diff --git a/lib/tests/test_local_working_copy.rs b/lib/tests/test_local_working_copy.rs
index ae4620dc57..2a29760a1f 100644
--- a/lib/tests/test_local_working_copy.rs
+++ b/lib/tests/test_local_working_copy.rs
@@ -35,7 +35,8 @@ use jj_lib::working_copy::{CheckoutStats, SnapshotError, SnapshotOptions};
 use jj_lib::workspace::LockedWorkspace;
 use test_case::test_case;
 use testutils::{
-    commit_with_tree, create_tree, write_random_commit, TestRepoBackend, TestWorkspace,
+    commit_with_tree, create_nonlegacy_tree, create_tree, write_random_commit, TestRepoBackend,
+    TestWorkspace,
 };
 
 fn to_owned_path_vec(paths: &[&RepoPath]) -> Vec<RepoPathBuf> {
@@ -329,6 +330,158 @@ fn test_conflict_subdirectory() {
         .unwrap();
 }
 
+#[test]
+fn test_conflict_per_file_issue_2795() {
+    let settings = testutils::user_settings();
+    let mut test_workspace = TestWorkspace::init(&settings);
+    let repo = &test_workspace.repo;
+
+    let path1 = RepoPath::from_internal_string("dir/file1");
+    let path2 = RepoPath::from_internal_string("dir/file2");
+    let side1 = create_nonlegacy_tree(repo, &[(path1, "A\n"), (path2, "X\n")]);
+    let base1 = create_nonlegacy_tree(repo, &[(path1, "B\n"), (path2, "X\n")]);
+    let side2 = create_nonlegacy_tree(repo, &[(path1, "C\n"), (path2, "X\n")]);
+    let base2 = create_nonlegacy_tree(repo, &[(path1, "C\n"), (path2, "Y\n")]);
+    let side3 = create_nonlegacy_tree(repo, &[(path1, "C\n"), (path2, "Z\n")]);
+    let merged_tree = side1
+        .merge(&base1, &side2)
+        .unwrap()
+        .merge(&base2, &side3)
+        .unwrap();
+    assert_debug_snapshot!(tree_entries(&merged_tree), @r###"
+    [
+        (
+            "dir/file1",
+            Some(
+                Conflicted(
+                    [
+                        Some(
+                            File {
+                                id: FileId(
+                                    "1c5c06be70ae033fe5fb",
+                                ),
+                                executable: false,
+                            },
+                        ),
+                        Some(
+                            File {
+                                id: FileId(
+                                    "54b59f5ab966db7bcaf6",
+                                ),
+                                executable: false,
+                            },
+                        ),
+                        Some(
+                            File {
+                                id: FileId(
+                                    "cf47364a5a9580666247",
+                                ),
+                                executable: false,
+                            },
+                        ),
+                        Some(
+                            File {
+                                id: FileId(
+                                    "cf47364a5a9580666247",
+                                ),
+                                executable: false,
+                            },
+                        ),
+                        Some(
+                            File {
+                                id: FileId(
+                                    "cf47364a5a9580666247",
+                                ),
+                                executable: false,
+                            },
+                        ),
+                    ],
+                ),
+            ),
+        ),
+        (
+            "dir/file2",
+            Some(
+                Conflicted(
+                    [
+                        Some(
+                            File {
+                                id: FileId(
+                                    "1f1bfb848adce5ec09e9",
+                                ),
+                                executable: false,
+                            },
+                        ),
+                        Some(
+                            File {
+                                id: FileId(
+                                    "1f1bfb848adce5ec09e9",
+                                ),
+                                executable: false,
+                            },
+                        ),
+                        Some(
+                            File {
+                                id: FileId(
+                                    "1f1bfb848adce5ec09e9",
+                                ),
+                                executable: false,
+                            },
+                        ),
+                        Some(
+                            File {
+                                id: FileId(
+                                    "d93bab6433193bd3bb24",
+                                ),
+                                executable: false,
+                            },
+                        ),
+                        Some(
+                            File {
+                                id: FileId(
+                                    "bc0f2e7ac9ee0da40dc2",
+                                ),
+                                executable: false,
+                            },
+                        ),
+                    ],
+                ),
+            ),
+        ),
+    ]
+    "###);
+    let merged_commit = commit_with_tree(repo.store(), merged_tree.id());
+    let repo = &test_workspace.repo;
+    let ws = &mut test_workspace.workspace;
+    ws.check_out(repo.op_id().clone(), None, &merged_commit)
+        .unwrap();
+    // TODO: was #2795 fixed or are these not tree-level conflicts?
+    let file1_contents = std::fs::read_to_string(path1.to_fs_path(ws.workspace_root())).unwrap();
+    assert_snapshot!(file1_contents, @r###"
+    <<<<<<< Conflict 1 of 1
+    %%%%%%% Changes from base #1 to side #1
+    -B
+    +A
+    %%%%%%% Changes from base #2 to side #2
+     C
+    +++++++ Contents of side #3
+    C
+    >>>>>>>
+    "###);
+    let file2_contents = std::fs::read_to_string(path2.to_fs_path(ws.workspace_root())).unwrap();
+    assert_snapshot!(file2_contents, @r###"
+    <<<<<<< Conflict 1 of 1
+    %%%%%%% Changes from base #1 to side #1
+     X
+    %%%%%%% Changes from base #2 to side #2
+    -Y
+    +X
+    +++++++ Contents of side #3
+    Z
+    >>>>>>>
+    "###);
+}
+
 #[test]
 fn test_conflict_empty_vs_nonempty_issue_3223() {
     let settings = testutils::user_settings();
diff --git a/lib/testutils/src/lib.rs b/lib/testutils/src/lib.rs
index fa416dc53f..af790e1154 100644
--- a/lib/testutils/src/lib.rs
+++ b/lib/testutils/src/lib.rs
@@ -329,6 +329,13 @@ pub fn create_tree(repo: &Arc<ReadonlyRepo>, path_contents: &[(&RepoPath, &str)]
     MergedTree::resolved(create_single_tree(repo, path_contents))
 }
 
+pub fn create_nonlegacy_tree(
+    repo: &Arc<ReadonlyRepo>,
+    path_contents: &[(&RepoPath, &str)],
+) -> MergedTree {
+    MergedTree::resolved(create_single_tree(repo, path_contents))
+}
+
 #[must_use]
 pub fn create_random_tree(repo: &Arc<ReadonlyRepo>) -> MergedTreeId {
     let number = rand::random::<u32>();