Sheena
Conolly
CEO/Broker Owner
- Award-winning broker
- Expertly guides clients through residential, commercial and investment acquisitions
- Past CIREBA Board Member
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 Houses this weekend
Welcome to Olivia`s Cove, where comfortable luxury meets convenience.
Newly renovated in a quiet community, this turnkey, end unit townhouse is move-in ready, offering 3 bedrooms, 2.5 bathrooms, a versatile den, and plenty of storage space - perfect for a family.
Saturday 11am - 1pm
Contact Nikki
+1 345 938-0060
Member of CIREBA MLS418819
Olivia`s Cove #1
_____________________________
Ocean Crest is gated, gorgeous, and great value for ocean front with a fully serviced boat dock. A wonderful residence or investment, this is a three story town-home with stunning ocean views across the North Sound.
Saturday 12pm - 2pm
Contact Sheena
+1 345 525-3333
Member of CIREBA MLS418347
Ocean Crest #6
#openhouse #caymanrealestate #caymansothebysrealty #canalfront
#waterfront
Feb 20
Located in the heart of Rum Point, Cayman Kai, Kai-Yak Cove is a newly built Caribbean-style villa designed for seamless indoor-outdoor living. This exceptional property features:
A wrap-around veranda to enjoy island breezes
A spacious pool with a heated spa for relaxation
An outdoor kitchen and dining area, perfect for entertaining
A private dock with a gazebo, offering direct water access
Listed at US$5,950,000
Contact Sheena at +1.345.525.3333 for more details.
MLS# 416656 | Member of CIREBA
🔗 Link in bio
#CaymanLuxuryProperty #CaymanSothebysRealty #Caribbean #CaribbeanProperty #CaribbeanRealEstate #CaribbeanLife
#CaribbeanLuxuryRealEstate #LuxuryRealEstate #GrandCayman #CaymanRealEstate #CaymanLife
Feb 18
Open House this weekend ⛵
Ocean Crest is gated, gorgeous, and great value for ocean front with a fully serviced boat dock. A wonderful residence or investment, this three story town-home offers stunning ocean views across the North Sound.
Sunday from 11am - 1pm
Sheena +1 345 525-3333
4 bed, 4 bath
Ocean Crest 6 with dock
Member of CIREBA MLS418347
#openhouse #oceancrest #caymanrealestate #caymansothebysrealty
Feb 13
Your private Island oasis awaits✨
A rare opportunity to own four contiguous oceanfront lots on Grand Cayman`s stunning North East Coast. Elevated over 20 feet, this rare offering provides expansive ocean views and a natural barrier reef, ensuring calm, crystal-clear waters—ideal for snorkeling and diving right from your shore.
Whether you dream of a contemporary coastal retreat or a timeless Caribbean estate, this blank canvas offers endless possibilities for luxury living or investment potential.
Listed at US$3,999,999
For more details, contact Patty at +1.345.525.3003
MLS# 417042 | Member of CIREBA
🔗 Link in bio
#OceanfrontLand #CaymanIslands #CaymanLand #CaymanRealEstate #OceanFrontProperty #CaymanIslandsLand #CaymanSothebysRealty #BeachfrontLiving #BeachfrontProperty #OceanViews #CaribbeanProperty
Feb 11
#TravelTuesday - Unique mansion in Mon Port located in the prestigious area of Puerto Andratx, in the southwest of Mallorca. This villa offers unparalleled views of the picturesque village of Puerto Andratx, as well as the Yacht Club and the open sea. Presented by our colleague, Maria Vega, and @https://spain.pulse.ly/3oblnd6emtty
#SIRcleTheGlobe #referralpartner #globalbrand #sothebysrealty #spainsir #mallorca
Feb 11
Compound Kai, Grand Cayman offers a unique level of flexibility, luxury and lifestyle options, including a pristine beach, boat dock, swimming pool, multiple shaded patio areas, beach cabanas, private balconies, fitness studio, wine cellar, eight bedrooms, eight and half bathrooms and two garages.
Whether you are looking for a significant primary residence, that offers safety, privacy and every lifestyle option the Cayman Islands has to offer, or a unique resort styled, multi-generational Caribbean vacation home or anything in between Compound Kai, Grand Cayman will exceed expectation.
Listed at US$14,500,000
To schedule a viewing contact Patty +1.345.525.3003 or
Jonathan +1.345.525.3400
MLS# 412516 | Member of CIREBA
🔗 Link in bio
#CaymanRealEstate #OceanFrontProperty #CaymanIslands #CaymanLife #CaymanSothebysRealty #BeachfrontLiving #BeachfrontProperty #OceanViews #CaribbeanProperty
#CaymanKai #BeachfrontLiving #LuxuryProperty #CaymanProperty #CaribbeanRealEstate #CaribbeanLuxuryHomes
Feb 10
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