diff --git a/.gitattributes b/.gitattributes
new file mode 100644
index 00000000..1b161808
--- /dev/null
+++ b/.gitattributes
@@ -0,0 +1 @@
+*.diff eol=lf
diff --git a/Rakefile b/Rakefile
index 880502e5..9804aad4 100644
--- a/Rakefile
+++ b/Rakefile
@@ -68,8 +68,8 @@ Rake::ExtensionTask.new('tiny_tds', gemspec) do |ext|
     gemplat = spec.platform.to_s
     host = platform_host_map[gemplat]
     dlls = [
-      "libeay32-#{OPENSSL_VERSION}-#{host}.dll",
-      "ssleay32-#{OPENSSL_VERSION}-#{host}.dll",
+      "libcrypto32-#{OPENSSL_VERSION}-#{host}.dll",
+      "libssl32-#{OPENSSL_VERSION}-#{host}.dll",
       'libiconv-2.dll',
       'libsybdb-5.dll'
     ]
diff --git a/ext/tiny_tds/extconf.rb b/ext/tiny_tds/extconf.rb
index 40282c61..b64fb97d 100644
--- a/ext/tiny_tds/extconf.rb
+++ b/ext/tiny_tds/extconf.rb
@@ -151,6 +151,19 @@ def extract_file(file, target)
         end
       end
 
+      def execute(action, command, options={})
+        prev_path = ENV['PATH']
+        if host=~/mingw/
+          git_perl = 'C:/Program Files/Git/usr/bin'
+          if File.directory?(git_perl)
+            ENV['PATH'] = git_perl + ';' + ENV['PATH']
+            ENV['PERL'] = 'perl'
+          end
+        end
+        super
+        ENV['PATH'] = prev_path
+      end
+
       def configure
         config = if host=~/mingw/
           host=~/x86_64/ ? 'mingw64' : 'mingw'
@@ -181,20 +194,20 @@ def dllwrap(dllname, outputlib, deffile, linkto)
 
       def compile
         super
-        # OpenSSL DLLs are called "libeay32.dll" and "ssleay32.dll" per default,
+        # OpenSSL DLLs are called "libcrypto32.dll" and "libssl32.dll" per default,
         # regardless to the version. This is best suited to meet the Windows DLL hell.
         # To avoid any conflicts we do a static build and build DLLs afterwards,
         # with our own naming scheme.
-        execute "mkdef-libeay32", "(perl util/mkdef.pl 32 libeay >libeay32.def)"
-        execute "mkdef-ssleay32", "(perl util/mkdef.pl 32 ssleay >ssleay32.def)"
-        dllwrap("libeay32-#{version}-#{host}", "libcrypto.dll.a", "libeay32.def", "libcrypto.a -lws2_32 -lgdi32 -lcrypt32")
-        dllwrap("ssleay32-#{version}-#{host}", "libssl.dll.a", "ssleay32.def", "libssl.a libcrypto.dll.a")
+        execute "mkdef-crypto32", "(perl util/mkdef.pl crypto 32 >libcrypto32.def)"
+        execute "mkdef-ssl32", "(perl util/mkdef.pl ssl 32 >libssl32.def)"
+        dllwrap("libcrypto32-#{version}-#{host}", "libcrypto.dll.a", "libcrypto32.def", "libcrypto.a -lws2_32 -lgdi32 -lcrypt32")
+        dllwrap("libssl32-#{version}-#{host}", "libssl.dll.a", "libssl32.def", "libssl.a libcrypto.dll.a")
       end
 
