150 Old Farm Road N, Chappaqua, NY 10514

Chappaqua
Local realty services provided by:Better Homes and Gardens Real Estate Green Team
150 Old Farm Road N,Chappaqua, NY 10514
$4,500,000
  • 5 Beds
  • 7 Baths
  • 7,608 sq. ft.
  • Single family
  • Active
Listed by: joanna rizoulis, amy smith sroka
Office: julia b fee sothebys int. rlty
MLS#:950756
Source:OneKey MLS

Price summary

  • Price:$4,500,000
  • Price per sq. ft.:$387.83

About this 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...

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Home facts

  • Year built:1906
  • Listing ID #:950756
  • Added:206 day(s) ago
  • Updated:September 24, 2026 at 11:07 AM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:7
  • Full bathrooms:5
  • Half bathrooms:2
  • Rooms Total:14
  • Flooring:Hardwood
  • Dining Description:Formal Dining
  • Bathrooms Description:Soaking Tub
  • Kitchen Description:Cooktop, Dishwasher, Kitchen Island, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s)
  • Living area:7,608 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Forced Air, Oil
  • Central air:Yes

Structure and exterior

  • Year built:1906
  • Building area:7,608 sq. ft.
  • Lot area:4.45 Acres
  • Lot Features:Secluded, Views, Waterfront
  • Architectural Style:Carriage House
  • Construction Materials:Stone
  • Exterior Features:Courtyard, Tennis Court(s)
  • Levels:3 Story

Schools

  • High school:Horace Greeley High School
  • Middle school:Robert E Bell School
  • Elementary school:Douglas G Grafflin School

Utilities

  • Water:Public
  • Sewer:Septic Tank

Finances and disclosures

  • Price:$4,500,000
  • Price per sq. ft.:$387.83
  • Tax amount:$57,712 (2025)

Features and amenities

  • Appliances:Cooktop, Dishwasher, Dryer, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
  • Laundry features:Dryer, Washer
  • Amenities:Cathedral Ceiling(s), Entrance Foyer, High Ceilings, Open Floorplan, Storage, Walk-In Closet(s), Wet Bar
  • Pool features:In Ground

Parking

  • Parking description:Attached, Driveway, Garage, Heated Garage
  • Garage:Yes
  • Garage spaces:2
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