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14 Annandale Road, 
Chappaqua, NY 10514

$2,599,000


4

Beds


4

Baths


3,523

Sq Ft


Single Family


Virtual Tour

Active

Listed by

Sari J. Shaw

Christine Parke Anderson

Compass Greater Ny, LLC.

Last updated:

May 19, 2026, 10:50 AM

MLS#

995181

Source:

OneKey MLS

About This Home

14 Annandale Road

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.

Home Facts

Single Family

4 Baths

4 Bedrooms

Built in 1939

Price Summary

2,599,000

$737 per Sq. Ft.

MLS #:

995181

Last Updated:

May 19, 2026, 10:50 AM

Added:

15 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

3

Interior

Living Area:

3,523 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

3,523 Sq. Ft.

Year Built:

1939


Lot

Lot Size (Sq. Ft):

56,628


Finances & Disclosures

Finances

Price:

$2,599,000

Price per Sq. Ft:

$737 per Sq. Ft.

Source:OneKey MLS
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.