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$998,000
3 Beds ⋅ 2 Baths ⋅ 234446332 MLS
First time ever on the market, this remarkable property has been in the same family for three generations. If you've been searching for space, privacy, & a truly move-in-ready home, this exceptional 123-acre Green Valley estate is the opportunity you've been waiting for. There's a reason families put down roots in Green Valley & stay for generations. Surrounded by lush landscapes, peaceful mountain views, & unmatched privacy—all just minutes from I-5, you can enjoy the best of rural living without sacrificing convenience. Adding to the property's long-term value, more than 100 acres were professionally reforested in 2024 with 21,800 Douglas Fir seedlings, creating an investment in the future alongside an incredible place to call home. The 3-bdrm, 2-bath home offers comfortable, open-concept living with a spacious kitchen, dining area, & living room that flow seamlessly together. Step outside onto the covered deck, where you can enjoy quiet mornings with a cup of coffee or unwind while dining outdoors. Downstairs, the full daylight basement offers outstanding flexibility. Already plumbed for a second kitchen, it has the potential to become a separate living space for multigenerational living, guests, or rental income. Just off the entry, a generously-sized, bonus mudroom provides endless possibilities; create a second laundry room, walk-in pantry, hobby space, or customize it to fit your lifestyle. Water on this property is plentiful thanks to multiple natural springs. The primary spring continuously gives abundant water, even during the summer months, & a supplemental holding tank provides peace of mind with reliable water storage. Properties of this caliber rarely become available. Combining generations of stewardship, productive timberland, abundant water, breathtaking scenery, & a beautiful home, this is truly a one-of-a-kind opportunity. Schedule your private showing today! Information deemed reliable; for marketing purposes. Buyer to perform all due diligence.

8824 GREEN VALLEY RD, Oakland
$1,150,000
6 Beds ⋅ 3 Baths ⋅ 205669721 MLS
Multi-generational premium estate along the sandy banks of the majestic Umpqua River. Exceptional riverfront living with this one-of-a-kind estate featuring a luxury custom home, detached guest house, & incredible 5-bay shop on 4.75 acres. With stunning river views & inviting outdoor living spaces, this property offers a rare combination of comfort, craftsmanship, & functionality. The primary home offers 3 bedrooms, 2 baths with spacious open-concept kitchen, dining, & family room. Featuring vaulted timber beam ceilings, hardwood floors, custom cabinetry, granite countertops, large island, stainless steel appliances, pantry with pull-out shelving, built-in desk, & expansive windows overlooking the river. The lower level includes two bedrooms, full bathroom with dual sinks & custom tile shower, large primary suite with oversized closets, & storage/workout room. The south end of the home includes a studio-style living space with full kitchen, full bath, hardwood & tile floors, washer/dryer, & private entrance. Outside you'll find a souring timber-framed covered patio with natural stone floor, Trex deck with glass railing, & lower fire pit seating area. The detached guest house offers 3 bedrooms, 1 bath, open kitchen & living area, tile floors, wood & pellet stoves, mini-split heat/cool, utility room, & river views. The property offers a gated entry, paved circle driveway, 2 large timber framed carports at each end of the home, RV parking with hookups, irrigation water rights, & 5-bay shop with loft storage, cabinets, workspace, & two 12-ft RV doors. Quality craftsmanship are showcased throughout with brick & stone accents, cedar shake & lap siding, hardwood & tile flooring, custom millwork, granite surfaces, durable metal roof on the main home & shop, & new shingle roof on the detached guest house. Whether you're looking for a private riverfront retreat, multi-generational living, or an estate with exceptional space, this property offers Oregon living at its finest!

132 COUGAR CREEK RD, Oakland
$150,000
444863525 MLS
Discover the perfect setting for your dream home on this beautiful 5+ acre buildable parcel. Enjoy sweeping valley views, rolling hills and mountain views from this peaceful, private property. With ample space for a custom home, shop, gardens, or hobby farm, the possibilities are endless. The gently rolling landscape offers multiple potential building sites to maximize the incredible scenery. Experience the tranquility of country living while remaining within convenient access to nearby amenities. Whether you're ready to build now or invest for the future, this exceptional property offers the rare combination of privacy, natural beauty, and endless potential. Buyer to perform due diligence regarding building plans, utilities, and development requirements.

