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.
#NewListing | Pedro Blue ✨ There is a version of Cayman that most visitors never find.
Set high on historic Pedro Bluff, where the ironshore meets the sky, Pedro Blue is a fully renovated, move-in-ready oceanfront residence with uninterrupted Caribbean Sea views over natural iron shore.
Set on one private, elevated acre with native fruit trees and zero-scape gardens, the home offers bright open living spaces, a designer kitchen and bathrooms, a study/library/theater room, and dramatic south, south-west-facing sunsets that change daily.
Pedro Blue is not simply a home. It is a considered life, lived well, at the edge of the sea.
Listed at CI$2,950,000 For more details contact Sheena at +1.345.525.3333 MLS# 420857 | Member of CIREBA
Cayman Crossing Modern Two Bedroom Private, modern and perfectly positioned in South Sound. This spacious 2-bedroom, 2.5-bathroom townhome in Cayman Crossing offers open-plan living across two levels, with a contemporary kitchen, bright interiors and a screened porch overlooking lush green space.
Located directly across from the sea and the South Sound boardwalk, this 2019-built home enjoys one of the most private settings in the complex, with no rear neighbours.
A beautiful South Sound home with space, privacy and a sought-after coastal location.
Listed at CI$699,000 For more details contact Heather at +1.345.525.3600 MLS# 420676 | Member of CIREBA
Exceptional homes blur the lines between indoors and out creating spaces designed for effortless entertaining, relaxation and year-round living. From sun-drenched terraces to seamless open-air living spaces, Sotheby’s explores the enduring appeal of indoor-outdoor design and the lifestyle it creates.
#NewListing Castaways` Cove 328 A/b 🌴 Unparalleled penthouse views from this 2B/2B Castaways’ Cove condominium offers endless sightlines of contiguous white sand beach and spectacular turquoise blue waters associated with Grand Cayman’s unspoiled Eastern District.
This light-filled retreat offers a front-row seat to spectacular sunrise and the soothing rhythm of the ocean beyond.
Listed at US$575,000 For more details contact Patty at +1.345.525.3003 MLS# 420844 | Member of CIREBA
Northern Lights in Grand Cayman is a peaceful, oceanfront community with only 9 private residences. Ideally located just mere steps from Babylon Reef, one of the world’s best shore dives, and a short drive to Rum Point and Cayman Kai offering multiple restaurants, beach bars, and numerous outdoor activities, including paddle boarding, kayaking, jet ski rental & Bio Bay tours.
Listed at US$599,000 For more details contact Caroline at +1.345.916.4858 or Patty at +1.345.525.3003 MLS# 420674 | Member of CIREBA
Rum Point Club Residences 203 Welcome to luxury living at Residence 203 at Rum Point Resort, a spacious 3-bedroom, 3.5 bath condo in one of the Cayman Islands’ most desirable boutique beachfront resorts. Located in the quiet Cayman Kai, this residence offers the perfect combination of resort living, privacy, and strong rental potential.
Listed at US$2,000,000 To arrange a viewing contact Brittainy at +1.345.323.9783 MLS# 420520 | Member of CIREBA
