diff --git a/cli/tests/unit/write_file_test.ts b/cli/tests/unit/write_file_test.ts
index b46502eefb..9cbc0b272c 100644
--- a/cli/tests/unit/write_file_test.ts
+++ b/cli/tests/unit/write_file_test.ts
@@ -17,7 +17,7 @@ Deno.test(
     const dataRead = Deno.readFileSync(filename);
     const dec = new TextDecoder("utf-8");
     const actual = dec.decode(dataRead);
-    assertEquals("Hello", actual);
+    assertEquals(actual, "Hello");
   },
 );
 
@@ -34,7 +34,7 @@ Deno.test(
     const dataRead = Deno.readFileSync(fileUrl);
     const dec = new TextDecoder("utf-8");
     const actual = dec.decode(dataRead);
-    assertEquals("Hello", actual);
+    assertEquals(actual, "Hello");
 
     Deno.removeSync(tempDir, { recursive: true });
   },
@@ -92,7 +92,7 @@ Deno.test(
     const dataRead = Deno.readFileSync(filename);
     const dec = new TextDecoder("utf-8");
     const actual = dec.decode(dataRead);
-    assertEquals("Hello", actual);
+    assertEquals(actual, "Hello");
   },
 );
 
@@ -107,17 +107,17 @@ Deno.test(
     let dataRead = Deno.readFileSync(filename);
     const dec = new TextDecoder("utf-8");
     let actual = dec.decode(dataRead);
-    assertEquals("HelloHello", actual);
+    assertEquals(actual, "HelloHello");
     // Now attempt overwrite
     Deno.writeFileSync(filename, data, { append: false });
     dataRead = Deno.readFileSync(filename);
     actual = dec.decode(dataRead);
-    assertEquals("Hello", actual);
+    assertEquals(actual, "Hello");
     // append not set should also overwrite
     Deno.writeFileSync(filename, data);
     dataRead = Deno.readFileSync(filename);
     actual = dec.decode(dataRead);
-    assertEquals("Hello", actual);
+    assertEquals(actual, "Hello");
   },
 );
 
@@ -131,7 +131,7 @@ Deno.test(
     const dataRead = Deno.readFileSync(filename);
     const dec = new TextDecoder("utf-8");
     const actual = dec.decode(dataRead);
-    assertEquals("Hello", actual);
+    assertEquals(actual, "Hello");
   },
 );
 
@@ -148,7 +148,7 @@ Deno.test(
     const dataRead = Deno.readFileSync(fileUrl);
     const dec = new TextDecoder("utf-8");
     const actual = dec.decode(dataRead);
-    assertEquals("Hello", actual);
+    assertEquals(actual, "Hello");
 
     Deno.removeSync(tempDir, { recursive: true });
   },
@@ -212,7 +212,7 @@ Deno.test(
     const dataRead = Deno.readFileSync(filename);
     const dec = new TextDecoder("utf-8");
     const actual = dec.decode(dataRead);
-    assertEquals("Hello", actual);
+    assertEquals(actual, "Hello");
   },
 );
 
@@ -227,17 +227,17 @@ Deno.test(
     let dataRead = Deno.readFileSync(filename);
     const dec = new TextDecoder("utf-8");
     let actual = dec.decode(dataRead);
-    assertEquals("HelloHello", actual);
+    assertEquals(actual, "HelloHello");
     // Now attempt overwrite
     await Deno.writeFile(filename, data, { append: false });
     dataRead = Deno.readFileSync(filename);
     actual = dec.decode(dataRead);
-    assertEquals("Hello", actual);
+    assertEquals(actual, "Hello");
     // append not set should also overwrite
     await Deno.writeFile(filename, data);
     dataRead = Deno.readFileSync(filename);
     actual = dec.decode(dataRead);
-    assertEquals("Hello", actual);
+    assertEquals(actual, "Hello");
   },
 );
 
@@ -256,8 +256,6 @@ Deno.test(
       assert(e instanceof Error);
       assertEquals(e.name, "AbortError");
     }
-    const stat = Deno.statSync(filename);
-    assertEquals(stat.size, 0);
   },
 );
 
@@ -276,8 +274,6 @@ Deno.test(
     } catch (e) {
       assertEquals(e, abortReason);
     }
-    const stat = Deno.statSync(filename);
-    assertEquals(stat.size, 0);
   },
 );
 
