Why Sherwood, Oregon is One of the Portland Area’s Most Desirable Places to Live

Just 30 minutes southwest of Portland, Sherwood, Oregon has quietly become one of the most desirable small towns in the region. Surrounded by rolling vineyards, wooded trails, and family-friendly neighborhoods, Sherwood strikes the perfect balance between peaceful suburban living and convenient access to major job centers in the Portland metro.

Named among the "Best Places to Live" by Money Magazine, Sherwood offers a thriving community atmosphere, top-rated schools, and a historic downtown that feels like stepping into a postcard. It’s the kind of place where you can sip wine at a local vineyard on Friday, explore the Tualatin River National Wildlife Refuge on Saturday, and still be at work in downtown Portland by Monday morning.

Whether you’re relocating for work, looking for more space to grow a family, or searching for a close-knit town that values community traditions, Sherwood deserves a spot on your shortlist. Let’s explore why this small city is making such a big impression.

🏘️ Best Neighborhoods in Sherwood

• Old Town Sherwood
  A charming district filled with locally owned shops, cafes, and restored historic buildings. Residents love the walkability and the sense of community pride that defines this heart of the city. It's also home to frequent events and seasonal festivals.

• Woodhaven
  One of the city’s most established and sought-after neighborhoods, Woodhaven is filled with well-kept homes, quiet cul-de-sacs, and beautiful walking trails. It’s popular with families due to its proximity to schools and green space.

• Middleton
  Bordering the Tualatin River National Wildlife Refuge, Middleton offers a more rural feel while still being close to town. It features larger lots, newer construction, and access to nature just outside your front door.

• Arbor Terrace
  This newer development includes a mix of single-family homes and townhomes. It's an ideal option for professionals or smaller families looking for modern convenience and low-maintenance living.

💰 Sherwood Real Estate Market Overview (2025)

Sherwood’s housing market remains strong due to its consistent demand and high quality of life. While it's more affordable than Lake Oswego or West Linn, Sherwood's homes still hold premium value thanks to its school district and charm.

• Median Listing Price: $707,200

• Median Sale Price: $675,166

• Price per Sq. Ft.: $311

• Market Trend: Competitive, with homes selling quickly and often above asking

Inventory remains tight, so buyers looking to move to Sherwood should be prepared to act quickly. Whether you're looking for a turn-key home in a suburban neighborhood or something a bit more private, there are diverse options—especially for those seeking long-term value.

🚗 Commuting & Accessibility

Despite its small-town feel, Sherwood is well-positioned for commuting to many of the region’s major hubs:

• Downtown Portland: 30–35 minutes

• Beaverton: 25 minutes

• Hillsboro (Intel/Nike): 30 minutes

• Salem: About 45 minutes

Most residents rely on personal vehicles, and Highway 99W provides direct access to key routes. While traffic can be heavy during rush hour, Sherwood’s location keeps it manageable compared to other suburbs.

🌟 Local Highlights & Things to Do

• Tualatin River National Wildlife Refuge
  A true gem for outdoor lovers, this refuge offers scenic walking trails, birdwatching, and environmental education programs. It’s one of the best spots in the region for connecting with nature.

• Old Town Sherwood
  Shop, dine, and explore the city’s historic downtown. From antique stores to modern eateries, this area celebrates the old and new in perfect harmony.

• Langer’s Entertainment Center
  This massive family fun center offers bowling, laser tag, climbing walls, and an arcade—making it a go-to for birthday parties, rainy weekends, and family nights out.

• Local Wineries
  With Ponzi Vineyards, Hawks View Winery, and Alloro Vineyard just minutes away, Sherwood is a prime spot for wine lovers looking to enjoy weekend tastings in a beautiful setting.

🎉 Annual Festivals & Events

• Robin Hood Festival
  A beloved Sherwood tradition for over 60 years, this summer event features jousting, medieval costumes, live music, and parades. It’s one of the largest and most unique small-town festivals in Oregon.

• Cruisin' Sherwood
  Thousands of car enthusiasts gather each year to show off classic vehicles and enjoy family-friendly entertainment in the heart of downtown.

• Holiday Tree Lighting
  Sherwood celebrates the season with a cozy winter market, lights, music, and hot cocoa for all. It's a picture-perfect way to ring in the holidays with neighbors.

📚 Schools & Education

Sherwood is served by the Sherwood School District, one of the most respected in the state. The city’s investment in education is evident in its high-quality facilities and innovative programs.

• Archer Glen Elementary
  Known for its nurturing environment and strong academics, this elementary school is highly rated by parents and educators alike.

• Laurel Ridge Middle School
  Serving grades 6–8, Laurel Ridge offers a well-rounded curriculum, strong extracurriculars, and a safe, welcoming environment.

• Sherwood High School
  Recently updated with state-of-the-art facilities, this school offers AP courses, competitive athletics, career tech programs, and a focus on preparing students for post-secondary success.

🌲 Final Thoughts: Why Sherwood Might Be Your Next Home

Sherwood is more than just a suburb—it’s a lifestyle. With its mix of beautiful neighborhoods, outdoor access, celebrated schools, and growing local businesses, it delivers everything today’s buyers are looking for: comfort, community, and convenience.

The city’s appeal lies in its rare ability to balance modern amenities with a small-town atmosphere. Whether you’re raising a family, starting fresh, or settling into a slower pace of life, Sherwood invites you to put down roots in a place where neighbors know each other by name and community still means something. You can enjoy summer evenings at the Robin Hood Festival, explore protected wildlife habitats on weekend hikes, and be sipping a glass of Willamette Valley Pinot by sunset—all without ever leaving town.

Beyond the charm and scenic beauty, Sherwood is a smart investment. With excellent schools, a steady housing market, and strategic location for commuting, it continues to attract buyers who want more than just a house—they want a true sense of belonging.

Thinking about buying in Sherwood?
Let our team at Atlas North Real Estate Group be your guide. We’ll help you explore available homes, uncover hidden gems, and navigate your move with compassion, expertise, and care. Reach out today to schedule a personalized home tour or consultation—we’re ready when you are.