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Governor's Square
Seven Mile Beach, West Bay Road
Grand Cayman, Cayman Islands
PO Box 30567
Grand Cayman, Cayman Islands
KY1-1203
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.
Starfish – Beachfront Land, Frank Sound 🌴
The Caribbean dream is a vision of paradise for many, and owning beach front land in the Cayman Islands can make that dream a reality.
This rare 0.7-acre parcel with 300 feet of pristine Cayman shoreline. Untouched and private, this is a unique chance to own paradise on the tranquil waters of Frank Sound, Grand Cayman.
Listed at US$1,495,000
For more details contact Jonathan at +1.345.525.3400
MLS# 415755 | Member of CIREBA
#CaymanLand #CaymanIslandsLand #CaymanIslands #CaymanRealEstate #CaribbeanLand #GrandCayman #FrankSound #BeachfrontLand
Apr 9
Prime Beachfront Development Opportunity 🌴
The parcel is 3.75 acres, located in peaceful Pease Bay. East boundary is approx. 500 ft deep, and the west 420ft. The beachfront approx. 390ft wide. Swimmable water and magnificent views
Its size, scope, shape, location, and beach quality is superb. It is zoned Beach/Hotel, which offers a wide array of possibilities.
Listed at US$6,000,000
For more details contact Sheena at 1.345.525.3333
MLS# 419686 | Member of CIREBA
🔗 Link in bio
#CaymanLand #CaymanIslands #GrandCayman #CaribbeanProperty #CaribbeanRealEstate #CaymanIslandsDevelopment #CaymanIslandsLand #CaymanIslandsRealEstate
Apr 8
#NewListing
On The Bay 208
This property enjoys beautiful ocean views and peaceful living. The complex is approved for short-term rentals and the property already has a property manager handling the unit. Use it yourself or rent it when you aren`t there.
Listed at US$625,000
For more details contact Cathy +1.345.927.8095
MLS# 420579 | Member of CIREBA
🔗 Link in bio
#CaymanRealEstate #CaymanProperty #CaymanIslands #GrandCayman #CaymanIslandsRealEstate
Apr 7
#TravelTuesday - From the white expanse of winter on Lake Saint Clair, just north of Detroit, to the panoramic views of the Caribbean blue of the Cayman Islands. This custom lakefront home features a dock, ample natural light, including skylights, and a custom chef`s kitchen. Presented by our colleague Brandon Curry and @signaturesir
Detroit offers seasonal nonstop flights to Cayman, making it easy to escape the frozen lake in winter.
#SIRcleTheGlobe #sothebysrealty #nonstopflights #islandgetaway
Apr 7
Turnberry Villas East #4, Crystal Harbour
Situated in the heart of the Seven Mile Beach Corridor, just steps from the Ritz-Carlton, this beautifully updated 3-bedroom, 3.5-bathroom townhome offers over three levels of stylish living. With direct canal access, it’s the ideal retreat for those seeking sophisticated island living.
Listed at CI$1,199,000
Contact Caroline at +1.345.916.4858 or Jonathan at +1.345.525.3400
MLS# 418088 | Member of CIREBA
🔗 Link in bio
#CaymanLuxuryLiving #Canalfront #SevenMileBeachCorridor #GrandCayman #CaymanIslands #CaymanRealEstate #CaymanProperty #CaymanIslandsRealEstate #CaribbeanProperty
Apr 6
Wishing you and your loved ones a Happy Easter filled with peace and joy. #Easter2026
Apr 5
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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