diff --git a/packages/zip/lib/extract.js b/packages/zip/lib/extract.js
index 4cc6d8b80..209ec11e0 100644
--- a/packages/zip/lib/extract.js
+++ b/packages/zip/lib/extract.js
@@ -1,3 +1,4 @@
+const { Transform } = require('stream');
 const errors = require('@tryghost/errors');
 
 const defaultOptions = {};
@@ -70,12 +71,8 @@ function getEntryUncompressedSize(entry, limits) {
     return entry.uncompressedSize;
 }
 
-function throwOnEntryTooLarge(entry, observedBytes, limitBytes) {
-    if (observedBytes <= limitBytes) {
-        return;
-    }
-
-    throw new errors.UnsupportedMediaTypeError({
+function entryTooLargeError(entry, observedBytes, limitBytes) {
+    return new errors.UnsupportedMediaTypeError({
         message: 'Zip entry exceeds maximum uncompressed size.',
         context: 'The zip contains an entry that exceeds the maximum uncompressed size.',
         code: 'ENTRY_TOO_LARGE',
@@ -87,6 +84,12 @@ function throwOnEntryTooLarge(entry, observedBytes, limitBytes) {
     });
 }
 
+function throwOnEntryTooLarge(entry, observedBytes, limitBytes) {
+    if (observedBytes > limitBytes) {
+        throw entryTooLargeError(entry, observedBytes, limitBytes);
+    }
+}
+
 function throwOnTotalTooLarge(entry, observedBytes, limitBytes, entriesProcessed) {
     if (observedBytes <= limitBytes) {
         return;
@@ -185,6 +188,9 @@ module.exports = async (zipToExtract, destination, options) => {
 
         throwOnSymlinks(entry);
         throwOnLargeFilenames(entry);
+
+        installStreamingCounter(zipfile, limits);
+
         if (originalOnEntry) {
             originalOnEntry(entry, zipfile);
         }
@@ -194,3 +200,49 @@ module.exports = async (zipToExtract, destination, options) => {
 
     return { path: destination };
 };
+
+// Enforce `limits.perEntryUncompressedBytes` against the actual decompressed
+// bytes streamed for each entry, not just the central-directory metadata —
+// otherwise an archive whose header lies about its uncompressed size slips
+// past the pre-flight check above and (worse) hangs `extract()` indefinitely:
+// yauzl's built-in `AssertByteCountStream` overrides its own `destroy` so the
+// mid-stream error never surfaces to extract-zip's `pipeline()`.
+//
+// We turn yauzl's broken counter off (`validateEntrySizes = false`) and wrap
+// the read stream with our own counter, whose errors propagate cleanly.
+function installStreamingCounter(zipfile, limits) {
+    if (zipfile.__streamingCounterInstalled || typeof zipfile.openReadStream !== 'function') {
+        return;
+    }
+    zipfile.__streamingCounterInstalled = true;
+    zipfile.validateEntrySizes = false;
+
+    const originalOpenReadStream = zipfile.openReadStream.bind(zipfile);
+    zipfile.openReadStream = function (entry, optsOrCb, maybeCb) {
+        const cb = typeof optsOrCb === 'function' ? optsOrCb : maybeCb;
+        const readOpts = typeof optsOrCb === 'function' ? {} : optsOrCb;
+        originalOpenReadStream(entry, readOpts, (err, readStream) => {
+            if (err) {
+                return cb(err);
+            }
+            let observedBytes = 0;
+            const counter = new Transform({
+                transform(chunk, _encoding, transformCb) {
+                    observedBytes += chunk.length;
+                    if (observedBytes > limits.perEntryUncompressedBytes) {
+                        return transformCb(
+                            entryTooLargeError(
+                                entry,
+                                observedBytes,
+                                limits.perEntryUncompressedBytes,
+                            ),
+                        );
+                    }
+                    transformCb(null, chunk);
+                },
+            });
+            readStream.on('error', (readErr) => counter.destroy(readErr));
+            cb(null, readStream.pipe(counter));
+        });
+    };
+}
diff --git a/packages/zip/test/zip.test.js b/packages/zip/test/zip.test.js
index 563e1974b..cd861a764 100644
--- a/packages/zip/test/zip.test.js
+++ b/packages/zip/test/zip.test.js
@@ -62,6 +62,18 @@ function createZipWithEntries(zipPath, entries) {
     });
 }
 
+// Rewrite every central-directory header's uncompressedSize field to simulate
+// a zip whose declared metadata understates its real payload.
+function forgeCentralUncompressedSize(zipPath, fake) {
+    const buf = fs.readFileSync(zipPath);
+    for (let i = 0; i < buf.length - 4; i++) {
+        if (buf.readUInt32LE(i) === 0x02014b50) {
+            buf.writeUInt32LE(fake, i + 24);
+        }
+    }
+    fs.writeFileSync(zipPath, buf);
+}
+
 describe('Compress and Extract should be opposite functions', function () {
     let symlinkPath, themeFolder, zipDestination, unzipDestination;
 
@@ -330,6 +342,29 @@ describe('Extract zip', function () {
         }
     });
 
+    it('rejects a zip whose central directory understates an entry size (streaming defence)', async function () {
+        // The metadata pre-flight check sees a tiny declared size and lets it
+        // through; the streaming counter sees the real 1 MB payload and rejects.
+        await createZipWithEntries(zipDestination, [
+            { name: 'lying.txt', content: Buffer.alloc(1024 * 1024, 'a') },
+        ]);
+        forgeCentralUncompressedSize(zipDestination, 5);
+
+        await assert.rejects(
+            () =>
+                extract(zipDestination, unzipDestination, {
+                    limits: { perEntryUncompressedBytes: 100 },
+                }),
+            (err) => {
+                assert.equal(err.code, 'ENTRY_TOO_LARGE');
+                assert.equal(err.errorDetails.entryName, 'lying.txt');
+                assert.equal(err.errorDetails.limitBytes, 100);
+                assert.equal(err.errorDetails.observedBytes > 100, true);
+                return true;
+            },
+        );
+    });
+
     it('throws when an entry exceeds the per-entry uncompressed size limit', async function () {
         await createZipWithEntries(zipDestination, [{ name: 'big-file.txt', content: '12345' }]);