diff --git a/scripts/wine_env.py b/scripts/wine_env.py
new file mode 100644
index 0000000..e2600b3
--- /dev/null
+++ b/scripts/wine_env.py
@@ -0,0 +1,291 @@
+"""Portable Wine + Windows uv/Python paths for plyngent.
+
+All locations are derived from this file's path and env overrides.
+Does not mutate the host project virtualenv.
+"""
+
+from __future__ import annotations
+
+import os
+import shutil
+import subprocess
+import sys
+import tempfile
+import zipfile
+from dataclasses import dataclass
+from pathlib import Path
+from urllib.request import urlretrieve
+
+# Defaults are version tags only — not machine paths.
+DEFAULT_WIN_CPYTHON = "3.14"
+DEFAULT_WIN_UV_VERSION = "0.11.28"
+# typings/ is required for Wine basedpyright: pywinpty's shipped types are incomplete
+# (e.g. kill(sig) required) and stubPath=typings is set in pyproject.toml.
+VIEW_LINKS = ("src", "tests", "typings", "README.md", "LICENSE", "CLAUDE.md", "doc")
+VIEW_COPIES = ("pyproject.toml", "pdm.lock")
+
+
+def repo_root() -> Path:
+    """Repository root (parent of ``scripts/``)."""
+    env = os.environ.get("PLYNGENT_SRC")
+    if env:
+        return Path(env).expanduser().resolve()
+    return Path(__file__).resolve().parent.parent
+
+
+def wine_base() -> Path:
+    """Isolated work directory (never the project tree)."""
+    env = os.environ.get("PLYNGENT_WINE_BASE")
+    if env:
+        return Path(env).expanduser().resolve()
+    return Path(tempfile.gettempdir()).resolve() / "plyngent-wine"
+
+
+def to_wine_z(path: Path) -> str:
+    """Map an absolute POSIX path to Wine ``Z:\\...`` form.
+
+    On typical Linux Wine installs, ``Z:`` is the host root ``/``.
+    """
+    resolved = path.expanduser().resolve()
+    if not resolved.is_absolute():
+        msg = f"path must be absolute for Wine Z: mapping: {path}"
+        raise ValueError(msg)
+    # Z:\tmp\foo
+    return "Z:" + str(resolved).replace("/", "\\")
+
+
+def to_wine_c(prefix: Path, host_path: Path) -> str:
+    """Map a path under the Wine prefix drive_c to ``C:\\...``."""
+    resolved = host_path.expanduser().resolve()
+    drive_c = (prefix / "drive_c").resolve()
+    try:
+        rel = resolved.relative_to(drive_c)
+    except ValueError as exc:
+        msg = f"{resolved} is not under {drive_c}"
+        raise ValueError(msg) from exc
+    return "C:\\" + str(rel).replace("/", "\\")
+
+
+@dataclass(frozen=True, slots=True)
+class WineLayout:
+    """All host and Wine paths for one isolated environment."""
+
+    src: Path
+    base: Path
+    prefix: Path
+    view: Path
+    bin_dir: Path
+    uv_python: Path
+    uv_cache: Path
+    uv_tools: Path
+    pdm_bootstrap: Path
+    win_cpython_tag: str
+    win_uv_version: str
+
+    @classmethod
+    def from_env(cls) -> WineLayout:
+        src = repo_root()
+        base = wine_base()
+        prefix_env = os.environ.get("PLYNGENT_WINEPREFIX")
+        prefix = Path(prefix_env).expanduser().resolve() if prefix_env else base / "wineprefix"
+        return cls(
+            src=src,
+            base=base,
+            prefix=prefix,
+            view=base / "project-view",
+            bin_dir=base / "bin",
+            uv_python=base / "uv-python",
+            uv_cache=base / "uv-cache",
+            uv_tools=base / "uv-tools",
+            pdm_bootstrap=base / "venv-pdm",
+            win_cpython_tag=os.environ.get("WIN_CPYTHON_TAG", DEFAULT_WIN_CPYTHON),
+            win_uv_version=os.environ.get("WIN_UV_VERSION", DEFAULT_WIN_UV_VERSION),
+        )
+
+    @property
+    def win_python_host(self) -> Path:
+        return self.uv_python / self.win_cpython_tag / "python.exe"
+
+    @property
+    def win_python_z(self) -> str:
+        return to_wine_z(self.win_python_host)
+
+    @property
+    def uv_exe(self) -> Path:
+        return self.bin_dir / "uv.exe"
+
+    @property
+    def uvx_exe(self) -> Path:
+        return self.bin_dir / "uvx.exe"
+
+    @property
+    def pdm_exe(self) -> Path:
+        return self.pdm_bootstrap / "Scripts" / "pdm.exe"
+
+    @property
+    def pdm_python_z(self) -> str:
+        return to_wine_z(self.pdm_bootstrap / "Scripts" / "python.exe")
+
+    def export_env(self) -> dict[str, str]:
+        """Environment for Wine/uv subprocesses (no host VIRTUAL_ENV)."""
