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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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 at +1.345.525.3003
MLS# 421044 | Member of CIREBA
🔗 Link in bio
#CaymanIslands #CaymanRealEstate #CaribbeanProperty #CaymanCondos #CaymanLife #CaymanProperty #CaribbeanRealEstate #GrandCayman #IslandLiving
Aug 3
An Exquisite Sanctuary Above the Sea✨
The Residences, Mandarin Oriental Grand Cayman — Ocean House 404
Perched on the ocean cliffs at St. James Point, this exquisite 3-bedroom, 3-bathroom sanctuary spans 4,003 square feet, seamlessly blending indoor living with a magnificent oceanfront terrace. A rare opportunity to own a bespoke piece of paradise in the Cayman Islands.
Listed at US$11,000,000
For more details contact Sheena at +1.345.525.3333
MLS# 419572 | Member of CIREBA
🔗 Link in bio
#CaymanLuxuryProperty #CaymanRealEstate #LuxuryRealEstate #CaymanIslands #IslandLiving #CaribbeanRealEstate #OceanViews
#MandarinOrientalCaymanIslands #CaymanSothebysRealty
Aug 2
Cayman Crossing Modern Two Bedroom
Private, modern and perfectly positioned in South Sound.
This spacious 2-bedroom, 2.5-bathroom townhome in Cayman Crossing offers open-plan living across two levels, with a contemporary kitchen, bright interiors and a screened porch overlooking lush green space.
Located directly across from the sea and the South Sound boardwalk, this 2019-built home enjoys one of the most private settings in the complex, with no rear neighbours.
Listed at CI$685,000
For more details contact Heather at +1.345.525.3600
MLS# 420676 | Member of CIREBA
🔗 Link in bio
#CaymanRealEstate #CaymanSothebysRealty #CaymanProperty #CaymanIslands #GrandCayman #CaymanIslandsRealEstate
Aug 1
Open House this weekend at Cayman Crossing in South Sound
Join Heather at Condo 56 - a modern and spacious 2 bedroom townhome in South Sound at the end of the boardwalk. Onsite amenities include a gym, pools, pond, and prime location close to George Town and Grand Harbour.
Condo 56 - Cayman Crossing
Heather +1 345 525-3600
12pm - 2pm
CIREBA Member MLS420676
#openhouse #southsound #caymanrealestate #sothebysrealty #caymansothebysrealty
Jul 30
Barefoot Luxury, Rum Point Style
Residence 203, Rum Point Resort 🌴
Slow mornings. Ocean views. Days spent between the infinity pool and the private beach, with Rum Point Club`s beach bar just steps away.
This residence gives you the feel of a boutique resort with the space of a real home — nearly 2,250 sq. ft., 3 ensuite bedrooms, and an easy flow from the kitchen out to a large covered balcony.
Quiet Cayman Kai living, 5-star amenities, and strong rental upside for when you`re not there to enjoy it yourself.
Listed at US$2,000,000
To arrange a viewing contact @britt.slade.cayman.realtor at +1.345.323.9783
MLS# 420520 | Member of CIREBA
🔗 Link in bio
#CaymanRealEstate #RumPoint #CaymanIslands #GrandCayman #CaymanProperty #CaymanIslandsRealEstate #OceanViews #CaymanLiving #CaymanSothebysRealty #CaribbeanProperty
Jul 29
Kai Rose | Cayman Kai Estate ✨
Where elegance meets the sea. Kai Rose is a stunning beachfront retreat offering effortless island living at its finest. Sweeping ocean views frame every space, while open-concept interiors flow into resort-style outdoor living. A rare balance of sophistication and serenity, steps from the sand.
Listed at US$6,495,000
For details, contact @patty.nugent.cayman.realtor at +1.345.525.3003
MLS# 418646 | Member of CIREBA
🔗 Link in bio
#CaymanRealEstate #LuxuryLiving #WaterfrontEscape #OceanFrontProperty #CaymanIslands #CaymanLife #CaymanSothebysRealty #BeachfrontLiving #BeachfrontProperty #OceanViews #CaribbeanProperty #CaribbeanRealEstate
Jul 28
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