diff --git a/ts/editor/ImageHandle.svelte b/ts/editor/ImageHandle.svelte
new file mode 100644
index 000000000..68e8f73b8
--- /dev/null
+++ b/ts/editor/ImageHandle.svelte
@@ -0,0 +1,118 @@
+<!--
+Copyright: Ankitects Pty Ltd and contributors
+License: GNU AGPL, version 3 or later; http://www.gnu.org/licenses/agpl.html
+-->
+<script lang="typescript">
+    import { getContext } from "svelte";
+    import { nightModeKey } from "components/context-keys";
+
+    export let hidden: boolean;
+
+    export let top: number = 0;
+    export let left: number = 0;
+    export let width: number = 0;
+    export let height: number = 0;
+
+    function setPointerCapture(event: PointerEvent): void {
+        if (event.pointerId !== 1) {
+            return;
+        }
+
+        (event.target as Element).setPointerCapture(event.pointerId);
+    }
+
+    function resize(event: PointerEvent): void {
+        if (!(event.target as Element).hasPointerCapture(event.pointerId)) {
+            return;
+        }
+    }
+
+    const nightMode = getContext(nightModeKey);
+</script>
+
+<div
+    style="--top: {top}px; --left: {left}px; --width: {width}px; --height: {height}px;"
+    class="image-handle-selection"
+    {hidden}
+>
+    <div class="image-handle-bg" />
+    <div class:nightMode class="image-handle-control image-handle-control-nw" />
+    <div class:nightMode class="image-handle-control image-handle-control-ne" />
+    <div class:nightMode class="image-handle-control image-handle-control-sw" />
+    <div
+        class:nightMode
+        class="image-handle-control image-handle-control-se is-active"
+        on:pointerdown={setPointerCapture}
+        on:pointermove={resize}
+    />
+</div>
+
+<style lang="scss">
+    div {
+        position: absolute;
+    }
+
+    .image-handle-selection {
+        top: var(--top);
+        left: var(--left);
+        width: var(--width);
+        height: var(--height);
+    }
+
+    .image-handle-bg {
+        width: 100%;
+        height: 100%;
+        background-color: black;
+        opacity: 0.2;
+    }
+
+    .image-handle-control {
+        width: 7px;
+        height: 7px;
+        border: 1px solid black;
+
+        &.is-active {
+            background-color: black;
+        }
+
+        &.nightMode {
+            border-color: white;
+
+            &.is-active {
+                background-color: white;
+            }
+        }
+    }
+
+    .image-handle-control-nw {
+        top: -5px;
+        left: -5px;
+        border-bottom: none;
+        border-right: none;
+    }
+
+    .image-handle-control-ne {
+        top: -5px;
+        right: -5px;
+        border-bottom: none;
+        border-left: none;
+    }
+
+    .image-handle-control-sw {
+        bottom: -5px;
+        left: -5px;
+        border-top: none;
+        border-right: none;
+    }
+
+    .image-handle-control-se {
+        bottom: -5px;
+        right: -5px;
+        border-top: none;
+        border-left: none;
+
+        &.is-active {
+            cursor: se-resize;
+        }
+    }
+</style>
diff --git a/ts/editor/ImageHandleContainer.svelte b/ts/editor/ImageHandleContainer.svelte
new file mode 100644
index 000000000..c3f2b640d
--- /dev/null
+++ b/ts/editor/ImageHandleContainer.svelte
@@ -0,0 +1,17 @@
+<!--
+Copyright: Ankitects Pty Ltd and contributors
+License: GNU AGPL, version 3 or later; http://www.gnu.org/licenses/agpl.html
+-->
+<script lang="typescript">
+    import ImageHandle from "./ImageHandle.svelte";
+
+    export let hidden: boolean;
+    export let top: number;
+    export let left: number;
+    export let width: number;
+    export let height: number;
+</script>
+
+<div>
+    <ImageHandle {hidden} {top} {left} {width} {height} />
+</div>
diff --git a/ts/editor/change-timer.ts b/ts/editor/change-timer.ts
index 0ba729920..033e9f9ed 100644
--- a/ts/editor/change-timer.ts
+++ b/ts/editor/change-timer.ts
@@ -23,7 +23,9 @@ function clearChangeTimer(): void {
 
 export function saveField(currentField: EditingArea, type: "blur" | "key"): void {
     clearChangeTimer();
-    const command = `${type}:${currentField.ord}:${getNoteId()}:${currentField.fieldHTML}`
+    const command = `${type}:${currentField.ord}:${getNoteId()}:${
+        currentField.fieldHTML
+    }`;
     bridgeCommand(command);
 }
 
diff --git a/ts/editor/editing-area.ts b/ts/editor/editing-area.ts
index 512b89d37..efc754f93 100644
--- a/ts/editor/editing-area.ts
+++ b/ts/editor/editing-area.ts
@@ -5,6 +5,8 @@
 @typescript-eslint/no-non-null-assertion: "off",
  */
 
