diff --git a/.github/workflows/windows.yml b/.github/workflows/windows.yml
index 680f2686ac6..d4e05a91943 100644
--- a/.github/workflows/windows.yml
+++ b/.github/workflows/windows.yml
@@ -1,27 +1,28 @@
 name: Tests on Windows (VS 2022, Python 3.11)
 on:
   workflow_dispatch:
-#  pull_request:
-#    paths-ignore:
-#      - '**/docs/**'
-#      - 'docs/**'
-#      - '**/**.md'
-#      - '**.md'
-#      - '**/layer_tests_summary/**'
-#      - '**/conformance/**'
-#  push:
-#    paths-ignore:
-#      - '**/docs/**'
-#      - 'docs/**'
-#      - '**/**.md'
-#      - '**.md'
-#      - '**/layer_tests_summary/**'
-#      - '**/conformance/**'
-#    branches:
-#      - master
+  pull_request:
+    paths-ignore:
+      - '**/docs/**'
+      - 'docs/**'
+      - '**/**.md'
+      - '**.md'
+      - '**/layer_tests_summary/**'
+      - '**/conformance/**'
+  push:
+    paths-ignore:
+      - '**/docs/**'
+      - 'docs/**'
+      - '**/**.md'
+      - '**.md'
+      - '**/layer_tests_summary/**'
+      - '**/conformance/**'
+    branches:
+      - master
 
 concurrency:
-  group: ${{ github.head_ref || github.run_id }}-windows
+  # github.ref is not unique in post-commit
+  group: ${{ github.event_name == 'push' && github.run_id || github.ref }}-windows
   cancel-in-progress: true
 
 env:
@@ -37,7 +38,7 @@ env:
   LAYER_TESTS_INSTALL_DIR: "${{ github.workspace }}\\install\\tests\\layer_tests"
   BUILD_DIR: "${{ github.workspace }}\\build"
   OV_TEMP: "${{ github.workspace }}\\openvino_temp"
-  PYTHON_STATIC_ARGS: -m "not dynamic_library and not template_plugin"
+  PYTHON_STATIC_ARGS: -m "not dynamic_library"
   VCVARSPATH: "C:\\Program Files\\Microsoft Visual Studio\\2022\\Enterprise\\VC\\Auxiliary\\Build\\vcvarsall.bat"
 
 jobs:
@@ -124,9 +125,10 @@ jobs:
           # Should save cache only if run in the master branch of the base repo
           # github.ref_name is 'ref/PR_#' in case of the PR, and 'branch_name' when executed on push
           save: ${{ github.ref_name == 'master' && 'true' || 'false'  }}
-          key: ${{ github.job }}-windows
+          append-timestamp: true
+          key: ${{ github.job }}-${{ runner.os }}-common
           restore-keys: |
-            ${{ github.job }}-windows
+            ${{ github.job }}-${{ runner.os }}-common
 
       - name: CMake configure
         run: |
@@ -222,7 +224,6 @@ jobs:
           call "${{ env.INSTALL_DIR }}\\setupvars.bat" && ${{ env.INSTALL_TEST_DIR }}/ov_onnx_frontend_tests --gtest_print_time=1 --gtest_filter=-*IE_GPU* --gtest_output=xml:${{ env.INSTALL_TEST_DIR }}/TEST-ONNXFrontend.xml
 
       - name: List installed files
-        if: ${{ always() }}
         run: |
           Get-ChildItem -Recurse -Directory ${{ env.INSTALL_DIR }}
 
@@ -316,6 +317,8 @@ jobs:
           # For running Paddle frontend unit tests
           python3 -m pip install -r ${{ env.OPENVINO_REPO }}/src/frontends/paddle/tests/requirements.txt
 
+          python3 -m pip install -r ${{ env.LAYER_TESTS_INSTALL_DIR }}/requirements.txt
+
       - name: Install MO dependencies
         run: |
           python3 -m pip install -r ${{ env.OPENVINO_REPO }}/tools/mo/requirements_mxnet.txt `
@@ -377,7 +380,6 @@ jobs:
 #          TEST_DEVICE: CPU
 
