by RH Advisors

See Home Value
Briarcliff Manor 10510
159-161 Chappaqua Road
$2,000,000
● House - Off Market

159-161 Chappaqua Road

Ossining, NY 10510
bedrooms
4 Beds
bathrooms
3 Baths, 1 Half Bath
square feet
3,080 Ft²
$13,159
Est. Monthly

About This Property

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.
Unit Size
3,080 Ft²
Days on Market
78 days
Land Size
1.29 acres
Price per sqft
$641
Property Type
House
Property Taxes
$3,461
HOA Dues
-
Year Built
1900

Payment Calculator

Cap Rate Calculator

Last updated: 4 months ago (OneKey MLS #KEY984968)

Price History

Date / Event Date Event Price
Jul 14, 2026 Sold
Sold
May 5, 2026 In contract -
In contract
Apr 27, 2026 Listed by Corcoran Legends Realty $1,975,000
Listed by Corcoran Legends Realty
Nov 12, 2021 Sold
Sold
Sep 6, 2021 In contract -
In contract
Show More

Property Highlights

Garage
Air Conditioning
Fireplace

Building Info

Overview

    General

  • Year Built: 1900
  • Effective Year Built: 1900
  • Total Rooms: 9
  • Bedroom Count: 4
  • Bathroom Count: 3
  • Full Bathrooms: 2
  • Partial Bathrooms: 3
  • Building Condition: 6
  • Building Quality: 7
  • Construction Type: 0
  • Building Style: 1
  • Exterior Walls Type: 19
  • Interior Walls Type: 0
  • Roof Shape Type: 0
  • Roof Cover Type: 0
  • Floor Count: 200
  • Floor Cover: 0
  • Basement Type: 2
  • Basement Area: 0
  • Garage Type: 0
  • Parking Space Count: 0
  • Patio Type: 0
  • Porch Type: 7
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 38,768
  • Total Building Area: 3,080
  • Building Area: 3,080
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 0
  • Heating: 10
  • Heated Square Feet: 3,080
  • Heating Fuel Type: 3

    Utilities

  • Sewer System: 1
  • Water Service: 2

Building

  • Building Type: 0
  • Property Class: R
  • Land Acres: 0000000890
  • Standard Land Use Code: 1001
  • County Land Use Code: 210

Neighborhood

  • School District Name: Ossining Union Free School District
  • School Tax School District: OSSINING
  • Census Tract: 013202

Geography

  • District: 554201
  • Section: 90.18
  • Parcel: 554201 90.18-1-27
  • Block: 1
  • Lot: 27.000
  • Municipality: BRIARCLIFF MANOR
  • Latitude: 41.1609
  • Longitude: -73.8312

    Address

  • Full Address: 159 Chappaqua Rd
  • Address - House Number: 159
  • Address - Street Name: Chappaqua
  • Address - Suffix Type: Rd
  • State: NY
  • City Name: Briarcliff Manor
  • Carrier Code: C006
  • 4-Digit Zip Code: 1323
  • Zip Code: 10510

Valuation

    Tax

  • Tax Year: 2023
  • Tax Amount: $2,407,474
  • Initial Tax Delinquent Year: 2023
  • Tax Rate Code Area: 554201

    Appraisal Valuation

  • Standard Deviation: 0.2432
  • Valuation Date: Feb 07, 2024
  • Confidence Score: 65
  • Final Value: 1,120,958
  • High Value: 1,393,664
  • Low Value: 848,252

    Market Valuation

  • Market Total Value: $915,500
  • Market Land Value: $214,100
  • Market Improvement Value: $701,400

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $915,500
  • Assessed Land Value: $214,100
  • Assessed Improvements Value: $701,400

    Sales

  • Current Sale Contract Date: Nov 12, 2021
  • Current Sale Recording Date: Nov 30, 2021
  • Current Sale Price:
  • Current Sale Document Type: 12
  • Current Sale Input Document Number: 613143585
  • Previous Sale Recording Date: Jul 11, 2016
  • Previous Sale Contract Date: Jul 05, 2016
  • Previous Sale Amount: $600,000
  • Previous Sale Document Type: 12

    Financing

  • First Mortgage Financing Type: ADJ
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Briarcliff Manor


Similar Homes for Sale

Currently no similar homes around

Nearby Rentals

Unit for rent at 74 Edgewood Road, Ossining, NY, 10562

$7,250 /mo

  • 3 Beds
  • 2 Baths
  • 2,587 ft²
74 Edgewood Road, Ossining, NY, 10562 Listing by Donna M. Richards
Unit for rent at 29 Dale Avenue, Ossining, NY, 10562

$2,800 /mo

  • 2 Beds
  • 1 Bath
  • 800 ft²
29 Dale Avenue, Ossining, NY, 10562 Listing by Michael DAmbrosio
Unit for rent at 103 Croton Avenue, Ossining, NY, 10562

$2,150 /mo

  • 1 Bed
  • 1 Bath
  • 700 ft²
103 Croton Avenue #4, Ossining, NY, 10562 Listing by Christina H. Diminno


Frequently Asked Questions

When was property at 159 Chappaqua Road built and last sold?
The property at 159 Chappaqua Road was built in 1900 and last sold on Nov 12, 2021 for $1,083,800.
How much is this home worth?
The estimated value of the home located at 159 Chappaqua Road is $1,877,856.
What are some comparable homes to 159 Chappaqua Road?
There are currently no comparable homes to 159 Chappaqua Road.