3+ Bedroom Waterfront Homes for Sale in Lake Oswego, OR Under $5M

There are 4 single family homes for sale in Lakeoswego, OR, with 3 to 5 bedrooms, 4 to 7 bathrooms, and 4,480 to 7,220 square feet of living space. Displayed asking prices range from $2,750,000 to $4,995,000, and build years from 1930 to 2014. The largest, at 1527 Lake Front Road, offers 5 bedrooms and 7,220 square feet for $4,250,000.

Lake Oswego's main lake frontage runs along Oswego Lake, where shoreline lots range from low-bank waterfront to gated estates set behind mature trees. Downtown Lake Oswego, with its A Avenue shops, restaurants and Millennium Plaza Park, sits a short drive from the north shore. Homes near Tryon Creek border the Tryon Creek State Natural Area, a wooded preserve with trails close to home.

Lake Oswego sits about 10 miles south of downtown Portland, a drive of roughly 25 to 35 minutes via Highway 43 or Interstate 5 outside rush hour. The Lake Oswego School District serves the area, and the Saturday Farmers' Market fills the downtown core during warmer months.

4 homes · starting from

$2,750,000

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Good to know

Buying in Lakeoswego

The questions buyers ask us most about this collection.

What is it like living on Oswego Lake in Lake Oswego?

Oswego Lake is the centerpiece of the city, and shoreline homes here range from low-bank lots with level lawns to larger estates behind private drives. Life on the water often includes boating, paddleboarding and dock access, depending on the property. Buyers should confirm lake frontage, dock rights and boathouse condition during due diligence.

How long is the commute from Lake Oswego to downtown Portland?

Lake Oswego is about 10 miles south of downtown Portland, and the drive usually takes roughly 25 to 35 minutes outside rush hour. Highway 43 and Interstate 5 are the main routes, and peak traffic can stretch that time considerably. Buyers who work downtown should test the drive at the hour they would actually travel.

What should buyers check when buying a lake property in Lake Oswego?

Many lake homes belong to a lake association or lake corporation that charges annual dues and sometimes a transfer fee. Buyers should ask about dock permits, shoreline maintenance and the condition of any boathouse or lift. A home inspection that covers older structures and retaining walls is especially useful on steep waterfront lots.

How is the downtown area different from the Tryon Creek side of Lake Oswego?

Downtown Lake Oswego centers on A Avenue, with shops, restaurants and the lakefront park, so homes nearby appeal to buyers who want to walk to daily errands. The Tryon Creek side feels more wooded and private, with homes that border the state natural area. Buyers should compare how much they value walkability against quiet trail access.

Which schools serve Lake Oswego waterfront homes?

The Lake Oswego School District serves most of the city, including many of the neighborhoods near Oswego Lake. Attendance boundaries can differ between addresses, so buyers with school-age children should verify the assigned schools for a specific property with the district directly. School boundaries can change over time.

Are Lake Oswego waterfront homes a good fit for multigenerational families?

Many larger homes in this part of Lake Oswego offer multiple living areas, main-level primary suites and flexible lower levels that can suit extended family. Buyers considering shared living should look closely at bedroom placement, bathroom count and separate entry options. Layout and privacy matter as much as total square footage for families who live together.