Oakland Homes with Vineyard View

Oakland Homes with Vineyard View

Welcome to Oakland, Oregon – a hidden gem nestled in the heart of Douglas County, where the charm of small-town living meets the breathtaking beauty of the Pacific Northwest. Known for its rich history and vibrant community, Oakland offers a unique blend of natural landscapes and modern conveniences, making it an ideal location for those seeking tranquility and connection.

One of the standout features of Oakland is its stunning homes with vineyard views. Imagine waking up each morning to the sight of lush vineyards stretching out before you, their vibrant greens and golds creating a picturesque backdrop. These homes not only provide breathtaking scenery but also an opportunity to immerse yourself in the local wine culture. With several renowned wineries nearby, residents can enjoy wine tasting and vineyard tours, all while savoring the serenity that comes with living in such a picturesque setting.

The town itself boasts a warm and welcoming atmosphere, with friendly neighbors and a strong sense of community. Stroll through the charming downtown area, where you’ll find local shops, delightful eateries, and cultural landmarks that celebrate the town's rich heritage. Outdoor enthusiasts will appreciate the numerous parks and nearby hiking trails, perfect for exploring the stunning natural beauty that surrounds Oakland.

Whether you’re looking to invest in a vineyard-view home or simply seeking a peaceful retreat, Oakland, Oregon, offers a unique lifestyle that beautifully combines nature, community, and the joys of wine country living. Discover your slice of paradise in this enchanting town today!

Newest Oakland Homes with Vineyard View

$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

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