Spacious & Character-Rich 5BR/2.5BA 2 unit multi-family in Rutland City, Move-In Ready with Thoughtful Updates with a large 3 bed apartment and a 1 bed rental apartment or an In-law Suite. This is a great owner occupied opportunity. Overall it's a charming multi-family home in Rutland City that beautifully blends historic character with modern upgrades, and it shows throughout. Whether you're hosting a backyard barbecue, carving out a home office, or simply enjoying the views of Killington from the back deck, this well-cared-for property delivers on both space and lifestyle. The renovated family room (2019) featuring new hardwood floors, new ceiling, and sheetrock adds a second fully functional living space that's perfect for movie nights, a playroom, or a quiet retreat. The main level also offers a formal dining room, living room, laundry room, and a flexible bedroom with bath, ideal for a home office or guest room. Additionally, a 1 bed apartment or a private in-law suite with its own kitchen, living area, bedroom, and bathroom is perfect for extended family or potential rental income with peek-a-boo views of Killington to boot. Step outside and you'll find one of Rutland City's more generous lots, complete with raised stone garden beds, a stone patio, and a privacy fence (2025), an ideal setup for entertaining or letting kids and pets roam freely. A large barn/garage rounds out the property with serious storage potential. Recent updates give you added peace of mind: new driveway (2024), brand new water heater (2026), oil tank (2019), and updated light fixtures throughout. Located on a quiet street within walking distance to downtown shopping, dining, and parks, and just a short drive to Killington Resorts for skiing, biking, hiking, and more. A rare find in the city. Come see it for yourself.