Find your next perfect home!

Tradewinds Montserrat, the number one property website for buying, selling and renting your property on "The Emerald Isle" of the Caribbean

Villas for Sale

Find your next home for your growing family

Villas for Rent

Book the perfect get away with friends of loved ones

Land for Sale

Purchase land to build your perfect home


Featured Properties

Mango Pointe property on the Montserrat Island
For Rent

Mango Pointe

Mango Drive in Woodlands

one dollar bill svg graphic $1700 p/w (in season) / $1250 p/w (out of season)
Property images for Mango Grove
For Sale

Mango Grove

Woodlands Beach, Montserrat

one dollar bill svg graphic $475,000
Property images for Carpe Diem
For Rent

Carpe Diem – Seize the Day!

Old Towne, Montserrat

one dollar bill svg graphic $1600 p/w (in season) / $1200 p/w (out of season)
Seascape (Old Towne) property images
For Sale Under Contract

Seascape in Old Towne (A Fixer Upper)

Old Towne, Montserrat

one dollar bill svg graphic $222,000

Testimonials

Living room with a well stacked book shelf and two open doors overlooking the ocean

Tradewinds has provided rentals for our regular large group gatherings since 2014

Tradewinds has provided rentals for our regular large group gatherings since 2014. Every year our needs change and working with Tradewinds has made that process straightforward and worry free, always finding what we need and supporting us throughout our stays.