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.
Cayman Crossing Modern Two Bedroom ✨ Built in 2019, this open plan two-story unit offers one of the most private settings in the complex, with serene views over lush green space with no rear neighbours.
Spacious and modern 2-bedroom, 2.5-bathroom town home in the South Sound community of Cayman Crossing, located directly across from the sea and the South Sound boardwalk.
An excellent investment opportunity, with tenants in place who would love to stay on.
Listed at CI$685,000 For more details contact Heather at +1.345.525.3600 MLS# 420676 | Member of CIREBA
Local expertise. Global reach 🌎 From Cayman to markets around the world, the Sotheby’s International Realty network connects our properties with a truly international audience.
Olea 4 Bed Luxury Canalfront Duplex - Residence #123 This spacious two-story residence offers approximately 3,000 sq. ft. of modern open-plan living, combining the feel of a standalone home with the convenience of a managed community.
The main level features seamless indoor-outdoor flow to a private garden and canal-front terrace with a private gate opening directly onto the dock that spans the Olea duplex waterfront, ideal for boating, paddleboarding, or relaxing by the water.
Listed at US$3,100,000 For more details contact Tana at +1.345.925.4326 MLS# 420652 | Member of CIREBA
Kai Rose, an oceanfront sanctuary nestled on one acre of beautiful ocean front land with 210 feet of Caribbean sea frontage, embodies the pinnacle of luxury living. Expansive windows frame mesmerizing views of azure waters meeting pristine sands, creating a paradise found.
The ultra-modern interior, seamlessly blending open-plan living and kitchen areas with floor-to-ceiling glass, provides an immersive experience of the endless ocean views. Awaken in each bedroom to the gentle caress of turquoise waves, embracing complete serenity and privacy.
Listed at US$6,495,000 For more details, contact Patty at +1.345.525.3003 MLS# 418646 | Member of CIREBA
Northern Lights 1 & 2 🌴 Enjoy private access to a secluded beach, private boat dock, and a serene pool-all just steps from your large screened in patio. Whether you’re looking for a full-time island residence, a vacation homes, or an investment property, Northern Lights offers complete flexibility with long and short term rental potential.
A rare opportunity to own two side-by-side beachfront units at a peaceful oceanfront community of only 10 private residences in Grand Cayman.
Unit 1: 2 bedrooms and a large bathroom upstairs which could possibly be converted into 2 ensuite shower rooms. Unit 2: 2 bedrooms and 2.5 bathrooms.
Listed at US$1,150,000
For more details, contact Caroline at +1 345 916 4858 or Patty at+1 345 525 3003 MLS# 420691 | Member of CIREBA
On The Bay 208 Beautiful ocean views, peaceful North Side living, and short-term rental approval already in place. With property management already arranged, this is an easy option for island living, holiday use, or generating rental income when you’re not there.
A beautiful property to call home or as an investment.
Listed at US$625,000 For more details contact Cathy at +1.345.927.8095 MLS# 420579 | Member of CIREBA
