What if you could spend a night in a castle once owned by one of baseball’s greatest legends? Imagine waking up to serene lake views, surrounded by the charm of medieval architecture, all while knowing you’re staying in a place tied to Derek Jeter, the iconic Yankees captain. This dream is now a reality for fans and luxury travelers alike, thanks to the transformation of Jeter’s former Greenwood Lake guest house into a unique Airbnb rental.
| Category | Details |
|---|---|
| Full Name | Derek Sanderson Jeter |
| Nickname | “The Captain” |
| Date of Birth | June 26, 1974 (age 51 as of 2026) |
| Height | 6 ft 3 in (1.91 m) |
| Weight | 195 lbs (88 kg) |
| Spouse | Hannah Davis (m. 2016; former model) |
| Children | 4 (with Hannah Davis) |
| Profession | Former MLB shortstop (New York Yankees, 1995–2014), businessman, CEO of Miami Marlins (2017–2021), MLB analyst |
| Achievements | 5× World Series champion, AL Rookie of the Year (1996), Hall of Famer (2020) |
| Net Worth (2025 est.) | $200 million (from baseball salary, endorsements like Nike/Gatorade, real estate, business ventures) |
| Current Residence | Miami, Florida (19th-floor apartment at Grove at Grand Bay skyscraper since ~2017; previously Coral Gables waterfront properties) |
Derek Jeter’s house, famously known as Tiedemann Castle, is a historic gem nestled in the Hudson Valley. Once part of his $5.1 million estate, the guest house is now available for rent, offering a blend of history, luxury, and a touch of Yankees nostalgia. Let’s explore the fascinating story behind this property, its stunning features, and why it’s a must-visit destination.
Derek Jeter’s House History
From Family Legacy to Yankees Retreat
The story of Derek Jeter’s stunning house begins long before the baseball legend acquired it. In 1952, John and Julia Tiedemann, the adoptive parents of Jeter’s grandfather, William Connors, purchased the property. The castle became a cherished family retreat, where Jeter spent many childhood summers. These formative years at Greenwood Lake played a significant role in shaping the future Hall of Famer’s character and work ethic.
Fast forward to the early 2000s, Jeter purchased the estate in two parts: the main house for $1.2 million and the guest house for $425,000. The property, which had fallen into disrepair, underwent a $3 million restoration under Jeter’s ownership. His efforts preserved the castle’s historic charm while adding modern amenities, making it a true masterpiece.
The Estate Sale and Transformation
In 2018, Jeter listed the estate for a staggering $14.75 million. However, after several price reductions, the property sold in 2024 for $5.1 million. The new owners saw an opportunity to share this iconic property with the world, converting the guest house into a luxury Airbnb rental. Today, fans of the Yankees legend can experience a slice of his life by staying in this unique castle.
Inside Derek Jeter’s Castle House Design
Main Estate Overview
The main house of Tiedemann Castle is a sprawling 9,000-square-foot masterpiece. It features six bedrooms, 13 bathrooms, and a rustic stone facade that conceals a host of modern luxuries. Highlights include:
- Elevator and Gym: Perfect for convenience and fitness enthusiasts.
- Infinity Pool: A stunning addition overlooking the lake.
- Private Dock: Offering 700 feet of lakeside access for boating and relaxation.
- Statue of Liberty Replica: A quirky yet patriotic touch to the estate.
Airbnb Guest House Features
The guest house, now available on Airbnb, is a charming one-bedroom turret section that sleeps two. With its medieval stone architecture, two bathrooms, and breathtaking lake views, it offers a cozy yet luxurious escape. Renting for $1,300+ per night with a two-night minimum stay, it’s an exclusive experience for those seeking a blend of history and comfort.
