
Trophy Properties: Caribbean & Bahamas
The Caribbean and Bahamas are home to some of the most coveted sects of real estate in the world. here, haute living presents our picks of the islands' top homes on the market.
The Caribbean and bahamas are home to some of the most coveted sects of real estate in the world. here, haute living presents our picks of the islands’ top homes on the market.
By Jennifer Seligman & Eve Gurevich
$10.8 Million
Kalypso Shores

Lyford Cay, which sits on the western tip of New Providence Island, enjoys an unmatched reputation for excellence in environment and amenities, and is the ultimate expression of privacy and elegance in The Bahamas. Kalypso Shores is one of 300 beautiful properties of the privileged enclave.
Recently renovated and impeccably maintained, the 8,000-square-foot, canal front estate is nestled on one acre of land and features six bedrooms with six- and-a-half bathrooms. The home is beautifully furnished and boasts a grand kitchen, butler’s pantry, breakfast room, walk-in wine cellar, his and her offices, his and her walk-in closets, audio visual room, gym, separate guest cottage and staff quarters.
Lush, tropically landscaped gardens surround this beautiful home. The grounds include a swimming pool, two docks, boat lift, entrance fountain, irrigation system, outdoor lighting, courtyard, greenhouse, standby generator, reverse osmosis system, rain water tank, interior and exterior music system, security system, and intercom.
The Lyford Cay community is home to the Lyford Cay Club, a world famous, private retreat that boasts a championship golf course, 12 tennis courts, a complete marina, and world-class cuisine. A half-mile of powdery white beach, 24 hour security, it’s own private, international school, and rare privileges distinguish Lyford Cay as a truly unique place to live and Kalypso Shores a truly magnificent home to live in.
Price: $10,800,000
Location: Lyford Cay, Bahamas
Realtor: Diane Holowesko Dunkley
Phone: 242.362.5858
Realty: Holowesko Realty
Website: www.holowesko.com $25 Million
Deepwater

[highlight_text] The great room is finished with Jerusalem stone flooring, a custom detailed Texas limestone fireplace, and 20-plus-foot ceiling while the elegant dining room boasts hand-painted vaulted ceilings and floor to ceiling palladium doors. [/highlight_text]
Let us paint the perfect picture: year-round sunshine, salty air, breathtaking sunsets, and stunning ocean views. As the only Bermudian home designed by internationally respected JF Brennan, and influenced by the work of Renaissance architect Andrea Palladio, Deepwater is truly your very own work of art.
The spacious property is situated directly on the waterfront and offers bocce and tennis courts on the premises as well as scenic gardens, a magnificent infinity edged horizon pool, generously roofed patios and terraces, and multiple water views over peaceful Harrington Sound.
Every detail of the home has been designed, built, styled, and maintained with extraordinary workmanship and care. Balancing grandeur with intimacy, this private 2.7-acre estate offers a grand main house with four bedrooms, six bathrooms, striking reception foyers with cypress ceilings, and an elevator for easy access. The great room is finished with Jerusalem stone flooring, a custom detailed Texas limestone fireplace, and 20-plus-foot ceiling while the elegant dining room boasts hand-painted vaulted ceilings and floor to ceiling palladium doors. Other main highlights within the estate include a chef’s dream kitchen, versatile media and office, a wine room, and a spectacular mini-rainforest, aquarium, and exotic bird aviary.
And picture this: your guests may retire for the evening to one of the private bedroom suites. The first serene guest area offers doors to the pool deck and a bathroom with private outdoor shower. The stunning Moroccan-themed suite is next on the list, with magnificent hand-carved ceilings imported from India. The third lovely guest space offers French doors leading to a balcony overlooking the rotunda and entryway gates. A separate cottage offers three additional guest suites and staff accommodations.
Price: $25,000,000
Location: Smith’s Parish, Bermuda
Realtor: Margaret Young
Phone: 441.299.1514
Realty: Rego/Sotheby’s International Realty
Website: www.regosothebysrealty.com€11.9 Million
Villa SIB MMO

A view of St. Barths’ St. Jean beach is amazing enough, but add a view of Saline beach as well and you’ve got the best of both worlds. Villa SIB MMO features amazing views from each of its three bedrooms, which offer direct access to the pool. There are bathrooms to accommodate every bedroom, and dining areas are situated at the front and in the rear of the house. The rear of the estate features lush views of Saline and sits up to a dozen people, while the terrace sits eight at the front of the house.
The two brightly colored bedrooms at the front of the home are in traditional Caribbean hues of blue and orange. When you enter Villa SIB MMO, one bedroom is to the right and one is to the left-they are virtually identical, but the one on the right overlooks St. Jean. The master bedroom is located off the main room and is more traditional with golden hues, as well as a view of Saline. The large en suite bath with a rain head shower overlooks the turquoise waters of St. Jean.
The main living area consists of the living room and a gourmet kitchen, which has a free-form counter with all the amenities of a top-notch restaurant. This area exposes the northern and southern views of the island as well as the outdoor area. The pool area seen from the main space is large and is equipped with an outdoor shower, a barbecue grill, and enough space to accommodate all of your guests.
This spectacular property on St. Barths is also available to rent by the week exclusively through Wimco Villas at www.wimco.com.
Price: €11,900,000
Location: St. Barths
Realtor: Christian Wattiau
Phone: 590.590.29.88.91
Realty: Sibarth Real Estate
Website: www.sibarthrealestate.com
Email: [email protected]
€6 Million
Villa Princess X

