Inside Derek Jeter’s $6.3M Tiedemann Castle on Greenwood Lake

Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.

Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.

Inside Derek Jeter’s $6.3M Tiedemann Castle on Greenwood Lake

$6,300,000 | Built 1915 | 12,590 Sq. Ft. | 6 Beds | 7.5+ Baths | 4.01 Acres
Greenwood Lake, New York, United States

Retired professional baseball shortstop Derek Jeter has reduced his historic Greenwood Lake retreat to $6.3 million. Jeter had previously tried to sell the property in 2018 & 2019 for $14.75 million. Sitting on 4 acres with 700-feet of shoreline, the property includes a historic structure known as Tiedemann Castle. The storied estate had been at one point the childhood home of Jeter’s grandfather, William ‘Sonny’ Connors. It was built in the early 1900s by Rudolph H.E. Gudewill for his wife Fanny. Following Gudewill’s death in 1946, the castle was sold to John and Julia Tiedemann, who adopted William ‘Sonny’ Connors in the 1950s. It’s reported that Jeter purchased the estate in 2003 for $425,000 before embarking on an extensive renovation of the historic property. Today, Tiedemann Castle offers over 12,500 square feet of space with 6 bedrooms, 12 bathrooms, turrets, a widow’s walk and views over Greenwood Lake. The property spans 4 acres and is made up of two parcels, including a main house, guest house, pool house and boat house. The property also includes extensive gardens, a lagoon and infinity edge swimming pool with massive rock waterfall.

Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.

This Gem on the Lake is perfect as a full-time residence or an ideal weekend/summer retreat! Passing through the gate, you enter this magical property that has been lovingly restored beyond its original grandeur. The 3 parcels that make up the estate include the main house (with an elevator), guest house, pool house, infinity pool, extensive gardens, a lagoon, boat house, and so much more. The 4 indoor kitchens with their top of the line appliances plus an outdoor kitchen with wood burning fireplace will please even the most demanding chefs. Extensive lake views await you from most of the rooms as well as from both turrets, and the rooftop. Entertain in the pool house and expansive patio space or in the game room and Great Room in the main house. There is really too much to describe here. You need to see it for yourself!


Diane Mitchelldmitch9852@gmail.com • (845) 480-1819
Wright Bros. Real Estate
Photography Credit: Steven Dolinsky

Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.



Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.



Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.



Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.



Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.



Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.



Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.



Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.



Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.



Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.
Steven Dolinsky | Diane Mitchell, Wright Bros Real Estate Inc.