+        env = os.environ.copy()
+        env.pop("VIRTUAL_ENV", None)
+        env["WINEPREFIX"] = str(self.prefix)
+        env["WINEDEBUG"] = os.environ.get("PLYNGENT_WINEDEBUG", "-all")
+        env["UV_CACHE_DIR"] = to_wine_z(self.uv_cache)
+        env["UV_PYTHON_INSTALL_DIR"] = to_wine_z(self.uv_python)
+        env["UV_TOOL_DIR"] = to_wine_z(self.uv_tools)
+        env["PDM_IGNORE_SAVED_PYTHON"] = "1"
+        env["PLYNGENT_SRC"] = str(self.src)
+        env["PLYNGENT_WINE_BASE"] = str(self.base)
+        return env
+
+
+def require_cmds(*names: str) -> None:
+    missing = [n for n in names if shutil.which(n) is None]
+    if missing:
+        msg = f"missing command(s): {', '.join(missing)}"
+        raise RuntimeError(msg)
+
+
+def run(cmd: list[str], *, env: dict[str, str], cwd: Path | None = None) -> int:
+    _ = sys.stderr.write("+ " + " ".join(cmd) + "\n")
+    return subprocess.call(cmd, env=env, cwd=cwd)
+
+
+def ensure_prefix(layout: WineLayout, env: dict[str, str]) -> None:
+    for path in (layout.uv_cache, layout.uv_python, layout.uv_tools, layout.bin_dir):
+        path.mkdir(parents=True, exist_ok=True)
+    if not (layout.prefix / "drive_c").is_dir():
+        layout.prefix.mkdir(parents=True, exist_ok=True)
+        _ = run(["wineboot", "-i"], env=env)
+
+
+def ensure_windows_python(layout: WineLayout, env: dict[str, str]) -> None:
+    if layout.win_python_host.is_file():
+        return
+    print(f"Installing Windows CPython ({layout.win_cpython_tag}) ...", file=sys.stderr)
+    host_env = env.copy()
+    # Host uv installs into host paths, not Wine Z: paths.
+    host_env["UV_PYTHON_INSTALL_DIR"] = str(layout.uv_python)
+    host_env["UV_CACHE_DIR"] = str(layout.uv_cache)
+    code = run(["uv", "python", "install", layout.win_cpython_tag], env=host_env)
+    if code != 0:
+        msg = f"uv python install failed with exit {code}"
+        raise RuntimeError(msg)
+    if not layout.win_python_host.is_file():
+        msg = f"Windows python.exe missing after install: {layout.win_python_host}"
+        raise RuntimeError(msg)
+
+
+def ensure_windows_uv(layout: WineLayout) -> None:
+    if layout.uv_exe.is_file():
+        return
+    print(f"Fetching Windows uv {layout.win_uv_version} ...", file=sys.stderr)
+    layout.bin_dir.mkdir(parents=True, exist_ok=True)
+    url = (
+        f"https://github.com/astral-sh/uv/releases/download/"
+        f"{layout.win_uv_version}/uv-x86_64-pc-windows-msvc.zip"
+    )
+    zip_path = layout.bin_dir / "uv.zip"
+    _ = urlretrieve(url, zip_path)
+    with zipfile.ZipFile(zip_path) as zf:
+        zf.extractall(layout.bin_dir)
+    if not layout.uv_exe.is_file():
+        msg = f"uv.exe missing after extract: {layout.uv_exe}"
+        raise RuntimeError(msg)
+
+
+def ensure_pdm_bootstrap(layout: WineLayout, env: dict[str, str]) -> None:
+    if layout.pdm_exe.is_file():
+        return
+    print(f"Creating Windows bootstrap venv + pdm at {layout.pdm_bootstrap} ...", file=sys.stderr)
+    venv_z = to_wine_z(layout.pdm_bootstrap)
+    code = run(
+        ["wine", str(layout.uv_exe), "venv", "--python", layout.win_python_z, venv_z],
+        env=env,
+    )
+    if code != 0:
+        msg = f"uv venv failed with exit {code}"
+        raise RuntimeError(msg)
+    code = run(
+        [
+            "wine",
+            str(layout.uv_exe),
+            "pip",
+            "install",
+            "--python",
+            layout.pdm_python_z,
+            "pdm",
+        ],
+        env=env,
+    )
+    if code != 0:
+        msg = f"uv pip install pdm failed with exit {code}"
+        raise RuntimeError(msg)
+
+
+def refresh_project_view(layout: WineLayout) -> None:
+    """Symlink immutable sources; copy packaging files only."""
