diff --git a/resources/android/ListItemRenderer.kt b/resources/android/ListItemRenderer.kt
index 0cf7841..fdfd31b 100644
--- a/resources/android/ListItemRenderer.kt
+++ b/resources/android/ListItemRenderer.kt
@@ -155,7 +155,8 @@ object ListItemRenderer {
                 iconBgColor = leadingIconBgColor,
                 onChangeCb = onLeadingChangeCb,
                 nodeId = node.id,
-                disabled = disabled
+                disabled = disabled,
+                imageFit = p.getString("leading_image_fit")
             ),
             trailingContent = run {
                 // Multi-badge stack (e.g. flag + pin both visible)
@@ -198,7 +199,8 @@ object ListItemRenderer {
         iconBgColor: Int,
         onChangeCb: Int,
         nodeId: Int,
-        disabled: Boolean
+        disabled: Boolean,
+        imageFit: String = ""
     ): (@Composable () -> Unit)? {
         // Determine effective type — backward compat: fall back to icon if leading_type empty
         val effectiveType = type.ifEmpty {
@@ -291,7 +293,8 @@ object ListItemRenderer {
                         modifier = Modifier
                             .size(56.dp)
                             .clip(RoundedCornerShape(4.dp)),
-                        contentScale = ContentScale.Crop,
+                        // `contain` letterboxes instead of cropping to the square.
+                        contentScale = if (imageFit == "contain") ContentScale.Fit else ContentScale.Crop,
                         loading = {
                             Box(
                                 modifier = Modifier
diff --git a/resources/ios/NativeUIImageSource.swift b/resources/ios/NativeUIImageSource.swift
index 5703803..b236466 100644
--- a/resources/ios/NativeUIImageSource.swift
+++ b/resources/ios/NativeUIImageSource.swift
@@ -110,10 +110,12 @@ enum NativeUIImageCache {
 /// resolve. Callers supply their own frame and clip shape.
 struct NativeUIRowImage<Placeholder: View>: View {
     private let src: String
+    private let contentMode: ContentMode
     private let placeholder: () -> Placeholder
 
-    init(src: String, @ViewBuilder placeholder: @escaping () -> Placeholder) {
+    init(src: String, contentMode: ContentMode = .fill, @ViewBuilder placeholder: @escaping () -> Placeholder) {
         self.src = src
+        self.contentMode = contentMode
         self.placeholder = placeholder
     }
 
@@ -123,7 +125,7 @@ struct NativeUIRowImage<Placeholder: View>: View {
             if let uiImage = NativeUIImageCache.image(atPath: path) {
                 Image(uiImage: uiImage)
                     .resizable()
-                    .scaledToFill()
+                    .aspectRatio(contentMode: contentMode)
             } else {
                 placeholder()
             }
@@ -131,7 +133,7 @@ struct NativeUIRowImage<Placeholder: View>: View {
             AsyncImage(url: url) { image in
                 image
                     .resizable()
-                    .scaledToFill()
+                    .aspectRatio(contentMode: contentMode)
             } placeholder: {
                 placeholder()
             }
diff --git a/resources/ios/NativeUIListItemRenderer.swift b/resources/ios/NativeUIListItemRenderer.swift
index 534cf7f..e926d93 100644
--- a/resources/ios/NativeUIListItemRenderer.swift
+++ b/resources/ios/NativeUIListItemRenderer.swift
@@ -69,7 +69,8 @@ struct NativeUIListItemRenderer: View {
                 monogramColor: leadingMonogramColor,
                 iconBgColor: leadingIconBgColor,
                 checked: leadingChecked,
-                changeCb: onLeadingChangeCb
+                changeCb: onLeadingChangeCb,
+                imageFit: p.getString("leading_image_fit")
             )
 
             // Text content
@@ -124,7 +125,7 @@ struct NativeUIListItemRenderer: View {
     }
 