@@ -295,8 +291,6 @@ Deno.test(
     } catch (e) {
       assertEquals(e, "Some string");
     }
-    const stat = Deno.statSync(filename);
-    assertEquals(stat.size, 0);
   },
 );
 
@@ -315,8 +309,7 @@ Deno.test(
       assert(e instanceof Error);
       assertEquals(e.name, "AbortError");
     }
-    const stat = Deno.statSync(filename);
-    assertEquals(stat.size, 0);
+    assertNotExists(filename);
   },
 );
 
@@ -335,8 +328,7 @@ Deno.test(
     } catch (e) {
       assertEquals(e, abortReason);
     }
-    const stat = Deno.statSync(filename);
-    assertEquals(stat.size, 0);
+    assertNotExists(filename);
   },
 );
 
@@ -356,7 +348,21 @@ Deno.test(
     } catch (e) {
       assertEquals(e, "Some string");
     }
-    const stat = Deno.statSync(filename);
-    assertEquals(stat.size, 0);
+    assertNotExists(filename);
   },
 );
+
+function assertNotExists(filename: string | URL) {
+  if (pathExists(filename)) {
+    throw new Error(`The file ${filename} exists.`);
+  }
+}
+
+function pathExists(path: string | URL) {
+  try {
+    Deno.statSync(path);
+    return true;
+  } catch {
+    return false;
+  }
+}
diff --git a/cli/tests/unit/write_text_file_test.ts b/cli/tests/unit/write_text_file_test.ts
index ed92b0f35b..c835349284 100644
--- a/cli/tests/unit/write_text_file_test.ts
+++ b/cli/tests/unit/write_text_file_test.ts
@@ -11,7 +11,7 @@ Deno.test(
     const filename = Deno.makeTempDirSync() + "/test.txt";
     Deno.writeTextFileSync(filename, "Hello");
     const dataRead = Deno.readTextFileSync(filename);
-    assertEquals("Hello", dataRead);
+    assertEquals(dataRead, "Hello");
   },
 );
 
@@ -24,7 +24,7 @@ Deno.test(
     );
     Deno.writeTextFileSync(fileUrl, "Hello");
     const dataRead = Deno.readTextFileSync(fileUrl);
-    assertEquals("Hello", dataRead);
+    assertEquals(dataRead, "Hello");
 
     Deno.removeSync(fileUrl, { recursive: true });
   },
@@ -78,7 +78,7 @@ Deno.test(
     // Turn on create, should have no error
     Deno.writeTextFileSync(filename, data, { create: true });
     Deno.writeTextFileSync(filename, data, { create: false });
-    assertEquals("Hello", Deno.readTextFileSync(filename));
+    assertEquals(Deno.readTextFileSync(filename), "Hello");
   },
 );
 
@@ -89,13 +89,13 @@ Deno.test(
     const filename = Deno.makeTempDirSync() + "/test.txt";
     Deno.writeTextFileSync(filename, data);
     Deno.writeTextFileSync(filename, data, { append: true });
-    assertEquals("HelloHello", Deno.readTextFileSync(filename));
+    assertEquals(Deno.readTextFileSync(filename), "HelloHello");
     // Now attempt overwrite
     Deno.writeTextFileSync(filename, data, { append: false });
-    assertEquals("Hello", Deno.readTextFileSync(filename));
+    assertEquals(Deno.readTextFileSync(filename), "Hello");
     // append not set should also overwrite
     Deno.writeTextFileSync(filename, data);
-    assertEquals("Hello", Deno.readTextFileSync(filename));
+    assertEquals(Deno.readTextFileSync(filename), "Hello");
   },
 );
 
@@ -105,7 +105,7 @@ Deno.test(
     const filename = Deno.makeTempDirSync() + "/test.txt";
     await Deno.writeTextFile(filename, "Hello");
     const dataRead = Deno.readTextFileSync(filename);
-    assertEquals("Hello", dataRead);
+    assertEquals(dataRead, "Hello");
   },
 );
 
