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19 Winfield AvenueHarrison, NY 10528

For Sale

$4,995,000

Smart Buyer Rebate $49,950

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.

Listed by Kori Sassower

·

Compass Greater NY, LLC

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914-223-7623

Last updated April 07, 2026

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Source: OneKey #971003

Listing Facts

  • TypeSingle-family
  • NeighborhoodSterling Ridge - The Trails
  • Bedrooms6
  • Bathrooms9
  • Days on Prevu24
  • Taxes$90,120/year
  • Size7,274 sqft
  • Price per sqft$687

Amenities

  • Private Outdoor Space
  • Air Conditioning
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

04/06/2026
Status changed to Active
$4,995,000
04/06/2026
Listed by Compass Greater NY, LLC
$4,995,000

Property Details for 19 Winfield Avenue

Exterior

Construction

  • Property Condition: Actual
  • Year Built: 1748
  • Architectural Style: Chalet, Colonial, Estate
  • Construction Materials: Wood Siding

Features

  • Fencing: Fenced
  • Patio And Porch Features: Patio
  • Pool Features: In Ground
  • Pool Private: Yes

Measurements

  • Building Area Units: Square Feet
  • Lot Size Acres: 11.80
  • Lot Size Square Feet: 514,008

Financial

Taxes

  • Parcel Number: 2801-000-482-00000-000-0007
  • Tax Annual Amount: $90,120.00
  • Tax Assessed Value: $39,650.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Stainless Steel Appliance(s)
  • Fireplace Features: Wood Burning
  • Fireplace: Yes
  • Fireplaces Total: 5
  • Flooring: Hardwood
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Cathedral Ceiling(s), Entrance Foyer, High Ceilings, In-Law Floorplan, Open Floorplan, Open Kitchen, Pantry, Primary Bathroom, Sauna

Measurements

  • Living Area: 7,274
  • Living Area Source: Public Records

Rooms

  • Basement: Walk-Out Access
  • Has Basement: Yes
  • Bathrooms Full: 7
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 9
  • Bedrooms Total: 6
  • Rooms Total: 14

Parking

Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Parking Features: Detached

Schools

Elementary School

  • Elementary School: Harrison Avenue Elementary School
  • Elementary School District: Harrison

High School

  • High School: Harrison High School
  • High School District: Harrison

Middle or Junior School

  • Middle Or Junior School: Louis M Klein Middle School
  • Middle Or Junior School District: Harrison

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Forced Air
  • Laundry Features: Laundry Room, Multiple Locations
  • Sewer: Public Sewer
  • Utilities: Trash Collection Public, Water Connected
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 6 bedrooms and 9 bathrooms in this single-family home at 19 Winfield Avenue.

What schools are nearby to 19 Winfield Avenue?

Nearby schools include the Harrison Avenue Elementary School, Louis M Klein Middle School, and Harrison High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 19 Winfield Avenue.

What are the annual taxes for 19 Winfield Avenue?

Annual taxes for this single-family home are estimated at $90,120.

How does 19 Winfield Avenue compare to other single-family homes in Sterling Ridge - The Trails?

This single-family home is listed 66% above the average price for single-family homes in Sterling Ridge - The Trails and has been on the market for 78 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 7,274 sqft.

19 Winfield Avenue is a 6-bedroom, 9-bath single-family home for sale in Harrison NY 10528. On Prevu for 24 days at $4,995,000. This home features 7,274 square feet of living space, located in Harrison. The median listing price for single-family homes in this area is $2,500,000. Nearby schools include Harrison Avenue Elementary School, Louis M Klein Middle School, and Harrison High School. Property amenities include private outdoor space, air conditioning, parking, and swimming pool. Explore more single-family home listings in Harrison.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2026, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.