diff --git a/lm-ivy/src/main/scala/sbt/internal/librarymanagement/ErrorLoggingURLHandler.scala b/lm-ivy/src/main/scala/sbt/internal/librarymanagement/ErrorLoggingURLHandler.scala
new file mode 100644
index 000000000..8da55968a
--- /dev/null
+++ b/lm-ivy/src/main/scala/sbt/internal/librarymanagement/ErrorLoggingURLHandler.scala
@@ -0,0 +1,75 @@
+/* sbt -- Simple Build Tool
+ * Copyright 2008, 2009, 2010 Mark Harrah
+ */
+package sbt.internal.librarymanagement
+
+import java.io.{ File, FileInputStream, IOException }
+import java.net.{ HttpURLConnection, URL }
+import org.apache.ivy.util.url.{ BasicURLHandler, IvyAuthenticator }
+import org.apache.ivy.util.{ CopyProgressListener, FileUtil, Message }
+import org.apache.ivy.Ivy
+import scala.io.Source
+import scala.util.Using
+
+private[librarymanagement] class ErrorLoggingURLHandler extends BasicURLHandler {
+  private val ErrorBodyTruncateLen = 1024
+
+  override def upload(
+      source: File,
+      dest: URL,
+      l: CopyProgressListener
+  ): Unit = {
+    if (dest.getProtocol != "http" && dest.getProtocol != "https") {
+      throw new UnsupportedOperationException(
+        "URL repository only support HTTP PUT at the moment"
+      )
+    }
+
+    IvyAuthenticator.install()
+
+    var conn: HttpURLConnection = null
+    try {
+      val normalizedDest = normalizeToURL(dest)
+      conn = normalizedDest.openConnection().asInstanceOf[HttpURLConnection]
+      conn.setDoOutput(true)
+      conn.setRequestMethod("PUT")
+      conn.setRequestProperty("User-Agent", "Apache Ivy/" + Ivy.getIvyVersion)
+      conn.setRequestProperty(
+        "Accept",
+        "application/octet-stream, application/json, application/xml, */*"
+      )
+      conn.setRequestProperty("Content-type", "application/octet-stream")
+      conn.setRequestProperty("Content-length", source.length().toString)
+      conn.setInstanceFollowRedirects(true)
+
+      val in = new FileInputStream(source)
+      try {
+        val os = conn.getOutputStream
+        FileUtil.copy(in, os, l)
+      } finally {
+        try in.close()
+        catch { case _: IOException => }
+      }
+
+      val responseCode = conn.getResponseCode
+      val responseMessage = conn.getResponseMessage
+
+      val errorBody = Option(conn.getErrorStream).map { stream =>
+        Using.resource(stream) { s =>
+          val body = Source.fromInputStream(s, "UTF-8").mkString
+          if (body.length > ErrorBodyTruncateLen)
+            body.take(ErrorBodyTruncateLen) + "..."
+          else body
+        }
+      }
+
+      errorBody.filter(_.nonEmpty).foreach { body =>
+        Message.error(s"Server response body: $body")
+      }
+
+      validatePutStatusCode(dest, responseCode, responseMessage)
+    } finally {
+      if (conn != null) conn.disconnect()
+    }
+  }
+}
diff --git a/lm-ivy/src/main/scala/sbt/internal/librarymanagement/Ivy.scala b/lm-ivy/src/main/scala/sbt/internal/librarymanagement/Ivy.scala
index 329444304..fcec2c721 100644
--- a/lm-ivy/src/main/scala/sbt/internal/librarymanagement/Ivy.scala
+++ b/lm-ivy/src/main/scala/sbt/internal/librarymanagement/Ivy.scala
@@ -85,7 +85,7 @@ final class IvySbt(
     }
   }
 
-  private lazy val basicUrlHandler: URLHandler = new BasicURLHandler
+  private lazy val basicUrlHandler: URLHandler = new ErrorLoggingURLHandler
 
   private lazy val settings: IvySettings = {
     val dispatcher: URLHandlerDispatcher = URLHandlerRegistry.getDefault match {