$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
$1,599,999
Est. $10,643/moPleasantville, NY 10570 · Westchester County
Know your budget before you tour. Get pre-qualified
Dreams really do come true! If you've been searching for a home in a vibrant village celebrated for its culture, arts, recreation, and natural beauty, your search may end here. This timeless four-bedroom Colonial offers the rare opportunity to own a beloved home in one of the community's most desirable neighborhoods. Nestled on one of the Village's most sought-after streets, this captivating 1920s residence beautifully blends historic charm with everyday comfort. From the moment you arrive, you'll be drawn in by its undeniable curb appeal. A custom stone driveway welcomes you to this special property, setting the tone for what awaits inside. Step through the front door and you'll immediately feel at home. Rich in character and filled with warmth, the home showcases beautiful hardwood floors and timeless architectural details. Lovingly maintained and thoughtfully enjoyed through the years, the home offers the space, flexibility, and comfort today's buyers desire while preserving the character that makes older homes so treasured. The first floor features high ceilings, gleaming wood floors, crown moldings, built-ins, and a welcoming fireplace that anchors the living spaces. The formal living and dining rooms are gracious yet comfortable, ideal for both everyday living and entertaining. Just beyond, the inviting screened porch offers the perfect retreat for reading, relaxing, or enjoying peaceful mornings and evenings surrounded by nature. Upstairs, generously sized bedrooms provide comfort and privacy, while the expansive great room creates the perfect space for movie nights, playtime, or recreation. Let the games begin! The third floor adds even more versatility with a charming multi-purpose room, a full bath featuring a classic clawfoot tub, and additional storage space. The walk-out lower level offers exceptional functionality, including recreation or exercise space, an oversized laundry area, abundant storage, utility space, and a dedicated workshop for hobbies and projects. Step outside and discover your own private backyard sanctuary. Framed by mature trees, lush landscaping, and thoughtfully designed gathering spaces, this exceptional outdoor setting offers something for everyone. Sip your morning coffee on the screened porch with its beautiful mahogany floors or host summer dinners there, relax in the outdoor seating area, or shoot some hoops. The green space provides endless opportunities for play, gardening, entertaining, or simply unwinding in a peaceful natural setting. Throughout the home, gracious room proportions and flexible living spaces effortlessly accommodate today's lifestyles while honoring the integrity and charm of its 1920s heritage. Whether you're hosting holiday celebrations in the formal rooms, enjoying quiet evenings by the fire, gathering with loved ones, or creating new traditions both indoors and out, every space feels welcoming, comfortable, and timeless. This is more than just a house. It is a home filled with history, character, and heart, lovingly preserved and ready for its next chapter. A truly rare Village offering. Welcome home!
As reported by the listing office; verify enrollment with the district.
Listed with Coldwell Banker Realty · Loretta Fleming Chiavetta · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Oct 19, 2026, 9:07 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
7
Oct 2026
Average price
Active listings
$1,139,259
Oct 2026
Average days on market
Active listings
75 days
Oct 2026
Computed from 27 active OneKey MLS listings in Pleasantville, 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
$1,649,000
4 Bed • 3.5 Bath • 4,134 Sq. Ft.4 bd · 3.5 ba · 4,134 sqft
19 Avondale Road
Harrison, NY 10528
Listed with Berkshire Hathaway HS NY Prop
$1,250,000
5 Bed • 4 Bath5 bd · 4 ba
7 Holland Avenue
Sleepy Hollow, NY 10591
Listed with Coldwell Banker Realty