About Dillon Claassens

Dillon Claassens is a distinguished real estate professional with 21 years of experience, currently holding a senior position at Keller Williams Cayman Islands. Originally from Port Elizabeth, South Africa, he has resided in the Cayman Islands for 26 years and is a proud naturalized Caymanian.

Dillon infuses fresh energy and a contemporary approach into the real estate landscape of the Cayman Islands. With strong analytical skills and a client-centric mindset, he excels at guiding buyers through the complexities of the market with confidence. Renowned for his pragmatic strategies and extensive market knowledge, Dillon specializes in the condominium and residential sectors, providing expert advice to both local and international buyers and sellers on acquisitions, dispositions, and investment strategies.

Dillon's outstanding performance in the industry has earned him numerous prestigious accolades, including the Lifetime Achievement Award, membership in the Chairman's Club, and multiple Platinum Awards. Outside of his professional endeavors, Dillon enjoys fishing, golfing, and socializing with friends. He is also an avid NFL fan. By combining a rigorous work ethic with a personable approach, he provides clients with a high-caliber and dependable real estate experience.

21

Years
Experience

100%

CLIENT-FOCUSED APPROACH

90%

REPEAT
CLIENTS

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  • dillon.claassensrealestate's profile picture
    dillon.claassensrealestate
    Cayman Islands
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    Liked by nature.explorer and 20 others
    dillon.claassensrealestateThis exquisitely designed 7th floor residence has an open-concept kitchen, living and dining area, filled with natural light and adorned with high-end finishes. Each of the three generously sized bedrooms offers en-suite bathrooms, and ample closet space. The versatile den provides an additional space for relaxation, work, or play. Don’t miss the opportunity to own this extraordinary beachfront residence ✨ bianca.alberga@remax.ky dillon.claassens@remax.ky Watercolours 706 CIREBA MLS 415994
    32mo ago
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    dillon.claassensrealestate
    Cayman Islands
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    Liked by nature.explorer and 22 others
    dillon.claassensrealestateThis energy efficient, coastal farmhouse, built by renowned builders, Arch & Godfrey, exudes charm and functionality, and overflows in natural light. High ceilings, plantation shutters, and upscale finishes create a warm ambiance. The home also features an open floor plan, a chef’s kitchen, and spacious bedrooms. The master suite boasts his and hers walk-in closets, and a luxurious ensuite bathroom with a soaking tub. Built 8 feet above sea level, the home’s safety and security features also include a standby gas generator, a home security and monitoring system, and hurricane-impact windows and doors. Contact us to arrange a viewing, 48 hours notice required: bianca.alberga@remax.ky / dillon.claassens@remax.ky CIREBA MLS 416351
    32mo ago
  • dillon.claassensrealestate's profile picture
    dillon.claassensrealestate
    Cayman Islands
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    Liked by nature.explorer and 20 others
    dillon.claassensrealestateThis exquisitely designed 7th floor residence has an open-concept kitchen, living and dining area, filled with natural light and adorned with high-end finishes. Each of the three generously sized bedrooms offers en-suite bathrooms, and ample closet space. The versatile den provides an additional space for relaxation, work, or play. Don’t miss the opportunity to own this extraordinary beachfront residence ✨ bianca.alberga@remax.ky dillon.claassens@remax.ky Watercolours 706 CIREBA MLS 415994
    32mo ago
  • dillon.claassensrealestate's profile picture
    dillon.claassensrealestate
    Cayman Islands
    Liked by nature.explorer and 31 others
    dillon.claassensrealestateThis custom-built home by one of Cayman’s most esteemed and sought-after builders, Arch & Godfrey, was designed and crafted with family, functionality, and flair at the heart. 4 Bed | 3 Bath | 3306 SqFt • 10ft High Ceilings • Chefs Kitchen • 2 Car Garage • 7ft Privacy Hedges • Custom Brick Deck • Fenced-In Backyard • 7000 sqft Artificial Turf Lawn • 8ft Above Sea Level • Energy-Efficient Home And so much more! Contact us to arrange a viewing, 48 hours notice required: bianca.alberga@remax.ky / dillon.claassens@remax.ky CIREBA MLS 416351
    33mo ago
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    dillon.claassensrealestate
    Cayman Islands
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    Liked by nature.explorer and 17 others
