diff --git a/data/ui.yml b/data/ui.yml
index e61cbbdad9..2d148392bf 100644
--- a/data/ui.yml
+++ b/data/ui.yml
@@ -31,6 +31,8 @@ search_results:
   matches_displayed: Matches displayed
   n_results: '{n} results'
   search_validation_error: Validation error with search query
+  filter: Filter
+  clear_filter: Clear
 homepage:
   explore_by_product: Explore by product
   version_picker: Version
diff --git a/src/fixtures/fixtures/data/ui.yml b/src/fixtures/fixtures/data/ui.yml
index e61cbbdad9..2d148392bf 100644
--- a/src/fixtures/fixtures/data/ui.yml
+++ b/src/fixtures/fixtures/data/ui.yml
@@ -31,6 +31,8 @@ search_results:
   matches_displayed: Matches displayed
   n_results: '{n} results'
   search_validation_error: Validation error with search query
+  filter: Filter
+  clear_filter: Clear
 homepage:
   explore_by_product: Explore by product
   version_picker: Version
diff --git a/src/fixtures/tests/playwright-rendering.spec.ts b/src/fixtures/tests/playwright-rendering.spec.ts
index 072e014917..73e39a1a18 100644
--- a/src/fixtures/tests/playwright-rendering.spec.ts
+++ b/src/fixtures/tests/playwright-rendering.spec.ts
@@ -65,6 +65,21 @@ test('do a search from home page and click on "Foo" page', async ({ page }) => {
   await expect(page).toHaveTitle(/For Playwright/)
 })
 
+test('search from enterprise-cloud and filter by top-level Fooing', async ({ page }) => {
+  test.skip(!SEARCH_TESTS, 'No local Elasticsearch, no tests involving search')
+
+  await page.goto('/enterprise-cloud@latest')
+
+  await page.getByTestId('site-search-input').fill('fixture')
+  await page.getByTestId('site-search-input').press('Enter')
+  await page.getByText('Fooing (1)').click()
+  await page.getByRole('link', { name: 'Clear' }).click()
+
+  // At the moment this test isn't great because it's not proving that
+  // certain things cease to be visible, that was visible before. Room
+  // for improvement!
+})
+
 test.describe('platform picker', () => {
   test('switch operating systems', async ({ page }) => {
     await page.goto('/get-started/liquid/platform-specific')
diff --git a/src/frame/components/sidebar/SidebarNav.tsx b/src/frame/components/sidebar/SidebarNav.tsx
index da45a4045a..a19f279a65 100644
--- a/src/frame/components/sidebar/SidebarNav.tsx
+++ b/src/frame/components/sidebar/SidebarNav.tsx
@@ -3,6 +3,7 @@ import { useRouter } from 'next/router'
 
 import { useMainContext } from 'src/frame/components/context/MainContext'
 import { SidebarProduct } from 'src/landings/components/SidebarProduct'
+import { SidebarSearchAggregates } from 'src/search/components/SidebarSearchAggregates'
 import { AllProductsLink } from './AllProductsLink'
 import { ApiVersionPicker } from 'src/rest/components/ApiVersionPicker'
 import { Link } from 'src/frame/components/Link'
@@ -26,6 +27,8 @@ export const SidebarNav = ({ variant = 'full' }: Props) => {
   // so we don't cut off the bottom of the sidebar
   const sidebarPaddingBottom = isRestPage ? '250px' : '185px'
 
