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Gurdeep Singh
Licensed Real Estate Salesperson, CBR
REALTOR®
(718) 790-7277
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  • 335 Croton Dam Road, Ossining, NY 10562 Main Photo

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Gurdeep Singh
Call: (718) 790-7277
Text: (718) 790-7277

New to the Market
BEDS10 BATHS5 full 1 partial SQUARE FEET8,881 MLS#999615
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLOssining

Property Description

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-generati

335 Croton Dam Road | MLS# 999615

This single family home located at 335 Croton Dam Road, Ossining, NY 10562 is currently listed for sale with an asking price of $3,500,000. This property was built in 1932 and has 10 bedrooms and 5 full and 1 partial baths with 8881 sq. ft. Croton Dam Road is located within the Ossining school district. Search Ossining real estate on gurdeepsingh.laffey.com today.

Upcoming Open Houses

Open House Thursday June 11th, 1:00pm - 3:00pm
Open House Saturday June 13th, 11:00am - 1:00pm

Property Features

Property Type: Residential - Single Family
Basement: Partial
Basement: Yes
Cooling: Central Air, Wall/Window Unit(s)
Fireplaces: 4
Garage: 3
Heating: Oil, Steam
Home Style: Estate, Tudor
Lot Size: 45.06 Acres
Taxes: $94,116
Year Built: 1932

Amenities

Beamed Ceilings
Cathedral Ceiling(s)
Elevator
Entrance Foyer
Formal Dining
His and Hers Closets
Pantry
Primary Bathroom
Sauna
Walk-In Closet(s)
Tennis Court(s)

Feature Descriptions

Appliances: Convection Oven, Cooktop, Dishwasher, Dryer, Gas Cooktop, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator
Attic: Full, Partially Finished, Storage, Walkup
Days on Site: 5
Elevator: Y
Exterior: Brick, Stone
Fireplace Features: Wood Burning
Fireplace Y/N: Yes
Formal Dining: Yes
GarageY/N: Yes
Included In Taxes: Trash
Laundry: Laundry Room
Lot Features: Landscaped, Near Golf Course, Near Public Transit, Near School, Near Shops, Private, Secluded, Wooded
On Market Date: 2026-06-11
Parcel Number: 3600-080-010-00001-000-0002
Parking Features: Heated Garage
Patio And Porch: Patio, Porch, Screened
Pool Features: In Ground, Outdoor Pool
Rental Term: Monthly
Rooms Total: 25
Sauna: Yes
Sewer: Septic Tank
Special View Info: Lake
Swimming Pool: Yes
Utilities: Cable Connected, Electricity Connected, Propane
Water: Well
Waterfront Features: Pond
Wooded: Yes

Local Schools

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

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Estimated Payment

$ 16,653.32 per month $7,789.48 Principal & Interest $7,843.00 Property Tax $1,020.83 Homeowner's Insurance

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Listed By / Shown By

Listing By

Agency Name: Compass Greater NY, LLC
Agency Contact: 914-238-0676

Shown By

Agent Name: Gurdeep Singh
Agent Phone: (718) 790-7277
Agency Title: Laffey Real Estate

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 06/11/2026. The listing information on this page last changed on 06/11/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 06/11/2026 12:00:01 AM EST) or OneKey MLS (last updated Wed 06/10/2026 11:53:24 PM EST). Real estate listings held by brokerage firms other than Laffey Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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