248 Wimer + 369 Alta Duplex in Ashland, Oregon

Tucked into the heart of Ashland, Oregon, this thoughtfully designed 1996-built duplex offers a rare blend of space, comfort, and flexibility in one of Southern Oregon’s most sought-after markets. With 2,831 square feet total and two 2-bedroom, 2-bathroom units, the property is ideal for a buyer looking for an owner-occupied duplex in Ashland or a long-term hold with built-in rental appeal.

The main residence lives and feels like a standalone home, starting with an inviting foyer that opens into a bright, open layout enhanced by vaulted ceilings and a warm, welcoming flow. Hardwood floors and granite countertops add a timeless finish, while the generous floorplan provides space to spread out, perfect for everyday living and easy entertaining. The great-room concept connects the living and dining areas in a way that feels natural and spacious, centered by a living room fireplace that adds character and comfort through the seasons. Step outside and you’ll find one of the home’s standout features: a large view deck off the living and dining area, creating a seamless indoor-outdoor extension for morning coffee, summer dinners, or sunset unwinding.

The primary suite is designed as a true retreat, featuring its own fireplace and access to a private deck, a quiet corner that feels removed from the day-to-day. The bathrooms are notably spacious, and the primary bath includes a soaking tub, offering that spa-like exhale at the end of the day. A dedicated laundry room, ample storage, and the convenience of a double garage round out the main unit, giving it the functionality buyers want in a full-time residence.

The second unit complements the property beautifully with a practical, efficient design that appeals to tenants and low-maintenance living. Set up all on one level, it includes two bedrooms and two full bathrooms, plus a two-car garage of its own, an increasingly rare bonus in Ashland’s rental landscape. A tenant is already in place, making this an immediate rental opportunity for buyers who value stability (buyer to verify terms). Whether your goal is to live on one side while generating rental income on the other, or to hold it as a traditional investment, this property supports multiple strategies without sacrificing livability.

Beyond the home itself, the location speaks for itself. The Rogue Valley is known for its four-season lifestyle, mountain views, wineries, outdoor recreation, and strong sense of community—an area where people come for the beauty and stay for the quality of life. Ashland is the crown jewel for many, celebrated for its vibrant downtown, locally owned restaurants, parks, trails, and the world-renowned Oregon Shakespeare Festival. From Lithia Park strolls to quick access to skiing at Mt. Ashland, rafting and fishing on the Rogue, or weekend tasting rooms throughout the valley, it’s an environment that supports both daily ease and weekend adventure.

If you’ve been searching for an Ashland duplex for sale, a Southern Oregon investment property, or a home that lets you combine personal living with rental upside, this is a standout opportunity, designed, well located, and hard to replace.