150 Old Farm Road N Chappaqua, NY 10514
Listing by: ONEKEY as distributed by MLS GRID / Julia B Fee Sothebys Int. Rlty

  150 Old Farm Road N Chappaqua, NY 10514

Active (45 Days)
$4,500,000 (USD)
5
BED
7
BATH
7,608
SQFT

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!

MLS #:
950756
Taxes
$56,820(2025)
Lot Size
4.45 acres
Type
Single-Family Home
Year Built
1906
Style
Carriage House
Views
Panoramic, Mountain(s)
School District
Chappaqua
County
Westchester County

Listed By

Joanna Rizoulis, Julia B Fee Sothebys Int. Rlty
Source
ONEKEY
Last checked Apr 15 2026 at 5:20 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 5
  • Half Bathrooms: 2
Interior Features
  • Entrance Foyer
  • Walk-In Closet(s)
  • Cathedral Ceiling(s)
  • Storage
  • Wet Bar
  • High Ceilings
  • Open Floorplan
  • Kitchen Island
  • Soaking Tub
  • Formal Dining
  • Ceiling Fan(s)
  • Laundry: Laundry Room
  • Beamed Ceilings
  • Built-In Features
  • Chandelier
  • Primary Bathroom
  • Recessed Lighting
Kitchen
  • Cooktop
  • Dishwasher
  • Dryer
  • Microwave
  • Oven
  • Refrigerator
  • Washer
  • Stainless Steel Appliance(s)
  • Gas Cooktop
Lot Information
  • Views
  • Secluded
  • Waterfront
  • Near School
  • Cul-De-Sac
  • Back Yard
  • Front Yard
  • Landscaped
Property Features
  • Fireplace: Gas
  • Fireplace: Living Room
  • Fireplace: Wood Burning
  • Fireplace: Family Room
  • Fireplace: Masonry
  • Foundation: Stone
Heating and Cooling
  • Forced Air
  • Oil
  • Central Air
Pool Information
  • In Ground
  • Pool/Spa Combo
Flooring
  • Hardwood
  • Carpet
  • Ceramic Tile
  • Tile
Utility Information
  • Utilities: Electricity Connected, Water Connected
  • Sewer: Septic Tank
School Information
  • Elementary School: Douglas G Grafflin School
  • Middle School: Robert E Bell School
  • High School: Horace Greeley High School
Parking
  • Driveway
  • Attached
  • Garage
  • Heated Garage
Living Area
  • 7,608 sqft
Location
   
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Estimated Monthly Mortgage Payment

*Based on Fixed Interest Rate withe a 30 year term, principal and interest only

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Disclaimer: Square footage is based on information available to agent, including County records. Information has not been verified by agent and should be verified by buyer.
Based on information submitted to the MLS GRID as of 4/15/2026 17:20. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.