FAWN RIDGE DR, Oakland
$249,000
3 Beds ⋅ 1 Baths ⋅ 237306613 MLS
Built in 1883, this classic Oakland home has historic character with thoughtful updates and everyday functionality. 3BED/1.5BATHS with 900 square feet. Recent updates include a kitchen with new cabinetry and laminate countertops, LVP flooring, fresh interior paint in select rooms, new carpet on the stairs and upstairs bedroom, and a brand-new water heater. Forced-air heating and pellet stove. Covered front porch, yard with storage shed, and plenty of off-street parking. Conveniently located just minutes from historic downtown Oakland, local schools, and parks, this home is an excellent opportunity to enjoy one of Douglas County's most beloved small towns.

330 NE 1ST ST, Oakland
$329,900
3 Beds ⋅ 1 Baths ⋅ 669859277 MLS
Country living at it's best! This 3 bedroom, 1 bath home features an updated kitchen, laminate flooring, large bedrooms, laundry/mud room, cozy woodstove, forced warm air heating and cooling, newer roof, vinyl windows and solar panels! Spread out on the large one acre lot with a huge graveled parking pad to park all your toys plus a carport and tool shed! Low county taxes and room for animals.

130 WHITMORE LN, Oakland
$325,000
320472256 MLS
Escape to your own private country paradise on 10 beautiful, usable acres, where wide-open skies and breathtaking mountain and valley views create an unforgettable backdrop for everyday living. with power a standard septic system, and two wells already in place, much of the groundwork has been completed, making it easy to being bringing your vision to life. Choose from several exceptional building sites, each offering the opportunity to create your dream home in a peaceful rural setting. And there's a comfortable one-bedroom, one bath "tiny home" for you while you build. Whether you're looking for a full-time residence, weekend retreat, hobby farm, or future homestead, this versatile property offers endless possibilities. Breathe in the fresh country air, relax under star-filled skies, and enjoy the beauty of every season from your own front porch.

257 BOWLER LN, Oakland
$395,000
3 Beds ⋅ 2 Baths ⋅ 553386168 MLS
Welcome to your own private country retreat! Nestled on over 22 beautiful acres across two tax lots, this well maintained 3-bedroom, 2-bath double-wide manufactured home offers the perfect blend of peaceful rural living and convenient access to town.Step inside to find brand new carpet throughout, creating a fresh and inviting atmosphere. Stay comfortable year round with propane heat, and enjoy cooking with a propane range in the spacious kitchen.Outside, the possibilities are endless. Multiple outbuildings and Conex container provide ample space for equipment, storage, workshops, or hobbies, while the horse stalls make this property ideal for equestrian enthusiasts or anyone looking to start a small hobby farm. Take in the breathtaking mountain views from your own backyard and enjoy the privacy of being one of the last homes on a private road.Despite the secluded setting, you're just five minutes from I-5, making commuting and everyday conveniences easily accessible. Whether you're looking for room to roam, space for animals, or simply a peaceful place to call home, this exceptional property offers the lifestyle you've been searching for.

1623 LOWER CREST RD, Oakland
$440,000
2 Beds ⋅ 2 Baths ⋅ 737342368 MLS
Set on more than 20 acres of gently sloping forestland, this architecturally distinctive Linwood post-and-beam chalet offers a peaceful mountain retreat where quality craftsmanship, privacy, and nature come together - all just 25 minutes from Roseburg and 45 minutes from Eugene. As the forerunner to Linwood Homes' popular Venice/Avondale model, the home showcases timeless design with a dramatic prow front, soaring walls of glass, vaulted cedar ceilings, and an inviting wraparound deck with recently rebuilt decking and railings overlooking the surrounding forest and abundant wildlife. The private setting offers an appealing balance of seclusion and convenience. Dual road frontage on Old Homestead Rd and Indian Creek Dr provides direct access to both the upper and lower portions of the property. Inside, the home is ready for your personal vision and updates, providing an excellent opportunity to build equity while preserving the character and craftsmanship of this unique post-and-beam design. All kitchen appliances + washer/dryer are included. Roof was replaced in 2018. Whether you're searching for a full-time residence, a recreational getaway, or a private retreat surrounded by nature, this scenic property offers exceptional privacy, distinctive architecture, and the opportunity to make it your own. Estate sale. Property sold "as-is."

