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$490,000
506306413 MLS
Imagine creating your dream home and more, on 8.95 scenic acres in the growing community of Winston, Oregon. With plenty of room for privacy, gardens, a shop, animals, or simply enjoying the peaceful surroundings, this property offers the space and flexibility to design the lifestyle you've been envisioning. According to Winston City Planning, sewer is available at the property, and the Winston-Dillard Water Department indicates water is available across Lookingglass Road. This attractive property is conveniently located near schools, Southern Oregon's renowned Umpqua Valley wineries, Wildlife Safari, and just minutes from I-5, you'll enjoy the perfect balance of country living with all conveniences nearby. The seller will consider owner financing for a qualified buyer. Buyers are encouraged to perform their own due diligence regarding RHS zoning allowing single-family homes, development potential, utilities, and any intended use.

LOOKINGGLASS RD, Roseburg

$490,000
127233909 MLS
Take advantage of this outstanding value with 8.95 development acres in the growing community of Winston, Oregon. Create Custom individual homesites, duplexes, triplexes, multifamily housing, or income-producing properties or just imagine creating your dream home. Zoned Residential High-Density, this property offers outstanding potential for developers and investors. According to Winston City Planning, sewer is available at the property, and the Winston-Dillard Water Department indicates water is available across Lookingglass Road. Conveniently located near schools, Southern Oregon's renowned Umpqua Valley wineries, Wildlife Safari, and just minutes from I-5, this property combines development potential with an excellent scenic location. Seller will consider owner financing for a qualified buyer. Buyers are encouraged to perform their own due diligence regarding development feasibility, utilities, zoning, and any specific project requirements.

LOOKINGGLASS RD, Roseburg

$499,000
3 Beds 2 Baths 354587954 MLS
Nestled in the peaceful foothills of Roseburg, this beautifully maintained home offers a perfect blend of comfort and convenience. Located in a quiet cul-de-sac in a sought-after neighborhood, you'll enjoy the luxury of being within walking distance of local shops, cozy coffee spots and even a theatre. The home features 3 spacious bedrooms, 2 1/2 baths, a versatile den (which could also serve as a media room), comfortable living room and a bonus room. The updated interior boasts quality floorings throughout and includes hardwood, tile and luxury vinyl planking. A well-lit entry and vaulted ceilings provide for an open and airy feeling living space. Step outside onto the expansive deck and experience the beautiful backyard oasis after a long day. The convenient, automatic zonal drip system and sprinkler heads keep the mature landscaping and grass lush all year long. Storage is never a concern with this home. The oversized two-car garage is complemented by a generous, storage area located underneath the house, creating plenty of storage space for all of your seasonal items, tools or hobbies. Additional highlights include updated appliances, roof replaced in 2015 and new furnace installed in 2019, ensuring peace of mind for years to come. Whether you're hosting family and friends or enjoying a quiet evening at home, this property offers the best of both worlds.

169 NW BRENT CT, Roseburg

$1,125,500
4 Beds 2 Baths 686933674 MLS
WOW! Custom 2021-built, thoughtfully designed, and sitting on 2 level acres, this high-end home checks boxes you didn’t even know you had. It’s located in a small, upscale rural neighborhood just 15 minutes from town. Offering an oversized 3-car garage, a separate shop for tools and tractor, and a paved circle drive with excellent curb appeal and low-maintenance professional landscaping. Inside, every finish was chosen for both quality and longevity—wide-plank hickory floors, knotty alder cabinetry, granite counters, and copper sinks. The heart of the home is a vaulted great room filled with light from oversized windows and anchored by a full-height stone gas fireplace. An open layout flows seamlessly into the showpiece kitchen, featuring a massive island, commercial-grade gas range, black stainless steel appliances, walk-in pantry, and custom knotty alder cabinetry that combines practicality with high-end style. The primary suite is spacious and private, featuring a walk-in closet, dual-sink vanity, walk-in tile shower, and additional custom cabinetry. Two additional bedrooms are down the hall. A fourth room—currently used as an office with glass French doors—includes its own en-suite bathroom and a large closet, providing flexibility as a second master suite if needed. The laundry and mudroom area is oversized, functional, and tucked away from the main living space. Out back, a large covered Trex deck looks over a wide, private, flat, and usable backyard. The property is fully lined with tall evergreens, offering natural sound buffering and a real sense of privacy. You'll appreciate the shop, Generac generator, 250-gallon underground propane tank, and a well with cistern water storage, and a full multi-camera security system, all practical systems in place to keep things running smoothly. Everything here still feels brand new, is dialed in, well-built, and made to last. Schedule your private tour today to see Roseburg's finest home on the market!

