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Chappaqua, NY Homes for Sale with Pool

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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
  • /41

    $2,750,000

    • 6 Beds
    • 3.5 Baths
    • 6,532 Sq Ft

    276 Quaker Rd, Chappaqua, NY 10514

    A truly rare Chappaqua mini-estate with pool and tennis, offering resort-style living just a short walk from the town and train. Privately perched atop a hill and approached by a sweeping stone-lined driveway, this property delivers an exceptional blend of privacy, presence, and convenience—moments from shops, dining, and Metro-North. The expansive grounds are designed for all-season enjoyment,

    Sari Shaw Compass Greater NY, LLC

    276 Quaker Rd, Chappaqua, NY 10514
  • /22

    $1,780,000

    • 2 Beds
    • 3.5 Baths
    • 2,945 Sq Ft

    26 Wallace Way, Chappaqua, NY 10514

    Welcome to 26 Wallace Way — a standout residence in the coveted, sold-out Chappaqua Crossings Carriages community. Thoughtfully designed and impeccably finished, this first-floor primary bedroom home elevates townhouse living with refined interiors, dramatic architecture, and a setting that is both private and connected.The main level makes an immediate impression with a dramatic

    Craig DeCecchis Corcoran Legends Realty

    26 Wallace Way, 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

Home Trends in Chappaqua, NY

Housing Trends

Median Sale Price
$1,600,000
Median Single Family Sale Price
$1,530,000
Median Townhouse Sale Price
$1,658,000
Median 2 Bedroom Sale Price
$1,570,856
Median 1 Bedroom Sale Price
$465,000
Average Price Per Sq Ft
$493
Number of Homes for Sale
11
Last 12 months Home Sales
146
Months of Supply
0.90
Median List Price
$1,450,000
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
3%
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