diff --git a/packages/slate/src/commands/at-range.js b/packages/slate/src/commands/at-range.js
index ed2b598b1..53d30f3ac 100644
--- a/packages/slate/src/commands/at-range.js
+++ b/packages/slate/src/commands/at-range.js
@@ -668,6 +668,7 @@ Commands.insertFragmentAtRange = (change, range, fragment) => {
     const lastChild = fragment.nodes.last()
     const firstBlock = blocks.first()
     const lastBlock = blocks.last()
+    const insertionNode = findInsertionNode(fragment, document, startBlock.key)
 
     // If the fragment only contains a void block, use `insertBlock` instead.
     if (firstBlock === lastBlock && change.isVoid(firstBlock)) {
@@ -675,9 +676,12 @@ Commands.insertFragmentAtRange = (change, range, fragment) => {
       return
     }
 
-    // If the fragment starts or ends with single nested block, (e.g., table),
-    // do not merge this fragment with existing blocks.
-    if (firstChild.hasBlockChildren() || lastChild.hasBlockChildren()) {
+    // If inserting the entire fragment and it starts or ends with a single
+    // nested block, e.g. a table, we do not merge it with existing blocks.
+    if (
+      insertionNode === fragment &&
+      (firstChild.hasBlockChildren() || lastChild.hasBlockChildren())
+    ) {
       fragment.nodes.reverse().forEach(node => {
         change.insertBlockAtRange(range, node)
       })
@@ -685,17 +689,18 @@ Commands.insertFragmentAtRange = (change, range, fragment) => {
     }
 
     // If the first and last block aren't the same, we need to insert all of the
-    // nodes after the fragment's first block at the index.
+    // nodes after the insertion node's first block at the index.
     if (firstBlock != lastBlock) {
-      const lonelyParent = fragment.getFurthest(
+      const lonelyParent = insertionNode.getFurthest(
         firstBlock.key,
         p => p.nodes.size == 1
       )
       const lonelyChild = lonelyParent || firstBlock
-      const startIndex = parent.nodes.indexOf(startBlock)
-      fragment = fragment.removeNode(lonelyChild.key)
 
-      fragment.nodes.forEach((node, i) => {
+      const startIndex = parent.nodes.indexOf(startBlock)
+      const excludingLonelyChild = insertionNode.removeNode(lonelyChild.key)
+
+      excludingLonelyChild.nodes.forEach((node, i) => {
         const newIndex = startIndex + i + 1
         change.insertNodeByKey(parent.key, newIndex, node)
       })
@@ -750,6 +755,34 @@ Commands.insertFragmentAtRange = (change, range, fragment) => {
   })
 }
 
+const findInsertionNode = (fragment, document, startKey) => {
+  const hasSingleNode = object => object && object.nodes.size === 1
+  const firstNode = object => object && object.nodes.first()
+  let node = fragment
+
+  if (hasSingleNode(fragment)) {
+    let fragmentInner = firstNode(fragment)
+
+    const matches = documentNode => documentNode.type === fragmentInner.type
+    let documentInner = document.getFurthest(startKey, matches)
+
+    if (documentInner === document.getParent(startKey)) node = fragmentInner
+
+    while (hasSingleNode(fragmentInner) && hasSingleNode(documentInner)) {
+      fragmentInner = firstNode(fragmentInner)
+      documentInner = firstNode(documentInner)
+
+      if (fragmentInner.type === documentInner.type) {
+        node = fragmentInner
+      } else {
+        break
+      }
+    }
+  }
+
+  return node
+}
+
 /**
  * Insert an `inline` node at `range`.
  *
diff --git a/packages/slate/test/commands/at-current-range/insert-fragment/merge-deep-nested.js b/packages/slate/test/commands/at-current-range/insert-fragment/merge-deep-nested.js
new file mode 100644
index 000000000..f96c6ddcf
--- /dev/null
+++ b/packages/slate/test/commands/at-current-range/insert-fragment/merge-deep-nested.js
@@ -0,0 +1,49 @@
+/** @jsx h */
+
+import h from '../../../helpers/h'
+
+export default function(change) {
+  change.insertFragment(
+    <document>
+      <code>
+        <quote>
+          <paragraph>2</paragraph>
+          <paragraph>3</paragraph>
+        </quote>
+      </code>
+    </document>
+  )
+}
+
+export const input = (
+  <value>
+    <document>
+      <paragraph>
+        <code>
+          <quote>
+            <paragraph>
+              1<cursor />
+            </paragraph>
+          </quote>
+        </code>
+      </paragraph>
+    </document>
+  </value>
+)
+
+export const output = (
+  <value>
+    <document>
+      <paragraph>
+        <code>
+          <quote>
+            <paragraph>12</paragraph>
+            <paragraph>
+              3<cursor />
+            </paragraph>
+          </quote>
+        </code>
+      </paragraph>
+    </document>
+  </value>
+)
diff --git a/packages/slate/test/commands/at-current-range/insert-fragment/merge-lists.js b/packages/slate/test/commands/at-current-range/insert-fragment/merge-lists.js
new file mode 100644
index 000000000..e5f77feaf
--- /dev/null
+++ b/packages/slate/test/commands/at-current-range/insert-fragment/merge-lists.js
@@ -0,0 +1,41 @@
+/** @jsx h */
+
+import h from '../../../helpers/h'
+
+export default function(change) {
+  change.insertFragment(
+    <document>
+      <list>
+        <item>3</item>
+        <item>4</item>
+      </list>
+    </document>
+  )
+}
+
+export const input = (
+  <value>
+    <document>
+      <list>
+        <item>1</item>
+        <item>
+          2<cursor />
+        </item>
+      </list>
+    </document>
+  </value>
+)
+
+export const output = (
+  <value>
+    <document>
+      <list>
+        <item>1</item>
+        <item>23</item>
+        <item>
+          4<cursor />
+        </item>
+      </list>
+    </document>
+  </value>
+)
diff --git a/packages/slate/test/commands/at-current-range/insert-fragment/nested-block-fragment-nested-blocks.js b/packages/slate/test/commands/at-current-range/insert-fragment/nested-block-fragment-nested-blocks.js
index 4b44fc20c..0ba73cfa1 100644
--- a/packages/slate/test/commands/at-current-range/insert-fragment/nested-block-fragment-nested-blocks.js
+++ b/packages/slate/test/commands/at-current-range/insert-fragment/nested-block-fragment-nested-blocks.js
@@ -29,14 +29,10 @@ export const output = (
   <value>
     <document>
       <quote>
-        <paragraph>wo</paragraph>
+        <paragraph>woone</paragraph>
         <quote>
-          <quote>one</quote>
-          <quote>two</quote>
+          tword<cursor />
         </quote>
-        <paragraph>
-          rd<cursor />
-        </paragraph>
       </quote>
     </document>
   </value>