diff --git a/packages/aws-cdk/lib/context-providers/vpcs.ts b/packages/aws-cdk/lib/context-providers/vpcs.ts
index 5a4f36443d8a2..ce2441fc29ee7 100644
--- a/packages/aws-cdk/lib/context-providers/vpcs.ts
+++ b/packages/aws-cdk/lib/context-providers/vpcs.ts
@@ -74,6 +74,7 @@ export class VpcNetworkContextProviderPlugin implements ContextProviderPlugin {
       if (type === undefined && subnet.MapPublicIpOnLaunch) { type = SubnetType.Public; }
       if (type === undefined && routeTables.hasRouteToIgw(subnet.SubnetId)) { type = SubnetType.Public; }
       if (type === undefined && routeTables.hasRouteToNatGateway(subnet.SubnetId)) { type = SubnetType.Private; }
+      if (type === undefined && routeTables.hasRouteToTransitGateway(subnet.SubnetId)) { type = SubnetType.Private; }
       if (type === undefined) { type = SubnetType.Isolated; }
 
       if (!isValidSubnetType(type)) {
@@ -176,6 +177,15 @@ class RouteTables {
     return !!table && !!table.Routes && table.Routes.some(route => !!route.NatGatewayId && route.DestinationCidrBlock === '0.0.0.0/0');
   }
 
+  /**
+   * Whether the given subnet has a route to a Transit Gateway
+   */
+  public hasRouteToTransitGateway(subnetId: string | undefined): boolean {
+    const table = this.tableForSubnet(subnetId) || this.mainRouteTable;
+
+    return !!table && !!table.Routes && table.Routes.some(route => !!route.TransitGatewayId && route.DestinationCidrBlock === '0.0.0.0/0');
+  }
+
   /**
    * Whether the given subnet has a route to an IGW
    */
diff --git a/packages/aws-cdk/test/context-providers/vpcs.test.ts b/packages/aws-cdk/test/context-providers/vpcs.test.ts
index fff9c90e68e31..d9472126baaa1 100644
--- a/packages/aws-cdk/test/context-providers/vpcs.test.ts
+++ b/packages/aws-cdk/test/context-providers/vpcs.test.ts
@@ -411,7 +411,7 @@ test('Recognize public subnet by route table', async () => {
   });
 });
 
-test('Recognize private subnet by route table', async () => {
+test('Recognize private subnet by route table with NAT Gateway', async () => {
   // GIVEN
   const filter = { foo: 'bar' };
   const provider = new VpcNetworkContextProviderPlugin(mockSDK);
@@ -475,6 +475,70 @@ test('Recognize private subnet by route table', async () => {
   });
 });
 
+test('Recognize private subnet by route table with Transit Gateway', async () => {
+  // GIVEN
+  const filter = { foo: 'bar' };
+  const provider = new VpcNetworkContextProviderPlugin(mockSDK);
+
+  mockVpcLookup({
+    subnets: [
+      { SubnetId: 'sub-123456', AvailabilityZone: 'bermuda-triangle-1337', MapPublicIpOnLaunch: false },
+    ],
+    routeTables: [
+      {
+        Associations: [{ SubnetId: 'sub-123456' }],
+        RouteTableId: 'rtb-123456',
+        Routes: [
+          {
+            DestinationCidrBlock: '10.0.2.0/26',
+            Origin: 'CreateRoute',
+            State: 'active',
+            VpcPeeringConnectionId: 'pcx-xxxxxx',
+          },
+          {
+            DestinationCidrBlock: '10.0.1.0/24',
+            GatewayId: 'local',
+            Origin: 'CreateRouteTable',
+            State: 'active',
+          },
+          {
+            DestinationCidrBlock: '0.0.0.0/0',
+            TransitGatewayId: 'tgw-xxxxxx',
+            Origin: 'CreateRoute',
+            State: 'active',
+          },
+        ],
+      },
+    ],
+  });
+
+  // WHEN
+  const result = await provider.getValue({
+    account: '1234',
+    region: 'us-east-1',
+    filter,
+  });
+
+  // THEN
+  expect(result).toEqual({
+    vpcId: 'vpc-1234567',
+    vpcCidrBlock: '1.1.1.1/16',
+    ownerAccountId: '123456789012',
+    availabilityZones: ['bermuda-triangle-1337'],
+    isolatedSubnetIds: undefined,
+    isolatedSubnetNames: undefined,
+    isolatedSubnetRouteTableIds: undefined,
+    privateSubnetIds: ['sub-123456'],
+    privateSubnetNames: ['Private'],
+    privateSubnetRouteTableIds: ['rtb-123456'],
+    publicSubnetIds: undefined,
+    publicSubnetNames: undefined,
+    publicSubnetRouteTableIds: undefined,
+    vpnGatewayId: undefined,
+    subnetGroups: undefined,
+  });
+});
+
 test('Recognize isolated subnet by route table', async () => {
   // GIVEN
   const filter = { foo: 'bar' };