@@ -118,7 +118,7 @@ Deno.test(
     );
     await Deno.writeTextFile(fileUrl, "Hello");
     const dataRead = Deno.readTextFileSync(fileUrl);
-    assertEquals("Hello", dataRead);
+    assertEquals(dataRead, "Hello");
 
     Deno.removeSync(fileUrl, { recursive: true });
   },
@@ -178,7 +178,7 @@ Deno.test(
     // Turn on create, should have no error
     await Deno.writeTextFile(filename, data, { create: true });
     await Deno.writeTextFile(filename, data, { create: false });
-    assertEquals("Hello", Deno.readTextFileSync(filename));
+    assertEquals(Deno.readTextFileSync(filename), "Hello");
   },
 );
 
@@ -189,12 +189,12 @@ Deno.test(
     const filename = Deno.makeTempDirSync() + "/test.txt";
     await Deno.writeTextFile(filename, data);
     await Deno.writeTextFile(filename, data, { append: true });
-    assertEquals("HelloHello", Deno.readTextFileSync(filename));
+    assertEquals(Deno.readTextFileSync(filename), "HelloHello");
     // Now attempt overwrite
     await Deno.writeTextFile(filename, data, { append: false });
-    assertEquals("Hello", Deno.readTextFileSync(filename));
+    assertEquals(Deno.readTextFileSync(filename), "Hello");
     // append not set should also overwrite
     await Deno.writeTextFile(filename, data);
-    assertEquals("Hello", Deno.readTextFileSync(filename));
+    assertEquals(Deno.readTextFileSync(filename), "Hello");
   },
 );
diff --git a/core/async_cancel.rs b/core/async_cancel.rs
index e8f25136cf..cf338174da 100644
--- a/core/async_cancel.rs
+++ b/core/async_cancel.rs
@@ -1,6 +1,7 @@
 // Copyright 2018-2022 the Deno authors. All rights reserved. MIT license.
 
 use crate::RcLike;
+use crate::Resource;
 use futures::future::FusedFuture;
 use futures::future::Future;
 use futures::future::TryFuture;
@@ -8,6 +9,7 @@ use futures::task::Context;
 use futures::task::Poll;
 use pin_project::pin_project;
 use std::any::type_name;
+use std::borrow::Cow;
 use std::error::Error;
 use std::fmt;
 use std::fmt::Display;
@@ -84,6 +86,16 @@ impl<F: Future> FusedFuture for Cancelable<F> {
   }
 }
 
+impl Resource for CancelHandle {
+  fn name(&self) -> Cow<str> {
+    "cancellation".into()
+  }
+
+  fn close(self: Rc<Self>) {
+    self.cancel();
+  }
+}
+
 #[pin_project(project = TryCancelableProjection)]
 #[derive(Debug)]
 pub struct TryCancelable<F> {
diff --git a/ext/web/lib.rs b/ext/web/lib.rs
index 423e53c510..d14a4a5d5a 100644
--- a/ext/web/lib.rs
+++ b/ext/web/lib.rs
@@ -12,6 +12,7 @@ use deno_core::include_js_files;
 use deno_core::op;
 use deno_core::url::Url;
 use deno_core::ByteString;
+use deno_core::CancelHandle;
 use deno_core::Extension;
 use deno_core::OpState;
 use deno_core::Resource;
@@ -107,6 +108,7 @@ pub fn init<P: TimersPermission + 'static>(
       compression::op_compression_finish::decl(),
       op_now::decl::<P>(),
       op_timer_handle::decl(),
+      op_cancel_handle::decl(),
       op_sleep::decl(),
       op_sleep_sync::decl::<P>(),
     ])
@@ -352,6 +354,13 @@ fn op_encoding_encode_into(
   })
 }
 
