Welcome to 1565 Winterport Way, Orleans! This beautifully maintained and extensively updated 4-bed, 3-bath home on a pie shaped lot offers over 2,500 sq. ft. of elegant living space in a desirable, family-friendly neighborhood. The main floor features 9ft ceilings & pot lights throughout with a spacious open foyer, a bright office/study, a formal dining room, in a warm, inviting layout with hardwood floors, a stunning 3-sided gas fireplace & Hunter/Douglas California shutters through the adjacent formal living and family rooms. The kitchen boasts custom cherry wood, granite beveled countertops, ceramic backsplash, granite composite sink, soft-close cabinetry, pot lighting, and a sunny eating area with sliding patio doors leading to a fully fenced yard, a two-level deck and garden shed. Main level laundry located in a mud room off the double car garage. Upper level, you'll find four generous sized bedrooms, each with it's own walk-in closet. The primary suite offers a fully renovated 5pcs luxury ensuite (2021) with a stand alone deep soaker tub. A full-height spacious basement with approximately 1110 sq feet of unfinished space offering endless possibilities for you to finish to your taste. Recent updates include: hi-eff furnace & A/C (2022), stair railing (2021), carpet (2020), interlock landscaping (2020), washer/dryer (2024). Steps to parks, schools, shopping, and public transit this is the perfect combination of comfort, style, and location for any growing family.