150 Old Farm Road N, Chappaqua, NY 10514

Chappaqua
Local realty services provided by:Better Homes and Gardens Real Estate Choice Realty
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...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with a BHGRE®  affiliated agent to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a BHGRE®  affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (CENTURY 21® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1906
  • Listing ID #:950756
  • Added:53 day(s) ago
  • Updated:April 24, 2026 at 10:39 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:$56,820 (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
Copyright 2026 OneKey MLS. All rights reserved. Listings courtesy of OneKey MLS as distributed by MLS GRID <lastMLSCheckTimestamp>. OneKey MLS provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. OneKey MLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of OneKey MLS.

New listings near 150 Old Farm Road N