159-161 Chappaqua Road, Briarcliff Manor, NY

$1,975,000

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4

Beds

4

Baths

3,080

Square feet

1.29

Acres

About 159-161 Chappaqua Road

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.

Features of 159-161 Chappaqua Road

MLS® # 984968
Price $1,975,000
Sold Price $2,000,000
Date Sold July 14th, 2026
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 3,080
Acres 1.29
Taxes $41,532
Year Built 1820
Type Residential
Sub-Type Single Family Residence
Style Farmhouse
Status Closed

Community Information

Address 159-161 Chappaqua Road
City Briarcliff Manor
County Westchester County
State NY
Zip Code 10510
Adult 55+ Community No

Amenities

Utilities Cable Connected, Electricity Connected, Phone Connected, Propane
Parking Spaces 6
Parking Driveway
# of Garages 1
Is Waterfront No
Has Pool No

Interior

Interior 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)
Appliances Dishwasher, Disposal, Dryer, Electric Cooktop, Electric Oven, Freezer, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator
Heating Forced Air, Oil
Cooling Central Air
Has Basement Yes
Basement Bilco Door(s), Partial, Unfinished
Fireplace Yes
# of Fireplaces 3

Exterior

Exterior Features Awning(s), Balcony, Lighting, Mailbox
Lot Description Back Yard, Front Yard, Landscaped
Windows New Windows
Exterior Frame

School Information

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

Additional Information

Date Listed April 27th, 2026
Days on Market 128
Short Sale No
RE / Bank Owned No
Levels Two

Listing Details

OfficeCorcoran Legends Realty

Listing Map

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