diff --git a/interface/resources/qml/hifi/commerce/checkout/Checkout.qml b/interface/resources/qml/hifi/commerce/checkout/Checkout.qml
index 328b662564..dd0c341412 100644
--- a/interface/resources/qml/hifi/commerce/checkout/Checkout.qml
+++ b/interface/resources/qml/hifi/commerce/checkout/Checkout.qml
@@ -30,6 +30,7 @@ Rectangle {
     property string activeView: "initialize";
     property bool ownershipStatusReceived: false;
     property bool balanceReceived: false;
+    property bool availableUpdatesReceived: false;
     property string itemName;
     property string itemId;
     property string itemHref;
@@ -130,11 +131,24 @@ Rectangle {
                 root.isInstalled = true;
             }
         }
+
+        onAvailableUpdatesResult: {
+            if (result.status !== 'success') {
+                console.log("Failed to get Available Updates", result.data.message);
+            } else {
+                root.availableUpdatesReceived = true;
+                if (result.data.updates.indexOf(root.itemId) > -1) {
+                    root.isUpdating = true;
+                }
+            }
+        }
     }
 
     onItemIdChanged: {
         root.ownershipStatusReceived = false;
         Commerce.alreadyOwned(root.itemId);
+        root.availableUpdatesReceived = false;
+        Commerce.getAvailableUpdates();
         itemPreviewImage.source = "https://hifi-metaverse.s3-us-west-1.amazonaws.com/marketplace/previews/" + itemId + "/thumbnail/hifi-mp-" + itemId + ".jpg";
     }
 
@@ -242,6 +256,7 @@ Rectangle {
         Component.onCompleted: {
             ownershipStatusReceived = false;
             balanceReceived = false;
+            availableUpdatesReceived = false;
             Commerce.getWalletStatus();
         }
     }
@@ -318,7 +333,7 @@ Rectangle {
         Rectangle {
             id: loading;
             z: 997;
-            visible: !root.ownershipStatusReceived || !root.balanceReceived;
+            visible: !root.ownershipStatusReceived || !root.balanceReceived || !root.availableUpdatesReceived;
             anchors.fill: parent;
             color: hifi.colors.white;
 
@@ -542,7 +557,7 @@ Rectangle {
             HifiControlsUit.Button {
                 id: buyButton;
                 visible: !((root.itemType === "avatar" || root.itemType === "app") && viewInMyPurchasesButton.visible)
-                enabled: (root.balanceAfterPurchase >= 0 && ownershipStatusReceived && balanceReceived) || (!root.isCertified);
+                enabled: (root.balanceAfterPurchase >= 0 && ownershipStatusReceived && balanceReceived && availableUpdatesReceived) || (!root.isCertified);
                 color: viewInMyPurchasesButton.visible ? hifi.buttons.white : hifi.buttons.blue;
                 colorScheme: hifi.colorSchemes.light;
                 anchors.top: viewInMyPurchasesButton.visible ? viewInMyPurchasesButton.bottom :
@@ -551,7 +566,7 @@ Rectangle {
                 height: 50;
                 anchors.left: parent.left;
                 anchors.right: parent.right;
-                text: root.isUpdating ? "CONFIRM UPDATE" : (((root.isCertified) ? ((ownershipStatusReceived && balanceReceived) ?
+                text: root.isUpdating ? "CONFIRM UPDATE" : (((root.isCertified) ? ((ownershipStatusReceived && balanceReceived && availableUpdatesReceived) ?
                     (viewInMyPurchasesButton.visible ? "Buy It Again" : "Confirm Purchase") : "--") : "Get Item"));
                 onClicked: {
                     if (root.isCertified) {
@@ -978,7 +993,7 @@ Rectangle {
                 buyButton.color = hifi.buttons.red;
                 root.shouldBuyWithControlledFailure = true;
             } else {
-                buyButton.text = (root.isCertified ? ((ownershipStatusReceived && balanceReceived) ? (root.alreadyOwned ? "Buy Another" : "Buy"): "--") : "Get Item");
+                buyButton.text = (root.isCertified ? ((ownershipStatusReceived && balanceReceived && availableUpdatesReceived) ? (root.alreadyOwned ? "Buy Another" : "Buy"): "--") : "Get Item");
                 buyButton.color = hifi.buttons.blue;
                 root.shouldBuyWithControlledFailure = false;
             }
@@ -1021,7 +1036,7 @@ Rectangle {
 
