diff --git a/.circleci/codegen_validation/normalize_yaml_fragment.py b/.circleci/codegen_validation/normalize_yaml_fragment.py
index 6d15f1a5a5b7..232eaa833b93 100755
--- a/.circleci/codegen_validation/normalize_yaml_fragment.py
+++ b/.circleci/codegen_validation/normalize_yaml_fragment.py
@@ -7,7 +7,7 @@ import yaml
 
 
 # Need to import modules that lie on an upward-relative path
-sys.path.append(os.path.join(sys.path[0], ".."))
+sys.path.append(os.path.dirname(sys.path[0]))
 
 import cimodel.lib.miniyaml as miniyaml
 
diff --git a/.github/scripts/delete_old_branches.py b/.github/scripts/delete_old_branches.py
index 9ca82eb71392..e28d33c642be 100644
--- a/.github/scripts/delete_old_branches.py
+++ b/.github/scripts/delete_old_branches.py
@@ -22,7 +22,7 @@ TOKEN = os.environ["GITHUB_TOKEN"]
 if not TOKEN:
     raise Exception("GITHUB_TOKEN is not set")  # noqa: TRY002
 
-REPO_ROOT = Path(__file__).parent.parent.parent
+REPO_ROOT = Path(__file__).parents[2]
 
 # Query for all PRs instead of just closed/merged because it's faster
 GRAPHQL_ALL_PRS_BY_UPDATED_AT = """
diff --git a/.github/scripts/ensure_actions_will_cancel.py b/.github/scripts/ensure_actions_will_cancel.py
index 9e464f0dc256..2c76f09bb67f 100755
--- a/.github/scripts/ensure_actions_will_cancel.py
+++ b/.github/scripts/ensure_actions_will_cancel.py
@@ -6,7 +6,7 @@ from pathlib import Path
 import yaml
 
 
-REPO_ROOT = Path(__file__).resolve().parent.parent.parent
+REPO_ROOT = Path(__file__).resolve().parents[2]
 WORKFLOWS = REPO_ROOT / ".github" / "workflows"
 EXPECTED_GROUP_PREFIX = (
     "${{ github.workflow }}-${{ github.event.pull_request.number || github.sha }}"
diff --git a/.github/scripts/generate_binary_build_matrix.py b/.github/scripts/generate_binary_build_matrix.py
index eee9c6581de9..5295e31a8291 100644
--- a/.github/scripts/generate_binary_build_matrix.py
+++ b/.github/scripts/generate_binary_build_matrix.py
@@ -94,7 +94,7 @@ def get_nccl_submodule_version() -> str:
     from pathlib import Path
 
     nccl_version_mk = (
-        Path(__file__).absolute().parent.parent.parent
+        Path(__file__).absolute().parents[2]
         / "third_party"
         / "nccl"
         / "nccl"
diff --git a/.github/scripts/gitutils.py b/.github/scripts/gitutils.py
index 505ba2680017..42f163660323 100644
--- a/.github/scripts/gitutils.py
+++ b/.github/scripts/gitutils.py
@@ -32,7 +32,7 @@ def get_git_remote_name() -> str:
 def get_git_repo_dir() -> str:
     from pathlib import Path
 
-    return os.getenv("GIT_REPO_DIR", str(Path(__file__).resolve().parent.parent.parent))
+    return os.getenv("GIT_REPO_DIR", str(Path(__file__).resolve().parents[2]))
 
 
 def fuzzy_list_to_dict(items: List[Tuple[str, str]]) -> Dict[str, List[str]]:
diff --git a/.github/scripts/lint_native_functions.py b/.github/scripts/lint_native_functions.py
index 4dfe9fd63e2e..07504d7bdf26 100755
--- a/.github/scripts/lint_native_functions.py
+++ b/.github/scripts/lint_native_functions.py
@@ -26,7 +26,7 @@ def fn(base: str) -> str:
     return str(base / Path("aten/src/ATen/native/native_functions.yaml"))
 
 
-with open(Path(__file__).parent.parent.parent / fn(".")) as f:
+with open(Path(__file__).parents[2] / fn(".")) as f:
     contents = f.read()
 
 yaml = ruamel.yaml.YAML()  # type: ignore[attr-defined]
diff --git a/.github/scripts/test_gitutils.py b/.github/scripts/test_gitutils.py
index c4137bad31e1..b269cac3bc5f 100644
--- a/.github/scripts/test_gitutils.py
+++ b/.github/scripts/test_gitutils.py
@@ -68,7 +68,7 @@ class TestRetriesDecorator(TestCase):
 
 class TestGitRepo(TestCase):
     def setUp(self) -> None:
-        repo_dir = BASE_DIR.parent.parent.absolute()
+        repo_dir = BASE_DIR.absolute().parent.parent
         if not (repo_dir / ".git").is_dir():
             raise SkipTest(
                 "Can't find git directory, make sure to run this test on real repo checkout"
diff --git a/benchmarks/dynamo/ci_expected_accuracy/update_expected.py b/benchmarks/dynamo/ci_expected_accuracy/update_expected.py
index 289f96b90e67..d767b0c2609f 100644
--- a/benchmarks/dynamo/ci_expected_accuracy/update_expected.py
+++ b/benchmarks/dynamo/ci_expected_accuracy/update_expected.py
@@ -71,7 +71,7 @@ ARTIFACTS_QUERY_URL = (
     "c1cdfadc-6bb2-4a91-bbf9-3d19e1981cd4/run?format=JSON"
 )
 CSV_LINTER = str(
-    Path(__file__).absolute().parent.parent.parent.parent
+    Path(__file__).absolute().parents[3]
     / "tools/linter/adapters/no_merge_conflict_csv_linter.py"
 )
 
diff --git a/docs/source/scripts/build_opsets.py b/docs/source/scripts/build_opsets.py
index 84bc97b76d41..c752ade4d831 100644
--- a/docs/source/scripts/build_opsets.py
+++ b/docs/source/scripts/build_opsets.py
@@ -7,9 +7,9 @@ import torch._prims as prims
 from torchgen.gen import parse_native_yaml
 
