diff --git a/Ports/AvailablePorts.md b/Ports/AvailablePorts.md
index 783bdd7ec7b..652f1aaafd7 100644
--- a/Ports/AvailablePorts.md
+++ b/Ports/AvailablePorts.md
@@ -282,7 +282,7 @@ This list is also available at [ports.serenityos.net](https://ports.serenityos.n
 | [`protobuf`](protobuf/)                         | Protocol Buffers                                              | 24.3                      | https://protobuf.dev/                                                |
 | [`pt2-clone`](pt2-clone/)                       | ProTracker 2 clone                                            | 1.63                      | https://github.com/8bitbubsy/pt2-clone                               |
 | [`pv`](pv/)                                     | Pipe Viewer                                                   | 1.10.3                    | http://www.ivarch.com/programs/pv.shtml                              |
-| [`python3`](python3/)                           | Python                                                        | 3.14.3                    | https://www.python.org/                                              |
+| [`python3`](python3/)                           | Python                                                        | 3.14.4                    | https://www.python.org/                                              |
 | [`qemu`](qemu/)                                 | QEMU                                                          | 8.1.3                     | https://qemu.org                                                     |
 | [`qoi`](qoi/)                                   | Quite OK Image Format for fast, lossless image compression    | 351450e                   | https://github.com/phoboslab/qoi                                     |
 | [`qt6-qt5compat`](qt6-qt5compat/)               | Qt6 Qt5Compat                                                 | 6.4.0                     | https://doc.qt.io/qt-6/qtcore5-index.html                            |
diff --git a/Ports/python3/patches/0002-Tweak-configure.patch b/Ports/python3/patches/0002-Tweak-configure.patch
index 4a3c847b5a2..4ac85f8f50f 100644
--- a/Ports/python3/patches/0002-Tweak-configure.patch
+++ b/Ports/python3/patches/0002-Tweak-configure.patch
@@ -17,7 +17,7 @@ Co-Authored-By: Oskar Skog <oskar@oskog97.com>
  1 file changed, 10 insertions(+), 3 deletions(-)
 
 diff --git a/configure b/configure
-index 645628fecf2df75fd652a33b4214b444efe85a72..64f386cf8f8b104cfa08326ed39d7e1df2037aa4 100755
+index 8cfdda5a29b00da362abad11b90767480388aa27..13873c817d5b093c346148a176fc4803c902eb9b 100755
 --- a/configure
 +++ b/configure
 @@ -4105,6 +4105,9 @@ then
@@ -57,7 +57,7 @@ index 645628fecf2df75fd652a33b4214b444efe85a72..64f386cf8f8b104cfa08326ed39d7e1d
        LDLIBRARY='libpython$(LDVERSION).so'
        BLDLIBRARY='-L. -lpython$(LDVERSION)'
        RUNSHARED=LD_LIBRARY_PATH=`pwd`${LD_LIBRARY_PATH:+:${LD_LIBRARY_PATH}}
-@@ -13676,7 +13683,7 @@ then
+@@ -13716,7 +13723,7 @@ then
  		 then CCSHARED="-fPIC";
  		 else CCSHARED="+z";
  		 fi;;
@@ -66,7 +66,7 @@ index 645628fecf2df75fd652a33b4214b444efe85a72..64f386cf8f8b104cfa08326ed39d7e1d
  	Emscripten*|WASI*)
  		if test "x$enable_wasm_dynamic_linking" = xyes
  then :
-@@ -13714,7 +13721,7 @@ then
+@@ -13754,7 +13761,7 @@ then
  	    LINKFORSHARED="-Wl,-E -Wl,+s";;
  #	    LINKFORSHARED="-Wl,-E -Wl,+s -Wl,+b\$(BINLIBDEST)/lib-dynload";;
  	Linux-android*) LINKFORSHARED="-pie -Xlinker -export-dynamic";;
diff --git a/Ports/python3/patches/0003-Include-sys-uio.h-in-socketmodule.c.patch b/Ports/python3/patches/0003-Include-sys-uio.h-in-socketmodule.c.patch
index b38a9857fa2..748238cdc97 100644
--- a/Ports/python3/patches/0003-Include-sys-uio.h-in-socketmodule.c.patch
+++ b/Ports/python3/patches/0003-Include-sys-uio.h-in-socketmodule.c.patch
@@ -10,7 +10,7 @@ the `socket` module.
  1 file changed, 1 insertion(+), 1 deletion(-)
 
 diff --git a/Modules/socketmodule.c b/Modules/socketmodule.c
-index 8c8a5efa8c99b7e4b2593fadeaf06fbfc79358e1..822318058fc3c0a1ec4ee31938a8f936d3adb285 100644
+index f92b7995840fa4dacced4b6b3ab76264c0f76e11..fbc78ffff959bf6bac59125e3dcf7a198205bdbc 100644
 --- a/Modules/socketmodule.c
 +++ b/Modules/socketmodule.c
 @@ -177,7 +177,7 @@ shutdown(how) -- shut down traffic in one or both directions\n\
diff --git a/Ports/python3/version.sh b/Ports/python3/version.sh
index 635520c512b..09fb0e79208 100644
--- a/Ports/python3/version.sh
+++ b/Ports/python3/version.sh
@@ -1,5 +1,5 @@
-PYTHON_VERSION="3.14.3"
-PYTHON_VERSION_WITHOUT_SUFFIX="3.14.3"  # PYTHON_VERSION but without the a1/b1/rc1/... suffix
+PYTHON_VERSION="3.14.4"
+PYTHON_VERSION_WITHOUT_SUFFIX="3.14.4"  # PYTHON_VERSION but without the a1/b1/rc1/... suffix
 PYTHON_ARCHIVE="Python-${PYTHON_VERSION}.tar.xz"
 PYTHON_ARCHIVE_URL="https://www.python.org/ftp/python/${PYTHON_VERSION_WITHOUT_SUFFIX}/${PYTHON_ARCHIVE}"
-PYTHON_ARCHIVE_SHA256SUM="a97d5549e9ad81fe17159ed02c68774ad5d266c72f8d9a0b5a9c371fe85d902b"
+PYTHON_ARCHIVE_SHA256SUM="d923c51303e38e249136fc1bdf3568d56ecb03214efdef48516176d3d7faaef8"