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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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Open House this Saturday at Downtown Reach

Close to George Town and a short drive to Camana Bay and the SMB corridor, Downtown Reach is a spacious one bedroom condo with onsite pools and gym. The property is gated and has assigned parking. 

Downtown Reach 306
Join Cathy from 11am - 1pm on Saturday 
+1 345 927-8095
Member of CIREBA MLS421187

#openhouse #caymanrealestate #caymansothebysrealty
#NewListing
Escape to the pinnacle of island living with this exceptional piece of land located on the dramatic bluff of High Rock. Perched high above the coastline, this property captures cool ocean breezes and delivers breathtaking, uninterrupted vistas from an elevated vantage point.

Listed at US$1,550,000
For more info contact Nikki at (345) 938-0600
MLS# 421180 | Member of CIREBA

🔗 Link in bio

#CaymanIslandsLand #CaymanLand #CaymanIslands #GrandCayman #CaymanDevelopment #CaymanRealEstate #Cayman
All the blues, all in one view. 💙

At Pedro Blue, the colours of Cayman provide the backdrop -  from the pool to the Caribbean Sea and the horizon beyond.

Bright interiors and generous outdoor spaces are designed to make the most of the setting, with views that keep the water firmly in sight.

Pedro Blue | Grand Cayman
4 bedrooms | 4 bathrooms | MLS# 420857

For more details contact Sheena at +1.345.525.3333

#PedroBlue #CaymanIslands #CaymanRealEstate #OceanfrontLiving #SothebysInternationalRealty
Olea 4 Bed Luxury Canalfront Duplex ✨
Canal-Front 4 Bed Duplex with Direct Dock Access – Residence #123

Rare opportunity to own a 4-bedroom, 3.5-bath canal-front duplex stand alone with direct access to the waterfront dock in Olea, Dart’s premier community just steps from Camana Bay and the Seven Mile Beach corridor.

Listed at US$3,100,000
For more details contact Tana at +1.345.925.4326
MLS# 420652 | Member of CIREBA

🔗 Link in bio

#SevenMileBeachCorridor #CaymanRealEstate #CaymanProperty
#CaymanIslands #GrandCayman #CaymanIslandsRealEstate
A new price for Rum Point Resort Residence 203. 🌴
Caribbean Sea views, the beach on your doorstep and the relaxed pace of Rum Point — now at a newly adjusted price.

For details or to arrange a viewing, contact @britt.slade.cayman.realtor at +1.345.323.9783.

#CaymanIslands #RumPoint #CaymanRealEstate #SothebysInternationalRealty #CaymanIslandsSothebysRealty
Exceptional experiences, shared by clients.

Cathy was pivotal to my property purchase. She identified several options which we assessed and verified before we came up with the one that I eventually bought. With her insight, experience and real estate knowledge, I acquired a property that suited my needs perfectly and was able to sleep at night knowing there wouldn’t be any issues coming out of the woodwork in the future. K. Buyer

Cathy MacLean | Cayman Islands Sotheby’s International Realty

#ExpectExceptional #CathyMacLean #ClientTestimonial #ExceptionalService #SothebysRealty #TrustedAdvisor

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

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