diff --git a/.eslintrc.js b/.eslintrc.js
index b6094c794e6f..ae8b384bff5b 100644
--- a/.eslintrc.js
+++ b/.eslintrc.js
@@ -129,7 +129,12 @@ module.exports = {
       },
     },
     {
-      files: ['ui/**/*.test.js', 'ui/__mocks__/*.js', 'shared/**/*.test.js'],
+      files: [
+        'ui/**/*.test.js',
+        'ui/__mocks__/*.js',
+        'shared/**/*.test.js',
+        'test/jest/*.js',
+      ],
       extends: ['@metamask/eslint-config-jest'],
       rules: {
         'jest/no-restricted-matchers': 'off',
diff --git a/test/jest/index.js b/test/jest/index.js
index 098877489808..b68672d34541 100644
--- a/test/jest/index.js
+++ b/test/jest/index.js
@@ -1,3 +1,5 @@
+import './matchers';
+
 export { createSwapsMockStore } from './mock-store';
 export { renderWithProvider } from './rendering';
 export { setBackgroundConnection } from './background';
diff --git a/test/jest/matchers.js b/test/jest/matchers.js
new file mode 100644
index 000000000000..660018b40ed0
--- /dev/null
+++ b/test/jest/matchers.js
@@ -0,0 +1,35 @@
+import { shallow, mount } from 'enzyme';
+
+const SHALLOW_WRAPPER_CONSTRUCTOR = 'ShallowWrapper';
+
+function isShallowWrapper(wrapper) {
+  return wrapper.constructor.name
+    ? wrapper.constructor.name === SHALLOW_WRAPPER_CONSTRUCTOR
+    : Boolean(`${wrapper.constructor}`.match(/^function ShallowWrapper\(/u));
+}
+
+function toMatchElement(
+  actualEnzymeWrapper,
+  reactInstance,
+  options = { ignoreProps: true },
+) {
+  const expectedWrapper = isShallowWrapper(actualEnzymeWrapper)
+    ? shallow(reactInstance)
+    : mount(reactInstance);
+
+  const actual = actualEnzymeWrapper.debug({ verbose: true, ...options });
+  const expected = expectedWrapper.debug({ verbose: true, ...options });
+  const pass = actual === expected;
+
+  return {
+    pass,
+    message: 'Expected actual value to match the expected value.',
+    negatedMessage: 'Did not expect actual value to match the expected value.',
+    contextualInformation: {
+      actual: `Actual:\n ${actual}`,
+      expected: `Expected:\n ${expected}`,
+    },
+  };
+}
+
+expect.extend({ toMatchElement });
diff --git a/test/jest/setup.js b/test/jest/setup.js
index 6176cfc660db..db848f08a8d2 100644
--- a/test/jest/setup.js
+++ b/test/jest/setup.js
@@ -1,2 +1,3 @@
 // This file is for Jest-specific setup only and runs before our Jest tests.
 import '@testing-library/jest-dom';
+import './matchers';
diff --git a/ui/components/app/contact-list/contact-list.component.js b/ui/components/app/contact-list/contact-list.component.js
index 04e3a3abd0a9..713edfcfb98d 100644
--- a/ui/components/app/contact-list/contact-list.component.js
+++ b/ui/components/app/contact-list/contact-list.component.js
@@ -1,5 +1,6 @@
 import React, { PureComponent } from 'react';
 import PropTypes from 'prop-types';
+import { sortBy } from 'lodash';
 import Button from '../../ui/button';
 import RecipientGroup from './recipient-group/recipient-group.component';
 
@@ -50,34 +51,36 @@ export default class ContactList extends PureComponent {
   }
 
   renderAddressBook() {
-    const contacts = this.props.searchForContacts();
+    const unsortedContactsByLetter = this.props
+      .searchForContacts()
+      .reduce((obj, contact) => {
+        const firstLetter = contact.name[0].toUpperCase();
+        return {
+          ...obj,
+          [firstLetter]: [...(obj[firstLetter] || []), contact],
+        };
+      }, {});
 
