150 Old Farm Road N, Chappaqua, NY 10514

• 5 beds |
• 7 baths |
• 7,608 sqft

Property Description

1906 Grandeur. 2026 Luxury: The Ultimate Gated Sanctuary. Perched majestically atop a private hilltop, this gated 7,800-square-foot, five-bedroom estate presents a rare convergence of Gilded Age prestige and contemporary luxury. Believed to have been commissioned in 1906 for railroad magnate A.H. Smith, the residence has been masterfully renovated to honor its historic soul, featuring original interior stone walls and soaring ceilings that strike a perfect balance between grand scale and intimate warmth. Anchored by three distinctive hearths, the home is designed for both elegant living and everyday ease. A sun-drenched chef’s kitchen showcases a central island, dramatic overhead skylight, and professional-grade appliances. Unique architectural moments—including a circular-skylit Stargazer’s Nook—add character and charm, while the versatile five-bedroom layout offers both a magnificent two-story primary wing and a coveted first-floor private suite. Set on more than four exceptionally private acres, the grounds unfold as a true outdoor sanctuary, featuring a beautiful pool and spa (32x20), refined pergola terraces ideal for entertaining, and a private tennis court. From its commanding hilltop position, the estate delivers an unparalleled sense of privacy, security, and timeless elegance. Welcome home!

Listing Status:

Active

Data Last Updated:

March 25, 2026 at 4:20PM

Listing Office:

Julia B Fee Sothebys Int. Rlty : 914-234-0200

MLS ID:

950756

Interior

• General: Beamed CeilingsBuilt-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)ChandelierEntrance FoyerFormal DiningHigh CeilingsKitchen IslandOpen FloorplanPrimary BathroomRecessed LightingSoaking TubStorageWalk-In Closet(s)Wet Bar
• Appliances: CooktopDishwasherDryerGas CooktopMicrowaveOvenRefrigeratorStainless Steel Appliance(s)Washer
• Laundry: Laundry Room
• Flooring: CarpetCeramic TileHardwoodTile
• A/C: Central Air
• Heating: Forced AirOil
• Fireplace: Family RoomGasLiving RoomMasonryWood BurningFireplaceFireplaces: 2

Exterior

• General: CourtyardTennis Court(s)
• Style: Carriage House
• Other Structures: PergolaTerraceDeckPatio
• Pool: In GroundPool/Spa Combo
• Parking: AttachedDrivewayGarageHeated Garage

Construction

• General: Three Or More

Location

• Originating MLS: onekey2
• School District: Chappaqua
• County: Westchester County

Lot

• Zoning: 3489-099-016-00002-010-0000
• View: Mountain(s)Panoramic
• Fencing: Fenced

Utilities

• Utilities: Electricity ConnectedWater Connected
• Water: Public
• Sewer: Septic Tank

Financial

• Source: onekey2