Buying Southern Oregon: A Comprehensive Ranking of Towns

If you're considering buying in Southern Oregon, you're in for a treat! This region boasts a diverse array of charming towns, each with its unique personality and lifestyle offerings. In this blog, we'll explore the best and worst towns in Southern Oregon, helping you find the perfect fit for your next home.

When it comes to finding the best place to live in Southern Oregon, it all depends on what you’re looking for. Whether you prefer the vibrant arts scene in Ashland or the peaceful, rural vibe of Jacksonville, there’s something for everyone. Families often gravitate toward Medford for its amenities, while retirees might find Grants Pass more their speed. Outdoor enthusiasts will love being close to mountains, rivers, and trails no matter where they land. By the end of this blog, you’ll have a clearer idea of which town truly feels like the best place to live in Southern Oregon for your lifestyle.

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Choosing the Right and Best Town in Southern Oregon

When it comes to buying Southern Oregon, selecting the right town is crucial. Each town has its own unique vibe, amenities, and accessibility. Whether you prioritize outdoor activities, community engagement, or affordability, understanding the nuances of each town can help you make an informed decision. Let's dive into the rankings, starting with the least favorable towns.

Tier D: Least Favorable Towns

Gold Hill

Gold Hill is centrally located between Medford and Grants Pass, making it a convenient spot for commuters. Its strategic position serves as a crucial junction for those traveling to work or looking to explore the surrounding areas. However, despite its advantageous location, Gold Hill feels a bit neglected and lacks significant development. The town has remained largely unchanged for years, with only minor updates to its buildings that fail to enhance its overall appeal.

Despite its shortcomings, Gold Hill boasts the stunning Rogue River running through it, which adds to its charm and beauty. The river offers various recreational activities, from fishing to kayaking, making it an attractive feature for outdoor enthusiasts. Unfortunately, its older homes and smaller lots might not appeal to everyone. This town has untapped potential, with a rich history and a sense of community that could be revitalized with the right investment and community effort. With a focus on improvement, Gold Hill could transform into a vibrant place where residents feel proud to live and visit.

Cave Junction

Cave Junction has earned a reputation as an affordable town, attracting those seeking budget-friendly options. It was once predominantly known for its burgeoning cannabis industry, which, while providing economic opportunities, also brought in some unsavory elements that negatively impacted the town’s image. However, in recent years, concerted efforts have been made to improve its reputation, with new communities, schools, and infrastructure emerging to create a more inviting environment for current and prospective residents.

Despite these improvements, Cave Junction's remote location—about 40 minutes from Grants Pass—limits its appeal to a broader audience. This distance can be a considerable drawback for those who value proximity to urban amenities such as shopping, dining, and healthcare facilities. While the town's rural character may indeed attract individuals and families who are looking for a slower-paced lifestyle away from the hustle and bustle of city life, it may not be enticing enough for those who require easy access to such conveniences. For some, the ideal situation is to enjoy the benefits of rural living while still being close enough to urban centers for work or leisure activities, and this might be where Cave Junction falls short. Overall, while it offers affordability and a unique lifestyle, the lack of immediate urban conveniences may deter potential residents who prioritize accessibility.

White City

White City offers affordable housing just 15 minutes from Medford, making it an attractive option for first-time homebuyers. However, it has a higher crime rate and fewer amenities, leading to a less desirable living environment. The town's appearance often reflects its challenges, with visible graffiti and litter.

While it serves as a stepping stone for budget-conscious buyers, White City needs significant improvements to enhance its appeal. It’s a place where affordability comes at the cost of aesthetics and safety.

Tier C: Moderate Towns with Trade-offs

Medford (South and West Medford)

Medford is the largest city in Southern Oregon, offering a blend of urban amenities and suburban living. South and West Medford, in particular, have seen improvements, making them more attractive than before. The area features shopping, dining, and job opportunities, but some challenges remain.

South Medford showing local businesses

While the neighborhoods are improving, issues like a higher crime rate and visible homelessness can deter potential residents. Still, the growing developments and community efforts offer hope for a brighter future.

Shady Cove

Shady Cove is a picturesque town known for its river access, making it a paradise for outdoor enthusiasts. The community has a tight-knit vibe, and the scenic views are breathtaking. However, its remote location—about 40 minutes from Medford—can be a drawback for those who need frequent access to urban amenities.

