Did more digging on the allocations for those IPs. Here is the info:
50.73.144.123:123 UDP WATERFROPROPANDCLUB, Jupiter, Florida
8.14.172.115:7443 TCP Level 3 Communications, Inc.
4.2.2.2:52 UDP (manually configured DNS server)
107.170.224.8:123 UDP Digital Ocean, Inc. ("Cloud" host)
208.67.220.220 ICMP OpenDNS (seems to be checking with this DNS server regardless of its IP settings)
38.229.71.1:123 UDP Cogent/PSINet, Inc.
4.53.160.75:123 UDP Level 3 Communications, Inc.
23.88.235.114:123 UDP Enzu Inc ("Cloud host")
The first one is troublesome, as it's a small 8 IP allocation to "Waterfront Properties and Club Communities"
http://whois.arin.net/rest/net/NET-50-73-144-120-1/pft
http://www.waterfront-properties.com/
I'd really like to hear from Lutron why this device is making connections to what looks like a business entirely unrelated to Lutron.