335 Croton Dam Road, Ossining, NY 10562

• 10 beds |
• 6 baths |
• 8,881 sqft

Property Description

Hidden behind a storybook cobblestone drive and set across 45 breathtaking acres in the heart of the Hudson Valley, this extraordinary 1932 Tudor estate is the kind of property that rarely comes to market - a true legacy compound offering cinematic beauty, complete privacy, and effortless access to Manhattan. For the city buyer dreaming of a refined countryside escape without sacrificing sophistication or convenience, this is the ultimate retreat. From the moment you arrive, the estate feels transported from another era. A winding cobblestone driveway crafted from salvaged historic Bronx street stones loops through rolling lawns, curated gardens, and towering trees before revealing the magnificent manor overlooking its own private 3-acre pond. The original boathouse sits at the water’s edge, while a heated pool, tennis court, Japanese garden, orchard, vegetable and berry gardens, greenhouse, and heated pottery studio create a lifestyle reminiscent of a private European country estate. The nearly 9,000-square-foot residence is rich with warmth, grandeur, and unforgettable architectural detail. The awe-inspiring Great Room is nothing short of spectacular, anchored by a massive stone fireplace, soaring 40-foot oak-beamed ceilings, and dramatic walls of glass opening to sweeping pond views. Every room tells a story, from the stately oak-paneled library and elegant entertaining spaces to intimate sitting rooms, hidden carved staircases, and beautifully preserved plaster walls that showcase the home’s old-world craftsmanship. Designed for luxurious multi-generational living and grand entertaining alike, the estate features 10 bedrooms spread across thoughtfully designed wings, including guest accommodations and private caretaker quarters. The newly renovated primary suite rivals a five-star hotel, complete with its own fireplace, lounge/office with kitchenette, spa-like bath, dressing room, and tranquil views over the grounds. Nearly every fireplace throughout the home is operational, bringing warmth and romance to every season. Three separate tax lots, including an additional lot near the guest house, add a level of rarity and long-term value seldom found in estates of this caliber. Modern upgrades quietly support the property’s timeless elegance, including heated garages, multiple propane generators, upgraded well systems, mixed central air, and extensive utility and storage spaces. Private, historic, and impossibly romantic, this is more than a home. It is a destination, a lifestyle, and a once-in-a-generation opportunity to own one of the Hudson Valley’s most magical estates, all within easy reach of New York City.

Listing Status:

Active

Data Last Updated:

June 25, 2026 at 4:21PM

Listing Office:

Compass Greater NY, LLC : 914-238-0676

MLS ID:

999615

Interior

• General: Beamed CeilingsCathedral Ceiling(s)ElevatorEntrance FoyerFormal DiningHis and Hers ClosetsPantryPrimary BathroomSaunaWalk-In Closet(s)
• Appliances: Convection OvenCooktopDishwasherDryerGas CooktopOvenRefrigeratorStainless Steel Appliance(s)WasherWine Refrigerator
• Laundry: Laundry Room
• Basement: Partial
• A/C: Central AirWall/Window Unit(s)
• Heating: OilSteam
• Fireplace: Wood BurningFireplaceFireplaces: 4

Exterior

• General: Tennis Court(s)
• Style: EstateTudor
• Other Structures: PorchScreenedPatio
• Pool: In GroundOutdoor Pool
• Parking: Heated Garage

Construction

• General: Three Or More

Location

• Originating MLS: onekey2
• School District: Ossining
• County: Westchester County

Lot

• Zoning: 3600-080-010-00001-000-0002
• View: Lake

Utilities

• Utilities: Cable ConnectedElectricity ConnectedPropane
• Water: Well
• Sewer: Septic Tank

Financial

• Source: onekey2