Date
Details
Price
Change
Source
3/01/2026
Listed
$4,500,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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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!
Full Property Details
Full Property Details for 150 Old Farm Rd N
General
- Price: $4,500,000
- Taxes: $56,819
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 950756
- Updated: 3/1/2026
- Added to Site: 44 day(s) ago
Interior
- Number of Rooms: 14
- 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
- Fireplace: Yes
- Number of Fireplaces: 2
- Fireplace(s): Family Room, Gas, Living Room, Masonry, Wood Burning
- Appliances: Cooktop, Dishwasher, Dryer, Gas Cooktop, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
- Laundry Facilities: Yes
- Flooring: Carpet, Ceramic Tile, Hardwood, Tile
Rooms
Bathrooms
- Total Bathrooms: 7
- Full Bathrooms: 5
- Half Bathrooms: 2
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: In-Ground, Pool/Spa Combo
- Spa: Yes
- Security/Safety: Fire Alarm, Security System, Smoke Detector(s), Video Cameras
Exterior
- Exterior Features: Courtyard, Tennis Court(s)
- Porch/Patio/Deck: Deck, Patio, Terrace
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Attached, Driveway, Garage, Heated Garage
Location
- County: Westchester County
School Information
- High School District: Chappaqua
- Elementary School: Douglas G Grafflin School
- Middle School: Robert E Bell School
- High School: Horace Greeley High School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Forced Air, Oil
Utilities
- Sewer: Septic Tank
- Water: Public
- Utility Description: Electricity Connected, Water Connected
Structural Information
- Architectural Style: Carriage House
- Detached/Attached: Detached
- Construction: Stone
- Building Size: 11603
- Square Feet: 11,603
- Sq. Ft. Source: Public Records
- Year Built: 1906
Additional Structures
- Other Structures: Pergola
Lot Features
- Property View: Mountain(s), Panoramic
- Mountain views: Yes
- Lot Size (Acres): 4.45
- Lot Size (Sq. Ft.): 193,842
- Fence: Yes
- Lot Features: Back Yard, Cul-De-Sac, Front Yard, Landscaped, Near School, Secluded, Views, Waterfront
- Fencing (Description): Fenced
Water Features
- Water Front View: Pond
Financial Considerations
- Tax Amount: $56,819.81
Disclosures and Reports
- Special Conditions: None
- Property ID: 3489-099-016-00002-010-0000
Listed by Julia B Fee Sothebys Int. Rlty
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Listing agents
— 150 Old Farm Rd N —
Julia B Fee Sothebys Int. Rlty
Julia B Fee Sothebys Int. Rlty
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 150 Old Farm Rd N
School District:Chappaqua Central School District
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 150 Old Farm Rd N
Tax History
Tax History for 150 Old Farm Rd N
Year
Property Taxes
Change
Tax Assessment
Change
2025
$56,820
100%
$22,000
—
2020
-100%
$22,000
—
2020
$50,463
13%
$22,000
—
2018
$44,546
15%
$22,000
—
2017
$38,898
-1%
$22,000
—
2017
$39,200
-6%
$22,000
—
2016
$41,657
8%
$22,000
—
2015
$38,471
—
$22,000
—
2013
$38,388
—
$22,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 150 Old Farm Rd N
150 Old Farm Road N, Chappaqua, NY 10514 (MLS# 950756) is a Single Family property with 5 bedrooms, 5 full bathrooms and 2 partial bathrooms. 150 Old Farm Road N is currently listed for $4,500,000 and was received on March 01, 2026. Want to learn more about 150 Old Farm Road N? Do you have questions about finding other Single Family real estate for sale in Chappaqua? You can browse all Chappaqua real estate or contact a Coldwell Banker agent to request more information.