 
-ROOT = Path(__file__).absolute().parent.parent.parent.parent
-NATIVE_FUNCTION_YAML_PATH = ROOT / Path("aten/src/ATen/native/native_functions.yaml")
-TAGS_YAML_PATH = ROOT / Path("aten/src/ATen/native/tags.yaml")
+ROOT = Path(__file__).absolute().parents[3]
+NATIVE_FUNCTION_YAML_PATH = ROOT / "aten/src/ATen/native/native_functions.yaml"
+TAGS_YAML_PATH = ROOT / "aten/src/ATen/native/tags.yaml"
 
 BUILD_DIR = "build/ir"
 ATEN_OPS_CSV_FILE = "aten_ops.csv"
diff --git a/docs/source/scripts/build_quantization_configs.py b/docs/source/scripts/build_quantization_configs.py
index bf4056620404..5d1f445ade9a 100644
--- a/docs/source/scripts/build_quantization_configs.py
+++ b/docs/source/scripts/build_quantization_configs.py
@@ -15,7 +15,7 @@ from torch.ao.quantization.backend_config.utils import (
 
 # Create a directory for the images, if it doesn't exist
 QUANTIZATION_BACKEND_CONFIG_IMAGE_PATH = os.path.join(
-    os.path.realpath(os.path.join(__file__, "..")), "quantization_backend_configs"
+    os.path.realpath(os.path.dirname(__file__)), "quantization_backend_configs"
 )
 
 if not os.path.exists(QUANTIZATION_BACKEND_CONFIG_IMAGE_PATH):
diff --git a/docs/source/scripts/exportdb/generate_example_rst.py b/docs/source/scripts/exportdb/generate_example_rst.py
index 1910ea4856d1..4b7803b494e9 100644
--- a/docs/source/scripts/exportdb/generate_example_rst.py
+++ b/docs/source/scripts/exportdb/generate_example_rst.py
@@ -11,9 +11,9 @@ from torch.export import export
 
 
 PWD = Path(__file__).absolute().parent
-ROOT = Path(__file__).absolute().parent.parent.parent.parent
-SOURCE = ROOT / Path("source")
-EXPORTDB_SOURCE = SOURCE / Path("generated") / Path("exportdb")
+ROOT = Path(__file__).absolute().parents[3]
+SOURCE = ROOT / "source"
+EXPORTDB_SOURCE = SOURCE / "generated" / "exportdb"
 
 
 def generate_example_rst(example_case: ExportCase):
diff --git a/scripts/compile_tests/update_failures.py b/scripts/compile_tests/update_failures.py
index a56e30e99870..73fb354a8d15 100755
--- a/scripts/compile_tests/update_failures.py
+++ b/scripts/compile_tests/update_failures.py
@@ -194,7 +194,7 @@ if __name__ == "__main__":
         "filename",
         nargs="?",
         default=str(
-            Path(__file__).absolute().parent.parent.parent
+            Path(__file__).absolute().parents[2]
             / "torch/testing/_internal/dynamo_test_failures.py"
         ),
         help="Optional path to dynamo_test_failures.py",
@@ -203,7 +203,7 @@ if __name__ == "__main__":
     parser.add_argument(
         "test_dir",
         nargs="?",
-        default=str(Path(__file__).absolute().parent.parent.parent / "test"),
+        default=str(Path(__file__).absolute().parents[2] / "test"),
         help="Optional path to test folder",
     )
     parser.add_argument(
diff --git a/test/jit/test_backend_nnapi.py b/test/jit/test_backend_nnapi.py
index 47e7ab1dab4e..9f4771665020 100644
--- a/test/jit/test_backend_nnapi.py
+++ b/test/jit/test_backend_nnapi.py
@@ -41,7 +41,7 @@ Inherits most tests from TestNNAPI, which loads Android NNAPI models
 without the delegate API.
 """
 # First skip is needed for IS_WINDOWS or IS_MACOS to skip the tests.
-torch_root = Path(__file__).resolve().parent.parent.parent
+torch_root = Path(__file__).resolve().parents[2]
 lib_path = torch_root / "build" / "lib" / "libnnapi_backend.so"
 
 
diff --git a/test/onnx/dynamo/test_dynamo_with_onnxruntime_backend.py b/test/onnx/dynamo/test_dynamo_with_onnxruntime_backend.py
index 1d93fdf553de..e13d8def9fe2 100644
--- a/test/onnx/dynamo/test_dynamo_with_onnxruntime_backend.py
+++ b/test/onnx/dynamo/test_dynamo_with_onnxruntime_backend.py
@@ -7,6 +7,7 @@ import dataclasses
 import os
 import sys
 import unittest
+from pathlib import Path
 from typing import Tuple
 
 import onnxruntime
@@ -24,7 +25,8 @@ from torch.testing._internal import common_utils
 from torch.testing._internal.common_utils import skipIfNNModuleInlined
 
 
-sys.path.append(os.path.dirname(os.path.dirname(os.path.abspath(__file__))))
+sys.path.append(str(Path(__file__).absolute().parents[1]))
+
 import onnx_test_common
 
 
diff --git a/test/onnx/onnx_test_common.py b/test/onnx/onnx_test_common.py
index 46e0efff46b7..69a9a3b4e556 100644
--- a/test/onnx/onnx_test_common.py
+++ b/test/onnx/onnx_test_common.py
@@ -45,8 +45,7 @@ _InputArgsType = Optional[
 _OutputsType = Sequence[_NumericType]
 
 onnx_model_dir = os.path.join(
-    os.path.dirname(os.path.realpath(__file__)),
-    os.pardir,
+    os.path.dirname(os.path.dirname(os.path.realpath(__file__))),
     "repos",
     "onnx",
     "onnx",
@@ -54,11 +53,7 @@ onnx_model_dir = os.path.join(
     "test",
     "data",
 )
-
-
 pytorch_converted_dir = os.path.join(onnx_model_dir, "pytorch-converted")
-
-
 pytorch_operator_dir = os.path.join(onnx_model_dir, "pytorch-operator")
 
 
diff --git a/test/onnx/torch_export/test_torch_export_with_onnxruntime.py b/test/onnx/torch_export/test_torch_export_with_onnxruntime.py
index df51b02584ff..3f4deda7dcbd 100644
--- a/test/onnx/torch_export/test_torch_export_with_onnxruntime.py
+++ b/test/onnx/torch_export/test_torch_export_with_onnxruntime.py
@@ -1,8 +1,8 @@
 # Owner(s): ["module: onnx"]
 from __future__ import annotations
 