121 WILD GOOSE LN, Roseburg

$197,000
557404932 MLS
Tucked away in one of the area’s most sought-after locations, this 5.18-acre treasure offers the perfect blend of natural beauty, rural charm, and practical readiness. Just minutes from Cleveland Rapids and close to town, this dual-lot property provides the space, serenity, and inspiration to create something truly special. The newly installed gravel driveway sets the tone for what’s already in place: a drilled well for water access and a large shipping container for secure storage—or perhaps the start of a tiny home or off-grid retreat. With essential infrastructure ready, the groundwork is done. Now it’s your turn to dream. To the west, the land borders a quiet private horse arena—ideal for livestock, equestrian use, or simply enjoying the pastoral calm. Rolling pastures lead to unobstructed views of the Callahan Mountains, offering breathtaking sunsets and year-round beauty. Surrounded by vineyards and top wineries, you’re also near camping, boating, and just minutes from Roseburg Country Club and the new 18-hole Bar Run golf course. The iconic Lighthouse Bakery and a vibrant farmers market add local charm. Outdoor enthusiasts will love the nearby North Umpqua River, known for steelhead fishing and scenic summer days. On-site, a seasonal wetland pond supports protected bird species and enhances the land’s natural character and long-term value. This is more than just land—it’s a canvas for your future. Whether you envision a private estate, farm, retreat, or investment, opportunities like this are rare. The setting is serene, the work is done, and the potential is limitless. Don’t miss your chance—reach out today and make it yours.

HEALY RD, Roseburg

$18,900
24454919 MLS
SELLER FINANCING AVAILABLE! Nestled in a quiet cul-de-sac, this prime vacant lot offers the perfect canvas to build your dream home. With utilities readily available and a stunning view that overlooks the city, you'll enjoy the serenity of this peaceful location while staying conveniently close to downtown amenities. Plus, the neighboring lot is also for sale, offering even more potential to expand or secure extra privacy. Whether you're looking to design a modern retreat or a classic residence, this upper-scale neighborhood overlooking the city is the prime location. Don’t miss out on this rare opportunity to create the home you've always envisioned in a sought-after neighborhood! If you'd like to build with a little more room between neighbors, the neighboring lot (1393 Laurel) is also listed - MLS# 24209051. Seller offering favorable seller carry terms of $5,000 down, 5% interest, 2-year balloon, and no monthly payments. Act on this rare opportunity today!

1393 SE LAUREL CT, Roseburg

$18,900
24209051 MLS
SELLER CARRY TERMS AVAILABLE! Nestled in a quiet cul-de-sac, this prime vacant lot offers the perfect canvas to build your dream home. With utilities readily available and a stunning view that overlooks the city, you'll enjoy the serenity of this peaceful location while staying conveniently close to downtown amenities. Plus, the neighboring lot is also for sale, offering even more potential to expand or secure extra privacy. Whether you're looking to design a modern retreat or a classic residence, this upper-scale neighborhood overlooking the city is the prime location. Don’t miss out on this rare opportunity to create the home you've always envisioned in a sought-after neighborhood! If you'd like to build with a little more room between neighbors, the neighboring lot (1393 Laurel) is also listed - MLS# 2445491. Seller offering favorable seller carry terms of $5,000 down, 5% interest, 2-year balloon, and no monthly payments. Act on this rare opportunity today!