    dillon.claassensrealestateThe Tides is a paradise nestled along a magnificent stretch of beach in South Sound, offering unobstructed ocean views from every angle. Unit 205 awaits you, boasting a generous 3278 square feet of opulent living space. The 18-foot floor-to-ceiling windows, built to withstand hurricanes, flood the unit with abundant natural light, showcasing the breathtaking views. This two-story condo, with its 3 bedrooms and 3.5 bathrooms, is a haven of elegance and comfort, thoughtfully furnished with exquisite designer pieces, including selections from the renowned Anna Hislop Home. The heart of this magnificent home is its chef's kitchen, adorned with high-end appliances, while the spacious living room effortlessly opens onto a sprawling private balcony, offering a serene retreat. The Tides exudes a contemporary coastal design, meticulously curated to immerse you in a tropical oasis, where white sands and the turquoise sea beckon you to indulge in the ultimate island lifestyle 🌴☀️ bianca.alberga@remax.ky dillon.claassens@remax.ky CIREBA MLS 414671
    33mo ago
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    dillon.claassensrealestate
    Cayman Islands
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    Liked by nature.explorer and 20 others
    dillon.claassensrealestateThis exquisitely designed 7th floor residence has an open-concept kitchen, living and dining area, filled with natural light and adorned with high-end finishes. Each of the three generously sized bedrooms offers en-suite bathrooms, and ample closet space. The versatile den provides an additional space for relaxation, work, or play. Don’t miss the opportunity to own this extraordinary beachfront residence ✨ bianca.alberga@remax.ky dillon.claassens@remax.ky Watercolours 706 CIREBA MLS 415994
    32mo ago
  • dillon.claassensrealestate's profile picture
    dillon.claassensrealestate
    Cayman Islands
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    Liked by nature.explorer and 22 others
    dillon.claassensrealestateThis energy efficient, coastal farmhouse, built by renowned builders, Arch & Godfrey, exudes charm and functionality, and overflows in natural light. High ceilings, plantation shutters, and upscale finishes create a warm ambiance. The home also features an open floor plan, a chef’s kitchen, and spacious bedrooms. The master suite boasts his and hers walk-in closets, and a luxurious ensuite bathroom with a soaking tub. Built 8 feet above sea level, the home’s safety and security features also include a standby gas generator, a home security and monitoring system, and hurricane-impact windows and doors. Contact us to arrange a viewing, 48 hours notice required: bianca.alberga@remax.ky / dillon.claassens@remax.ky CIREBA MLS 416351
    32mo ago
  • dillon.claassensrealestate's profile picture
    dillon.claassensrealestate
    Cayman Islands
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    Liked by nature.explorer and 20 others
    dillon.claassensrealestateThis exquisitely designed 7th floor residence has an open-concept kitchen, living and dining area, filled with natural light and adorned with high-end finishes. Each of the three generously sized bedrooms offers en-suite bathrooms, and ample closet space. The versatile den provides an additional space for relaxation, work, or play. Don’t miss the opportunity to own this extraordinary beachfront residence ✨ bianca.alberga@remax.ky dillon.claassens@remax.ky Watercolours 706 CIREBA MLS 415994
    32mo ago
  • dillon.claassensrealestate's profile picture
    dillon.claassensrealestate
    Cayman Islands
    Liked by nature.explorer and 31 others
    dillon.claassensrealestateThis custom-built home by one of Cayman’s most esteemed and sought-after builders, Arch & Godfrey, was designed and crafted with family, functionality, and flair at the heart. 4 Bed | 3 Bath | 3306 SqFt • 10ft High Ceilings • Chefs Kitchen • 2 Car Garage • 7ft Privacy Hedges • Custom Brick Deck • Fenced-In Backyard • 7000 sqft Artificial Turf Lawn • 8ft Above Sea Level • Energy-Efficient Home And so much more! Contact us to arrange a viewing, 48 hours notice required: bianca.alberga@remax.ky / dillon.claassens@remax.ky CIREBA MLS 416351
    33mo ago
  • dillon.claassensrealestate's profile picture
    dillon.claassensrealestate
    Cayman Islands
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    Liked by nature.explorer and 17 others
    dillon.claassensrealestateThe Tides is a paradise nestled along a magnificent stretch of beach in South Sound, offering unobstructed ocean views from every angle. Unit 205 awaits you, boasting a generous 3278 square feet of opulent living space. The 18-foot floor-to-ceiling windows, built to withstand hurricanes, flood the unit with abundant natural light, showcasing the breathtaking views. This two-story condo, with its 3 bedrooms and 3.5 bathrooms, is a haven of elegance and comfort, thoughtfully furnished with exquisite designer pieces, including selections from the renowned Anna Hislop Home. The heart of this magnificent home is its chef's kitchen, adorned with high-end appliances, while the spacious living room effortlessly opens onto a sprawling private balcony, offering a serene retreat. The Tides exudes a contemporary coastal design, meticulously curated to immerse you in a tropical oasis, where white sands and the turquoise sea beckon you to indulge in the ultimate island lifestyle 🌴☀️ bianca.alberga@remax.ky dillon.claassens@remax.ky CIREBA MLS 414671
