OttoQuest
DATA NOV 12, 2026Pro ✦Sign in

Portland, OR · 50-mile radius

Used Toyota Highlander deals near Portland, OR

The median asking price is $28,195 across 297 used vehicles within 50 miles of Portland, OR. 64 are priced 5–30% below OttoQuest’s estimate for a comparable car.

Inventory checked over 7 days ending · Latest sighting

Browse matching inventory
Median asking price
$28,195
Middle half of asking prices
$17,948 – $34,999
First seen in the past 7 days
101

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Featured listings near Portland, OR. Pins mark approximate areas.

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Best deals near Portland, OR

Ranked by how far each asking price is below its own estimated value.

  1. 2012 Toyota Highlander Limited

    Portland, OR · 169,639 mi

    132 comparable cars · Accident reported

    $8,999▼ 26% belowEst. $12,117
  2. 2013 Toyota Highlander Hybrid Limited

    Milwaukie, OR · 172,875 mi

    14 comparable cars · Accident reported

    $9,995▼ 24% belowEst. $13,227
  3. 2011 Toyota Highlander Hybrid Limited

    Milwaukie, OR · 204,113 mi

    10 comparable cars · History unreported

    $9,745▼ 23% belowEst. $12,619
  4. 2010 Toyota Highlander Sport

    Portland, OR · 180,130 mi

    9 comparable cars · Accident reported

    $7,495▼ 23% belowEst. $9,666
  5. 2003 Toyota Highlander Base

    Longview, WA · 193,000 mi

    17 comparable cars · History unreported

    $4,650▼ 21% belowEst. $5,871
  6. 2018 Toyota Highlander XLE

    Portland, OR · 125,858 mi

    124 comparable cars

    $16,385▼ 21% belowEst. $20,684
Browse below-market matches →

Recently spotted near Portland, OR

Matching cars we first saw in the past 7 days, newest sightings first.

  1. 2020 Toyota Highlander LE

    Hillsboro, OR · 79,749 mi

    First seen

    $26,700
  2. 2005 Toyota Highlander Limited

    Portland, OR · 155,000 mi

    First seen

    $9,991
  3. 2008 Toyota Highlander Hybrid Limited

    Portland, OR · 250,432 mi

    First seen

    $3,199
  4. 2012 Toyota Highlander Limited

    Vancouver, WA · 164,190 mi

    First seen

    $14,991
  5. 2020 Toyota Highlander Hybrid XLE

    Gresham, OR · 39,434 mi

    First seen

    $38,184

Asking prices by model year

The most listed model years in this search. Mileage helps explain some of the difference in asking prices.

YearCarsMedian askMedian miles
202337$36,17936,758
202242$35,65156,777
202129$29,90083,583
201925$26,99977,561
201822$25,72581,509
201726$20,734110,595

Other used cars near Portland, OR

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How these numbers are calculated

What do the prices represent?

These are advertised asking prices for used and certified pre-owned vehicles, before taxes and registration. We use the lowest qualifying asking price per vehicle within 50 straight-line miles of the city center. The middle half is the range from the 25th to the 75th percentile. The median is a benchmark for this search; trim, mileage and condition affect what an individual car is worth.

What qualifies as a deal?

The price has to be 5–30% below our estimate, based on at least eight comparables for the same trim and model year. The estimate accounts for mileage where available, reported history and state. We leave out known modified cars from the deal ranking and exclude reported title issues from this search. Missing history doesn’t mean a car is clean. Confirm availability, vehicle history and the out-the-door price before visiting.

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