670 OLD HOMESTEAD RD, Oakland
$325,000
3 Beds ⋅ 2 Baths ⋅ 410314712 MLS
Welcome home to this move-in ready 3-bedroom, 2-bathroom home located on a quiet street in the charming town of Oakland, Oregon. Situated on a level lot with beautiful views of the surrounding countryside, this property offers comfortable living with plenty of space both inside and out.The home features an open kitchen and dining area, creating a welcoming space for family gatherings and entertaining. All appliances are included, making your move simple and convenient. Step outside onto the spacious front deck, the perfect place to enjoy your morning coffee while taking in the peaceful setting and scenic views.Outside, you'll find abundant parking with room for multiple vehicles, large RV, trailers and recreational toys. A carport and storage shed provide additional convenience and functionality for hobbies, tools and equipment.Oakland is one of Oregon's most picturesque small towns, known for its historic downtown, friendly community and beautifully preserved Victorian architecture. Located just north of Roseburg, Oakland offers a relaxed small-town lifestyle while remaining close to shopping, dining, medical facilities and outdoor recreation. Residents enjoy local events, nearby wineries, parks and easy access to the natural beauty of the Umpqua Valley.Whether you're looking for your first home, a place to downsize or a peaceful retreat, this well-maintained property offers comfort, convenience and small-town charm.

316 WELLS RD, Oakland
$65,000
329689155 MLS
Build your dream home in one of Oregon's most charming historic towns! This gently sloping homesite offers an excellent opportunity to create a custom home that takes advantage of the terrain for attractive curb appeal, daylight basement potential, or elevated views. Located on a paved street in the heart of historic Oakland, you'll enjoy the character of a community known for its beautifully preserved 19th-century architecture, small-town atmosphere, antique shops, local restaurants, and welcoming spirit. Oakland was the first city placed on Oregon's State Historic Register and remains one of the state's most treasured historic communities. Whether you're ready to build now or invest for the future, this lot offers the perfect combination of convenience, charm, and potential. Come experience the peaceful pace of life in historic Oakland and imagine the possibilities! VA, USDA or FHA loan will require land/home approval as well as buyer.

SE FIFTH ST, Oakland
$2,300,000
5 Beds ⋅ 3 Baths ⋅ 603344021 MLS
1488 Red Hill Rd offers a once-in-a-lifetime opportunity to own far more than just a property — it’s a lifestyle rooted in beauty, agriculture, hospitality, and endless potential. Set against breathtaking mountain, valley, and vineyard views, this remarkable estate captures the very essence of Southern Oregon wine country living. The timeless single-level custom home spans an impressive 6,180 square feet and is ready for your personal touches and vision. Designed for entertaining and comfortable living alike, the home features soaring beamed ceilings in the grand great room and dining area, stunning stone fireplaces, and windows that frame the spectacular surrounding landscape. Equestrian enthusiasts will appreciate the two barns, cross-fenced pastures, and riding arena creating a true horse lover’s paradise. A separate guest cottage provides additional flexibility for extended family, guests, caretakers, or potential income opportunities. The crown jewel of the estate is the 38+ acres of established vineyard located within the prestigious Red Hill Douglas County AVA. The rich volcanic soil formed from uplifted ancient seafloor, combined with ideal elevation and climate, creates premier grape-growing conditions known for producing exceptional wines. With incredible natural beauty, agricultural value, equestrian amenities, and possible event venue opportunities, this extraordinary property offers endless possibilities in one of Douglas County’s most sought-after wine regions. Call for your private tour today!

1488 RED HILL RD, Oakland
$2,900,000
177096154 MLS
The most eye-catching feature of this sprawling piece of land is also its most unique and valuable attribute—the iron rich, red volcanic soil. It is so singular that this is one of the two vineyards making up the Red Hill Douglas County AVA. Perfectly tucked into the Umpqua Valley the vineyard is not as protected from the Coast Range resulting in cooler growing season and combined with this premier grape growing soil, the wines have amazing structure and character.With over 550 sprawling acres, this land is home to 70+ acres of vines (Pinot Noir, Baco Noir, and Gamay), three total homesites (buyer to verify), 145 acres of 28+ year old timber, and 5 buildings including a 3 bed, 1 1/2 bath ranch style home.Water rights to Pollack Creek, numerous springs with registered water rights for domestic or livestock use, the potential to enlarge or create ponds for irrigation (with the appropriate permitting), and a gated and fenced perimeter sets the tract up for all your farming dreams to come true.