+    if layout.view.exists():
+        shutil.rmtree(layout.view)
+    layout.view.mkdir(parents=True)
+    for name in VIEW_LINKS:
+        src = layout.src / name
+        if src.exists():
+            (layout.view / name).symlink_to(src)
+    for name in VIEW_COPIES:
+        src = layout.src / name
+        if not src.is_file():
+            msg = f"required file missing: {src}"
+            raise FileNotFoundError(msg)
+        _ = shutil.copy2(src, layout.view / name)
+
+
+def find_project_venv_scripts(layout: WineLayout) -> Path | None:
+    """Locate PDM-created Windows project venv Scripts directory.
+
+    Prefer in-project ``project-view/.venv`` (common with ``python.use_venv``);
+    fall back to PDM's AppData venvs under the Wine prefix.
+    """
+    in_project = layout.view / ".venv" / "Scripts"
+    if in_project.is_dir() and (in_project / "python.exe").is_file():
+        return in_project
+
+    users = layout.prefix / "drive_c" / "users"
+    if not users.is_dir():
+        return None
+    matches = sorted(
+        p for p in users.glob("**/pdm/pdm/venvs/project-view-*/Scripts") if p.is_dir()
+    )
+    return matches[-1] if matches else None
+
+
+def wine_pdm(layout: WineLayout, env: dict[str, str], args: list[str]) -> int:
+    if not layout.pdm_exe.is_file():
+        msg = "bootstrap pdm missing; run setup first"
+        raise RuntimeError(msg)
+    if not layout.view.is_dir():
+        refresh_project_view(layout)
+    return run(["wine", str(layout.pdm_exe), *args], env=env, cwd=layout.view)
+
+
+def wine_basedpyright(layout: WineLayout, env: dict[str, str], paths: list[str]) -> int:
+    scripts = find_project_venv_scripts(layout)
+    if scripts is None:
+        msg = "project venv Scripts not found; run setup first"
+        raise RuntimeError(msg)
+    # Prefer Z: for in-project .venv; C: only when under prefix drive_c.
+    try:
+        scripts_win = to_wine_c(layout.prefix, scripts)
+    except ValueError:
+        scripts_win = to_wine_z(scripts)
+    out = layout.base / "basedpyright-out.txt"
+    out_z = to_wine_z(out)
+    # Node under Wine often hits EBADF on stderr; redirect via cmd.
+    args = " ".join(paths) if paths else "src/plyngent/tools/process"
+    cmdline = f"{scripts_win}\\basedpyright.exe {args} > {out_z} 2>&1"
+    code = run(["wine", "cmd", "/c", cmdline], env=env, cwd=layout.view)
+    if out.is_file():
+        _ = sys.stdout.write(out.read_text(encoding="utf-8", errors="replace"))
+    return code
diff --git a/scripts/wine_pdm.py b/scripts/wine_pdm.py
new file mode 100755
index 0000000..4e2a72c
--- /dev/null
+++ b/scripts/wine_pdm.py
@@ -0,0 +1,188 @@
+#!/usr/bin/env python3
+"""CLI for an isolated Wine + Windows uv/Python + PDM environment.
