About Chestertons Barbados

Established in 1805 Chestertons are the leading luxury sales and rentals real estate agency in Barbados.

We represent luxury homes, golf and resort developments, apartments, marina resorts, hotels and beachfront real estate for sale and rent on the island of Barbados.

Our office is ideally located on the famous “Platinum West Coast”, opposite Cartier in Limegrove, in Holetown, in the parish of St. James.

Our experienced team led by Managing Director Daryl Kelly who offers a wealth of knowledge and experience to prospective buyers, sellers and renters and provides an unrivalled service to help successfully fulfill our clients real estate needs.

Chestertons is a fully regulated member of the Barbados Estate Agents and Valuers Association and offers all real estate for sale and rent in Barbados.

Chestertons has 50+ offices in 13 countries on 5 continents, including but not limited to London, Paris, New York, Monaco, Malta, Marbella, Toronto, Geneva, Gibraltar, Sardinia, UAE, Portugal, Singapore, Australia and South Africa.


Quality of service is our hallmark

Chestertons are dedicated to providing our clients with the highest level of service and representation on all property matters.

Our staff is fluent in a variety of different languages so we can provide the best service to overseas clients. Languages include Arabic, Bulgarian, Farsi, French, German, Greek, Hindi, Italian, Lithuanian, Moroccan, Polish, Russian, Slovakian, Spanish, Urdu and Turkish.

“Chestertons are the leading luxury estate agency to help you find your perfect home in Barbados”

Management Team


Daryl Kelly, Managing Director

Daryl Kelly has 12 years experience in the luxury real estate and financial services sectors.

Daryl has a wealth of knowledge and experience in the luxury real estate market providing clients with unrivalled service and representation.

Daryl is also responsible for marketing, branding and advertising for Chestertons Barbados.

Office Tel: +1 246 432 4663

Mobile Tel: +1 246 266 8988

E: Daryl.kelly@chestertonbarbados.com

Dawn Allen, Sales

Dawn Allen has been at the forefront of luxury real estate in Barbados for the last 16 years and has a wealth of experience and knowledge.

Prior to joining Chestertons in Barbados Dawn held a senior sales position at Knight Frank and is well known in the real estate market for providing clients with unrivalled service and representation.

Office Tel: +1 246 432 4663

Mobile Tel: +1 246 231 0656

E: Dawn.allen@chestertonbarbados.com

Daniel Evelyn, Sales Executive

Daniel Evelyn has 15 years of luxury sales experience representing some of the most prestigious international luxury brands. Daniel is known for his exceptional client service, knowledge of the property market, management skills and unrivalled client representation.

Office Tel: + 1 246 432 4663

Mobile Tel: + 1 246 262 8987

E: daniel.evelyn@chestertonbarbados.com

Sally Mayers, Holiday and Long Term Rentals

Sally Mayers is well known as the luxury rentals expert in Barbados and has a wealth of experience.

Sally and our rentals team also offer our booking guests a full concierge service.

Prior to Chestertons in Barbados Sally managed a number of the largest estates on the island.

Office Tel: +1 246 432 4663

Mobile Tel: +1 246 253 6230

E: Sally.mayers@chestertonbarbados.com

Kieran Kelly, Chairman

Kieran Kelly has 18 years experience in the financial services and luxury real estate sectors and specializes in acquisitions.

Kieran holds a number of board positions including Managing Director of Tradewinds International Insurance Brokers Ltd (www.tradewindsbrokers.com) Tradewinds is the largest insurance brokerage on the West Coast of Barbados, part owned by the Lynch Group and Marsh, the worlds largest insurance firm www.marsh.com

Kieran is also the Chairman of KMLK Real Estate Ltd, which is the landlord for prime commercial real estate on the West Coast of Barbados in the Parish of St. James.

Office Tel: +1 246 432 4663

Mobile Tel: +1 246 256 2603

E: Kieran.kelly@chestertonbarbados.com