Oakland Real Estate

Welcome to Oakland, Oregon – a hidden gem nestled in the heart of Douglas County! With its rich history, charming small-town atmosphere, and stunning natural surroundings, Oakland is the perfect place to call home.

Founded in the late 1800s, Oakland boasts a vibrant past that is reflected in its beautifully preserved historic buildings. Stroll through the quaint downtown area, where you can explore unique shops, delightful cafes, and local art galleries. The community takes pride in its heritage, hosting events like the annual Oakland Heritage Festival, which celebrates the town’s roots and fosters a strong sense of community.

Nature lovers will find plenty to adore in Oakland. The city is surrounded by picturesque landscapes, including lush forests, rolling hills, and the tranquil Umpqua River. Outdoor enthusiasts can enjoy hiking, fishing, and camping in the nearby Umpqua National Forest, where adventure awaits at every turn.

Oakland also offers a welcoming community atmosphere, where neighbors become friends and families thrive. With excellent schools, parks, and recreational facilities, it’s an ideal environment for raising children or enjoying a peaceful retirement.

Conveniently located just a short drive from the bustling city of Roseburg, Oakland provides easy access to urban amenities while maintaining the charm and tranquility of a small town. Whether you’re looking for a place to settle down or a picturesque getaway, Oakland, Oregon, is ready to welcome you with open arms. Come discover the warmth and beauty of this extraordinary community!

Newest Listings in Oakland

$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

$999,000

3 Beds ⋅ 3 Baths ⋅ 785344995 MLS

Great country home with room for animals and everyone! 45.04 acres with a 3 bedroom, 3 bath home. Featuring main level primary bedroom, den/office on the main level, vaulted ceilings, wood/pellet stove, new roof, new heat pump, new flooring, new bathroom, and RV parking with hookups. The property also features a 36x30 shop, about a 50x40 barn, 20x20 shop, 12x12 woodshed, 35x50 lean-to, well house, store unit, septic, 3000 gal water storage tank, tool barn, and electric gate entrance. This is country living at its best!

3450 HOGAN RD, Oakland

$319,000

3 Beds ⋅ 1 Baths ⋅ 257638674 MLS

Nestled in the charming town of Oakland, Oregon, this solid older home offers endless potential. Featuring a good roof and a strong foundation, this well-loved property is ready for its next chapter. Mature trees and beautiful flowers create a picturesque setting, adding to the home's timeless appeal.Inside, this classic time capsule awaits your personal touch. Bring your vision and update the interior to match your style while preserving its unique character. With an attractive price and plenty of opportunity to build equity, this quaint Oakland home is the perfect canvas for homeowners, investors, or anyone looking to create something special.

210 SE 4TH ST, 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

$299,999

569053494 MLS

Pristine 10.05-acre property ready for your dream home! Nestled at the base of a beautiful mountain and situated at the end of a private road, this peaceful setting offers exceptional privacy with nothing but forestland bordering the rear of the property. The parcel has been cleared and features a beautiful potential homesite that is leveled and ready for development. Completely fenced and thoughtfully improved, the land includes three seasonal creeks that meander through the property, enhancing its natural beauty and tranquil atmosphere. A 190-foot drilled well with a pressure tank is already in place and currently supplies water for livestock, and power has been connected for added convenience. A graveled driveway provides access to both homesites. Whether you envision building your dream home, creating a hobby farm, or establishing a private retreat, this remarkable property offers the perfect blend of peaceful country living, privacy, and endless potential. (Property corners marked with red paint on tree or fence post) Call for an appt today! (Please no drive by's)

1060 MURDOCK DR, 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

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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.