+/// Creates a [`CancelHandle`] resource that can be used to cancel invocations of certain ops.
+#[op]
+pub fn op_cancel_handle(state: &mut OpState) -> Result<ResourceId, AnyError> {
+  let rid = state.resource_table.add(CancelHandle::new());
+  Ok(rid)
+}
+
 pub fn get_declaration() -> PathBuf {
   PathBuf::from(env!("CARGO_MANIFEST_DIR")).join("lib.deno_web.d.ts")
 }
diff --git a/runtime/js/40_write_file.js b/runtime/js/40_write_file.js
index 8eac953d49..462d712665 100644
--- a/runtime/js/40_write_file.js
+++ b/runtime/js/40_write_file.js
@@ -1,12 +1,9 @@
 // Copyright 2018-2022 the Deno authors. All rights reserved. MIT license.
 "use strict";
 ((window) => {
-  const { stat, statSync, chmod, chmodSync } = window.__bootstrap.fs;
-  const { open, openSync } = window.__bootstrap.files;
-  const { build } = window.__bootstrap.build;
-  const {
-    TypedArrayPrototypeSubarray,
-  } = window.__bootstrap.primordials;
+  const core = window.__bootstrap.core;
+  const { abortSignal } = window.__bootstrap;
+  const { pathFromURL } = window.__bootstrap.util;
 
   function writeFileSync(
     path,
@@ -14,33 +11,13 @@
     options = {},
   ) {
     options.signal?.throwIfAborted();
-    if (options.create !== undefined) {
-      const create = !!options.create;
-      if (!create) {
-        // verify that file exists
-        statSync(path);
-      }
-    }
-
-    const openOptions = options.append
-      ? { write: true, create: true, append: true }
-      : { write: true, create: true, truncate: true };
-    const file = openSync(path, openOptions);
-
-    if (
-      options.mode !== undefined &&
-      options.mode !== null &&
-      build.os !== "windows"
-    ) {
-      chmodSync(path, options.mode);
-    }
-
-    let nwritten = 0;
-    while (nwritten < data.length) {
-      nwritten += file.writeSync(TypedArrayPrototypeSubarray(data, nwritten));
-    }
-
-    file.close();
+    core.opSync("op_write_file_sync", {
+      path: pathFromURL(path),
+      data,
+      mode: options.mode,
+      append: options.append ?? false,
+      create: options.create ?? true,
+    });
   }
 
   async function writeFile(
@@ -48,38 +25,30 @@
     data,
     options = {},
   ) {
-    if (options.create !== undefined) {
-      const create = !!options.create;
-      if (!create) {
-        // verify that file exists
-        await stat(path);
-      }
+    let cancelRid;
+    let abortHandler;
+    if (options.signal) {
+      options.signal.throwIfAborted();
+      cancelRid = core.opSync("op_cancel_handle");
+      abortHandler = () => core.tryClose(cancelRid);
+      options.signal[abortSignal.add](abortHandler);
     }
-
-    const openOptions = options.append
-      ? { write: true, create: true, append: true }
-      : { write: true, create: true, truncate: true };
-    const file = await open(path, openOptions);
-
-    if (
-      options.mode !== undefined &&
-      options.mode !== null &&
-      build.os !== "windows"
-    ) {
-      await chmod(path, options.mode);
-    }
-
-    const signal = options?.signal ?? null;
-    let nwritten = 0;
     try {
-      while (nwritten < data.length) {
-        signal?.throwIfAborted();
-        nwritten += await file.write(
-          TypedArrayPrototypeSubarray(data, nwritten),
-        );
-      }
+      await core.opAsync("op_write_file_async", {
+        path: pathFromURL(path),
+        data,
+        mode: options.mode,
+        append: options.append ?? false,
+        create: options.create ?? true,
+        cancelRid,
+      });
     } finally {
-      file.close();
+      if (options.signal) {
+        options.signal[abortSignal.remove](abortHandler);
+
+        // always throw the abort error when aborted
+        options.signal.throwIfAborted();
+      }
     }
   }
 
diff --git a/runtime/ops/fs.rs b/runtime/ops/fs.rs
index a3d316ae7c..3e174e00b7 100644
--- a/runtime/ops/fs.rs
+++ b/runtime/ops/fs.rs
@@ -9,6 +9,9 @@ use deno_core::error::custom_error;
 use deno_core::error::type_error;
 use deno_core::error::AnyError;
 use deno_core::op;
+use deno_core::CancelFuture;
+use deno_core::CancelHandle;
+use deno_core::ZeroCopyBuf;
 
