Prime greenway lot * No immediate front or rear neighbors * Rare side-load 3-car garage * Brand-new roof. Welcome to 309 Orland Overlook, a beautifully maintained 4-bedroom home situated on one of the most desirable lots in Westfield's sought-after Countryside neighborhood. Positioned with common green space directly in front and behind, this home offers a rare combination of exceptional privacy, expansive open space, scenic walking trails, and peaceful pond views with no immediate front or rear neighbors. A standout feature is the rare side-load 3-car garage, complemented by an oversized driveway with a turnaround pad that provides exceptional parking flexibility and outstanding curb appeal. Major updates include a brand-new roof installed in June 2026. Gleaming hardwood flooring welcomes you through the entryway and continues through the kitchen and breakfast nook, with soft carpet in the family room and upstairs bedrooms. Inside, you'll also find fresh neutral paint, crown molding, abundant natural light, and an inviting family room with fireplace. The kitchen features white cabinetry, stainless steel appliances, a center island, generous workspace, and pantry storage. Upstairs, the spacious primary suite offers vaulted ceilings, peaceful greenway views, a garden tub, separate shower, dual vanities, and a walk-in closet. The full unfinished basement is pre-plumbed for a bath and includes extended HVAC ductwork, providing an excellent opportunity to create additional finished living space while reducing future build-out costs. Residents enjoy pools, clubhouse, tennis and pickleball courts, playgrounds, walking trails, and convenient access to Grand Park, shopping, dining, and top-rated Westfield Washington Schools.