150 Old Farm Rd N

Chappaqua, NY 10514

$4,500,000
Price
5
Beds
7,608 Sq. Ft.
$591 / Sq. Ft.
7,608
Sq. Ft.
$591
per Sq. Ft.
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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...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!
  1. Listed by Joanna Rizoulis • Julia B Fee Sothebys Int. Rlty
    P: (914)-234-0200 C: (917)-359-7885 joanna.rizoulis@sothebysrealty.com
  2. Listed by Amy Smith Sroka • Julia B Fee Sothebys Int. Rlty
    P: (914)-234-0200 C: (914)-523-0678 amy.smith@juliabfee.com

Property Details for 150 Old Farm Road North

City/Township
Mount Pleasant
View
Mountain(s), Panoramic
Architectural Style
Carriage House
Garage Spaces
2.00
Waterfront
Yes
LISTING UPDATED: 03/02/2026 05:01 AM

Property Details for 150 Old Farm Road North

StatusActive
MLS #950756
Days on Market23
Taxes$56,820 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle Family
Year Built1906
Lot Size4.45 AC / 193,842 SF
CountyWestchester County
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Location

Listing Courtesy of Julia B Fee Sothebys Int. Rlty
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Building Information for 150 Old Farm Road North

Stories-Year Built1906Building Size-Lot Size4.45 AC / 193,842 SF

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$26,574 per month

30 year fixed, 6.11% Interest

Principal and Interest

$21,839

Property Taxes

$4,735

HOA Dues

$0

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Property Information for 150 Old Farm Road North

Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: false
  • Levels: Three Or More
  • State Or Province: NY
School Information
  • School District: Chappaqua
  • Elementary School District: Chappaqua
  • Elementary School: Douglas G Grafflin School
  • Middle Or Junior School District: Chappaqua
  • Middle Or Junior School: Robert E Bell School
  • High School District: Chappaqua
  • High School: Horace Greeley High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 3489-099-016-00002-010-0000
  • Tax Assessed Value: $22,000.00
  • Additional Fees: No
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: Beamed Ceilings, Built-in Features, Carpet, Carriage House, Cathedral/Vaulted/High Ceiling, Ceiling Fan(s), Ceramic Tile, Chandelier, Courtyard, Deck, Entrance Foyer, Family Room, Fenced, Fire Alarm, Formal Dining, Gas, Hardwood Floors As Seen, High Ceilings, In Ground, Kitchen Island, Laundry Room, Living Room, Masonry, Mountain(s), Open Floorplan, Panoramic, Patio, Pergola, Pond, Pool/Spa Combo, Primary Bathroom, Public, Recessed Lighting, Security System, Smoke Detector(s), Soaking Tub, Storage, Tennis Court(s), Terrace, Tile, Video Cameras, Walk In Closet, Wet Bar, Wood Burning
  • 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
  • Appliances: Cooktop, Dishwasher, Dryer, Gas Cooktop, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
  • Total Rooms: 14
  • Attic Description: None
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Fireplace Features: Family Room, Gas, Living Room, Masonry, Wood Burning
  • Location Amenities: Stainless Steel Appliances, Courtyard, Tennis, Fenced, Fenced Yard, Hardwood Floors As Seen, Cathedral/Vaulted/High Ceiling, Entry Foyer, Foyer, Formal Dining Room, High Ceilings, Island Kitchen, Soacking Tub, Storage, Walk In Closet, Wetbar, Scenic View, Waterfront, Heated Parking, Deck, Patio, Terrace, In Ground Pool, Security System, Mountain Views, Open View
  • Laundry Features: Laundry Room
  • Security Features: Fire Alarm,Security System,Smoke Detector(s),Video Cameras
  • Spa: Yes
  • Flooring: Carpet, Ceramic Tile, Hardwood, Tile
  • Living Area: 7,608.00
  • Foundation Details: Stone
  • Basement: No
Exterior Features
  • Exterior Features: Courtyard, Tennis Court(s)
  • Exterior Property Features: Courtyard, Tennis Court(s), In Ground, Pool/Spa Combo, Deck, Patio, Terrace, Attached, Driveway, Garage, Heated Garage, Fenced, Back Yard, Cul-De-Sac, Front Yard, Landscaped, Near School, Secluded, Views, Waterfront
  • Elevation Certificate: No
  • Fencing: Fenced
  • Patio And Porch Features: Deck,Patio,Terrace
  • Construction Materials: Stone
  • Other Structures: Pergola
  • Waterfront Features: Pond
  • Pool Private: Yes
  • Pool Features: In Ground,Pool/Spa Combo
  • Pool Details: In Ground,Pool/Spa Combo
Lot Information
  • Lot Features: Back Yard, Cul-De-Sac, Front Yard, Landscaped, Near School, Secluded, Views, Waterfront
  • Site Features: Back Yard, Cul-De-Sac, Front Yard, Landscaped, Near School, Secluded, Views, Waterfront
  • Building Area Units: Square Feet
Parking
  • Parking Features: Attached, Driveway, Garage, Heated Garage
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Forced Air, Oil
  • Heat Fuel Type: Forced Air, Oil
  • Sewer: Septic Tank
  • Water Source: Public
  • Utilities: Electricity Connected, Water Connected
Green Features
  • Green Features: Cooktop, Dishwasher, Dryer, Gas Cooktop, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Forced Air, Oil, Courtyard, Tennis Court(s), In Ground, Pool/Spa Combo
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 150 Old Farm Road North

DateEvent & SourcePriceAppreciation
Mar 1, 2026

Listed (Active)

ONEKEY #950756

$4,500,000—
DateEvent & SourcePrice
03/01/2026

Listed (Active)

ONEKEY #950756

$4,500,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 150 Old Farm Road North

Taxable ValueLand$4,350Additions$17,650Total$22,000
Home Facts
Beds6Baths5Total Finished SqFt7,608 SqFtAbove Grade Finished SqFt7,608 SqFtStories2Lot Size193,842 SqFtStyleSingle Family ResidenceYear Built1940CountyWESTCHESTERAPN553489 99.16-2-10Fireplace TypeHas Fireplace

Schools near 150 Old Farm Road North

This home is within Chappaqua Central School District.
Rating
School
Type
Grades
Distance
Douglas G Grafflin School
Public - PK to 4
Robert E Bell School
Public - 5 to 8
Horace Greeley High School
Public - 9 to 12
Roaring Brook School
Public - K to 4
Rating
School
Distance
Douglas G Grafflin School
PublicPK to 4

Robert E Bell School
Public5 to 8

Horace Greeley High School
Public9 to 12

Roaring Brook School
PublicK to 4

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 150 Old Farm Road North, Chappaqua, NY 10514

150 Old Farm Road North is a single family home for sale in Chappaqua, NY 10514. This property was listed for sale on March 1, 2026 by Julia B Fee Sothebys Int. Rlty, it's currently listed at $4,500,000. This listing's school district is Chappaqua Central School District. Nearby schools include Douglas G Grafflin School, Robert E Bell School and Horace Greeley High School. 150 Old Farm Road North is a 5-bed, 7-bath, 7,608 sqft single family home built in 1906.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Julia B Fee Sothebys Int. Rlty

Based on information submitted to the MLS GRID as of 03/02/2026 05:01 AM. 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. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.