diff --git a/editor/src/components/canvas/controls/grid-controls.tsx b/editor/src/components/canvas/controls/grid-controls.tsx
index c0d0b99be34f..756944ad8a37 100644
--- a/editor/src/components/canvas/controls/grid-controls.tsx
+++ b/editor/src/components/canvas/controls/grid-controls.tsx
@@ -74,7 +74,11 @@ import { windowToCanvasCoordinates } from '../dom-lookup'
 import type { Axis } from '../gap-utils'
 import { useCanvasAnimation } from '../ui-jsx-canvas-renderer/animation-context'
 import { CanvasOffsetWrapper } from './canvas-offset-wrapper'
-import type { GridControlsProps, GridData } from './grid-controls-for-strategies'
+import type {
+  GridControlsProps,
+  GridData,
+  GridMeasurementHelperData,
+} from './grid-controls-for-strategies'
 import {
   edgePositionToGridResizeEdge,
   GridCellTestId,
@@ -112,7 +116,6 @@ function getLabelForAxis(
   return gridCSSNumberToLabel(defaultEither(fromDOM, fromPropsAtIndex))
 }
 
-const GRID_RESIZE_HANDLE_CONTAINER_SIZE = 30 // px
 const GRID_RESIZE_HANDLE_SIZE = 15 // px
 
 interface GridResizingControlProps {
@@ -128,7 +131,7 @@ interface GridResizingControlProps {
   stripedAreaLength: number | null
 }
 
-const GridResizingControl = React.memo((props: GridResizingControlProps) => {
+const GridTrackSizeLabel = React.memo((props: GridResizingControlProps) => {
   const { setResizingIndex } = props
 
   const canvasOffset = useEditorState(
@@ -200,15 +203,18 @@ const GridResizingControl = React.memo((props: GridResizingControlProps) => {
   const labelId = `grid-${props.axis}-handle-${props.dimensionIndex}`
   const containerId = `${labelId}-container`
 
-  const shadowSize = React.useMemo(() => {
-    return props.axis === 'column'
-      ? props.containingFrame.height + GRID_RESIZE_HANDLE_CONTAINER_SIZE
-      : props.containingFrame.width + GRID_RESIZE_HANDLE_CONTAINER_SIZE
-  }, [props.containingFrame, props.axis])
-
-  const stripedAreaSkew = React.useMemo(
-    () => GRID_RESIZE_HANDLE_CONTAINER_SIZE / scale + props.padding,
-    [scale, props.padding],
+  const cssProp = React.useMemo(
+    () => ({
+      backgroundColor:
+        props.resizing === 'resize-target'
+          ? colorTheme.primary.value
+          : colorTheme.primarySubdued.value,
+      '&:hover': {
+        zIndex: 1,
+        backgroundColor: colorTheme.primary.value,
+      },
+    }),
+    [props.resizing, colorTheme],
   )
 
   return (
@@ -219,20 +225,22 @@ const GridResizingControl = React.memo((props: GridResizingControlProps) => {
         display: 'flex',
         alignItems: props.axis === 'column' ? 'flex-start' : 'center',
         justifyContent: props.axis === 'column' ? 'center' : 'flex-start',
-        height: props.axis === 'column' && props.resizing !== 'not-resizing' ? shadowSize : '100%',
-        width: props.axis === 'row' && props.resizing !== 'not-resizing' ? shadowSize : '100%',
+        height: '100%',
+        width: '100%',
         position: 'relative',
       }}
     >
       <div
         data-testid={labelId}
         style={{
+          position: 'absolute',
           zoom: 1 / scale,
           height: GRID_RESIZE_HANDLE_SIZE,
+          right: props.axis === 'row' ? 'calc(100% + 8px)' : undefined,
+          bottom: props.axis === 'column' ? 'calc(100% + 8px)' : undefined,
           borderRadius: 3,
           padding: '0 4px',
           border: `.1px solid ${colorTheme.white.value}`,
-          background: colorTheme.primary.value,
           color: colorTheme.white.value,
           display: 'flex',
           alignItems: 'center',
@@ -244,27 +252,46 @@ const GridResizingControl = React.memo((props: GridResizingControlProps) => {
         }}
         onMouseDown={mouseDownHandler}
         onMouseMove={onMouseMove}
+        css={cssProp}
       >
         {getLabelForAxis(props.dimension, props.dimensionIndex, props.fromPropsAxisValues)}
       </div>
+    </div>
+  )
+})
+GridTrackSizeLabel.displayName = 'GridTrackSizeLabel'
+
+const GridResizingStripedIndicator = React.memo((props: GridResizingControlProps) => {
+  const scale = useEditorState(
+    Substores.canvas,
+    (store) => store.editor.canvas.scale,
+    'GridResizingControl scale',
+  )
+  const colorTheme = useColorTheme()
+
+  const labelId = `grid-${props.axis}-handle-${props.dimensionIndex}`
+  const containerId = `${labelId}-container`
+
+  return (
+    <div
+      key={containerId}
+      data-testid={containerId}
+      style={{
+        display: 'flex',
+        alignItems: props.axis === 'column' ? 'flex-start' : 'center',
+        justifyContent: props.axis === 'column' ? 'center' : 'flex-start',
+        height: '100%',
+        width: '100%',
+        position: 'relative',
+      }}
+    >
       {when(
         props.resizing !== 'not-resizing',
         <div
           style={{
-            position: 'absolute',
-            top: props.axis === 'column' ? stripedAreaSkew : 0,
-            left: props.axis === 'row' ? stripedAreaSkew : 0,
-            right: props.axis === 'row' || props.stripedAreaLength == null ? undefined : 0,
-            width:
-              props.axis === 'row' && props.stripedAreaLength != null
-                ? props.stripedAreaLength
-                : undefined,
-            bottom: props.axis === 'column' || props.stripedAreaLength == null ? undefined : 0,
-            height:
-              props.axis === 'column' && props.stripedAreaLength != null
-                ? props.stripedAreaLength
-                : undefined,
             display: 'flex',
+            width: '100%',
+            height: '100%',
             alignItems: 'center',
             justifyContent: 'center',
             border: `1px solid ${
@@ -302,9 +329,10 @@ const GridResizingControl = React.memo((props: GridResizingControlProps) => {
     </div>
   )
 })
-GridResizingControl.displayName = 'GridResizingControl'
+GridResizingStripedIndicator.displayName = 'GridResizingStripedIndicator'
 
