
Retired baseball star Derek Jeter continues to face challenges in selling his lakefront castle in Orange County, New York. Known as Tiedemann Castle, this unique property has been on and off the market since mid-2018 and remains unsold more than a year after an auction failed to secure a buyer.

Located in the village of Greenwood Lake, less than 50 miles from Manhattan, the castle was first listed by Jeter for $14.75 million. The auction, handled by Paramount Realty USA, did not see any bids meet the minimum of $6.5 million. Misha Haghani, founder of Paramount Realty USA, explained, “It’s extremely unique and well above the typical price point in the market in which it’s located. These types of properties sometimes take more time to sell.”

Currently, all bids are being considered, and prospective buyers can contact Paramount Realty USA to discuss submitting an offer. Jeter, who spent his entire two-decade career with the Yankees, acquired the property in multiple pieces in the early 2000s. Records show it was purchased through a limited liability company tied to Jeter, though the total amount paid remains undisclosed.

Tiedemann Castle is described as “a cross between a castle and a playground.” The nearly 9,000-square-foot main home features a medieval aesthetic with an imposing tower and battlements. The house includes two kitchens, a sunroom, an office, a game room, a formal dining room, a family room with a bar, and six bedrooms.

The four-acre property offers a variety of amenities beyond the main house, such as a guest house, a pool house, a private lagoon, a boat house, and a boat dock. There’s also a stone waterfall and a replica of the Statue of Liberty. The estate’s manicured grounds provide a picturesque setting for entertaining guests or enjoying a peaceful walk.

Jeter’s connection to Tiedemann Castle dates back to his childhood. His grandfather, William “Sonny” Conner, was an adopted son of the Tiedemann family, the former owners of the estate. This history is detailed in the 2011 biography The Captain: The Journey of Derek Jeter by Ian O’Connor. Built around 1903 by a New York City dentist, the property was later damaged in a fire before being restored by the Tiedemann family. Jeter purchased the property for $1.2 million after it was sold by the Tiedemanns in 2005.






The castle, which has a total of 24 rooms, also includes a 2,000-square-foot lakefront guest house with a baseball-diamond-shaped infinity pool. Paramount Realty USA emphasizes the efficiency and finality of their luxury property auction platform, indicating that Jeter is serious about selling due to his primary residence being elsewhere.


Prospective buyers have until December 15 to submit their bids through Wright Bros. Real Estate in Nyack, N.Y. This storybook castle, with its rich history and luxurious features, continues to await a new owner who can appreciate its unique charm and grandeur.
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