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335 Croton Dam Road

Ossining, NY 10562

Beds

10

Baths

6

Square Ft.

8,881

$3,500,000

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… Read More 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 Less

Listing Courtesy of Compass Greater NY, LLC, 914-238-0676.

Listing Snapshot

Days Online

70

Last Updated

Aug 16, 2026

Property Type

Single Family Residence

Beds

10

Full Baths

5

Partial Baths

1

Square Ft.

8,881

Year Built

1932

Property Tax

$94,116

MLS Number

999615

30 Days Snapshot Of 10562

$643k

0%

(avg) sold price

0

-100%

homes sold

119

0%

(avg) days on market

Snapshot

Area Map

Additional Details

Appliances & Equipment

Description: Convection Oven, Cooktop, Dishwasher, Dryer, Gas Cooktop, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator

Basement

Description: Partial

Building

Area: 8881, Architecture: Estate, Tudor, Construction Materials: Brick, Stone, Levels: Three Or More, Year Built: 1932

Cooling

Details: Central Air, Wall/Window Unit(s)

Exterior Features

Features: Tennis Court(s), Patio Features: Patio, Porch, Screened

Fireplaces

Total Fireplaces: 4

Garage

Garage Spaces: 3

Heating

Heating: Oil, Steam

Laundry

Description: Laundry Room

Lot

Features: Landscaped, Near Golf Course, Near Public Transit, Near School, Near Shops, Private, Secluded, Wooded, Acres: 45.06

Property

Description: Generator, Irrigation Equipment

Pool

Features: In Ground, Outdoor Pool, Private Pool

Utilities

Sewer: Septic Tank, Water Source: Well, Utilities: Cable Connected, Electricity Connected, Propane

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Park Early Childhood Center 914-762-5850 Public PK-KG

Claremont School 914-762-5830 Public 3-4

Anne M. Dorner Middle School 914-762-5740 Public 6-8

Ossining High School 914-762-5760 Public 9-12

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The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers' personal, non-commercial use. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of OneKey MLS.

335 Croton Dam Road

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Debra A Chiappetta, Real Estate Broker

Debra A Chiappetta, Real Estate Broker