10

Chappaqua, NY Homes for Sale

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  • /20

    $475,000

    • 1 Bed
    • 1.5 Baths
    • 1,207 Sq Ft

    356 N Greeley Ave Unit 28G, Chappaqua, NY 10514

    Location, Location, Location! Chestnut Oak Complex. Dramatic and bright townhouse with natural lighting. This 1 bedroom 1.1 bath plus huge Loft/Den is in mint condition. Updated kitchen with stainless-steel appliances. Living room with high ceilings, fireplace and wall of windows is combined with spacious dining area. Updated powder room on the first level. Huge primary bedroom with with two

    Alicja Bohmrich Houlihan Lawrence Inc.

    356 N Greeley Ave Unit 28G, Chappaqua, NY 10514
  • /29

    $1,749,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,022 Sq Ft

    2 Whippoorwill Close, Chappaqua, NY 10514

    Exceptionally renovated and truly turnkey, this striking Whippoorwill cul-de-sac Contemporary is located in the highly acclaimed Chappaqua School District. Dramatic, airy, and light-filled, the 4-bedroom home is set in a serene and sought-after neighborhood, offering both privacy and convenience. A wall of windows, skylights, soaring ceilings, and an open floor plan flood the interiors with

    Cindy Glynn Compass Greater NY, LLC

    2 Whippoorwill Close, Chappaqua, NY 10514
  • /13

    $1,985,000

    • 4 Beds
    • 2.5 Baths
    • 4,500 Sq Ft

    0 Gray Rock Ln Unit KEY943867, Chappaqua, NY 10514

    Custom design your dream home in a seamless process with ZappiCo, Westchester County's premier Real Estate Developer! This luxurious home is to-be-built in the highly desirable Chappaqua school district. With 4 spacious bedrooms and 2.5 beautifully appointed bathrooms, this home will be meticulously crafted with the finest materials and attention to detail. As you enter, you will be greeted by an

    Rachel Lacoste Houlihan Lawrence Inc.

    0 Gray Rock Ln Unit KEY943867, Chappaqua, NY 10514
  • /33

    $999,999

    • 3 Beds
    • 2.5 Baths
    • 2,220 Sq Ft

    105 Douglas Rd, Chappaqua, NY 10514

    .Welcome to this unique and charming carriage home nestled in the heart of Chappaqua. Bright and sunny, set on a private 0.69-acre lot. This well-maintained residence blends timeless character with modern updates. Step inside to a welcoming entry foyer that leads to a spacious living room, complete with a cozy fireplace and French doors opening to a secluded patio — perfect for entertaining or

    Al Posillico Keller Williams Realty Group

    105 Douglas Rd, Chappaqua, NY 10514
  • /44

    $2,299,000

    • 2 Beds
    • 3.5 Baths
    • 3,269 Sq Ft

    22 Carriage Ln, Chappaqua, NY 10514

    Introducing a stunning, contemporary, brand-new, lavish, luxury townhouse at sold-out Chappaqua Crossings. This coveted end unit sits on an ultra-premium lot with exquisite, wooded views and privacy on all three sides. Designed for discerning modern living, this home features a first-floor primary suite, rooftop deck with outdoor kitchen, and a fully finished basement with gym/media room, wet bar

    Daniel Ansell JLJ Realty

    22 Carriage Ln, Chappaqua, NY 10514
  • /35

    $3,450,000

    • 6 Beds
    • 5.5 Baths
    • 8,200 Sq Ft

    20 Bessel Ln, Chappaqua, NY 10514

    Nestled in breathtaking natural surroundings, this modern architectural masterpiece by renowned designer Myron Goldfinger offers three levels of striking contemporary design. The residence features a soaring three-story curved ceiling, a dramatic floating staircase, and expansive open-plan living and entertaining spaces that frame the home’s private setting. The main-level primary suite provides

    Tianying Xu Houlihan Lawrence Inc.

    20 Bessel Ln, Chappaqua, NY 10514
  • /21

    $1,099,000

    • 3 Beds
    • 2 Baths
    • 1,776 Sq Ft

    10 Barnes Ln, Chappaqua, NY 10514

    Move right into this beautifully updated three bedroom, two bathroom ranch, perfectly situated within the award-winning Chappaqua school district. Thoughtfully renovated from top to bottom, this home offers modern comfort and timeless charm. The heart of the home is the stylish kitchen featuring classic oak cabinetry, sleek quartz countertops, and ample space for cooking and entertaining. Both