+
+Never installs into or rewrites the host project virtualenv.
+
+Usage:
+  python scripts/wine_pdm.py setup
+  python scripts/wine_pdm.py pdm <args...>
+  python scripts/wine_pdm.py run <args...>
+  python scripts/wine_pdm.py pytest [args...]
+  python scripts/wine_pdm.py basedpyright [paths...]
+  python scripts/wine_pdm.py uvx <args...>
+  python scripts/wine_pdm.py python <args...>
+  python scripts/wine_pdm.py shell
+
+Env:
+  PLYNGENT_SRC, PLYNGENT_WINE_BASE, PLYNGENT_WINEPREFIX, PLYNGENT_WINEDEBUG
+  WIN_CPYTHON_TAG, WIN_UV_VERSION
+"""
+
+from __future__ import annotations
+
+import sys
+from pathlib import Path
+from typing import TYPE_CHECKING
+
+if TYPE_CHECKING:
+    from collections.abc import Callable
+
+    # Static: sibling wine_env as a module (scripts/ on analysis path).
+    # Runtime uses importlib (else branch) because scripts/ is not a package.
+    from wine_env import (
+        WineLayout,
+        ensure_pdm_bootstrap,
+        ensure_prefix,
+        ensure_windows_python,
+        ensure_windows_uv,
+        find_project_venv_scripts,
+        refresh_project_view,
+        require_cmds,
+        run,
+        wine_basedpyright,
+        wine_pdm,
+    )
+else:
+    # Runtime: load sibling by file path (scripts/ is not an installable package).
+    import importlib.util
+
+    def _load_wine_env():
+        path = Path(__file__).resolve().parent / "wine_env.py"
+        spec = importlib.util.spec_from_file_location("plyngent_scripts_wine_env", path)
+        if spec is None or spec.loader is None:
+            msg = f"cannot load {path}"
+            raise RuntimeError(msg)
+        module = importlib.util.module_from_spec(spec)
+        # dataclasses needs the module registered before exec_module.
+        sys.modules[spec.name] = module
+        spec.loader.exec_module(module)
+        return module
+
+    _we = _load_wine_env()
+    WineLayout = _we.WineLayout
+    ensure_pdm_bootstrap = _we.ensure_pdm_bootstrap
+    ensure_prefix = _we.ensure_prefix
+    ensure_windows_python = _we.ensure_windows_python
+    ensure_windows_uv = _we.ensure_windows_uv
+    find_project_venv_scripts = _we.find_project_venv_scripts
+    refresh_project_view = _we.refresh_project_view
+    require_cmds = _we.require_cmds
+    run = _we.run
+    wine_basedpyright = _we.wine_basedpyright
+    wine_pdm = _we.wine_pdm
+
+
+def cmd_setup(layout: WineLayout, env: dict[str, str], _args: list[str]) -> int:
+    require_cmds("wine", "uv", "wineboot")
+    ensure_prefix(layout, env)
+    ensure_windows_python(layout, env)
+    ensure_windows_uv(layout)
+    ensure_pdm_bootstrap(layout, env)
+    refresh_project_view(layout)
+    print("Selecting Windows interpreter for PDM project-view ...", file=sys.stderr)
+    _ = wine_pdm(layout, env, ["use", "-f", layout.pdm_python_z])
+    print("pdm sync --dev (installs pywinpty on win32) ...", file=sys.stderr)
+    code = wine_pdm(layout, env, ["sync", "--dev"])
+    if code != 0:
+        return code
+    print()
+    print("Ready (host project venv untouched).")
