diff --git a/maven-resolver-api/src/main/java/org/eclipse/aether/ConfigurationProperties.java b/maven-resolver-api/src/main/java/org/eclipse/aether/ConfigurationProperties.java
index a5519514d..6ef570ca5 100644
--- a/maven-resolver-api/src/main/java/org/eclipse/aether/ConfigurationProperties.java
+++ b/maven-resolver-api/src/main/java/org/eclipse/aether/ConfigurationProperties.java
@@ -259,6 +259,22 @@ public final class ConfigurationProperties {
      */
     public static final int DEFAULT_HTTP_MAX_CONNECTIONS_PER_ROUTE = 50;
 
+    /**
+     * Boolean flag should the HTTP transport use expect-continue handshake for PUT requests. Not all transport support
+     * this option. This option may be needed for some broken HTTP servers.
+     *
+     * @see #DEFAULT_HTTP_EXPECT_CONTINUE
+     * @since 1.9.17
+     */
+    public static final String HTTP_EXPECT_CONTINUE = PREFIX_CONNECTOR + "http.expectContinue";
+
+    /**
+     * Default value if {@link #HTTP_EXPECT_CONTINUE} is not set: {@code true}.
+     *
+     * @since 1.9.17
+     */
+    public static final boolean DEFAULT_HTTP_EXPECT_CONTINUE = true;
+
     /**
      * The mode that sets HTTPS transport "security mode": to ignore any SSL errors (certificate validity checks,
      * hostname verification). The default value is {@link #HTTPS_SECURITY_MODE_DEFAULT}.
diff --git a/maven-resolver-transport-http/src/main/java/org/eclipse/aether/transport/http/HttpTransporter.java b/maven-resolver-transport-http/src/main/java/org/eclipse/aether/transport/http/HttpTransporter.java
index 870204747..f6ed915fc 100644
--- a/maven-resolver-transport-http/src/main/java/org/eclipse/aether/transport/http/HttpTransporter.java
+++ b/maven-resolver-transport-http/src/main/java/org/eclipse/aether/transport/http/HttpTransporter.java
@@ -323,6 +323,15 @@ final class HttpTransporter extends AbstractTransporter {
             builder.useSystemProperties();
         }
 
+        final boolean expectContinue = ConfigUtils.getBoolean(
+                session,
+                ConfigurationProperties.DEFAULT_HTTP_EXPECT_CONTINUE,
+                ConfigurationProperties.HTTP_EXPECT_CONTINUE + "." + repository.getId(),
+                ConfigurationProperties.HTTP_EXPECT_CONTINUE);
+        if (expectContinue != ConfigurationProperties.DEFAULT_HTTP_EXPECT_CONTINUE) {
+            state.setExpectContinue(expectContinue);
+        }
+
         final boolean reuseConnections = ConfigUtils.getBoolean(
                 session,
                 ConfigurationProperties.DEFAULT_HTTP_REUSE_CONNECTIONS,
diff --git a/maven-resolver-transport-http/src/test/java/org/eclipse/aether/transport/http/HttpTransporterTest.java b/maven-resolver-transport-http/src/test/java/org/eclipse/aether/transport/http/HttpTransporterTest.java
index 597b35787..5c0de84a9 100644
--- a/maven-resolver-transport-http/src/test/java/org/eclipse/aether/transport/http/HttpTransporterTest.java
+++ b/maven-resolver-transport-http/src/test/java/org/eclipse/aether/transport/http/HttpTransporterTest.java
@@ -728,6 +728,27 @@ public void testPut_Authenticated_ExpectContinueRejected() throws Exception {
         assertEquals("upload", TestFileUtils.readString(new File(repoDir, "file.txt")));
     }
 
+    @Test
+    public void testPut_Authenticated_ExpectContinueDisabled() throws Exception {
+        session.setConfigProperty(ConfigurationProperties.HTTP_EXPECT_CONTINUE, false);
+        httpServer.setAuthentication("testuser", "testpass");
+        httpServer.setExpectSupport(HttpServer.ExpectContinue.FAIL); // if transport tries Expect/Continue explode
+        auth = new AuthenticationBuilder()
+                .addUsername("testuser")
+                .addPassword("testpass")
+                .build();
+        newTransporter(httpServer.getHttpUrl());
+        RecordingTransportListener listener = new RecordingTransportListener();
+        PutTask task =
+                new PutTask(URI.create("repo/file.txt")).setListener(listener).setDataString("upload");
+        transporter.put(task);
+        assertEquals(0L, listener.dataOffset);
+        assertEquals(6L, listener.dataLength);
+        assertEquals(1, listener.startedCount); // w/ expectContinue enabled would have here 2
+        assertTrue("Count: " + listener.progressedCount, listener.progressedCount > 0);
+        assertEquals("upload", TestFileUtils.readString(new File(repoDir, "file.txt")));
+    }
+
     @Test
     public void testPut_Authenticated_ExpectContinueRejected_ExplicitlyConfiguredHeader() throws Exception {
         Map<String, String> headers = new HashMap<>();
diff --git a/src/site/markdown/configuration.md b/src/site/markdown/configuration.md
index fbee0a98e..982fd1f75 100644
--- a/src/site/markdown/configuration.md
+++ b/src/site/markdown/configuration.md
@@ -38,6 +38,7 @@ Option | Type | Description | Default Value | Supports Repo ID Suffix
 `aether.connector.http.cacheState` | boolean | Flag indicating whether a memory-based cache is used for user tokens, connection managers, expect continue requests and authentication schemes. | `true` | no
 `aether.connector.http.connectionMaxTtl` | int | Total time to live in seconds for an HTTP connection, after that time, the connection will be dropped (no matter for how long it was idle). | `300` | yes
 `aether.connector.http.credentialEncoding` | String | The encoding/charset to use when exchanging credentials with HTTP servers. | `"ISO-8859-1"` | yes
+`aether.connector.http.expectContinue` | boolean | Whether to use expect/continue handshake during PUTs. Some broken HTTP servers needs this disabled. | `true` | yes
 `aether.connector.http.headers` | `Map<String, String>` | The request headers to use for HTTP-based repository connectors. The headers are specified using a map of strings mapping a header name to its value. The repository-specific headers map is supposed to be complete, i.e. is not merged with the general headers map. | - | yes
 `aether.connector.http.maxConnectionsPerRoute` | int | The maximum concurrent connections per route HTTP client is allowed to use. | `50` | yes
 `aether.connector.http.preemptiveAuth` | boolean | Should HTTP client use preemptive-authentication for all HTTP verbs (works only w/ BASIC). By default is disabled, as it is considered less secure. | `false` | yes