+  const isSearch = currentProduct?.id === 'search'
+
   return (
     <div
       data-container="nav"
@@ -60,6 +63,8 @@ export const SidebarNav = ({ variant = 'full' }: Props) => {
           style={{ width: 326, height: 'calc(100vh - 175px)', paddingBottom: sidebarPaddingBottom }}
         >
           <SidebarProduct key={router.asPath} />
+
+          {isSearch && <SidebarSearchAggregates />}
         </div>
       </nav>
     </div>
diff --git a/src/search/components/Aggregations.tsx b/src/search/components/Aggregations.tsx
new file mode 100644
index 0000000000..cde2aadf7b
--- /dev/null
+++ b/src/search/components/Aggregations.tsx
@@ -0,0 +1,70 @@
+import { CheckboxGroup, Checkbox, FormControl } from '@primer/react'
+import { useRouter } from 'next/router'
+import Link from 'next/link'
+
+import type { SearchResultAggregations } from './types'
+import { useTranslation } from 'src/languages/components/useTranslation'
+
+type Props = {
+  aggregations: SearchResultAggregations
+}
+
+export function SearchResultsAggregations({ aggregations }: Props) {
+  const { t } = useTranslation('search_results')
+  const { query, locale, asPath, push } = useRouter()
+  const selectedQuery = query.toplevel ? query.toplevel : []
+  const selected = Array.isArray(selectedQuery) ? selectedQuery : [selectedQuery]
+
+  function makeHref(toplevel: string) {
+    const [asPathRoot, asPathQuery = ''] = asPath.split('#')[0].split('?')
+    const params = new URLSearchParams(asPathQuery)
+    if (selected.includes(toplevel)) {
+      const before = params.getAll('toplevel')
+      params.delete('toplevel')
+      for (const other of before) {
+        if (other !== toplevel) {
+          params.append('toplevel', other)
+        }
+      }
+    } else {
+      params.append('toplevel', toplevel)
+    }
+    return `/${locale}${asPathRoot}?${params}`
+  }
+
+  function makeClearHref() {
+    const [asPathRoot, asPathQuery = ''] = asPath.split('#')[0].split('?')
+    const params = new URLSearchParams(asPathQuery)
+    params.delete('toplevel')
+    return `/${locale}${asPathRoot}?${params}`
+  }
+
+  if (aggregations.toplevel && aggregations.toplevel.length > 0) {
+    return (
+      <div>
+        <CheckboxGroup>
+          <CheckboxGroup.Label>
+            {t('filter')}{' '}
+            {selected.length > 0 && <Link href={makeClearHref()}>{t('clear_filter')}</Link>}
+          </CheckboxGroup.Label>
+
+          {aggregations.toplevel.map((aggregation) => (
+            <FormControl key={aggregation.key}>
+              <Checkbox
+                value={aggregation.key}
+                checked={selected.includes(aggregation.key)}
+                onChange={() => {
+                  push(makeHref(aggregation.key))
+                }}
+              />
+              <FormControl.Label>
+                {aggregation.key} ({aggregation.count})
+              </FormControl.Label>
+            </FormControl>
+          ))}
+        </CheckboxGroup>
+      </div>
+    )
+  }
+  return null
+}
diff --git a/src/search/components/SidebarSearchAggregates.tsx b/src/search/components/SidebarSearchAggregates.tsx
new file mode 100644
index 0000000000..3b5661dded
--- /dev/null
+++ b/src/search/components/SidebarSearchAggregates.tsx
@@ -0,0 +1,18 @@
+import { Box } from '@primer/react'
+
+import { useSearchContext } from './context/SearchContext'
+import { SearchResultsAggregations } from './Aggregations'
+
+export function SidebarSearchAggregates() {
+  const { search } = useSearchContext()
+  const { results } = search
+  if (!results?.aggregations) {
+    return null
+  }
+
+  return (
+    <Box className="px-4 pb-3 mt-4">
+      <SearchResultsAggregations aggregations={results.aggregations} />
+    </Box>
+  )
+}
diff --git a/src/search/components/context/SearchContext.tsx b/src/search/components/context/SearchContext.tsx
new file mode 100644
index 0000000000..08ff25d14d
--- /dev/null
+++ b/src/search/components/context/SearchContext.tsx
@@ -0,0 +1,19 @@
+import { createContext, useContext } from 'react'
+
+import type { SearchT } from '../types'
+
+export type SearchContextT = {
+  search: SearchT
+}
+
+export const SearchContext = createContext<SearchContextT | null>(null)
+
+export const useSearchContext = (): SearchContextT => {
+  const context = useContext(SearchContext)
+
+  if (!context) {
+    throw new Error('"useSearchContext" may only be used inside "SearchContext.Provider"')
+  }
+
+  return context
+}
diff --git a/src/search/components/index.tsx b/src/search/components/index.tsx
index cbc81a300a..39399b3c08 100644
--- a/src/search/components/index.tsx
+++ b/src/search/components/index.tsx
@@ -1,7 +1,6 @@
 import Head from 'next/head'
 import { Heading } from '@primer/react'
 
