If you loved the Tudor-style castle in New Jersey we recently showcased, you’ll fall head-over-heels for this massive Catskills castle for sale in New York’s Hudson Valley region. With over 8,000 square feet of classic design touches on at least 300 acres of prime Catskill Mountains real estate, we think it’s a brilliant buy if you have the resources.
And be sure to check out our real estate archives brimming with mansions of all sizes and types.

“Rising above the landscape at the summit of a quiet dead-end road, Painter Hill Castle offers unparalleled seclusion and sweeping panoramic views,” begins the listing for 414 Painter Hill Road in Wawarsing, New York. “This 300-acre compound includes three distinct homes: an Old World-inspired castle, a guesthouse and a vintage stone cottage.”





“With miles of hiking and riding trails, three horse stables, an in-ground pool and a charming creek with its own picturesque bridge, this extraordinary property is designed for those who value elegance and privacy.”
The main residence is custom-built with incredible attention to detail that easily rivals the best and most majestic homes in Europe. Handcrafted built-ins, custom red oak doors, soaring ceilings and a Vermont slate roof all contribute to the grandeur that guarantees timeless style and elegant living for generations to come.
If you love this story and photos, join the Luxe Living by TheLuxurySpot.com Facebook group.





“Enjoy views of the Shawangunk Mountain foothills through leaded glass windows, and unwind by the stately stacked-stone fireplace.”
While the home’s style is distinctly Tudor-inspired with lots of rick, dark wood finishes, there are also endlessly light, bright rooms throughout.
Listed at $4.75 million, we think the home’s 10 total bedrooms and 8 bathrooms are a brilliant value for mixed use. Live in the castle, turn it into an event space or rent it out. The guesthouses can be used as primary or secondary seasonal homes.




“The bright, graceful foyer sets a sophisticated tone for the rest of the house, while the Chef’s Kitchen, complete with a cozy dining nook, a spacious walk-in pantry, and top-of-the-line appliances, makes every meal feel special.”
We can’t get enough of the dining spaces that feature vaulted ceilings and the kitchen’s expanded, custom-created farmhouse sink. The finishes remind us of another famous Chester, New Jersey castle listed for sale at nearly the same price, though with less land.



No detail was spared in any of the rooms. The stonework, grouting and beams are all in the authentic British castle style of the Tudor era.
Leaded glass windows follow popular glassmaking methods used throughout Europe in the Victorian era (these reached a feverpeak in the early 1900s in the US). But, because the house was only built in 2008, everything is close to new and hardly-used.
You’re walking into a pristine-condition time capsule.




We love the rich terra cotta-hued tiles throughout the mail living spaces and clever use of natural light to illuminate and showcase all the natural wood.





Each of the four main castle bedrooms comes with its own luxurious en suite, offering privacy and convenience for guests and family members alike.
If you love this story and photos, join the Luxe Living by TheLuxurySpot.com Facebook group.
Hand-carved wood beds, beams and built-ins adorn every sleeping space.





The bathrooms showcase tasteful Tuscan tile patternwork, natural wood, high-end faucets and sink basins and multi-head showers. Ordinary days feel like spa adventures.






“The grand living room opens to an exquisite stone courtyardan idyllic space for entertaining-and a three-bay garage provides ample room for vehicles, ATVs, and equipment, making it easy to store and access everything you need for your next adventure.”



“At the entrance to the estate, the vintage stone cottage radiates fairy-tale charm. This enchanting three-bedroom, two-bath retreat, complete with its own garage, provides a private and cozy getaway for family and friends.”

“Near the heated, gunite pool, a two-bedroom, one-bath guesthouse offers flexible options for rental or guest quarters.”
It comes complete with an adorably vintage kitchen perfect for showcasing your collection of cast iron skillets, tea pots and charming gifts.




“This unparalleled property offers elegance and nature’s beauty in equal measure, creating the perfect setting for an exceptional lifestyle. A rare find less than 100 miles from Manhattan, Painter Hill Castle redefines luxury living.”
It’s close to the classic Kingston, New York mansion we recently profiled and just a short drive from the delightfully creepy Hudson Valley Mall—or just take advantage of all the goodness New York City has to offer roughly an hour to the south.





If you love this story and photos, join the Luxe Living by TheLuxurySpot.com Facebook group.