1. New York
2. Cuddebackville
3. 529 Prospect Hill Road

529 Prospect Hill Road, Cuddebackville, NY 12729

• 5 beds |
• 4 baths |
• 4,364 sqft

Property Description

Traveling along a quiet county road and gradually ascending in elevation, you’ll arrive at your destination: 529 Prospect Hill Road – A Storied Hudson Valley Estate. Without question, this is one of the most captivating properties you will ever have the chance to own. The natural grounds boast varied topography and lush greenery, including the striking dawn redwood—gracefully positioned between the detached garage and the main residence—a species once thought to be extinct for millions of years. Perched high on a total of 14.2 private acres in the hamlet of Cuddebackville within the Town of Deerpark, the authenticity and beauty of this home begs you to embrace a passion project that will reward you in both character and value. It’s rare to find a property this unique offered at a price that allows its new owner to add their personal touch while remaining on solid financial footing. Built circa 1922 and once home to acclaimed fiber artist Demetre Bove, this estate is a true architectural and creative sanctuary. The residence is a masterclass in timeless design, where Queen Anne revival meets Arts & Crafts sensibilities, and every detail feels intentional. From the moment you arrive, there’s a sense that you’ve stepped into something special. The stone-and-stucco facade, wrapped in the warmth of mature trees and once curated gardens, sets the tone. Inside, the textures speak for themselves—original hardwoods, stone, wood paneling, and plaster walls all come together in peaceful harmony. Light pours through oversized windows, illuminating the home’s thoughtful layout and echoing the peaceful rhythm of the surrounding countryside. The main level features elegant yet inviting living spaces: a gracious living room with a natural stone fireplace, a formal dining room bathed in light, and a bespoke kitchen with a casual sophistication worthy of any chef. The enclosed stone porch offers a front-row seat to breathtaking elevated views of surrounding nature, while multiple outdoor spaces—deck, gazebo and pool area—are designed for both grand entertaining or quiet solitude. The home offers five well-appointed bedrooms and three-and-a-half baths, including a private primary suite. A separate artist’s studio and guest quarters extend the estate’s functionality without compromising its charm. And throughout, there are whispers of this homes storied past—hand-crafted details, original built-ins, and the enduring spirit of creativity left behind by its former owner. Under 90 minutes to the George Washington Bridge, yet a world apart, 529 Prospect Hill Road is more than a destination—it’s a legacy property for those who appreciate history, artistry, and the rare luxury of space and solitude. Without question an incredible opportunity that must be seen in person to truly appreciate. Private viewings available by appointment.

Listing Status:

Active

Listing Office:

Cronin & Company Real Estate : 845-744-6275

MLS ID:

891237

Interior

• General: Built-in FeaturesChefs KitchenDouble VanityEat-in KitchenEntrance FoyerFormal DiningHigh CeilingsKitchen IslandNatural WoodworkOriginal DetailsPrimary BathroomStorageWalk-In Closet(s)
• Appliances: Convection OvenDishwasherRefrigerator
• Basement: PartialUnfinished
• A/C: DuctlessWall/Window Unit(s)
• Heating: BaseboardHot WaterOil
• Fireplace: Living RoomWood Burning StoveFireplaces: 1

Exterior

Construction

Location

Lot

Utilities

Financial

This listing courtesy of Cronin & Company Real Estate