19 Winfield AvenueHarrison, NY 10528Price: $4,995,000

  • Price: $4,995,000
  • Est. Mortgage of $/month
  • 51 Days on Market
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$
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Federal 30-year interest rate: 6.37% last updated on May 7, 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.
  • $4,995,000List Price
  • 6Bedrooms
  • 9Bathrooms
  • 11.8Acreage
  • 7,274Square Feet

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Renovated to the highest standard, 19 Winfield is a rare legacy estate where every room has been thoughtfully reimagined for the perfect moment. The ultimate in privacy, set behind a private gate on nearly 12 lush acres this is one of the largest lots in Southern Westchester. This extraordinary property offers unmatched privacy, timeless charm, and exceptional flexibility. The land has already been subdivided into five lots, creating a unique opportunity to enjoy the estate as one spectacular compound or the ability to sell off additional parcels in the future. The main house beautifully blends the character of its 1747 origins with the modern updates designed for today's most discerning buyer. Fall in love with the thoughtfully redesigned kitchen. Relax in the breathtaking great room which features dramatic 30-foot ceilings, walls that are wrapped in windows and floor-to-ceiling doors throughout all which provide a seamless indoor-outdoor flow while filling the room with natural light. As you enter the home, you are greeted by a chalet-inspired foyer with a limestone fireplace which sets the tone for the home. The floor plan offers exceptional flexibility as the open spaces flow between the kitchen, dining room, sitting, room, sunlit conservatory, cozy family room, expansive living room, and additional gracious entertaining spaces, all which are enhanced by the multiple fireplaces, creating a sense of warmth, comfort and connection throughout. The primary suite is a luxurious hideaway with a sitting room, walk in closet, 2 bathrooms, Juliet Balcony and a large picture window which frames the stunning property and allows the room to be illuminated with natural light. Additionally, there are three family bedrooms, two bathrooms and a finished, livable attic. Beyond the main house, the estate continues to impress with a finished pool house and a separate guest cottage. The pool house is a warm, sun-drenched intimate space which offers a tranquil spa-like escape with a living room, bedroom, full bath with a timeless soaking tub overlooking the grounds, laundry, and full kitchen. The guest cottage is the perfect private retreat with a loft, living room, full bath, and kitchen. The grounds showcase 12 private acres which surround the properties, the landscapes combines large level lots and wooded areas. The spectacular freeform Gunite heated pool is surrounded by a lush, wildflower-filled gardens with a romantic feel, evoking the feeling of a secluded upstate resort, yet all just 35 minutes from New York City. Located in the Harrison School District and close to Rye, Harrison, and Mamaroneck, this one-of-a-kind estate is unmatched in setting, scale, and lifestyle. Impressive, updated, spacious, inviting, and comfortable all at once, 19 Winfield is a truly unparalleled offering.

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Listed by Kori Sassower of Compass Greater NY,LLC (914-223-7623)

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of May 14, 2026 7:52 PM 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.

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