: _CIntLikeField[DWORD]
+    ftCreationTime: _CField[FILETIME, FILETIME, FILETIME]
+    ftLastAccessTime: _CField[FILETIME, FILETIME, FILETIME]
+    ftLastWriteTime: _CField[FILETIME, FILETIME, FILETIME]
+    nFileSizeHigh: _CIntLikeField[DWORD]
+    nFileSizeLow: _CIntLikeField[DWORD]
+    dwReserved0: _CIntLikeField[DWORD]
+    dwReserved1: _CIntLikeField[DWORD]
+    cFileName: _CField[Array[CHAR], bytes, bytes]
+    cAlternateFileName: _CField[Array[CHAR], bytes, bytes]
 
 class WIN32_FIND_DATAW(Structure):
-    dwFileAttributes: DWORD
-    ftCreationTime: FILETIME
-    ftLastAccessTime: FILETIME
-    ftLastWriteTime: FILETIME
-    nFileSizeHigh: DWORD
-    nFileSizeLow: DWORD
-    dwReserved0: DWORD
-    dwReserved1: DWORD
-    cFileName: Array[WCHAR]
-    cAlternateFileName: Array[WCHAR]
+    dwFileAttributes: _CIntLikeField[DWORD]
+    ftCreationTime: _CField[FILETIME, FILETIME, FILETIME]
+    ftLastAccessTime: _CField[FILETIME, FILETIME, FILETIME]
+    ftLastWriteTime: _CField[FILETIME, FILETIME, FILETIME]
+    nFileSizeHigh: _CIntLikeField[DWORD]
+    nFileSizeLow: _CIntLikeField[DWORD]
+    dwReserved0: _CIntLikeField[DWORD]
+    dwReserved1: _CIntLikeField[DWORD]
+    cFileName: _CField[Array[WCHAR], str, str]
+    cAlternateFileName: _CField[Array[WCHAR], str, str]
 
 # These pointer type definitions use _Pointer[...] instead of POINTER(...), to allow them
 # to be used in type annotations.
diff --git a/stubs/pyserial/serial/tools/list_ports_windows.pyi b/stubs/pyserial/serial/tools/list_ports_windows.pyi
index d1b6cfdadb03..9b00f7102256 100644
--- a/stubs/pyserial/serial/tools/list_ports_windows.pyi
+++ b/stubs/pyserial/serial/tools/list_ports_windows.pyi
@@ -1,5 +1,6 @@
 import ctypes
 import sys
+from _typeshed import Incomplete
 from collections.abc import Generator
 from ctypes.wintypes import DWORD
 
@@ -24,16 +25,16 @@ if sys.platform == "win32":
     REGSAM = ACCESS_MASK
 
     class GUID(ctypes.Structure):
-        Data1: ctypes._CField
-        Data2: ctypes._CField
-        Data3: ctypes._CField
-        Data4: ctypes._CField
+        Data1: ctypes._CField[Incomplete, Incomplete, Incomplete]
+        Data2: ctypes._CField[Incomplete, Incomplete, Incomplete]
+        Data3: ctypes._CField[Incomplete, Incomplete, Incomplete]
+        Data4: ctypes._CField[Incomplete, Incomplete, Incomplete]
 
     class SP_DEVINFO_DATA(ctypes.Structure):
-        cbSize: ctypes._CField
-        ClassGuid: ctypes._CField
-        DevInst: ctypes._CField
-        Reserved: ctypes._CField
+        cbSize: ctypes._CField[Incomplete, Incomplete, Incomplete]
+        ClassGuid: ctypes._CField[Incomplete, Incomplete, Incomplete]
+        DevInst: ctypes._CField[Incomplete, Incomplete, Incomplete]
+        Reserved: ctypes._CField[Incomplete, Incomplete, Incomplete]
     PSP_DEVINFO_DATA: type[ctypes._Pointer[SP_DEVINFO_DATA]]
     PSP_DEVICE_INTERFACE_DETAIL_DATA = ctypes.c_void_p
     setupapi: ctypes.WinDLL
diff --git a/stubs/pyserial/serial/win32.pyi b/stubs/pyserial/serial/win32.pyi
index fdcc3081e21c..d9d19b73c44e 100644
--- a/stubs/pyserial/serial/win32.pyi
+++ b/stubs/pyserial/serial/win32.pyi
@@ -1,4 +1,5 @@
 import sys
+from _typeshed import Incomplete
 from ctypes import Structure, Union, _CField, _NamedFuncPointer, _Pointer, c_int64, c_ulong, c_void_p
 from ctypes.wintypes import DWORD
 from typing_extensions import TypeAlias
@@ -9,9 +10,9 @@ if sys.platform == "win32":
     ULONG_PTR: type[c_int64 | c_ulong]
 
