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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
Bluff Top Development Site, Cayman Brac
Sitting on one of the most iconic features of Cayman Brac, this nearly 13-acre parcel boasts over 300 feet of Bluff edge with breathtaking views over the Caribbean Sea.

The site overlooks the popular Cayman Brac Beach Club and is also in close proximity to Public Beach, offering prime access to some of Cayman Brac's best beaches. Bisected by Bluff Road, approximately 2.25 acres lie on the southern bluff edge—perfect for luxury homes, boutique resorts, or eco-retreats that embrace the spectacular geography.

Listed at US$715,000
For more details contact Jonathan @caymanislands_realtor at +1.345.525.3400 or @patty.nugent.cayman.realtor at +1.345.525.3003
MLS# 420550 | Member of CIREBA

🔗 Link in Bio

#CaymanLand #CaymanIslandsLandListings #CaymanIslands #CaymanBracLand #CaymanBrac #CaribbeanLand
#NewlyPriced - Spotters Lair ✨
A private retreat on Grand Cayman’s scenic eastern coast.
This Mediterranean-style estate sits on a beautifully landscaped 1-acre parcel along Queens Highway and features 4 bedrooms, 3 bathrooms, and additional caretaker’s quarters — offering space, privacy, and a  secluded island retreat

Listed at US$1,395,000
To arrange a viewing contact Patty at +1.345.525.3003
MLS# 418953 | Member of CIREBA

#IslandEscapes  #CaymanRealEstate #OceanFrontProperty #CaymanIslands #CaymanLife #CaymanSothebysRealty #BeachfrontLiving #BeachfrontProperty #OceanViews #CaribbeanProperty
A home, a refuge, a source of inspiration.
At her spiritual home, Frida Kahlo found refuge from the noise of her life, a place where family, memory, and identity became part of her art.

Reposted from @sothebys
🔗 Link in bio

#HistoricHomes #ArtfulLiving #FridaKahlo #ArtHistory #IconicArtists

https://sothebys.pulse.ly/zonn2fng6o
Sotheby’s unofficial mascot — an ancient Sekhmet sculpture — has stood watch for over a century, its story still part mystery, part legend.

Reposted from @sothebys
🔗 Link in bio
#NewListing
Kool Kai, Cayman Kai 🌴
Introducing Kool Kai, a spectacular 3-bedroom, 3-bath beachfront estate encompassing 5,083 square feet of refined island living in the exclusive community of Cayman Kai, Grand Cayman.

Designed by renowned architect John Doak, this exceptional villa captures the essence of sophisticated coastal design, blending clean architectural lines with the natural beauty of its surroundings. Perfectly positioned on a stretch of pristine white sand, the home enjoys breathtaking, unobstructed sunset views over the Caribbean Sea - a daily masterpiece from your own backyard.

Listed at US$6,500,000
To arrange a viewing contact @patty.nugent.cayman.realtor at +1.345.525.3003
MLS# 420530 | Member of CIREBA

🔗 Link in bio

#CaymanSothebysRealty #CaymanIslands #CaymanKai #BeachfrontProperty #LuxuryRealEstate #OceanViews  #LuxuryProperty #CaymanLuxuryRealEstate #CaribbeanProperty #CaribbeanRealEstate

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

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