diff --git a/ports/cpp-httplib/fix-system-version.patch b/ports/cpp-httplib/fix-system-version.patch
deleted file mode 100644
index 4841aa889f..0000000000
--- a/ports/cpp-httplib/fix-system-version.patch
+++ /dev/null
@@ -1,13 +0,0 @@
-diff --git a/CMakeLists.txt b/CMakeLists.txt
-index d39958a..cdee3ce 100644
---- a/CMakeLists.txt
-+++ b/CMakeLists.txt
-@@ -117,7 +117,7 @@ if(BUILD_SHARED_LIBS AND WIN32 AND HTTPLIB_COMPILE)
- 	set(CMAKE_WINDOWS_EXPORT_ALL_SYMBOLS ON)
- endif()
- 
--if(CMAKE_SYSTEM_NAME MATCHES "Windows" AND ${CMAKE_SYSTEM_VERSION} VERSION_LESS "10.0.0")
-+if(CMAKE_SYSTEM_NAME MATCHES "Windows" AND DEFINED CMAKE_SYSTEM_VERSION AND CMAKE_SYSTEM_VERSION VERSION_LESS "10.0.0")
- 	message(SEND_ERROR "Windows ${CMAKE_SYSTEM_VERSION} or lower is not supported. Please use Windows 10 or later.")
- endif()
- if(CMAKE_SIZEOF_VOID_P LESS 8)
diff --git a/ports/cpp-httplib/portfile.cmake b/ports/cpp-httplib/portfile.cmake
index 746073c716..5fc4b829c8 100644
--- a/ports/cpp-httplib/portfile.cmake
+++ b/ports/cpp-httplib/portfile.cmake
@@ -2,11 +2,10 @@ vcpkg_from_github(
     OUT_SOURCE_PATH SOURCE_PATH
     REPO yhirose/cpp-httplib
     REF "v${VERSION}"
-    SHA512 b364500f76e2ecb0fe21b032d831272e3f1dfeea71af74e325f8fc4ce9dcdb3c941b97a5b422bdeafb9facd058597b90f8bfc284fb9afe3c33fefa15dd5a010b
+    SHA512 884d6be8209d8128af2b11c35d7fc592d8a236a65cdcd9b123a77aa73fbd0dbd03c1cbe17cf4dd92797b06d312c9476d59646b9034d8e559095852b021138acc
     HEAD_REF master
     PATCHES
         fix-find-brotli.patch
-        fix-system-version.patch
 )
 
 vcpkg_check_features(OUT_FEATURE_OPTIONS FEATURE_OPTIONS
diff --git a/ports/cpp-httplib/vcpkg.json b/ports/cpp-httplib/vcpkg.json
index 1d5ae64bc0..fc113d1a92 100644
--- a/ports/cpp-httplib/vcpkg.json
+++ b/ports/cpp-httplib/vcpkg.json
@@ -1,6 +1,6 @@
 {
   "name": "cpp-httplib",
-  "version": "0.26.0",
+  "version": "0.27.0",
   "description": "A single file C++11 header-only HTTP/HTTPS server and client library",
   "homepage": "https://github.com/yhirose/cpp-httplib",
   "license": "MIT",
diff --git a/versions/baseline.json b/versions/baseline.json
index d3d9300c3b..b6b72bea4f 100644
--- a/versions/baseline.json
+++ b/versions/baseline.json
@@ -1981,7 +1981,7 @@
       "port-version": 0
     },
     "cpp-httplib": {
-      "baseline": "0.26.0",
+      "baseline": "0.27.0",
       "port-version": 0
     },
     "cpp-ipc": {
diff --git a/versions/c-/cpp-httplib.json b/versions/c-/cpp-httplib.json
index 47a63e14de..34b9d4c29b 100644
--- a/versions/c-/cpp-httplib.json
+++ b/versions/c-/cpp-httplib.json
@@ -1,5 +1,10 @@
 {
   "versions": [
+    {
+      "git-tree": "80a9dfe4267df4960700b2c9474b241ab10c5dbf",
+      "version": "0.27.0",
+      "port-version": 0
+    },
     {
       "git-tree": "c6c10f2b887998ab2c4e150e3f35d6e29694f9d0",
       "version": "0.26.0",