Oakland Homes with Custom Style

Welcome to the charming city of Oakland, Oregon, nestled in the heart of Douglas County. With its picturesque landscapes and rich history, Oakland offers a unique blend of small-town charm and vibrant community spirit. Known for its historic downtown area, Oakland boasts beautifully preserved buildings that tell the story of its past, making it a delightful place to explore.

As you wander through the streets, you'll find a diverse array of shops, cafes, and local businesses that contribute to the city's warm and inviting atmosphere. The surrounding natural beauty is equally captivating, with lush forests, rolling hills, and the stunning Umpqua River nearby, providing ample opportunities for outdoor enthusiasts to hike, fish, and enjoy the great outdoors.

For those seeking a home that reflects their personal style, Oakland is a treasure trove of custom-built residences. Here, you’ll discover homes that are not just structures but expressions of individuality and creativity. From charming craftsman-style houses to modern designs, each property showcases unique architectural elements and thoughtful landscaping. Whether you prefer a cozy cottage or a spacious family home, Oakland's real estate market offers an array of options tailored to your tastes.

Living in Oakland means enjoying a close-knit community where neighbors become friends, and local events bring everyone together. With its stunning scenery, rich history, and a variety of custom-style homes, Oakland, Oregon, is more than just a place to live—it's a place to thrive. Come and experience the allure of Oakland for yourself!

Newest Oakland Homes with Custom Style

$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

$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

$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

$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

$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

$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

$1,295,000

3 Beds ⋅ 2 Baths ⋅ 565693301 MLS

DREAM PROPERTY-Rare opportunity to own this piece of PARADISE! Two Tax lots totaling 100.83 acres of pure serenity with breathtaking views of Fords Pond, Sutherlin Golf Course, and city lights. Exquisite Custom Home boasts 2998sf of thoughtfully designed and upscale living space, featuring 3 spacious bedrooms, 2.5 baths, and a separate office space with beautiful Alder Built-ins. The sunken living room is a true showstopper, boasting 22' cathedral ceilings, expansive tinted windows, a double sided fireplace, and built-in cabinetry-perfect for entertaining. Nothing was missed in this home including the wood sills and extra large baseboard for true quality and craftsmanship. Custom kitchen is both functional and luxurious, offering ample space, abundant light, and Granite countertops. Bamboo flooring, carpet and tile throughout. Primary suite is a true retreat, with its own fireplace, entrance off the back patio & deep walk in closet. A luxurious on-suite bathroom that includes his & her sinks, tiled walk-in shower, jacuzzi tub, and built in Sauna. Outside the property is just as impressive: 3 car garage (30'deep) & extra wide. A 24'x 40' drive through shop with concrete floor. A 36'x 24' Barn featuring 2 stalls, a tack room, tongue and groove, concrete floors, and rubber mats. An additional 12' extended roof adds extra shelter. Separate storage shed and tool shed for all your equipment needs. Natural Spring water on property with quality filtration system. John Deere Tractor included 4400 with 430 loader & 3 attachments-Scrapper, Brush Hog, & Hitch. Easement and Firewise USA community. Possible Owner Will Carry Option w/25% Down @4.75% interest with 5 year term. Call for Details and a showing today!

1000 WINDY MOUNTAIN LN, Oakland

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