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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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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

🔗 Link in Bio

#CaymanRealEstate #CaymanProperty #CaymanIslands #CaribbeanRealEstate #GrandCayman #CaymanSothebysRealty
Starfish — Rare Beachfront Land in Frank Sound 🌴
Overlooking the calm, mesmerising waters of Frank Sound, this exceptional beachfront parcel presents a unique opportunity to acquire truly unspoilt land in one of Grand Cayman’s most tranquil coastal settings.

Set on approximately 0.7 acres, Starfish offers around 300 feet of pristine, untouched Cayman coastline stretching between the road and the seam, creating a rare sense of seclusion and privacy.

Listed at US$1,495,000
For more details contact Jonathan @caymanislands_realtor at +1.345.525.3400
MLS# 415755 | Member of CIREBA

🔗 Link in Bio

#CaymanIslandsLand #CaymanIslandsRealEstate #CaymanLand
#BeachfrontLand #CaymanDevelopment #GrandCaymanLand
#CaribbeanRealEstate #CaribbeanLand #CaymanProperty
A name recognised around the world.

For buyers and sellers, the Sotheby’s International Realty name represents a standard they know and trust. Here in the Cayman Islands, that global heritage is paired with 20 years of local experience.

Global recognition. 20 years in Cayman. Local expertise.

#CaymanIslands #CaymanRealEstate #SothebysInternationalRealty #LuxuryRealEstate
Seven Mile Beach has long set the standard for waterfront living in Cayman, and The Watermark takes it to another level.

From its exceptional beachfront setting and beautifully considered residences to an impressive collection of amenities, discover what makes life at The Watermark so special.

🔗 Link in bio

#TheWatermark #SevenMileBeach #CaymanIslands #GrandCayman #CaymanRealEstate #LuxuryLiving

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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