Ashland Homes with Prairie Style

Welcome to Ashland, Oregon – a picturesque gem nestled in the heart of Jackson County. Known for its vibrant arts scene, stunning natural landscapes, and a rich cultural heritage, Ashland is a haven for those seeking a blend of small-town charm and big-city amenities. With its mild climate, residents enjoy year-round outdoor activities, from hiking the scenic trails of the nearby Cascade Mountains to indulging in the local wineries that dot the region.

One of the most captivating aspects of Ashland’s real estate market is the presence of Prairie Style homes. Inspired by the principles of Frank Lloyd Wright, these architectural marvels are characterized by their horizontal lines, open spaces, and integration with the surrounding landscape. Imagine living in a home that not only reflects the beauty of its environment but also offers a sense of tranquility and harmony. Prairie Style homes in Ashland often feature expansive porches, large windows that invite natural light, and organic materials that blend seamlessly with the lush greenery of the area.

Living in Ashland means becoming part of a community that values creativity and connection. Whether you’re exploring the famous Oregon Shakespeare Festival, enjoying the local farmers' market, or simply soaking in the stunning views of the surrounding mountains, Ashland offers a lifestyle that is both enriching and fulfilling.

If you’re in search of a home that embodies the spirit of the West and the elegance of Prairie Style architecture, Ashland is the perfect destination to call home. Discover the charm of this enchanting city and find your dream home today!

Newest Ashland Homes with Prairie Style

$540,000

3 Beds ⋅ 2 Baths ⋅ 220225859 MLS

Enjoy 18+ acres of privacy with a gated entry and set back entrace with valley views! This 2,668 sqft, 3 bedroom, 2 bath home features a large 2 story rock fireplace and vaulted cedar ceilings in both the large formal living room and family room. Additional log studio/office. The land has been cleared and leveled and now very usable. Room for shop, gardens.

19001 Dead Indian Memorial Road, Ashland

$10,775,000

12 Beds ⋅ 10 Baths ⋅ 220210683 MLS

New Frontier Ranch - A storied and truly one-of-a-kind legacy property encompassing 958 breathtaking acres surrounded by pristine wilderness. Steeped in rich history, this remarkable ranch includes a charming farmhouse, museum building, expansive Great Hall, and a private campground with commercial kitchen and bath facilities. Scattered across the land are three rustic cabins, multiple barns and outbuildings, two reservoirs, and irrigated meadows ideal for livestock or crops. Miles of trails wind through forests, meadows, and a preserved ghost town reminiscent of the Old West. Existing resort approvals and extensive infrastructure make it perfect for corporate retreats, events, weddings, festivals, or a destination resort. With unlimited recreation—hiking, horseback riding, ATV adventures, and fishing—this ranch offers both adventure and serenity. A rare opportunity to own a vast wilderness retreat where history, nature, and imagination unite to create something truly extraordinary.

16799 Highway 66, Ashland

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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.

The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated: