Montego Bay Property & Villas for Sale


With glorious ocean views and a wide open garden, Escalera is a very elegant 4 bedroom villa that encapsulates classical Jamaican architecture. Throughout its history, the villa has never been part of the rental pool yet has every potential to be a successful renting proposition. It is built on three levels with two bedrooms on the upper entry level, two below and the pool terrace on the third level.

US$ 1.5 million Enquire Now


Fairwinds was designed and built by the renowned architect Robert Hartley and features Caribbean architecture with delightful whimsical highlights. The design maximizes our climate so that every room has cross breezes. Built on two levels with arresting sea views there are many interesting touches; the sitting room floor is imported American maple, the railings at the bar came from Al Capone’s speakeasy in Chicago and the bricks in the bar area are from an 18th century house in Spanish Town. There are four bedrooms, each one different and the swimming pool catches the sun throughout the day. In all, Fairwinds is a house of immense character and a Jamaican classic.

US$ 995,000View villaEnquire Now

Little Hill

Little Hill is a masterpiece of understated elegance infused with Jamaica’s welcoming lifestyle. Completed in 1959 by Robert Hartley in the classic West Indian style and as the first home built at Tryall, it commands a premier location atop a 200 foot hill, providing breathtaking 360-degree views of the Caribbean Sea, 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 and gardens busting with flower and anchored by mature trees. Ideal for entertaining, Little Hill has been host to international celebrities over the years including the late Queen Elizabeth the Queen Mother who stayed here. 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.

US$6.5 millionView villaEnquire Now

Rose Cottage

One of the largest 6 bedroom villas at Tryall and also one with a good rental history, Rose Cottage is located on the favoured Mahogany Drive and has the distinction of offering 2 swimming pools – one of which is heated. It offers flexible accommodation with 4 bedrooms in the main house, a master suite above the dining pavilion and a second master suite located in a private cottage reached via a bridge over the second pool. The 3 acre garden is well laid out and well maintained.

US$2.988 millionView villaEnquire Now

Mahogany Mews

A one-bedroom Great House condominium requiring refurbishment with outstanding ocean and golf course views. Please contact us directly for further details.

US$270,000 LeaseholdView villaEnquire Now

Bali Hai

Bali Hai was the first villa to be built on Mahogany Drive and therefore occupies the best location. The sea views are dramatic and the surrounding gardens represent everything one expects from the tropics. The main villa which is built on three tiers offers 5 bedrooms. There us a separate west wing with a sixth bedroom and private sitting room, both of which are wrapped with a veranda. The villa offers two swimming pools – a smaller upper pool and a large lower pool – both with outstanding sea views. It is without doubt a house of character as well as a fusion of east meets west.

Price on ApplicationView villaEnquire Now

Little Palm

With walls rendered cornflower blue, Little Palm is a gem, located on Country Club West and just a hop, skip and a jump from the beach. It is the only two-bedroom estate villa at Tryall with a great swimming pool and large rooms throughout. It also has the distinct advantage of a one acre plot of land which affords excellent garden space as well as privacy. The villa has always been extremely popular and therefore has a successful renting history.

US$995,000View villaEnquire Now

Coo Yah

Coo Yah is located along Mahogany Drive between the 13th and 14th hole of the of the Tryall Golf course. Constructed on one level in authentic Caribbean style, Coo Yah is noted for its clever blend of elegance and informality. All four bedrooms have king- sized beds and newly remodeled en suite bathrooms. The oversized master suite has a his- and-her en suite bathroom.

US$ 2.5 millionView villaEnquire Now

Wheel House

Wheel House combinines all the attributes of Caribbean living with privacy and seclusion. The open floor plan and indoor garden embraces the mountain breezes whilst celebrating fabulous ocean views. Located on Copperwood Ridge, Wheelhouse is built in a split-level design inspired by classic colonial architecture. Living spaces are bright and spacious with a predominant colour scheme of various shades of white. There are 6 white painted bedrooms all of the same size and the en suite bathrooms are well presented. The tennis courts and gym are an easy stroll and a quick golf cart ride takes you down to the golf course and beach.

US$ 1.995 millionView villaEnquire Now


Modern, light, airy and beautifully presented, Windward is one of the most successful renting villas at Tryall with an enviable revenue-generating history. With good ocean views, the location is peaceful and private due to the immaculate and mature landscaping which contains many fruiting trees.

$1.9 millionView villaEnquire Now

Great House Villa A2

An immaculate Great House villa set over two floors with bedroom and bathroom upstairs and living room, kitchen and second bathroom downstairs. Superb ocean and golf course views.

$450,000View villaEnquire Now

Stella Marina

With superb views across the sea towards Montego Bay and looking across the front 9 holes of the golf course, Stella Marina is a very nice one-bedroom condominium with a bedroom and ensuite marble bathroom upstairs and an open-plan sitting room and kitchen downstairs with attractive terrace outside. 

$450,000View villaEnquire Now

Captain’s Choice

A beautifully presented one-bedroom Great House villa with high quality bathrooms and terrific sea views that encompass Round Hill as well as Montego Bay in the distance. Being at the northen end of the Great House, the views are truly exceptional and the entire villa has a lovely bright and airy ambiance.

$375,000View villaEnquire Now


A very charming and intimate villa with considerable history, Serenity occupies one of the largest lots on Copper Wood Ridge and is surrounded by a mature and well-maintained garden. The golf course and ocean views are very fine and can be enjoyed from the upper sitting room and veranda and the three bedrooms of which two are on the upper level and the third on the lower pool level. The lower sitting room opens to a dining veranda with with the large swimming pool to the right.

$1.1 million Fixed PriceView villaEnquire Now

Villa Lolita

Where Manhattan and Miami meets Jamaica; this is a spectacular 5-bedroom, 5-bathroom villa on an elevated plot with commanding views and both hillside and ocean breezes. Stylish, elegant and dramatic, it is a home in which to entertain. Attention to detail is meticulous and the 3.7 acre plot is beautifully landscaped. For good reason it is one of the most sought after villas at Tryall with a high annual occupancy.

$5.2 millionView villaEnquire Now


On an elevated plot of 1.24 acres on Copperwood Ridge, Overlook is a fully rennovated 5 bedroom, 5 bathroom villa. All rooms enjoy superb ocean views and the care and attention that has gone into the detailing of the villa and in particular the bathrooms is impressive. Two of the bedrooms are in the main house, a further two in detached cottages beside the pool and the fifth is privately hidden on a lower level, accessed via a flight of stairs from one side of the pool.

$3 millionView villaEnquire Now

Villa Stella

Occupying the largest lot on Copper Wood Ridge, Villa Stella is a large and extremely spacious villa built in classical vernacular style. There are 6 en suite bedrooms of which all but one have ocean views. Living space is extremely spacious and there is also a formal air-conditioned dining room. On the lower pool level is a large games/cinema room. The expansive swimming pool has an electrically operated pool cover. 

$1.5 millionView villaEnquire Now