-import os
 import sys
+from pathlib import Path
 
 import torch
 import torch.onnx
@@ -10,7 +10,8 @@ from torch.testing._internal import common_utils
 from torch.utils import _pytree as torch_pytree
 
 
-sys.path.append(os.path.dirname(os.path.dirname(os.path.abspath(__file__))))
+sys.path.append(str(Path(__file__).absolute().parents[1]))
+
 import onnx_test_common
 
 
diff --git a/test/quantization/core/test_docs.py b/test/quantization/core/test_docs.py
index 646236699245..2222ef64b62e 100644
--- a/test/quantization/core/test_docs.py
+++ b/test/quantization/core/test_docs.py
@@ -51,7 +51,7 @@ class TestQuantizationDocs(QuantizationTestCase):
                 "been updated to have the correct relative path between "
                 "test_docs.py and the docs."
             )
-            pytorch_root = core_dir.parent.parent.parent
+            pytorch_root = core_dir.parents[2]
             return pytorch_root / path_from_pytorch
 
         path_to_file = get_correct_path(path_from_pytorch)
diff --git a/test/test_typing.py b/test/test_typing.py
index 7df3096fcc63..bd7998fee7f2 100644
--- a/test/test_typing.py
+++ b/test/test_typing.py
@@ -30,7 +30,7 @@ DATA_DIR = os.path.abspath(os.path.join(os.path.dirname(__file__), "typing"))
 REVEAL_DIR = os.path.join(DATA_DIR, "reveal")
 PASS_DIR = os.path.join(DATA_DIR, "pass")
 FAIL_DIR = os.path.join(DATA_DIR, "fail")
-MYPY_INI = os.path.join(DATA_DIR, os.pardir, os.pardir, "mypy.ini")
+MYPY_INI = os.path.join(os.path.dirname(os.path.dirname(DATA_DIR)), "mypy.ini")
 CACHE_DIR = os.path.join(DATA_DIR, ".mypy_cache")
 
 
diff --git a/tools/amd_build/build_amd.py b/tools/amd_build/build_amd.py
index 60a1be73fbb2..26af7eec1fbe 100755
--- a/tools/amd_build/build_amd.py
+++ b/tools/amd_build/build_amd.py
@@ -4,15 +4,16 @@
 import argparse
 import os
 import sys
+from pathlib import Path
 
 
-sys.path.append(
-    os.path.realpath(
-        os.path.join(
-            __file__, os.path.pardir, os.path.pardir, os.path.pardir, "torch", "utils"
-        )
-    )
-)
+# NOTE: `tools/amd_build/build_amd.py` could be a symlink.
+# The behavior of `symlink / '..'` is different from `symlink.parent`.
+# Use `pardir` three times rather than using `path.parents[2]`.
+REPO_ROOT = (
+    Path(__file__).absolute() / os.path.pardir / os.path.pardir / os.path.pardir
+).resolve()
+sys.path.append(str(REPO_ROOT / "torch" / "utils"))
 
 from hipify import hipify_python  # type: ignore[import]
 
@@ -53,8 +54,9 @@ parser.add_argument(
 
 args = parser.parse_args()
 
+# NOTE: `tools/amd_build/build_amd.py` could be a symlink.
 amd_build_dir = os.path.dirname(os.path.realpath(__file__))
-proj_dir = os.path.join(os.path.dirname(os.path.dirname(amd_build_dir)))
+proj_dir = os.path.dirname(os.path.dirname(amd_build_dir))
 
 if args.project_directory:
     proj_dir = args.project_directory
diff --git a/tools/build_libtorch.py b/tools/build_libtorch.py
index b1cda9575c96..192b75c75a0c 100644
--- a/tools/build_libtorch.py
+++ b/tools/build_libtorch.py
@@ -1,13 +1,13 @@
 import argparse
 import sys
-from os.path import abspath, dirname
+from pathlib import Path
 
 
-# By appending pytorch_root to sys.path, this module can import other torch
+# By appending REPO_ROOT to sys.path, this module can import other torch
 # modules even when run as a standalone script. i.e., it's okay either you
 # do `python build_libtorch.py` or `python -m tools.build_libtorch`.
-pytorch_root = dirname(dirname(abspath(__file__)))
-sys.path.append(pytorch_root)
+REPO_ROOT = Path(__file__).absolute().parent.parent
+sys.path.append(str(REPO_ROOT))
 
 from tools.build_pytorch_libs import build_pytorch
 from tools.setup_helpers.cmake import CMake
diff --git a/tools/code_coverage/package/oss/utils.py b/tools/code_coverage/package/oss/utils.py
index c4019d762893..a5a5e5112a5d 100644
--- a/tools/code_coverage/package/oss/utils.py
+++ b/tools/code_coverage/package/oss/utils.py
@@ -43,9 +43,7 @@ def get_llvm_tool_path() -> str:
 def get_pytorch_folder() -> str:
     # TOOLS_FOLDER in oss: pytorch/tools/code_coverage
     return os.path.abspath(
-        os.environ.get(
-            "PYTORCH_FOLDER", os.path.join(TOOLS_FOLDER, os.path.pardir, os.path.pardir)
-        )
+        os.environ.get("PYTORCH_FOLDER", os.path.dirname(os.path.dirname(TOOLS_FOLDER)))
     )
 
 
diff --git a/tools/code_coverage/package/util/setting.py b/tools/code_coverage/package/util/setting.py
index 42a94409b5e2..9d31fa58f141 100644
--- a/tools/code_coverage/package/util/setting.py
+++ b/tools/code_coverage/package/util/setting.py
@@ -2,13 +2,12 @@ from __future__ import annotations
 
 import os
 from enum import Enum
+from pathlib import Path
 
 
 # <project folder>
 HOME_DIR = os.environ["HOME"]
-TOOLS_FOLDER = os.path.join(
-    os.path.dirname(os.path.realpath(__file__)), os.path.pardir, os.path.pardir
-)
+TOOLS_FOLDER = str(Path(__file__).resolve().parents[2])
 
