$1,195,000
4 Bed • 3 Bath • 2,572 Sq. Ft.4 bd · 3 ba · 2,572 sqft
10 Winslow Road
White Plains, NY 10606
Listed with Four Seasons RealEstate Center
$1,250,000
Est. $7,739/moSleepy Hollow, NY 10591 · Westchester County
Know your budget before you tour. Get pre-qualified
Tucked away in the highly sought-after Webber Park neighborhood of historic Sleepy Hollow, this 3-family home offers an exceptional opportunity for an Owner-occupant looking to live in one unit, while offsetting their mortgage and property taxes with rental income from the other two units. The largest unit is a 3-bed / 1.5-bath / 1,450 SqFt Duplex on the West-side and is available for immediate move-in. In addition, this "owners" unit has an interior staircase from the main-level to a large, unfinished basement (425 SqFt, which is in addition to the stated square footage) with full ceiling height, laundry, and direct access to a 2-car garage. On the East-side, are two 1-bed / 1-bath units. The first-floor unit has an interior staircase to a second large, unfinished basement with laundry, and direct access to a 1-car garage. This near-to-all location offers many benefits with a neighborhood park (Douglas Park), easy access to the Old Croton Aqueduct Trail and The Rockefeller State Park Preserve, a short walk into the heart of the Village where you will find shops, restaurants, and the transformative Edge-on-Hudson waterfront park/community. For commuters, enjoy a scenic stroll to the Philipse Manor train station (39-minute express trains from Grand Central). If you enjoy street fairs, cultural festivals, live jazz, rich history, local legends, and one of the country’s most celebrated Halloween destinations, you will love calling Sleepy Hollow home! Stated taxes are before the STAR savings of $1,591 for those who owner-occupy/qualify. (NOTE: there are no interior photos of the 1-bed first floor occupied unit, which is of similar condition to the other two units shown.)
As reported by the listing office; verify enrollment with the district.
Listed with Coldwell Banker Realty · Daniel Bucci · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Oct 16, 2026, 6:08 PM ET. ©2026 One Key MLS.
Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and private mortgage insurance.
Estimated monthly payment
Representative rates
Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.
Be the first to know when a Westchester County home hits the market.
Market insights
Current listings
New in the last 30 days
10
Oct 2026
Average price
Active listings
$1,822,565
Oct 2026
Average days on market
Active listings
399 days
Oct 2026
Computed from 83 active OneKey MLS listings in Sleepy Hollow, NY.
$1,195,000
4 Bed • 3 Bath • 2,572 Sq. Ft.4 bd · 3 ba · 2,572 sqft
10 Winslow Road
White Plains, NY 10606
Listed with Four Seasons RealEstate Center
$1,389,000
4 Bed • 3 Bath4 bd · 3 ba
194 Voss Avenue
Yonkers, NY 10703
Listed with Houlihan Lawrence Inc.
$965,000
4 Bed • 3 Bath • 2,597 Sq. Ft.4 bd · 3 ba · 2,597 sqft
611 Birdsall Drive
Yorktown Heights, NY 10598
Listed with Keller Williams Realty Partner