Lookingglass, OR homes for sale & real estate

Lookingglass, OR Homes for Sale

Tucked at the base of the Callahan Mountains and set at the end of a quiet road, this 30-plus-acre working ranch offers a perfect blend of function, beauty, and privacy. Located just a short drive to both Roseburg and Winston, Oregon. The property offers a perfect mix of wooded areas and lush pastures, ideal for grazing and fattening livestock. Fully fenced and cross-fenced, with a year-round tributary creek flowing into historic Flournoy Creek. The land is set up for all types of livestock—including cattle, horses, sheep, and chickens with deer, elk and other wildlife visiting the property. The 3-bedroom, 2-bath stick-built ranch-style home spans over 2,000 square feet and has had ma

Lookingglass, OR Homes for Sale

Tucked away at the end of a quiet private lane, this beautifully designed single-level custom home offers serene living with thoughtful luxury throughout. Soaring high ceilings and expansive large Marvin windows fill the interior with natural light, creating an airy, inviting atmosphere that connects seamlessly to the surrounding landscape. Thoughtfully laid out with two spacious primary suites, one with a walk-in closet, and a luxurious ensuite bath featuring a soaking tub, tile shower, and dual vanities—ideal for multigenerational living or hosting in comfort. With two separate living spaces, there's plenty of room to relax or entertain. The heart of the home is the large chef&rsquo

Lookingglass, OR Homes for Sale

This thoughtfully designed 4-bedroom, 3-bath home sits quietly at the end of the road on 13.77 acres in Diamond Heights, offering exceptional privacy and panoramic views of the Lookingglass Mountains and valley. With an additional nearly 150 acres available, there’s the possibility to expand—or simply enjoy the wide-open space. At 3,572 square feet, the home features generous living areas, a designated office, and timeless finishes throughout. The kitchen is built for gathering, with a 6-foot island, natural stone countertops, stainless steel appliances such as double oven and warming drawer, bar with wine fridge, and a walk-in pantry spacious enough to be its own room. Two-stor

Lookingglass, OR Homes for Sale

Located in the highly desirable Melrose area, this spacious lot spans over 2 acres and is ready for your dream home. Umpqua Basin Water and Douglas Electric are available at the property. Surrounded by quality homes and protected by CC & Rs (no manufactured homes allowed), this is an ideal setting for building in a serene and upscale neighborhood. Enjoy breathtaking mountain views and the peaceful lifestyle this property has to offer. Adjacent lot is also currently listed for sale. See MLS# 224089806.

Lookingglass, OR Homes for Sale

Located in the highly desirable Melrose area, this spacious lot spans over 2 acres and is ready for your dream home. Umpqua Basin Water and Douglas Electric are available at the property. Surrounded by quality homes and protected by CC & Rs (no manufactured homes allowed), this is an ideal setting for building in a serene and upscale neighborhood. Enjoy breathtaking mountain views and the peaceful lifestyle this property has to offer. Adjacent lot is also currently listed for sale. See MLS#502008852

Lookingglass, OR Homes for Sale

Don’t miss this rare opportunity to own 126+ acres in the highly desirable Diamond Heights Community. Tucked away in a secluded setting, the potential homesite is surrounded by forest and farmland, offering both privacy and stunning natural beauty. Bring your horses and take full advantage of the 6-acre fenced riding arena and 3 miles of private horse trails. A concrete cistern ensures ample water supply for livestock, gardening, or future development. The property also features two ponds—one seasonal and one year-round—providing a serene habitat for wildlife and recreational enjoyment. For the outdoor enthusiast, a small hunting shed offers the perfect spot to scout for d