+import ImageHandleContainer from "./ImageHandleContainer.svelte";
+
 import type { EditableContainer } from "./editable-container";
 import type { Editable } from "./editable";
 import type { Codable } from "./codable";
@@ -13,12 +15,14 @@ import { updateActiveButtons } from "./toolbar";
 import { bridgeCommand } from "./lib";
 import { onInput, onKey, onKeyUp } from "./input-handlers";
 import { onFocus, onBlur } from "./focus-handlers";
+import { nightModeKey } from "components/context-keys";
 
 function onCutOrCopy(): void {
     bridgeCommand("cutOrCopy");
 }
 
 export class EditingArea extends HTMLDivElement {
+    imageHandle: ImageHandleContainer;
     editableContainer: EditableContainer;
     editable: Editable;
     codable: Codable;
@@ -34,12 +38,32 @@ export class EditingArea extends HTMLDivElement {
         this.editableContainer.shadowRoot!.appendChild(this.editable);
         this.appendChild(this.editableContainer);
 
+        const context = new Map();
+        context.set(
+            nightModeKey,
+            document.documentElement.classList.contains("night-mode")
+        );
+
+        this.imageHandle = new ImageHandleContainer({
+            target: this,
+            anchor: this.editableContainer,
+            props: {
+                hidden: true,
+                top: 0,
+                left: 0,
+                width: 0,
+                height: 0,
+            },
+            context,
+        } as any);
+
         this.codable = document.createElement("textarea", {
             is: "anki-codable",
         }) as Codable;
         this.appendChild(this.codable);
 
         this.onPaste = this.onPaste.bind(this);
+        this.showImageHandle = this.showImageHandle.bind(this);
     }
 
     get activeInput(): Editable | Codable {
@@ -68,6 +92,7 @@ export class EditingArea extends HTMLDivElement {
         this.addEventListener("copy", onCutOrCopy);
         this.addEventListener("oncut", onCutOrCopy);
         this.addEventListener("mouseup", updateActiveButtons);
+        this.editable.addEventListener("click", this.showImageHandle);
     }
 
     disconnectedCallback(): void {
@@ -80,6 +105,7 @@ export class EditingArea extends HTMLDivElement {
         this.removeEventListener("copy", onCutOrCopy);
         this.removeEventListener("oncut", onCutOrCopy);
         this.removeEventListener("mouseup", updateActiveButtons);
+        this.editable.removeEventListener("click", this.showImageHandle);
     }
 
     initialize(color: string, content: string): void {
@@ -144,6 +170,26 @@ export class EditingArea extends HTMLDivElement {
         this.activeInput.onPaste(event);
     }
 
+    showImageHandle(event: MouseEvent): void {
+        if (event.target instanceof HTMLImageElement) {
+            const image = event.target;
+            const imageRect = image.getBoundingClientRect();
+            const editableRect = this.editable.getBoundingClientRect();
+
+            (this.imageHandle as any).$set({
+                hidden: false,
+                top: imageRect.top - editableRect.top,
+                left: imageRect.left - editableRect.left,
+                width: image.clientWidth,
+                height: image.clientHeight,
+            });
+        } else {
+            (this.imageHandle as any).$set({
+                hidden: true,
+            });
+        }
+    }
+
     toggleHtmlEdit(): void {
         const hadFocus = this.hasFocus();
 
diff --git a/ts/editor/fields.scss b/ts/editor/fields.scss
index acf255509..2d8a9d395 100644
--- a/ts/editor/fields.scss
+++ b/ts/editor/fields.scss
@@ -15,6 +15,7 @@
 }
 
 .field {
+    position: relative;
     border: 1px solid var(--border);
     background: var(--frame-bg);