46 Annandale Road Chappaqua, NY $ 3,299,000
46 Annandale Road
$ 3,299,000
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46 Annandale Road

Chappaqua, NY, 10514
$ 3,299,000
Bedrooms5 Baths5.2 Sq 7,597

Monthly Estimate*

$ 22,785

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Single Family Home for sale in Chappaqua, NY

for $3,299,000 with 5 bedrooms and 5 full baths, 2 half baths. This 7,597 square foot home was built in 1952 on a lot size of 2.3497.

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!

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Single Family Active

Price

$ 3,299,000

Bedrooms

5

Full Bath

5

Half Bath

2

Property Type

Single Family

Taxes

$ 75,416

Style

Colonial

Lot Size

2.3497

Year Built

1952

Town/City

Chappaqua

County/Region

Westchester

MLS | Web ID

1052644

Features
Interior
Interior Amenities First Floor Bedroom First Floor Full Bath Chandelier Chefs Kitchen Eat-in Kitchen Entertainment Cabinets Entrance Foyer Formal Dining His and Hers Closets Open Floorplan Pantry Primary Bathroom Reces
Basement Finished Full Walk-Out Access
Flooring Hardwood
Total Fireplaces 3
Fireplace Features Family Room Living Room Masonry Wood Burning
Basement Features Finished Full Walk-Out Access
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 2
Total Bedrooms 5
Total Baths 7
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General
Sewer Septic Tank
Heating Natural Gas
Cooling Central Air
Utilities Cable Connected Electricity Connected Phone Connected Propane Trash Collection Public Water Connected
Appliances Cooktop Dishwasher Gas Oven Refrigerator Stainless Steel Appliance(s) Washer Gas Water Heater Indirect Water Heater Wine Refrigerator
Garage Spaces 2
Patio/Porch Features Covered Deck Patio
Architectural Style Colonial
Pool Features In Ground Pool Cover
Construction Materials Frame
Year Built 1952
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 3600-093-010-00001-000-0019
County Westchester County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Cabana Pool House
Total Rooms 16
Full Baths 5
High School Horace Greeley High School
City New Castle
Senior Community Y/N N
High School District Chappaqua
Carport Y/N N
Elementary School Douglas G Grafflin School
Property Attached Y/N N
Tax Annual Amount 75416.74
Middle/Junior High School Robert E Bell School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Chappaqua
Elementary School District Chappaqua
Tax Assessed Value 453650
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Exterior
Fencing Back Yard Perimeter
Parking Features Driveway Electric Vehicle Charging Station(s) Garage Driveway Electric Vehicle Charging Station(s) Garage
Water Source Public
Building Area Total 7597
Waterfront Y/N N
Other Equipment Generator
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Internal Only
Street Number 1 46
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* Excluded Features
List By
Cindy Glynn

Listing Agent

Compass Greater Ny, Llc

Broker

914-238-0676

Contact

Affordability Calculator

$29,070
Per Month
78%
22%
0%
Monthly Principal & Interest
$22,785
Monthly Property Taxes
$6,285
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4101118 Elementary School
4098945 Middle School
Horace Greeley High School High School
Pricing History
DatePricePrice ChangeDescription
9/24/2026$3,299,000 Listed Price

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46 Annandale Road, Chappaqua, NY, 10514 is a Single Family Home for sale at $3,299,000 with 7,597 sqft and a lot size of 2.3497. 46 Annandale Road has 5 bedrooms, 5.2 baths, and was built in 1952. The property's zip code is 10514 which is in Chappaqua, NY