    Alexander Marks William Raveis-New York LLC

    10 Barnes Ln, Chappaqua, NY 10514
  • /21

    $2,850,000

    • 4 Beds
    • 7 Baths
    • 5,536 Sq Ft

    211 Bedford Rd, Chappaqua, NY 10514

    Exciting and new state-of-the-art expansion and renovation by highly recognized local developer, Tavo Development teaming with noted architect Teo Seguenza. Ready for occupancy in Spring 2026. Meticulous attention to detail, years of experience and master craftsmanship are combined in this new offering, encompassing 5,536 sq ft, 4 bedrooms, 5 full and 2 half baths, a finished walk-out lower level

    Brian Milton Compass Greater NY, LLC

    211 Bedford Rd, Chappaqua, NY 10514
  • /34

    $1,725,000

    • 5 Beds
    • 5.5 Baths
    • 4,616 Sq Ft

    675 Quaker Rd, Chappaqua, NY 10514

    Stunning and elegant 5 bedroom/5.5 baths ranch style home plus detached garage Studio with full Bath and Kitchenette. Set back from the road with a fenced yard. Luxuriously appointed. Custom millwork featured in every room. Open floor plan, living room with marble floors, fireplace surrounded by built-in shelving with adjacent dining room with built-in cabinetry and buffet. Custom kitchen with

    Margaret Harrington Douglas Elliman Real Estate

    675 Quaker Rd, Chappaqua, NY 10514
  • /17

    $599,000

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    150 Bedford Rd Unit 12A, Chappaqua, NY 10514

    Welcome to this move-in-ready 2-bedroom, 2-bath residence in highly sought-after Chappaqua Commons. Recently refreshed with thoughtful updates throughout, this sun-filled home combines modern finishes with effortless convenience.The spacious open-concept living and dining area features brand-new flooring (2025) and a seamless flow to the updated kitchen, boasting new countertops and

    Sari Shaw Compass Greater NY, LLC

    150 Bedford Rd Unit 12A, Chappaqua, NY 10514

Why Live in Chappaqua

Chappaqua, NY, is a small, bucolic hamlet in northern Westchester County, just 28 miles from New York City and 35 miles from LaGuardia Airport. Known for its old-fashioned country feel, Chappaqua features winding roads lined with maples, sugar oaks, and beeches. Downtown is the heart of the community, home to the train station, restaurants, shops, and a large gazebo where summer concerts are held. The area boasts an abundance of parks and nature preserves, including Gedney Park with playgrounds, sports fields, walking trails, and Whippoorwill Park, offering 3.5 miles of looped trails through forested hills and wetlands. Homes in Chappaqua range from one-bedroom condominiums to expansive four-bedroom craftsman houses, with styles including ranch, contemporary, and modern colonials. The town is walkable, especially near the train station, grocery stores, and cafes. Chappaqua Central School District is highly rated, with Douglas G. Grafflin Elementary, Seven Bridges Middle School, and Horace Greeley High School all excelling academically and athletically. The Chappaqua Farmers Market and local dining spots like Old Stone Trattoria and Lange’s Little Store and Deli offer fresh, locally sourced food and diverse culinary experiences. The Chappaqua Performing Arts Center hosts various cultural events, and the annual Memorial Day parade is a community highlight. With a crime rate significantly lower than the national average, Chappaqua is a safe and serene place to live.

Frequently Asked Questions

What is the average home price in Chappaqua, NY?
Homes for sale in Chappaqua, NY have an average home price of $1,510,817.
Are home prices dropping in Chappaqua?
Yes, home prices in Chappaqua are down 2% in the last 12 months.
How many homes have sold over the last 12 months in Chappaqua, NY?
154 homes have sold in Chappaqua, NY over the last 12 months.
What are the most popular zip codes in Chappaqua, NY?
The most popular zip codes in Chappaqua, NY include 10514, 10549, 10570, 10510 and 10594.
How much do you need to make to afford a house in Chappaqua?
The median home price in Chappaqua is $1,412,000. If you put a 20% down payment of $282,400 and had a 30-year fixed mortgage with an interest rate of 6.18%, your estimated principal and interest payment would be $6,900 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $296K a year to afford the median home price in Chappaqua. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Chappaqua, NY?
Chappaqua, NY has highly rated public and private schools. Some of the best schools in Chappaqua based on Niche Grades are Horace Greeley High School, Seven Bridges Middle School and Douglas Grafflin Elementary School. Browse all the schools in Chappaqua, NY to learn more.

Home Trends in Chappaqua, NY

Housing Trends

Median Sale Price
$1,579,928
Median Single Family Sale Price
$1,547,500
Median Townhouse Sale Price
$1,644,000
Median 2 Bedroom Sale Price
$1,585,428
Median 1 Bedroom Sale Price
$465,000
Average Price Per Sq Ft
$495
Number of Homes for Sale
10
Last 12 months Home Sales
154
Months of Supply
0.80
Median List Price
$1,412,000
Median Change From 1st List Price
-4%
Median Home Sale Price YoY Change
3%
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