Welcome to 1004 Bolender by The Lake Drive, a rare waterfront compound set on a private 0.72-acre parcel with 125 feet of prime shoreline on Grass Lake, just five minutes from the heart of the village of Haliburton. The beautifully maintained lot features a gentle, gradual slope down to the water, offering easy, accessible entry to the lake for all ages and direct access to Haliburton's premier five-lake chain for endless boating, fishing, and water exploration. Featuring TWO full-sized, two-story cottages on one property, this rare multi-dwelling retreat provides flexible space for a multi-generational family compound, guest accommodations, or built-in rental potential.The back house offers a classic, recently renovated two-story design crafted for effortless entertaining, featuring four bedrooms, two bathrooms, and an expansive porch overlooking the grounds-an ideal spot for morning coffees and evening gatherings. Positioned closest to the shoreline, the lakeside cottage boasts a bright walkout basement with two lower-level bedrooms and two full bathrooms, a large porch overlooking the lake complete with a cozy stone fireplace, and is topped off by a spacious upper loft that serves as a dedicated primary suite complete with its own private ensuite bathroom, bringing this home to three bedrooms and three full bathrooms total. Combining generous acreage, user-friendly shoreline, and multi-home versatility, this Grass Lake property delivers a unique Haliburton lifestyle experience. *Listing square footage reflects the combined total living space of both cottages.