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Sep 9, 2025  |  
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NextImg:Exclusive | Derek Jeter’s former castle-style guest house is now a $1,300-per-night Airbnb rental

Derek Jeter’s former lakeside retreat is open for business.

Vacationers looking for a lakeside retreat in New York’s Hudson Valley can now book a slice of the hall-of-famer’s former estate.

The historic guest house on the Greenwood Lake property, known as Tiedemann Castle, officially hit the Airbnb market last month.

The guest house (right) is available for a little over $1,300 a night. Stephen Dolinsky
Derek Jeter (center) acquired the lakeside property in the early 2000s. Charles Wenzelberg / New York Post

Lisa Mulcahy, founder of the luxury short-term rental firm Upstate Luxe, manages the rental for the 4-acre estate’s current owners. The one-bedroom, two-guest rental was designed for the property’s high-profile history in mind, she told The Post, offering boutique concierge services alongside turn-of-the-century charm.

Tiedemann Castle was built in the early 1900s by a New York doctor — Greenwood Lake was at that time a fashionable summer destination for New York City’s elite, attracting the likes of Greta Garbo and Babe Ruth to its luxurious lakeside resorts.

Echoes of that golden era can still be glimpsed at the property, with its stony facade, medieval-style turrets and battlements designed by artisans in the style of a German castle.

The guest home’s own impressive turret is partially accessible to guests, Mulcahy said, and features a yoga space and sauna located at its base.

A private porch overlooks the lake. Dmytro Flisak
The rental includes direct access to the home’s private dock alongside 700 feet of lakeside frontage. Dmytro Flisak
Jeter reportedly invested $3 million into the lakeside compound. Robert Sabo for NY Post

The property’s ties to Jeter go all the way back to 1952, when it was acquired by John and Julia Tiedemann — the adoptive parents of Jeter’s grandfather, William Connors. The property had fallen into disrepair by the time Jeter took ownership of it in the early 2000s.

The former Yankees captain reportedly invested $3 million into renovations to bring Tiedemann Castle back to life. Jeter’s occasional presence gave the gated property an extra layer of intrigue, Mulcahy said. Passing boaters were eager to catch a glimpse of the legendary shortstop at his secluded home.

Jeter offloaded the compound in 2024. The road to sell his final New York holding was long and expensive — Jeter listed the home in 2018, four years after his retirement from the New York Yankees, for $14.75 million.

A large stone hearth frames the wood-paneled living room. Dmytro Flisak
Antiques sit alongside modern fixtures throughout the rental. Dmytro Flisak
A yoga area is situated in the base of the turret. Dmytro Flisak
The one-bedroom listing is currently available for a minimum of two nights. Dmytro Flisak

Multiple price drops and one failed auction finally saw the historic estate relisted for a comparatively modest $6.3 million in the summer of 2024. It quickly went into contract and sold for $5.1 million.

In addition to the guest house, the property includes the 9,000-square-foot main house, a pool house, a boat house, a private dock and a replica of the Statue of Liberty. The three-story main house’s rustic stone exterior belies contemporary finishes, including four kitchens, a media room, an elevator and a gym.

Tiedemann Castle’s guest house is currently available for a little over $1,300 a night, according to the Airbnb listing. Guest house renters can opt to add on luxury amenities like private yoga classes, in-house catering and local excursions.

An aerial view of the property in fall — a popular time for Greenwood Lake. Dmytro Flisak
The sprawling main house could be available to rent in the future, too. Stephen Dolinsky

Mulcahy said that the owners currently use the property as an occasional vacation home, and eventually plan to bring the entire compound onto the rental market. 

“This is such a spectacular property, and they want other people to experience it,” she said.