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Chestertons Barbados

Flindt Building, 1st Street, Holetown St. James

Chestertons Barbados specialises in luxury property sales, long and short-term rentals and property management in Barbados, affectionately referred to as Little Britain. Everything from a bespoke Caribbean getaway, buying your dream vacation home, and management services to protect your investment; the team at Chestertons is the leading luxury estate agents in Barbados.

Bajan, or Barbadian cuisine, has English, Asian, African, Creole, and Irish influences. It uses a lot of sauces, marinades and spices.


Office Location

Flindt Building, 1st Street, Holetown, St. James. Barbados W.I.

Our Team

Daryl Kelly
Managing Director, Barbados

Daryl Kelly, Managing Director, has 16 years experience in the luxury real estate and financial services sectors and a wealth of knowledge 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.

Area Guide

Our sales and rental office is located in Holetown, the heart of the Platinum Coast. Barbados is close to British hearts founded by the friendliness of its people, mature infrastructure and some of the world’s finest dining, private villas, golfing, water sports and beaches; Caribbean lifestyle in Barbados is priceless.

The West Coast of Barbados spans from the most southern corner of the island, through Holetown to the most northern charming town of historic Speightstown. Properties along the west coast of the island are some of the most sought after in the Caribbean. The area has hosted royalty, presidents and prime ministers from the world over.

Options can include beachfront private villas and condominiums, colonial townhouse mews, exclusive gated golf and polo communities and modern hotel condominium developments. Designs vary from traditional elegance with contemporary accents to state-of-the-art modern smart homes and eco-friendly options with wrap around terraces of breath-taking views overlooking the Caribbean Sea.

The main Barbadian festival is the Crop Over, a traditional harvest festival that takes place over the summer to celebrate the local culture, music and food. There are many other popular festivals to choose from, such as the International Horticultural Flower Show, Reggae Music Festival, Holetown Festival, as well as The Barbados Food and Rum Festivals and the weekly local Oistins Fish Fry on the south coast.

Pamper yourself at world class spas and lounge at beach clubs such as Nikki Beach, with mega yachts nearby. Be adventurous on an island safari, cave excursions, submarine and catamaran tour. Choose from swimming with sea turtles, snorkelling, horseback riding on the beach, or simply take a stroll or sit back and relax in paradise. A wide variety of sporting activities are also available, including cricket matches, regattas, golf tournaments, polo season, or horse racing with the highly anticipated Sandy Lane Gold Cup. On the west coast of Barbados, you will find luxury shopping at its best in Holetown, with international brands in jewellery and fashion with local arts and crafts exhibits and house shops.

2 Bedroom Villa, Harmony Hall Green 2 Bed

Harmony Hall Green is an exciting new, gated condominium development in a quiet location, yet right in the heart of Barbados South Coast entertainment district, close to Dover and Accra beaches, shopping, restaurant, services, transportation, and nightlife. The units all face inward to a water garden a large reflecting pool, combining tranquillity and natural beauty with a communal swimming pool and landscaped islands within the water garden. Off Plan Prices (in US$): 2 bedroom apartment starting at US $339,500 (1,259 1,382  sf , incl. a covered patio of 236 270  sf ) The units all face inward to a water garden a large reflecting pool, combining tranquility and natural beauty with communal, landscaped islands within the water garden. A communal swimming pool with sundecks. A gym area, overlooking the water garden. Onsite management. Beautiful landscaping, including many large, mature mahogany and casuarina trees. Reserved parking for residents, plus guest parking. The reflecting pool is filled with harvested rainwater. The excess rainwater is used for irrigation of our landscaping. Garbage areas for recyclable and non-recyclable items. Gated community, with night time security personnel. Underground utilities. A central photovoltaic system to convert sunlight to electricity, so communal electricity bills will be minimized. 3-minute walk to beautiful Dover beach. Access to the facilities of Divi Southwinds Resort, including beach chairs, bar, restaurant, tennis, mini golf, children s play park, spa. Project started September 2017. Estimated Handover mid-2020

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Villa, Apes Hill Lot I3

Lot I3 is located at Apes Hill Club, a world class Golf and Polo Community located 1,000 feet above sea level with panoramic views of the Atlantic Ocean and Caribbean Sea. This luxury lifestyle resort is boasting the completion of its new Club House offering a high quality experience, from golf and polo, to tennis and swimming, within a safe and secure environment. Located on the right side of the 6th fairway, lot i3 benefits from cooling trade winds and spectacular fairway and ocean views. Ownership of this lot also comes with building incentives which includes duty free build and furnishing when developing the lot for the first time. Available at a great price lot i3 is priced to sell so please contact us today for more information or to schedule a site tour.

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1 Bedroom Villa, Sugar Hill Palm Crescent A101

Located within the upscale Tennis Village Community of Sugar Hill Resort is the charming apartment, Palm Crescent. A101 is a ground floor 1 bedroom, 1 bathroom apartment offering approximately 700 sq. ft. of living space boasting beautiful garden views. Situated in the corner this unit features a good size bedroom with air conditioning, an open-plan kitchen with granite counter tops that looks over a cozy living room and a covered patio. Residents of Sugar Hill have access to all club amenities including the 2 central swimming pools, reception area, members lounge, restaurant, fitness center and 4 flood-lit tennis court. Sugar Hill enjoys easy access to a wide array of amenities on Barbados West Coast including fantastic beaches, fine dining and luxury shopping at Limegrove Lifestyle Center.

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Villa, Harrismith

This large vacant oceanfront land has substantial cliff frontage with steps in the cliff side leading down to the stunning Harrismith beach. There are beautiful views overlooking the sea offering huge development opportunities for villas, hotel or resort style properties.

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