$2,500,000
3 Bed • 2.5 Bath • 2,625 Sq. Ft.3 bd · 2.5 ba · 2,625 sqft
700 Half Moon Bay Drive
Croton-on-Hudson, NY 10520
Listed with Coldwell Banker Warburg
$3,299,000
Est. $22,735/moChappaqua, NY 10514 · Westchester County
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Approached by a long private driveway and set on more than two beautifully landscaped acres, 46 Annandale Drive is a distinctive Lawrence Farms East residence offering approximately 7,500 square feet of thoughtfully designed living space. This five-bedroom Colonial has been thoughtfully expanded and maintained, with generous proportions, quality details, and excellent spaces for both everyday living and entertaining. The expansive first floor features generously proportioned versatile rooms. The eat-in kitchen with breakfast nook connects to a spacious great room with fireplace and direct access to the bluestone patio, while a formal living room with fireplace also opens to the patio, creating a natural connection between the interior and beautifully landscaped grounds. A large formal dining room provides an ideal setting for entertaining, while two additional multi-use rooms with custom built-ins offer versatile space for offices, family rooms, or other needs. A private guest suite, large pantry, mudroom, and dedicated laundry room complete the first floor. Upstairs, four en-suite bedrooms offer privacy and comfort. The spacious primary suite includes a fireplace, large walk-in closet, and adjacent private office. The walk-out lower level adds significant flexibility with a mudroom area, gym, recreation room, and additional laundry/storage space. Recent improvements include freshly painted interiors, a new electrical panel, and electrical upgrades. The spacious two-car garage offers ample storage and includes a Tesla charger. The outdoor setting is a major highlight of the property, with a pool and pool cabana with half bath, expansive bluestone patio, and mature landscaping providing privacy and multiple areas for outdoor entertaining. The exceptional park-like property is newly enclosed with deer fencing, complemented by wood fencing along the driveway and wrought iron fencing around the pool. New wrought iron railings and bannisters enhance the patio and backyard, while the pool house has been updated with new lighting and a fan. Ideally located within walking distance of the high school and the new Chappaqua Crossing/Whole Foods complex, 46 Annandale Drive offers an exceptional combination of scale, privacy, thoughtfully designed living spaces, and extensive outdoor amenities in one of Chappaqua's most sought-after neighborhoods. A truly exceptional offering!
As reported by the listing office; verify enrollment with the district.
Listed with Compass Greater NY, LLC · Cindy Glynn · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 30, 2026, 6:08 PM ET. ©2026 One Key MLS.
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Market Insights
Current Listings
New in the last 30 days
16
Sep 2026
Average Price
Active listings
$1,995,658
Sep 2026
Average days on market
Active listings
84 days
Sep 2026
Computed from 38 active OneKey MLS listings in Chappaqua, NY.
$2,500,000
3 Bed • 2.5 Bath • 2,625 Sq. Ft.3 bd · 2.5 ba · 2,625 sqft
700 Half Moon Bay Drive
Croton-on-Hudson, NY 10520
Listed with Coldwell Banker Warburg
$2,750,000
5 Bed • 4.5 Bath • 5,660 Sq. Ft.5 bd · 4.5 ba · 5,660 sqft
116 Davids Way
Bedford Hills, NY 10507
Listed with Coldwell Banker Realty
$2,349,000
5 Bed • 5.5 Bath • 5,646 Sq. Ft.5 bd · 5.5 ba · 5,646 sqft
48 Random Farms Circle
Chappaqua, NY 10514
Listed with Compass Greater NY, LLC