150 Old Farm Road N

Chappaqua, NY 10514 Directions
$4,500,000
  • 5Bed
  • 5/2Baths
  • 7,608Sqft
  • 4.45Acres
  • 1906Built
  • $591Price/Sqft

Property Highlights

  • School District: Chappaqua
  • Elementary: Douglas G. Grafflin
  • Style: Carriage House
  • Municipality: Chappaqua
  • View: Mountain(s), Panoramic
  • Days on Market: 20
  • MLS: 950756
  • Taxes: $56,820

Property Highlights

  • School District: Chappaqua
  • Elementary: Douglas G. Grafflin
  • Style: Carriage House
  • Municipality: Chappaqua
  • View: Mountain(s), Panoramic
  • Days on Market: 20
  • MLS: 950756
  • Taxes: $56,820

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...

Property Highlights

  • School District: Chappaqua
  • Elementary: Douglas G. Grafflin
  • Style: Carriage House
  • Municipality: Chappaqua
  • View: Mountain(s), Panoramic
  • Days on Market: 20
  • MLS: 950756
  • Taxes: $56,820

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!

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!

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  • Additional Information
    • Days On Market: 20
    • Elementary School: Douglas G Grafflin School
    • Elementary School District: Chappaqua
    • High School: Horace Greeley High School
    • Middle School: Robert E Bell School
    • On Market Date: 2026-03-01
    • Sewer: Septic Tank
    • Style: Carriage House
    • Type: Residential
    • Utilities: Electricity Connected, Water Connected
    • View: Mountain(s), Panoramic
    • Year Built: 1906
  • Interior Features
    • Appliances Included: Cooktop, Dishwasher, Dryer, Gas Cooktop, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
    • Beds: 5
    • Cooling: Central Air
    • Flooring: Carpet, Ceramic Tile, Hardwood, Tile
    • Full Baths: 5
    • Heat: Forced Air, Oil
    • Interior Features: Beamed Ceilings, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Chandelier, Entrance Foyer, High Ceilings, Kitchen Island, Open Floorplan, Recessed Lighting, Soaking Tub, Storage, Walk-In Closet(s), Wet Bar
    • Living Area SqFt: 7608
    • Rooms: 14
  • Exterior Features
    • Construction Materials: Stone
    • Exterior Features: Courtyard, Tennis Court(s), Deck, Patio, Terrace, Pool (In Ground, Pool/Spa Combo, Private)
    • Parking: Attached, Driveway, Garage, Heated Garage
  • Assessed Value and Taxes
    • Tax Amount: $56,819
Joanna Rizoulis

Joanna Rizoulis

Licensed Associate Real Estate Broker

Amy Smith-Sroka

Amy Smith-Sroka

Licensed Associate Real Estate Broker

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