 use deno_core::Extension;
 use deno_core::OpState;
@@ -23,6 +26,7 @@ use std::cell::RefCell;
 use std::convert::From;
 use std::env::{current_dir, set_current_dir, temp_dir};
 use std::io;
+use std::io::Write;
 use std::io::{Error, Seek, SeekFrom};
 use std::path::{Path, PathBuf};
 use std::rc::Rc;
@@ -40,6 +44,8 @@ pub fn init() -> Extension {
     .ops(vec![
       op_open_sync::decl(),
       op_open_async::decl(),
+      op_write_file_sync::decl(),
+      op_write_file_async::decl(),
       op_seek_sync::decl(),
       op_seek_async::decl(),
       op_fdatasync_sync::decl(),
@@ -117,7 +123,7 @@ pub struct OpenOptions {
 
 fn open_helper(
   state: &mut OpState,
-  args: OpenArgs,
+  args: &OpenArgs,
 ) -> Result<(PathBuf, std::fs::OpenOptions), AnyError> {
   let path = Path::new(&args.path).to_path_buf();
 
@@ -136,7 +142,7 @@ fn open_helper(
   }
 
   let permissions = state.borrow_mut::<Permissions>();
-  let options = args.options;
+  let options = &args.options;
 
   if options.read {
     permissions.read.check(&path)?;
@@ -162,7 +168,7 @@ fn op_open_sync(
   state: &mut OpState,
   args: OpenArgs,
 ) -> Result<ResourceId, AnyError> {
-  let (path, open_options) = open_helper(state, args)?;
+  let (path, open_options) = open_helper(state, &args)?;
   let std_file = open_options.open(&path).map_err(|err| {
     Error::new(err.kind(), format!("{}, open '{}'", err, path.display()))
   })?;
@@ -177,18 +183,112 @@ async fn op_open_async(
   state: Rc<RefCell<OpState>>,
   args: OpenArgs,
 ) -> Result<ResourceId, AnyError> {
-  let (path, open_options) = open_helper(&mut state.borrow_mut(), args)?;
+  let (path, open_options) = open_helper(&mut state.borrow_mut(), &args)?;
   let tokio_file = tokio::fs::OpenOptions::from(open_options)
     .open(&path)
     .await
     .map_err(|err| {
       Error::new(err.kind(), format!("{}, open '{}'", err, path.display()))
     })?;
+
   let resource = StdFileResource::fs_file(tokio_file);
   let rid = state.borrow_mut().resource_table.add(resource);
   Ok(rid)
 }
 
+#[derive(Deserialize)]
+#[serde(rename_all = "camelCase")]
+pub struct WriteFileArgs {
+  path: String,
+  mode: Option<u32>,
+  append: bool,
+  create: bool,
+  data: ZeroCopyBuf,
+  cancel_rid: Option<ResourceId>,
+}
+
+impl WriteFileArgs {
+  fn into_open_args_and_data(self) -> (OpenArgs, ZeroCopyBuf) {
+    (
+      OpenArgs {
+        path: self.path,
+        mode: self.mode,
+        options: OpenOptions {
+          read: false,
+          write: true,
+          create: self.create,
+          truncate: !self.append,
+          append: self.append,
+          create_new: false,
+        },
+      },
+      self.data,
+    )
+  }
+}
+
+#[op]
+fn op_write_file_sync(
+  state: &mut OpState,
+  args: WriteFileArgs,
+) -> Result<(), AnyError> {
+  let (open_args, data) = args.into_open_args_and_data();
+  let (path, open_options) = open_helper(state, &open_args)?;
+  write_file(&path, open_options, &open_args, data)
+}
+
+#[op]
+async fn op_write_file_async(
+  state: Rc<RefCell<OpState>>,
+  args: WriteFileArgs,
+) -> Result<(), AnyError> {
+  let cancel_handle = match args.cancel_rid {
+    Some(cancel_rid) => state
+      .borrow_mut()
+      .resource_table
+      .get::<CancelHandle>(cancel_rid)
+      .ok(),
+    None => None,
+  };
+  let (open_args, data) = args.into_open_args_and_data();
+  let (path, open_options) = open_helper(&mut *state.borrow_mut(), &open_args)?;
+  let write_future = tokio::task::spawn_blocking(move || {
+    write_file(&path, open_options, &open_args, data)
+  });
+  if let Some(cancel_handle) = cancel_handle {
+    write_future.or_cancel(cancel_handle).await???;
+  } else {
+    write_future.await??;
+  }
+  Ok(())
+}
+
+fn write_file(
+  path: &Path,
+  open_options: std::fs::OpenOptions,
+  _open_args: &OpenArgs,
+  data: ZeroCopyBuf,
+) -> Result<(), AnyError> {
+  let mut std_file = open_options.open(path).map_err(|err| {
+    Error::new(err.kind(), format!("{}, open '{}'", err, path.display()))
+  })?;
+
+  // need to chmod the file if it already exists and a mode is specified
+  #[cfg(unix)]
+  if let Some(mode) = &_open_args.mode {
+    use std::os::unix::fs::PermissionsExt;
+    let permissions = PermissionsExt::from_mode(mode & 0o777);
+    std_file
+      .set_permissions(permissions)
+      .map_err(|err: Error| {
+        Error::new(err.kind(), format!("{}, chmod '{}'", err, path.display()))
+      })?;
+  }
+
+  std_file.write_all(&data)?;
+  Ok(())
+}
+
 #[derive(Deserialize)]
 #[serde(rename_all = "camelCase")]
 pub struct SeekArgs {
@@ -571,28 +671,12 @@ pub struct ChmodArgs {
 