     function refreshBuyUI() {
         if (root.isCertified) {
-            if (root.ownershipStatusReceived && root.balanceReceived) {
+            if (root.ownershipStatusReceived && root.balanceReceived && root.availableUpdatesReceived) {
                 if (root.balanceAfterPurchase < 0 && !root.isUpdating) {
                     if (root.alreadyOwned) {
                         buyText.text = "<b>Your Wallet does not have sufficient funds to purchase this item again.</b>";
@@ -1075,8 +1090,10 @@ Rectangle {
         }
         root.balanceReceived = false;
         root.ownershipStatusReceived = false;
+        root.availableUpdatesReceived = false;
         Commerce.alreadyOwned(root.itemId);
         Commerce.balance();
+        Commerce.getAvailableUpdates();
     }
 
     //
diff --git a/interface/src/commerce/Ledger.cpp b/interface/src/commerce/Ledger.cpp
index 712c505e8a..62411a095a 100644
--- a/interface/src/commerce/Ledger.cpp
+++ b/interface/src/commerce/Ledger.cpp
@@ -52,6 +52,7 @@ Handler(inventory)
 Handler(transferHfcToNode)
 Handler(transferHfcToUsername)
 Handler(alreadyOwned)
+Handler(availableUpdates)
 
 void Ledger::send(const QString& endpoint, const QString& success, const QString& fail, QNetworkAccessManager::Operation method, AccountManagerAuth::Type authType, QJsonObject request) {
     auto accountManager = DependencyManager::get<AccountManager>();
@@ -363,3 +364,11 @@ void Ledger::alreadyOwned(const QString& marketplaceId) {
     request["marketplace_item_id"] = marketplaceId;
     send(endpoint, "alreadyOwnedSuccess", "alreadyOwnedFailure", QNetworkAccessManager::PutOperation, AccountManagerAuth::Required, request);
 }
+
+void Ledger::getAvailableUpdates() {
+    auto wallet = DependencyManager::get<Wallet>();
+    QString endpoint = "available_updates";
+    QJsonObject request;
+    request["public_keys"] = QJsonArray::fromStringList(wallet->listPublicKeys());
+    send(endpoint, "availableUpdatesSuccess", "availableUpdatesFailure", QNetworkAccessManager::PutOperation, AccountManagerAuth::Required, request);
+}
diff --git a/interface/src/commerce/Ledger.h b/interface/src/commerce/Ledger.h
index 703ebda2dc..04c618d665 100644
--- a/interface/src/commerce/Ledger.h
+++ b/interface/src/commerce/Ledger.h
@@ -36,6 +36,7 @@ public:
     void transferHfcToNode(const QString& hfc_key, const QString& nodeID, const int& amount, const QString& optionalMessage);
     void transferHfcToUsername(const QString& hfc_key, const QString& username, const int& amount, const QString& optionalMessage);
     void alreadyOwned(const QString& marketplaceId);
+    void getAvailableUpdates();
 
     enum CertificateStatus {
         CERTIFICATE_STATUS_UNKNOWN = 0,
@@ -57,6 +58,7 @@ signals:
     void transferHfcToNodeResult(QJsonObject result);
     void transferHfcToUsernameResult(QJsonObject result);
     void alreadyOwnedResult(QJsonObject result);
+    void availableUpdatesResult(QJsonObject result);
 
     void updateCertificateStatus(const QString& certID, uint certStatus);
 
@@ -83,6 +85,8 @@ public slots:
     void transferHfcToUsernameFailure(QNetworkReply& reply);
     void alreadyOwnedSuccess(QNetworkReply& reply);
     void alreadyOwnedFailure(QNetworkReply& reply);
+    void availableUpdatesSuccess(QNetworkReply& reply);
+    void availableUpdatesFailure(QNetworkReply& reply);
 
