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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

The Gallery

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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Two icons. One unforgettable portrait.

Andy Warhol’s 1985 portrait of Dolly Parton brings together two masters of image, reinvention and American popular culture. With her platinum curls, bold makeup and unmistakable presence, Dolly was a natural subject for Warhol’s celebrated exploration of fame and celebrity.

The work will be offered in Sotheby’s The Now and Contemporary Evening Auction in New York on 16 November, with an estimate of US$1.6–2.5 million.

Reposted from @sothebys
🔗 Link in bio

#Sothebys #AndyWarhol #DollyParton #ContemporaryArt #PopArt #TheNow
#VacationRental
Steps To Seven Mile Beach | Chic 1-bed At The Grove, Grand Cayman

Picture it: you lock the door, cross the road, and your toes are in the soft white sand of Seven Mile Beach, regularly named one of the best beaches in the Caribbean.

This stylish one-bedroom, one-bathroom vacation rental at The Grove puts you right in the heart of Grand Cayman’s most sought-after stretch of coast, ideal for couples, friends and small families looking for an easy, sun-filled holiday in the Cayman Islands.

Book your Grand Cayman getaway today. Sun, sand and some of the best dining in the Caribbean are waiting for you.

For more info contact Jonathan at +1 (345) 525-3400
Member of CIREBA

🔗 Link in bio

#CaymanRealEstate #SevenMilesBeach #CaymanIslandsVacation #CaymanVacation #SevenMileBeachRental
Evolutions: Continuity & Change in Caymanian Art at the @National Gallery of the Cayman Islands traces the islands’ changing identity through craft, faith, memory, landscape and community.

From silver thatch weaving, shipbuilding and woodworking to the deeply personal paintings of Miss Lassie, the colourful community scenes of Charles Long and the work of the Native Sons collective, the exhibition explores how Caymanian artists have recorded—and responded to—the transformation of the islands.

It is not simply a history of Caymanian art, but a portrait of Cayman itself: continually evolving while carrying its past forward.

The exhibition continues until 31 December.

Reposted from @cayman_compass
🔗 Link in bio
From architectural landmarks and historic residences to exceptional coastal estates, homes represented by the Sotheby’s International Realty network continued to make headlines in October.

This media coverage reflects the reach of a brand that carries a property’s story far beyond its local market. When we represent a home in the Cayman Islands, it benefits from global relationships, media connections and international audience.

Good connections change everything.

#SothebysInternationalRealty #CaymanIslandsRealEstate #GlobalExposure #InTheNews #CaymanIslands

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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