150 Old Farm Road N, Chappaqua, NY 10514
Local realty services provided by:CENTURY 21 Ed & Margaret Williams Realty
150 Old Farm Road N,Chappaqua, NY 10514
$4,500,000
- 5 Beds
- 7 Baths
- 7,608 sq. ft.
- Single family
- Active
Listed by: joanna rizoulis, amy smith sroka
Office: julia b fee sothebys int. rlty
MLS#:950756
Source:OneKey MLS
Price summary
- Price:$4,500,000
- Price per sq. ft.:$387.83
About this home

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!...
Contact an agent
Home facts
- Year built:1906
- Listing ID #:950756
- Added:104 day(s) ago
- Updated:June 14, 2026 at 10:50 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:7
- Full bathrooms:5
- Half bathrooms:2
- Rooms Total:14
- Flooring:Hardwood
- Dining Description:Formal Dining
- Bathrooms Description:Soaking Tub
- Kitchen Description:Cooktop, Dishwasher, Kitchen Island, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s)
- Living area:7,608 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Forced Air, Oil
- Central air:Yes
Structure and exterior
- Year built:1906
- Building area:7,608 sq. ft.
- Lot area:4.45 Acres
- Lot Features:Secluded, Views, Waterfront
- Architectural Style:Carriage House
- Construction Materials:Stone
- Exterior Features:Courtyard, Tennis Court(s)
- Levels:3 Story
Schools
- High school:Horace Greeley High School
- Middle school:Robert E Bell School
- Elementary school:Douglas G Grafflin School
Utilities
- Water:Public
- Sewer:Septic Tank
Finances and disclosures
- Price:$4,500,000
- Price per sq. ft.:$387.83
- Tax amount:$56,820 (2025)
Features and amenities
- Appliances:Cooktop, Dishwasher, Dryer, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
- Laundry features:Dryer, Washer
- Amenities:Cathedral Ceiling(s), Entrance Foyer, High Ceilings, Open Floorplan, Storage, Walk-In Closet(s), Wet Bar
- Pool features:In Ground
Parking
- Parking description:Attached, Driveway, Garage, Heated Garage
- Garage:Yes
- Garage spaces:2
New listings near 150 Old Farm Road N
- New
$1,998,999Active4 beds 3 baths3,124 sq. ft.4 Old House Lane, Chappaqua, NY 10514
MLS# 1011189Listed by: HOULIHAN LAWRENCE INC. - Open Sun, 2 to 4pmNew
$1,595,000Active7 beds 3 baths5,200 sq. ft.52-54 Orchard Ridge Road, Chappaqua, NY 10514
MLS# 1012149Listed by: LINK NY REALTY - New
$1,199,000Active4 beds 3 baths2,207 sq. ft.21 Campfire Road, Chappaqua, NY 10514
MLS# 977211Listed by: COMPASS GREATER NY, LLC - New
$1,495,000Active4 beds 4 baths2,953 sq. ft.105 Cross Ridge, Chappaqua, NY 10514
MLS# 1008366Listed by: WILLIAM RAVEIS-NEW YORK, LLC - Open Sun, 1 to 3pmNew
$799,000Active2 beds 3 baths1,244 sq. ft.127 Stone Bridge Square, Chappaqua, NY 10514
MLS# 1006449Listed by: COMPASS GREATER NY, LLC - New
$3,389,000Active4 beds 7 baths5,563 sq. ft.40 Algonquin Drive, Chappaqua, NY 10514
MLS# 995167Listed by: COMPASS GREATER NY, LLC - New
$1,100,000Active5 beds 3 baths2,715 sq. ft.2 Turner Drive, Chappaqua, NY 10514
MLS# 991248Listed by: HOULIHAN LAWRENCE INC. - New
$1,250,000Active3 beds 2 baths1,702 sq. ft.65 Douglas Road, Chappaqua, NY 10514
MLS# 996072Listed by: NORTH COUNTRY SOTHEBYS INT RLT - New
$725,000Active2 beds 3 baths1,818 sq. ft.134 Bayberry Close, Chappaqua, NY 10514
MLS# 995272Listed by: KELLER WILLIAMS REALTY PARTNER - New
$1,199,000Active3 beds 4 baths2,708 sq. ft.25 Cabin Ridge Road, Chappaqua, NY 10514
MLS# 1006943Listed by: KELLER WILLIAMS REALTY GROUP