 
 # <profile folder>
diff --git a/tools/gen_vulkan_spv.py b/tools/gen_vulkan_spv.py
index a64fb45591f2..767ba3925a7d 100644
--- a/tools/gen_vulkan_spv.py
+++ b/tools/gen_vulkan_spv.py
@@ -10,24 +10,28 @@ import glob
 import io
 import os
 import re
-import sys
-from itertools import product
-
-sys.path.append(os.path.abspath(os.path.join(os.path.dirname(__file__), "..")))
 import subprocess
+import sys
 import textwrap
 from dataclasses import dataclass
+from itertools import product
+from pathlib import Path
 from typing import Any
 
 import yaml
 from yaml.constructor import ConstructorError
 from yaml.nodes import MappingNode
 
+
 try:
     from yaml import CLoader as Loader
 except ImportError:
     from yaml import Loader  # type: ignore[assignment, misc]
 
+
+REPO_ROOT = Path(__file__).absolute().parent.parent
+sys.path.append(str(REPO_ROOT))
+
 CPP_H_NAME = "spv.h"
 CPP_SRC_NAME = "spv.cpp"
 
diff --git a/tools/linter/adapters/s3_init.py b/tools/linter/adapters/s3_init.py
index 3f2649bd225c..80e61efb612f 100644
--- a/tools/linter/adapters/s3_init.py
+++ b/tools/linter/adapters/s3_init.py
@@ -26,10 +26,7 @@ try:
     PYTORCH_ROOT = result.stdout.decode("utf-8").strip()
 except subprocess.CalledProcessError:
     # If git is not installed, compute repo root as 3 folders up from this file
-    path_ = os.path.abspath(__file__)
-    for _ in range(4):
-        path_ = os.path.dirname(path_)
-    PYTORCH_ROOT = path_
+    PYTORCH_ROOT = str(Path(__file__).absolute().parents[3])
 
 DRY_RUN = False
 
diff --git a/tools/onnx/update_default_opset_version.py b/tools/onnx/update_default_opset_version.py
index 8c9710da37b1..88a98e5b27c0 100755
--- a/tools/onnx/update_default_opset_version.py
+++ b/tools/onnx/update_default_opset_version.py
@@ -30,7 +30,7 @@ def read_sub_write(path: str, prefix_pat: str, new_default: int) -> None:
 
 
 def main(args: Any) -> None:
-    pytorch_dir = Path(__file__).parent.parent.parent.resolve()
+    pytorch_dir = Path(__file__).parents[2].resolve()
     onnx_dir = pytorch_dir / "third_party" / "onnx"
     os.chdir(onnx_dir)
 
diff --git a/tools/setup_helpers/cmake.py b/tools/setup_helpers/cmake.py
index 84e4dad32d31..abb9aa4890d2 100644
--- a/tools/setup_helpers/cmake.py
+++ b/tools/setup_helpers/cmake.py
@@ -8,6 +8,7 @@ import platform
 import sys
 import sysconfig
 from distutils.version import LooseVersion
+from pathlib import Path
 from subprocess import CalledProcessError, check_call, check_output
 from typing import Any, cast
 
@@ -173,9 +174,7 @@ class CMake:
                 toolset_expr = ",".join([f"{k}={v}" for k, v in toolset_dict.items()])
                 args.append("-T" + toolset_expr)
 
-        base_dir = os.path.dirname(
-            os.path.dirname(os.path.dirname(os.path.abspath(__file__)))
-        )
+        base_dir = str(Path(__file__).absolute().parents[2])
         install_dir = os.path.join(base_dir, "torch")
 
         _mkdir_p(install_dir)
diff --git a/tools/setup_helpers/gen.py b/tools/setup_helpers/gen.py
index d7e63d9ed4ae..fb3b21fbc8c4 100644
--- a/tools/setup_helpers/gen.py
+++ b/tools/setup_helpers/gen.py
@@ -1,11 +1,11 @@
 # Little stub file to get BUILD.bazel to play along
 
-import os.path
 import sys
+from pathlib import Path
 
 
-root = os.path.dirname(os.path.dirname(os.path.dirname(os.path.abspath(__file__))))
-sys.path.insert(0, root)
+REPO_ROOT = Path(__file__).absolute().parents[2]
+sys.path.insert(0, str(REPO_ROOT))
 
 import torchgen.gen
 
diff --git a/tools/setup_helpers/gen_unboxing.py b/tools/setup_helpers/gen_unboxing.py
index 91c61f0ab204..6e733d710596 100644
--- a/tools/setup_helpers/gen_unboxing.py
+++ b/tools/setup_helpers/gen_unboxing.py
@@ -1,11 +1,11 @@
 # Little stub file to get BUILD.bazel to play along
 
-import os.path
 import sys
+from pathlib import Path
 
 
-root = os.path.dirname(os.path.dirname(os.path.dirname(os.path.abspath(__file__))))
-sys.path.insert(0, root)
+REPO_ROOT = Path(__file__).absolute().parents[2]
+sys.path.insert(0, str(REPO_ROOT))
 
 import tools.jit.gen_unboxing
 
diff --git a/tools/setup_helpers/generate_code.py b/tools/setup_helpers/generate_code.py
index 9fee1909970d..6e0a64888f0a 100644
--- a/tools/setup_helpers/generate_code.py
+++ b/tools/setup_helpers/generate_code.py
@@ -15,6 +15,7 @@ try:
 except ImportError:
     from yaml import SafeLoader as YamlLoader  # type: ignore[assignment, misc]
 
+
 NATIVE_FUNCTIONS_PATH = "aten/src/ATen/native/native_functions.yaml"
 TAGS_PATH = "aten/src/ATen/native/tags.yaml"
 
@@ -110,8 +111,9 @@ def get_selector(
     operators_yaml_path: str | None,
 ) -> Any:
     # cwrap depends on pyyaml, so we can't import it earlier
-    root = os.path.dirname(os.path.dirname(os.path.dirname(os.path.abspath(__file__))))
-    sys.path.insert(0, root)
+    REPO_ROOT = Path(__file__).absolute().parents[2]
+    sys.path.insert(0, str(REPO_ROOT))
+
     from torchgen.selective_build.selector import SelectiveBuilder
 
     assert not (
diff --git a/tools/stats/export_test_times.py b/tools/stats/export_test_times.py
index 9bfb6b3810b5..ae8771883303 100644
--- a/tools/stats/export_test_times.py
+++ b/tools/stats/export_test_times.py
@@ -2,8 +2,9 @@ import sys
 from pathlib import Path
 
