4+ Bedroom Multigenerational Homes for Sale in Portland, OR Under $725K

There are 6 single family homes for sale in Portland, OR, with 4 to 5 bedrooms, 3 to 4 bathrooms, and 2,002 to 2,528 square feet of living space. Displayed asking prices range from $578,999 to $739,900, and build years from 1928 to 2026. The largest, at 15946 Southeast Henderson Way, offers 4 bedrooms and 2,528 square feet for $578,999.

Woodstock, Maplewood, Parkrose and Woodlawn each give multigenerational families a different side of Portland. Woodstock sits on Southeast Portland's east side, with Sellwood and Mt. Tabor close by. Maplewood tucks into the Southwest hills, where quiet cul-de-sacs back onto wooded greenways. Parkrose and Woodlawn in Northeast Portland offer flatter lots and easy access to Columbia Boulevard.

Daily errands and commutes use Interstate 205 and Interstate 84, which link these neighborhoods to downtown and the airport. Mt. Tabor Park gives walkers an extinct volcano summit with reservoirs below, and Forest Park, a wooded urban preserve, sits on the west side. Families should compare Portland Public Schools attendance boundaries street by street, since they change from one neighborhood to the next.

6 homes · starting from

$578,999

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Good to know

Buying in Portland

The questions buyers ask us most about this collection.

What is it like to live in Woodstock with extended family?

Woodstock has a village feel along Southeast Woodstock Boulevard, with shops, cafes and local services within walking distance of many homes. Its streets are lined with older homes and newer infill, so family members of different ages can often find a quiet block close to the busier corridor. Sellwood and Mt. Tabor are a short drive away for shared outings.

How does Maplewood differ from Parkrose for a multigenerational household?

Maplewood sits in the Southwest hills and feels more secluded, with wooded greenways and cul-de-sacs that suit families who want privacy. Parkrose in Northeast Portland is flatter and closer to the airport corridor and Columbia Boulevard, which makes errands and commutes simpler for busy households. Both work well for multigenerational living, depending on whether quiet or convenience matters more.

What should buyers check in multigenerational homes in Portland?

Buyers should look closely at how the floor plan separates living spaces, including bathrooms, bedrooms and any lower-level area. Ask about the age of the roof, heating and any previous permits for finished basements or added rooms. A walk through the home at different times of day shows how noise and light will feel for everyone who lives there.

How do commutes work from Southwest and Northeast Portland neighborhoods?

Interstate 5 and Interstate 205 connect Southwest and Northeast Portland to downtown, though rush hour traffic can slow trips on both routes. Northeast neighborhoods are close to Interstate 84 and the airport, which helps households with frequent travel. Testing your usual commute at peak hours is the most reliable way to judge it.

Which schools serve these Portland neighborhoods?

Most of these neighborhoods are served by Portland Public Schools, but attendance boundaries can change from one block to the next. Families should confirm the assigned schools for a specific address before making an offer. Checking enrollment and program options directly with the district keeps the decision based on current information.

Is there outdoor space nearby for larger families in Portland?

Mt. Tabor Park in Southeast Portland offers trails, open lawns and views from its volcanic summit, which suits multigenerational families who want outdoor time together. Forest Park gives the west side a large network of hiking trails through the woods. Local parks and greenways make it easier for children and older relatives to spend time outside.