       - name: TensorFlow 1 Layer Tests - TF FE
-        if: ${{ always() }}
         shell: cmd
         run: |
           python3 -m pip install -r ${{ env.LAYER_TESTS_INSTALL_DIR }}/requirements.txt
@@ -389,7 +391,6 @@ jobs:
           TEST_DEVICE: CPU
 
       - name: TensorFlow 2 Layer Tests - TF FE
-        if: ${{ always() }}
         shell: cmd
         run: |
           python3 -m pip install -r ${{ env.LAYER_TESTS_INSTALL_DIR }}/requirements.txt
@@ -401,7 +402,6 @@ jobs:
           TEST_DEVICE: CPU
 
       - name: TensorFlow 1 Layer Tests - Legacy FE
-        if: ${{ always() }}
         shell: cmd
         run: |
           python3 -m pip install -r ${{ env.LAYER_TESTS_INSTALL_DIR }}/requirements.txt
@@ -411,7 +411,6 @@ jobs:
           call "${{ env.INSTALL_DIR }}\\setupvars.bat" && python3 -m pytest ${{ env.LAYER_TESTS_INSTALL_DIR }}/tensorflow_tests/test_tf_Roll.py --ir_version=10 --junitxml=${{ env.INSTALL_TEST_DIR }}/TEST-tf_Roll.xml
 
       - name: TensorFlow 2 Layer Tests - Legacy FE
-        if: ${{ always() }}
         shell: cmd
         run: |
           python3 -m pip install -r ${{ env.LAYER_TESTS_INSTALL_DIR }}/requirements.txt
@@ -423,7 +422,6 @@ jobs:
           TEST_DEVICE: CPU
 
       - name: TensorFlow Lite Layer Tests - TFL FE
-        if: ${{ always() }}
         shell: cmd
         run: |
           python3 -m pip install -r ${{ env.LAYER_TESTS_INSTALL_DIR }}/requirements.txt
@@ -442,7 +440,6 @@ jobs:
           TEST_DEVICE: CPU
 
       - name: MO Python API Tests
-        if: ${{ always() }}
         shell: cmd
         run: |
           python3 -m pip install -r ${{ env.LAYER_TESTS_INSTALL_DIR }}/requirements.txt
@@ -454,7 +451,6 @@ jobs:
           TEST_DEVICE: CPU
 
       - name: Python Frontend tests
-        if: ${{ always() }}
         shell: cmd
         run: |
           python3 -m pip install -r ${{ env.LAYER_TESTS_INSTALL_DIR }}/requirements.txt
@@ -465,7 +461,7 @@ jobs:
 
       - name: Upload Test Results
         uses: actions/upload-artifact@v3
-        if: ${{ always() }}
+        if: ${{ !cancelled() }}
         with:
           name: test-results-python
           path: ${{ env.INSTALL_TEST_DIR }}/TEST*.xml
@@ -636,7 +632,7 @@ jobs:
 
       - name: Upload Test Results
         uses: actions/upload-artifact@v3
-        if: ${{ always() }}
+        if: ${{ !cancelled() }}
         with:
           name: test-results-cpp
           path: ${{ env.INSTALL_TEST_DIR }}/TEST*.xml
@@ -647,10 +643,12 @@ jobs:
     defaults:
       run:
         shell: pwsh
-    runs-on: windows-latest
+    runs-on: windows-latest-8-cores
     env:
       INSTALL_DIR: "${{ github.workspace }}\\install"
       INSTALL_TEST_DIR: "${{ github.workspace }}\\install\\tests"
+      PARALLEL_TEST_SCRIPT: "${{ github.workspace }}\\install\\tests\\functional_test_utils\\run_parallel.py"
+      PARALLEL_TEST_CACHE: "${{ github.workspace }}\\install\\tests\\test_cache.lst"
 
     steps:
       - name: Create Directories
@@ -685,15 +683,43 @@ jobs:
           ls "${{ env.INSTALL_DIR }}"
           ls "${{ env.INSTALL_TEST_DIR }}"
 
