150 Old Farm Road
Chappaqua, NY 10514
5
Bed
7
Bath
7,608Sqft
4.45Acres(Lot)
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 Stargaze
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 5Bathroom Information
Total Baths: 7 Full Baths: 5 Half Baths: 2Room Information
Rooms Total: 14 -
Flooring Information
Carpet, Ceramic Tile, Hardwood, Tile -
Interior Features
Beamed Ceilings, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Chandelier, Entrance Foyer, High Ceilings, Kitchen Island, Open Floorplan, 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 Laundry Features: Laundry Room -
Heating & Cooling
Has Heating: Yes Heating: Forced Air, Oil Has Cooling: Yes Cooling: Central Air
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Building Information
Year Built: 1906 Building Area Total: 11603 Construction Materials: Stone Patio And Porch Features: Deck, Patio, Terrace Pool Features: In Ground, Pool/Spa Combo, Private Private Pool: Yes Water front Features: Pond View: Mountain(s), Panoramic -
Exterior Features
Exterior Features: Courtyard, Tennis Court(s)
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Lot Information
Lot Size Acres: 4.45 Lot Size Square Feet: 193842 Lot Description: Back Yard, Cul-De-Sac, Front Yard, Landscaped, Secluded, Views, Waterfront
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Listing Price Information
Listing Price: $4500000
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Tax Information
Parcel Number: 3489-099-016-00002-010-0000 Annual Tax: $56819.81
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Parking Information
Attached, Driveway, Garage, Heated GarageGarage Information
Has Garage: Yes Has Attached Garage: Yes Garage Space: 2
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School Information
Elementary School: Douglas G Grafflin SchoolJunior High School: Robert E Bell SchoolSenior High School: Horace Greeley High School -
Utility Information
Electricity Connected, Water Connected -
Location Information
WaterSource: Public Security Features: Fire Alarm, Security System, Smoke Detector(s)
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 765 King Street, Chappaqua, NY, 10514 | $1,999,999 | 5 | 5 | 4,058 | 4,058 SqFt |
| 100 Devoe Road, Chappaqua, NY, 10514 | $1,200,000 | 3 | 3 | 2,010 | 2,010 SqFt |
| 40 Algonquin Drive, Chappaqua, NY, 10514 | $3,389,000 | 4 | 7 | 5,563 | 5,563 SqFt |
| 4 Old House Lane, Chappaqua, NY, 10514 | $1,998,999 | 4 | 4 | 3,124 | 3,124 SqFt |
| 73 S Bedford Road, Chappaqua, NY, 10514 | $829,000 | 4 | 3 | 1,584 | 1,584 SqFt |
| 150 Bedford Road #12A, Chappaqua, NY, 10514 | $569,000 | 2 | 2 | 924 | 924 SqFt |
| 80 Bischoff Avenue, Chappaqua, NY, 10514 | $685,000 | 3 | 3 | 1,299 | 1,299 SqFt |
| 65 Douglas Road, Chappaqua, NY, 10514 | $1,250,000 | 3 | 2 | 1,702 | 1,702 SqFt |
| 40 Hamilton Drive, Chappaqua, NY, 10514 | $2,699,000 | 4 | 5 | 5,918 | 5,918 SqFt |
| 249 Mill River Road, Chappaqua, NY, 10514 | $895,000 | 4 | 2 | 2,100 | 2,100 SqFt |
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ByOwner last updated this listing 06/20/2026 @ 20:54
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