Live Like a Yankee at Derek Jeter’s Hudson Valley Castle

Photos by Steven Dolinsky Photography | Courtesy of Diane Mitchell, Wright Bros. Real Estate, Inc.

Enjoy the luxury, privacy, and history of Orange County’s Tiedemann Castle, the gorgeous former home of MLB Hall-of-Famer Derek Jeter.

Update: this property has sold.


Address: 14 Lake Shore Rd, Greenwood Lake/Warwick

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Description: Few landmarks in the Hudson Valley convey all of its beauty and majesty like this one, and even fewer were owned by one of the most famous baseball players in history. Yes, that’s right. New York Yankees legend Derek Jeter listed his luxurious Orange County castle for sale. The future owners of Tiedemann Castle—the childhood home of Derek Jeter’s grandfather—will bask in the glory of lakeside views, infinity pools, five kitchens, and so much more.


Derek Jeter’s castle sits on 4.01 scenic acres in Greenwood Lake, a neighborhood in the Warwick area. Even though the Hudson Valley has only recently become the home of the New York Yankees’ official minor league affiliate, the region has always had ties to professional baseball. About 45 miles from Jeter’s old stomping grounds at Yankee Stadium, the “Gem on the Lake” was built in the Hudson Valley in 1915—just two years after the New York Highlanders became the New York Yankees. Jeter’s estate is a bonafide castle, and at every turn its grandeur inspires awe.


Explore 700 feet of shoreline along Greenwood Lake, a Hudson Valley gem that shares a border with New Jersey. Elaborate stonework brings character to every inch of Jeter’s personal paradise. Early mornings, colorful views, and impressive fall foliage await on the terraces and walking paths surrounding Tiedemann Castle.

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Stretch out at the expansive compound’s several elements; Jeter’s side project includes the main house (with an elevator), guest house, pool house, extensive gardens, boat house, and several other structures in the home’s posh gardens. Glass doors lead to terraces that overlook both the pool and the lake. Derek Jeter first listed the estate in 2018, moving south to focus on his work with the Miami Marlins, and has since lowered the price. Clearly the former Yankee enjoys a proximity to tranquil marinas.



Talk about a home-run view! Jeter’s impressive amenities include an infinity pool that seemingly kisses the Hudson Valley skyline. Spend hours enjoying the fresh lake air, reading under some poolside shade, or working on a tan in relaxing wooden lounge chairs.

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The main house bursts with rustic appeal. Designed in the colonial style, grand foyers, winding staircases, and ornate banisters display the status of icons like Derek Jeter. His restoration of the historic buildings exhibit an abundance of attention to detail. No matter how many weeks, months, or years are spent wandering the halls of this Hudson Valley castle, there will always be something to appreciate.



Hudson Valley foodies and home chefs, get excited; Tiedeman Castle boasts a total of five kitchens (one of which is outside!). Delicate touches in kitchen design foster cozy countryside meals. With a different locale for any dining occasion, hosting family gatherings and dinner parties will be a cinch. State-of-the-art appliances join classic elements like granite countertops, brick backsplashes, and wood table sets.


Speaking of entertaining, the castle on Greenwood Lake has tons of unique spaces. Several home bars are perfect for pouring local brews, cracking regional wines, and mixing cocktails with Hudson Valley spirits. Barn ceilings and chandeliers make these areas especially warm in the cold winter months.


Put up your feet after a long day and rest in one of the several dens tucked away in the corners of the estate. Warm up by the same colossal fireplace that Derek Jeter stayed by during the offseason. There are five levels to the main house, and many rooms in the guest and pool houses to provide ample areas for everyone to retreat.


Families will enjoy privacy at the “Gem on the Lake.” Six bedrooms, seven full bathrooms, and five half bathrooms give everyone under the roof spaces to personalize and call their own. Who knows how many former Yankees Derek Jeter might have hosted at his Orange County chateau?


Asking price: $12.75 million

Selling points: Expansive areas to explore, like waterfalls, towers, and gardens make the former castle-estate of Derek Jeter one to covet. Life at Greenwood Lake is a permanent Hudson Valley vacation, between the infinity pool and shoreline views. Home gyms, offices, indoor and outdoor kitchens, and several entertainment rooms give residents few reasons to ever venture outside of its stone gates. For families, the nearby Greenwood Lake area is excellent, and the vast open-air spaces encourage daily activity.

Listing agent: Diane Mitchell, Wright Bros. Real Estate, Inc.

Aerial View Jeter CastleCastle CorridorsWooden BarsViewing Rooms With Ample SeatingEntertainment Rooms DownstairsTwelve BathroomsBeautiful Poolside Escapes

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