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Sheena
Conolly

CEO/Broker Owner

  • Award-winning broker
  • Expertly guides clients through residential, commercial and investment acquisitions
  • Past CIREBA Board Member
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Sheena Conolly

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Our offices are located at:

Governor's Square
Seven Mile Beach, West Bay Road
Grand Cayman, Cayman Islands

Our postal address is:

PO Box 30567
Grand Cayman, Cayman Islands
KY1-1203

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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.

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This fascinating article explores the quiet, enduring relationship between Jacqueline Kennedy Onassis and Maurice Tempelsman, revealing a partnership built on shared passions for art, literature and collecting. Alongside their story is a remarkable collection of personal treasures now coming to auction at Sotheby's.

A captivating read for anyone who appreciates history, design and the stories behind extraordinary objects.

Reposted from @sothebys
🔗 Link in bio

#Sothebys #LuxuryLifestyle #ArtCollectors #JacquelineKennedyOnassis #Auction #LuxuryHistory
#NewRental
Beautiful Corner Townhouse for Rent | Southern Skies, South Sound

Available now, this bright and beautifully positioned corner townhouse at Southern Skies offers the perfect blend of comfort, privacy, and convenience in one of South Sound's most desirable communities.

Just steps from the beach and only a five-minute drive to George Town, this spacious two-bedroom, 2.5-bathroom home spans approximately 1,400 sq. ft. and is ideally suited to a professional couple seeking a relaxed coastal lifestyle.

For more details contact @karinamcdermot at +1.345.925.3800
RMSL# 7014 | Member of CIREBA

🔗 Link in bio

#CaymanRealEstate #CaymanIslandsRental #GrandCayman
#CaymanRentalListings #CaymanProperty #CaymanLongTermRental #CaymanRentals
The Cayman Islands continues to strengthen its international business relationships.

During a visit to Chicago, Premier André Ebanks met with government officials, regulators and industry leaders to discuss investment, financial services and future collaboration.

Reposted from @caymanfinance
🔗 Link in bio

#CaymanIslands #CaymanFinance #FinancialServices #Investment
Kai Rose – An Oceanfront Masterpiece 🌴
Set on a sprawling acre of pristine oceanfront land, Kai Rose offers 210 feet of uninterrupted Caribbean Sea frontage, blending luxury and tranquility in perfect harmony. Floor-to-ceiling windows frame breathtaking panoramic views, inviting the beauty of the turquoise waters and white sands into every corner of this stunning residence.

Listed at US$6,495,000
For more details, contact Patty at +1.345.525.3003
MLS# 418646 | Member of CIREBA

Link in bio

#CaymanRealEstate #LuxuryLiving #WaterfrontEscape #CaymanIslands #BeachfrontProperties #CaymanProperty #CaribbeanRealEstate #IslandLife

What Our
Clients Say

Whether you want to buy, sell or invest in a property in the Cayman Islands, our skills and experience make us your ideal partner.

Discover what our clients have said about their experience of working with us.

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