Property for Sale


Found on Copper Wood Ridge, Escalera brings to mind the location for a Slim Aarons photo shoot. Built in the classical Jamaican style with graceful architectural lines, it is a large and spacious four-bedroom villa with excellent sea views. On the upper entry level is a sitting room with separate dining room and bar. Both open onto a veranda with fine views. To the east are two en-suite bedrooms including the master which has two bathrooms. On the level below and accessed by the external staircase are two further bedrooms with bathrooms and then one flight further down the pool terrace and large swimming pool. Escalera has never been in the rental pool and is therefore not listed on our website.

US$ 2 million   Enquire Now


Fairwinds was designed and built by the renowned architect Robert Hartley and features Caribbean architecture with delightful whimsical highlights. Located on Copperwoood Ridge , the two-tier floor plan takes advantage of excellent sea views. It is also an easy stroll down to the tennis courts and the gym. There are four en suite bedrooms.

US$ 995,000 View villa Enquire 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.

US$6.5 million View villa Enquire Now

Rose Cottage

A beautiful home with a wonderful flow of open space; two swimming pools, large bedroom suites, superb bathrooms and ocean as well as hillside views. The gardens are a notable feature extending to 3.4 acres.

US$2.988 million View villa Enquire Now

Bye the Way

Bye the Way is one of the ever-popular Great House Villa bungalows and is unique in that it has a private garden that wraps to the south of the villa. Impeccably landscaped, the garden is designed to showcase the diversity of leaf shape and is based upon a colour scheme of greens and whites. Internally, the villa is immaculate having originally been decorated by the renowned David Easton of New York. The focal point of the villa is the magnificent 60 feet veranda with commanding ocean and golf course views. Either side of the capacious living room is a bedroom each with its own bathroom. The kitchen is beautifully appointed and overall this is a grand opportunity to purchase a home of great quality and style.


SOLD View villa Enquire Now

No Problem

No Problem has sweeping views of the Caribbean Sea and the golf course. It has a very child-friendly layout making it ideal for families or for couples who seek a calming, peaceful environment.

It is a lovely light and airy house with a predominantly blue and white colour scheme. Popular with renters, it is a manageable villa that has been very well cared for.

US$ 1.5 million View villa Enquire Now

Mahogany Mews

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


US$270,000 Leasehold View villa Enquire Now

Bali Hai

Comparable to Mandalay on Mustique Island, Bali Hai is unique and the vision fulfilled of its owner. With accommodation spread over three tiered levels, the stunning ocean views are unobstructed, the gardens are spectacular and the overall design element instills an atmosphere best described as “Zen”.


Price on Application View villa Enquire 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$975,000 View villa Enquire 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 million View villa Enquire 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.


US$ 2 million View villa Enquire 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.


$2.6 million View villa Enquire Now

Great House Villa A2

A2 is a one bedroom Great House villa set over two floors with bedroom and bathroom upstairs and living room, kitchen and second bathroom downstairs. Good ocean and golf course views.


$450,000 View villa Enquire 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. 

$450,000 View villa Enquire 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.

$375,000 View villa Enquire 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 cared for garden. There are lovely sea and golf course views from the upper sitting room and three bedrooms, the pool is large and bathed in sunlight and there is scope to expand the villa if so desired.


$1.1 million Fixed Price View villa Enquire Now

Clive House

Clive House enjoys the highest elevation on Copperwood Ridge and therefore the views are magnificent. Built to replicate a small Jamaican Great House, there are 4 en suite bedrooms; two of these are in the main house on the upper level to one side of the spacious sitting room, bar and dining veranda and the remaining two are in detached cottages to one end of the swimming pool. All rooms are positioned to take in the view. Clive House represents an outstanding opportunity with the potential to create a fabulous hill-top villa that will generate strong rental demand. The total plot is 1.45 acres.

SOLD View villa Enquire 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.

$5.8 million View villa Enquire 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 million View villa Enquire Now

Villa Stella

Redolent of a classical Jamaican house with deep shaded verandas and tall ceilings, Villa Stella offers splendid ocean views from an elevated setting on Copper Woord Ridge. The large swimming pool with separate Jacuzzi and indoor games room make for an ideal family home and the living areas spread over two levels afford excellent space. In addition to a dining area on the upper veranda, there is an indoor air-conditioned dining room. Villa Stella has 6 bedrooms, 4 on the upper level and 2 on the lower level. All have very well-fitted marble bathrooms with walk-in rainfall showers. With a plot of 3.7 acres, there is plenty of garden and an attractive dining gazebo on the lower lawn area.

$1.5 million View villa Enquire Now