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$1,975,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 1 Car Garage
  • Updated 8 days ago
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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.

Full Property Details for 159-161 Chappaqua Rd

General

  • Price: $1,975,000
  • Taxes: $41,532
  • Status: Pending
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 984968
  • Updated: 5/13/2026
  • Added to Site: 25 day(s) ago

Interior

  • Number of Rooms: 10
  • 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)
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Appliances: Dishwasher, Disposal, Dryer, Electric Cooktop, Electric Oven, Freezer, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator
  • Laundry Facilities: Yes
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Spa: Yes
  • Security/Safety: Security System

Exterior

  • Exterior Features: Awning(s), Balcony, Lighting, Mailbox
  • Porch/Patio/Deck: Covered, Patio, Porch

Parking

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

Location

  • County: Westchester County
  • Driving Directions: Rte 9A to Chappaqua Road to # 159-161

School Information

  • High School District: Ossining
  • Elementary School: Park School
  • Middle School: Anne M Dorner Middle School
  • High School: Ossining High School

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Forced Air, Oil
  • Heating Zones: 2

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Phone Connected, Propane

Structural Information

  • Architectural Style: Farmhouse
  • Detached/Attached: Detached
  • Construction: Frame
  • Basement: Yes
  • Basement Desc.: Bilco Door(s), Partial, Unfinished
  • Windows: New Windows
  • Sq. Ft. Source: Public Records
  • Year Built: 1820

Lot Features

  • Lot Size (Acres): 1.2899
  • Lot Size (Sq. Ft.): 38,768
  • Fence: Yes
  • Lot Features: Back Yard, Front Yard, Landscaped
  • Fencing (Description): Fenced, Perimeter

Financial Considerations

  • Taxes Include: Sewer, Trash
  • Tax Amount: $41,532

Disclosures and Reports

  • Special Conditions: None
  • Exclusions: None
  • Inclusions: All Appliances, Light Fixtures, Shades/blinds, Hot Tub
  • Property ID: 4201-090-018-00000-000-0027-000-0-1

Listed by Corcoran Legends Realty

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Listing agent

— 159-161 Chappaqua Rd —

  • Corcoran Legends Realty

914-332-6300

Get Pre-Approved Today

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Price & Sales History for 159-161 Chappaqua Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/27/2026
Listed
$1,975,000
82.23%
MLS
11/12/2021
Sold
$1,083,800
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 159-161 Chappaqua Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$22,510
100%
$1,078,100
9%
2024
100%
$988,700
8%
2020
100%
$915,500
25%
2020
100%
$730,000
8%
2020
-100%
$677,100
3%
2020
$23,838
—
$654,300
—
2018
$23,843
7%
$654,300
1%
2017
$22,384
-92%
$647,900
10%
2017
$278,676
1181%
$590,500
1462%
2016
$21,759
-5%
$37,800
—
2015
$22,788
-1%
$37,800
—
2013
$23,135
—
$37,800
—
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Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 159-161 Chappaqua Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Corcoran Legends Realty

159-161 Chappaqua Road, Briarcliff Manor, NY 10510 (MLS# 984968) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 159-161 Chappaqua Road is currently listed for $1,975,000 and was received on April 27, 2026. Want to learn more about 159-161 Chappaqua Road? Do you have questions about finding other Single Family real estate for sale in Briarcliff Manor? You can browse all Briarcliff Manor real estate or contact a Coldwell Banker agent to request more information.

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