1066 RED HILL RD, Oakland
$779,000
3 Beds ⋅ 3 Baths ⋅ 310133687 MLS
There is a certain ease to life in this 3+ bed, 3 bath home located on a rare find of 8.8 acres located in Oakland city limits! Features a den/studio with closet and glass French doors, office area with slider that opens onto deck, and spacious laundry/storage room with separate entry onto its own wood deck. Living room with fireplace and dining room both have floor to ceiling windows to enjoy the magnificent views and natural light! Kitchen has propane down draft range, new stainless steel refrigerator, prep sink, granite counter tops, and lots of windows to look onto the deck and the views beyond. Entry door leads to deck that spans the entire west side of the home! Plus a great room/guest quarters with separate entrance that includes a mini kitchen and can be shut off from main area of home. Upstairs features a game room/sitting area, dormer windows, and spacious bedroom with bath. Hardwood floors on both levels. Outside has a concrete patio, sidewalk, flower garden, walnut trees, wooded area, path to Calapooya, and a level area once used for a garden! There is also a gazebo with fire pit for evening gatherings! 400 sqft workshop basement. New roof in 2025 and exterior paint May 2026. Expansive concrete parking and 2 detached metal carports. Well for exterior watering, lean-to attached to pump house for garden tools, PLUS 1.6 acre irrigation rights from the Calapooya (home is on city water). Large, level graveled lot on the south side of home with circular drive and room to park your RV, boat, ATV's, and build a shop! Or apply for a zone change and subdivide to increase your options. Private setting, yet close to schools and sporting events. Lots of possibilities on this rare property! Listing Broker is related to Sellers.

905 NE THIRD ST, Oakland
$149,900
754287714 MLS
Tucked away at the end of Cougar Creek Road, this peaceful 1.63-acre retreat overlooks the scenic Main Umpqua River and offers the perfect blend of privacy, recreation and natural beauty. The property features a level building pad with easy access from the county road, making it ideal for your future homesite. The owner is currently in the process of obtaining Template Dwelling approval, adding even more value and potential. Enjoy world-class salmon and steelhead fishing right outside your door in one of the Pacific Northwest's most renowned river systems. Surrounded by lush forestland, this outdoor paradise also offers exceptional hunting opportunities for Roosevelt elk and Blacktail deer. Whether you're looking for a recreational getaway, future homesite, or investment opportunity with rare river views, this beautiful slice of Oregon paradise is ready to enjoy! Red property lines are approximate.

IRIS HILL LN, Oakland
$830,000
5 Beds ⋅ 4 Baths ⋅ 699245704 MLS
Victorian Dollhouse or French Countryside B&B? You're going to want to see this beauty and decide for yourself! With so many custom finishes, and spacious rooms, this home really brings you in.... It truly is a one of a kind as every inch of this property was thought out by sellers over the years - every plant and path adds to it's charm. Not only does the home have ample storage with 2 functioning kitchens, but the large shop will leave you dreaming up projects year-round with it's wood stove to keep warm. Don't forget to check out that yard; painted perfectly for entertaining and celebrations. Edit: 2 "bonus" rooms upstairs have closets and are now technical bedrooms! Schedule your showing today!

1300 FAIR OAKS RD, Oakland
$659,000
4 Beds ⋅ 2 Baths ⋅ 241868670 MLS
Discover a rare opportunity to own a fully equipped livestock and equestrian property designed for serious ranchers, breeders, or those seeking a true farm-to-table lifestyle. Spanning 28+ acres of fully usable ground, this exceptional offering is ideal for a purebred cattle operation, horse enthusiasts, or self-sustaining homestead operation. Abundant water from old irrigation rights on Calapooia Creek, which runs the length of the property, and good well, are the heart of this exceptional property. The custom-built barn has extensive hay storage and 40+ feet of indoor feed bunks, squeeze chute & working area, which support a productive and efficient operation. The separate horse barn has two stalls and room for a third. Thick, lush, irrigated pastures are fenced and cross fenced, making livestock rotation and management simple and effective. A separate barn is perfect for dogs or small animals. Irrigation pump and pipe are included, separate submergible delivers water through buried pipe to yard. The home is well maintained and offers a comfortable, functional layout. The spacious primary ensuite is privately separated by the living room and family room from three additional bedrooms and bathroom. The open-concept dining area features a large sliding glass door that frames stunning pastoral views, while a separate nook perfect space for an office or morning coffee. Recent updates include a roof and ducted heat pump, approximately one year old. Offered for sale for the first time since its creation, this is a truly special property combining quality improvements, abundant resources, and the ideal rural lifestyle.

