150 Old Farm Road N Chappaqua, NY $ 4,500,000
150 Old Farm Road N
$ 4,500,000
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150 Old Farm Road N

Chappaqua, NY, 10514
$ 4,500,000
Bedrooms5 Baths5.2 Sq 7,608

Monthly Estimate*

$ 27,707

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Single Family Home for sale in Chappaqua, NY

for $4,500,000 with 5 bedrooms and 5 full baths, 2 half baths. This 7,608 square foot home was built in 1906 on a lot size of 4.45.

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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Single Family Active

Price

$ 4,500,000

Bedrooms

5

Full Bath

5

Half Bath

2

Property Type

Single Family

Taxes

$ 56,819

Style

Carriage House

Lot Size

4.45

Year Built

1906

Town/City

Chappaqua

County/Region

Westchester

MLS | Web ID

950756

Features
Interior
Interior Amenities 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 Tu
Flooring Carpet Ceramic Tile Hardwood Tile
Total Fireplaces 2
Fireplace Features Family Room Gas Living Room Masonry Wood Burning
Basement (Y/N) N
Fireplace Y/N Y
Half Baths 2
Total Bedrooms 5
Total Baths 7
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General
Sewer Septic Tank
Heating Forced Air Oil
Cooling Central Air
Utilities Electricity Connected Water Connected
Appliances Cooktop Dishwasher Dryer Gas Cooktop Microwave Oven Refrigerator Stainless Steel Appliance(s) Washer
Garage Spaces 2
Patio/Porch Features Deck Patio Terrace
Architectural Style Carriage House
Pool Features In Ground Pool/Spa Combo
Security Features Fire Alarm Security System Smoke Detector(s) Video Cameras
Construction Materials Stone
Year Built 1906
View Mountain(s) Panoramic
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 3489-099-016-00002-010-0000
Waterfront Features Pond
County Westchester County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Pergola
Total Rooms 14
Full Baths 5
High School Horace Greeley High School
City Mount Pleasant
Senior Community Y/N N
High School District Chappaqua
Carport Y/N N
Elementary School Douglas G Grafflin School
Property Attached Y/N N
Tax Annual Amount 56819.81
Middle/Junior High School Robert E Bell School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Chappaqua
Elementary School District Chappaqua
Tax Assessed Value 22000
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Exterior
Exterior Amenities Courtyard Tennis Court(s)
Fencing Fenced
Parking Features Attached Driveway Garage Heated Garage Attached Driveway Garage Heated Garage
Water Source Public
Foundation Details Stone
Spa Y
Building Area Total 11603
Waterfront Y/N N
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Internal Only
Street Number 1 150
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* Excluded Features
List By
Joanna Rizoulis

Listing Agent

Julia B Fee Sothebys Int. Rlty

Broker

joanna.rizoulis@sothebysrealty.com

Email

Affordability Calculator

$32,442
Per Month
85%
15%
0%
Monthly Principal & Interest
$27,707
Monthly Property Taxes
$4,735
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4101118 Elementary School
4098945 Middle School
Horace Greeley High School High School
Pricing History
DatePricePrice ChangeDescription
3/2/2026$4,500,000 Listed Price

Map


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150 Old Farm Road N, Chappaqua, NY, 10514 is a Single Family Home for sale at $4,500,000 with 7,608 sqft and a lot size of 4.45. 150 Old Farm Road N has 5 bedrooms, 5.2 baths, and was built in 1906. The property's zip code is 10514 which is in Chappaqua, NY