335 Croton Dam Road, Ossining, NY

$3,500,000

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10

Beds

6

Baths

8,881

Square feet

45.06

Acres

About 335 Croton Dam Road

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.

Features of 335 Croton Dam Road

MLS® # 999615
Price $3,500,000
Bedrooms 10
Bathrooms 6.00
Full Baths 5
Half Baths 1
Square Footage 8,881
Acres 45.06
Taxes $94,116
Year Built 1932
Type Residential
Sub-Type Single Family Residence
Style Estate, Tudor
Status Active

Community Information

Address 335 Croton Dam Road
City Ossining
County Westchester County
State NY
Zip Code 10562
Adult 55+ Community No

Amenities

Utilities Cable Connected, Electricity Connected, Propane
Parking Heated Garage
# of Garages 3
View Lake
Is Waterfront Yes
Waterfront Pond
Has Pool Yes
Pool In Ground, Outdoor Pool

Interior

Interior Features Beamed Ceilings, Cathedral Ceiling(s), Elevator, Entrance Foyer, Formal Dining, His and Hers Closets, Pantry, Primary Bathroom, Sauna, Walk-In Closet(s)
Appliances Convection Oven, Cooktop, Dishwasher, Dryer, Gas Cooktop, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator
Heating Oil, Steam
Cooling Central Air, Wall/Window Unit(s)
Has Basement Yes
Basement Partial
Fireplace Yes
# of Fireplaces 4
Fireplaces Wood Burning

Exterior

Exterior Features Tennis Court(s)
Lot Description Landscaped, Near Golf Course, Near Public Transit, Near School, Near Shops, Private, Secluded, Wooded
Exterior Brick, Stone

School Information

District Ossining
Elementary Park School
Middle Anne M Dorner Middle School
High Ossining High School

Additional Information

Date Listed May 30th, 2026
Days on Market 63
Short Sale No
RE / Bank Owned No
Levels Three Or More

Listing Details

OfficeCompass Greater NY, LLC
Contact Info914-238-0676

Listing Map

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