Nestled just north of Main Street on one of Fredericksburg's most charming and established streets, this beautiful home blends vintage character with thoughtful updates and versatile living spaces. The 2-bedroom, 2-bath main home, originally built in the 1940s and expanded in the mid-1990s, offers a flexible and inviting layout that features two living areas, a formal dining room, functional kitchen and a calming screened-in porch-perfect for birdwatching and enjoying the Hill Country lifestyle year-round. An attached one-car carport adds everyday convenience. The property also includes a well-appointed 1-bedroom, 1-bath guest house complete with its own kitchenette and private windowed and screened porch, ideal for visitors, possible rental income, or a quiet retreat. Outdoor features abound on the spacious lot, including beautiful native landscaping, a recognized pollinator garden, mature trees, vegetable garden, greenhouse, and even a chicken coop-creating endless possibilities for hobbies and homesteading. Alley access leads to an additional carport and adjoining workshop space, offering extra parking and flexibility for projects. Don't miss this rare opportunity to own a move-in-ready, multi-structure property in a prime Fredericksburg location with space, charm and natural beauty at an attractive price.