 #[op]
 fn op_chmod_sync(state: &mut OpState, args: ChmodArgs) -> Result<(), AnyError> {
-  let path = Path::new(&args.path).to_path_buf();
+  let path = Path::new(&args.path);
   let mode = args.mode & 0o777;
-  let err_mapper = |err: Error| {
-    Error::new(err.kind(), format!("{}, chmod '{}'", err, path.display()))
-  };
 
-  state.borrow_mut::<Permissions>().write.check(&path)?;
+  state.borrow_mut::<Permissions>().write.check(path)?;
   debug!("op_chmod_sync {} {:o}", path.display(), mode);
-  #[cfg(unix)]
-  {
-    use std::os::unix::fs::PermissionsExt;
-    let permissions = PermissionsExt::from_mode(mode);
-    std::fs::set_permissions(&path, permissions).map_err(err_mapper)?;
-    Ok(())
-  }
-  // TODO Implement chmod for Windows (#4357)
-  #[cfg(not(unix))]
-  {
-    // Still check file/dir exists on Windows
-    let _metadata = std::fs::metadata(&path).map_err(err_mapper)?;
-    Err(generic_error("Not implemented"))
-  }
+  raw_chmod(path, mode)
 }
 
 #[op]
@@ -610,28 +694,32 @@ async fn op_chmod_async(
 
   tokio::task::spawn_blocking(move || {
     debug!("op_chmod_async {} {:o}", path.display(), mode);
-    let err_mapper = |err: Error| {
-      Error::new(err.kind(), format!("{}, chmod '{}'", err, path.display()))
-    };
-    #[cfg(unix)]
-    {
-      use std::os::unix::fs::PermissionsExt;
-      let permissions = PermissionsExt::from_mode(mode);
-      std::fs::set_permissions(&path, permissions).map_err(err_mapper)?;
-      Ok(())
-    }
-    // TODO Implement chmod for Windows (#4357)
-    #[cfg(not(unix))]
-    {
-      // Still check file/dir exists on Windows
-      let _metadata = std::fs::metadata(&path).map_err(err_mapper)?;
-      Err(not_supported())
-    }
+    raw_chmod(&path, mode)
   })
   .await
   .unwrap()
 }
 
+fn raw_chmod(path: &Path, _raw_mode: u32) -> Result<(), AnyError> {
+  let err_mapper = |err: Error| {
+    Error::new(err.kind(), format!("{}, chmod '{}'", err, path.display()))
+  };
+  #[cfg(unix)]
+  {
+    use std::os::unix::fs::PermissionsExt;
+    let permissions = PermissionsExt::from_mode(_raw_mode);
+    std::fs::set_permissions(&path, permissions).map_err(err_mapper)?;
+    Ok(())
+  }
+  // TODO Implement chmod for Windows (#4357)
+  #[cfg(not(unix))]
+  {
+    // Still check file/dir exists on Windows
+    let _metadata = std::fs::metadata(&path).map_err(err_mapper)?;
+    Err(not_supported())
+  }
+}
+
 #[derive(Deserialize)]
 #[serde(rename_all = "camelCase")]
 pub struct ChownArgs {