843 STEARNS LN, Oakland
$599,900
5 Beds ⋅ 2 Baths ⋅ 197189718 MLS
Custom farmhouse style meets elevated rural living in this truly one-of-a-kind property. Wrapped in cedar siding and surrounded by an expansive 1,300 sq ft wraparound deck with tongue-and-groove ceiling, this home is designed to be experienced. Enjoy a built-in hot tub and outdoor shower—perfect for unwinding in total privacy.Inside, you’ll find Brazilian cherry wood floors, tile accents, and soaring 10’ ceilings. Natural light fills the home, with mountain and forest views from every window. The kitchen features granite counters, an island, and space to gather, blending beauty and function.Upstairs offers four large bedrooms plus a versatile bonus area ideal for a family room, library, or media space. A main-level bedroom adds flexibility for guests or multi-generational living.Outside, the property is set up for a true rural lifestyle with multiple fenced garden areas, quality storage buildings, and a concrete-floor shop with 220 power. A small pasture provides room for a horse or a few animals.Peaceful, private, and surrounded by nature, yet just a short drive to town and near Umpqua River recreation, this is a rare opportunity for those seeking space, quality, and a lifestyle that feels worlds away.

1020 SPOONER RIDGE LN, Oakland
$90,000
151474946 MLS
Prime opportunity for versatile commercial & residential use. Set up your business and a living quarters in the same location. Many possibilities! Conveniently located just off the main road with quick freeway access. Nestled in the charming town of Oakland, known for its rich history and strong community roots. Water/sewer/power are all available and at the property. Lot has existing walnut, plum, and apple tree. This lot is full of potential. Don’t miss this rare opportunity!

411 NE 1ST ST, Oakland
$299,000
555401778 MLS
Secluded 20 acre country property ready for your dream home overlooking the Sutherlin valley and surrounding mountains. This 20 acres offers tremendous privacy, established driveway, roads and building pad, with an old septic approval that may need revised, buyer to verify. There is a creek running through the property with a spring and engineered gravity hydraulic water delivery system in place. Most of the heavy lifting has been done, and with some development, this property can become a private oasis to spend your time amongst rich foliage and diverse wildlife. There are some outbuildings, a water storage tanks, and some merchantable timber on the property, no cruise has been performed. This property is a blank canvas for you to paint your masterpiece. Two 2500 gal holding tanks w/solar panel & inverter. Call today for a private tour.

725 WILDFLOWER LN, Oakland
$17,500,000
5 Beds ⋅ 4 Baths ⋅ 305448302 MLS
Nestled in Oregon's scenic Umpqua Valley, this extraordinary 2,670-acre ranch offers a rare blend of luxury, tranquility, & commercial potential. Atop a prominent knoll stands a grand 7,936-sqft Tudor-style mansion that commands sweeping 360-degree views of rolling pasture, woodlands, & distant hills. The home's 3-levels are a testament to craftsmanship & attention to detail featuring 5 spacious bedrooms, 4 full bathrooms, 2 powder rooms, custom millwork, stained-glass accents, chandeliers, & multiple fireplaces for an atmosphere of timeless elegance. Seeking a quiet reading space? Step into the charming, castle-like library. The rolling ladder & private balcony enhances its storybook feel. The basement is a haven for wellness. It features a hot tub, tanning bed, sauna & steam room, & fully equipped exercise room. Prefer a drink? Head to the full bar or select a bottle from the wine cellar. The kitchen offers style & functionality with a built-in Sub-Zero refrigerator, custom copper range hood, ample workspace, & storage. Currently operating as a working cattle ranch, the property includes a general-purpose building with a Helicopter hangar & landing pad, caretaker's apartment, meat-processing room, & workshop. A state-registered, one-mile private airstrip caters to aviation needs with potential for further development. Conveniently located along Interstate 5 & close to Historic Oakland. Heaven's Gate Ranch is fully approved by the county for destination resort development with civil engineering, site maps, & utility designs already completed. The new owner will receive comprehensive documentation including plans for a 100-room hotel, restaurant, convention center, & 200-lot residential subdivision—providing an advantage for streamlined development & customization. These approvals & plans save years of work & expense. Heaven's Gate Ranch marries majestic living with the rare potential to craft a world-class destination resort. It is a once-in-a-lifetime opportunity.

331 METZ HILL RD, Oakland
The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.