 
-REPO_ROOT = Path(__file__).resolve().parent.parent.parent
+REPO_ROOT = Path(__file__).resolve().parents[2]
 sys.path.append(str(REPO_ROOT))
+
 from tools.stats.import_test_stats import get_test_class_times, get_test_times
 
 
diff --git a/tools/stats/import_test_stats.py b/tools/stats/import_test_stats.py
index 57ceb9b8b49f..ca4d8e4a3b47 100644
--- a/tools/stats/import_test_stats.py
+++ b/tools/stats/import_test_stats.py
@@ -11,7 +11,7 @@ from typing import Any, Callable, cast, Dict
 from urllib.request import urlopen
 
 
-REPO_ROOT = Path(__file__).resolve().parent.parent.parent
+REPO_ROOT = Path(__file__).resolve().parents[2]
 
 
 def get_disabled_issues() -> list[str]:
diff --git a/tools/test/heuristics/test_heuristics.py b/tools/test/heuristics/test_heuristics.py
index a47292615039..575d1b5732b7 100644
--- a/tools/test/heuristics/test_heuristics.py
+++ b/tools/test/heuristics/test_heuristics.py
@@ -10,7 +10,7 @@ from typing import Any
 from unittest import mock
 
 
-REPO_ROOT = Path(__file__).resolve().parent.parent.parent.parent
+REPO_ROOT = Path(__file__).resolve().parents[3]
 sys.path.append(str(REPO_ROOT))
 
 from tools.test.heuristics.test_interface import TestTD
diff --git a/tools/test/heuristics/test_interface.py b/tools/test/heuristics/test_interface.py
index 59b6c13e6397..a51ab9394037 100644
--- a/tools/test/heuristics/test_interface.py
+++ b/tools/test/heuristics/test_interface.py
@@ -6,7 +6,7 @@ from pathlib import Path
 from typing import Any
 
 
-REPO_ROOT = Path(__file__).resolve().parent.parent.parent.parent
+REPO_ROOT = Path(__file__).resolve().parents[3]
 sys.path.append(str(REPO_ROOT))
 
 import tools.testing.target_determination.heuristics.interface as interface
diff --git a/tools/test/heuristics/test_utils.py b/tools/test/heuristics/test_utils.py
index 6deb797d31c6..e1f47b8453e1 100644
--- a/tools/test/heuristics/test_utils.py
+++ b/tools/test/heuristics/test_utils.py
@@ -6,7 +6,7 @@ from pathlib import Path
 from typing import Any
 
 
-REPO_ROOT = Path(__file__).resolve().parent.parent.parent.parent
+REPO_ROOT = Path(__file__).resolve().parents[3]
 sys.path.append(str(REPO_ROOT))
 
 import tools.testing.target_determination.heuristics.utils as utils
diff --git a/tools/test/test_gen_backend_stubs.py b/tools/test/test_gen_backend_stubs.py
index 303c6f227a86..5c7b5e4cfc83 100644
--- a/tools/test/test_gen_backend_stubs.py
+++ b/tools/test/test_gen_backend_stubs.py
@@ -2,7 +2,6 @@
 
 from __future__ import annotations
 
-import os
 import tempfile
 import unittest
 
@@ -12,10 +11,6 @@ from torchgen.gen import _GLOBAL_PARSE_NATIVE_YAML_CACHE  # noqa: F401
 from torchgen.gen_backend_stubs import run
 
 
-path = os.path.dirname(os.path.realpath(__file__))
-gen_backend_stubs_path = os.path.join(path, "../torchgen/gen_backend_stubs.py")
-
-
 # gen_backend_stubs.py is an integration point that is called directly by external backends.
 # The tests here are to confirm that badly formed inputs result in reasonable error messages.
 class TestGenBackendStubs(expecttest.TestCase):
diff --git a/tools/test/test_test_run.py b/tools/test/test_test_run.py
index 7e9a8f6685c6..c3fc2736f84d 100644
--- a/tools/test/test_test_run.py
+++ b/tools/test/test_test_run.py
@@ -3,7 +3,7 @@ import unittest
 from pathlib import Path
 
 
-REPO_ROOT = Path(__file__).resolve().parent.parent.parent
+REPO_ROOT = Path(__file__).resolve().parents[2]
 try:
     # using tools/ to optimize test run.
     sys.path.append(str(REPO_ROOT))
diff --git a/tools/test/test_test_selections.py b/tools/test/test_test_selections.py
index 5e3e7a949fa3..f5164ddbc3a1 100644
--- a/tools/test/test_test_selections.py
+++ b/tools/test/test_test_selections.py
@@ -8,7 +8,7 @@ from collections import defaultdict
 from pathlib import Path
 
 
-REPO_ROOT = Path(__file__).resolve().parent.parent.parent
+REPO_ROOT = Path(__file__).resolve().parents[2]
 try:
     # using tools/ to optimize test run.
     sys.path.append(str(REPO_ROOT))
diff --git a/tools/test/test_upload_stats_lib.py b/tools/test/test_upload_stats_lib.py
index 996c87a39420..8d2a7e639d2f 100644
--- a/tools/test/test_upload_stats_lib.py
+++ b/tools/test/test_upload_stats_lib.py
@@ -10,7 +10,7 @@ from typing import Any
 from unittest import mock
 
