$3,299,000

46 Annandale Road, Chappaqua, NY 10514

  • 5 beds |
  • 7 baths |
  • 7,597 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1952
  • Property Lot Size Icon2.35acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $434/sqft
  • Property List Date Icon Listed 11 days ago

Property Description

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!

Listing Status:
Active
Data Last Updated:
October 5, 2026 at 9:22PM
Listing Office:
Compass Greater NY, LLC : 914-238-0676
MLS ID:
1052644
  • General: First Floor BedroomFirst Floor Full BathChandelierChefs KitchenEat-in KitchenEntertainment CabinetsEntrance FoyerFormal DiningHis and Hers ClosetsOpen FloorplanPantryPrimary BathroomRecessed Lighting
  • Appliances: CooktopDishwasherGas OvenRefrigeratorStainless Steel Appliance(s)WasherGas Water HeaterIndirect Water HeaterWine Refrigerator
  • Laundry: In Basement
  • Basement: FinishedFullWalk-Out Access
  • Flooring: Hardwood
  • A/C: Central Air
  • Heating: Natural Gas
  • Fireplace: Family RoomLiving RoomMasonryWood BurningFireplaceFireplaces: 3
  • Style: Colonial
  • Other Structures: CabanaPool HouseDeckPatioCovered
  • Pool: In GroundPool Cover
  • Parking: DrivewayElectric Vehicle Charging Station(s)Garage
  • Originating MLS: onekey2
  • School District: Chappaqua
  • County: Westchester County
  • Zoning: 3600-093-010-00001-000-0019
  • Fencing: Back YardPerimeter
  • Utilities: Cable ConnectedElectricity ConnectedPhone ConnectedPropaneTrash Collection PublicWater Connected
  • Water: Public
  • Sewer: Septic Tank
  • Source: onekey2

This listing courtesy of Compass Greater NY, LLC

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

Ready to Start a VA Loan?

Get Started Veterans United Home LoansNMLS #1907  †
Interest rates used in the VA mortgage calculator are shown for illustrative purposes only. Your rate may differ based on a variety of factors, including your credit score and the current market conditions. To get your personalized interest rate, start your quote online.

Location

Similar Listings Nearby