diff --git a/integration-tests/api/__tests__/store/__snapshots__/cart.js.snap b/integration-tests/api/__tests__/store/__snapshots__/cart.js.snap
index 520fe3a3ae..3d843b87ed 100644
--- a/integration-tests/api/__tests__/store/__snapshots__/cart.js.snap
+++ b/integration-tests/api/__tests__/store/__snapshots__/cart.js.snap
@@ -23,3 +23,24 @@ Object {
   "type": "not_allowed",
 }
 `;
+
+exports[`/store/carts shipping address + region updates updates region only - single to multipe countries 1`] = `
+Object {
+  "address_1": null,
+  "address_2": null,
+  "city": null,
+  "company": null,
+  "country_code": null,
+  "created_at": Any<String>,
+  "customer_id": null,
+  "deleted_at": null,
+  "first_name": "lebron",
+  "id": Any<String>,
+  "last_name": null,
+  "metadata": null,
+  "phone": null,
+  "postal_code": null,
+  "province": null,
+  "updated_at": Any<String>,
+}
+`;
diff --git a/integration-tests/api/__tests__/store/cart.js b/integration-tests/api/__tests__/store/cart.js
index 4b2c0546a3..560654bc51 100644
--- a/integration-tests/api/__tests__/store/cart.js
+++ b/integration-tests/api/__tests__/store/cart.js
@@ -744,4 +744,59 @@ describe("/store/carts", () => {
       expect(response.status).toEqual(200)
     })
   })
+
+  describe("shipping address + region updates", () => {
+    beforeEach(async () => {
+      try {
+        await cartSeeder(dbConnection)
+      } catch (err) {
+        console.log(err)
+        throw err
+      }
+    })
+
+    afterEach(async () => {
+      await doAfterEach()
+    })
+
+    it("updates region only - single to multipe countries", async () => {
+      const api = useApi()
+
+      const { data, status } = await api
+        .post(`/store/carts/test-cart`, {
+          region_id: `test-region-multiple`,
+        })
+        .catch((err) => {
+          console.log(err)
+          throw err
+        })
+
+      expect(status).toEqual(200)
+      expect(data.cart.region_id).toEqual("test-region-multiple")
+      expect(data.cart.shipping_address).toMatchSnapshot({
+        id: expect.any(String),
+        country_code: null,
+        created_at: expect.any(String),
+        updated_at: expect.any(String),
+      })
+    })
+
+    it("updates region only - single to multipe countries", async () => {
+      const api = useApi()
+
+      const { data, status } = await api
+        .post(`/store/carts/test-cart`, {
+          shipping_address: null,
+        })
+        .catch((err) => {
+          console.log(err)
+          throw err
+        })
+
+      expect(status).toEqual(200)
+      expect(data.cart.shipping_address).toEqual(null)
+    })
+
+    // it("updates cart.customer_id on cart retrieval if cart.customer_id differ from session customer", async () => {})
+  })
 })
diff --git a/packages/medusa-plugin-meilisearch/README.md b/packages/medusa-plugin-meilisearch/README.md
index 1063118052..b4055107f5 100644
--- a/packages/medusa-plugin-meilisearch/README.md
+++ b/packages/medusa-plugin-meilisearch/README.md
@@ -3,6 +3,7 @@
 Meilisearch Plugin for Medusa to search for products.
 
 ## Plugin Options
+
 ```
 {
   config: {
@@ -17,4 +18,4 @@ Meilisearch Plugin for Medusa to search for products.
     }
   }
 }
-```
\ No newline at end of file
+```
diff --git a/packages/medusa/src/api/routes/store/carts/update-cart.js b/packages/medusa/src/api/routes/store/carts/update-cart.js
index 83f1e79301..be1370be2f 100644
--- a/packages/medusa/src/api/routes/store/carts/update-cart.js
+++ b/packages/medusa/src/api/routes/store/carts/update-cart.js
@@ -72,11 +72,9 @@ export default async (req, res) => {
   const schema = Validator.object().keys({
     region_id: Validator.string().optional(),
     country_code: Validator.string().optional(),
-    email: Validator.string()
-      .email()
-      .optional(),
-    billing_address: Validator.address().optional(),
-    shipping_address: Validator.address().optional(),
+    email: Validator.string().email().optional(),
+    billing_address: Validator.address().optional().allow(null),
+    shipping_address: Validator.address().optional().allow(null),
     gift_cards: Validator.array()
       .items({
         code: Validator.string(),
diff --git a/packages/medusa/src/services/cart.js b/packages/medusa/src/services/cart.js
index 24dcb514b9..a584832c4a 100644
--- a/packages/medusa/src/services/cart.js
+++ b/packages/medusa/src/services/cart.js
@@ -771,8 +771,8 @@ class CartService extends BaseService {
     addressOrId.country_code = addressOrId.country_code.toLowerCase()
 
     if (addressOrId.id) {
-      cart.billing_address_id = addressOrId.id
-      cart.billing_address = addressOrId
+      const updated = await addrRepo.save(addressOrId)
+      cart.billing_address = updated
     } else {
       if (cart.billing_address_id) {
         const addr = await addrRepo.findOne({
@@ -797,15 +797,21 @@ class CartService extends BaseService {
    * @return {Promise} the result of the update operation
    */
   async updateShippingAddress_(cart, addressOrId, addrRepo) {
+    if (addressOrId === null) {
+      cart.shipping_address = null
+      return
+    }
+
     if (typeof addressOrId === `string`) {
       addressOrId = await addrRepo.findOne({
         where: { id: addressOrId },
       })
     }
 
-    addressOrId.country_code = addressOrId.country_code.toLowerCase()
+    addressOrId.country_code = addressOrId.country_code?.toLowerCase() ?? null
 
     if (
+      addressOrId.country_code &&
       !cart.region.countries.find(
         ({ iso_2 }) => addressOrId.country_code === iso_2
       )
@@ -817,8 +823,8 @@ class CartService extends BaseService {
     }
 
     if (addressOrId.id) {
-      cart.shipping_address = addressOrId
-      cart.shipping_address_id = addressOrId.id
+      const updated = await addrRepo.save(addressOrId)
+      cart.shipping_address = updated
     } else {
       if (cart.shipping_address_id) {
         const addr = await addrRepo.findOne({
@@ -1481,6 +1487,14 @@ class CartService extends BaseService {
       )
     }
 
+    /*
+     * When changing the region you are changing the set of countries that your
+     * cart can be shipped to so we need to make sure that the current shipping
+     * address adheres to the new country set.
+     *
+     * First check if there is an existing shipping address on the cart if so
+     * fetch the entire thing so we can modify the shipping country
+     */
     let shippingAddress = {}
     if (cart.shipping_address_id) {
       shippingAddress = await addrRepo.findOne({
@@ -1488,6 +1502,10 @@ class CartService extends BaseService {
       })
     }
 
+    /*
+     * If the client has specified which country code we are updating to check
+     * that that country is in fact in the country and perform the update.
+     */
     if (countryCode !== undefined) {
       if (
         !region.countries.find(
@@ -1507,7 +1525,17 @@ class CartService extends BaseService {
 
       await addrRepo.save(updated)
     } else {
+      /*
+       * In the case where the country code is not specified we need to check
+       *
+       *   1. if the region we are switching to has only one country preselect
+       *      that
+       *   2. if the region has multiple countries we need to unset the country
+       *      and wait for client to decide which country to use
+       */
+
       let updated = { ...shippingAddress }
+
       // If the country code of a shipping address is set we need to clear it
       if (!_.isEmpty(shippingAddress) && shippingAddress.country_code) {
         updated = {