+    print(f"  PLYNGENT_SRC={layout.src}")
+    print(f"  PLYNGENT_WINE_BASE={layout.base}")
+    print(f"  WINEPREFIX={layout.prefix}")
+    print()
+    print("Examples:")
+    print("  python scripts/wine_pdm.py pytest")
+    print("  python scripts/wine_pdm.py basedpyright src/plyngent/tools/process")
+    print('  python scripts/wine_pdm.py run python -c "import sys, winpty; print(sys.platform, winpty)"')
+    print("  python scripts/wine_pdm.py uvx --from pdm pdm --version")
+    return 0
+
+
+def cmd_pdm(layout: WineLayout, env: dict[str, str], args: list[str]) -> int:
+    return wine_pdm(layout, env, args)
+
+
+def cmd_run(layout: WineLayout, env: dict[str, str], args: list[str]) -> int:
+    return wine_pdm(layout, env, ["run", *args])
+
+
+def cmd_pytest(layout: WineLayout, env: dict[str, str], args: list[str]) -> int:
+    if not args:
+        args = ["tests/test_tools/test_process.py", "-q"]
+    return wine_pdm(layout, env, ["run", "pytest", *args])
+
+
+def cmd_basedpyright(layout: WineLayout, env: dict[str, str], args: list[str]) -> int:
+    return wine_basedpyright(layout, env, args)
+
+
+def cmd_uvx(layout: WineLayout, env: dict[str, str], args: list[str]) -> int:
+    if not layout.uvx_exe.is_file():
+        print("error: Windows uvx missing; run setup first", file=sys.stderr)
+        return 1
+    return run(["wine", str(layout.uvx_exe), *args], env=env)
+
+
+def cmd_python(layout: WineLayout, env: dict[str, str], args: list[str]) -> int:
+    scripts = find_project_venv_scripts(layout)
+    if scripts is None:
+        print("error: project venv missing; run setup first", file=sys.stderr)
+        return 1
+    return run(["wine", str(scripts / "python.exe"), *args], env=env)
+
+
+def cmd_shell(layout: WineLayout, _env: dict[str, str], _args: list[str]) -> int:
+    print(f"PLYNGENT_SRC={layout.src}")
+    print(f"PLYNGENT_WINE_BASE={layout.base}")
+    print(f"WINEPREFIX={layout.prefix}")
+    print(f"WINE_VIEW={layout.view}")
+    print(f"WIN_PYTHON={layout.win_python_host}")
+    print(f"WIN_UV={layout.uv_exe}")
+    print(f"WIN_PDM={layout.pdm_exe}")
+    print()
+    print("# Typical flow:")
+    print("#   python scripts/wine_pdm.py setup")
+    print('#   python scripts/wine_pdm.py run python -c "import winpty; print(winpty)"')
+    print("#   python scripts/wine_pdm.py basedpyright src/plyngent/tools/process")
+    print("#   python scripts/wine_pdm.py pytest")
+    return 0
+
+
+_COMMANDS: dict[str, Callable[[WineLayout, dict[str, str], list[str]], int]] = {
+    "setup": cmd_setup,
+    "pdm": cmd_pdm,
+    "run": cmd_run,
+    "pytest": cmd_pytest,
+    "basedpyright": cmd_basedpyright,
+    "pyright": cmd_basedpyright,
+    "uvx": cmd_uvx,
+    "python": cmd_python,
+    "shell": cmd_shell,
+    "env": cmd_shell,
+}
+
+
+def main(argv: list[str] | None = None) -> int:
+    # Manual dispatch so flags like ``uvx --from`` are not eaten by argparse.
+    raw = list(sys.argv[1:] if argv is None else argv)
+    if not raw or raw[0] in {"-h", "--help"}:
+        print(__doc__ or "")
+        return 0
+    cmd = raw[0]
+    rest = raw[1:]
+    handler = _COMMANDS.get(cmd)
+    if handler is None:
+        print(f"error: unknown command {cmd!r}", file=sys.stderr)
+        return 2
+    layout = WineLayout.from_env()
+    env = layout.export_env()
+    try:
+        return handler(layout, env, rest)
+    except RuntimeError as exc:
+        print(f"error: {exc}", file=sys.stderr)
+        return 1
+
+
+if __name__ == "__main__":
+    raise SystemExit(main())
diff --git a/scripts/wine_pdm.sh b/scripts/wine_pdm.sh
new file mode 100755
index 0000000..7cba3df
--- /dev/null
+++ b/scripts/wine_pdm.sh
@@ -0,0 +1,5 @@
+#!/usr/bin/env bash
+# Thin wrapper — all path logic lives in wine_pdm.py / wine_env.py.
+set -euo pipefail
+root="$(cd "$(dirname "${BASH_SOURCE[0]}")/.." && pwd)"
+exec python3 "$root/scripts/wine_pdm.py" "$@"