diff --git a/arduino-ide-extension/src/common/protocol/installable.ts b/arduino-ide-extension/src/common/protocol/installable.ts
index 4bf90759..1160f2b1 100644
--- a/arduino-ide-extension/src/common/protocol/installable.ts
+++ b/arduino-ide-extension/src/common/protocol/installable.ts
@@ -1,3 +1,4 @@
+import * as semver from 'semver';
 import { naturalCompare } from './../utils';
 import { ArduinoComponent } from './arduino-component';
 
@@ -18,6 +19,11 @@ export namespace Installable {
         /**
          * Most recent version comes first, then the previous versions. (`1.8.1`, `1.6.3`, `1.6.2`, `1.6.1` and so on.)
          */
-        export const COMPARATOR = (left: Version, right: Version) => naturalCompare(right, left);
+        export const COMPARATOR = (left: Version, right: Version) => {
+            if (semver.valid(left) && semver.valid(right)) {
+                return semver.compare(left, right);
+            }
+            return naturalCompare(left, right);
+        };
     }
 }
diff --git a/arduino-ide-extension/src/node/boards-service-impl.ts b/arduino-ide-extension/src/node/boards-service-impl.ts
index f5abee7c..2a71005a 100644
--- a/arduino-ide-extension/src/node/boards-service-impl.ts
+++ b/arduino-ide-extension/src/node/boards-service-impl.ts
@@ -375,7 +375,7 @@ export class BoardsServiceImpl implements BoardsService, Disposable {
                 const pkg = packages.get(id);
                 if (pkg) {
                     pkg.availableVersions.push(platform.getLatest());
-                    pkg.availableVersions.sort(Installable.Version.COMPARATOR);
+                    pkg.availableVersions.sort(Installable.Version.COMPARATOR).reverse();
                 } else {
                     packages.set(id, toPackage(platform));
                 }
diff --git a/arduino-ide-extension/src/node/library-service-server-impl.ts b/arduino-ide-extension/src/node/library-service-server-impl.ts
index 00278b90..3142f9c9 100644
--- a/arduino-ide-extension/src/node/library-service-server-impl.ts
+++ b/arduino-ide-extension/src/node/library-service-server-impl.ts
@@ -79,7 +79,7 @@ export class LibraryServiceImpl implements LibraryService {
             .slice(0, 50)
             .map(item => {
                 // TODO: This seems to contain only the latest item instead of all of the items.
-                const availableVersions = item.getReleasesMap().getEntryList().map(([key, _]) => key).sort(Installable.Version.COMPARATOR);
+                const availableVersions = item.getReleasesMap().getEntryList().map(([key, _]) => key).sort(Installable.Version.COMPARATOR).reverse();
                 let installedVersion: string | undefined;
                 const installed = installedLibsIdx.get(item.getName());
                 if (installed) {
diff --git a/arduino-ide-extension/src/test/common/installable.test.ts b/arduino-ide-extension/src/test/common/installable.test.ts
new file mode 100644
index 00000000..3b0feadd
--- /dev/null
+++ b/arduino-ide-extension/src/test/common/installable.test.ts
@@ -0,0 +1,38 @@
+import { expect } from 'chai';
+import { Installable } from '../../common/protocol/installable';
+
+describe('installable', () => {
+
+    describe('compare', () => {
+
+        const testMe = Installable.Version.COMPARATOR;
+
+        ([
+            ['1.8.1', '1.8.1', 0],
+            ['1.8.1', '1.6.1', 1],
+            ['1.6.1', '1.8.1', -1],
+            ['1.6.1', '1.6.3', -1],
+            ['5.1.1', '5.1.0', 1],
+            ['5.1.0', '5.1.0-beta.1', 1],
+            ['5.1.0-beta.1', '5.1.0', -1],
+            ['5.1.0-beta.2', '5.1.0-beta.1', 1],
+            ['5.1.0-beta.1', '5.1.0-beta.2', -1],
+            ['5.1.0-beta.1', '5.1.1', -1],
+            ['1.1.0', '1.1.0-a', 1],
+            ['1.1.0-a', '1.1.0', -1],
+            ['COM1', 'COM2', -1],
+            ['COM1', 'COM10', -1],
+            ['COM10', 'COM1', 1],
+            ['COM10', 'COM2', 1],
+            ['COM2', 'COM10', -1],
+            ['COM10', 'COM10', 0],
+        ] as Array<[string, string, number]>).forEach(([left, right, expectation]) => {
+            it(`'${left}' should be ${expectation === 0 ? 'equal to' : expectation < 0 ? 'less than' : 'greater than'} '${right}'`, () => {
+                const actual = testMe(left, right);
+                expect(actual).to.be.equal(expectation);
+            });
+        });
+
+    });
+
+});