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luxury houses with pool for sale Jamaica

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Villa with pool and garden Kingston (Jamaica)

Prestigious Luxury Estate in Kingston, Jamaica Ideal for Executive Living Located in one of Kingston’s most exclusive neighborhoods, this beautifully designed luxury estate offers over 19,000 square feet of refined living space, perfectly suited for executives who value privacy, elegance, and modern convenience. The main residence is anchored by a grand two-story master hall that immediately sets the tone with its impressive scale and sophisticated design. On the ground floor, the home features two powder rooms for guests, an elevator lobby with a high-capacity air-conditioned elevator, a gourmet main kitchen complemented by a separate butler’s kitchen, as well as a breakfast room, formal dining area, and a stylish living room with sunken seating ideal for entertaining or relaxed family gatherings. Upstairs, the master suite serves as a private sanctuary complete with a comfortable sitting area, spacious his-and-hers ensuite bathrooms, and dual walk-in closets. There is also a secondary master bedroom with an adjoining nursery and a private balcony, offering both flexibility and comfort for family living. The estate’s amenities are exceptional, featuring a tennis court, a resort-style swimming pool with terrace and wet bar, a fully equipped gym, sauna, and a four-car garage. It is also supported by critical infrastructure, including a dedicated server room, back-up network systems, commercial-grade fire detection and alarm systems, an advanced security system, a standby generator, central air conditioning, a water storage tank, and high-end mechanical systems throughout. Additional accommodations include a charming one-bedroom cottage that is perfect for guests, staff quarters, and a freestanding garage for extra vehicle storage. Whether envisioned as a private executive retreat, a diplomatic residence, or a corporate estate, this property is a rare offering in Kingston’s luxury market, seamlessly combining architectural grandeur, modern amenities, and reliable infrastructure in one prestigious package.

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$7,500,000
6bedrooms
8bathrooms

By Jamaica Sotheby's International Realty

49
Video

Villa with pool and garden Montego Bay (Jamaica)

Discover Silent Water Villas a breathtaking estate nestled in the prestigious Great River Private community of Montego Bay. Spanning 16 acres of lush, tropical landscape, this secluded retreat features six luxurious villas, complete with a private helipad and tennis court for effortless convenience and recreation. Immerse yourself in a sanctuary of sophistication, where elegant design meets natural beauty. Each villa showcases high-end finishes, expansive living spaces filled with natural light, and tranquil bedrooms. The property is adorned with an exceptional collection of Asian and Far Eastern antiquities, adding a unique artistic touch. Outdoors, enjoy sweeping views of the Caribbean Sea, serene gardens, and a stunning infinity pool all designed to offer unmatched privacy and relaxation. Designed to impress and built for performance, Silent Water Villas is a proven high-income earner, making it not only a lifestyle investment but a savvy financial opportunity. With a track record of strong rental demand and exceptional guest satisfaction, it offers an attractive return on investment (ROI) for discerning buyers.

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$12,675,000
9bedrooms
7bathrooms

By Jamaica Sotheby's International Realty

30

Villa with pool and terrace Montego Bay (Jamaica)

