Privately set on two beautifully level acres in Chappaqua's sought-after Whippoorwill neighborhood, this sophisticated contemporary offers exceptional light, space, and seamless indoor-outdoor living. Thoughtfully updated and impeccably maintained, the home is surrounded by tranquil natural beauty with picturesque views from nearly every room.A dramatic open floor plan is enhanced by soaring ceilings, expansive windows, and walls of glass that flood the home with natural light throughout the day. Designed for both comfortable living and effortless entertaining, the main level features a spacious living room with fireplace, elegant dining area, and stunning family room anchored by a floor-to-ceiling stone fireplace and cathedral ceiling.The renovated eat-in kitchen is appointed with premium stainless-steel appliances and opens seamlessly to the outdoor living spaces. Upstairs, the serene primary suite offers a spa-like bath, while three additional bedrooms and an updated hall bath complete the second level.The walkout lower level provides exceptional flexibility with a recreation room, gym, bonus room, full bath, and abundant storage. Outdoor highlights include an expansive tiered deck with stainless cable railings overlooking the private, park-like property.Additional amenities include a generator, attached two-car garage, and remote-controlled blinds in the main living areas and nursery.Ideally located near Whippoorwill trails, downtown Chappaqua, Metro-North, shopping, dining, and award-winning Chappaqua schools, this exceptional home presents a rare opportunity to enjoy privacy, convenience, and luxury living in one of Chappaqua's most desirable neighborhoods.
Amenities
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Property details
Interior
Basement Information
Basement Sq. Ft: 1,344
Basement Type: Full
Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 1
Heating & Cooling
Air Conditioning Type: Central
Heating Type: Hot Water Steam
Fireplace Information
# of Fireplaces: 2
Has Fireplace
Exterior
Exterior Information
Physical Condition: Average
Building Style Type: Contemporary
Exterior Wall: Frame Wood
Property Information
Subdivision Name: BRECKENRIDGE
Living Sq. Ft: 4,345
Ground Floor Sq. Ft: 1,806
Building Sq. Ft: 4,845
Parking & Garage Information
# of Parking Spaces: 3
Parking Type: Attached Garage
Garage/Parking Sq. Ft: 500
Garage / Carport Type: Attached
Lot Information
# of Buildings: 1
Land Sq. Ft: 90,997
Legal Lot Number: 14
Legal Block Number: 3
School Tax District: CHAPPAQUA
Municipality Name: NEW CASTLE
Acres: 2.089
Zoning Code: R-2A
State Use Description: SINGLE FAMILY RESID
Utility Information
Water Service Type: Commercial
Financial
Assessor Information
Assessment Year: 2025
Public facts
Beds: 4
Baths: 3.5
Sq. Ft.: 4,345
Stories: —
Lot Size: 2.09 acres
Style: Single Family Residential
Year Built: 1978
Year Renovated: —
County: Westchester County
APN: 553600A10100500030140000000
Home facts updated by county records on Jul 30, 2026
Sale and tax history for 3 Breckenridge Rd
Sale History
Tax History
Date
Event
Price
ONEKEY #1006070
Jul 3, 2026
Rental Removed
$11,000
$3/sq ft
Jun 4, 2026
Listed for Rent
$11,000
$3/sq ft
OneKey® MLS as Distributed by MLS Grid #H6101871
Jun 28, 2021
Sold
$1,550,000
$357/sq ft
Mar 29, 2021
Pending
—
Mar 18, 2021
Listed
$1,499,000
$345/sq ft
Mar 16, 2021
Coming Soon
$1,499,000
$345/sq ft
Spectacular sun-drenched renovated and meticulously maintained contemporary, on 2 level acres with probable pool site in one of Chappaqua's most coveted neighborhoods. This exciting Whippoorwill home offers an open floor plan w/walls of glass, high ceilings, and beautiful views from every window. Spacious living room w/fireplace, generous dining room, cathedral ceiling family room with soaring floor-to-ceiling stone fireplace and gourmet eat-in-kitchen w/top-of-the-line stainless appliances (Sub-zero, Wolfe, Miele, Marvel). Large primary bedroom suite w/luxurious bath. Three additional second level bedrooms with renovated hall bath. Expansive walkout lower level w/recreation room, gym, office, full bath & storage. Exterior features include a 3-tier mahogany deck w/stainless steel cable railing, bluestone patio and hot tub, all in a dramatic natural private setting w/Lutron tree & deck lighting. Generator. Close to Whippoorwill trails and the Whole Foods shopping enclave. A special offering! Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,
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Listing provided courtesy of: Houlihan Lawrence Inc.
Listing agent: Bonnie Besner (9174460211)
Based on information submitted to the MLS GRID as of Wed Sep 09 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
In-unit amenities
These amenities may not be available for every unit