    33mo ago
  • dillon.claassensrealestate's profile picture
    dillon.claassensrealestate
    Cayman Islands
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    Liked by nature.explorer and 20 others
    dillon.claassensrealestateThis exquisitely designed 7th floor residence has an open-concept kitchen, living and dining area, filled with natural light and adorned with high-end finishes. Each of the three generously sized bedrooms offers en-suite bathrooms, and ample closet space. The versatile den provides an additional space for relaxation, work, or play. Don’t miss the opportunity to own this extraordinary beachfront residence ✨ bianca.alberga@remax.ky dillon.claassens@remax.ky Watercolours 706 CIREBA MLS 415994
    32mo ago
  • dillon.claassensrealestate's profile picture
    dillon.claassensrealestate
    Cayman Islands
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    1/8
    Liked by nature.explorer and 22 others
    dillon.claassensrealestateThis energy efficient, coastal farmhouse, built by renowned builders, Arch & Godfrey, exudes charm and functionality, and overflows in natural light. High ceilings, plantation shutters, and upscale finishes create a warm ambiance. The home also features an open floor plan, a chef’s kitchen, and spacious bedrooms. The master suite boasts his and hers walk-in closets, and a luxurious ensuite bathroom with a soaking tub. Built 8 feet above sea level, the home’s safety and security features also include a standby gas generator, a home security and monitoring system, and hurricane-impact windows and doors. Contact us to arrange a viewing, 48 hours notice required: bianca.alberga@remax.ky / dillon.claassens@remax.ky CIREBA MLS 416351
    32mo ago
  • dillon.claassensrealestate's profile picture
    dillon.claassensrealestate
    Cayman Islands
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    Liked by nature.explorer and 20 others
    dillon.claassensrealestateThis exquisitely designed 7th floor residence has an open-concept kitchen, living and dining area, filled with natural light and adorned with high-end finishes. Each of the three generously sized bedrooms offers en-suite bathrooms, and ample closet space. The versatile den provides an additional space for relaxation, work, or play. Don’t miss the opportunity to own this extraordinary beachfront residence ✨ bianca.alberga@remax.ky dillon.claassens@remax.ky Watercolours 706 CIREBA MLS 415994
    32mo ago
  • dillon.claassensrealestate's profile picture
    dillon.claassensrealestate
    Cayman Islands
    Liked by nature.explorer and 31 others
    dillon.claassensrealestateThis custom-built home by one of Cayman’s most esteemed and sought-after builders, Arch & Godfrey, was designed and crafted with family, functionality, and flair at the heart. 4 Bed | 3 Bath | 3306 SqFt • 10ft High Ceilings • Chefs Kitchen • 2 Car Garage • 7ft Privacy Hedges • Custom Brick Deck • Fenced-In Backyard • 7000 sqft Artificial Turf Lawn • 8ft Above Sea Level • Energy-Efficient Home And so much more! Contact us to arrange a viewing, 48 hours notice required: bianca.alberga@remax.ky / dillon.claassens@remax.ky CIREBA MLS 416351
    33mo ago
  • dillon.claassensrealestate's profile picture
    dillon.claassensrealestate
    Cayman Islands
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    Liked by nature.explorer and 17 others
    dillon.claassensrealestateThe Tides is a paradise nestled along a magnificent stretch of beach in South Sound, offering unobstructed ocean views from every angle. Unit 205 awaits you, boasting a generous 3278 square feet of opulent living space. The 18-foot floor-to-ceiling windows, built to withstand hurricanes, flood the unit with abundant natural light, showcasing the breathtaking views. This two-story condo, with its 3 bedrooms and 3.5 bathrooms, is a haven of elegance and comfort, thoughtfully furnished with exquisite designer pieces, including selections from the renowned Anna Hislop Home. The heart of this magnificent home is its chef's kitchen, adorned with high-end appliances, while the spacious living room effortlessly opens onto a sprawling private balcony, offering a serene retreat. The Tides exudes a contemporary coastal design, meticulously curated to immerse you in a tropical oasis, where white sands and the turquoise sea beckon you to indulge in the ultimate island lifestyle 🌴☀️ bianca.alberga@remax.ky dillon.claassens@remax.ky CIREBA MLS 414671
    33mo ago

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Chat with Dillon

Dillon Claassens

Real Estate Agent

dillon.claassens@kellerwilliams.ky

+1 (345) 926-4492

Member of CIREBA

Copyright 2026 © Dillon Claassens

Contact

dillon.claassens@kellerwilliams.ky

+1 (345) 926-4492

Cookie Policy Privacy Policy

Member of CIREBA

Copyright 2026 ©
Dillon Claassens

Contact

dillon.claassens@kellerwilliams.ky

+1 (345) 926-4492

Cookie Policy Privacy Policy

Member of CIREBA

Copyright 2026 © Dillon Claassens

Contact

dillon.claassens@kellerwilliams.ky

+1 (345) 926-4492

Cookie Policy Privacy Policy