Standout Features
Feature Description Jeter’s Touch
Lakefront Dock, Private access for boating , Post-game relaxation spot
Turret Bedroom , Medieval charm with lake views, Restored to perfection
Gardens & Lagoon 4-acre grounds with lush greenery , Family legacy preserved
Renting Derek Jeter’s House on Airbnb
Booking Details
| Property Location | Specifications | Architecture Design | Purchase/Sale Worth | Address | History Info |
|---|---|---|---|---|---|
| Miami (Current Primary – Under Construction) | Double lot (largest waterfront in community), 325 ft waterway frontage, dual mega-yacht docks, new seawall; planned mansion with custom wings | Modern luxury waterfront (by Landry Design Group); entertainment wing (rec room, theater), center (bedrooms, living/dining), third (basketball court, spa) | Purchased 2021 for $16.6M (via LLC); ongoing build as of 2026 | Gables Estates, Coral Gables, FL (exact undisclosed) | Bought post-Marlins CEO role; reflects shift to family-focused South Florida life after selling other assets |
| Coral Gables (Sold 2026) | 8,208 sq ft, 7 beds, 7 baths, nearly 1 acre; pool, basketball court, summer kitchen, wine cellar, chef’s kitchen, office, elevator | Modern estate built 2004; gated near Cocoplum | Bought 2018 for $6.5M; sold Feb 2026 for $13.2M (doubled investment) | 7275 Old Cutler Road, Coral Gables, FL | Defined Jeter’s Marlins era; sold as he streamlined holdings amid family growth |
| Tampa (Davis Islands, Sold 2022) | 21,796 sq ft, 7 beds, 8 full/8 half baths, 1.25 acres, 345 ft open bay; heated spa, 6-car garage, outdoor kitchen, home automation | English-style manor (granite/limestone façade, 24-ft foyer, floor-to-ceiling windows, Venetian plaster, hardwood floors); built 2011 | Listed 2020 at $29M; sold 2022 for $22.5M (custom-built on adjacent lots bought 2005-2006) | 58 Bahama Circle, Tampa, FL | Iconic “Jeter house” rented to Tom Brady (2020); later demo’d/rebuilt bigger by new owners (construction started ~2024) |
| Coconut Grove (Penthouse, ~2017 onward) | 19th-floor apartment; bay/downtown views (specific sq ft unlisted) | Modern high-rise skyscraper (Grove at Grand Bay) | Undisclosed (part of Miami portfolio) | Coconut Grove, Miami, FL | Short-term family home during Marlins ownership; transitioned from NYC/tower life |
The guest house is managed by Upstate Luxe, a company specializing in high-end rentals. Guests can enhance their stay with optional add-ons like yoga sessions, catering, and guided excursions. However, renting this property comes with exclusivity—guests must sign an additional agreement to secure their booking.
Pricing and Value
The nightly rate ranges from $1,000 to $1,400, depending on the season and additional fees. While this may seem steep, the experience of staying in a castle with ties to a Yankees legend is priceless for fans and luxury travelers alike.
Guest Reviews & Experiences
Early reviews highlight the property’s exclusivity and charm. Guests rave about the serene lake views, the unique turret bedroom, and the sense of history that permeates the space. Compared to other celebrity Airbnbs, Jeter’s guest house stands out for its combination of luxury and personal connection to the baseball icon.
Why Visit Derek Jeter’s Greenwood Lake Gem
Location Perks
Greenwood Lake, located in the Hudson Valley near the New York-New Jersey border, is a picturesque destination. Visitors can enjoy a variety of activities, including hiking, water sports, and exploring local shops and restaurants. The area’s natural beauty and proximity to New York city make it an ideal getaway.
A Yankees Pilgrimage
For Yankees fans, staying at Derek Jeter’s house is more than just a vacation—it’s a pilgrimage. The property offers a unique opportunity to connect with the legacy of one of baseball’s greatest players while enjoying a luxurious retreat.
Jeter’s Other Iconic Properties
Derek Jeter’s real estate portfolio extends beyond Greenwood Lake. Here’s a look at some of his other notable properties:
Property Location Key Stats
Castle Greenwood Lake, NY 9K sq ft, $5.1M sale Airbnb Rental
Mansion Coral Gables, FL 8.2K sq ft, $13.2M sale Sold in 2026
Childhood Home , Kalamazoo, MI 2.1K sq ft Listed for $300K
FAQs
Is Derek Jeter’s house still available on Airbnb?
Yes, the guest house is available for rent starting October 2025.
How much did Derek Jeter pay for the castle?
Jeter purchased the estate for approximately $1.625 million.
Can I rent the full estate?
No, only the guest house is available for rent, as the main house remains private.
What’s the minimum stay?
The minimum stay is two nights.
Where Does Derek Jeter Currently Live?
Derek Jeter House Photos