-      - name: Intel CPU plugin func tests
+      - name: Install python dependencies
         shell: cmd
         run: |
-          call "${{ env.INSTALL_DIR }}\\setupvars.bat" && ${{ env.INSTALL_TEST_DIR }}/ov_cpu_func_tests --gtest_print_time=1 --gtest_filter=*smoke* --gtest_output=xml:${{ env.INSTALL_TEST_DIR }}/TEST-CPUFuncTests.xml
+          python3 -m pip install --upgrade pip
+          python3 -m pip install -r ${{ github.workspace }}\install\tests\functional_test_utils\requirements.txt
+
+      - name: Restore tests execution time
+        uses: actions/cache/restore@v3
+        with:
+          path: ${{ env.PARALLEL_TEST_CACHE }}
+          key: ${{ runner.os }}-tests-functional-cpu-stamp-${{ github.sha }}
+          restore-keys: |
+            ${{ runner.os }}-tests-functional-cpu-stamp
+
+      - name: Intel CPU plugin func tests (parallel)
+        shell: cmd
+        run: |
+          call "${{ env.INSTALL_DIR }}\\setupvars.bat" && python3 ${{ env.PARALLEL_TEST_SCRIPT }} -e ${{ env.INSTALL_TEST_DIR }}\ov_cpu_func_tests.exe -c ${{ env.PARALLEL_TEST_CACHE }} -w ${{ env.INSTALL_TEST_DIR }} -s suite -- --gtest_filter=*smoke*"
+        timeout-minutes: 45
+
+      - name: Save tests execution time
+        uses: actions/cache/save@v3
+        if: github.ref_name == 'master'
+        with:
+          path: ${{ env.PARALLEL_TEST_CACHE }}
+          key: ${{ runner.os }}-tests-functional-cpu-stamp-${{ github.sha }}
 
       - name: Upload Test Results
         uses: actions/upload-artifact@v3
-        if: ${{ always() }}
+        if: ${{ !cancelled() }}
         with:
           name: test-results-functional-cpu
-          path: ${{ env.INSTALL_TEST_DIR }}/TEST*.xml
+          path: |
+            ${{ env.INSTALL_TEST_DIR }}/temp/*.log
+            ${{ env.INSTALL_TEST_DIR }}/logs/failed/*.log
+            ${{ env.INSTALL_TEST_DIR }}/logs/crashed/*.log
+            ${{ env.INSTALL_TEST_DIR }}/logs/hanged/*.log
+            ${{ env.INSTALL_TEST_DIR }}/logs/interapted/*.log
+            ${{ env.INSTALL_TEST_DIR }}/logs/*.log
           if-no-files-found: 'error'
diff --git a/cmake/developer_package/compile_flags/os_flags.cmake b/cmake/developer_package/compile_flags/os_flags.cmake
index 3202def116d..0ffdd903dcb 100644
--- a/cmake/developer_package/compile_flags/os_flags.cmake
+++ b/cmake/developer_package/compile_flags/os_flags.cmake
@@ -388,9 +388,12 @@ if(CMAKE_CXX_COMPILER_ID STREQUAL "MSVC")
     ov_add_compiler_flags(/wd4275)
 
     # Enable __FILE__ trim, use path with forward and backward slash as directory separator
-    add_compile_options(
-        "$<$<COMPILE_LANGUAGE:CXX>:/d1trimfile:${OV_NATIVE_PROJECT_ROOT_DIR}\\>"
-        "$<$<COMPILE_LANGUAGE:CXX>:/d1trimfile:${OpenVINO_SOURCE_DIR}/>")
+    # github actions use sccache which doesn't support /d1trimfile compile option
+    if(NOT DEFINED ENV{GITHUB_ACTIONS})
+        add_compile_options(
+            "$<$<COMPILE_LANGUAGE:CXX>:/d1trimfile:${OV_NATIVE_PROJECT_ROOT_DIR}\\>"
+            "$<$<COMPILE_LANGUAGE:CXX>:/d1trimfile:${OpenVINO_SOURCE_DIR}/>")
+    endif()
 
     #
     # Debug information flags, by default CMake adds /Zi option
diff --git a/src/bindings/python/tests/test_graph/test_node_factory.py b/src/bindings/python/tests/test_graph/test_node_factory.py
index 7be5c977bcd..05c07335ea0 100644
--- a/src/bindings/python/tests/test_graph/test_node_factory.py
+++ b/src/bindings/python/tests/test_graph/test_node_factory.py
@@ -98,6 +98,7 @@ def test_node_factory_validate_missing_arguments():
 