 
-REPO_ROOT = Path(__file__).resolve().parent.parent.parent
+REPO_ROOT = Path(__file__).resolve().parents[2]
 sys.path.insert(0, str(REPO_ROOT))
 
 from tools.stats.upload_metrics import add_global_metric, emit_metric, global_metrics
diff --git a/tools/testing/discover_tests.py b/tools/testing/discover_tests.py
index 3cebaf44756e..614d036b45a9 100644
--- a/tools/testing/discover_tests.py
+++ b/tools/testing/discover_tests.py
@@ -9,7 +9,7 @@ from pathlib import Path
 CPP_TEST_PREFIX = "cpp"
 CPP_TEST_PATH = "build/bin"
 CPP_TESTS_DIR = os.path.abspath(os.getenv("CPP_TESTS_DIR", default=CPP_TEST_PATH))
-REPO_ROOT = Path(__file__).resolve().parent.parent.parent
+REPO_ROOT = Path(__file__).resolve().parents[2]
 
 
 def parse_test_module(test: str) -> str:
diff --git a/tools/testing/do_target_determination_for_s3.py b/tools/testing/do_target_determination_for_s3.py
index a280e5bfaf25..27a0fbb5b422 100644
--- a/tools/testing/do_target_determination_for_s3.py
+++ b/tools/testing/do_target_determination_for_s3.py
@@ -4,7 +4,7 @@ import sys
 from pathlib import Path
 
 
-REPO_ROOT = Path(__file__).resolve().parent.parent.parent
+REPO_ROOT = Path(__file__).resolve().parents[2]
 sys.path.insert(0, str(REPO_ROOT))
 
 from tools.stats.import_test_stats import (
diff --git a/tools/testing/explicit_ci_jobs.py b/tools/testing/explicit_ci_jobs.py
index bc7736194f48..dcf406472353 100755
--- a/tools/testing/explicit_ci_jobs.py
+++ b/tools/testing/explicit_ci_jobs.py
@@ -12,7 +12,7 @@ from typing import Any
 import yaml
 
 
-REPO_ROOT = Path(__file__).parent.parent.parent
+REPO_ROOT = Path(__file__).parents[2]
 CONFIG_YML = REPO_ROOT / ".circleci" / "config.yml"
 WORKFLOWS_DIR = REPO_ROOT / ".github" / "workflows"
 
diff --git a/tools/testing/modulefinder_determinator.py b/tools/testing/modulefinder_determinator.py
index 760fed9ad4ee..01f99e745d04 100644
--- a/tools/testing/modulefinder_determinator.py
+++ b/tools/testing/modulefinder_determinator.py
@@ -8,7 +8,7 @@ from pathlib import Path
 from typing import Any
 
 
-REPO_ROOT = Path(__file__).resolve().parent.parent.parent
+REPO_ROOT = Path(__file__).resolve().parents[2]
 
 # These tests are slow enough that it's worth calculating whether the patch
 # touched any related files first. This list was manually generated, but for every
diff --git a/tools/testing/target_determination/gen_artifact.py b/tools/testing/target_determination/gen_artifact.py
index e6576979de93..a28a05bd2bdb 100644
--- a/tools/testing/target_determination/gen_artifact.py
+++ b/tools/testing/target_determination/gen_artifact.py
@@ -6,7 +6,7 @@ from pathlib import Path
 from typing import Any
 
 
-REPO_ROOT = Path(__file__).resolve().parent.parent.parent.parent
+REPO_ROOT = Path(__file__).resolve().parents[3]
 
 
 def gen_ci_artifact(included: list[Any], excluded: list[Any]) -> None:
diff --git a/tools/testing/target_determination/heuristics/filepath.py b/tools/testing/target_determination/heuristics/filepath.py
index ae1ef5ab2603..0005ba5df5e5 100644
--- a/tools/testing/target_determination/heuristics/filepath.py
+++ b/tools/testing/target_determination/heuristics/filepath.py
@@ -17,7 +17,7 @@ from tools.testing.target_determination.heuristics.utils import (
 from tools.testing.test_run import TestRun
 
 
-REPO_ROOT = Path(__file__).parent.parent.parent.parent
+REPO_ROOT = Path(__file__).parents[3]
 
 keyword_synonyms: dict[str, list[str]] = {
     "amp": ["mixed_precision"],
diff --git a/tools/testing/target_determination/heuristics/llm.py b/tools/testing/target_determination/heuristics/llm.py
index b046f96dafbb..6c6a4b1be21e 100644
--- a/tools/testing/target_determination/heuristics/llm.py
+++ b/tools/testing/target_determination/heuristics/llm.py
@@ -16,7 +16,7 @@ from tools.testing.target_determination.heuristics.utils import normalize_rating
 from tools.testing.test_run import TestRun
 
 
-REPO_ROOT = Path(__file__).resolve().parent.parent.parent.parent.parent
+REPO_ROOT = Path(__file__).resolve().parents[4]
 
 
 class LLM(HeuristicInterface):
diff --git a/tools/testing/target_determination/heuristics/previously_failed_in_pr.py b/tools/testing/target_determination/heuristics/previously_failed_in_pr.py
index a17145a7eca1..bf0a9549cc9f 100644
--- a/tools/testing/target_determination/heuristics/previously_failed_in_pr.py
+++ b/tools/testing/target_determination/heuristics/previously_failed_in_pr.py
@@ -20,7 +20,7 @@ from tools.testing.target_determination.heuristics.utils import (
 from tools.testing.test_run import TestRun
 
 
-REPO_ROOT = Path(__file__).resolve().parent.parent.parent.parent.parent
+REPO_ROOT = Path(__file__).resolve().parents[4]
 
 
 class PreviouslyFailedInPR(HeuristicInterface):
diff --git a/tools/testing/target_determination/heuristics/utils.py b/tools/testing/target_determination/heuristics/utils.py
index 86a71b768683..d9e9b002e379 100644
--- a/tools/testing/target_determination/heuristics/utils.py
+++ b/tools/testing/target_determination/heuristics/utils.py
@@ -15,7 +15,8 @@ from warnings import warn
 if TYPE_CHECKING:
     from tools.testing.test_run import TestRun
 
-REPO_ROOT = Path(__file__).resolve().parent.parent.parent.parent.parent
+
+REPO_ROOT = Path(__file__).resolve().parents[4]
 
 
 def python_test_file_to_test_name(tests: set[str]) -> set[str]:
diff --git a/tools/testing/test_selections.py b/tools/testing/test_selections.py
index b74f5b954c4a..635f512f087b 100644
--- a/tools/testing/test_selections.py
+++ b/tools/testing/test_selections.py
@@ -14,7 +14,7 @@ if TYPE_CHECKING:
     from collections.abc import Sequence
 