Please see video here: https://youtu.be/xYMfqQ-VrWg Built in 2009, Hummingbird Hall has been a magnificent family home, vacation villa and – most recently – a multi-award-winning wedding business. Hummingbird Hall is a grand and impressive vacation villa. The villa has incredible views, grand proportions, lush gardens and is very peaceful. Hummingbird Hall is located in one of Jamaica’s most exclusive and desirable resort communities: The Rose Hall Great House Estate. This resort estate is 5,000 acres, gated and exceptionally private. The Estate has two impressive golf courses, lakes, a beach and is home to international celebrities and affluent expatriates. The design of Hummingbird Hall references space, natural light, breathtaking scenery and cool ocean breezes. In the main house there is a formal sitting room, a study and a reading nook (all with extra high, double-heighted ceilings); a dining room, a TV room, a piano room and a bar; a gym with steam room and bathroom; two guest toilets; a well-designed kitchen, a spectacular deck with panoramic sea views and an infinity pool. There is also a handmade Jamaican hardwood staircase and 4 en-suite bedrooms; three of which have large dressing rooms and two of which have huge balconies. The property is characterised by space, grandeur, light and beautiful views. In the gardens there is a 3 bedroom holiday cottage. This cottage is self-contained and ideal for holiday rentals or additional accommodation. It has three more large bedrooms with their own bathrooms, a balcony, reception room and kitchenette. The villa also has more self-contained rooms and bathrooms that can be used for staff. The gardens and grounds of Hummingbird Hall are home to many birds and butterflies. The gardens are incredibly fruitful with fruit trees including mango, ackee, grapefruit, avocados, limes and coconuts. There are sun terraces, grassed areas and several large oversized trees for shade and hammocks. The property is serviced by mains electricity and water but also has a backup generator and water tanks. The property has not been decorated since being used as a wedding venue and aspects would benefit from being redecorated. Hummingbird Hall is located on “The Rose Hall Great House Estate”. This Rose Hall Great House Estate is famous worldwide. The Estate has two of the best golf courses in Jamaica: The White Witch Golf Course and The Cinnamon Hill Golf Course. The PGA Latin America Golf Tournament is played on these golf courses. The Estate is also home to the Rose Hall Great House. The country music legend Johnny Cash also lived on the Estate. Additionally, parts of the James Bond movie “Live and Let Die” were filmed on the Estate. The Estate is in a luxury tourist district and resort area. It is near exclusive beach clubs and hotels including Half Moon, Hilton, Hyatt, Palmyra, Sandals + Iberostar. The Estate has 24 hour security and is safe, secure and private. The villa was used by the owners to generate income as a wedding venue. This business can be very lucrative and can generate US$250,000+ per year if managed well. The property’s website and domain name – https://hummingbirdhall.com – is included in the sale.

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$1,985,000
800
7bedrooms
8bathrooms
land 3.5ha

By Annonceur International

10

House with pool Summerfield (Jamaica)

When you want to get away from it all, but not be too far from it all.... The perfect escape for the buyer who's looking for peace, quiet and solitude with 360 degree views of miles of beautiful countryside. This modern take on luxurious country living is an absolute stunner of a property. On offer is a grand, newly built country home, with over 15,000 sq ft of space on over 30 acres of bucolic lands, with a swimming pool and plenty of space for entertaining. With 5 bedrooms, 6 full bathrooms and 2 powder rooms, this residence was designed with hosting family and friends in mind. With cow pastures and goat pens and some of the most stunning uninterrupted pastoral and hill views, the chirping of birds, and the distant mooing of your cows and bleating of your goats are the only auditory disturbances that you'll experience up on your very own mountain top. This property would be perfect for someone who's thinking of setting up a holistic retreat. And just at 20 minutes from the heart of Ocho Rios, civilisation is never too far away.

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$1,400,000
5bedrooms
8bathrooms

By Annonceur International

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11

House with pool and garden Kingston (Jamaica)

This expansive property spans a beautifully maintained unit in the heart of Norbrook, where sophisticated design meets the lush greenery of the island. With 6 Bedrooms and 5 bathrooms of availability, explore the Best of Jamaica at Norbrook Crescent. This home is within close proximity to some of Kingston's most beloved central locations and family-oriented amenities. The massive primary suite features a private balcony and spa-like bathroom, while the versatile basement can be converted from bedrooms to a gym or media room. The amenities include a swimming pool, Private backyard, Double-car garage, Helper's quarters, and Gated community access. Jamaica, the land of opportunity!

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$850,000
6bedrooms
5bathrooms
land 283

By Jamaica Sotheby's International Realty

22

House with pool and garden Kingston (Jamaica)

Set above it all, Spyglass delivers some of the most breathtaking, uninterrupted views across Kingston; an elevated perspective few communities can match. A beautifully designed townhouse with soaring ceilings, a dramatic floor-to-ceiling glass stairwell, curated lighting throughout, and seamless indoor-outdoor flow to your own 500 sq ft private backyard. Bright, breezy, fully screened, and thoughtfully finished with ceiling fans and generous storage. Then comes the lifestyle: pickleball and putting green mornings, sunset dips in the infinity pool, late-night jacuzzis, fire pit conversations, a full gym, walking trails, yoga pavilion, a pet park, and spaces designed for both work and unwind. With 24-hour security and covered parking everything was considered. You’re not just renting space, you’re stepping into a standard. Please note that the townhouse is being offered unfurnished.

