35 Overlook Drive, Chappaqua, NY

$2,699,000

Previous Next

4

Beds

7

Baths

5,354

Square feet

1.22

Acres

About 35 Overlook Drive

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 (May 2025) Energy Kinetics System 2000 High-Efficiency Boiler designed to reduce oil consumption, 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.

Features of 35 Overlook Drive

MLS® # 859784
Price $2,699,000
Bedrooms 4
Bathrooms 7.00
Full Baths 6
Half Baths 1
Internal Footage 5,354
Square Footage 53143
Acres 1.22
Year Built 1952
Type Residential
Sub-Type Single Family Residence
Style Colonial
Status Pending

Community Information

Address 35 Overlook Drive
City Chappaqua
County Westchester County
State NY
Zip Code 10514

Amenities

Utilities Cable Connected, Electricity Connected, Propane, Trash Collection Public, Water Connected
Parking Spaces 2
Parking Garage
# of Garages 2
Is Waterfront No
Has Pool No

Interior

Interior Hardwood
Interior Features First Floor Full Bath, Built-in Features, Chandelier, Chefs Kitchen, Crown Molding, Double Vanity, Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, Formal Dining, His and Hers Closets, Primary Bathroom, Recessed Lighting
Appliances Dishwasher, Dryer, Gas Cooktop, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
Heating Hydro Air, Oil
Cooling Central Air
Fireplace Yes
# of Fireplaces 2
Fireplaces Family Room, Living Room, Masonry, Wood Burning
Has Basement Yes
Basement Finished, Full, Walk-Out Access

Exterior

Windows Double Pane Windows, Wall of Windows
Construction Clapboard

School Information

District Chappaqua
Elementary Douglas G Grafflin School
Middle Robert E Bell School
High Horace Greeley High School

Additional Information

Date Listed June 2nd, 2025
Days on Market 130
Short Sale No
RE / Bank Owned No

Listing Details

Listing Provided Courtesy ofCompass Greater NY, LLC
Contact Info914-238-0676

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?