Beauport, also known as the Sleeper-McCann House, was the shingle-style summer home of one of America’s first professional interior designers, Henry Davis Sleeper.

William Gillette was a successful actor and playwright mostly known for his portrayals of Sherlock Holmes on stage. Gillette originated and popularized many common features of the character: the cap and cape, curved pipe, magnifying glass and the phrase “elementary, my dear fellow (which later evolved to “elementary, my dear Watson”. He took his money and ran for the hills overlooking the Connecticut River where he built his 24-room mansion, called the Seventh Sister, on 122 acres.

The 50-acre Sonnenberg Gardens and Mansion State Historic Park is located in Canandaigua, New York. The historic park contains the former summer mansion, a collection of period garden architecture, nine formal and informal gardens, statuary, and a greenhouse complex. The property is a gift to New York State from philanthropists Frederick Ferris and Mary Clark Thompson.

Frederick Gilbert Bourne was a self-made millionaire who resided at the Dakota Apartments in Manhattan and had a 1,000-acre estate in Oakdale, Long Island, called Indian Hall. Bourne became the fifth president of the Singer Sewing Machine Company, which is where the current name “Singer Castle” comes from. While the Bourne’s summered here, they called the castle, “The Towers” and the island, “Dark Island”.

Edith Wharton was part of “Olde New York” society, and is credited with establishing interior design as a profession in the United States. She was the first woman to receive the Pulitzer Prize for non-fiction for her book, Age of Innocence. She believed that good architectural expression included order, scale, and harmony.

George C. Boldt, a millionaire associated with the Waldorf Astoria and the Bellevue-Stratford Hotels in New York City, built this 120-room castle to display his love for his wife, Louise, on picturesque Hart Island, which he re-named Heart Island. Not a single detail or expense was spared in creating the grand castle with tunnels, Italian gardens, playhouse and powerhouse. Construction was ordered to start in 1900 on Heart Island in the Saint Lawrence River, and part of the Thousand Islands.

Olana was the eclectic home of Frederic Edwin Church and his wife Isabel. Frederic was one of the major figures in the Hudson River School of landscape painting. The mansion was designed by Mr. Church in conjunction with architect Calvert Vaux and built between 1870 and 1872. A studio wing was added in 1889.

Robert Lincoln, the only child of Abraham and Mary Todd Lincoln, retained the architecture firm of Shepley, Rutan and Coolidge to built his summer home on 392 acres in Manchester, Vermont. Lincoln had served as Secretary of War and Minister to the Court of St. James, and made his fortune as a lawyer before becoming President of the Pullman Company. Robert Lincoln and his wife, Mary Harlan Lincoln, lived at Hildene in high style.

Naumkeag is the former Berkshire estate of New York City lawyer and U.S. Ambassador to Great Britain, Joseph Hodges Choate, and his wife Caroline, located in Stockbridge, Massachusettes. The Choate’s, who were part of the newly-rich, traveled in well-to-do social circles. They decided to build a 44-room shingle-style “cottage” with brick and stone details, designed by the architect of the day, Stanford White.