335 Croton Dam Road

Ossining, NY 10562 Directions
$3,500,000
  • 10Bed
  • 5/1Baths
  • 8,881Sqft
  • 45.06Acres
  • 1932Built
  • LakeView

Property Highlights

  • School District: Ossining
  • Elementary: Park School
  • Style: Estate, Tudor
  • Municipality: Ossining
  • Price/Sqft: $394
  • Days on Market: 2
  • MLS: 999615
  • Taxes: $94,116

Property Highlights

  • School District: Ossining
  • Elementary: Park School
  • Style: Estate, Tudor
  • Municipality: Ossining
  • Price/Sqft: $394
  • Days on Market: 2
  • MLS: 999615
  • Taxes: $94,116

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,...

Property Highlights

  • School District: Ossining
  • Elementary: Park School
  • Style: Estate, Tudor
  • Municipality: Ossining
  • Price/Sqft: $394
  • Days on Market: 2
  • MLS: 999615
  • Taxes: $94,116

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.

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.

Read MoreRead Less
  • Additional Information
    • Basement Description: Partial
    • Days On Market: 2
    • Elementary School: Park School
    • Elementary School District: Ossining
    • High School: Ossining High School
    • Middle School: Anne M Dorner Middle School
    • On Market Date: 2026-06-11
    • Sewer: Septic Tank
    • Style: Estate, Tudor
    • Type: Residential
    • Utilities: Cable Connected, Electricity Connected, Propane
    • View: Lake
    • Year Built: 1932
  • Interior Features
    • Appliances Included: Convection Oven, Cooktop, Dishwasher, Dryer, Gas Cooktop, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator
    • Beds: 10
    • Cooling: Central Air, Wall/Window Unit(s)
    • Full Baths: 5
    • Heat: Oil, Steam
    • Interior Features: Beamed Ceilings, Cathedral Ceiling(s), Elevator, Entrance Foyer, His and Hers Closets, Pantry, Sauna, Walk-In Closet(s)
    • Living Area SqFt: 8881
    • Rooms: 25
  • Exterior Features
    • Construction Materials: Brick, Stone
    • Exterior Features: Tennis Court(s), Patio, Porch, Screened, Pool (In Ground, Outdoor Pool, Private)
    • Parking: Heated Garage
  • Assessed Value and Taxes
    • Tax Amount: $94,116
Listing Courtesy of Hillary Landau of Compass Greater NY, LLC.
Click to view full screen