1397 SE LAUREL CT, Roseburg

$119,000
24521669 MLS
Here is a unique property to build on. Breathe-taking views of the distant 'blue mountains' to establish yourself among other lovely well established, estate-sized homes on estate-size parcels in this location of 'Diamond Heights.' Only minutes from downtown historic Roseburg with its beautiful parks, downtown shopping, and restaurants. A desirable location, this property is 5.47 acres with a level area cleared for a home, garage, and parking. Homesite is ready for your very own ideas The Diamond Heights (CC&R's) require a 2500 SqFt minimum home on this lot; it's been suggested to add a 'daylight basement' or loft above the garage. Septic site approved. Power, water, and cable "easily available according to the seller's due diligence". One of the last lots remaining in this community. The water tower is part of the property (Umpqua Basin water tank site). Easy to show! Motivated seller!

EAGLE DR Unit #37, Roseburg

$1,295,000
24548624 MLS
Investor Opportunity – Mixed-Use Asset in Downtown RoseburgThe historic Kohlhagen Building presents a compelling mixed-use investment with diversified income streams and long-term upside. This well-located asset combines stable commercial tenancy with value-add residential and office potential, making it an attractive addition to any investment portfolio.The ground floor features three fully leased, street-front commercial suites (Draper’s, Serendipity, and the Art Gallery), providing consistent income and strong visibility in a high-traffic downtown corridor. These established tenants contribute to the vibrancy of the area while offering reliable cash flow.The second story has been extensively remodeled and repositioned for income-producing use. A former banquet and event space has been thoughtfully adapted into a medium-term rental / Airbnb-style suite, creating immediate income with flexibility for future use. The upper level also includes multiple suites with shared kitchen and bathroom facilities, well-suited for extended-stay tenants, traveling professionals, or co-living arrangements.In addition, the street-facing rooms on the upper level offer strong potential for executive office suites, benefiting from natural light, high ceilings, and prominent downtown views—ideal for professional users seeking character-rich workspace.The building currently supports 7 residential-style units on the upper level, offering flexibility for continued short-term/medium-term rental operations, office conversion, or a hybrid live/work model depending on investor strategy.Additional features include on-site parking (street frontage and private rear spaces) and basement storage, enhancing both tenant appeal and operational functionality.Located within a designated Opportunity Zone, this asset offers potential tax advantages and aligns with ongoing downtown revitalization efforts—positioning investors to benefit from both immediate income and long-term appreciation.

622 SE JACKSON ST, Roseburg

$425,000
23175311 MLS
Located in a Qualified Opportunity Zone (QOZ) for potential tax benefits! Ideal opportunity for craft restaurant, brewery, winery, art studio, childcare, health and wellness retreat facility. Welcome to 809 SE Main St, a beautiful and historic former Methodist Episcopal Church in downtown Roseburg, Oregon, dating back to 1922 and proudly listed on the National Register of Historic Places since 1985. This 20th Century Gothic structure features a stuccoed, cast concrete exterior and exquisite craftsmanship, including magnificent stained glass windows by the renowned Povey Brothers—one of which remains in pristine condition despite damage from a 1959 chemical truck explosion. Formerly known as Jasmine’s Event Venue and the former home of Catch 22 Restaurant, this versatile property with C3 zoning offers endless possibilities such as an event venue, wine tasting facility, art gallery, or potential housing development. Located on a prominent corner lot, it provides excellent visibility, ample on-site and street parking, and easy access in the heart of downtown Roseburg, surrounded by shops, restaurants, and attractions. Plenty of plumbing and restrooms - 1 on the main floor, 2 bathrooms with 3 toilets and 2 urinals on the lower level.

809 SE MAIN ST, Roseburg

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