335 Croton Dam Road
Ossining, NY, 10562 $ 3,500,000
Bedrooms10 Baths5.1 Sq 8,881 Monthly Estimate*
$ 22,099
for $3,500,000 with 10 bedrooms and 5 full baths, 1 half bath. This 8,881 square foot home was built in 1932 on a lot size of 45.06.
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.
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FeaturesInteriorInterior Amenities Beamed Ceilings Cathedral Ceiling(s) Elevator Entrance Foyer Formal Dining His and Hers Closets Pantry Primary Bathroom Sauna Walk-In Closet(s)
Basement Partial
Total Fireplaces 4
Fireplace Features Wood Burning
Basement Features Partial
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 10
Total Baths 6
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GeneralSewer Septic Tank
Heating Oil Steam
Cooling Central Air Wall/Window Unit(s)
Utilities Cable Connected Electricity Connected Propane
Appliances Convection Oven Cooktop Dishwasher Dryer Gas Cooktop Oven Refrigerator Stainless Steel Appliance(s) Washer Wine Refrigerator
Garage Spaces 3
Patio/Porch Features Patio Porch Screened
Architectural Style Estate Tudor
Pool Features In Ground Outdoor Pool
Construction Materials Brick Stone
Year Built 1932
View Lake
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 3600-080-010-00001-000-0002
Waterfront Features Pond
County Westchester County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 25
Full Baths 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
High School Ossining High School
City Ossining
Senior Community Y/N N
High School District Ossining
Carport Y/N N
Elementary School Park School
Property Attached Y/N N
Tax Annual Amount 94116
Middle/Junior High School Anne M Dorner Middle School
Additional Parcels Y/N Y
Virtual Tour https://pixies.et/knldRcXi
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Ossining
Elementary School District Ossining
Tax Assessed Value 496125
Tax Lot 010
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ExteriorExterior Amenities Tennis Court(s)
Parking Features Heated Garage Heated Garage
Water Source Well
Waterfront Y/N Y
Other Equipment Generator Irrigation Equipment
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* Excluded FeaturesList ByHillary A. LandauListing Agent
Compass Greater Ny, LlcBroker
Affordability Calculator
- Monthly Principal & Interest
- $22,099
- Monthly Property Taxes
- $7,843
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Ossining, NY
Average List Price $983,275
Percent of Sale Price 72%
About Ossining, NY 39,491 Population
8% Since 2002
$ 85,870 Median Income
41.27 Median Age
34% Households with Children
Trends Information provided by ATTOM Data Solutions.
5165494 Elementary School
4100185 Middle School
Ossining High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 6/6/2026 | $3,500,000 | | Listed Price |