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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
Heather grew up in Cobourg, Ontario, Canada, a small town just outside of Toronto, and realised very early on that the cold winters were not for her, even though she spent a very active childhood in cold arenas as a figure skater or on the ski slopes. After graduating, Heather spent over 15 years in hospitality management with Canadian Pacific Hotels in four and five-star hotels and resorts across Canada. She caught the travel bug during this time and decided it was time to see the world, so she spent two years traveling, hiking, and working throughout Australia, Southeast Asia, India and Nepal. When she thought she still wasn’t ready to settle down, she accepted the Director of Sales position with the Westin Grand Cayman, thinking the Cayman Islands would be a great spot to enjoy for a couple of years before her next adventure. Twenty four years later, she is still calling the Cayman Islands home and plans to do so for many years to come.
Heather moved from hotel management to real estate sales in 2005, starting with Sheena Conolly Real Estate, which transitioned to Cayman Islands Sotheby’s International Realty shortly after. She has been a successful top producing agent every year since. She was awarded Cayman Islands Real Estate Associations (CIREBA) Agent of The Year by her peers in 2009, sat on the Association’s Board of Directors for five years and recently sold the highest priced single family home ever in the Cayman Islands in 2020.
Exceptional customer service is Heather’s number one priority. She is dedicated to exceeding her clients’ expectations while making the real estate process a carefree experience for them. Listening to clients’ needs while focusing on their experience has allowed her to not only be very successful in building a wonderful repeat and referral network, it has allowed her to match hundreds of happy buyers and sellers over the years and, most importantly, meet a lot of wonderful people she calls friends to this day. She can’t imagine anything she’d rather be doing or anywhere else in the world she’d rather being doing it.
A rare opportunity to own prime land on Midsummer Drive!
Nestled in a secluded, upscale neighbourhood just minutes from town, this stunning piece of land offers the perfect setting for your dream home. The property is ready for building, providing peace of mind and endless possibilities.
Listed at CI$595,000
Contact @karinamcdermot at +1.345.925.3800
MLS# 418590 | Member of CIREBA
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#CaymanLand #CaymanIslandsLand #CaymanRealEstate #GrandCayman #BuildInCayman #CaymanProperty
Jun 14
Known for being a particularly intimidating course, is currently hosting the 2025 US Open, and our very own Tana Kelly is front row today supporting Cayman`s Justin Hastings, as he started today`s round.
Best of luck today, Justin. 🏌️♂️
#USopen #oakmont #golfing #progolf #pga #masters #caymangolf #2025usopen @caymansothebyskelly
Jun 13
From luxury homes with private putting greens to golf course views that never get old — discover the ultimate properties designed for golf lovers. Whether you`re a serious player or just enjoy the lifestyle, these homes are on par with perfection ⛳
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Jun 13
Seabreeze offers rare privacy and true beachfront living on world-renowned Seven Mile Beach — just nine luxury residences with uninterrupted Caribbean views.
This 4-bedroom, 4.5-bathroom condo with a den spans nearly 3,000 sq. ft., featuring resort-style amenities, direct elevator access, two underground parking spaces, and snorkeling right outside your door.
Listed at US$4,950,000
For more details, contact Cathy at +1.345.927.8095
MLS# 418407 | Member of CIREBA
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#SevenMileBeach #LuxuryRealEstate #CaymanRealEstate #CaymanProperty #WhoYouListWithMatters #OceanFrontProperty #CaymanIslands #CaymanSothebysRealty #BeachfrontLiving #BeachfrontProperty #OceanViews #CaribbeanProperty
Jun 12
7 secret details about Jane Birkin`s original Birkin revealed
@reposted from @sothebys
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Jun 11
#NewRental
72 Vista Del Mar - Luxury 4-Executive Family Home
Welcome to your dream rental in one of Grand Cayman’s most exclusive gated communities — Vista del Mar. This elegant 4- bedroom + den, 4.5-bathroom estate offers the ultimate in privacy, comfort, and Caribbean luxury.
US$15,500 per month
For more details contact Karina at +1.345.925.3800
RLS# 5487 | Member of CIREBA
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#CaymanRental #CaymanIslands #CaymanRealEstate #CaymanRentalProperty #CaymanProperty #CaymanPropertyRental
Jun 10
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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