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$1,000,000
3bedrooms
4bathrooms

By Jamaica Sotheby's International Realty

30

House with pool and garden Port Antonio (Jamaica)

Goblin Hill Villas at San San is one of Jamaica’s most iconic boutique villa resorts, set on 11 acres of lush gardens overlooking San San Bay in Portland. Widely regarded as one of the island’s most precious jewels, the property features 16 Two-Bedroom villas at 1,600 SF and 12 One-Bedroom villas at 800 SF, each with kitchens, living/dining areas, and 16-foot terraces with sweeping ocean views. Designed and built in the 1970s by renowned architect Marvin Goodman, guests enjoy a newly resurfaced pool and tennis courts, forest trails, Zoysia lawns, several area beaches, Blue Lagoon within striking distance, a terrace with bar and restaurant and library/TV room. Rare hummingbirds, tropical flowers, and the sound of waves create a truly immersive Caribbean experience. Goblin Hill has commanding views of San San Bay, Alligator Head and Pellew Island also known as Princess Nina Island. With a historic legacy, a prime location, and significant upside to raise Average Daily Rates through renovations, combining units, or adding amenities, Goblin Hill Villas at San San offers a rare opportunity to create a boutique hotel centered around wellness or a first-of-its-kind resort villa community.

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$11,500,000
4,199
land 4.5ha

By Annonceur International

25

House with pool and garden Montego Bay (Jamaica)

Cottage 24 is a beautiful two bedroom villa that is tucked away and surrounded by a lovely garden and private swimming pool. The location is superb as it is only steps away from the main reception, beach and other activities, yet offers complete privacy. The decor of this classic villa is both charming and elegant and epitomizes the Round Hill ethetic perfectly with checkered black and white tile floors, mahogany furnishings and outdoor showers. Both bedrooms have en suite bathroom and face out towards the beautifully manicured lawn with expansive views out to sea. Cottage 24 is timeles, elegant and quintessentially, Round Hill.

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$4,000,000
2bedrooms
2bathrooms

By Annonceur International

19

House with pool and terrace Kingston (Jamaica)

Somewhere above the noise, above the headlines, above it all — there is a porch, a city view, and a glass of wine with your name on it. That place is Spyglass. Perched in the hills of Jack's Hill, Kingston, this 3-bedroom, 3½-bathroom townhouse spans 4,183–5,083 sq ft across three thoughtfully designed levels, with a private plunge pool deck, balconies, and a carport. The views stretch across Kingston and far into the distance — the kind that quietly remind you that you made the right choice. Community amenities include two pickleball courts, a golf putting green, gym, yoga pavilion, swimming pool with bar, three jacuzzis, fire pit gazebos, jogging trail, kids' play area, grill terrace, and 24-hour gated security.This is elevated living — literally and intentionally.

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$1,750,000
3bedrooms
4bathrooms
land 486

By Jamaica Sotheby's International Realty

50
Video

Villa with pool and terrace Kingston (Jamaica)

This prestigious luxury estate in Kingston, Jamaica, is designed for executive living, offering more than 19,000 square feet of sophisticated space in one of the city’s most exclusive neighborhoods. The main residence showcases modern architectural mastery, highlighted by a grand two-story master hall that sets the tone with elegance and scale. On the ground floor, the home features two powder rooms, an elevator lobby with a high-capacity air-conditioned elevator, a gourmet kitchen with a separate butler’s kitchen, a breakfast room, formal dining area, and a stylish living room with sunken seating perfect for both casual gatherings and formal entertaining. Upstairs, the master suite serves as a private sanctuary with a sitting area, dual ensuite bathrooms, and walk-in closets, alongside a secondary master bedroom complete with an adjoining nursery and private balcony. Beyond the living quarters, the estate is equipped with an array of leisure and functional amenities, including a tennis court, a resort-style swimming pool with terrace and wet bar, a fully outfitted gym and sauna, and a four-car garage. Critical infrastructure includes a dedicated server room, back-up network systems, commercial-grade fire detection and alarm systems, advanced security, standby generator, central air conditioning, water storage, and high-end mechanical systems. Additional accommodations feature a one-bedroom guest cottage, staff quarters, and a freestanding garage for extra storage. Whether envisioned as a private executive retreat, a diplomatic residence, or a corporate sanctuary, this estate seamlessly combines architectural grandeur, modern convenience, and mission-critical infrastructure making it one of the most exceptional offerings in Kingston’s luxury market.

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$7,500,000
6bedrooms
8bathrooms

By Jamaica Sotheby's International Realty

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