10 Beds
7½ Baths
8,000 Sqft
301.56 Acres
4 Garages

Rising above the landscape at the summit of a quiet dead-end road, Painter Hill Castle offers unparalleled seclusion and sweeping panoramic views. 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. Handcrafted built-ins, custom red oak doors, soaring ceilings and a Vermont slate roof all contribute to the grandeur. Enjoy views of the Shawangunk Mountain foothills through leaded glass windows, and unwind by the stately stacked-stone fireplace. 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. Each of the four bedrooms comes with its own luxurious en suite, offering privacy and convenience for guests and family members alike. 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. 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.

Facts & Features
MLS® # 154617
Price $4,750,000
Bedrooms 10
Bathrooms 7.50
Full Baths 7
Half Baths 1
Square Footage 8,000
Acres 301.56
Year Built 2008
Type Residential
Sub-Type Single Family Residence
Style Chalet, Contemporary, Cottage, Other
Status Active
MLS ucbr
Community Information
Address 414 Painter Hill Road
Area Wawarsing
City Wawarsing
County Ulster
State NY
Zip Code 12483
Amenities
Parking Private, Off Street, Driveway
# of Garages 4
View Bridge(s), Creek/Stream, Garden, Hills, Mountain(s), Panoramic, Park/Greenbelt, Trees/Woods, Water
Is Waterfront No
Has Pool Yes
Pool Gunite, Heated, In Ground
Interior
Interior Features Beamed Ceilings, Bookcases, Breezeway, Cathedral Ceiling(s), Ceiling Fan(s), Chandelier, Double Vanity, Eat-in Kitchen, Elevator, Entrance Foyer, High Ceilings, High Speed Internet, Natural Woodwork, Pantry, Recessed Lighting, Sauna, Soaking Tub, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s)
Appliances Other, Water Heater, Washer, Refrigerator, Dryer, Disposal, Dishwasher
Heating Propane, Radiant, Other
Cooling Central Air
Has Basement Yes
Basement Partial
Fireplace Yes
# of Fireplaces 2
Fireplaces Living Room, Wood Burning
Exterior
Exterior Block, Plaster, Stone, Wood Siding, Other
Exterior Features Balcony, Courtyard, Garden, Outdoor Kitchen, Uncovered Courtyard
Lot Description Private, Secluded, Sloped, Wooded
Roof Asphalt, Metal, Slate
Construction Block, Plaster, Stone, Wood Siding, Other
Foundation Concrete Perimeter, Slab
School Information
District Ellenville Central
Additional Information
Date Listed June 4th, 2025
Days on Market 18
Short Sale No
RE / Bank Owned No
Listing Details
Listing Courtesy of Houlihan Lawrence Inc.
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Listing information last updated on June 23rd, 2025 at 11:05am EDT.