 private:
     QJsonObject apiResponse(const QString& label, QNetworkReply& reply);
diff --git a/interface/src/commerce/QmlCommerce.cpp b/interface/src/commerce/QmlCommerce.cpp
index 557193c074..57d5e53794 100644
--- a/interface/src/commerce/QmlCommerce.cpp
+++ b/interface/src/commerce/QmlCommerce.cpp
@@ -38,7 +38,7 @@ QmlCommerce::QmlCommerce() {
     connect(ledger.data(), &Ledger::updateCertificateStatus, this, &QmlCommerce::updateCertificateStatus);
     connect(ledger.data(), &Ledger::transferHfcToNodeResult, this, &QmlCommerce::transferHfcToNodeResult);
     connect(ledger.data(), &Ledger::transferHfcToUsernameResult, this, &QmlCommerce::transferHfcToUsernameResult);
-    connect(ledger.data(), &Ledger::transferHfcToUsernameResult, this, &QmlCommerce::transferHfcToUsernameResult);
+    connect(ledger.data(), &Ledger::availableUpdatesResult, this, &QmlCommerce::availableUpdatesResult);
     
     auto accountManager = DependencyManager::get<AccountManager>();
     connect(accountManager.data(), &AccountManager::usernameChanged, this, [&]() {
@@ -344,3 +344,8 @@ bool QmlCommerce::openApp(const QString& itemHref) {
 
     return true;
 }
+
+void QmlCommerce::getAvailableUpdates() {
+    auto ledger = DependencyManager::get<Ledger>();
+    ledger->getAvailableUpdates();
+}
diff --git a/interface/src/commerce/QmlCommerce.h b/interface/src/commerce/QmlCommerce.h
index 6a4eaa2be2..f3615cc8a5 100644
--- a/interface/src/commerce/QmlCommerce.h
+++ b/interface/src/commerce/QmlCommerce.h
@@ -43,6 +43,7 @@ signals:
     void accountResult(QJsonObject result);
     void certificateInfoResult(QJsonObject result);
     void alreadyOwnedResult(QJsonObject result);
+    void availableUpdatesResult(QJsonObject result);
 
     void updateCertificateStatus(const QString& certID, uint certStatus);
 
@@ -88,6 +89,8 @@ protected:
     Q_INVOKABLE bool uninstallApp(const QString& appHref);
     Q_INVOKABLE bool openApp(const QString& appHref);
 
+    Q_INVOKABLE void getAvailableUpdates();
+
 private:
     QString _appsPath;
 };
diff --git a/scripts/system/html/js/marketplacesInject.js b/scripts/system/html/js/marketplacesInject.js
index 35f89a4a19..1546c2e6d5 100644
--- a/scripts/system/html/js/marketplacesInject.js
+++ b/scripts/system/html/js/marketplacesInject.js
@@ -445,15 +445,11 @@
 
                 purchaseButton.on('click', function () {
                     if (url.indexOf('edition=' != -1)) {
-                        if (url.indexOf('upgradeUrl=' === -1)) {
-                            console.log("ERROR! Item is an upgrade, but no upgradeUrl was specified.");
-                        } else {
-                            updateButtonClicked(window.location.pathname.split("/")[3],
-                                $('#top-center').find('h1').text(),
-                                $('#creator').find('.value').text(),
-                                getParameterByName('upgradeUrl'),
-                                "itemPage");
-                        }
+                        updateButtonClicked(window.location.pathname.split("/")[3],
+                            $('#top-center').find('h1').text(),
+                            $('#creator').find('.value').text(),
+                            href,
+                            "itemPage");
                     } else if ('available' === availability) {
                         buyButtonClicked(window.location.pathname.split("/")[3],
                             $('#top-center').find('h1').text(),
diff --git a/scripts/system/marketplaces/marketplaces.js b/scripts/system/marketplaces/marketplaces.js
index dafd3e525d..514f6dd975 100644
--- a/scripts/system/marketplaces/marketplaces.js
+++ b/scripts/system/marketplaces/marketplaces.js
@@ -561,7 +561,7 @@ var selectionDisplay = null; // for gridTool.js to ignore
                 tablet.gotoWebScreen(MARKETPLACE_URL_INITIAL, MARKETPLACES_INJECT_SCRIPT_URL);
                 break;
             case 'updateItemClicked':
-                tablet.gotoWebScreen(MARKETPLACE_URL + '/items/' + message.itemId + "?edition=" + message.itemEdition + "&upgradeUrl=" + message.upgradeUrl,
+                tablet.gotoWebScreen(message.upgradeUrl + "?edition=" + message.itemEdition + "&upgradeUrl=" + message.upgradeUrl,
                     MARKETPLACES_INJECT_SCRIPT_URL);
                 break;
             case 'passphrasePopup_cancelClicked':