A seamless surround for a rectangular skylight assembly is provided. Each side of the rectangular surround is characterized as having an obtuse-angled profile having an angle of between greater than 90 degrees and about 100 degrees, the profile including a vertically extending surface and a downwardly sloping surface. The vertically extending surfaces abut curb members attached to the skylight assembly and include apertures therethrough for receipt of a joining element. The downwardly sloping surfaces abut a building rooftop and further include apertures therethrough for receipt of a joining element. The roof-abutting side of the downwardly sloping surfaces includes a barrier material attached thereto. The barrier material may be any suitable air and water barrier, such as a polyurethane foam or a thermoplastic elastomer. A method of installing a skylight having the seamless surround is also provided.