     class _SECURITY_ATTRIBUTES(Structure):
-        nLength: _CField
-        lpSecurityDescriptor: _CField
-        bInheritHandle: _CField
+        nLength: _CField[Incomplete, Incomplete, Incomplete]
+        lpSecurityDescriptor: _CField[Incomplete, Incomplete, Incomplete]
+        bInheritHandle: _CField[Incomplete, Incomplete, Incomplete]
     LPSECURITY_ATTRIBUTES: type[_Pointer[_SECURITY_ATTRIBUTES]]
     CreateEvent: _NamedFuncPointer
     CreateFile: _NamedFuncPointer
@@ -21,64 +22,64 @@ if sys.platform == "win32":
     CreateFileW: _NamedFuncPointer
 
     class _OVERLAPPED(Structure):
-        Internal: _CField
-        InternalHigh: _CField
-        Offset: _CField
-        OffsetHigh: _CField
-        Pointer: _CField
-        hEvent: _CField
+        Internal: _CField[Incomplete, Incomplete, Incomplete]
+        InternalHigh: _CField[Incomplete, Incomplete, Incomplete]
+        Offset: _CField[Incomplete, Incomplete, Incomplete]
+        OffsetHigh: _CField[Incomplete, Incomplete, Incomplete]
+        Pointer: _CField[Incomplete, Incomplete, Incomplete]
+        hEvent: _CField[Incomplete, Incomplete, Incomplete]
     OVERLAPPED: TypeAlias = _OVERLAPPED
 
     class _COMSTAT(Structure):
-        fCtsHold: _CField
-        fDsrHold: _CField
-        fRlsdHold: _CField
-        fXoffHold: _CField
-        fXoffSent: _CField
-        fEof: _CField
-        fTxim: _CField
-        fReserved: _CField
-        cbInQue: _CField
-        cbOutQue: _CField
+        fCtsHold: _CField[Incomplete, Incomplete, Incomplete]
+        fDsrHold: _CField[Incomplete, Incomplete, Incomplete]
+        fRlsdHold: _CField[Incomplete, Incomplete, Incomplete]
+        fXoffHold: _CField[Incomplete, Incomplete, Incomplete]
+        fXoffSent: _CField[Incomplete, Incomplete, Incomplete]
+        fEof: _CField[Incomplete, Incomplete, Incomplete]
+        fTxim: _CField[Incomplete, Incomplete, Incomplete]
+        fReserved: _CField[Incomplete, Incomplete, Incomplete]
+        cbInQue: _CField[Incomplete, Incomplete, Incomplete]
+        cbOutQue: _CField[Incomplete, Incomplete, Incomplete]
     COMSTAT: TypeAlias = _COMSTAT
 
