A RARE TWO-BUILDING INVESTMENT & LIFESTYLE OPPORTUNITY IN THE HEART OF RUTLAND! Situated on a single .24-acre city lot, 2 Jackson Avenue and 94 South Main Street, being sold together, offer a unique blend of strong income potential and flexible living options. Whether you’re an investor seeking solid cash flow, an owner-occupant looking to offset your mortgage, or someone dreaming of a seasonal Vermont retreat with income in place—this property delivers. The fully renovated single-family home at 94 South Main Street features 4 bedrooms and 2 baths with extensive updates including windows, doors, kitchen, bath, flooring, and appliances. The adjacent multi-family at 2 Jackson Avenue offers three recently renovated apartments with updated finishes throughout. With tenants in the single family property paying all utilities—including heat, electric, water/sewer, and internet—overall expenses stay low and returns stay strong, currently generating $47,599 in net income. Major capital improvements for added peace of mind include newer: roofs (2018), boilers (2019), oil tanks (2019), updated windows (2018–2020), plus added gutters and a replaced deck. Live in one unit and let the others pay your way, or enjoy a seasonal getaway while your investment works year-round. Conveniently located just minutes to Rutland Regional Medical Center, downtown dining, shopping, and only blocks to White’s Pool and Recreation Park. Also only minutes from world class skiing at Killington/Pico Resorts. Burlington and Albany Airports are less than 2hours away. Turnkey, well-maintained, and income-producing—this is Vermont living with built-in financial upside.