diff --git a/packages/app/e2e/browser/file-editing.spec.ts b/packages/app/e2e/browser/file-editing.spec.ts
index 3a86b1aeb4..01cbfd0a73 100644
--- a/packages/app/e2e/browser/file-editing.spec.ts
+++ b/packages/app/e2e/browser/file-editing.spec.ts
@@ -71,6 +71,14 @@ async function selectFileView(page: Page, view: "Preview" | "Source"): Promise<v
   await expect(option).toHaveAttribute("aria-selected", "true");
 }
 
+async function expectMarkdownImageLoaded(page: Page, name: string): Promise<void> {
+  const image = page.getByRole("img", { name, exact: true });
+  await expect(image).toBeVisible();
+  await expect
+    .poll(() => image.locator("img").evaluate((element: HTMLImageElement) => element.naturalWidth))
+    .toBeGreaterThan(0);
+}
+
 function watchRequestsTo(page: Page, origin: string): string[] {
   const requests: string[] = [];
   page.on("request", (request) => {
@@ -700,20 +708,18 @@ test.describe("CodeMirror workspace file editing", () => {
       "utf8",
     );
     await workspace.navigateTo();
-    const tree = page.getByTestId("file-explorer-tree-scroll");
-    if (!(await tree.isVisible())) await openFileExplorer(page);
+    await openFileExplorer(page);
     await expandFolder(page, "docs");
     await openFileFromExplorer(page, "guide.md");
-    await expectFileTabOpen(page, "guide.md");
+    await expectFileTabOpen(page, "docs/guide.md");
 
     const visibleFilePane = page.getByTestId("workspace-file-pane").filter({ visible: true });
     await expect(visibleFilePane.getByText("Guide", { exact: true })).toBeVisible();
-    const previewImages = visibleFilePane.getByTestId("markdown-preview-image");
-    await expect(previewImages).toHaveCount(2);
-    for (const image of await previewImages.locator("img").all()) {
-      await expect(image).toBeVisible();
-      await expect.poll(async () => (await image.getAttribute("src")) ?? "").not.toBe("");
-    }
+    await expectMarkdownImageLoaded(page, "sibling");
+    await expectMarkdownImageLoaded(page, "hero");
+    await visibleFilePane.screenshot({
+      path: test.info().outputPath("markdown-relative-images.png"),
+    });
   });
 
   test("previews and refreshes an HTML plan while preserving source access", async ({
diff --git a/packages/app/src/file-pane/markdown-preview/image-source.test.ts b/packages/app/src/file-pane/markdown-preview/image-source.test.ts
index a0d1ca4fe7..97a22e0a75 100644
--- a/packages/app/src/file-pane/markdown-preview/image-source.test.ts
+++ b/packages/app/src/file-pane/markdown-preview/image-source.test.ts
@@ -21,13 +21,13 @@ describe("resolveMarkdownFileDirectory", () => {
     ).toBe("/Users/test/project/docs/星谷云");
   });
 
-  it("returns null for home-relative markdown paths", () => {
+  it("preserves the host home directory for home-relative markdown paths", () => {
     expect(
       resolveMarkdownFileDirectory({
         markdownPath: "~/.paseo/plans/note.md",
         workspaceRoot: "/Users/test/project",
       }),
-    ).toBeNull();
+    ).toBe("~/.paseo/plans");
   });
 });
 
@@ -96,14 +96,34 @@ describe("resolveMarkdownPreviewImageSource", () => {
     ).toBe("/tmp/paseo-preview.png");
   });
 
-  it("falls back to the raw relative path when the markdown directory is unknown", () => {
+  it("resolves images beside a home-relative document without using the workspace root", () => {
     expect(
       resolveMarkdownPreviewImageSource({
         source: "screenshots/output.png",
         markdownPath: "~/.paseo/plans/note.md",
         workspaceRoot: "/Users/test/project",
       }),
-    ).toBe("screenshots/output.png");
+    ).toBe("~/.paseo/plans/screenshots/output.png");
+  });
+
+  it("decodes a file URI exactly once", () => {
+    expect(
+      resolveMarkdownPreviewImageSource({
+        source: "file:///tmp/hero%2520image.png",
+        markdownPath: "docs/guide.md",
+        workspaceRoot: "/workspace",
+      }),
+    ).toBe("/tmp/hero%20image.png");
+  });
+
+  it("resolves parent segments from a home-relative document", () => {
+    expect(
+      resolveMarkdownPreviewImageSource({
+        source: "../images/hero.png",
+        markdownPath: "~/docs/guide.md",
+        workspaceRoot: "/workspace",
+      }),
+    ).toBe("~/images/hero.png");
   });
 
   it("resolves Windows relative images against a drive-rooted markdown file", () => {
diff --git a/packages/app/src/file-pane/markdown-preview/image-source.ts b/packages/app/src/file-pane/markdown-preview/image-source.ts
index 50ec95ddff..c7263ac749 100644
--- a/packages/app/src/file-pane/markdown-preview/image-source.ts
+++ b/packages/app/src/file-pane/markdown-preview/image-source.ts
@@ -27,6 +27,9 @@ function normalizePathSegments(value: string): string {
 
 function normalizeAbsolutePath(value: string): string | null {
   const normalizedInput = trimTrailingSeparators(value.replace(/\\/g, "/"));
+  if (isHomeRelativePath(normalizedInput)) {
+    return `~/${normalizePathSegments(normalizedInput.slice(2))}`;
+  }
   if (!isAbsolutePath(normalizedInput)) {
     return null;
   }
@@ -91,11 +94,11 @@ export function resolveMarkdownFileDirectory(input: {
   workspaceRoot?: string;
 }): string | null {
   const markdownPath = input.markdownPath.trim().replace(/\\/g, "/");
-  if (!markdownPath || isHomeRelativePath(markdownPath)) {
+  if (!markdownPath) {
     return null;
   }
 
-  if (isAbsolutePath(markdownPath)) {
+  if (isAbsolutePath(markdownPath) || isHomeRelativePath(markdownPath)) {
     const absolute = normalizeAbsolutePath(markdownPath);
     return absolute ? parentDirectory(absolute) : null;
   }
@@ -123,7 +126,9 @@ export function resolveMarkdownPreviewImageSource(input: {
     return source;
   }
 
-  const path = decodeRelativeSource(localFileSourceToPath(source));
+  const path = localFileSourceToPath(
+    source.startsWith("file://") ? source : decodeRelativeSource(source),
+  );
   if (!path) {
     return null;
   }
diff --git a/packages/app/src/file-pane/markdown-preview/index.tsx b/packages/app/src/file-pane/markdown-preview/index.tsx
index 83746a0cf9..a79705323f 100644
--- a/packages/app/src/file-pane/markdown-preview/index.tsx
+++ b/packages/app/src/file-pane/markdown-preview/index.tsx
@@ -8,7 +8,6 @@ import {
   MarkdownRenderer,
   type MarkdownStyles,
 } from "@/components/markdown/renderer";
-import { MAX_CONTENT_WIDTH } from "@/constants/layout";
 import { parseMarkdownPreviewDocument } from "./document";
 import { resolveMarkdownPreviewImageSource } from "./image-source";
 import { FileMarkdownPreviewImage } from "./preview-image";