O'Brien Homes with Check With District Middle school

Welcome to O’Brien, Oregon – a hidden gem nestled in the heart of Josephine County, where the beauty of nature meets the warmth of community. Known for its breathtaking landscapes and serene atmosphere, O’Brien is the perfect place for those seeking a tranquil lifestyle away from the hustle and bustle of city life. Surrounded by lush forests and the stunning Siskiyou Mountains, this charming town offers an abundance of outdoor activities, from hiking and fishing to birdwatching and exploring the local flora and fauna.

O’Brien is not just a picturesque retreat; it is also a welcoming community that prides itself on its strong educational values. Families will be pleased to know that homes in this area are served by the Check With District Middle School, which is known for its dedicated staff and nurturing environment. This makes O’Brien an ideal location for families looking to settle down in a safe and supportive neighborhood, where children can thrive academically and socially.

Real estate options in O’Brien range from cozy cabins to spacious family homes, ensuring there is something for everyone. Whether you are searching for a peaceful retreat or a place to raise a family, O’Brien offers a unique blend of comfort and community spirit. With its stunning natural surroundings and strong educational resources, this charming town is not just a place to live; it’s a place to call home. Come explore O’Brien, where your dream lifestyle awaits!

Newest O'Brien Homes with Check With District Middle school

$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

$18,500

220218546 MLS

Seller financing available! Open flat area nestled in the trees next to a pretty pond. Is this the most affordable lot within miles? County zoning RR1 Residential allows a home, a manufactured home, or even a tiny home on a permanent foundation. Dimensions are approximately 210 feet wide by 50 feet deep. Electricity is in the street. The pond is on the neighbor's land. Go take a look! Terms: Cash or seller may carry the loan with $9,000 down at 10% interest for 2 years. Monthly payments would be $438.38. Seller may also consider other terms.

Obrien West 0, 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

Start Your Search

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: