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159-161 Chappaqua RoadBriarcliff Manor, NY 10510

For Sale

$1,975,000

Smart Buyer Rebate $19,750

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.

Listed by Marcene Hedayati

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Corcoran Legends Realty

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914-332-6300

Last updated April 30, 2026

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Source: OneKey #984968

Listing Facts

  • TypeSingle-family
  • NeighborhoodThe Crossroads
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu5
  • Taxes$41,532/year
  • Size3,080 sqft
  • Price per sqft$641

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

04/27/2026
Listed by Corcoran Legends Realty
$1,975,000

Property Details for 159-161 Chappaqua Road

Exterior

Construction

  • Window Features: New Windows
  • Year Built: 1820
  • Architectural Style: Farmhouse
  • Construction Materials: Frame
  • Exterior Features: Awning(s), Balcony, Lighting, Mailbox

Features

  • Fencing: Fenced, Perimeter
  • Patio And Porch Features: Covered, Patio, Porch

Measurements

  • Building Area Units: Square Feet
  • Lot Features: Back Yard, Front Yard, Landscaped
  • Lot Size Acres: 1.28
  • Lot Size Square Feet: 38,768

Financial

Taxes

  • Parcel Number: 4201-090-018-00000-000-0027-000-0-1
  • Tax Annual Amount: $41,532.00
  • Tax Assessed Value: $1,589,600.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Dishwasher, Disposal, Dryer, Electric Cooktop, Electric Oven, Freezer, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator
  • Fireplace: Yes
  • Fireplaces Total: 3
  • Flooring: Hardwood
  • 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)
  • Spa: Yes

Measurements

  • Living Area: 3,080
  • Living Area Source: Public Records

Rooms

  • Basement: Bilco Door(s), Partial, Unfinished
  • Has Basement: Yes
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 10

Parking

Parking

  • Garage Spaces: 1
  • Garage: Yes
  • Parking Features: Driveway
  • Parking Total: 6

Schools

Elementary School

  • Elementary School: Park School
  • Elementary School District: Ossining

High School

  • High School: Ossining High School
  • High School District: Ossining

Middle or Junior School

  • Middle Or Junior School: Anne M Dorner Middle School
  • Middle Or Junior School District: Ossining

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Forced Air, Oil
  • Laundry Features: Laundry Room
  • Other Equipment: Generator
  • Sewer: Public Sewer
  • Utilities: Cable Connected, Electricity Connected, Phone Connected, Propane
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 4 bathrooms in this single-family home at 159-161 Chappaqua Road.

What schools are nearby to 159-161 Chappaqua Road?

Nearby schools include the Park School Elementary School, Anne M Dorner Middle School, and Ossining High School.

Does this single-family home have parking?

Yes, there is 1 parking space available for 159-161 Chappaqua Road.

What are the annual taxes for 159-161 Chappaqua Road?

Annual taxes for this single-family home are estimated at $41,532.

How does 159-161 Chappaqua Road compare to other single-family homes in Briarcliff Manor?

This single-family home is listed 33% below the average price for single-family homes in Briarcliff Manor and has been on the market for 106 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,080 sqft.

159-161 Chappaqua Road is a 4-bedroom, 4-bath single-family home for sale in Briarcliff Manor NY 10510. On Prevu for 5 days at $1,975,000. This home features 3,080 square feet of living space, located in Briarcliff Manor. The median listing price for single-family homes in this area is $2,149,000. Nearby schools include Park School Elementary School, Anne M Dorner Middle School, and Ossining High School. The home offers private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. Browse more single-family home listings in Briarcliff Manor.

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Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.