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    1 home
      1 home available
      35 Overlook Drive, Chappaqua, NY 10514
      Closed Nov 4, 2025
      35 Overlook Drive, Chappaqua, NY 10514
      $2,700,000
      4beds
      6.5bath
      5,354sqft
      1.22acres
      House for Sale

      35 Overlook Drive, Chappaqua, NY 10514

      Listing by: Compass Greater NY, LLC
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      Copyright © 2026 OneKey® MLS LLC
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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      Membio
      OneKey® MLS
      35 Overlook Drive, Chappaqua, NY 10514
      Closed Nov 4, 2025
      $2,700,000
      4beds
      6full,1half bath
      5,354sqft
      1.22acres

      35 Overlook Drive, Chappaqua, NY 10514

      City/Town:Chappaqua   Post Office: Chappaqua     

      House for Sale by Cindy GlynnCompass Greater NY, LLC.

      Data checked -. Listing last updated 117 days ago.
      1. Overview
      2. Details
      3. More 

      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.

      Internet Serviceability
      Details
        Property type
      Residential
        Year built
      1952
        Heating
      Hydro Air, Oil
        Cooling
      Central Air
        Total rooms
      13
        Garage
      Yes (2 space)
        City/Town
      Chappaqua
        Post Office
      Chappaqua
        Parking spots
      2
      859784
      MLS ID
      Closed
      Status
      Nov 4, 2025
      Closed
        Laundry features
      Laundry Room
        Fireplace
      Yes
        Pets allowed
        Architectural Style
      Colonial
        Basement
      Finished, Full, Walk-Out Access
        View
      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
      Exterior features
      Lot features
      Appliances included
      Dishwasher, Dryer, Gas Cooktop, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
      Construction materials
      Clapboard
      Flooring
      Hardwood
      Monthly taxes
      $4,359
      Yearly taxes
      $52,309.71
      School district
      Chappaqua
      Schools
      Douglas G Grafflin School, Robert E Bell School, Horace Greeley High School
      Senior community
      No
      Common Charges
      -
      Maintenance
      -
      Additional Fees
      -
      Open Houses
      In-Person
      No upcoming in-person open houses
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Cindy Glynn
      Cindy Glynn
      Real Estate Salesperson, Compass Greater NY, LLC
      Direct Number 
       
      Location
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      35 Overlook Drive, Chappaqua, NY 10514, is a 4 bedroom, 6 bathroom, 5354 sqft. Single Family Residence built in 1952. This property is currently available for sale and was listed on OneKey® MLS on 6-4-2025. The MLS# for this Single Family Residence is MLS# 859784.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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