O'Brien Homes for Sale

Welcome to O'Brien, Oregon—a hidden gem nestled in the heart of Josephine County. This charming community is surrounded by the breathtaking beauty of the Pacific Northwest, offering a serene escape from the hustle and bustle of city life. With its lush landscapes, towering trees, and sparkling rivers, O'Brien is an ideal destination for outdoor enthusiasts and those seeking a peaceful lifestyle.

The town is known for its friendly atmosphere and strong sense of community, making it a perfect place for families and individuals alike. O'Brien’s rich history and vibrant local culture are reflected in its quaint shops, cozy cafes, and community events that bring residents together throughout the year. Whether you’re hiking the scenic trails of the nearby Siskiyou National Forest or enjoying a leisurely afternoon by the Illinois River, there’s no shortage of natural beauty to explore.

For those considering a move to this idyllic location, O'Brien offers a variety of homes for sale that cater to different lifestyles and budgets. From charming cottages with rustic charm to spacious family homes surrounded by nature, there’s something for everyone. The real estate market here provides an excellent opportunity for buyers looking to invest in a peaceful retreat or a permanent residence in this picturesque town.

Discover the allure of O'Brien, Oregon, where your dream home awaits amidst stunning landscapes and a welcoming community. Embrace the tranquility and adventure that this beautiful region has to offer—your new life in O'Brien starts here!

Newest O'Brien Homes for Sale

$253,650

3 Beds ⋅ 2 Baths ⋅ 220222876 MLS

Investor opportunity in O'Brien! Nestled among towering evergreens, this 3-bedroom, 2-bath home offers a spacious floor plan, attached 2-car garage, and peaceful forest setting on a private rural property. The layout features generous living spaces, a large kitchen with dining area, and ample natural light throughout. Surrounded by nature, the property provides a tranquil retreat with room to create your vision. The home is in need of repairs and updates, making it an ideal opportunity for investors, contractors, or buyers looking to build equity. Conveniently located near outdoor recreation, rivers, and national forest lands, this property offers endless potential in a beautiful Southern Oregon setting.

1110 Naue Way, O'Brien

$335,000

1 Beds ⋅ 2 Baths ⋅ 220221104 MLS

Built by hand, with love, over years -- and it shows. This thoughtfully crafted home on Arrowhead Drive sits beneath a cathedral of tall timber on land that has been carefully cleared and kept beautiful. Wood finishes, skylights, a loft, a wood stove, and a master suite that sits just apart from the main house (easily connected with a simple alteration). A separate ~600 sq ft building serves as studio, ADU, office, or creative space -- your call. Covered carport, woodshed, garden shed, and a genuine sauna round out a property that feels rare because it is. This is a home built with intention, and it carries that feeling in every room.

555 Arrowhead Drive, O'Brien

$399,000

2 Beds ⋅ 1 Baths ⋅ 220219633 MLS

Discover peace and privacy at 755 Rough & Ready Creek Rd, a picturesque country home surrounded by nature. Set on 20 acres of beautiful land, this inviting property offers an open floor plan, seamlessly connecting the living, dining, and kitchen areas—perfect for entertaining. Enjoy the back deck, ideal for relaxing or hosting outdoor gatherings. With 2 bedrooms, 1.5 bathrooms, and ample storage, this home has everything you need. The 20 acre property includes outbuildings, sheds, pole barn and plenty of space for gardening, hiking, or outdoor activities. Just a short drive from local amenities, this home offers the perfect blend of convenience and rural living. Schedule your private showing today and embrace country living at its finest!

755 Rough Ready Creek Road, O'Brien

$249,999

3 Beds ⋅ 1 Baths ⋅ 220219139 MLS

Needs remodel

1005 Naue Way, O'Brien

$235,000

3 Beds ⋅ 1 Baths ⋅ 220217244 MLS

Private and peaceful 20-acre property tucked behind a gated entrance and bordering BLM land. Where nature takes center stage, this is a place to truly unplug- a deeply restorative setting and your own private wilderness sanctuary. The 1,300+ sq ft cabin is solid and well-insulated with tongue-and-groove pine walls, a handcrafted hearth, and a flexible 7-room layout. The main level offers multiple living spaces with potential for bedrooms, while the upper level includes additional rooms, a loft, and storage. Newer metal roof. Off-grid setup with solar and generator power. The well produces approximately 14 GPM and feeds a holding tank with gravity flow to the cabin. Natural spring on the property. The land features a mix of mature trees, usable terrain, fenced garden area, greenhouse, mini barn, and an orchard with apple, pear, plum, fig, and persimmon trees. Additional features include a porch, sauna, outhouse, and outdoor bathing area with hot water. Ideal for a homestead or getaway!

1259 Waldo Road, O'Brien

$409,000

3 Beds ⋅ 2 Baths ⋅ 220216853 MLS

Perched atop a gentle knoll for exceptional privacy and tranquility, this 1,539-square-foot ranch-style home rests on 6.1 wooded acres in O'Brien, Oregon. Built in 2003, the three-bedroom, two-bath residence features a brand-new custom shower, jetted tub, and updated appliances including cooktop, dishwasher, dryer, and washer. Central air conditioning and a forced-air heat pump maintain ideal comfort, while oversized picture windows capture stunning forest views. Unwind on the deck surrounded by native plants and landscaped grounds, immersed in nature. Practical elements include a large garage with workshop, carport, RV hookups and parking. Conveniently located near the Illinois River, local amenities, and swift routes to the California border, Redwood National Forest, and coastal attractions, this serene retreat balances seclusion with easy reach. Call for a showing today!

35255 Redwood Highway, O'Brien

$995,000

2 Beds ⋅ 3 Baths ⋅ 220214505 MLS

Nestled on 80 private acres along the scenic Redwood Highway, this unique 2-bedroom, 2.5-bath property offers privacy, space, and rustic charm. The home features a cozy cabin-style feel with a distinctive artistic design, open living areas, and a loft that provides flexible space for guests, an office, or hobbies. Fully off-grid, this property is ideal for those seeking a self-sufficient lifestyle. Enjoy peaceful mornings overlooking your private pond, surrounded by beautiful forested landscapes, three forest views, and expansive territorial scenery. A detached 2-car garage and covered RV parking provide plenty of room for vehicles, equipment, and recreational toys. The tractor and all attachments are included, adding value and convenience for maintaining the acreage. With abundant wildlife, open skies, and endless opportunities to explore or relax, this one-of-a-kind Southern Oregon retreat is perfect as a full-time residence, recreational property, or private getaway.

37010 Redwood Highway, O'Brien

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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: