Step back in time without giving up modern comforts in this 1939 cottage colonial, lovingly updated on tree-lined Roosevelt Street in downtown Plymouth. Classic oak hardwood floors run through the living and dining rooms, elegant staircase, upper hall, and all three bedrooms, providing warmth and continuity. The sunroom-style family room welcomes morning and afternoon light with views to the expansive rear yard and gardens. A functional mudroom addition (2012) keeps life organized with built-in cubbies and coat closet. Nooks and built-ins appear in nearly every room and upstairs finds 2 window seats to enjoy the big windows and natural light. Beadboard details, rich woodwork with crown molding and wainscoting bring the 1930's spirit to life. Outside, the deep 85-by-130-foot parcel creates a private sanctuary with established English gardens framed by mature trees and a newly updated fence (2025). A post-and-beam wood pergola and brick/cement patio extend living space outdoors, perfect for evening gatherings. Updates include Wallside windows (2010 & 2020) with 35-year warranty, furnace/humidifier/AC (2023), hot water heater (2024), vinyl siding (2010), driveway (2020), garage door and opener (2021), and stainless steel appliances. This City of Plymouth home tells a story of comfort, craftsmanship and vintage character where every corner whispers history. This charming home is available with immediate occupancy!