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The legend of Derek Jeter continues to grow after his retirement. The former Yankee captain was also the captain of cool, and that was before we knew he owned a castle. Located in Orange County, New York, the castle was built in 1915 and was purchased by the former Yankee shortstop in 2003. He paid $425,000 for it. It’s now selling for $14.75 million. Not a bad investment. Complete with 700 feet of shoreline, 6′ stone walls, and turret stairs, the castle is a relaxing retreat that also keeps out invading armies of fans. On the property are multiple structures, a pool house, boat house, infinity pool, and plenty of outdoor space for a stellar barbecue. Inside are high ceilings, a wood-burning fireplace, and a tower for all your archers. 

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Unzip your coat and have some mulled wine on the house—you’ve arrived at your final gifting destination: The Holiday Gift Guide. It’s like your friendly neighborhood one-stop holiday shop, except instead of balsa wood ornaments, ours is packed with thoughtful gifts for everyone on your list. Future heirlooms, small-but-significant stocking stuffers, and gear for getting out there (or staying in)—are all right here. There’s no music playing in the background though, so you’ll just have to hum Bing Crosby while you click around instead.

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