The Matthews Team

William Raveis Lifestyles Realty

28 Flag Hill RoadChappaqua, NY 10514Sale Price: $1,753,000

  • Sale Price: $1,753,000
  • 822 Days Since Sale
$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $1,753,000Sale Price
  • 5Bedrooms
  • 4Bathrooms
  • 1.11Acreage
  • 4,834Square Feet
Sold

Listing Tools

Welcome to this stunning updated expanded ranch on a parklike property in desirable Chappaqua! 5+ bedrooms, office, and studio with a fully finished walk-out lower level, perfect for multi-generational living or those seeking flexible space for their needs. The bright new chef's kitchen is a masterpiece, featuring top-of-the-line appliances (SubZero, KitchenAid, Thermador), sleek countertops, and tremendous storage space. The spacious primary bedroom suite is a luxurious haven with a fireplace, 3 walk-in closets, dressing room, and large sunny bathroom. Step outside to the breathtaking heated freeform gunite pool with a hot tub and fire pit, surrounded by lush greenery and an outdoor kitchen. This oasis is truly an entertainer's dream with a summer kitchen/cabana providing the perfect backdrop for hosting gatherings and creating lasting memories. Two large decks offer additional outdoor entertainment and relaxation space, providing picturesque views of the surrounding beauty. Nestled in a peaceful cul de sac, this home offers the perfect balance of privacy and convenience. Enjoy the serenity of your surroundings while being just a short distance from town, schools, and the train station. Heated 3-car garage, new roof, and hot water heater. Discover the vibrant community of Chappaqua and Pleasantville with their charming shops, restaurants, and local amenities. Don't miss out on the opportunity to make this beautiful Chappaqua home your own! Additional Information: Amenities:Dressing Area,HeatingFuel:Oil Above Ground,ParkingFeatures:3 Car Attached,

Property Details of 28 Flag Hill Road

Property Details

Utilities and Appliances

Community

Other Details

Map Location

Listed by Hillary A. Landau of Compass Greater NY,LLC ((914) 238-0676)

Listing Sold by Berkshire Hathaway HS NY Prop

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of June 11, 2026 3:50 AM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

I agree to be contacted by William Raveis Lifestyles Realty via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.