Living in Chappaqua, NY

Chappaqua NY Real Estate and Homes for Sale

A hamlet of New Castle, Chappaqua sits toward the town’s northern end. It’s bordered by Pleasantville and Mount Kisco, and bisected by the Saw Mill River Parkway. With winding, tree-lined roads and lovely, secluded homes, Chappaqua offers the lifestyle that people come to Westchester County to enjoy. This community of less than 2000 is a friendly place that welcomes some of the country’s wealthiest and most influential citizens. Notable examples include Bill and Hilary Clinton, Andrew Cuomo, and actor Ben Stiller, among many others.

Living in Chappaqua

The atmosphere in Chappaqua is rustic and the pace can be as slow as you like. There are a large number of natural spaces to spend time and feed your soul, exercise, or sharpen your skills. You can take a solitary stroll through peaceful woodlands or meet your friends for a challenging round of your favorite game. There are several excellent golf courses in the immediate area, including the Mount Kisco Country Club, which has been part of the community for nearly 100 years.

Convenient transportation is a hallmark of life in Chappaqua. From the Chappaqua Rail Station, it’s just a 45-minute ride to Manhattan, so whether you’re heading in daily for work or running in for the occasional taste of the city’s delights, getting there is not an issue. By car, via the Saw Mill River Parkway, the travel time is about the same, depending on traffic.

Chappaqua Real Estate

Home buyers in Chappaqua can choose from tidy little homes within walking distance of the train station and business district or newer developments with larger lots and a more bucolic feel. Wherever you are in Chappaqua, you’re never far from nature. Homes here are pricy, even for Westchester County, with the median price for single-family homes standing close to the seven-figure mark.

Chappaqua’s public schools enjoy an excellent reputation, and are a big draw for families. Combined with the nearly limitless opportunities for outdoor fun and very low crime, this makes Chappaqua a terrific place to be a kid – and a parent!

Chappaqua’s small business district hosts a weekly farmer’s market, outdoor concerts in the summer, and specialty shops. These offer gourmet food, jewelry and gifts. This very walkable area is a very pleasant place to spend an afternoon, and is located near the Parkway and the Chappaqua Station.

Learn more about this vibrant community by connecting with our team at GioHomes today. We look forward to hearing from you and welcome the opportunity to earn your trust and lasting business. Connect today!

31 Results
 
$3,699,999
Beds: 4
Baths: 5 | 2
Sq. Ft.: 7,305
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$3,499,000
Beds: 4
Baths: 4 | 1
Sq. Ft.: 6,542
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$3,475,000
Beds: 6
Baths: 5 | 1
Sq. Ft.: 7,978
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$3,150,000
Beds: 5
Baths: 7 | 2
Sq. Ft.: 8,775
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$2,800,000
Beds: 5
Baths: 5 | 1
Sq. Ft.: 5,907
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$2,300,000
Beds: 5
Baths: 4 | 1
Sq. Ft.: 5,183
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$2,225,000
Beds: 6
Baths: 4 | 2
Sq. Ft.: 5,234
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$2,149,000
Beds: 4
Baths: 4 | 1
Sq. Ft.: 4,543
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$1,899,000 (Coming Soon)
Beds: 5
Baths: 4 | 1
Sq. Ft.: 5,357
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$1,890,000
Beds: 4
Baths: 3 | 2
Sq. Ft.: 4,051
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© 2025 OneKey MLS. All rights reserved.

© 2025 OneKey MLS All rights reserved.
Listing courtesy of OneKey MLS as distributed by MLS Grid. Based on information submitted to the MLS Grid as of 2025. All data is obtained from various sources and may not have been verified by the 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. OneKey MLS All rights reserved.
OneKey MLS data last updated at June 16, 2025, 10:09 PM ET

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