150 Old Farm Road N, Chappaqua, NY, 10514

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$4,500,000
4 Days On Site

150 Old Farm Road N
Chappaqua, NY 10514

For Sale|Single Family Residence|Active
5
Beds
7
Total Baths
5
Full Baths
2
Partial Baths
7,608
SqFt
$591
/SqFt
1906
Built
County:
Westchester
Listing courtesy of Julia B Fee Sothebys Int. Rlty joanna.rizoulis@sothebysrealty.com

Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.

150 Old Farm Road N150 Old Farm Road N150 Old Farm Road N150 Old Farm Road N
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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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Listing Snapshot
Price 
$4,500,000
Days On Site 
4 Days
Bedrooms 
5
Inside Area (SqFt) 
7,608 sqft
Total Baths 
7
Full Baths 
5
Partial Baths 
2
Lot Size 
4.45 Acres
Year Built 
1906
MLS® Number 
950756
Status 
Active
Property Tax 
$56,819.81
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
4 days agoListing first seen on site
4 days agoListing updated with changes from the MLS®
General Features
Acres 
4.45
Attached Garage 
Yes
Garage 
Yes
Garage Spaces 
2
Levels 
Three Or More
Parking 
AttachedDrivewayGarageHeated Garage
Property Sub Type 
Single Family Residence
Security 
Fire AlarmSecurity SystemSmoke Detector(s)
Sewer 
Septic Tank
SqFt Total 
11603
Style 
Carriage House
Utilities 
Electricity ConnectedWater Connected
Water Source 
Public
Interior Features
Appliances 
CooktopDishwasherDryerGas CooktopMicrowaveOvenRefrigeratorStainless Steel Appliance(s)Washer
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family RoomGasLiving RoomMasonryWood Burning
Fireplaces 
2
Flooring 
CarpetCeramic TileHardwoodTile
Heating 
Forced AirOil
Interior 
Beamed CeilingsBuilt-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)ChandelierEntrance FoyerHigh CeilingsKitchen IslandOpen FloorplanRecessed LightingSoaking TubStorageWalk-In Closet(s)Wet Bar
Laundry Features 
Laundry Room
Spa 
Yes
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Exterior Features
Construction Details 
Stone
Exterior 
CourtyardTennis Court(s)
Fencing 
Fenced
Lot Features 
Back YardCul-De-SacFront YardLandscapedSecludedViewsWaterfront
Other Structures 
Pergola
Patio And Porch 
DeckPatioTerrace
Pool Features 
In GroundPool/Spa ComboPrivate
Private Pool 
Yes
Spa 
Yes
View 
Mountain(s)Panoramic
Waterfront Features 
Pond
Waterview 
Mountain(s)Panoramic
Community Features
School District 
Chappaqua
Schools
School District
Chappaqua
Elementary School
Douglas G Grafflin School
Middle School
Robert E Bell School
High School
Horace Greeley High School
Listing courtesy of Julia B Fee Sothebys Int. Rlty joanna.rizoulis@sothebysrealty.com


Based on information submitted to the MLS GRID as of 2026-03-06 02:30 AM EST. 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.

Neighborhood & Commute
Source: Walkscore
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