diff --git a/ports/wolfssl/fix-windows-build.patch b/ports/wolfssl/fix-windows-build.patch
new file mode 100644
index 0000000000..5355c414cf
--- /dev/null
+++ b/ports/wolfssl/fix-windows-build.patch
@@ -0,0 +1,49 @@
+diff --git a/wolfcrypt/src/chacha20_poly1305.c b/wolfcrypt/src/chacha20_poly1305.c
+index e4ebd10165f..0c37de747af 100644
+--- a/wolfcrypt/src/chacha20_poly1305.c
++++ b/wolfcrypt/src/chacha20_poly1305.c
+@@ -355,9 +355,9 @@ static WC_INLINE int wc_XChaCha20Poly1305_crypt_oneshot(
+     int isEncrypt)
+ {
+     int ret;
+-    ssize_t dst_len = isEncrypt ?
+-        (ssize_t)src_len + POLY1305_DIGEST_SIZE :
+-        (ssize_t)src_len - POLY1305_DIGEST_SIZE;
++    long int dst_len = isEncrypt ?
++        (long int)src_len + POLY1305_DIGEST_SIZE :
++        (long int)src_len - POLY1305_DIGEST_SIZE;
+     const byte *src_i;
+     byte *dst_i;
+     size_t src_len_rem;
+@@ -375,7 +375,7 @@ static WC_INLINE int wc_XChaCha20Poly1305_crypt_oneshot(
+         goto out;
+     }
+ 
+-    if ((ssize_t)dst_space < dst_len) {
++    if ((long int)dst_space < dst_len) {
+         ret = BUFFER_E;
+         goto out;
+     }
+diff --git a/wolfssl/wolfcrypt/settings.h b/wolfssl/wolfcrypt/settings.h
+index 47e3b7363af..feeefe4a2ce 100644
+--- a/wolfssl/wolfcrypt/settings.h
++++ b/wolfssl/wolfcrypt/settings.h
+@@ -1876,11 +1876,13 @@ extern void uITRON4_free(void *p) ;
+     #endif
+ #endif
+ 
+-#ifdef _MSC_VER
+-    #ifndef HAVE_SSIZE_T
+-        #include <BaseTsd.h>
+-        typedef SSIZE_T ssize_t;
+-    #endif
++#if defined(NO_WC_SSIZE_TYPE) || defined(ssize_t)
++    /* ssize_t comes from system headers or user_settings.h */
++#elif defined(WC_SSIZE_TYPE)
++    typedef WC_SSIZE_TYPE ssize_t;
++#elif defined(_MSC_VER)
++    #include <BaseTsd.h>
++    typedef SSIZE_T ssize_t;
+ #endif
+ 
+ /* If DCP is used without SINGLE_THREADED, enforce WOLFSSL_CRYPT_HW_MUTEX */
diff --git a/ports/wolfssl/portfile.cmake b/ports/wolfssl/portfile.cmake
index fcbbc33f5e..67a6cb7f31 100644
--- a/ports/wolfssl/portfile.cmake
+++ b/ports/wolfssl/portfile.cmake
@@ -6,6 +6,7 @@ vcpkg_from_github(
     HEAD_REF master
     PATCHES
       warning-and-include.patch
+      fix-windows-build.patch # From https://github.com/wolfSSL/wolfssl/pull/6509
     )
 
 vcpkg_cmake_configure(
diff --git a/ports/wolfssl/vcpkg.json b/ports/wolfssl/vcpkg.json
index 4c2ac10b7c..08728dfae6 100644
--- a/ports/wolfssl/vcpkg.json
+++ b/ports/wolfssl/vcpkg.json
@@ -1,6 +1,7 @@
 {
   "name": "wolfssl",
   "version": "5.6.3",
+  "port-version": 1,
   "description": "TLS and Cryptographic library for many platforms",
   "homepage": "https://wolfssl.com",
   "license": "GPL-2.0-or-later",
diff --git a/versions/baseline.json b/versions/baseline.json
index e23a38a7be..aeb077e53e 100644
--- a/versions/baseline.json
+++ b/versions/baseline.json
@@ -8822,7 +8822,7 @@
     },
     "wolfssl": {
       "baseline": "5.6.3",
-      "port-version": 0
+      "port-version": 1
     },
     "wolftpm": {
       "baseline": "2.7.0",
diff --git a/versions/w-/wolfssl.json b/versions/w-/wolfssl.json
index 4c57d003e1..3d586e4d21 100644
--- a/versions/w-/wolfssl.json
+++ b/versions/w-/wolfssl.json
@@ -1,5 +1,10 @@
 {
   "versions": [
+    {
+      "git-tree": "b1ed14c731f84f9a8f885e9bf40898c318bd4986",
+      "version": "5.6.3",
+      "port-version": 1
+    },
     {
       "git-tree": "e809eb7090657113c8f628ce22975c7f3bd3dbfd",
       "version": "5.6.3",