523 Old Mountain Road, Middletown, NY 10963
- 4 beds |
- 4 baths |
- 3,662 sqft
Single-Family Home 
Built in 1990 
189acre lot
2 car garage 
$683/sqft 
Listed 11 days ago
Property Description
523 Old Mountain Road, A Private Sky-Top Estate Above the Hudson Valley. Set behind a gated entrance and reached by a sweeping, fully paved drive, this extraordinary mountaintop retreat is the definition of refined seclusion. Perched high above the Hudson Valley, the property unfolds like a private sanctuary in the sky, where panoramic vistas stretch endlessly and every sunrise and sunset feels like a personal masterpiece. At the heart of the home, a breathtaking great room commands attention with soaring ceilings, dramatic floor-to-ceiling glass, and a wide-open expanse framed by substantial structural beams, all anchored by a striking stone fireplace that stands as a true architectural centerpiece. Natural light pours in from every angle, drawing the outdoors in and framing views so captivating they feel almost unreal. This truly is heaven on earth. Designed for both elevated entertaining and everyday comfort, the residence offers four spacious bedrooms, including two exceptional primary suites. The main-level suite is a retreat of its own, complete with private veranda access overlooking the rolling landscape beyond. Both suites were intentionally designed with expansive windows, ensuring abundant natural light and that the views remain front and center from the moment you wake. A second floor loft provides an additional layer of living space, perfect for relaxed seating, conversation, or quiet reflection above the main living area. The kitchen is both beautiful and functional, opening seamlessly into a dining area positioned to take full advantage of the surrounding natural beauty. Outdoors, the estate transforms into a resort-caliber experience. Masterfully crafted stonework leads to a stunning infinity-edge pool with a cascading spillover into a lower pool, all enhanced by professional lighting that creates an unforgettable nighttime ambiance. Layers of stone patios provide a multitude of space for sunbathing and entertaining. Whether hosting under the stars or enjoying a quiet evening by the fire feature, the setting is nothing short of spectacular. For equestrian or lifestyle enthusiasts, the property is fully equipped with a four-stall stable barn, three paddocks, and thoughtfully designed outbuilding including a deluxe chicken coop for farm-fresh living. Behind the home the land itself invites exploration, with private trails and open space that connect you directly to nature. Additional features include central air conditioning, a whole-house generator, a two-car garage, a dedicated sauna room, and a spacious unfinished walkout basement offering exceptional storage and future expansion potential. Recent upgrades, highlighted by a brand new roof, full exterior repaint, and professionally designed landscaping and hardscaping underscore the exceptional level of care and maintenance throughout. Despite its tranquil setting, the property remains remarkably accessible just over an hour from the George Washington Bridge. Enjoy close proximity to the Hudson Valley’s most beloved destinations, including local wineries, farm stands, and nearby attractions like Echo Fields in Westtown. A rare offering where luxury, privacy, and natural beauty converge, 523 Old Mountain Road is not just a home, it’s an experience.
- Listing Status:
- Active
- Data Last Updated:
- May 11, 2026 at 7:20AM
- Listing Office:
- Cronin & Company Real Estate : 845-744-6275
- MLS ID:
- 972009
- General: BalconyFire PitLighting
- Style: Contemporary
- Other Structures: Stable(s)DeckPatio
- Pool: In GroundInfinity
- Parking: AttachedDriveway
- General: Three Or More
- Originating MLS: onekey2
- School District: Minisink Valley
- County: Orange County
- Zoning: 4089-072-0-0001-037-000
- View: Mountain(s)PanoramicSkyline
- Utilities: Electricity Connected
- Water: Well
- Sewer: Septic Tank
- Source: onekey2
This listing courtesy of Cronin & Company Real Estate
Monthly Payment
- Principal & Interest $
- Property Taxes $
- Home Insurance $
- VA Funding Fee $
