Portland Real Estate Experts

Homestead | SW Portland Homes


Homestead is a charming neighborhood on Marquam Hill of Southwest Portland, Oregon, filled with lush greenery and luxury homes. The neighborhood is home to OHSU, the Portland Veteran Affairs Medical Center, and Terwilliger Plaza, providing easy commuting access and fun opportunities to ride the Portland aerial tram down the hillside to the dining and shopping paradise of Portland's South Waterfront. This desirable area has miles of fantastic running paths and natural areas, community parks, and amazing views of the river. Homestead is bordered by the Southwest Hills, Corbett-Terwilliger, and Healy Heights Neighborhoods.


The Homestead area was once a private property belonging to Portland pioneer Phillip Marquam. Marquam purchased the 298 acres in 1857 for $2500, and a section of the hilly area was portioned off into 400 square foot blocks initially quartered into four home properties. Because of the difficult natural surroundings, many of these plots have remained undeveloped, giving the surrounding areas a retreat-like feel. The major road through the area, Terwilliger Parkway, is one of Portland's most scenic routes. Built in 1911 on what was once a railroad line, the road was created to be a recreational drive for "pleasure cruisers," gifted to the city by the Terwilliger family with the condition that it remain scenic, green, and not used for commercial traffic or developed for commercial use.

Because of its early history, Homestead has the largest amount of open green space of any neighborhood in Southwest Portland, and many homes border private woods and nature trails.


Homestead is located on the east-facing slope of the west Hills, bordering "Pill Hill," the nickname of the main OHSU campus. Bordered by the Southwest Hills neighborhood to the north and west, the Corbett/Terwilliger/Lair Hill neighborhood to the east, and the Hillsdale neighborhood to the south, Homestead provides easy access to Downtown Portland via Terwilliger Parkway, Barbur Boulivard, and Fairmont Drive. The neighborhood is comprised of three main residential areas on Fairmont Drive, the "Terraces Area" between Terwilliger and Barbur, and the Marquam Hill Village area.


Homestead boasts a diverse selection of architectural styles, ranging from classic Northwest, Colonial, and Mediterranean to beautiful custom designed modern homes.

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The Homestead neighborhood is supported by a vibrant community organization, the Homestead Neighborhood Association (HNA). Membership in the HNA is available to anyone living or holding a business license within the Homestead boundaries. Hosting monthly board meetings which serve as social events and city planning conversations, the HNA has been recognized by the City of Portland as a certified neighborhood since 1974.

The HNA provides many neighborhood resources, fights for the preservation of natural areas, provides volunteer opportunities of community improvement, and organizes neighborhood activities including:

  • Gardening Classes and Plant Exchanges
  • The Homestead Summer Barbecue
  • Trail Walks, Ivy Removal Teams, and Maintenance Parties
  • Neighborhood Watch Program
  • Movie and Book Clubs
  • Neighborhood Sports Teams
  • And Much More!


Homestead's local schools are: Ainsworth Elementary School (2425 SW Vista Ave.), West Sylvan Middle School (8111 SW West Slope Dr.) and Lincoln High School (1600 SW Salmon St.).


Marquam Nature Park: This popular trail area starts just south of downtown at the foot of the West Hills and winds up the hill to the Homestead neighborhood. The Nature Park is home to many native plant species and has several trails that wind through majestic Douglas fir, Western hemlock, Red cedar, and Big-leaf maple trees. The trail system connects Council Crest and the Oregon Zoo. The main trail is less than a mile, with 10 marker posts.

Duniway Park Lilac Garden: This gorgeous public space, once home to Portland's first Italian community, features a state-of-the-art running track, 225 lilac plants blooming in the spring (including a large Japanese Tree lilac which blooms in June), and steep hillsides cover with fir and cedar trees. People come from miles around to smell the amazing lilac blooms, grown by B.O. Case in the early 1900's. The Duniway Park running track is made from recycled rubber, including over 20,000 lbs. of athletic shoe soles donated by Nike, Inc in Beaverton.


Paloma Clothing: (6316 SW Capitol Hwy) This friendly, upbeat boutique is located in the Hillsdale Shopping Center near Wilson High School, right next to the Food Front co-operative grocery. New stuff arrives every day, and many accessories are made locally, You can find some amazing, beautiful pieces here, including brands like Aventura, Bryn Walker, Citron, Cut Loose, Flax, Free People, Jag pants, Kenzie, Loco Linda, Nic and Zoe, Neesh, Nomadic Traders, Putumayo, S.F. City Lights, Two Star Dog, URU, Willow, Weston Wear and XCVI.

Sushi Takahashi 2: (2415 SW 5th Ave) This hole-in-the-wall space with feel like your private sushi chef, with great prices, FRESH seafood, and awesome ambiance. With one of those cool sushi toy trains and excellent hand-rolled sushi, this place is both quality and fun! tempura tai - deep fried snapper on piece  of rice with a light creamy sauce. Try the salmon skin roll (salmon skin fried to a nice crisp and finely chopped rolled with scallions, carrots, cucumber) and the salmon nigiri. The prices can't be beat!

Chart House: (5700 SW Terwilliger Blvd) This favorite luxury restaurant has an amazing view over Portland and the Willamette River, with 5-star food. For a never-fail meal, try the crab, mango and avocado stack for your appetizer and the macadamia nut encrusted fish of the day for your entree. Sit back and enjoy the view!

Bamboo Grove Hawaiian Grille: (0515 SW Carolina St) This great lunch place has tons of choices for every appetite. They have different sizes for a lot of the plates, so everyone can choose what portion they want. Warning: the big portions are REALLY BIG. The Shoyu chicken is delicious, as are the Korean ribs. They've also got a sweet little patio, perfect for sipping Passion Fruit Margaritas in the summertime!

Corbett Fish House: (5901 SW Corbett Ave) These guys have the BEST chile-fried catfish fish and chips in the city! It's got a chili-garlic oil underneath the breading, and its fried to a perfect crisp. Everything is gluten-free, perfect for people with and without dietary restrictions, and the atmosphere is amazingly welcoming. They are also committed to the idea of sustainable seafood, so they follow the guidelines of the Monterey Bay Aquarium Seafood Watch Program.


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