Lookingglass, OR Homes for Sale

Welcome to your new wilderness retreat!Perched atop a hill and backed by 393 acres of BLM land, this property offers the perfect blend of privacy, exploration, and functionality. Surrounded by trees, you’ll feel miles from anywhere — yet you’re only 10 miles from Roseburg. The well-maintained grounds give off a peaceful, park-like ambience from the moment you arrive. While the property slopes in

Mary Gilbert Keller Williams Southern Oregon-Umpqua Valley

Dreaming of starting your very own vineyard? Maybe raising livestock? This unbelievably level 30 acre property can do it all! There are 2 homes. The main house is over 2300 sqft boasting 3 bedrooms and 3 full bathrooms. The kitchen is a chefs dream, complete with butcher block island! The open floor plan allows for large gatherings. Outside there is a very large deck area which overlooks the

Brent Yop Winston Realty & Insurance

Incredible valley view from porch and deck of this traditional 1930s farm house. Has 2.08 acres, barn and garden area. Appliances included. Wood heat. Good roof, newer deck.

Valynn Currie Currieco Real Estate

Welcome to 300 Mattie K Ln — a beautifully maintained, spacious home nestled in the desirable Lookingglass area just minutes from Roseburg. Situated on approximately 1.77–2 acres, this property offers the perfect blend of privacy, comfort, and functionality. Inside, you’ll find roughly 2,800 sq ft of living space with 4 bedrooms and 3 bathrooms, thoughtfully laid out for both everyday living and

Greg Messick RealtyNET, LLC

Welcome to Lookingglass Vineyard, a remarkable 142.94-acre estate nestled in the highly sought-after South Valley Wine Loop of the renowned Umpqua Valley AVA. This established and producing vineyard features 99.94± acres planted in Pinot Noir and an additional 1/2-acre parcel with other select varietals, offering an exceptional opportunity for both lifestyle and investment. The vineyard is fully

Jennifer Kramer RE/MAX Integrity

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,

Jennifer Kramer RE/MAX Integrity