 interface GridResizingProps {
+  targetGrid: GridMeasurementHelperData
   axisValues: GridAutoOrTemplateBase | null
   fromPropsAxisValues: GridAutoOrTemplateBase | null
   stripedAreaLength: number | null
@@ -375,75 +403,84 @@ const GridResizing = React.memo((props: GridResizingProps) => {
   }
   switch (props.axisValues.type) {
     case 'DIMENSIONS':
-      const size = GRID_RESIZE_HANDLE_CONTAINER_SIZE / canvasScale
       const dimensions = props.axisValues.dimensions
 
+      const helperGridBaseStyle: React.CSSProperties = getGridHelperStyleMatchingTargetGrid(
+        props.targetGrid,
+      )
+
+      const helperGridStyle: React.CSSProperties = {
+        ...helperGridBaseStyle,
+        gridTemplateRows: props.axis === 'row' ? helperGridBaseStyle.gridTemplateRows : '1fr',
+        gridTemplateColumns:
+          props.axis === 'column' ? helperGridBaseStyle.gridTemplateColumns : '1fr',
+      }
+
       return (
-        <div
-          style={{
-            position: 'absolute',
-            top: props.containingFrame.y - (props.axis === 'column' ? size : 0),
-            left: props.containingFrame.x - (props.axis === 'row' ? size : 0),
-            width: props.axis === 'column' ? props.containingFrame.width : size,
-            height: props.axis === 'row' ? props.containingFrame.height : size,
-            display: 'grid',
-            gridTemplateColumns:
-              props.axis === 'column'
-                ? dimensions.map((dim) => printGridCSSNumber(dim)).join(' ')
-                : undefined,
-            gridTemplateRows:
-              props.axis === 'row'
-                ? dimensions.map((dim) => printGridCSSNumber(dim)).join(' ')
-                : undefined,
-            gap: props.gap ?? 0,
-            paddingLeft:
-              props.axis === 'column' && props.padding != null
-                ? `${props.padding.left}px`
-                : undefined,
-            paddingTop:
-              props.axis === 'row' && props.padding != null ? `${props.padding.top}px` : undefined,
-            paddingRight:
-              props.axis === 'column' && props.padding != null
-                ? `${props.padding.right}px`
-                : undefined,
-            paddingBottom:
-              props.axis === 'row' && props.padding != null
-                ? `${props.padding.bottom}px`
-                : undefined,
-            justifyContent: props.justifyContent ?? undefined,
-            alignContent: props.alignContent ?? undefined,
-          }}
-        >
-          {dimensions.flatMap((dimension, dimensionIndex) => {
-            return (
-              <GridResizingControl
-                key={`grid-resizing-control-${dimensionIndex}`}
-                dimensionIndex={dimensionIndex}
-                dimension={dimension}
-                fromPropsAxisValues={fromProps}
-                stripedAreaLength={props.stripedAreaLength}
-                axis={props.axis}
-                containingFrame={props.containingFrame}
-                resizing={
-                  resizingIndex === dimensionIndex
-                    ? 'resize-target'
-                    : coresizingIndexes.includes(dimensionIndex)
-                    ? 'resize-generated'
-                    : 'not-resizing'
-                }
-                resizeLocked={resizeLocked}
-                setResizingIndex={setResizingIndex}
-                padding={
-                  props.padding == null
-                    ? 0
-                    : props.axis === 'column'
-                    ? props.padding.top ?? 0
-                    : props.padding.left ?? 0
-                }
-              />
-            )
-          })}
-        </div>
+        <React.Fragment>
+          <div style={helperGridStyle}>
+            {dimensions.flatMap((dimension, dimensionIndex) => {
+              return (
+                <GridResizingStripedIndicator
+                  key={`grid-resizing-striped-indicator-${dimensionIndex}`}
+                  dimensionIndex={dimensionIndex}
+                  dimension={dimension}
+                  fromPropsAxisValues={fromProps}
+                  stripedAreaLength={props.stripedAreaLength}
