A rare opportunity on an oversized lot--nearly a quarter acre--in a highly walkable Boulder location just blocks from North Boulder Park, Ideal Market, Pearl Street, and the Mount Sanitas trailhead. The property includes a beautiful updated residence, plus a second dwelling, offering flexible use for rental income, guests, home office or multigenerational living. The main home features 3 bedrooms and 2 bathrooms, including a primary suite with a fireplace and a private deck showcasing beautiful Flatiron views. Three mini-splits (two upstairs, one on the main level) provide efficient heating and cooling, and a newer roof (2020) adds peace of mind. Classic charm and character remain intact without the constraints of a historic designation. A central courtyard connects the two homes, creating inviting outdoor space with excellent sun exposure-perfect for gardening, relaxing, and entertaining. The property's beautiful landscaping, garden boxes, and mature plantings enhance privacy while offering abundant opportunities for those with a green thumb.The smaller second residence includes a bedroom, living area, kitchen, and bathroom with two mini-splits, making it ideal as a long-term rental (estimated around $2,000/month), mother-in-law suite, or guest space. With its expansive lot, mountain views, flexible layout, and A+ walkability--as well as the versatility of two separate dwellings--this property is truly a special Boulder offering.