luxury house with terrace for sale Retreat, Jamaica

In the lush hills of San San Estate, Tradewinds Villa offers Caribbean elegance with relaxed charm. Set on 4.3 acres of land, it commands sweeping views of the Caribbean Sea, San San Beach, and the Alligator Head peninsula. Part of one of Portland’s most private communities, San San is known for its natural beauty and proximity to beaches like San San Beach and Frenchman’s Cove, both minutes away. The main house features classic Caribbean architecture with cool ocean breezes, wide verandas, green shutters, and hand-laid stone details. Inside, 3 spacious Bedrooms, 4 Bathrooms, and a library create a comfortable, character-filled home. A ranch-style corridor leads to a hidden lawn with a peaceful lookout, perfect for reflection or ocean views. Designed for al fresco entertaining, the villa includes a courtyard, breezy patio, and a generous swimming pool surrounded by tropical greenery. A self-contained studio with a Juliet balcony offers privacy for guests or a retreat. Being sold fully furnished as a going concern and newly priced, Tradewinds Villa is a turnkey opportunity to own a piece of Portland’s rare beauty.

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.

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.

Perched in the coveted hills of Tavistock, this Spanish-style estate offers sweeping views of Kingston and the harbour, where city lights meet cool hillside living. Set on approximately 3 acres with a wraparound driveway, the property blends timeless character with exceptional development potential, ideal for multi-family or luxury expansion in a high-demand enclave. A grand porte-cochère leads into elegant living and dining spaces, a private study, and a spacious patio framed by classic arches and intricate grille work. A spiral staircase with mahogany railing rises from terrazzo floors to four bedrooms, a balcony with panoramic views, and a private loft-style bonus room. The Lower level includes staff quarters, storage, and covered parking. Secure, expansive, and full of possibility, this is a rare hillside canvas.

This one-of-a-kind property in the prestigious Jack's Hill community truly has it all—luxury, charm, and functionality. Located in one of Kingston’s most prime and central residential areas, this home is just minutes away from shops, schools, and other key amenities. Set within the privacy of a cul-de-sac, this exceptional estate spans an acre of well-fruited land, offering a cool climate, stunning mountain vistas, and sweeping views of the city. Main Features include: Three air-conditioned bedrooms with en-suite bathrooms on the main level, plus a convenient self-contained flat/guest suite with a separate entrance on the lower level. Exquisite hardwood floors grace the expansive living room, while the dining and breakfast rooms flow seamlessly into a large, well-appointed kitchen featuring top-of-the-line fixtures and finishes. A three-car garage, an air-conditioned gym or art studio, a laundry room, three-bedroom staff quarters with a kitchenette and spacious storage rooms. Enjoy a variety of leisure spaces, including a sparkling swimming pool, a rooftop terrace with a gazebo, and expansive manicured grounds perfect for hosting gatherings. Schedule your viewing today!

This home is more than its address – it is class personified. Set on 1.32 acres on Bracknell Avenue in the exclusive community of Jacks Hill, this distinguished residence offers an exceptional opportunity for the family seeking timeless architecture. Designed for family living and gracious entertaining, the home features 5 Bedrooms and 5 Bathrooms, including one bedroom on the ground floor. Rich mahogany ceilings, beautifully preserved wood floors, and solid construction throughout reflect a standard rarely found today. Expansive wraparound verandahs on both upper and lower levels capture the views and hill breezes. A private driveway leads to a generous bricked forecourt with ample parking, while an ivy covered arched entrance opens to the pool deck, covered patio, and outdoor entertaining areas. The main level features a spacious kitchen, formal living and dining rooms, that seamless flow out to the verandah. Upstairs are 4 additional bedrooms and bathrooms together with a sitting area overlooking the pool. Additional features include a large basement, double staff accommodation, generator and a noteworthy front lawn.

Nestled in the prestigious Jack’s Hill, Kingston 6, this remarkable 0.47-acre estate presents an exceptional opportunity to craft a truly bespoke residence. Designed for scale, elegance, and distinction, this home features 5 en-suite bedrooms, including two opulent master suites with expansive walk-in closets, one opens directly onto the beautifully manicured grounds. Defined by soaring ceilings and grand proportions, the residence offers a thoughtfully curated layout, including a private gym, an executive office, a chef’s kitchen with a large pantry, a cold storage room, and an impressive entertainment suite. Offered in a state ready for completion, this property invites the discerning buyer to infuse their own vision, finishes, and refined aesthetic, to transform it into a signature dream home. The grounds are equally compelling, featuring an outdoor patio with a bathroom, covered two-car garage, and an expansive driveway that accommodates up to 8 additional vehicles, comfortably hosting a total of 10. Supporting amenities include staff quarters, dedicated laundry area, caretaker facilities, generator room, and an underground rainwater tank for lawn irrigation

Sophistication does not shout, it whispers. Introducing a Kingston 8 residence in East Strathmore, where a discreet driveway leads to a Spanish-style residence. From the moment you enter, the home makes its presence known quietly. A generous open-plan living room, formal dining room and den lead on to a covered patio and out to a sparkling resort-style swimming pool. The kitchen is tucked discreetly away from view, a nod to an era when floor plans reflected the lifestyle of its occupants. With 5 Bedrooms, including one on the ground floor, 4 Bathrooms, a powder room and a full bathroom by the pool, study and gym; the home is as functional as it is beautiful. The bathrooms have been renovated with imported fixtures from Europe and Morocco. Rarely seen design choices are complemented by crown moldings, decadent marble, wood flooring and timeless architectural detail. This home’s personality is all about its understated, timeless appeal. An elegant life deserves the address to match it. Certain interior areas, including the bedrooms, are not pictured to respect the owner’s privacy. Contact us to arrange a private viewing.

Set within the exclusive enclave of Grosvenor Heights, this impressive Tuscan-inspired three-storey executive residence offers remarkable scale, privacy, and timeless elegance. The home spans approximately 9,745 sq. ft. of interior living space and sits on an elevated, nearly half-acre lot, thoughtfully positioned away from the road to enhance seclusion. Landscaped front and rear gardens lined with royal palms create a serene backdrop for both entertaining and everyday living. Outdoor features include a 613 sq. ft. swimming pool, pool deck, and wet bar. The residence comprises five bedrooms and four and a half bathrooms, along with premium amenities such as a gated security post, porte-cochère, staff quarters and bathrooms, covered garage, and ample service areas. Interior spaces include a large kitchen with breakfast area, formal living and dining rooms, den, home theatre, and multiple work or leisure areas. A rooftop retreat with panoramic views and a flexible room suitable for a home gym crowns this exceptional property, offering a rare opportunity for luxury living in Kingston.

Introducing City View Villa, a romantic haven nestled on lush acres with unparalleled views of Kingston & St. Andrew. This four-level masterpiece blends luxury and functionality seamlessly. The ground floor beckons with a warm foyer, well-appointed kitchen, expansive living and dining areas, a study, and a spacious bedroom with two baths. A charming patio and double carport complete this level. Ascending, the first floor unveils an opulent primary suite with his and her walk-in closets, a lavish bath, and a private balcony for intimate moments. Two more bedrooms, each with en-suite baths and private balconies, exude timeless elegance. The lower ground level, though unfinished, holds promise with two bedrooms, two baths, a kitchen, living area, patio, and office - all with a separate entrance for added allure. The walk-out basement, unfinished yet with potential, offers two more bedrooms, baths, a living and dining area, kitchenette, and 20,000 gallon water tank