159-161 Chappaqua Road • Briarcliff Manor, NY 10510

$1,975,000 Beds: 4 • Baths: 3 full 1 partial • Sq. Feet: 3080 • MLS ID: 984968 • Subdivision:School Dist: Ossining
From the outside, 159/161 Chappaqua Road presents as a charming farmhouse-but it offers far more than its picturesque post-and-rail fence suggests. Set on 1.29 acres, with a newly renovated guest house Cottage, this 19th-century compound seamlessly blends historic character with modern luxury, featuring a four-bedroom, 3.1-bath Colonial-style Main House.A bluestone walkway leads to the stately entry hall of the main home, where approximately 3,000 square feet of living space highlights original antique flooring, exposed brick and beams, sawn wood paneling, marble fireplace, multiple porches and balconies, French doors, and classic built-ins. These timeless details are thoughtfully complemented by contemporary upgrades, including granite countertops, stainless steel appliances, marble baths, two-zone central air, a security system, hot tub and generator.The main residence includes a spacious primary suite, three additional bedrooms, a home office, and a fully renovated kitchen with a butler's pantry and mudroom. Recent enhancements feature an oversized sliding French door opening to a two-tiered stone porch complete with a luxury hot tub and firepit.The guest house Cottage offers exceptional versatility, with a living and dining area, full kitchen, powder room, a primary bedroom with a spa-like bath, and an additional ensuite bedroom with a separate sitting area-ideal for guests, extended family, or rental potential.Additional amenities include a detached garage and an oversized shed. View this listing at: http://taradowning.laffey.com/mls=984968

Property Features

  • Garage: 1
  • Taxes: $41,532
  • Basement: Yes
  • Fenced: Yes
  • Formal Dining: Yes
  • Hot Tub: Yes
  • Exterior: Frame
  • Lot Size: 0.89 Acres
  • Heating: Forced Air,Oil
  • Cooling: Central Air
  • Year Built: 1820
  • Fireplaces: 3
  • Security: yes
  • Water: Public
  • Sewer: Public Sewer
  • On Market Date: 2026-04-27
  • Appliances: Dishwasher,Disposal,Dryer,Electric Cooktop,Electric Oven,Freezer,Refrigerator,Stainless Steel Appliance(s),Washer,Wine Refrigerator
  • Basement: Bilco Door(s),Partial,Unfinished
  • Exclusions: None
  • Exterior Features: Awning(s),Balcony,Lighting,Mailbox
  • Fencing: Fenced,Perimeter
  • Fireplace Y/N: Yes
  • Flooring: Hardwood
  • GarageY/N: Yes
  • Inclusions: All Appliances, Light Fixtures, Shades/blinds, Hot Tub
  • Interior Features: Built-in Features,Ceiling Fan(s),Chandelier,Double Vanity,Formal Dining,Kitchen Island,Marble Counters,Original Details,Pantry,Primary Bathroom,Walk-In Closet(s)
  • Laundry: Laundry Room
  • Lot Features: Back Yard,Front Yard,Landscaped
  • Attic: Partial
  • Included In Taxes: Sewer,Trash
  • Number Of Kitchens: 1
  • Heating Zones: 2
  • Parcel Number: 4201-090-018-00000-000-0027-000-0-1
  • Parking Features: Driveway
  • Parking Total: 6
  • Patio And Porch: Covered,Patio,Porch
  • Rental Term: Monthly
  • Rooms Total: 10
  • Security Features: Security System
  • Spa Y/N: Yes
  • Utilities: Cable Connected,Electricity Connected,Phone Connected,Propane
  • Window Features: New Windows

School Information

  • High School: Ossining High School
  • Middle School: Anne M Dorner Middle School
  • Elementary School: Park School
  • School District: Ossining
Printed April 30, 2026


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