If you prioritize recreation and a tranquil lifestyle, Shady Cove could be a great choice. However, the distance from shopping and healthcare facilities may not suit everyone.

Phoenix and Talent

These neighboring towns are on the rise after recovering from the devastating Almeda Fire in 2020. They offer a blend of new construction and artistic community vibes. Their proximity to Ashland makes them appealing for those who want to experience a lively cultural scene without the high costs of living in Ashland itself.

While they are still rebuilding, the towns are developing new downtown areas and amenities that enhance the lifestyle options available to residents. If you're looking for a community that values creativity and resilience, Phoenix and Talent are worth considering.

Tier B: Up-and-Coming Towns with Growth

Central Point

Central Point is a thriving community with a family-friendly vibe. The town is strategically located near Medford, offering easy access to amenities like Costco and the airport. The city government has done an excellent job of revitalizing the downtown area and attracting new businesses.

With numerous parks and good schools, Central Point is an ideal location for families. The ongoing developments suggest that the town will continue to improve, making it a strong contender for those looking to buy in Southern Oregon.

Grants Pass

Grants Pass is a vibrant and inviting town with a rich history, known for its charming downtown and an abundance of access to outdoor activities. Nestled along the banks of the breathtaking Rogue River, it boasts a scenic landscape that provides endless recreational opportunities for nature enthusiasts and adventure seekers alike. The river serves as a central feature of the town, offering activities such as fishing, rafting, and kayaking, making it a true haven for outdoor lovers. While Grants Pass has faced challenges, including issues related to homelessness, recent efforts by local authorities and community organizations have significantly improved public safety and cleanliness, enhancing the overall quality of life for residents.

This town attracts families looking for affordability and a strong sense of community, making it a popular choice for those seeking a welcoming environment. Grants Pass is not only a beautiful place to live but also an area that is experiencing rapid improvement and growth, making it a solid choice for individuals and families considering buying in Southern Oregon. The community spirit is palpable here, with numerous local events, farmers' markets, and festivals that bring residents together and foster a strong connection among neighbors. With its combination of natural beauty, a vibrant downtown filled with unique shops and restaurants, and a commitment to community development, Grants Pass is truly a gem in the heart of Southern Oregon that is well worth considering for your next home. Whether you're drawn to its outdoor lifestyle or its friendly atmosphere, Grants Pass offers a unique blend of small-town charm and modern amenities that appeal to a diverse range of residents.

Eagle Point

Eagle Point is a smaller town that offers a unique blend of rural charm and modern development. The community has experienced significant growth, particularly around its golf course, attracting those who appreciate a more laid-back lifestyle. However, its distance from Medford—about 20-30 minutes—may not suit everyone.

Eagle Point showcasing the golf course

If you're interested in new construction and a quieter lifestyle, Eagle Point could be the right fit. While it may lack some dining options, its welcoming community and beautiful surroundings make it an appealing choice for many.

Tier A: Most Desirable Places to Live

East Medford

East Medford is often considered the crown jewel of Southern Oregon—and for good reason. With extensive development, this area features stunning homes and breathtaking views of the Rogue Valley. If you’re in the market for luxury properties, you’ll find million-dollar homes that truly impress. It’s no surprise that East Medford consistently ranks as one of the best areas to live in Medford, thanks to its ideal blend of beauty, convenience, and community.

The convenience of East Medford cannot be overstated. It’s close to the hospital, airport, shopping centers, and a variety of restaurants. Families will appreciate the excellent schools in the area, making it a fantastic choice for those looking to settle down.

This neighborhood is bustling with activity, perfect for those who enjoy outdoor pursuits. You’ll often see residents walking their dogs or biking along the scenic paths. Parks and recreational opportunities abound, with Roxy Ann Peak just a short hike away.

East Medford attracts professionals—doctors, managers, and families alike. If you're exploring relocation options, this neighborhood should definitely be on your radar. With its stunning views, modern amenities, and community feel, it's easy to see why East Medford remains one of the best areas to live in Medford.

Ashland

Ashland is the cultural heart of Jackson County, home to the renowned Oregon Shakespeare Festival. This town is celebrated for its vibrant arts scene and has been recognized as one of the best small arts towns in America.

The downtown area is a culinary delight, filled with top-rated restaurants that have gained national recognition. Ashland boasts a diverse community, attracting retirees, families, and students from nearby Southern Oregon University.