 
-REPO_ROOT = Path(__file__).resolve().parent.parent.parent
+REPO_ROOT = Path(__file__).resolve().parents[2]
 
 IS_MEM_LEAK_CHECK = os.getenv("PYTORCH_TEST_CUDA_MEM_LEAK_CHECK", "0") == "1"
 BUILD_ENVIRONMENT = os.getenv("BUILD_ENVIRONMENT", "")
diff --git a/torch/_inductor/runtime/compile_tasks.py b/torch/_inductor/runtime/compile_tasks.py
index 17788ab7920f..3a9626875710 100644
--- a/torch/_inductor/runtime/compile_tasks.py
+++ b/torch/_inductor/runtime/compile_tasks.py
@@ -5,6 +5,7 @@ import functools
 import os
 import sys
 import warnings
+from pathlib import Path
 from types import ModuleType
 from typing import Any, Callable, Dict
 
@@ -51,15 +52,13 @@ def _reload_python_module(key, path):
 def _set_triton_ptxas_path() -> None:
     if os.environ.get("TRITON_PTXAS_PATH") is not None:
         return
-    ptxas_path = os.path.abspath(
-        os.path.join(os.path.dirname(__file__), "..", "bin", "ptxas")
-    )
-    if not os.path.exists(ptxas_path):
+    ptxas = Path(__file__).absolute().parents[1] / "bin" / "ptxas"
+    if not ptxas.exists():
         return
-    if os.path.isfile(ptxas_path) and os.access(ptxas_path, os.X_OK):
-        os.environ["TRITON_PTXAS_PATH"] = ptxas_path
+    if ptxas.is_file() and os.access(ptxas, os.X_OK):
+        os.environ["TRITON_PTXAS_PATH"] = str(ptxas)
     else:
-        warnings.warn(f"{ptxas_path} exists but is not an executable")
+        warnings.warn(f"{ptxas} exists but is not an executable")
 
 
 def _worker_compile_triton(load_kernel: Callable[[], Any], extra_env: Dict[str, str]):
diff --git a/torch/testing/_internal/common_utils.py b/torch/testing/_internal/common_utils.py
index 2a9f90b2baf0..bef72ad54551 100644
--- a/torch/testing/_internal/common_utils.py
+++ b/torch/testing/_internal/common_utils.py
@@ -5008,7 +5008,7 @@ def find_library_location(lib_name: str) -> Path:
     path = torch_root / 'lib' / lib_name
     if os.path.exists(path):
         return path
-    torch_root = Path(__file__).resolve().parent.parent.parent
+    torch_root = Path(__file__).resolve().parents[2]
     return torch_root / 'build' / 'lib' / lib_name
 
 def skip_but_pass_in_sandcastle(reason):
diff --git a/torchgen/_autoheuristic/mixed_mm/gen_data_mixed_mm.py b/torchgen/_autoheuristic/mixed_mm/gen_data_mixed_mm.py
index fddcfe813547..48dfa788977d 100644
--- a/torchgen/_autoheuristic/mixed_mm/gen_data_mixed_mm.py
+++ b/torchgen/_autoheuristic/mixed_mm/gen_data_mixed_mm.py
@@ -1,13 +1,12 @@
 # mypy: ignore-errors
-import os
 import random
 import sys
-
-
-sys.path.append(os.path.dirname(os.path.dirname(os.path.abspath(__file__))))
-
+from pathlib import Path
 from typing import Any
 
+
+sys.path.append(str(Path(__file__).absolute().parents[1]))
+
 from benchmark_runner import BenchmarkRunner  # type: ignore[import-not-found]
 from benchmark_utils import (  # type: ignore[import-not-found]
     fits_in_memory,
diff --git a/torchgen/_autoheuristic/mixed_mm/test_mixed_mm.py b/torchgen/_autoheuristic/mixed_mm/test_mixed_mm.py
index 839e7ff87b2b..d7add94ec127 100644
--- a/torchgen/_autoheuristic/mixed_mm/test_mixed_mm.py
+++ b/torchgen/_autoheuristic/mixed_mm/test_mixed_mm.py
@@ -1,12 +1,12 @@
-import os
 import sys
 import unittest
-
-
-sys.path.append(os.path.dirname(os.path.dirname(os.path.abspath(__file__))))
+from pathlib import Path
 
 from expecttest import TestCase
 
+
+sys.path.append(str(Path(__file__).absolute().parents[1]))
+
 from test_utils import read_file_to_string, run_bash  # type: ignore[import-not-found]
 
 
diff --git a/torchgen/_autoheuristic/mixed_mm/train_decision_mixedmm.py b/torchgen/_autoheuristic/mixed_mm/train_decision_mixedmm.py
index df96f020dc6d..4316d36eaf5b 100644
--- a/torchgen/_autoheuristic/mixed_mm/train_decision_mixedmm.py
+++ b/torchgen/_autoheuristic/mixed_mm/train_decision_mixedmm.py
@@ -1,9 +1,9 @@
 # mypy: ignore-errors
-import os
 import sys
+from pathlib import Path
 
 
-sys.path.append(os.path.dirname(os.path.dirname(os.path.abspath(__file__))))
+sys.path.append(str(Path(__file__).absolute().parents[1]))
 
 from train_decision import AHTrainDecisionTree
 
diff --git a/torchgen/_autoheuristic/mm/gen_data_mm.py b/torchgen/_autoheuristic/mm/gen_data_mm.py
index 4e1e819869aa..8ad6dc1c008d 100644
--- a/torchgen/_autoheuristic/mm/gen_data_mm.py
+++ b/torchgen/_autoheuristic/mm/gen_data_mm.py
@@ -1,13 +1,12 @@
 import itertools
-import os
 import random
 import sys
-
-
-sys.path.append(os.path.dirname(os.path.dirname(os.path.abspath(__file__))))
-
+from pathlib import Path
 from typing import Any
 
+
+sys.path.append(str(Path(__file__).absolute().parents[1]))
+
 from benchmark_runner import BenchmarkRunner  # type: ignore[import-not-found]
 from benchmark_utils import (  # type: ignore[import-not-found]
     fits_in_memory,
diff --git a/torchgen/_autoheuristic/mm/train_decision_mm.py b/torchgen/_autoheuristic/mm/train_decision_mm.py
index 945dcc985614..0eecee8146be 100644
--- a/torchgen/_autoheuristic/mm/train_decision_mm.py
+++ b/torchgen/_autoheuristic/mm/train_decision_mm.py
@@ -1,11 +1,11 @@
 # mypy: ignore-errors
-import os
 import sys
+from pathlib import Path
 
 import pandas as pd  # type: ignore[import-untyped]
 
