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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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#NewListing
100 Acres | High Rock Drive | Low Density Residential 🌴
A significant 100-acre land opportunity located on both sides of High Rock Drive, north of its junction with Sea View Road.
The property offers approximately 1,500 linear feet of road frontage across both sides of the parcel, along a sealed road with street lighting and direct, easy vehicular access.

The terrain is generally dry and rocky with native bush. Mains power and water services are available in the vicinity.

Listed at CI$8,000,000
For more details contact Sheena at +1.345.525.3333
MLS# 420704 | member of CIREBA

🔗 Link in bio

#CaymanRealEstate #CaymanLand #CaymanSothebysRealty #CaribbeanLand #CaymanIslandsLand #CaymanProperty #CaymanLandListings #GrandCayman #CaymanSothebysRealty
#NewListing✨
Northern Lights 1 - End Unit
Rare opportunity to own an end unit at Northern Lights with direct beachfront views. 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.

Listed at US$599,000
For more details contact Caroline at +1.345.916.4858 or Patty at +1.345.525.3003

MLS# 420673 | Member of CIREBA

#CaymanRealEstate #CaymanIslands #CaymanIslandsProperty #CaymanLiving #CaymanProperty #CaribbeanRealEstate
Tomorrow | 18 April

We’re proud to be sponsoring the @nationaltrustcayman’s annual fundraiser:

Silver Thatch: A Tapestry of Nature & Heritage

Join us in celebrating World Heritage Day with an evening of:
- Live silver thatching demonstrations
- Authentic Caymanian food and drinks
- Raffle prizes and auction experiences

Cayman Collection Centre, West Bay
6:00–8:30pm
Tickets still available online

A meaningful evening celebrating Cayman’s culture, community, and heritage.
Weekend plans = more blue. 💙

#CaymanIslands #CaribbeanSea #Beach #IslandLiving #WeekendMood #SothebysRealty

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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