14 Annandale Road Chappaqua, NY $ 2,599,000
14 Annandale Road
$ 2,599,000
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14 Annandale Road

Chappaqua, NY, 10514
$ 2,599,000
Bedrooms4 Baths3.1 Sq 3,523

Monthly Estimate*

$ 16,002

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Single Family Home for sale in Chappaqua, NY

for $2,599,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,523 square foot home was built in 1939 on a lot size of 1.3.

Nestled in the heart of the coveted Lawrence Farms East neighborhood, 14 Annandale Road is a rare offering that seamlessly blends timeless sophistication with modern comfort on one of Chappaqua’s most desirable streets. Set on beautifully manicured, park-like grounds, this classic four-bedroom residence exudes understated elegance from the moment you arrive. A gracious approach leads to a sun-drenched interior where refined millwork, wide-plank hardwood floors, and thoughtfully curated finishes create a warm yet elevated living experience. Designed for both everyday living and effortless entertaining, the home features expansive formal and informal spaces, including a stunning living room with fireplace, an inviting great room with custom built-ins and a refined, custom bar, and a beautifully appointed chef’s kitchen featuring a Wolf range and separate Sub-Zero refrigerator and freezer, flowing seamlessly into bright dining areas. French doors open to an exceptional stone terrace—perfect for al fresco dining and gatherings—overlooking sweeping lawns and lush, mature landscaping. Upstairs, the serene primary suite offers a private retreat with a spa-like bath and tranquil views, while three additional bedrooms provide comfort and versatility. A collection of flexible spaces—including a home office, bonus rooms, and lounge areas—allow for effortless adaptation to today’s lifestyle, whether for work, wellness, or recreation. The grounds are equally impressive, offering expansive flat lawns, privacy, and room for play or future enhancements. Ideally located, the home is just a short walk to Chappaqua Crossing—home to Whole Foods, Life Time Fitness, and a variety of dining and lifestyle amenities—and minutes to downtown Chappaqua and Metro North. A true blend of location, scale, and style—14 Annandale Road represents the very best of Lawrence Farms East living.

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Single Family Active

Price

$ 2,599,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 40,423

Style

Colonial

Lot Size

1.3

Year Built

1939

Town/City

Chappaqua

County/Region

Westchester

MLS | Web ID

995181

Features
Interior
Interior Amenities Beamed Ceilings Breakfast Bar Built-in Features Cathedral Ceiling(s) Ceiling Fan(s) Chandelier Chefs Kitchen Crown Molding Double Vanity Eat-in Kitchen Entertainment Cabinets Entrance Foyer Formal Di
Basement Full
Flooring Hardwood
Total Fireplaces 2
Fireplace Features Wood Burning
Basement Features Full
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 4
Total Baths 4
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General
Sewer Septic Tank
Heating Natural Gas Radiant Floor
Cooling Central Air
Utilities Cable Connected Electricity Connected Natural Gas Connected Phone Connected Propane Trash Collection Public Water Connected
Appliances Dishwasher Dryer Freezer Gas Cooktop Gas Range Microwave Range Refrigerator Stainless Steel Appliance(s) Washer Gas Water Heater Wine Refrigerator
Garage Spaces 3
Patio/Porch Features Patio
Architectural Style Colonial
Security Features Security System
Construction Materials Wood Siding
Exclusions selected light fixtures
Year Built 1939
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 3600-093-009-00002-000-0018
County Westchester County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 11
Full Baths 3
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 40423.06
Middle/Junior High School Robert E Bell School
Additional Parcels Y/N N
Virtual Tour https://listings.digitalhomes.io/videos/019dc2a4-86ff-7066-a517-835e273df172 https://listings.digitalhomes.io/videos/019dc2a4-86ff-7066-a517-835e273df172
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Chappaqua
Elementary School District Chappaqua
Tax Assessed Value 241750
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Exterior
Exterior Amenities Basketball Hoop Fire Pit Garden Gas Grill Lighting Rain Gutters
Parking Features Detached Detached
Water Source Public
Spa N
Building Area Total 3523
Waterfront Y/N N
Other Equipment Generator
Horse Y/N N
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Internal Only
Street Number 1 14
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* Excluded Features
List By
Sari J. Shaw

Listing Agent

Compass Greater Ny, Llc

Broker

914-238-0676

Contact

Affordability Calculator

$19,371
Per Month
83%
17%
0%
Monthly Principal & Interest
$16,002
Monthly Property Taxes
$3,369
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% 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
5/6/2026$2,599,000 Listed Price

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14 Annandale Road, Chappaqua, NY, 10514 is a Single Family Home for sale at $2,599,000 with 3,523 sqft and a lot size of 1.3. 14 Annandale Road has 4 bedrooms, 3.1 baths, and was built in 1939. The property's zip code is 10514 which is in Chappaqua, NY