diff --git a/lib/Server.js b/lib/Server.js
index c8126e320b..11e5f67d3d 100644
--- a/lib/Server.js
+++ b/lib/Server.js
@@ -307,27 +307,31 @@ class Server {
            * }
            */
           if (!Array.isArray(options.proxy)) {
-            options.proxy = Object.keys(options.proxy).map((context) => {
-              let proxyOptions;
-              // For backwards compatibility reasons.
-              const correctedContext = context
-                .replace(/^\*$/, '**')
-                .replace(/\/\*$/, '');
-
-              if (typeof options.proxy[context] === 'string') {
-                proxyOptions = {
-                  context: correctedContext,
-                  target: options.proxy[context],
-                };
-              } else {
-                proxyOptions = Object.assign({}, options.proxy[context]);
-                proxyOptions.context = correctedContext;
-              }
+            if (Object.prototype.hasOwnProperty.call(options.proxy, 'target')) {
+              options.proxy = [options.proxy];
+            } else {
+              options.proxy = Object.keys(options.proxy).map((context) => {
+                let proxyOptions;
+                // For backwards compatibility reasons.
+                const correctedContext = context
+                  .replace(/^\*$/, '**')
+                  .replace(/\/\*$/, '');
+
+                if (typeof options.proxy[context] === 'string') {
+                  proxyOptions = {
+                    context: correctedContext,
+                    target: options.proxy[context],
+                  };
+                } else {
+                  proxyOptions = Object.assign({}, options.proxy[context]);
+                  proxyOptions.context = correctedContext;
+                }
 
-              proxyOptions.logLevel = proxyOptions.logLevel || 'warn';
+                proxyOptions.logLevel = proxyOptions.logLevel || 'warn';
 
-              return proxyOptions;
-            });
+                return proxyOptions;
+              });
+            }
           }
 
           const getProxyMiddleware = (proxyConfig) => {
diff --git a/test/Proxy.test.js b/test/Proxy.test.js
index e19716be19..b01998ccf1 100644
--- a/test/Proxy.test.js
+++ b/test/Proxy.test.js
@@ -11,7 +11,7 @@ const shouldSkipTestSuite = require('./shouldSkipTestSuite');
 const WebSocketServer = WebSocket.Server;
 const contentBase = path.join(__dirname, 'fixtures/proxy-config');
 
-const proxyOption = {
+const proxyOptionPathsAsProperties = {
   '/proxy1': {
     target: 'http://localhost:9000',
   },
@@ -28,8 +28,13 @@ const proxyOption = {
   },
 };
 
+const proxyOption = {
+  context: () => true,
+  target: 'http://localhost:9000',
+};
+
 const proxyOptionOfArray = [
-  { context: '/proxy1', target: proxyOption['/proxy1'].target },
+  { context: '/proxy1', target: proxyOption.target },
   function proxy() {
     return {
       context: '/api/proxy2',
@@ -68,7 +73,7 @@ describe('Proxy', () => {
     return;
   }
 
-  describe('proxy options is a object', () => {
+  describe('proxy options is an object of paths as properties', () => {
     let server;
     let req;
     let closeProxyServers;
@@ -79,7 +84,7 @@ describe('Proxy', () => {
         config,
         {
           contentBase,
-          proxy: proxyOption,
+          proxy: proxyOptionPathsAsProperties,
         },
         done
       );
@@ -120,6 +125,36 @@ describe('Proxy', () => {
     });
   });
 
+  describe('proxy option is an object', () => {
+    let server;
+    let req;
+    let closeProxyServers;
+
+    beforeAll((done) => {
+      closeProxyServers = startProxyServers();
+      server = helper.start(
+        config,
+        {
+          contentBase,
+          proxy: proxyOption,
+        },
+        done
+      );
+      req = request(server.app);
+    });
+
+    afterAll((done) => {
+      helper.close(() => {
+        closeProxyServers();
+        done();
+      });
+    });
+
+    it('respects a proxy option', (done) => {
+      req.get('/proxy1').expect(200, 'from proxy1', done);
+    });
+  });
+
   describe('proxy option is an array', () => {
     let server;
     let req;