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.
Pending
$2,699,000
35 Overlook Drive, Chappaqua, NY 10514
4beds
5,354sqft
Single Family Residence, Residential
Built in 1952
1.22 Acres Lot
$-- Zestimate®
$504/sqft
$-- HOA
What's special
- 81 days
- on Zillow |
- 94 |
- 3 |
Zillow last checked: 7 hours ago
Listing updated: June 17, 2025 at 04:05pm
Listing by:
Compass Greater NY, LLC 914-238-0676,
Cindy Glynn 914-523-6163
Source: OneKey® MLS,MLS#: 859784

Travel times
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 7
- Full bathrooms: 6
- 1/2 bathrooms: 1
Heating
- Hydro Air, Oil
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Gas Cooktop, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
- Laundry: Laundry Room
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
- Flooring: Hardwood
- Windows: Double Pane Windows, Wall of Windows
- Basement: Finished,Full,Walk-Out Access
- Attic: Full,Pull Stairs
- Number of fireplaces: 2
- Fireplace features: Family Room, Living Room, Masonry, Wood Burning
Interior area
- Total structure area: 5,354
- Total interior livable area: 5,354 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage
- Garage spaces: 2
Features
- Levels: Three Or More
- Patio & porch: Deck, Patio, Porch, Screened
Lot
- Size: 1.22 Acres
Details
- Parcel number: 3600093017000010000022
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence, Residential
Materials
- Clapboard
- Foundation: Slab
Condition
- Updated/Remodeled
- Year built: 1952
- Major remodel year: 2004
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Propane, Trash Collection Public, Water Connected
Community & HOA
HOA
- Has HOA: No
Location
- Region: Chappaqua
Financial & listing details
- Price per square foot: $504/sqft
- Tax assessed value: $320,000
- Annual tax amount: $52,309
- Date on market: 6/4/2025
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
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