 
 @pytest.mark.template_extension()
+@pytest.mark.dynamic_library()
 def test_extension_added_from_library():
     if platform == "win32":
         library_path = "openvino_template_extension.dll"
diff --git a/src/bindings/python/tests/test_runtime/test_core.py b/src/bindings/python/tests/test_runtime/test_core.py
index f0583ca26aa..a864f732281 100644
--- a/src/bindings/python/tests/test_runtime/test_core.py
+++ b/src/bindings/python/tests/test_runtime/test_core.py
@@ -344,6 +344,7 @@ def test_unload_plugin(device):
 
 
 @pytest.mark.template_extension()
+@pytest.mark.dynamic_library()
 def test_add_extension_template_extension(device):
     core, model = get_model_with_template_extension()
     assert isinstance(model, Model)
diff --git a/src/core/tests/check.cpp b/src/core/tests/check.cpp
index 6583a2c8c72..69a0f1342ff 100644
--- a/src/core/tests/check.cpp
+++ b/src/core/tests/check.cpp
@@ -49,6 +49,10 @@ TEST(check, check_with_explanation) {
 }
 
 TEST(check, ov_throw_exception_check_relative_path_to_source) {
+    // github actions use sccache which doesn't support /d1trimfile compile option
+    if (std::getenv("GITHUB_ACTIONS")) {
+        GTEST_SKIP();
+    }
     using namespace testing;
     const auto path = ov::util::path_join({"src", "core", "tests", "check.cpp"});
     const auto exp_native_slash = "Exception from " + path + ":";
diff --git a/src/tests/test_utils/functional_test_utils/layer_tests_summary/run_parallel.py b/src/tests/test_utils/functional_test_utils/layer_tests_summary/run_parallel.py
index 9ca56067b3b..c50e0b5f180 100644
--- a/src/tests/test_utils/functional_test_utils/layer_tests_summary/run_parallel.py
+++ b/src/tests/test_utils/functional_test_utils/layer_tests_summary/run_parallel.py
@@ -305,7 +305,7 @@ class TestParallelRunner:
                 os.remove(test_list_file_name)
             except Exception as err:
                 logger.warning(f"Imposible to remove {test_list_file_name}. Error: {err}")
-        command_to_get_test_list = self._command + f' --gtest_list_tests >> {test_list_file_name}'
+        command_to_get_test_list = self._command + f' --gtest_list_tests > {test_list_file_name}'
         logger.info(f"Get test list using command: {command_to_get_test_list}")
         run_res = run(command_to_get_test_list, check=True, shell=True)
         if run_res.stderr != "" and run_res.stderr != None:
diff --git a/tools/mo/unit_tests/mo/utils/cli_parser_test.py b/tools/mo/unit_tests/mo/utils/cli_parser_test.py
index b3c7c4c125d..6a96d087293 100644
--- a/tools/mo/unit_tests/mo/utils/cli_parser_test.py
+++ b/tools/mo/unit_tests/mo/utils/cli_parser_test.py
@@ -1224,13 +1224,13 @@ class PathCheckerFunctions(unittest.TestCase):
         self.assertEqual(__class__.WRITABLE_DIR, writable_dir(__class__.WRITABLE_DIR))
 
     @unittest.skipIf(sys.platform.startswith("win"), "chmod() on Windows do nor support not writable dir")
-    @unittest.skipIf(os.geteuid() == 0, "root user does not support not writable dir")
+    @unittest.skipIf(sys.platform.startswith("lin") and os.geteuid() == 0, "root user does not support not writable dir")
     def test_single_non_writable_dir(self):
         with self.assertRaises(Error) as cm:
             writable_dir(__class__.NOT_WRITABLE_DIR)
 
     @unittest.skipIf(sys.platform.startswith("win"), "chmod() on Windows do nor support not writable dir")
-    @unittest.skipIf(os.geteuid() == 0, "root user does not support not writable dir")
+    @unittest.skipIf(sys.platform.startswith("lin") and os.geteuid() == 0, "root user does not support not writable dir")
     def test_single_non_writable_sub_dir(self):
         with self.assertRaises(Error) as cm:
             writable_dir(__class__.NOT_WRITABLE_SUB_DIR)