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150 Old Farm Road NChappaqua, NY 10514

Single Family · 5 Beds · 5 Full Baths · 2 Half Baths · 7,608 Sq. ft. | 4.45 Acres
$4,500,000 Active

150 Old Farm Road N Overview

Time on Site:
120 days

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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150 Old Farm Road N Facts & Features

  • Type Single Family
  • Sq. ft. 7,608
  • Price/Sq.ft. $591
  • Lot 4.45 Acres

Details

General

Association/HOA

  • Association: No

School Information

  • School District: Chappaqua
  • Elementary School: Douglas G Grafflin School
  • Middle Or Junior School: Robert E Bell School
  • High School: Horace Greeley High School

Building Information

  • Year Built: 1906

Location/Region

  • County Or Parish: Westchester County
  • Postal City: Chappaqua

Rent/Lease Information

  • Lease Considered: No

Tax Information

  • Tax Annual Amount: 56819.81
  • Tax Assessed Value: 22000
  • Tax Year: 2025

General Information

  • Parcel Number: 3489-099-016-00002-010-0000
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Senior Community: No
  • Special Listing Conditions: None

Interior

Parking Information

  • Garage Spaces: 2
  • Garage: Yes

Beds/Baths

  • Bathrooms Full: 5
  • Bathrooms Half: 2
  • Bathrooms Total: 7
  • Bedrooms Total: 5

Building Interior

  • Building Area Total: 11603
  • Building Area Units: Square Feet

General Information

  • Appliances: Cooktop,Dishwasher,Dryer,Gas Cooktop,Microwave,Oven,Refrigerator,Stainless Steel Appliance(s),Washer
  • Basement: No
  • Cooling: Central Air
  • Fireplace Features: Family Room,Gas,Living Room,Masonry,Wood Burning
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Carpet,Ceramic Tile,Hardwood,Tile
  • Foundation Details: Stone
  • Heating: Forced Air,Oil
  • Interior Features: 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
  • Laundry Features: Laundry Room
  • Levels: Three Or More
  • Living Area: 7608
  • Living Area Source: Public Records
  • Rooms Total: 14
  • Security Features: Fire Alarm,Security System,Smoke Detector(s),Video Cameras
  • Spa: Yes

Exterior

Parking Information

  • Parking Features: Attached,Driveway,Garage,Heated Garage

Lot Information

  • Lot Features: Back Yard,Cul-De-Sac,Front Yard,Landscaped,Near School,Secluded,Views,Waterfront
  • Lot Size Acres: 4.45
  • Lot Size Square Feet: 193842
  • Water Source: Public

Waterfront/View

  • View: Mountain(s),Panoramic
  • Waterfront Features: Pond
  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Carriage House
  • Construction Materials: Stone
  • Patio And Porch Features: Deck,Patio,Terrace
  • Property Attached: No

General Information

  • Carport: No
  • Exterior Features: Courtyard,Tennis Court(s)
  • Fencing: Fenced
  • Other Structures: Pergola
  • Pool Features: In Ground,Pool/Spa Combo
  • Pool Private: Yes
  • Sewer: Septic Tank
  • Utilities: Electricity Connected,Water Connected

150 Old Farm Road N Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

150 Old Farm Road N Market Data

Based on the last 30 days in this zip code

$1,684,983
Average List Price
$494
Average Price per Square Foot
14
Properties Sold
72
Average Days on Market
60
Properties for Sale
Calculations provided by Reliance Network

150 Old Farm Road N History

Date Event Value Agent
3/1/2026Source: OneKey MLS Added to Database
March 01, 2026
Listing provided courtesy of Julia B Fee Sothebys Int. RltyJoanna Rizoulis- MLS# 950756MLS Provider