-    const contactGroups = contacts.reduce((acc, contact) => {
-      const firstLetter = contact.name.slice(0, 1).toUpperCase();
-      acc[firstLetter] = acc[firstLetter] || [];
-      const bucket = acc[firstLetter];
-      bucket.push(contact);
-      return acc;
-    }, {});
+    const letters = Object.keys(unsortedContactsByLetter).sort();
 
-    return Object.entries(contactGroups)
-      .sort(([letter1], [letter2]) => {
-        if (letter1 > letter2) {
-          return 1;
-        } else if (letter1 === letter2) {
-          return 0;
-        }
-        return -1;
-      })
-      .map(([letter, groupItems]) => (
-        <RecipientGroup
-          key={`${letter}-contract-group`}
-          label={letter}
-          items={groupItems}
-          onSelect={this.props.selectRecipient}
-          selectedAddress={this.props.selectedAddress}
-        />
-      ));
+    const sortedContactGroups = letters.map((letter) => {
+      return [
+        letter,
+        sortBy(unsortedContactsByLetter[letter], (contact) => {
+          return contact.name.toLowerCase();
+        }),
+      ];
+    });
+
+    return sortedContactGroups.map(([letter, groupItems]) => (
+      <RecipientGroup
+        key={`${letter}-contact-group`}
+        label={letter}
+        items={groupItems}
+        onSelect={this.props.selectRecipient}
+        selectedAddress={this.props.selectedAddress}
+      />
+    ));
   }
 
   renderMyAccounts() {
diff --git a/ui/components/app/contact-list/contact-list.test.js b/ui/components/app/contact-list/contact-list.test.js
new file mode 100644
index 000000000000..8646cc70d2d3
--- /dev/null
+++ b/ui/components/app/contact-list/contact-list.test.js
@@ -0,0 +1,60 @@
+import React from 'react';
+import { shallowWithContext } from '../../../../test/lib/render-helpers';
+import RecipientGroup from './recipient-group';
+import ContactList from '.';
+
+describe('Contact List', () => {
+  describe('given searchForContacts', () => {
+    it('sorts contacts by name within each letter group', () => {
+      const contacts = {
+        Al: { name: 'Al', address: '0x0' },
+        aa: { name: 'aa', address: '0x1' },
+        Az: { name: 'Az', address: '0x2' },
+        Bl: { name: 'Bl', address: '0x3' },
+        ba: { name: 'ba', address: '0x4' },
+        Bz: { name: 'Bz', address: '0x5' },
+        Ccc: { name: 'Ccc', address: '0x6' },
+      };
+      const searchForContacts = () => {
+        return Object.values(contacts);
+      };
+      const selectRecipient = () => null;
+      const selectedAddress = null;
+
+      const wrapper = shallowWithContext(
+        <ContactList
+          searchForContacts={searchForContacts}
+          selectRecipient={selectRecipient}
+          selectedAddress={selectedAddress}
+        />,
+      );
+
+      expect(wrapper).toMatchElement(
+        <div className="send__select-recipient-wrapper__list">
+          <RecipientGroup
+            key="A-contact-group"
+            label="A"
+            items={[contacts.aa, contacts.Al, contacts.Az]}
+            onSelect={selectRecipient}
+            selectedAddress={selectedAddress}
+          />
+          <RecipientGroup
+            key="B-contact-group"
+            label="B"
+            items={[contacts.ba, contacts.Bl, contacts.Bz]}
+            onSelect={selectRecipient}
+            selectedAddress={selectedAddress}
+          />
+          <RecipientGroup
+            key="C-contact-group"
+            label="C"
+            items={[contacts.Ccc]}
+            onSelect={selectRecipient}
+            selectedAddress={selectedAddress}
+          />
+        </div>,
+        { ignoreProps: false },
+      );
+    });
+  });
+});