14 Annandale Road, Chappaqua, NY 10514
Local realty services provided by:CENTURY 21 Hudson Valley Realty
Listed by: sari j. shaw, christine parke anderson
Office: compass greater ny, llc.
MLS#:995181
Source:OneKey MLS
Price summary
- Price:$2,599,000
- Price per sq. ft.:$737.72
About this home
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....
Contact an agent
Home facts
- Year built:1939
- Listing ID #:995181
- Added:22 day(s) ago
- Updated:May 28, 2026 at 10:47 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Rooms Total:11
- Flooring:Hardwood
- Dining Description:Eat-In Kitchen, Formal Dining
- Bathrooms Description:Double Vanity
- Kitchen Description:Chefs Kitchen, Dishwasher, Eat-in Kitchen, Freezer, Kitchen Island, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Walk Through Kitchen
- Basement:Yes
- Basement Description:Full
- Living area:3,523 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Natural Gas
- Central air:Yes
Structure and exterior
- Year built:1939
- Building area:3,523 sq. ft.
- Lot area:1.3 Acres
- Lot Features:Garden, Level
- Architectural Style:Colonial
- Construction Materials:Wood Siding
Schools
- High school:Horace Greeley High School
- Middle school:Robert E Bell School
- Elementary school:Douglas G Grafflin School
Utilities
- Water:Public
- Sewer:Septic Tank
Finances and disclosures
- Price:$2,599,000
- Price per sq. ft.:$737.72
- Tax amount:$40,423 (2025)
Features and amenities
- Appliances:Dishwasher, Dryer, Freezer, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
- Laundry features:Dryer, Washer
- Amenities:Cathedral Ceiling(s), Double Vanity, Entrance Foyer, High Ceilings, High Speed Internet, Marble Counters, Open Floorplan, Storage, Walk-In Closet(s), Wet Bar
Parking
- Parking description:Detached
- Garage:Yes
- Garage spaces:3
New listings near 14 Annandale Road
- Coming SoonOpen Sun, 1 to 3pm
$1,999,999Coming Soon5 beds 5 baths765 King Street, Chappaqua, NY 10514
MLS# 995576Listed by: COMPASS GREATER NY, LLC - New
$2,699,000Active4 beds 5 baths5,918 sq. ft.40 Hamilton Drive, Chappaqua, NY 10514
MLS# 998577Listed by: BERKSHIRE HATHAWAY HS NY PROP - Coming SoonOpen Sat, 2 to 4pm
$2,195,000Coming Soon6 beds 6 baths22 Random Farms Circle, Chappaqua, NY 10514
MLS# 1002982Listed by: COMPASS GREATER NY, LLC - New
$1,099,000Active3 beds 2 baths1,999 sq. ft.28 Valley View Road, Chappaqua, NY 10514
MLS# 978259Listed by: HOULIHAN LAWRENCE INC.
$1,395,000Active3 beds 3 baths3,155 sq. ft.10 North Lane, Chappaqua, NY 10514
MLS# 1000620Listed by: KELLER WILLIAMS REALTY PARTNER
$899,000Active4 beds 2 baths2,100 sq. ft.249 Mill River Road, Chappaqua, NY 10514
MLS# 996830Listed by: TOWN AND VILLAGE REAL ESTATE- Open Sat, 11:30am to 1pm
$2,499,000Active3 beds 4 baths6,115 sq. ft.33 Greenbriar Drive, Chappaqua, NY 10514
MLS# 973551Listed by: HOULIHAN LAWRENCE INC.
$2,350,000Active4 beds 5 baths4,385 sq. ft.790 King Street, Chappaqua, NY 10514
MLS# 993886Listed by: HOULIHAN LAWRENCE INC.
$1,095,000Pending4 beds 4 baths2,108 sq. ft.3 Elm Street, Chappaqua, NY 10514
MLS# 991897Listed by: WILLIAM RAVEIS-NEW YORK, LLC