Set on 1.29 acres with an impressive 228 feet of frontage on beautiful Gilmore Lake, this rare multi-home waterfront property offers the ultimate Northwoods retreat with endless opportunities for recreation, rental income, or multi-generational living. Located just outside of Minong, this unique compound sits on the desirable Little Gilmore portion of the lake, known for its deeper water and culvert access into Big Gilmore across the full 389-acre chain. The property features multiple year-round living spaces designed to comfortably accommodate large families, guests, or vacation renters. The main lakefront home offers 2 bedrooms and 1 bathroom with beautiful lake views and its own lakeside deck just steps from the water. A second lakefront guest house also sits directly along the shoreline and includes 2 bedrooms, 1 bathroom, and another private lakeside deck for enjoying peaceful mornings and unforgettable sunsets. Adding even more versatility is the detached 2-car garage with finished living quarters above, along with a separate detached loft near the lakeside home, creating exceptional flexibility for guests, bunk space, hobby areas, home offices, or additional rental possibilities. All structures are set up for year-round use, making this an ideal four-season getaway or investment opportunity. Gilmore Lake is well-known for boating, fishing, kayaking, and swimming, while the surrounding area offers outstanding recreational opportunities year-round. Enjoy direct access to ATV and snowmobile trails right from the property and spend summer afternoons at the nearby 18-hole Black Bear Golf Course. Whether you're searching for a private family compound, income-producing vacation rental property, or a one-of-a-kind waterfront escape near Minong, this property delivers an exceptional combination of frontage, flexibility, recreation, and Northwoods charm.