diff --git a/src/main/java/com/box/sdk/BoxAPIConnection.java b/src/main/java/com/box/sdk/BoxAPIConnection.java
index 64db1b7ea..bba170e65 100644
--- a/src/main/java/com/box/sdk/BoxAPIConnection.java
+++ b/src/main/java/com/box/sdk/BoxAPIConnection.java
@@ -752,8 +752,10 @@ public void restore(String state) {
         String userAgent = json.get("userAgent").asString();
         String tokenURL = getKeyValueOrDefault(json, "tokenURL", null);
         String revokeURL = getKeyValueOrDefault(json, "revokeURL", null);
-        String baseURL = json.get("baseURL").asString();
-        String baseUploadURL = json.get("baseUploadURL").asString();
+        String baseURL = adoptBaseUrlWhenLoadingFromOldVersion(getKeyValueOrDefault(json, "baseURL", DEFAULT_BASE_URL));
+        String baseUploadURL = adoptUploadBaseUrlWhenLoadingFromOldVersion(
+            getKeyValueOrDefault(json, "baseUploadURL", DEFAULT_BASE_UPLOAD_URL)
+        );
         String authorizationURL = getKeyValueOrDefault(json, "authorizationURL", DEFAULT_BASE_AUTHORIZATION_URL);
         boolean autoRefresh = json.get("autoRefresh").asBoolean();
 
@@ -789,6 +791,26 @@ public void restore(String state) {
 
     }
 
+    private String adoptBaseUrlWhenLoadingFromOldVersion(String url) {
+        if (url == null) {
+            return null;
+        }
+        String urlEndingWithSlash = fixBaseUrl(url);
+        return urlEndingWithSlash.equals("https://api.box.com/2.0/")
+            ? DEFAULT_BASE_URL
+            : urlEndingWithSlash;
+    }
+
+    private String adoptUploadBaseUrlWhenLoadingFromOldVersion(String url) {
+        if (url == null) {
+            return null;
+        }
+        String urlEndingWithSlash = fixBaseUrl(url);
+        return urlEndingWithSlash.equals("https://upload.box.com/api/2.0/")
+            ? DEFAULT_BASE_UPLOAD_URL
+            : urlEndingWithSlash;
+    }
+
     protected String getKeyValueOrDefault(JsonObject json, String key, String defaultValue) {
         return Optional.ofNullable(json.get(key))
             .filter(js -> !js.isNull())
diff --git a/src/test/java/com/box/sdk/BoxAPIConnectionTest.java b/src/test/java/com/box/sdk/BoxAPIConnectionTest.java
index bfd1c8e8c..16650f490 100644
--- a/src/test/java/com/box/sdk/BoxAPIConnectionTest.java
+++ b/src/test/java/com/box/sdk/BoxAPIConnectionTest.java
@@ -23,7 +23,6 @@
 import com.eclipsesource.json.JsonObject;
 import com.github.tomakehurst.wiremock.client.WireMock;
 import com.github.tomakehurst.wiremock.junit.WireMockRule;
-import java.io.IOException;
 import java.net.MalformedURLException;
 import java.net.URI;
 import java.net.URISyntaxException;
@@ -499,7 +498,99 @@ public void allowsToSaveAndRestoreApplicationConnection() throws URISyntaxExcept
     }
 
