luxury real estate for sale Montego Bay, Jamaica (page 2)

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.

Please see video here: https://youtu.be/xYMfqQ-VrWgBuilt 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.

Avalon is a charming, private retreat on just over one acre of beautifully landscaped grounds. It is quintessentially Jamaican with lovely architectural details that include a venetian cut-stone staircase, wood floors and classic interiors. The main house has terraces on two sides and both lead into the shared living and dinning room with an adjacent media room. A well equipped kitchen is complimented by a butler's pantry in close proximity to a lovely outdoor dining terrace. The main house has two bedrooms with en suite bathrooms and the detached cottage also has an additional two bedrooms with en suite bathrooms and a spacious terrace. Avalon provides beautiful views out to sea and is in close proximity to the Great House and all other amenities including the commissary, nine tennis and pickle ball courts, the gym, spa, beach and golf club. Viewing by appointment only.

Sunset is a beautiful 5 bedroom villa that sits right on the edge of the Caribbean Sea at the five star Tryall Club. All five bedrooms have private ensuite bathrooms with four having an additional outdoor, cut stone shower. The main living area with a wet bar provides provides ample space to relax and entertain. It continues out to a spacious patio complete with a large swimming pool with lap lane, baha ledge and hot tub. Sunset is truly unique, being one of the few properties at Tryall with its own private beach. Other features include three solar systems which heat the pool and the hot water for the house, a fire pit, a garage and storage area and two guest golf carts. Sunsets's contemporary style is laid back and makes the most of its superb location as all bedrooms have fantastic views out to sea. The natural coral stone which runs inside and out, amplifies its contemporary Caribbean architecture. The house is aptly named as it enjoys breathtaking sunsets from its unparalleled waterfront location. Additional amenities at the club include an 18 hole golf course, tennis and pickle ball courts, gym, a new spa, restaurant, beach grill and private beach.

Pinnacle Villa is a charming 3 bedroom with a modern Caribbean style. Perched on Copperwood Ridge, the villa provides panoramic views of the sea and the surrounding golf course and its ideal location is only a 2 minute ride to the private beach and golf club and is an easy walk to the Great House, tennis courts and gym. Each bedroom has an en-suite bathroom and the main living and dinning room open seamlessly onto the patio which has covered, outdoor dining and seating. Details include beautiful hardwood floors, cut-stone exterior walls and louvre windows to make the most of the tropical breezes. Pinnacle has a casual, laid back esthetic and two of the three bedrooms have fantastic views out to sea. Ammenities at the club include an 18 hole championship golf course, 9 tennis courts, pickleball, a new spa, private beach and restaurant. Viewing by appointment only.

Little Hill is a masterpiece of understated elegance, superbly located on it's own private hill at the prestigious Tryall Club in Hanover. Completed in 1959 by Robert Hartley in the classic West Indian style and as the first home built at Tryall, it is a unique offering and provides breathtaking 360-degree views of the Caribbean Sea, the surrounding hills and the acclaimed golf course. Completely renovated in 2012 and magnificently furnished, the villa is built around a 30-foot-diameter swimming pool, with extensive covered terraces throughout, beautifully landscaped gardens and it's own, private tennis court. Square cut stone walls are complemented by mahogany wood floors and a 100 foot long covered terrace, all meticulously maintained. Ideal for entertaining, Little Hill has been host to international celebrities over the years including the late Queen Elizabeth and the Queen Mother who stayed there. The villa sits on five and three quarters (5 3/4) acres of land with 5 bedrooms, 6 bathrooms and staff quarters of 5 bedrooms and 2 bathrooms.

Set within the legendary Tryall Club, Bali Hai is an extraordinary private estate where art, nature, and refined luxury converge. Enveloped by lush, sculpted gardens, the property is a living masterpiece—featuring a rare collection of exotic flora, towering trees, and museum-worthy sculptures and artifacts that create an atmosphere of timeless serenity and distinction. Designed for effortless Caribbean living, the residence opens to expansive verandas and elegant interiors that flow seamlessly into the landscape, capturing cooling trade winds and enchanting sea views. Every space is curated for privacy, beauty, and elevated entertaining. Ownership grants access to Tryall Club’s elite lifestyle—championship golf, private beach club, fine dining, spa, and tennis—all within a secure, world-class membership club. Bali Hai is more than a home; it is a legacy estate—crafted for those who value rarity, discretion, and the art of living exceptionally well.

Experience unparalleled luxury at Indigo Bay, a premier 3.81-acre beachfront estate perfectly positioned along the pristine northern coastline in Lucea, between Montego Bay and Negril. This cleared and graded site features one masterfully completed Balinese-style villa by GM Architects, offering a 4000 sq ft, 3-bedroom move-in-ready residence while providing a blank canvas for further vision. The open plan living area is the heart of the completed villa; flowing seamlessly to the swimming pool overlooking the Caribbean Sea. A true blend is created with the use of natural stone pathways, sleek quartz and Corian countertops, luxurious natural cut stones imported from Indonesia, sustainable certified teak and other exquisite materials. Whether you are an individual seeking a private estate or a developer looking to complete the remaining 11 approved villas, or simply creating your own dream, this infrastructure-ready property is a rare find. Boasting a private beach path, planned yacht slips, and stunning sunset views just 30 minutes from the airport, Indigo Bay is the ultimate Caribbean investment. Property can be viewed by appointment only. Please contact the realtor for viewing.

An exceptional offering along the coastline of Lucea, this prime oceanfront parcel is ideally located less than 6 minutes from Grand Palladium Jamaica Resort and just 8 minutes from the town centre. Boasting expansive sea frontage and direct road access, the property is held on two titles and features gently sloping terrain with elevated vantage points, perfectly suited for capturing panoramic Caribbean views. This rare waterfront site presents an outstanding opportunity for a boutique luxury resort, an exclusive villa enclave, or a distinguished private estate. Set within an area poised for continued growth, it offers both tranquility and strong investment appeal. Enjoy calm, crystal-clear waters, natural seclusion, and effortless connectivity, approximately 52 minutes to Negril and 48 minutes to Montego Bay. A truly remarkable canvas for a world-class coastal development.

What if your morning coffee came with a front-row seat to one of Jamaica's most legendary rivers? The Retreat at Martha Brae is a fully solarized, Starlink-connected, 6-bedroom estate on 1.078 private acres in Trelawny, Jamaica — move-in ready. While the world accelerates into uncertainty, this river-view sanctuary runs entirely off-grid, self-sufficient and serene. Watch bamboo rafts glide along the Martha Brae from your infinity pool deck. Sleep to the sound of the Cockpit Country hills. Three beaches within six minutes. Zero dependence on the grid. Whether you are seeking a high-yield short-term rental, a destination wedding venue, or simply a place where life finally makes sense again — this is where intention meets infrastructure. Peace is not found. It is purchased wisely.