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.
#NewlyPriced ✨ Northern Lights 1 & 2 🌴 Slow mornings, uninterrupted Caribbean Sea views and days spent by the water. Island living at your own pace.
With access to a secluded beach, private boat dock and swimming pool just steps from the spacious screened-in patio, Northern Lights offers a relaxed coastal lifestyle in a peaceful oceanfront community of just ten residences.
A rare opportunity to own two neighbouring beachfront residences in Grand Cayman, with the flexibility of a permanent home, island retreat or investment property.
Listed at US$999,000
For more details, contact @carolinethorburn1 at +1 345 916 4858 or @patty.nugent.cayman.realtor at +1 345 525 3003 MLS# 420691 | Member of CIREBA
#TravelTuesday - Once in a lifetime opportunity in the Upstate of South Carolina to own this custom, legacy estate! Virtually new, built 2023 by J. Francis Builders on almost 500 acres. The whole lifestyle here is far greater than the sum of its parts, and the parts are incredible: resort-quality saltwater gunite pool/spa with slide, water feature & pool house, private putting green, custom commercial-grade playground, outdoor life-size chess board, immense screened porch with two-sided fireplace, custom gourmet kitchen, home gym, wet/dry sauna, home theater, 2-story paneled library/study w/custom bookshelves, primary on main with the most amazing 2-story closet. Presented by Joan Herlong and Patrick Furman at @herlongsir
On The Bay 101 ✨ An exclusive beachfront retreat nestled in the tranquil community of Old Man Bay on Grand Cayman’s picturesque North Side. This beautifully appointed 3-bedroom, 3-bathroom ground-floor residence offers effortless island living in one of the area`s most peaceful and scenic settings.
Experience the best of beachfront living at On The Bay-where peace, privacy, and paradise come together.
Listed at US$950,000 For more info contact @patty.nugent.cayman.realtor at +1.345.525.3003 MLS# 420978 | Member of CIREBA
Our Cayman Cottage | A Remarkable Coastal Setting From its elevated position on Queen’s Highway, Our Cayman Cottage combines generous living spaces with spectacular Caribbean Sea views.
The four-storey residence spans 8,759 sq. ft., featuring seven bedrooms, six and a half bathrooms, a furnished games room and more than 2,000 sq. ft. of covered decking.
Steps from the pool lead to a secluded private beach, where reef-protected waters rich in marine life invite days of snorkelling, kayaking and paddleboarding.
Listed at US$3,800,000 For more details, contact @patty.nugent.cayman.realtor at +1.345.525.3003 MLS# 418642 | Member of CIREBA
The Cayman Islands has been named the second-best island destination in the Caribbean and Atlantic in the 2026 @condenasttraveller Readers’ Choice Awards.
With a score of 98.03 out of 100, Cayman placed ahead of St. Barts, Bermuda, St. Lucia and Turks and Caicos. Readers highlighted not only the islands’ natural beauty, but also the friendliness that makes Cayman feel so welcoming.
#NewListing Happy Landings - Your Front-Row Seat to Caribbean Living 🌴
A spectacular waterfront retreat nestled in the exclusive community of Cayman Kai, one of Grand Cayman`s most sought-after destinations.
Designed for effortless island living, this exceptional residence blends spacious comfort with breathtaking natural beauty, creating the perfect gathering place for family, friends, and unforgettable memories.
Listed at US$3,950,000 For more details contact @patty.nugent.cayman.realtor at +1.345.525.3003 MLS# 421399 | Member of CIREBA
