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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Pedro Blue✨
There is a version of Cayman that most visitors never find.
Set high on historic Pedro Bluff, where the ironshore meets the sky, Pedro Blue is a fully renovated, move-in-ready oceanfront residence with uninterrupted Caribbean Sea views over natural iron shore.
Listed at CI$2,950,000
For more details contact Sheena at +1.345.525.3333
MLS# 420857 | Member of CIREBA
🔗 Link in bio
#CaymanRealEstate #CaymanProperty #CaribbeanRealEstate #CaymanSothebysRealty #GrandCayman #OceanViews
Aug 9
On The Bay Penthouse✨
Luxury Penthouse Living on the Tranquil North Side
Experience elevated island living in this stunning 3-bedroom, 3-bathroom penthouse condominium located in the peaceful community of Old Man Bay, North Side.
Luxury interior finishes complement the thoughtfully designed living spaces, while the oversized porch provides the perfect setting for outdoor dining, entertaining, or simply enjoying the refreshing Caribbean breezes.
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
Aug 8
Elevated Coastal Living at Kisha 205✨
An exceptionally rare second-floor corner residence perched along Grand Cayman’s breathtaking South Church Street coastline, where uninterrupted sea views, refined contemporary interiors, and effortless waterfront living converge in perfect harmony.
This beautifully renovated and fully furnished 2-bedroom, 2-bathroom residence represents one of the strongest values currently available for true oceanfront ownership in Grand Cayman.
Listed at US$1,464,000
To arrange a viewing contact @christinamoxam at +1.345.525.0404
MLS# 420910 | Member of CIREBA
🔗 Link in bio
#CaymanRealEstate #CaymanSothebysRealty #GrandCayman #CaymanIslandsProperty #CaymanLife #OceanViews
Aug 7
Coral Loft – Rum Point Beachfront Villa 🌴
Thoughtfully designed to maximise serene coastal living, Coral Loft offers dramatic ocean views from virtually every corner.
Created to embrace its beachfront setting, the villa combines refined design with a relaxed Caribbean lifestyle in one of Grand Cayman’s most desirable communities.
Listed at US$4,365,000
For more details, contact Patty at +1.345.525.3003
MLS# 418955 | Member of CIREBA
# Link in bio
#CaymanRealEstate #CaymanKai #WaterfrontEscape #CaymanKai #CaribbeanProperty #CaymanIslands #BeachfrontProperty #CaymanSothebysRealty #CaribbeanEscape #CaymanLifestyle
Aug 6
Northern Lights 2 - Beachfront
Fabulous opportunity to own a 2 bed, 2.5 bath unit at Northern Lights with direct beachfront views.
Unit 2 presents 1554 sq ft of living space with sparkling views of the clear Caribbean Sea. Upstairs, there are 2 bedrooms, 2 bathrooms, with a screened balcony off the main bedroom. Located in a peaceful, oceanfront community with only 9 private residences.
Listed at US$599,000
For more details contact Caroline at +1.345.916.4858 or
Patty at +1.345.525.3003
MLS# 420674 | Member of CIREBA
🔗 Link in bio
#CaymanRealEstate #CaymanIslands #GrandCayman #CaymanProperty #CaymanSothebysRealty #OceanViews #CaymanIslandsRealEstate #CaymanLife #CaribbeanProperty
Aug 5
Tides Residence 308
3 Beds | 3.5 Baths | 3,347 ft2 | South Sound
A unique, contemporary and beautifully appointed beachfront residence with three generous bedrooms and three and a half bathrooms is now offered for rent.
Set in the sought-after South Sound area, situated on the third level, this spacious condominium enjoys west-facing exposure that delivers sweeping Caribbean Sea views and turquoise blue waters from nearly every room. The outdoor terrace sits on a corner position, offering ample privacy and space.
For more details contact Sheena at +1.345.525.3333
RMLS # 7246 | Member of CIREBA
🔗 Link in bio
#CaymanIslands #CaymanSothebysRealty #CaymanIslandsRental
#CaymanLuxuryRental #CaymanRealEstate #CaymanPropertyRental
Aug 4
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