 
-sys.path.append(os.path.dirname(os.path.dirname(os.path.abspath(__file__))))
+sys.path.append(str(Path(__file__).absolute().parents[1]))
 
 from train_decision import AHTrainDecisionTree
 
diff --git a/torchgen/_autoheuristic/pad_mm/gen_data_pad_mm.py b/torchgen/_autoheuristic/pad_mm/gen_data_pad_mm.py
index 80366bc2fbe5..d5ddc44c1b7b 100644
--- a/torchgen/_autoheuristic/pad_mm/gen_data_pad_mm.py
+++ b/torchgen/_autoheuristic/pad_mm/gen_data_pad_mm.py
@@ -1,12 +1,11 @@
-import os
 import random
 import sys
-
-
-sys.path.append(os.path.dirname(os.path.dirname(os.path.abspath(__file__))))
-
+from pathlib import Path
 from typing import Any
 
+
+sys.path.append(str(Path(__file__).absolute().parents[1]))
+
 from benchmark_runner import BenchmarkRunner  # type: ignore[import-not-found]
 from benchmark_utils import (  # type: ignore[import-not-found]
     fits_in_memory,
diff --git a/torchgen/_autoheuristic/pad_mm/test_pad_mm.py b/torchgen/_autoheuristic/pad_mm/test_pad_mm.py
index 6469a6cd37de..dcb7920b83de 100644
--- a/torchgen/_autoheuristic/pad_mm/test_pad_mm.py
+++ b/torchgen/_autoheuristic/pad_mm/test_pad_mm.py
@@ -1,12 +1,12 @@
-import os
 import sys
 import unittest
-
-
-sys.path.append(os.path.dirname(os.path.dirname(os.path.abspath(__file__))))
+from pathlib import Path
 
 from expecttest import TestCase
 
+
+sys.path.append(str(Path(__file__).absolute().parents[1]))
+
 from test_utils import read_file_to_string, run_bash  # type: ignore[import-not-found]
 
 
diff --git a/torchgen/_autoheuristic/pad_mm/train_decision_pad_mm.py b/torchgen/_autoheuristic/pad_mm/train_decision_pad_mm.py
index 9ed37b7a00d8..9e37892146f4 100644
--- a/torchgen/_autoheuristic/pad_mm/train_decision_pad_mm.py
+++ b/torchgen/_autoheuristic/pad_mm/train_decision_pad_mm.py
@@ -1,9 +1,9 @@
 # mypy: ignore-errors
-import os
 import sys
+from pathlib import Path
 
 
-sys.path.append(os.path.dirname(os.path.dirname(os.path.abspath(__file__))))
+sys.path.append(str(Path(__file__).absolute().parents[1]))
 
 from train_decision import AHTrainDecisionTree
 
diff --git a/torchgen/_autoheuristic/pad_mm/train_pad_mm.py b/torchgen/_autoheuristic/pad_mm/train_pad_mm.py
index ab60c44dac02..58c4802d4977 100644
--- a/torchgen/_autoheuristic/pad_mm/train_pad_mm.py
+++ b/torchgen/_autoheuristic/pad_mm/train_pad_mm.py
@@ -1,9 +1,9 @@
 # mypy: ignore-errors
-import os
 import sys
+from pathlib import Path
 
 
-sys.path.append(os.path.dirname(os.path.dirname(os.path.abspath(__file__))))
+sys.path.append(str(Path(__file__).absolute().parents[1]))
 
 from train_regression import AHTrainRegressionTree
 
diff --git a/torchgen/_autoheuristic/pad_mm/train_regression_pad_mm.py b/torchgen/_autoheuristic/pad_mm/train_regression_pad_mm.py
index e9cdbf517e02..bf9201e49a2b 100644
--- a/torchgen/_autoheuristic/pad_mm/train_regression_pad_mm.py
+++ b/torchgen/_autoheuristic/pad_mm/train_regression_pad_mm.py
@@ -1,9 +1,9 @@
 # mypy: ignore-errors
-import os
 import sys
+from pathlib import Path
 
 
-sys.path.append(os.path.dirname(os.path.dirname(os.path.abspath(__file__))))
+sys.path.append(str(Path(__file__).absolute().parents[1]))
 
 from train_regression import AHTrainRegressionTree
 
diff --git a/torchgen/gen_backend_stubs.py b/torchgen/gen_backend_stubs.py
index b891c17671fc..299a41081da0 100644
--- a/torchgen/gen_backend_stubs.py
+++ b/torchgen/gen_backend_stubs.py
@@ -533,7 +533,7 @@ def run(
     source_yaml: str, output_dir: str, dry_run: bool, impl_path: str | None = None
 ) -> None:
     # Assumes that this file lives at PYTORCH_ROOT/torchgen/gen_backend_stubs.py
-    pytorch_root = Path(__file__).parent.parent.absolute()
+    pytorch_root = Path(__file__).absolute().parent.parent
     template_dir = os.path.join(pytorch_root, "aten/src/ATen/templates")
 
     def make_file_manager(install_dir: str) -> FileManager:
diff --git a/torchgen/gen_lazy_tensor.py b/torchgen/gen_lazy_tensor.py
index a15fa62fd1ee..e397561d378e 100644
--- a/torchgen/gen_lazy_tensor.py
+++ b/torchgen/gen_lazy_tensor.py
@@ -256,7 +256,7 @@ def main() -> None:
     options = parser.parse_args()
 
     # Assumes that this file lives at PYTORCH_ROOT/torchgen/gen_backend_stubs.py
-    torch_root = Path(__file__).parent.parent.parent.absolute()
+    torch_root = Path(__file__).absolute().parents[2]
     aten_path = str(torch_root / "aten" / "src" / "ATen")
     lazy_ir_generator: type[GenLazyIR] = default_args.lazy_ir_generator
     if options.gen_ts_lowerings: