Oakland Homes for Sale

Welcome to Oakland, Oregon—a hidden gem nestled in the heart of Douglas County. This charming city is a delightful blend of rich history, scenic beauty, and a tight-knit community that welcomes newcomers with open arms. With a population of just over 1,000 residents, Oakland offers a serene escape from the hustle and bustle of city life while still providing access to essential amenities and local attractions.

Oakland is renowned for its historic downtown district, where you'll find beautifully preserved buildings that date back to the late 1800s. Stroll along the tree-lined streets and discover unique shops, cozy cafes, and local art galleries that showcase the talents of the area’s artists. Nature enthusiasts will appreciate the stunning landscapes surrounding the city, including the nearby Umpqua National Forest, where you can hike, fish, and explore the breathtaking outdoors.

If you’re considering making Oakland your home, you’re in luck! The real estate market here offers a variety of homes for sale that cater to different tastes and budgets. From charming vintage houses with character to modern family homes with spacious yards, there’s something for everyone. Whether you’re a first-time homebuyer or looking to settle down in a peaceful community, Oakland’s real estate options provide a perfect opportunity to find your dream home.

Experience the warmth and charm of Oakland, Oregon, where community spirit thrives and the beauty of nature is just a stone's throw away. Come explore the homes for sale in this inviting city and discover why so many people are proud to call Oakland home!

Newest Oakland Homes for Sale

$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

$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

$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

$1,795,000

4 Beds ⋅ 2 Baths ⋅ 360882115 MLS

Exceptional 42± acre luxury estate featuring a custom 4-bedroom home, expansive outdoor living, water rights, creek frontage, and a thriving Christmas tree farm with approx. 16,000 Nordmann, Concolor., Grand etc A remodeled accessory building offers flexible office, studio, or hobby space, while the newer insulated shop supports farm use. Enjoy a profitable seasonal business and an opportunity to deeply connect with the community just a few weekends each year.

106 GREEN VALLEY RD, Oakland

$734,000

3 Beds ⋅ 2 Baths ⋅ 702851696 MLS

Rural living at its best! Escape from the outside world once you step onto this tranquil setting. The heart of this beautiful custom built, 3 bed, 2 bath home features an open floor plan with a loft allowing an abundance of natural light into the main living space. Stunning views from the deck overlooking the pasture with a pond stocked with bass. The scenic year-round creek running through the property offers a great place for solitude or to cool your feet off in the summer! Perfect set-up for the equestrian with a large barn, ample space for pastures, turnouts, and an area already setup for a riding arena. There is a 2000 sqft shop with heated concrete floor, bathroom, and living space. This pristine 20 acres is truly a must see property!

401 DE COSTA LN, 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

3 Beds ⋅ 1 Baths ⋅ 318917143 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, 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

$680,000

3 Beds ⋅ 2 Baths ⋅ 715225428 MLS

Imagine waking up to nothing but the sound of birds, the gentle rustle of a seasonal creek, and 7 acres of your own private valley views. Behind the secure gated entrance of this beautiful 7.05-acre property lies a rare sanctuary where country peace meets modern comfort.The immaculate 3-bedroom, 2.5-bath home features 1,766 square feet of light-filled living space. An inviting open floor plan showcases luxury vinyl plank flooring, a cozy wood-burning fireplace, and large windows that frame the stunning landscape. Retreat to the primary suite, complete with a walk-in closet, updated walk-in shower, and direct access to the expansive deck. A newer roof offers added peace of mind.Outside, the property is a dream for hobby farmers and outdoor enthusiasts alike—with excellent potential to become a horse property. Enjoy usable acreage, landscaped grounds with an underground sprinkler system, a private pond, a seasonal creek, a greenhouse, a fenced garden, and a chicken coop. For your hobbies, equipment, or tack, the massive 36' x 32' detached shop provides ample space, complemented by covered parking and additional outbuildings.Whether you are looking for an equestrian setup, a functional homestead, or simply a quieter, private setting close to town, this property offers a rare combination of space, privacy, and natural beauty. Welcome home!

445 GREEN VALLEY 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.