     @Test
-    public void successfullyRestoresConnectionWithDeprecatedSettings() throws IOException {
+    public void restoresProperUrlsFromOldVersions() {
+        // given
+        String accessToken = "access_token";
+        String clientId = "some_client_id";
+        String clientSecret = "some_client_secret";
+        String refreshToken = "some_refresh_token";
+        BoxAPIConnection api = new BoxAPIConnection(clientId, clientSecret, accessToken, refreshToken);
+        api.setBaseURL("https://api.box.com/2.0/");
+        api.setBaseUploadURL("https://upload.box.com/api/2.0/");
+        String savedConnection = api.save();
+
+        // when
+        BoxAPIConnection restoredApi = BoxAPIConnection.restore(clientId, clientSecret, savedConnection);
+
+        // then
+        assertThat("https://api.box.com/2.0/", is(restoredApi.getBaseURL()));
+        assertThat("https://upload.box.com/api/2.0/", is(restoredApi.getBaseUploadURL()));
+    }
+
+    @Test
+    public void restoresProperUrlsWhenNotSet() {
+        // given
+        String accessToken = "access_token";
+        String clientId = "some_client_id";
+        String clientSecret = "some_client_secret";
+        String refreshToken = "some_refresh_token";
+        BoxAPIConnection api = new BoxAPIConnection(clientId, clientSecret, accessToken, refreshToken);
+        api.setBaseURL("https://api.box.com/2.0/");
+        String savedConnection = api.save();
+
+        // when
+        BoxAPIConnection restoredApi = BoxAPIConnection.restore(clientId, clientSecret, savedConnection);
+
+        // then
+        assertThat("https://api.box.com/2.0/", is(restoredApi.getBaseURL()));
+        assertThat("https://upload.box.com/api/2.0/", is(restoredApi.getBaseUploadURL()));
+    }
+
+    @Test
+    public void restoresProperUrlsWhenDeprecatedUrlsAreSet() {
+        // given
+        String clientId = "some_client_id";
+        String clientSecret = "some_client_secret";
+
+        String savedConnection = "{"
+            + "\"accessToken\":\"access_token\","
+            + "\"refreshToken\":\"some_refresh_token\","
+            + "\"lastRefresh\":0,"
+            + "\"expires\":0,"
+            + "\"userAgent\":\"Box Java SDK v3.8.0 (Java 1.8.0_345)\","
+            + "\"tokenURL\":\"https://api.box.com/token\","
+            + "\"revokeURL\":\"https://api.box.com/revoke\","
+            + "\"baseURL\":\"https://api.box.com/\","
+            + "\"baseUploadURL\":\"https://upload.box.com/api/\","
+            + "\"authorizationURL\":\"https://account.box.com/api/\","
+            + "\"autoRefresh\":true,\"maxRetryAttempts\":5"
+            + "}";
+        // when
+        BoxAPIConnection restoredApi = BoxAPIConnection.restore(clientId, clientSecret, savedConnection);
+
+        // then
+        assertThat("https://api.box.com/token", is(restoredApi.getTokenURL()));
+        assertThat("https://api.box.com/revoke", is(restoredApi.getRevokeURL()));
+    }
+
+    @Test
+    public void restoresProperUrlsWhenSomeAreMissing() {
+        // given
+        String accessToken = "access_token";
+        String clientId = "some_client_id";
+        String clientSecret = "some_client_secret";
+        String refreshToken = "some_refresh_token";
+
+        String savedConnection = "{"
+            + "\"accessToken\":\"access_token\","
+            + "\"refreshToken\":\"some_refresh_token\","
+            + "\"lastRefresh\":0,"
+            + "\"expires\":0,"
+            + "\"userAgent\":\"Box Java SDK v3.8.0 (Java 1.8.0_345)\","
+            + "\"baseURL\":\"https://api.box.com/\","
+            + "\"authorizationURL\":\"https://account.box.com/api/\","
+            + "\"autoRefresh\":true,\"maxRetryAttempts\":5"
+            + "}";
+        // when
+        BoxAPIConnection restoredApi = BoxAPIConnection.restore(clientId, clientSecret, savedConnection);
+
+        // then
+        assertThat("https://api.box.com/2.0/", is(restoredApi.getBaseURL()));
+        assertThat("https://upload.box.com/api/2.0/", is(restoredApi.getBaseUploadURL()));
+    }
+
+    @Test
+    public void successfullyRestoresConnectionWithDeprecatedSettings() {
         String restoreState = TestUtils.getFixture("BoxAPIConnection/State");
         String restoreStateDeprecated = TestUtils.getFixture("BoxAPIConnection/StateDeprecated");