Welcome to 29 Deer Brook Drive, New Windsor — a well-maintained colonial set on 5.2 acres along a quiet road in a desirable location within the Washingtonville Central School District. Built in 1989, this spacious 3-bedroom, 2.5-bath home offers nearly 3,200 square feet of living space, which includes approximately 625ft in the finished basement, perfect for a recreation room, home office, or gym. The first floor offers a spacious eat-in kitchen, formal dining room, cozy sitting area which leads directly into the living room, laundry room and entrance to two car garage. Second floor with all new carpeting includes a generous sized primary bedroom with full bath and large walk-in closet, two additional bedrooms, loft area and full bath. Fully finished basement includes two large open spaces as well as a separate den/office area plus plenty of storage. This home features a classic colonial layout with generous sized rooms, central air, central vacuum, a cozy wood-burning stove in the family room, sliders from kitchen & family room to deck with retractable awning. Step outside to your own private retreat with a saltwater in-ground pool, surrounded by peaceful, wooded acreage—ideal for relaxing, entertaining, or enjoying nature year-round. Located on a private road, this property offers both privacy and convenience, making it a rare find in New Windsor. Despite the private location, this home is just minutes to shopping, dining, major roadways & transportation, offering easy access to everyday amenities while still feeling tucked away. Recent improvements during 2023 include new boiler with 3 separate heating zones and indirect water heater, well tank plus water softener and whole house filter. Pool liner also replaced in 2023. Central air replaced in 2024. A wonderful opportunity to enjoy space, privacy, and comfort - inside and out!!