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.
- Heating System:
- Oil, Steam
- Cooling System:
- Central Air, Wall/window Unit(s)
- Basement:
- Partial
- View:
- Lake
- Patio:
- Patio, Porch, Screened
- Swimming Pool:
- In Ground, Outdoor Pool
- Appliances:
- Dishwasher, Oven, Refrigerator, Stainless Steel Appliance(s), Dryer, Washer, Cooktop, Convection Oven, Wine Refrigerator, Gas Cooktop
- Exterior Features:
- Tennis Court(s)
- Fireplace Features:
- Wood Burning
- Fireplaces Total:
- 4
- Garage Spaces:
- 3
- Interior Features:
- Elevator, Entrance Foyer, Cathedral Ceiling(s), Pantry, Sauna, Walk-in Closet(s), Formal Dining, Primary Bathroom, His And Hers Closets, Beamed Ceilings
- Laundry Features:
- Laundry Room
- Lot Features:
- Near Public Transit, Wooded, Private, Secluded, Near Shops, Near School, Landscaped, Near Golf Course
- Parking Features:
- Heated Garage
- Sewer:
- Septic Tank
- Utilities:
- Propane, Cable Connected, Electricity Connected
- City:
- Ossining
- State:
- NY
- Street:
- Croton Dam
- Street Number:
- 335
- Street Suffix:
- Road
- Postal Code:
- 10562
- Floor Number:
- 0
- Longitude:
- W74° 10' 14.3''
- Latitude:
- N41° 12' 1.5''
- Directions:
- From the Taconic State Parkway, take Exit for Route 134/Ossining. Follow Route 134 West (Croton Dam Rd) for about 1.4 miles. The entrance to 335 Croton Dam Rd will be on the right, marked by two stone pillars; mailbox #335 will be on the left.
- PostalCity:
- Ossining
- Architectural Style:
- Estate, Tudor
- Construction Materials:
- Brick, Stone
- Elementary School:
- Park School
- High School:
- Ossining High School
- Levels:
- Three Or More
- Agent MlsId:
- 26941
- MiddleOrJunior School:
- Anne M Dorner Middle School
- PhotosCount:
- 49
- Special Listing Conditions:
- No
- Tax Annual Amount:
- $94,116
- VirtualTour URL:
- https://pixies.et/knldRcXi
- Water Source:
- Well
- Office MlsId:
- COMPNY01
Residential - MLS# 999615
335 Croton Dam Road, Ossining, NY
- Property Type :
- Residential
- Property SubType :
- Single Family Residence
- Listing Type :
- For Rent
- Listing ID :
- 999615
- Price :
- $3,500,000
- Rooms :
- 25
- Bedrooms :
- 10
- Bathrooms :
- 5
- Half Bathrooms :
- 1
- Bathrooms Total :
- 6
- Square Footage :
- 8,881 Sqft
- Lot Area :
- 45.06 Acre
- Year Built :
- 1932
- Status :
- Active
- Listing Agent :
- Hillary A. Landau
- Listing Office :
- Compass Greater NY, LLC


















































