150 Old Farm Rd N

Chappaqua, NY 10514
  • $4,500,000

    Price
  • 5

    Bed
  • 7

    Bath
  • 7,608

    SqFt

About the Listing JBFSOT07 - 15561,4483

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 Highlights

Status Active
Days on Site 1
Property Type Residential
MLS ® 950756
Year Built 1906
Total Square Footage 7,608
Lot/Acreage 4.45
School District Chappaqua
Elementary School Douglas G Grafflin School
Middle School Robert E Bell School

Interior Details

  • Bedrooms: 5
  • Bathrooms: 5 Full / 2 Half
  • Appliances: Cooktop, Dishwasher, Dryer, Gas Cooktop, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
  • Air Cond: Central Air
  • Heating: Forced Air,Oil
  • Fireplaces: 2, Family Room,Gas,Living Room,Masonry,Wood Burning
  • Floor: Carpet,Ceramic Tile,Hardwood,Tile
  • Above Ground Sq Ft:
  • Below Ground Sq Ft: n/a
  • Basement:
  • Other: Beamed Ceilings,Built-in Features,Cathedral Ceiling(s),Ceiling Fan(s),Chandelier,Entrance Foyer,Formal Dining,High Ceilings,Kitchen Island,Open Floorplan,Primary Bathroom,Recessed Lighting,Soaking Tub,Storage,Walk-In Closet(s),Wet Bar
  • Water: Public

Exterior Details

  • Lot Description: Back Yard,Cul-De-Sac,Front Yard,Landscaped,Near School,Secluded,Views,Waterfront,Pond,No Waterfront
  • Garage Capacity: 2 car
  • Roof:
  • Others: Courtyard,Tennis Court(s)
  • Sewer: Septic Tank
  • Parking Features: Attached,Driveway,Garage,Heated Garage

Financial Details

  • Tax Amount: $56,820
  • Taxes w/Assessments: N/A
  • Tax/Property ID: 3489-099-016-00002-010-0000
  • Tax Year: N/A

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150 Old Farm Rd N Chappaqua, NY 10514

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Originating MLS: onekey2

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