150 Old Farm Road N, Chappaqua, NY 10514

$4,500,000
  • 150 Old Farm Road N, Chappaqua, NY 10514 Main Photo

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Nicholas Ramsingh
Call: (347) 429-2821
Text: (347) 429-2821

BEDS5 BATHS5 full 2 partial SQUARE FEET7,608 MLS#950756
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLChappaqua

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!

150 Old Farm Road N | MLS# 950756

This single family home located at 150 Old Farm Road N, Chappaqua, NY 10514 is currently listed for sale with an asking price of $4,500,000. This property was built in 1906 and has 5 bedrooms and 5 full and 2 partial baths with 7608 sq. ft. Old Farm Road N is located within the Chappaqua school district. Search Chappaqua real estate on nicholasramsingh.laffey.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Fireplaces: 2
Garage: 2
Heating: Forced Air, Oil
Home Style: Carriage House
Lot Size: 4.45 Acres
Taxes: $56,819
Year Built: 1906

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 Tub
Storage
Walk-In Closet(s)
Wet Bar
Courtyard
Tennis Court(s)

Feature Descriptions

Appliances: Cooktop, Dishwasher, Dryer, Gas Cooktop, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
Building Area Total: 11603
Days on Site: 8
Exterior: Stone
Fencing: Fenced
Fireplace Features: Family Room, Gas, Living Room, Masonry, Wood Burning
Fireplace Y/N: Yes
Flooring: Carpet, Ceramic Tile, Hardwood, Tile
Formal Dining: Yes
GarageY/N: Yes
Laundry: Laundry Room
Lot Features: Back Yard, Cul-De-Sac, Front Yard, Landscaped, Near School, Secluded, Views, Waterfront
On Market Date: 2026-03-01
Other Structures: Pergola
Parcel Number: 3489-099-016-00002-010-0000
Parking Features: Attached, Driveway, Garage, Heated Garage
Patio And Porch: Deck, Patio, Terrace
Pool Features: In Ground, Pool/Spa Combo
Rental Term: Monthly
Rooms Total: 14
Security: yes
Security Features: Fire Alarm, Security System, Smoke Detector(s), Video Cameras
Sewer: Septic Tank
Spa Y/N: Yes
Special View Info: Mountain(s), Panoramic
Swimming Pool: Yes
Utilities: Electricity Connected, Water Connected
Water: Public
Waterfront Features: Pond

Local Schools

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

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Estimated Payment

$ 16,062.47 per month $10,015.05 Principal & Interest $4,734.92 Property Tax $1,312.50 Homeowner's Insurance

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Listed By / Shown By

Listing By

Agency Name: Julia B Fee Sothebys Int. Rlty
Agency Phone: 914-234-0200

Shown By

Agent Name: Nicholas Ramsingh
Agent Phone: (347) 429-2821
Agency Title: Laffey Real Estate

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