diff --git a/lib/index.js b/lib/index.js
index 19029e5..7db5996 100644
--- a/lib/index.js
+++ b/lib/index.js
@@ -5,45 +5,66 @@ const path = require('path');
 const url = require('fast-url-parser');
 const fs = require('fs-extra');
 const slasher = require('glob-slasher');
+const minimatch = require('minimatch');
 const pathToRegExp = require('path-to-regexp');
+const mime = require('mime/lite');
 
 const getHandlers = methods => {
-	const {createReadStream} = fs;
+	const {stat, createReadStream} = fs;
 
 	return Object.assign({
+		stat,
 		createReadStream
 	}, methods);
 };
 
-const toRegExp = (location, keys = null) => {
-	const normalized = slasher(location).replace('*', '(.*)');
-	return pathToRegExp(normalized, keys);
+const sourceMatches = (source, requestPath, allowSegments) => {
+	const keys = [];
+	const slashed = slasher(source);
+
+	let results = null;
+
+	if (allowSegments) {
+		const normalized = slashed.replace('*', '(.*)');
+		const expression = pathToRegExp(normalized, keys);
+
+		results = expression.exec(requestPath);
+	}
+
+	if (results || minimatch(requestPath, slashed)) {
+		return {
+			keys,
+			results
+		};
+	}
+
+	return null;
 };
 
 const toTarget = (source, destination, previousPath) => {
-	const keys = [];
-	const expression = toRegExp(source, keys);
-	const results = expression.exec(previousPath);
-
-	if (results) {
-		const props = {};
-		const {protocol} = url.parse(destination);
-		const normalizedDest = protocol ? destination : slasher(destination);
-		const toPath = pathToRegExp.compile(normalizedDest);
-
-		for (let index = 0; index < keys.length; index++) {
-			const {name} = keys[index];
-			props[name] = results[index + 1];
-		}
+	const matches = sourceMatches(source, previousPath, true);
 
-		return toPath(props);
+	if (!matches) {
+		return null;
 	}
 
-	return null;
+	const {keys, results} = matches;
+
+	const props = {};
+	const {protocol} = url.parse(destination);
+	const normalizedDest = protocol ? destination : slasher(destination);
+	const toPath = pathToRegExp.compile(normalizedDest);
+
+	for (let index = 0; index < keys.length; index++) {
+		const {name} = keys[index];
+		props[name] = results[index + 1];
+	}
+
+	return toPath(props);
 };
 
-const applyRewrites = (requestPath, rewrites) => {
-	if (!Array.isArray(rewrites)) {
+const applyRewrites = (requestPath, rewrites = []) => {
+	if (rewrites.length === 0) {
 		return requestPath;
 	}
 
@@ -59,8 +80,8 @@ const applyRewrites = (requestPath, rewrites) => {
 	return requestPath;
 };
 
-const applyRedirect = (rewrittenURL, redirects) => {
-	if (!Array.isArray(redirects)) {
+const applyRedirect = (rewrittenURL, redirects = []) => {
+	if (redirects.length === 0) {
 		return null;
 	}
 
@@ -81,6 +102,40 @@ const applyRedirect = (rewrittenURL, redirects) => {
 	return null;
 };
 
+const appendHeaders = (target, source) => {
+	for (let index = 0; index < source.length; index++) {
+		const {key, value} = source[index];
+		target[key] = value;
+	}
+};
+
+const getHeaders = async (handlers, customHeaders = [], {relative, absolute}) => {
+	const related = {};
+
+	if (customHeaders.length > 0) {
+		// By iterating over all headers and never stopping, developers
+		// can specify multiple header sources in the config that
+		// might match a single path.
+		for (let index = 0; index < customHeaders.length; index++) {
+			const {source, headers} = customHeaders[index];
+
+			if (sourceMatches(source, relative)) {
+				appendHeaders(related, headers);
+			}
+		}
+	}
+
+	const stats = await handlers.stat(absolute);
+
+	const defaultHeaders = {
+		'Content-Type': mime.getType(relative),
+		'Last-Modified': stats.mtime.toUTCString(),
+		'Content-Length': stats.size
+	};
+
+	return Object.assign(defaultHeaders, related);
+};
+
 module.exports = async (request, response, config = {}, methods) => {
 	const cwd = process.cwd();
 	const current = config.path ? path.join(cwd, config.path) : cwd;
@@ -102,7 +157,12 @@ module.exports = async (request, response, config = {}, methods) => {
 	const relatedExists = await fs.exists(related);
 
 	if (relatedExists) {
-		// response.writeHead(200, getHeaders(related));
+		const headers = await getHeaders(handlers, config.headers, {
+			relative: rewrittenURL,
+			absolute: related
+		});
+
+		response.writeHead(200, headers);
 		handlers.createReadStream(related).pipe(response);
 
 		return;
diff --git a/package.json b/package.json
index dfb1c26..31d5608 100644
--- a/package.json
+++ b/package.json
@@ -34,6 +34,7 @@
     "fs-extra": "6.0.1",
     "glob-slasher": "1.0.1",
     "mime": "2.3.1",
+    "minimatch": "3.0.4",
     "path-to-regexp": "2.2.1"
   }
 }
diff --git a/yarn.lock b/yarn.lock
index 47ea38b..bf4c38a 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -578,7 +578,7 @@ mimic-fn@^1.0.0:
   version "1.2.0"
   resolved "https://registry.yarnpkg.com/mimic-fn/-/mimic-fn-1.2.0.tgz#820c86a39334640e99516928bd03fca88057d022"
 
-minimatch@^3.0.2, minimatch@^3.0.4:
+minimatch@3.0.4, minimatch@^3.0.2, minimatch@^3.0.4:
   version "3.0.4"
   resolved "https://registry.yarnpkg.com/minimatch/-/minimatch-3.0.4.tgz#5166e286457f03306064be5497e8dbb0c3d32083"
   dependencies: