Welcome to 5811 Winding Ridge Way - a beautifully maintained 4-bedroom, 3 full bath, 1 half bath colonial in the peaceful, private Winding Ridge community of Frederick in the Oakdale School District! Step inside to a welcoming entryway with high ceilings and hardwood floors throughout the entire main level, featuring a formal dining room and sitting room at the front of the home that flow seamlessly into an open-concept living area and eat-in kitchen with stainless steel appliances. The kitchen opens to a peaceful sunroom filled with natural light and stunning wooded backyard views, plus a convenient half bath and laundry on the main level. Step out onto the deck to enjoy al fresco meals surrounded by mature trees and the sounds of birds in the fully fenced and beautifully landscaped backyard. Upstairs holds all four bedrooms, including a spacious primary suite with a dedicated office area and updated ensuite bath. The fully finished lower level offers a full bathroom and flexible living space perfect for a home office, gym, or guest suite. Major updates include a new HVAC (2026), new water heater (2026), new roof (2023), new basement carpet, fresh paint throughout, and newly installed deck railings - truly move-in ready! Conveniently located close to I-70, downtown Frederick, Lake Linganore Town Center, and historic New Market - with no city taxes!