150 Old Farm Road N, Chappaqua, NY 10514

$4,500,000
5
BD
7
BA
7,608
SqFt

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List Price
$4,500,000
Status
ACTIVE
Days on Market
150
MLS#
950756
Subtype
Residential
Style
Carriage House
Year Built
1906
Bedrooms
5
Bathrooms
7
Full Baths
5
Half Baths
2
Living Area
7,608
Lot Size
193,842
Acres
4.45
Neighborhood
Chappaqua

Property 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!

Additional Information

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
Exterior Features
Courtyard, Tennis Court(s)
Taxes
$56,819
Property Description
Carriage House
Flooring
Carpet, Ceramic Tile, Hardwood, Tile
Appliances
Cooktop, Dishwasher, Dryer, Gas Cooktop, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
Heating
Forced Air, Oil
Air Conditioning
Central Air
Levels
Three Or More
Foundation
Stone
Pool
Yes
Pool
Yes
Pool Type
In Ground, Pool/Spa Combo
Parking
Attached, Driveway, Garage, Heated Garage
Parking Features
Attached, Driveway, Garage, Heated Garage
Garage Spaces
2
School District
Chappaqua
Elementary School
Douglas G Grafflin School
Middle School
Robert E Bell School
High School
Horace Greeley High School
View
Mountain(s), Panoramic

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Listing courtesy of Listing Agent: Joanna Rizoulis (joanna.rizoulis@sothebysrealty.com) from Listing Office: Julia B Fee Sothebys Int. Rlty.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . 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.