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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.

1 Bedroom Villa, Port St. Charles No. 350

If you are working in Barbados, spending 6 months a year or two at a time or just thinking about relocating then renting or owning a home at Port St Charles is your best option. The comforts of a home with all the amenities, tennis, gym, Yacht Club restaurant and an amazing beach that makes swimming a dream. Utilities are billed each month and can be paid by the Port St Charles office without any hassles. Housekeeping is also available at a minimal cost. Apartment 350 is on the top floor and is approached through landscaped gardens and are accessed by elevator and staircase. Inside, cool tropical furnishings create an atmosphere of informal luxury, a haven surrounded by the tranquil waters of the lagoon. The living room, with its heavenly view of the aquamarine water, leads on to the terrace, which provides a delightful area for outdoor dining just steps away from the water s edge. Great sunset views over the sea from this apartment. The well-appointed kitchen is designed for easy living and casual meals, with an open counter area, which provides a bar or serving area and looks over the terrace to an unparalleled view of the lagoon. Laundry facilities are quietly tucked away for use when needed. The spacious, vaulted ceiling bedroom is beautifully decorated, with a large air-conditioned bathroom tiled in marble. Residents enjoy the choice of air-conditioning, ceiling fans or the cooling trade winds. This charming apartment combines intimacy and comfort with all the amenities of a luxury resort. Top floor apartment Access via stairs or elevator View of the lagoon from living room Own 30ft berth Access to communal facilities

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5 Bedroom Villa, San Flamingo

San Flamingo is truly a villa beyond description. Set among lush, green, exquisitely landscaped gardens, this marvelous example of antique design and architecture sits on a throne of panache on the Holders Ridge off the Polo Field. Strategically situated away from the hustle and bustle native to developing countries, nothing but a quiet, peaceful environment awaits. Breathtaking views are at hand from every window. The lovely outdoor pool increases the enjoyment of the gorgeous landscape. There is also a private floodlit tennis court which includes a practice wall. Indoors you will find an extremely spacious, relaxing and delightfully furnished décor. Five air-conditioned bedrooms with en-suite bathrooms, open kitchen, dining and living areas all add to the luxury and class of this stylish estate.

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5 Bedroom Villa, Sandy Lane Shalimar Harbin Alleyne Rd

Located close to the Golf course on the northern edge of the very sought after Sandy Lane Estate in the heart of the world famous west coast (Platinum Coast) of Barbados is this spacious and comfortable 5 bedroom home. Sitting on an acre of land, is this two-story family holiday home found at 150 Harbin Alleyne Road. Basque in the beauty of the nature delicately surrounding the Koi pond entrance to the home. Gaze upon the antique built-in bar as you enter, located within the dining/living room. These rooms open onto the spacious patio leading to the swimming pool/deck and guest room, which has its own outdoor entrance from the garden. All bedrooms within the main house have built-in closets and are equipped with A/C units. The master bedroom is privately tucked away on the first floor of the home. It was designed with a vast walk in closet, and master en-suite bathroom which includes a Jacuzzi tub and separate shower. Lush trees and plants surround the home lending to the peaceful nature of the neighborhood. Sandy Lane has built a tremendous reputation for offering some of the finest second homes on the island and its residents include some of the most successful, discerning individuals on the planet. Embroidered with fine dining restaurants, attractive sandy beaches, several top quality golf courses and also blessed with an array of interesting nightlife, this part of the island has been described as the playground of the rich and famous .

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3 Bedroom Villa, Royal Westmoreland Forest Hills No. 3

Forest Hills 3 boasts breathtaking views of the resort and the ocean beyond. This three bedroom Deluxe Club Villa is located on the exclusive Royal Westmoreland Golf Resort, overlooking the 10th tee. Fairways enjoys a large upper floor living and dining area with a refurbished Dillon Amber Dane Kitchen. The open plan living area leads on to a covered terrace offering outdoor living and dining areas overlooking the resort and the Caribbean Sea. The main property has two Double bedrooms opening onto a private garden terrace. The third bedroom is a self contained cottage set within an enclosed private courtyard. The cottage offers an extra degree of privacy with its beautiful garden entrance and separate kitchenette. All bedrooms are en suite while the master shower includes a separate tum as well as a double vanity. The three bedrooms are air conditioned and include a ceiling fan. Forest Hills 3 has been immaculately maintained and undergone renovations as seen in the remodeled entrance, updated bathrooms and modern Dillon Amber Dane kitchen. The sale of this property also includes an SUV and an Electric Golf Cart. All residents of Royal Westmoreland will have access to the resort facilities which include flood lit tennis courts, fitness centre, Sanctuary, Clubhouse, two communal pools and beach membership at the famous Mullins Bay.

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