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Jill A. Lehmann
Associate Real Estate Broker
REALTOR®
(607) 267-0313 Cell
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14 Annandale Road, Chappaqua, NY 10514

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Property Description

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.

14 Annandale Road | MLS# 995181

This single family home located at 14 Annandale Road, Chappaqua, NY 10514 is currently listed for sale with an asking price of $2,599,000. This property was built in 1939 and has 4 bedrooms and 3 full and 1 partial baths with 3523 sq. ft. Annandale Road is located within the Chappaqua school district. Search Chappaqua real estate on jill-ogden.timberlandproperties.com today.

Gallery

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Full
Cooling: Central Air
Fireplaces: 2
Garage: 3
Heating: Natural Gas, Radiant Floor
Home Style: Colonial
Lot Size: 1.30 Acres
Taxes: $40,423
Year Built: 1939

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 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
Basketball Hoop
Fire Pit
Garden
Gas Grill
Lighting
Rain Gutters

Feature Descriptions

Appliances: Dishwasher, Dryer, Freezer, Gas Cooktop, Gas Range, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Wine Refrigerator
Attic: Pull Stairs
Building Area Total: 3523
Days on Site: 2
Exclusions: selected light fixtures
Exterior: Wood Siding
Fireplace Features: Wood Burning
Fireplace Y/N: Yes
Flooring: Hardwood
Formal Dining: Yes
GarageY/N: Yes
Heating Zones: 4
Included In Taxes: Trash
Laundry: Laundry Room
Lot Features: Back Yard, Front Yard, Garden, Landscaped, Level, Near School, Near Shops
On Market Date: 2026-05-08
Parcel Number: 3600-093-009-00002-000-0018
Parking Features: Detached
Patio And Porch: Patio
Rental Term: Monthly
Rooms Total: 11
Security: yes
Security Features: Security System
Sewer: Septic Tank
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Phone Connected, Propane, Trash Collection Public, Water Connected
Water: Public

Local Schools

High School: Horace Greeley High School
Middle School: Robert E Bell School
Elementary School: Douglas G Grafflin School
School District: Chappaqua

Estimate Your Payment

Estimated Payment

$ 9,910.87 per month $5,784.25 Principal & Interest $3,368.58 Property Tax $758.04 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Compass Greater NY, LLC
Agency Contact: 914-238-0676

Shown By

Agent Name: Jill A. Lehmann
Agent Phone: (607) 267-0313 Cell
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/08/2026. The listing information on this page last changed on 05/08/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 05/08/2026 11:11:33 AM EST) or Global MLS (last updated Fri 05/08/2026 11:08:57 AM EST) or New York State Alliance MLS (last updated Fri 05/08/2026 11:07:07 AM EST) or Hudson Valley Catskill Region MLS (last updated Fri 05/08/2026 11:01:46 AM EST) or OneKey MLS (last updated Fri 05/08/2026 11:03:54 AM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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