With its charming sophistication, gorgeous weather, and outstanding beaches, St. Barths delights all who visit. Sunny days, balmy nights, crystal clear Caribbean waters, white sandy beaches, and panoramic vistas create a backdrop to some of the most desirable pieces of real estate in the world.
The rare opportunity to own a waterfront property in St. Barths could be yours with Villa Princess X, located just steps away from the gorgeous and secluded beach of Petit Cul de Sac. Sleek and contemporary in design, the appeal of Villa Princess X definitely draws on the senses. The estate offers an open floor plan with its large, roomy living and dining areas, which open up to the equally spacious pool deck. The two bedrooms, both with en suite bathrooms, are located at opposite ends of the villa and offer full access to the pool deck. The state-of-the-art kitchen comes fully equipped with a combination cook-top island and a bar with pull-up stools-perfect for entertaining. In keeping with the villa’s contemporary design, the décor is minimalist-chic, cool, and comfortable.
St. Barth Properties Sotheby’s International Realty maintains the largest inventory of luxury real estate available in St. Barths. If you are looking to complement your real estate portfolio with a purchase in one of the most sought-after luxury destinations in the world, look no further. St. Barth Properties Sotheby’s International Realty has become synonymous for artfully uniting extraordinary properties with extraordinary lives.
Price: €6,000,000
Location: St. Barths
Realtor: Tom Smyth
Phone: 508.570.4127
Realty: Sotheby’s International Realty
Website: www.sothebysrealty-stbarth.com$9.995 Million
Kayu Maya

In a secret hideaway, deep in the Bahamas, ancient Balinese craftsmanship and Polynesian design have merged to create the most unique work of art: Kayu Maya. Located on Staniel Cay in the heart of the world renowned Exuma Cays, Kayu Maya is an ideal paradise for those who dream of privacy in beautiful surroundings.
Kayu Maya’s name means “ancient wood,” a tribute to the architectural design and interior elements, which sit on a 40-foot high ridgeline overlooking pristine beaches. The resort-style residence is situated on a one-acre lot with waterfront on east and west exposures. The property is inspired by travel to the most luxurious beach resorts, which is apparent in the structure and décor.
The main pavilion design of this 5,000-square-foot, four-bedroom home is a massive, open-beamed, ancient hardwood structure imported from Bali. Traditional craftsmanship combined with the highest level of engineering is integrated into the luxurious property. The interior design is a combination of Caribbean and Asian-inspired décor, highlighted by Moroccan luxuries. Kayu Maya truly brings several beaches of the world into one serene setting. Four bedrooms with multiple terraces offer views of Kayu Maya’s pool or beautiful water garden, which is seen from the master bathroom. An outdoor shower provides the ultimate relaxation after a day at the beach. A sunset patio exposes the idyllic open space from each side of Kayu Maya with a dividing hallway.
Kayu Maya features two pools, a spa, large beach fire pit, deep water protected dockage for two boats, and it’s own runway behind the home. It is surrounded by tropical gardens, giving the property the ideal, carefree island essence.
Price: $9,995,000
Location: Staniel Cay, Exumas
Realtors: John Christie
Phone: 242.322.1041
Realty: H.G. Christie Ltd.
Website: www.kayumaya.com
Email: [email protected]$10.8 Million
Kalypso Shores

Lyford Cay, which sits on the western tip of New Providence Island, enjoys an unmatched reputation for excellence in environment and amenities, and is the ultimate expression of privacy and elegance in The Bahamas. Kalypso Shores is one of 300 beautiful properties of the privileged enclave.
Recently renovated and impeccably maintained, the 8,000-square-foot, canal front estate is nestled on one acre of land and features six bedrooms with six- and-a-half bathrooms. The home is beautifully furnished and boasts a grand kitchen, butler’s pantry, breakfast room, walk-in wine cellar, his and her offices, his and her walk-in closets, audio visual room, gym, separate guest cottage and staff quarters.
Lush, tropically landscaped gardens surround this beautiful home. The grounds include a swimming pool, two docks, boat lift, entrance fountain, irrigation system, outdoor lighting, courtyard, greenhouse, standby generator, reverse osmosis system, rain water tank, interior and exterior music system, security system, and intercom.
The Lyford Cay community is home to the Lyford Cay Club, a world famous, private retreat that boasts a championship golf course, 12 tennis courts, a complete marina, and world-class cuisine. A half-mile of powdery white beach, 24 hour security, it’s own private, international school, and rare privileges distinguish Lyford Cay as a truly unique place to live and Kalypso Shores a truly magnificent home to live in.
Price: $10,800,000
Location: Lyford Cay, Bahamas
Realtor: Diane Holowesko Dunkley
Phone: 242.362.5858
Realty: Holowesko Realty
Website: www.holowesko.com
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