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Sheena
Conolly

CEO/Broker Owner

  • Award-winning broker
  • Expertly guides clients through residential, commercial and investment acquisitions
  • Past CIREBA Board Member
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Sheena Conolly

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Our offices are located at:

Governor's Square
Seven Mile Beach, West Bay Road
Grand Cayman, Cayman Islands

Our postal address is:

PO Box 30567
Grand Cayman, Cayman Islands
KY1-1203

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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.

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We’re excited to announce that TWO of our exceptional properties have been featured in the New York Times article, ‘WHAT YOU GET: $2 Million Homes in the Cayman Islands.’ 🌴

🔗 Link in bio

#LuxuryRealEstate #CaymanIslands #CaymanSothebysRealty #NYT
#TravelTuesday - Nestled in Alpine Mountain Ranch, an exclusive development on the edge of Steamboat Springs, Co, this stunning Timber Frame home epitomizes mountain luxury. Enjoy summer evenings in the covered outdoor dining area and in the winter, relax by the fire pit. Presented by our colleague, Pam Vanatta, and Steamboat Sotheby’s International Realty
@vanatta_group @steamboatsir
#alpinemountainranch #steamboatsprings #mountainhome #luxurymountainhome #sothebysrealty #SIRcleTheGlobe #referralpartner #globalbrand
#NewListing
Seabreeze On Seven Mile Beach 🌴

This is a low-density luxury beachfront development located on Seven Mile Beach. Sea Breeze has nine units with two units per floor. There is underground parking with two spots per unit with an elevator that allows direct access to each floor. Amenities include gym, seafront pool, and Jacuzzi. Great snorkeling in front of the complex.

This home or investment has 4 bedrooms plus a den, and 4.5 bathrooms with just under 3000 sf of living space and offers fantastic views.

This property is a must to see.✨

Listed at US$4,950,000
For more details, contact Cathy at +1.345.927.8095
MLS# 418407 | Member of CIREBA

#SevenMileBeach #LuxuryRealEstate #CaymanRealEstate #CaymanProperty #WhoYouListWithMatters #OceanFrontProperty #CaymanIslands #CaymanSothebysRealty #BeachfrontLiving #BeachfrontProperty #OceanViews #CaribbeanProperty
Vela, South Sound offers Cayman home buyers the perfect blend of luxury living, location and amenities. Sitting across the road from the South Sound boardwalk and opposite the Public dock and boat ramp owners within the vibrant, gated community of Vela get to enjoy all the benefits of beach front living at a fraction of the cost.

Listed at CI$1,150,000

For more information, contact:
Jonathan +1.345.525.3400 or Heather +1.345.525.3600
MLS# 417501 | Member of CIREBA

🔗 Link in bio

#CaymanRealEstate #SouthSound #CaymanIslands #CaymanLife #CaymanSothebysRealty #LuxuryHomes #GrandCayman #CaymanLuxuryProperty #NothingCompares
#NewListing
Crescent Point – Oceanfront Condo on Seven Mile Beach ✨

Discover island living in this beautifully renovated 3-bedroom, 2-bath condo located on the pristine shores of Seven Mile Beach, Grand Cayman. This second-floor unit features upgraded interiors, including new doors, refaced kitchen cabinets, and stainless steel appliances.

Relax with breathtaking Caribbean sunsets and lush tropical surroundings. Crescent Point offers secure entry, private parking, a full gym, and on-site management—everything you need for the perfect vacation home or investment. Ideally situated near world-class dining and entertainment, this property is steps away from the best of Seven Mile Beach.

Listed at KYD $1,829,167

For more details, contact Patty at+1.345.525.3003
MLS# 418393 | Member of CIREBA

🔗 Link in bio

#SevenMileBeachRealEstate #CaymanIslands #OceanFrontViews
#CaribbeanProperty #CaribbeanRealEstate #SevenMileBeach #SMBCayman #CaribbeanLuxuryRealEstate #Caribbean #CaymanRealEstate  #CaymanIslands #CaymanLife #CaymanSothebysRealty #SevenMileBeachCondo

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