Back 35 Overlook Drive
Off Market

35 Overlook Drive

Chappaqua NY 10514

4
7
2
5354 sq. ft.
53143 sq. ft.
Single-Family
Last sold for $2,700,000
Cindy GlynnCindy Glynn, last sold this property on 04 November 2025 after 152 days on market.

Overview

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.

Features

4 bedrooms
7 bathrooms
2 carspaces
2 garage spaces
5354 sq. ft. floor area
53143 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Chappaqua over the last 12 months, the estimated median property value of 35 Overlook Drive is $1.65m.

Median value
$1.65m
Estimated value range
$700k - $3.5m
Median days on market
14
Estimated value trend
0%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Chappaqua. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 35 Overlook Drive

2025
Sold
$2,700,000
04 Nov 2025 by Cindy Glynn, of Compass Greater NY, LLC

Happy sellers in Chappaqua

94%
94% of sellers in Chappaqua reported that their sale price either exceeded or met their price expectations.

Chappaqua stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 3 reviews in Chappaqua over the last 12 months.

Local market activity for 4 bedroom single-family properties in Chappaqua

In the last 12 months, 52 four-bedroom single-family properties similar to 35 Overlook Drive, have been sold.

This represents a 12% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

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