diff --git a/Sources/Containerization/LinuxContainer.swift b/Sources/Containerization/LinuxContainer.swift
index 9033a206..71494da8 100644
--- a/Sources/Containerization/LinuxContainer.swift
+++ b/Sources/Containerization/LinuxContainer.swift
@@ -671,7 +671,7 @@ extension LinuxContainer {
                         ))
                 }
 
-                spec.mounts = mounts
+                spec.mounts = sortMountsByDestinationDepth(mounts)
 
                 let stdio = IOUtil.setup(
                     portAllocator: self.hostVsockPorts,
@@ -1292,6 +1292,16 @@ extension AttachedFilesystem {
     }
 }
 
+/// Sort mounts by the depth of their destination path. This ensures that
+/// higher level mounts don't shadow other mounts. For example, if a user
+/// specifies mounts for `/tmp/foo/bar` and `/tmp`, sorting by depth ensures
+/// `/tmp` is mounted first without shadowing `/tmp/foo/bar`.
+func sortMountsByDestinationDepth(_ mounts: [ContainerizationOCI.Mount]) -> [ContainerizationOCI.Mount] {
+    mounts.sorted { a, b in
+        a.destination.split(separator: "/").count < b.destination.split(separator: "/").count
+    }
+}
+
 struct IOUtil {
     static func setup(
         portAllocator: borrowing Atomic<UInt32>,
diff --git a/Sources/Containerization/LinuxPod.swift b/Sources/Containerization/LinuxPod.swift
index 7574d697..8e9fd8f6 100644
--- a/Sources/Containerization/LinuxPod.swift
+++ b/Sources/Containerization/LinuxPod.swift
@@ -558,7 +558,7 @@ extension LinuxPod {
                         ))
                 }
 
-                spec.mounts = mounts
+                spec.mounts = sortMountsByDestinationDepth(mounts)
 
                 // Configure namespaces for the container
                 var namespaces: [LinuxNamespace] = [
diff --git a/Sources/Integration/ContainerTests.swift b/Sources/Integration/ContainerTests.swift
index 97f5866e..cdf4953b 100644
--- a/Sources/Integration/ContainerTests.swift
+++ b/Sources/Integration/ContainerTests.swift
@@ -4344,4 +4344,49 @@ extension IntegrationSuite {
             throw error
         }
     }
+
+    // Verify that mounts are sorted by destination path depth so that a
+    // higher-level mount (e.g. /mnt) doesn't shadow a deeper mount
+    // (e.g. /mnt/deep/nested). Both directories are separate virtiofs
+    // shares; the sort ensures /mnt is mounted first and /mnt/deep/nested
+    // on top of it.
+    func testMountsSortedByDepth() async throws {
+        let id = "test-mount-sort-depth"
+
+        let bs = try await bootstrap(id)
+        let buffer = BufferWriter()
+
+        // Create two separate mount directories with distinct files.
+        let deepDir = FileManager.default.uniqueTemporaryDirectory(create: true)
+        try "deep-content".write(to: deepDir.appendingPathComponent("deep.txt"), atomically: true, encoding: .utf8)
+
+        let shallowDir = FileManager.default.uniqueTemporaryDirectory(create: true)
+        try "shallow-content".write(to: shallowDir.appendingPathComponent("shallow.txt"), atomically: true, encoding: .utf8)
+
+        // Add deeper mount first, then shallower mount. Without sorting the
+        // shallower mount would shadow the deeper one.
+        let container = try LinuxContainer(id, rootfs: bs.rootfs, vmm: bs.vmm) { config in
+            config.process.arguments = ["/bin/cat", "/mnt/deep/nested/deep.txt"]
+            config.mounts.append(.share(source: deepDir.path, destination: "/mnt/deep/nested"))
+            config.mounts.append(.share(source: shallowDir.path, destination: "/mnt"))
+            config.process.stdout = buffer
+            config.bootLog = bs.bootLog
+        }
+
+        try await container.create()
+        try await container.start()
+
+        let status = try await container.wait()
+        try await container.stop()
+
+        guard status.exitCode == 0 else {
+            throw IntegrationError.assert(msg: "process status \(status) != 0")
+        }
+
+        let value = String(data: buffer.data, encoding: .utf8)
+        guard value == "deep-content" else {
+            throw IntegrationError.assert(
+                msg: "expected 'deep-content' but got '\(value ?? "<nil>")'")
+        }
+    }
 }
diff --git a/Sources/Integration/Suite.swift b/Sources/Integration/Suite.swift
index 2f0a079d..b1d2bc01 100644
--- a/Sources/Integration/Suite.swift
+++ b/Sources/Integration/Suite.swift
@@ -376,6 +376,7 @@ struct IntegrationSuite: AsyncParsableCommand {
                 Test("container noNewPrivileges exec", testNoNewPrivilegesExec),
                 Test("container workingDir created", testWorkingDirCreated),
                 Test("container workingDir exec created", testWorkingDirExecCreated),
+                Test("container mount sort by depth", testMountsSortedByDepth),
 
                 // Pods
                 Test("pod single container", testPodSingleContainer),
diff --git a/Tests/ContainerizationTests/MountTests.swift b/Tests/ContainerizationTests/MountTests.swift
index 908204b6..a0f5f493 100644
--- a/Tests/ContainerizationTests/MountTests.swift
+++ b/Tests/ContainerizationTests/MountTests.swift
@@ -14,6 +14,7 @@
 // limitations under the License.
 //===----------------------------------------------------------------------===//
 
+import ContainerizationOCI
 import Foundation
 import Testing
 
@@ -40,4 +41,47 @@ struct MountTests {
             #expect(Bool(false), "Expected virtiofs runtime options")
         }
     }
+
+    @Test func sortMountsByDestinationDepthPreventsParentShadowing() {
+        let mounts: [ContainerizationOCI.Mount] = [
+            .init(destination: "/tmp/foo/bar"),
+            .init(destination: "/tmp"),
+            .init(destination: "/var/log/app"),
+            .init(destination: "/var"),
+        ]
+
+        let sorted = sortMountsByDestinationDepth(mounts)
+
+        #expect(
+            sorted.map(\.destination) == [
+                "/tmp",
+                "/var",
+                "/tmp/foo/bar",
+                "/var/log/app",
+            ])
+    }
+
+    @Test func sortMountsByDestinationDepthPreservesOrderForEqualDepth() {
+        let mounts: [ContainerizationOCI.Mount] = [
+            .init(destination: "/b"),
+            .init(destination: "/a"),
+            .init(destination: "/c"),
+        ]
+
+        let sorted = sortMountsByDestinationDepth(mounts)
+
+        // All same depth, order should be preserved (stable sort).
+        #expect(sorted.map(\.destination) == ["/b", "/a", "/c"])
+    }
+
+    @Test func sortMountsByDestinationDepthHandlesTrailingAndDoubleSlashes() {
+        let mounts: [ContainerizationOCI.Mount] = [
+            .init(destination: "/a//b/c"),
+            .init(destination: "/a/"),
+        ]
+
+        let sorted = sortMountsByDestinationDepth(mounts)
+
+        #expect(sorted.map(\.destination) == ["/a/", "/a//b/c"])
+    }
 }