+                  axis={props.axis}
+                  containingFrame={props.containingFrame}
+                  resizing={
+                    resizingIndex === dimensionIndex
+                      ? 'resize-target'
+                      : coresizingIndexes.includes(dimensionIndex)
+                      ? 'resize-generated'
+                      : 'not-resizing'
+                  }
+                  resizeLocked={resizeLocked}
+                  setResizingIndex={setResizingIndex}
+                  padding={
+                    props.padding == null
+                      ? 0
+                      : props.axis === 'column'
+                      ? props.padding.top ?? 0
+                      : props.padding.left ?? 0
+                  }
+                />
+              )
+            })}
+          </div>
+          <div style={helperGridStyle}>
+            {dimensions.flatMap((dimension, dimensionIndex) => {
+              return (
+                <GridTrackSizeLabel
+                  key={`grid-resizing-label-${dimensionIndex}`}
+                  dimensionIndex={dimensionIndex}
+                  dimension={dimension}
+                  fromPropsAxisValues={fromProps}
+                  stripedAreaLength={props.stripedAreaLength}
+                  axis={props.axis}
+                  containingFrame={props.containingFrame}
+                  resizing={
+                    resizingIndex === dimensionIndex
+                      ? 'resize-target'
+                      : coresizingIndexes.includes(dimensionIndex)
+                      ? 'resize-generated'
+                      : 'not-resizing'
+                  }
+                  resizeLocked={resizeLocked}
+                  setResizingIndex={setResizingIndex}
+                  padding={
+                    props.padding == null
+                      ? 0
+                      : props.axis === 'column'
+                      ? props.padding.top ?? 0
+                      : props.padding.left ?? 0
+                  }
+                />
+              )
+            })}
+          </div>
+        </React.Fragment>
       )
     case 'FALLBACK':
       return null
@@ -525,6 +562,7 @@ export const GridRowColumnResizingControlsComponent = ({
         return (
           <GridResizing
             key={`grid-resizing-column-${EP.toString(grid.elementPath)}`}
+            targetGrid={grid}
             axisValues={grid.gridTemplateColumns}
             fromPropsAxisValues={grid.gridTemplateColumnsFromProps}
             containingFrame={grid.frame}
@@ -544,6 +582,7 @@ export const GridRowColumnResizingControlsComponent = ({
         return (
           <GridResizing
             key={`grid-resizing-row-${EP.toString(grid.elementPath)}`}
+            targetGrid={grid}
             axisValues={grid.gridTemplateRows}
             fromPropsAxisValues={grid.gridTemplateRowsFromProps}
             containingFrame={grid.frame}
diff --git a/editor/src/uuiui/styles/theme/dark.ts b/editor/src/uuiui/styles/theme/dark.ts
index 7e76faef77b3..a20d92defc3b 100644
--- a/editor/src/uuiui/styles/theme/dark.ts
+++ b/editor/src/uuiui/styles/theme/dark.ts
@@ -3,6 +3,7 @@ import type { light } from './light'
 
 const darkBase = {
   primary: createUtopiColor('oklch(59% 0.25 254)'),
+  primarySubdued: createUtopiColor('oklch(43% 0.15 254)'),
   primary10solid: createUtopiColor('oklch(0.98 0.01 253.75)'),
   primary10: createUtopiColor('oklch(59% 0.25 254 / 10%)'),
   primary25: createUtopiColor('oklch(59% 0.25 254 / 25%)'),
diff --git a/editor/src/uuiui/styles/theme/light.ts b/editor/src/uuiui/styles/theme/light.ts
index ad00d11d5e84..6a16fac353c8 100644
--- a/editor/src/uuiui/styles/theme/light.ts
+++ b/editor/src/uuiui/styles/theme/light.ts
@@ -3,6 +3,7 @@ import type { dark } from './dark'
 
 const lightBase = {
   primary: createUtopiColor('oklch(59% 0.25 254)'),
+  primarySubdued: createUtopiColor('oklch(75% 0.15 254)'),
   primary10solid: createUtopiColor('oklch(0.98 0.01 253.75)'),
   primary10: createUtopiColor('oklch(59% 0.25 254 / 10%)'),
   primary25: createUtopiColor('oklch(59% 0.25 254 / 25%)'),