-import type { SearchT } from 'src/search/components/types'
 import { useTranslation } from 'src/languages/components/useTranslation'
 import { DEFAULT_VERSION, useVersion } from 'src/versions/components/useVersion'
 import { useNumberFormatter } from 'src/search/components/useNumberFormatter'
@@ -9,12 +8,11 @@ import { SearchResults } from 'src/search/components/SearchResults'
 import { NoQuery } from 'src/search/components/NoQuery'
 import { useMainContext } from 'src/frame/components/context/MainContext'
 import { ValidationErrors } from './ValidationErrors'
+import { useSearchContext } from './context/SearchContext'
 
-type Props = {
-  search: SearchT
-}
+export function Search() {
+  const { search } = useSearchContext()
 
-export function Search({ search }: Props) {
   const { formatInteger } = useNumberFormatter()
   const { t } = useTranslation('search_results')
   const { currentVersion } = useVersion()
diff --git a/src/search/components/types.ts b/src/search/components/types.ts
index a7a35fba29..ce6c8a80ef 100644
--- a/src/search/components/types.ts
+++ b/src/search/components/types.ts
@@ -26,9 +26,19 @@ type SearchResultsMeta = {
   size: number
 }
 
+type Aggregation = {
+  key: string
+  count: number
+}
+
+export type SearchResultAggregations = {
+  [key: string]: Aggregation[]
+}
+
 export type SearchResultsT = {
   meta: SearchResultsMeta
   hits: SearchResultHitT[]
+  aggregations?: SearchResultAggregations
 }
 
 export type SearchQueryT = {
diff --git a/src/search/middleware/contextualize.js b/src/search/middleware/contextualize.js
index 54a14a314e..47c9598c00 100644
--- a/src/search/middleware/contextualize.js
+++ b/src/search/middleware/contextualize.js
@@ -46,6 +46,11 @@ export default async function contextualizeSearch(req, res, next) {
     }
   }
 
+  // Feature flag for now XXX
+  if (req.context.currentVersion === 'enterprise-cloud@latest') {
+    search.aggregate = ['toplevel']
+  }
+
   req.context.search = { search, validationErrors }
 
   if (!validationErrors.length && search.query) {
@@ -56,7 +61,18 @@ export default async function contextualizeSearch(req, res, next) {
       // set up Elasticsearch.
       // This same proxying logic happens in `middleware/api/index.js`
       // too for the outwards facing `/api/search/v1` endpoint.
-      req.context.search.results = await getProxySearch(search)
+      if (search.aggregate && search.toplevel && search.toplevel.length > 0) {
+        // Do 2 searches. One without filtering
+        const { toplevel, ...searchWithoutFilter } = search
+        searchWithoutFilter.size = 0
+        const { meta, aggregations } = await getProxySearch(searchWithoutFilter)
+        const { aggregate, ...searchWithoutAggregate } = search
+        req.context.search.results = await getProxySearch(searchWithoutAggregate)
+        req.context.search.results.meta = meta
+        req.context.search.results.aggregations = aggregations
+      } else {
+        req.context.search.results = await getProxySearch(search)
+      }
     } else {
       // If this throws, so be it. Let it bubble up.
       // In local dev, you get to see the error. In production,
@@ -65,7 +81,17 @@ export default async function contextualizeSearch(req, res, next) {
       const tags = [`indexName:${search.indexName}`]
       const timed = statsd.asyncTimer(getSearchResults, 'contextualize.search', tags)
       try {
-        req.context.search.results = await timed(search)
+        if (search.aggregate && search.toplevel && search.toplevel.length > 0) {
+          // Do 2 searches. One without filtering
+          const { toplevel, ...searchWithoutFilter } = search
+          searchWithoutFilter.size = 0
+          const { meta, aggregations } = await timed(searchWithoutFilter)
+          req.context.search.results = await timed(search)
+          req.context.search.results.meta = meta
+          req.context.search.results.aggregations = aggregations
+        } else {
+          req.context.search.results = await timed(search)
+        }
       } catch (error) {
         // If the error coming from the Elasticsearch client is any sort
         // of 4xx error, it will be bubbled up to the next middleware
@@ -92,10 +118,38 @@ export default async function contextualizeSearch(req, res, next) {
   return next()
 }
 
