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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.
@sothebysrealty #gne2026 #caymanrealestate #caymanislands #sothebysrealty #sirgne2026
Oct 7
On The Bay Penthouse ✨
A 3-bedroom, 3-bathroom penthouse condominium in an exclusive 12-unit deluxe condo resort on Grand Cayman`s North Side.
Accessible by elevator, this top-floor residence features a spacious open-concept layout with high ceilings, luxury interior finishes and ocean views. 1,902 sq ft of living space, with an oversized porch for outdoor dining, entertaining or enjoying the Caribbean breezes.
Residents and guests enjoy a large beachfront swimming pool overlooking a protected cove, plus a poolside gazebo, BBQ area and beautifully maintained grounds.
Ideal as a full-time residence, vacation getaway or investment property.
Listed at US$995,000
For more details contact Patty at +1.345.525.3003
MLS# 420979 | Member of CIREBA
🔗 Link in bio
#CaymanRealEstate #CaymanProperty #CaribbeanProperty #CaymanIslandsRealEstate #CaymanSothebysRealty #GrandCayman
#CaymanIslands #CaymanIslandsEscape
Oct 6
#TravelTuesday - Imagine owning a home that feels less like a conventional residence and more like a private gallery, a piece of architecture, and a San Francisco landmark all at once. Welcome to The Gallery House on South Park—an extraordinary property in one of the city`s most distinctive and coveted neighborhoods. Set directly on historic South Park, this is a home with a sense of place that is almost impossible to reproduce. Presented by our colleagues Joseph Lucier and Stacey Caen of @Sotheby`s International Realty - San Francisco Brokerage
#SIRcleTheGlobe #sothebysrealty #50yearsforward
Oct 6
Moon Bay Condo 17
Discover exceptional value and island living at Moon Bay #17, an recently updated two-bedroom, two-bathroom condominium nestled in the heart of Bodden Town, Grand Cayman with spectacular ocean views.
Whether you’re searching for a full-time residence, vacation retreat, or an investment property with strong performance, this turnkey condo offers an outstanding opportunity.
Listed at US$575,000
For more details, contact @patty.nugent.cayman.realtor at +1.345.525.3003
MLS# 421044 | Member of CIREBA
🔗 Link in bio
#CaymanIslands #CaymanRealEstate #GrandCayman #CaribbeanRealEstate #OceanViews #CaymanLife #CaymanPropertyListings #CaymanProperty
Oct 5
Downtown Reach One Bedroom
Discover the perfect blend of comfort and convenience in this centrally located one-bedroom, 1.5-bathroom apartment. Enjoy spacious living with access to fantastic amenities including a large swimming pool, a BBQ area perfect for gatherings, and a well-equipped gym. Ideal for those seeking a vibrant lifestyle in the heart of George Town.
Listed at CI$418,000
For more details contact Cathy at (345) 927-8095
MLS# 421187 | Member of CIREBA
🔗 Link in Bio
#CaymanProperty #GrandCayman #CaymanIslandsProperty #CaribbeanRealEstate #CaymanRealEstate
Oct 4
#NewListing
Family Home In East End On Cooper Drive
Tucked away on a quiet road in East End, this three-bedroom, two-bathroom home offers an appealing combination of privacy, practicality and the slower pace of life that makes Grand Cayman’s eastern districts so special.
Listed at CI$465,000
For more details contact @britt.slade.cayman.realtor at (345) 323-9783
MLS# 421263 | Member of CIREBA
🔗 Link in bio
#CaymanRealEstate #CaymanIslandsProperty #CaymanIslands #CaymanProperty #CaribbeanRealEstate #GrandCayman
Oct 3
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.
A place to call home.
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