35 Overlook Drive, Chappaqua, NY 10514

$2,700,000
4
BD
7
BA
5,354
SqFt

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Sold Price
$2,700,000
Days on Market
12
Closing Date
Nov 04, 2025
MLS#
859784
Status
CLOSED
Property Type
Single Family Residence
Style
Colonial
Year Built
1952
Property Tax
$52,309
Neighborhood
Chappaqua
School District
Chappaqua
High School
Horace Greeley High School
Jr. High
Robert E Bell School
Elementary School
Douglas G Grafflin School

Property Description

Welcome to this timeless and sophisticated Colonial, perfectly sited on meticulously landscaped grounds in one of Chappaqua’s most coveted neighborhoods. Just minutes from town, train, and top-rated schools, this exceptional residence seamlessly blends classic architectural charm with modern luxury. This fully renovated and expanded home offers 4 spacious bedrooms (lives like 5), 6.1 beautifully updated baths, and a thoughtfully designed layout filled with natural light. Gleaming hardwood floors, walls of windows, and elegant millwork create a warm and inviting atmosphere throughout. The stunning Chef’s kitchen is a true showpiece, featuring Christopher Peacock custom cabinetry, oversized center island with Carrera marble top, Pietra del Cadoso limestone kitchen countertops, top-of-the-line stainless appliances (Bosch, Thermador, Viking) and an open flow ideal for entertaining. The main level enjoys multiple formal and informal living spaces including an expansive family room open to the kitchen, a versatile first floor office, a second office/library, full bath and a serene screened sun porch. The second level features a luxurious primary bedroom suite and three additional huge bedrooms, one with an en-suite bath and a hall bath. The walkout lower level adds even more functionality with room for recreation, fitness, or guests. Recent mechanical upgrades include a high efficiency GE front-loading washer and dryer, new boiler, and above-ground oil tanks, ensuring comfort and efficiency for years to come. The exterior is equally captivating: clapboard siding, a hand split cedar shake roof, copper gutters, bluestone walkways, an expansive rear patio with built-in grill and stone walls, a Mahogany deck, and a manicured, level lawn with vibrant gardens, professional landscaping and an irrigated vegetable garden. Additional highlights include an oversized driveway, a two-car garage, and an adjacent garage bay-sized storage room perfect for bicycles, equipment, or hobbies. A rare offering that effortlessly combines grace, comfort, and convenience — 35 Overlook Drive is an extraordinary opportunity for the discerning buyer.

Additional Information

Bedrooms
4
Bathrooms
7
Full Baths
6
Half Baths
1
Square Footage
5,354
Acres
1.22
Parking
Garage
Basement
Finished, Full, Walk-Out Access
Laundry
Laundry Room
Heating
Hydro Air, Oil
Cooling
Central Air
Water
Public
Sewer
Septic Tank

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Calculator source: Real Geeks

Listing courtesy of Listing Agent: Cindy Glynn (Cindy.Glynn@compass.com) from Listing Office: Compass Greater NY, LLC.

Selling Office: Non-OneKey Office.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . 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.