14 Annandale Road • Chappaqua, NY 10514

$2,599,000 Beds: 4 • Baths: 3 full 1 partial • Sq. Feet: 3523 • MLS ID: 995181 • Subdivision:School Dist: Chappaqua
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. View this listing at: http://davidbutton.laffey.com/mls=995181

Property Features

  • Garage: 3
  • Taxes: $40,423
  • Basement: Yes
  • Formal Dining: Yes
  • Exterior: Wood Siding
  • Lot Size: 1.30 Acres
  • Heating: Natural Gas,Radiant Floor
  • Cooling: Central Air
  • Year Built: 1939
  • Fireplaces: 2
  • Security: yes
  • Water: Public
  • Sewer: Septic Tank
  • On Market Date: 2026-05-08
  • Appliances: Dishwasher,Dryer,Freezer,Gas Cooktop,Gas Range,Microwave,Range,Refrigerator,Stainless Steel Appliance(s),Washer,Gas Water Heater,Wine Refrigerator
  • Basement: Full
  • Building Area Total: 3523
  • Exclusions: selected light fixtures
  • Exterior Features: Basketball Hoop,Fire Pit,Garden,Gas Grill,Lighting,Rain Gutters
  • Fireplace Features: Wood Burning
  • Fireplace Y/N: Yes
  • Flooring: Hardwood
  • GarageY/N: Yes
  • Interior Features: 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 Dining,High Ceilings,High Speed Internet,His and Hers Closets,Kitchen Island,Marble Counters,Natural Woodwork,Open Floorplan,Open Kitchen,Original Details,Primary Bathroom,Recessed Lighting,Speakers,Storage,Walk Through Kitchen,Walk-In Closet(s),Wet Bar,Wired for Sound
  • Laundry: Laundry Room
  • Lot Features: Back Yard,Front Yard,Garden,Landscaped,Level,Near School,Near Shops
  • Attic: Pull Stairs
  • Included In Taxes: Trash
  • Heating Zones: 4
  • Parcel Number: 3600-093-009-00002-000-0018
  • Parking Features: Detached
  • Patio And Porch: Patio
  • Rental Term: Monthly
  • Rooms Total: 11
  • Security Features: Security System
  • Utilities: Cable Connected,Electricity Connected,Natural Gas Connected,Phone Connected,Propane,Trash Collection Public,Water Connected

School Information

  • High School: Horace Greeley High School
  • Middle School: Robert E Bell School
  • Elementary School: Douglas G Grafflin School
  • School District: Chappaqua
Printed May 10, 2026


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