+// When you use the proxy to prod, using its API, we need to "convert"
+// the parameters we have figured out here in the contextualizer.
+// Thankfully all the names match. For example, we might figure
+// the page by doing `req.context.search.page = 123` and now we need to
+// add that to the query string for the `/api/search/v1`.
+// We inclusion-list all the keys that we want to take from the search
+// object into the query string URL.
+const SEARCH_KEYS_TO_QUERY_STRING = [
+  'query',
+  'version',
+  'language',
+  'page',
+  'aggregate',
+  'toplevel',
+  'size',
+]
+
 async function getProxySearch(search) {
   const url = new URL('https://docs.github.com/api/search/v1')
-  for (const key of ['query', 'version', 'language', 'page']) {
-    url.searchParams.set(key, `${search[key] || ''}`)
+  for (const key of SEARCH_KEYS_TO_QUERY_STRING) {
+    const value = search[key]
+    if (typeof value === 'boolean') {
+      url.searchParams.set(key, value ? 'true' : 'false')
+    } else if (Array.isArray(value)) {
+      for (const v of value) {
+        url.searchParams.append(key, v)
+      }
+    } else if (typeof value === 'number') {
+      url.searchParams.set(key, `${value}`)
+    } else if (value) {
+      url.searchParams.set(key, value)
+    }
   }
   console.log(`Proxying search to ${url}`)
   return got(url).json()
diff --git a/src/search/pages/search.tsx b/src/search/pages/search.tsx
index ddf122b6da..42965548ae 100644
--- a/src/search/pages/search.tsx
+++ b/src/search/pages/search.tsx
@@ -8,19 +8,22 @@ import {
 } from 'src/frame/components/context/MainContext'
 import { DefaultLayout } from 'src/frame/components/DefaultLayout'
 import type { SearchT } from 'src/search/components/types'
+import { SearchContext, SearchContextT } from 'src/search/components/context/SearchContext'
 import { Search } from 'src/search/components/index'
 
 type Props = {
   mainContext: MainContextT
-  search: SearchT
+  searchContext: SearchContextT
 }
 
-export default function Page({ mainContext, search }: Props) {
+export default function Page({ mainContext, searchContext }: Props) {
   return (
     <MainContext.Provider value={mainContext}>
-      <DefaultLayout>
-        <Search search={search} />
-      </DefaultLayout>
+      <SearchContext.Provider value={searchContext}>
+        <DefaultLayout>
+          <Search />
+        </DefaultLayout>
+      </SearchContext.Provider>
     </MainContext.Provider>
   )
 }
@@ -59,13 +62,17 @@ export const getServerSideProps: GetServerSideProps<Props> = async (context) =>
     search.results = {
       meta: req.context.search.results.meta,
       hits: req.context.search.results.hits,
+      // Use `null` instead of `undefined` for JSON serialization.
+      // The only reason it would ever not be truthy is if the aggregates
+      // functionality is not enabled for this version.
+      aggregations: req.context.search.results.aggregations || null,
     }
   }
 
   return {
     props: {
       mainContext,
-      search,
+      searchContext: { search },
     },
   }
 }