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Chappaqua, NY Homes for Sale with Pool

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  • /44

    $1,774,000

    • 3 Beds
    • 3.5 Baths
    • 3,614 Sq Ft

    21 Wallace Way, Chappaqua, NY 10514

    Better than new at Chappaqua Crossings Carriages! Be among the first to experience this spectacular new community featuring a delightful and charming village atmosphere in the heart of Westchester, Chappaqua, NY. This stunning “Byram Newhaven model” situated in a prime location within the community, offers great curb appeal with its expansive front porch, stone walls and specimen plantings; and

    Ken Wile Redfin Real Estate

    21 Wallace Way, Chappaqua, NY 10514
  • /24

    $830,000

    • 2 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    5 Grove Mews, Chappaqua, NY 10514

    All the space and privacy of a single-family home with the ease of condo living! One of the few completely stand-alone and private townhouses in Apple Hill Farm, this spacious 2-bedroom, 2.5-bath home offers a rare blend of comfort, style, and convenience. Enjoy the serene setting from a large wrap-around wood deck overlooking lush, wooded views—perfect for morning coffee or evening entertaining.

    Karin Kimtis Compass Greater NY, LLC

    5 Grove Mews, Chappaqua, NY 10514
  • /47

    $3,199,000

    • 4 Beds
    • 4.5 Baths
    • 6,542 Sq Ft

    93 Haights Cross Rd, Chappaqua, NY 10514

    Exceptional and sophisticated Nantucket shingle style Colonial on 3.66 private acres in one of Chappaqua’s most desirable neighborhoods, offers the perfect balance of casual elegance and resort-style living. Just 45 minutes from NYC and minutes to town, train, and top-rated schools, this turnkey home offers unmatched convenience and luxury. Designed for both everyday comfort and effortless

    Cindy Glynn Compass Greater NY, LLC

    93 Haights Cross Rd, Chappaqua, NY 10514
  • /48

    $3,499,999

    • 4 Beds
    • 7 Baths
    • 7,305 Sq Ft

    5 Briarcliff Rd, Chappaqua, NY 10514

    This distinguished 7,300-square-foot Colonial residence, constructed in 2007, is ideally situated on a level, professionally landscaped property, offering a rare blend of timeless architectural elegance and modern luxury. Meticulously designed and impeccably maintained, this exceptional home features four en-suite bedrooms with space for a fifth , a spacious bonus room/office, and a thoughtfully

    Sari Shaw Compass Greater NY, LLC

    5 Briarcliff Rd, Chappaqua, NY 10514
  • /50

    $1,979,000

    • 4 Beds
    • 4.5 Baths
    • 4,543 Sq Ft

    56 Annandale Rd, Chappaqua, NY 10514

    Welcome to 56 Annandale Road – a sleek & sophisticated Contemporary Colonial tucked into the prestigious Lawrence Farms East enclave, with panoramic views of the Mount Kisco Country Club’s fairways & pool. This rare offering delivers a perfect blend of privacy, style, & convenience in one of Westchester’s most sought-after communities. Set on almost an acre & a half of beautifully landscaped

    Michael Levy eXp Realty

    56 Annandale Rd, Chappaqua, NY 10514
  • /38

    $3,150,000

    • 5 Beds
    • 9 Baths
    • 8,775 Sq Ft

    70 Haights Cross Rd, Chappaqua, NY 10514

    Welcome to 70 Haights Cross, a stunning turn-key 5 bedroom, 7.2 bath colonial designed by noted architect Tasos Kokoris. Located in a coveted neighborhood, this home is set on 2 plus private professionally landscaped acres with a Gunite pool with waterfall and jacuzzi. The heart of the home lies in the gourmet kitchen featuring a Wolf-6-burner range, warming and fridge drawer, 2 Bosch dishwashers

    Wendy Nolan Houlihan Lawrence Inc.

    70 Haights Cross Rd, Chappaqua, NY 10514

Home Trends in Chappaqua, NY

Housing Trends

Median Sale Price
$1,570,856
Median Single Family Sale Price
$1,775,000
Median 2 Bedroom Sale Price
$1,545,425
Median 1 Bedroom Sale Price
$455,000
Average Price Per Sq Ft
$460
Number of Homes for Sale
0
Last 12 months Home Sales
21
Months of Supply
0.00
Median List Price
$1,707,995
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
14%
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