Charming 1790 Manchester Village home with guest house and separate garage located in the heart of Manchester Village and just steps from restaurants, shops, and the Southern Vermont Arts Center. This beautifully maintained 5 bedroom, 3 1/2 bath home sits on 3.8 private acres of expansive lawn, manicured gardens, and outdoor entertaining space. The updated kitchen features a large island, a wood-burning fireplace, and a walk-in pantry, ideal for gatherings and everyday living. The kitchen flows into an inviting living room and spacious dining room, perfect for entertaining. Exposed beams, wide board floors, and 6 wood burning fireplaces add warmth and historic charm throughout. A large mudroom with generous storage, a first floor bedroom, and a home office complete the main level. Upstairs, you'll find four well proportioned bedrooms and two full baths. The property also includes a separate guest house, affectionately called "The Covey" a stylish space with a full bar and mini splits, perfect for entertaining, working from home, or hosting guests. Recent improvements include updated water and sewer lines, new asphalt driveway, window replacements, and more. Just minutes to Burr & Burton Academy, abundant hiking trails and only 20 minutes to skiing, this rare in town offering blends timeless character with modern convenience in one of Vermont's most desirable settings. All measurements are approximate.