Welcome to The Annex, a charming three-bedroom, one and one half-bathroom guest house in the heart of Middlebury, Vermont. This exceptional property offers a central location, within walking distance to downtown, Middlebury College, Porter hospital, and restaurants. Situated on a private 1.3-acre estate next to the owner's historic brick colonial, The Annex provides a tranquil living experience with a fascinating history as former servant quarters. While preserving its original charm, the house has been updated over the years to offer modern amenities. Inside, you'll find a cozy atmosphere with beautiful wood floors, built-in shelves, and a decorative fireplace in the spacious and bright living room. The large deck overlooks the grounds and creek, providing a perfect spot to unwind, with the added convenience of a retractable awning for sunny days. The newly renovated kitchen is well-equipped with up-to-date appliances, ample counter space, and a pantry. Central air conditioning keeps you cool in the summer, and the one-car garage plus two additional spaces offers off-street parking. Spanning 2,100 square feet, The Annex provides comfortable living space. The deck offers picturesque views of meticulously maintained grounds, featuring lovely flowers and a classic fountain by the riverfront of Otter Creek. This stunning guest house combines historic charm with modern convenience, making it an ideal place to call home. Don't miss out on this opportunity! Contact us for an application! Available 03/01/2026.