     @ViewBuilder
-    private func buildLeadingContent(type: String, value: String, monogramColor: Int, iconBgColor: Int = 0, checked: Bool = false, changeCb: Int = 0) -> some View {
+    private func buildLeadingContent(type: String, value: String, monogramColor: Int, iconBgColor: Int = 0, checked: Bool = false, changeCb: Int = 0, imageFit: String = "") -> some View {
         switch type {
         case "icon":
             if iconBgColor != 0 {
@@ -161,7 +162,8 @@ struct NativeUIListItemRenderer: View {
             .accessibilityHidden(true)
         case "image":
             // Decorative — the row's text content carries the meaning.
-            NativeUIRowImage(src: value) {
+            // `contain` letterboxes instead of cropping to the square.
+            NativeUIRowImage(src: value, contentMode: imageFit == "contain" ? .fit : .fill) {
                 RoundedRectangle(cornerRadius: 4).fill(Color(.systemGray5))
             }
             .frame(width: 56, height: 56)
diff --git a/src/Elements/ListItem.php b/src/Elements/ListItem.php
index d5b2ace..5c6059b 100644
--- a/src/Elements/ListItem.php
+++ b/src/Elements/ListItem.php
@@ -86,7 +86,7 @@ public function applyAttributes(array $attrs): void
             $this->leadingIconBackgroundColor($attrs['leadingIconBgColor']);
         }
         if (isset($attrs['leadingImage'])) {
-            $this->leadingImage($attrs['leadingImage']);
+            $this->leadingImage($attrs['leadingImage'], $attrs['leadingImageFit'] ?? $attrs['leading-image-fit'] ?? null);
         }
         if (isset($attrs['leadingCheckbox'])) {
             $this->leadingCheckbox((bool) $attrs['leadingCheckbox']);
@@ -333,11 +333,21 @@ public function leadingMonogram(string $initials, ?string $color = null): static
         return $this;
     }
 
-    public function leadingImage(string $url): static
+    /**
+     * Leading thumbnail, drawn in a 56pt square. `$fit` is `cover` (the
+     * default: fill the square, cropping) or `contain` (letterbox), for
+     * artwork whose aspect ratio carries the meaning — a wide illustration,
+     * a logo. Blade: `leadingImageFit="contain"`.
+     */
+    public function leadingImage(string $url, ?string $fit = null): static
     {
         $this->listItemProps['leading_type'] = 'image';
         $this->listItemProps['leading_value'] = ImageSource::forDevice($url);
 
+        if ($fit !== null && $fit !== '') {
+            $this->listItemProps['leading_image_fit'] = $fit;
+        }
+
         return $this;
     }
 
diff --git a/tests/ListItemLeadingImageFitTest.php b/tests/ListItemLeadingImageFitTest.php
new file mode 100644
index 0000000..c355f50
--- /dev/null
+++ b/tests/ListItemLeadingImageFitTest.php
@@ -0,0 +1,33 @@
+<?php
+
+use Native\Mobile\Edge\CallbackRegistry;
+use Native\Mobile\UI\Elements\ListItem;
+
+function leadingImageProps(ListItem $item): array
+{
+    return $item->toArray(new CallbackRegistry)['props'];
+}
+
+it('crops to the square by default', function () {
+    $item = new ListItem;
+    $item->applyAttributes(['headline' => 'Row', 'leadingImage' => 'https://example.com/a.png']);
+
+    expect(leadingImageProps($item))->not->toHaveKey('leading_image_fit');
+});
+
+it('resolves the fit attribute in both spellings', function (string $attribute) {
+    $item = new ListItem;
+    $item->applyAttributes(['headline' => 'Row', 'leadingImage' => 'https://example.com/a.png', $attribute => 'contain']);
+
+    expect(leadingImageProps($item)['leading_image_fit'])->toBe('contain');
+})->with(['leadingImageFit', 'leading-image-fit']);
+
+it('ignores an empty fit', function () {
+    expect(leadingImageProps(ListItem::make()->leadingImage('https://example.com/a.png', '')))
+        ->not->toHaveKey('leading_image_fit');
+});
+
+it('is settable fluently', function () {
+    expect(leadingImageProps(ListItem::make()->leadingImage('https://example.com/a.png', 'contain'))['leading_image_fit'])
+        ->toBe('contain');
+});