diff --git a/contrib/devtools/build_depends.sh b/contrib/devtools/build_depends.sh
new file mode 100755
--- /dev/null
+++ b/contrib/devtools/build_depends.sh
@@ -0,0 +1,31 @@
+#!/usr/bin/env bash
+
+export LC_ALL=C
+
+set -euxo pipefail
+
+: "${TOPLEVEL:=$(git rev-parse --show-toplevel)}"
+: "${DEPENDS_DIR:=${TOPLEVEL}/depends}"
+: "${SDK_PATH:=${DEPENDS_DIR}/SDKs}"
+
+pushd "${DEPENDS_DIR}"
+
+# Get the OSX SDK
+mkdir -p "${SDK_PATH}"
+pushd "${SDK_PATH}"
+
+rm -rf "${SDK_PATH}/MacOSX*"
+
+OSX_SDK="MacOSX10.14.sdk.tar.gz"
+OSX_SDK_SHA256="2322086a96349db832abbcadea493b79db843553a2e604163238d99fa058a286"
+
+wget https://storage.googleapis.com/27cd7b2a42a430926cc621acdc3bda72a8ed2b0efc080e3/"${OSX_SDK}"
+echo "${OSX_SDK_SHA256}  ${OSX_SDK}" | sha256sum -c
+tar -xzf "${OSX_SDK}"
+rm "${OSX_SDK}"
+
+popd
+
+RAPIDCHECK=1 make build-all
+
+popd
diff --git a/contrib/teamcity/build-configurations.sh b/contrib/teamcity/build-configurations.sh
--- a/contrib/teamcity/build-configurations.sh
+++ b/contrib/teamcity/build-configurations.sh
@@ -283,6 +283,24 @@
     make -j "${THREADS}" all check
     ;;
 
+  build-win64)
+    update-alternatives --set x86_64-w64-mingw32-g++ $(command -v x86_64-w64-mingw32-g++-posix)
+    update-alternatives --set x86_64-w64-mingw32-gcc $(command -v x86_64-w64-mingw32-gcc-posix)
+
+    "${DEVTOOLS_DIR}"/build_depends.sh
+    CMAKE_FLAGS=(
+      "-DCMAKE_TOOLCHAIN_FILE=${TOPLEVEL}/cmake/platforms/Win64.cmake"
+      "-DBUILD_BITCOIN_SEEDER=OFF"
+    )
+    CMAKE_FLAGS="${CMAKE_FLAGS[*]}" "${DEVTOOLS_DIR}"/build_cmake.sh
+
+    # Build all the excluded targets
+    ninja test_bitcoin test_bitcoin-qt test_bitcoin-seeder
+
+    # Run the tests. Not all will run with wine, so exclude them
+    ./src/test/test_bitcoin.exe --run_test=\!radix_tests,rcu_tests
+    ;;
+
   check-seeds)
     "${DEVTOOLS_DIR}"/build_cmake.sh
     # Run on different ports to avoid a race where the rpc port used in the
diff --git a/contrib/teamcity/setup-debian-buster.sh b/contrib/teamcity/setup-debian-buster.sh
--- a/contrib/teamcity/setup-debian-buster.sh
+++ b/contrib/teamcity/setup-debian-buster.sh
@@ -56,6 +56,8 @@
   qttools5-dev-tools
   software-properties-common
   wget
+  wine
+  wine-binfmt
 )
 
 function join_by() {