diff --git a/check/checkconfigurations/checkconfigurations.go b/check/checkconfigurations/checkconfigurations.go
index 8e072ddb..7cf2cdb6 100644
--- a/check/checkconfigurations/checkconfigurations.go
+++ b/check/checkconfigurations/checkconfigurations.go
@@ -836,6 +836,21 @@ var configurations = []Type{
 		ErrorModes:      []checkmode.Type{checkmode.LibraryManagerSubmission, checkmode.LibraryManagerIndexed},
 		CheckFunction:   checkfunctions.LibraryHasDotDevelopmentFile,
 	},
+	{
+		ProjectType:     projecttype.Library,
+		Category:        "structure",
+		Subcategory:     "",
+		ID:              "",
+		Brief:           ".exe file",
+		Description:     "",
+		MessageTemplate: ".exe file(s) found: {{.}}. Presence of these files blocks inclusion in Library Manager index.",
+		DisableModes:    nil,
+		EnableModes:     []checkmode.Type{checkmode.All},
+		InfoModes:       nil,
+		WarningModes:    []checkmode.Type{checkmode.LibraryManagerSubmission, checkmode.LibraryManagerIndexed},
+		ErrorModes:      nil,
+		CheckFunction:   checkfunctions.LibraryHasExe,
+	},
 	{
 		ProjectType:     projecttype.Sketch,
 		Category:        "structure",
diff --git a/check/checkfunctions/library.go b/check/checkfunctions/library.go
index 53f4c762..94871cfa 100644
--- a/check/checkfunctions/library.go
+++ b/check/checkfunctions/library.go
@@ -907,6 +907,28 @@ func LibraryHasDotDevelopmentFile() (result checkresult.Type, output string) {
 	return checkresult.Pass, ""
 }
 
+// LibraryHasExe checks whether the library contains files with .exe extension.
+func LibraryHasExe() (result checkresult.Type, output string) {
+	projectPathListing, err := checkdata.ProjectPath().ReadDirRecursive()
+	if err != nil {
+		panic(err)
+	}
+	projectPathListing.FilterOutDirs()
+
+	exePaths := []string{}
+	for _, projectPathItem := range projectPathListing {
+		if projectPathItem.Ext() == ".exe" {
+			exePaths = append(exePaths, projectPathItem.String())
+		}
+	}
+
+	if len(exePaths) > 0 {
+		return checkresult.Fail, strings.Join(exePaths, ", ")
+	}
+
+	return checkresult.Pass, ""
+}
+
 // spellCheckLibraryPropertiesFieldValue returns the value of the provided library.properties field with commonly misspelled words corrected.
 func spellCheckLibraryPropertiesFieldValue(fieldName string) (result checkresult.Type, output string) {
 	if checkdata.LibraryPropertiesLoadError() != nil {
diff --git a/check/checkfunctions/library_test.go b/check/checkfunctions/library_test.go
index e4e809f0..856564f0 100644
--- a/check/checkfunctions/library_test.go
+++ b/check/checkfunctions/library_test.go
@@ -234,3 +234,12 @@ func TestLibraryHasDotDevelopmentFile(t *testing.T) {
 
 	checkCheckFunction(LibraryHasDotDevelopmentFile, testTables, t)
 }
+
+func TestLibraryHasExe(t *testing.T) {
+	testTables := []checkFunctionTestTable{
+		{"Has .exe file", "Exe", checkresult.Fail, ""},
+		{"No .exe files", "Recursive", checkresult.Pass, ""},
+	}
+
+	checkCheckFunction(LibraryHasExe, testTables, t)
+}
diff --git a/check/checkfunctions/testdata/libraries/Exe/foo.exe b/check/checkfunctions/testdata/libraries/Exe/foo.exe
new file mode 100644
index 00000000..e69de29b
diff --git a/check/checkfunctions/testdata/libraries/Exe/library.properties b/check/checkfunctions/testdata/libraries/Exe/library.properties
new file mode 100644
index 00000000..4398ff08
--- /dev/null
+++ b/check/checkfunctions/testdata/libraries/Exe/library.properties
@@ -0,0 +1,9 @@
+name=Exe
+version=1.0.0
+author=Cristian Maglie <c.maglie@example.com>, Pippo Pluto <pippo@example.com>
+maintainer=Cristian Maglie <c.maglie@example.com>
+sentence=A library that makes coding a web server a breeze.
+paragraph=Supports HTTP1.1 and you can do GET and POST.
+category=Communication
+url=http://example.com/
+architectures=avr
diff --git a/check/checkfunctions/testdata/libraries/Exe/src/Exe.h b/check/checkfunctions/testdata/libraries/Exe/src/Exe.h
new file mode 100644
index 00000000..e69de29b