While Ashland is slightly isolated from other towns, it provides a unique charm. The community balances various lifestyles, making it welcoming for all. The median home price is higher here, often around the $600,000 mark, but the beauty and culture justify the investment.

Jacksonville

Jacksonville is a historic town that encapsulates the essence of Southern Oregon. With well-preserved architecture dating back to the 1850s, it offers a charming atmosphere filled with boutiques, shops, and delightful restaurants.

Known for its vibrant vineyards and strong sense of community, Jacksonville is particularly appealing to retirees. The town is very walkable, with lovely streets that invite leisurely strolls.

Events like the Brit Festival offer outdoor concerts with stunning views, making it a popular destination for locals and visitors alike. Jacksonville is a town where you can truly enjoy the best of Southern Oregon living.

The #1 Town: Best Small-Town Living

Rogue River

Rogue River is, without question, the pinnacle of small-town living in Southern Oregon. This charming town combines the best of both worlds: proximity to larger cities and the intimate feel of a close-knit community. With easy access to Grants Pass and Medford, Rogue River provides all the essential services you might need—grocery stores, pharmacies, restaurants, and more. The town is designed for convenience, ensuring you never feel isolated.

What sets Rogue River apart is its community spirit. Residents are friendly and welcoming, creating an environment where everyone knows each other. You can expect to see familiar faces while running errands or enjoying local events.

Outdoor enthusiasts will love the recreational opportunities available. The Rogue River flows right through the town, offering fishing, kayaking, and scenic trails for hiking and biking. If you're searching for the best place to live in Southern Oregon, Rogue River stands out as a top contender for its natural beauty, tight-knit community, and unbeatable access to both nature and city life.

Conclusion

Choosing the best place to live in Southern Oregon ultimately comes down to your lifestyle, priorities, and future goals. With so many unique towns offering their own charm, it's important to weigh the pros and cons before making a decision. Whether you're drawn to the artsy energy of Ashland, the convenience of Medford, or the quiet beauty of Grants Pass, there's a town that can easily become the best place to live in Southern Oregon for you. This region offers a balance of natural beauty, tight-knit communities, and affordable living that make it highly desirable. We hope this guide gave you better insight into what makes each area special—and why so many consider this region the best place to live in Southern Oregon. From outdoor recreation to local culture and everything in between, Southern Oregon really does have something for everyone. If you're relocating, investing, or simply exploring your options, finding the best place to live in Southern Oregon can be a life-changing move. Don’t rush the process—take time to visit, connect with locals, and envision your day-to-day life in each area. At the end of the day, the best place to live in Southern Oregon is the one that feels most like home. Reach out if you’d like help narrowing down your search—we’d love to help you discover your perfect spot in this beautiful region.

CHECK OUT OUR INTERACTIVE MAP OF SOUTHERN OREGON

FAQ About Southern Oregon Towns

What makes Southern Oregon the best place to live?

Southern Oregon offers a diverse range of communities, each with unique characteristics. From vibrant arts in Ashland to the outdoor adventures in Rogue River, there's something for everyone.

Are there good schools in Southern Oregon?

Yes, many towns in Southern Oregon, like East Medford and Ashland, have highly rated schools, making them attractive for families.

What is the average home price in Southern Oregon?

The average home price varies by town. Generally, you can expect prices around $450,000, but areas like Ashland can be closer to $600,000.

Is there a best place to live Southern Oregon for retirees?

Absolutely! Towns like Jacksonville and Ashland are particularly popular among retirees for their community feel, cultural activities, and accessibility to amenities.

How do I choose the best place to live in Southern Oregon?

Consider your priorities—whether it's proximity to work, access to outdoor activities, or a strong sense of community. Each town has its own unique vibe, so spending time exploring or researching them can really help you narrow things down. If you’re still undecided about which town in Southern Oregon is the best fit for you, our team is here to help guide you and make the decision easier.

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Buying Southern Oregon

At Buying Southern Oregon, we are a dynamic team dedicated to helping you achieve your real estate goals. Combining Brian Simmons’ deep market expertise and Josh Berman’s strong negotiation skills, we provide personalized service and local knowledge to ensure a seamless and rewarding experience. Whether you’re buying, selling, or relocating, we’re here to guide you every step of the way and make your Southern Oregon real estate journey a success.

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