Built in 1908 by architect William A. Boring, the Beaux Arts landmark on Manhattan’s Upper West Side was formerly run as the St. Agnes Boys’ High School before being converted into a luxury residential development by Tamarkin Co.

Two lucky guests will get to spend the night in the star’s dreamy Montecito, California guest house, designed as ‘the ultimate goop retreat’ — and the stay includes an invitation to dinner with Gwyneth herself.

Dunbeath Castle offers a spectacular Scottish setting in the British Isles, located within a 28,500 acre estate featuring some of the most beautiful topography in Scotland’s great coastal wilderness.

Offering a quintessential Provencal charm. this beautifully renovated ‘Aixoise bastide’ is set at the end of a centuries-old plane tree allée, nestled in beautifully landscaped grounds with an 82-foot swimming pool.

Located in the heart of the Cyclades, and overshadowed by the more popular (and touristy) islands of Mykonos and Santorini, Paros remains a hidden gem in Greece.

The Summit at The Sanctuary on Loon Point is undoubtedly one of the premier estates on Padero Lane in Carpinteria, a celebrity enclave widely considered to be the epitome of luxury beachfront living.

The New York townhouse is the former home of legendary philanthropist David Rockefeller, who lived at the 40-foot wide Colonial Revival mansion with his wife for 70 years.

The Lindens was built in 1910 for Max Fleischmann, heir to the Fleischmann's Yeast fortune. One of the largest opponents of the Prohibition, the renowned bootlegger is said to have inspired F. Scott Fitzgerald’s Gatsby character.

This iconic property offers panoramic views which include Capri village and the Faraglioni rocks, which are considered one of the most captivating landscapes in the world.

The Old Priory is a stunning Grade I listed Cotswold manor set 85 acres of grounds and gardens, and features a spectacular Roman-style infinity pool with one of the most beautiful pool houses we’ve ever seen..