     class _DCB(Structure):
-        DCBlength: _CField
-        BaudRate: _CField
-        fBinary: _CField
-        fParity: _CField
-        fOutxCtsFlow: _CField
-        fOutxDsrFlow: _CField
-        fDtrControl: _CField
-        fDsrSensitivity: _CField
-        fTXContinueOnXoff: _CField
-        fOutX: _CField
-        fInX: _CField
-        fErrorChar: _CField
-        fNull: _CField
-        fRtsControl: _CField
-        fAbortOnError: _CField
-        fDummy2: _CField
-        wReserved: _CField
-        XonLim: _CField
-        XoffLim: _CField
-        ByteSize: _CField
-        Parity: _CField
-        StopBits: _CField
-        XonChar: _CField
-        XoffChar: _CField
-        ErrorChar: _CField
-        EofChar: _CField
-        EvtChar: _CField
-        wReserved1: _CField
+        DCBlength: _CField[Incomplete, Incomplete, Incomplete]
+        BaudRate: _CField[Incomplete, Incomplete, Incomplete]
+        fBinary: _CField[Incomplete, Incomplete, Incomplete]
+        fParity: _CField[Incomplete, Incomplete, Incomplete]
+        fOutxCtsFlow: _CField[Incomplete, Incomplete, Incomplete]
+        fOutxDsrFlow: _CField[Incomplete, Incomplete, Incomplete]
+        fDtrControl: _CField[Incomplete, Incomplete, Incomplete]
+        fDsrSensitivity: _CField[Incomplete, Incomplete, Incomplete]
+        fTXContinueOnXoff: _CField[Incomplete, Incomplete, Incomplete]
+        fOutX: _CField[Incomplete, Incomplete, Incomplete]
+        fInX: _CField[Incomplete, Incomplete, Incomplete]
+        fErrorChar: _CField[Incomplete, Incomplete, Incomplete]
+        fNull: _CField[Incomplete, Incomplete, Incomplete]
+        fRtsControl: _CField[Incomplete, Incomplete, Incomplete]
+        fAbortOnError: _CField[Incomplete, Incomplete, Incomplete]
+        fDummy2: _CField[Incomplete, Incomplete, Incomplete]
+        wReserved: _CField[Incomplete, Incomplete, Incomplete]
+        XonLim: _CField[Incomplete, Incomplete, Incomplete]
+        XoffLim: _CField[Incomplete, Incomplete, Incomplete]
+        ByteSize: _CField[Incomplete, Incomplete, Incomplete]
+        Parity: _CField[Incomplete, Incomplete, Incomplete]
+        StopBits: _CField[Incomplete, Incomplete, Incomplete]
+        XonChar: _CField[Incomplete, Incomplete, Incomplete]
+        XoffChar: _CField[Incomplete, Incomplete, Incomplete]
+        ErrorChar: _CField[Incomplete, Incomplete, Incomplete]
+        EofChar: _CField[Incomplete, Incomplete, Incomplete]
+        EvtChar: _CField[Incomplete, Incomplete, Incomplete]
+        wReserved1: _CField[Incomplete, Incomplete, Incomplete]
     DCB: TypeAlias = _DCB
 
     class _COMMTIMEOUTS(Structure):
-        ReadIntervalTimeout: _CField
-        ReadTotalTimeoutMultiplier: _CField
-        ReadTotalTimeoutConstant: _CField
-        WriteTotalTimeoutMultiplier: _CField
-        WriteTotalTimeoutConstant: _CField
+        ReadIntervalTimeout: _CField[Incomplete, Incomplete, Incomplete]
+        ReadTotalTimeoutMultiplier: _CField[Incomplete, Incomplete, Incomplete]
+        ReadTotalTimeoutConstant: _CField[Incomplete, Incomplete, Incomplete]
+        WriteTotalTimeoutMultiplier: _CField[Incomplete, Incomplete, Incomplete]
+        WriteTotalTimeoutConstant: _CField[Incomplete, Incomplete, Incomplete]
     COMMTIMEOUTS: TypeAlias = _COMMTIMEOUTS
 
     GetLastError: _NamedFuncPointer
@@ -151,11 +152,11 @@ if sys.platform == "win32":
     PURGE_RXCLEAR: int
 
     class N11_OVERLAPPED4DOLLAR_48E(Union):
-        Offset: _CField
-        OffsetHigh: _CField
-        Pointer: _CField
+        Offset: _CField[Incomplete, Incomplete, Incomplete]
+        OffsetHigh: _CField[Incomplete, Incomplete, Incomplete]
+        Pointer: _CField[Incomplete, Incomplete, Incomplete]
 
     class N11_OVERLAPPED4DOLLAR_484DOLLAR_49E(Structure):
-        Offset: _CField
-        OffsetHigh: _CField
+        Offset: _CField[Incomplete, Incomplete, Incomplete]
+        OffsetHigh: _CField[Incomplete, Incomplete, Incomplete]
     PVOID: TypeAlias = c_void_p