Ultimately, my goal is to use my drive, energy and exceptional brand wisely. This underpins my overriding desire to spread happiness in everything I do for my clients, customers, family & friends.
Local expertise. Global connections.
ABOUT SHEENA
A consummate professional within the industry who is highly regarded by her peers, Sheena Conolly began heading Cayman Islands Sotheby’s International Realty in December 2005 when the firm approached her to take on their master franchise in the Cayman Islands. Sheena had already built up a successful real estate business at that time, using her extensive background in the hospitality industry and her background as a student of Cornell University to create a successful independent real estate business.
A former board member of the Cayman Islands Real Estate Brokers Association, Sheena has helped the Sotheby's International Realty brand further its global reach by establishing what has become an award-winning branch of Sotheby's International Realty, by assisting its clientele to purchase some of the Caribbean’s finest homes right here in the Cayman Islands.
As a testament to the heights Cayman Islands Sotheby’s International Realty has been able to climb under Sheena’s leadership, she and her team were present at the Sotheby's International Realty inaugural summit at the Waldorf Astoria in New York and, since then, both the company and the brand have seen phenomenal growth, now represented in more than 1000 offices in 75 countries worldwide. Today, Sotheby's International Realty is the number one choice for buyers and sellers looking for real estate representation in the Cayman Islands and worldwide.
Awards and accolades include Cayman Islands Sotheby’s International Realty proudly receiving the International Property Awards (Americas) ‘Best Real Estate Agency Cayman Islands’ in 2012. In 2013 it was again highly commended for 'Real Estate Agency Marketing'. In addition, Sheena has been selected to participate in a wide range of panel discussions for Sotheby’s International Realty in numerous leadership forums and global networking events. Cayman Islands Sotheby’s International Realty is the only company to have been awarded ‘Best Real Estate Company in the Cayman Islands’ by AIPP at the International Property Awards.
A charismatic and highly knowledgeable professional, Sheena has helped to place luxury Cayman Islands property firmly on the global real estate stage, having been featured on various television programmes, including House Hunters International, the BBC’s Travel Channel, A Place in the Sun, and HGTV’s Million Dollar Room. Her commitment to client service, marketing innovation and agent development has earned her professional recognition throughout the Caribbean region.
Our team was delighted to be there over the weekend, and proud to serve as title sponsor of this special fundraiser for @jasminepalliativecare at the Harquail Theatre.
Congratulations to everyone involved, and thank you to all who came along 💙
Northern Lights 8 | Sea Views, Steps from Babylon Reef A 2-bedroom, 2.5-bath townhouse with 1,640 sq ft of bright living space and uninterrupted views of the Caribbean Sea. Move-in ready and meticulously maintained.
Part of a peaceful oceanfront community of nine residences, with private access to a secluded beach, a private boat dock and a pool. Steps from Babylon Reef and a short drive to Rum Point and Cayman Kai.
Listed at US$675,000 For more details contact Patty at +1.345.525.3003 MLS# 419385 | Member of CIREBA
A life lived at the water’s edge.✨ On the North Shore of Cayman Kai, Ocean Kai Villa looks out over the turquoise Caribbean from nearly every room. The 38-foot private pool leads straight onto a wide stretch of powdery white sand, where days are given over to the water and evenings to the sea view. This is beachfront living of the rarest kind, on one of Grand Cayman’s most sought-after stretches of coast.
🔗 Link in bio
MLS# 420972 | Member of CIREBA #CaymanIslandsSothebysRealty #OceanKaiVilla #CaymanKai
Grand Cayman is made for exploring beneath the surface. From the stingrays at Stingray City and the coral gardens of North Sound to shore snorkeling at Smith Barcadere, there’s a different underwater view waiting around the island.
What makes a watch extraordinary? Sometimes it’s the complexity of the movement. Sometimes its rarity or the story behind who owned it.
Sotheby’s explores ten of the most expensive watches sold at auction since 2024, from historic Patek Philippe masterpieces to a record-setting Audemars Piguet.