       def install
         super
-        FileUtils.cp "#{work_path}/libeay32-#{version}-#{host}.dll", "#{path}/bin/"
-        FileUtils.cp "#{work_path}/ssleay32-#{version}-#{host}.dll", "#{path}/bin/"
+        FileUtils.cp "#{work_path}/libcrypto32-#{version}-#{host}.dll", "#{path}/bin/"
+        FileUtils.cp "#{work_path}/libssl32-#{version}-#{host}.dll", "#{path}/bin/"
         FileUtils.cp "#{work_path}/libcrypto.dll.a", "#{path}/lib/"
         FileUtils.cp "#{work_path}/libssl.dll.a", "#{path}/lib/"
       end
diff --git a/ext/tiny_tds/extconsts.rb b/ext/tiny_tds/extconsts.rb
index cc2f02a0..2b216cfd 100644
--- a/ext/tiny_tds/extconsts.rb
+++ b/ext/tiny_tds/extconsts.rb
@@ -2,10 +2,10 @@
 ICONV_VERSION = ENV['TINYTDS_ICONV_VERSION'] || "1.14"
 ICONV_SOURCE_URI = "http://ftp.gnu.org/pub/gnu/libiconv/libiconv-#{ICONV_VERSION}.tar.gz"
 
-OPENSSL_VERSION = ENV['TINYTDS_OPENSSL_VERSION'] || '1.0.2j'
+OPENSSL_VERSION = ENV['TINYTDS_OPENSSL_VERSION'] || '1.1.0e'
 OPENSSL_SOURCE_URI = "https://www.openssl.org/source/openssl-#{OPENSSL_VERSION}.tar.gz"
 
-FREETDS_VERSION = ENV['TINYTDS_FREETDS_VERSION'] || "1.00.21"
+FREETDS_VERSION = ENV['TINYTDS_FREETDS_VERSION'] || "1.00.27"
 FREETDS_VERSION_INFO = Hash.new { |h,k|
   h[k] = {files: "ftp://ftp.freetds.org/pub/freetds/stable/freetds-#{k}.tar.bz2"}
 }
diff --git a/ports/patches/freetds/1.00.21/0001-mingw_missing_inet_pton.diff b/ports/patches/freetds/1.00.27/0001-mingw_missing_inet_pton.diff
similarity index 85%
rename from ports/patches/freetds/1.00.21/0001-mingw_missing_inet_pton.diff
rename to ports/patches/freetds/1.00.27/0001-mingw_missing_inet_pton.diff
index 6cc4c0cb..ffefc8df 100644
--- a/ports/patches/freetds/1.00.21/0001-mingw_missing_inet_pton.diff
+++ b/ports/patches/freetds/1.00.27/0001-mingw_missing_inet_pton.diff
@@ -1,16 +1,16 @@
 diff --git a/src/tds/tls.c b/src/tds/tls.c
-index 0d11a33..b8ab2ba 100644
+index 09e7fa0..1da18f6 100644
 --- a/src/tds/tls.c
 +++ b/src/tds/tls.c
-@@ -72,6 +72,29 @@
- #define SSL_PTR bio->ptr
+@@ -101,6 +101,29 @@
+ #define SSL_PTR BIO_get_data(bio)
  #endif
 
 +/*
 + * Add a workaround for older Mingw versions without inet_pton().
 + * This means RubyInstallers DevKit-4.7.2 in particular.
 + */
-+#if defined(__MINGW64_VERSION_MAJOR) && !defined(InetPtonA)
++#if defined(__MINGW32__) && !defined(InetPtonA)
 +  #include <windows.h>
 +
 +  static HMODULE ws2_32 = NULL;
diff --git a/test/bin/install-openssl.sh b/test/bin/install-openssl.sh
index 8fd11282..2745f1be 100755
--- a/test/bin/install-openssl.sh
+++ b/test/bin/install-openssl.sh
@@ -10,7 +10,7 @@ fi
 wget https://www.openssl.org/source/openssl-$OPENSSL_VERSION.tar.gz
 tar -xzf openssl-$OPENSSL_VERSION.tar.gz
 cd openssl-$OPENSSL_VERSION
-./config --prefix=/opt/local
+./config --prefix=/usr/local/openssl --openssldir=/usr/local/openssl
 make
 make install
 cd ..