OttoQuest
DATA NOV 14, 2026Pro ✦Sign in

Boston, MA · 50-mile radius

Used Jeep Grand Cherokee deals near Boston, MA

The median asking price is $23,990 across 1,300 used vehicles within 50 miles of Boston, MA. 433 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
$23,990
Middle half of asking prices
$16,174 – $29,915
First seen in the past 7 days
325

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Featured listings near Boston, MA. Pins mark approximate areas.

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Best deals near Boston, MA

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

  1. 2014 Jeep Grand Cherokee Laredo

    Worcester, MA · 134,500 mi

    36 comparable cars

    $6,495▼ 29% belowEst. $9,181
  2. 2018 Jeep Grand Cherokee Overland

    Haverhill, MA · 92,708 mi

    46 comparable cars · Accident reported

    $12,995▼ 29% belowEst. $18,191
  3. 2012 Jeep Grand Cherokee Laredo

    South Easton, MA · 116,679 mi

    33 comparable cars

    $6,500▼ 28% belowEst. $9,024
  4. 2018 Jeep Grand Cherokee Overland

    Lawrence, MA · 153,656 mi

    46 comparable cars · History unreported

    $9,900▼ 27% belowEst. $13,627
  5. 2014 Jeep Grand Cherokee Overland

    Westwood, MA · 91,511 mi

    46 comparable cars

    $10,111▼ 26% belowEst. $13,676
  6. 2014 Jeep Grand Cherokee Laredo

    Sterling, MA · 135,000 mi

    36 comparable cars · History unreported

    $6,799▼ 26% belowEst. $9,151
Browse below-market matches →

Recently spotted near Boston, MA

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

  1. 2019 Jeep Grand Cherokee

    North Attleboro, MA · 92,601 mi

    First seen

    $17,094
  2. 2017 Jeep Grand Cherokee Limited

    Nashua, NH · 88,350 mi

    First seen

    $14,900
  3. 2023 Jeep Grand Cherokee 30th Anniversary 4xe

    Westborough, MA · 28,162 mi

    First seen

    $28,998
  4. 2024 Jeep Grand Cherokee Limited

    Danvers, MA · 32,453 mi

    First seen

    $32,597
  5. 2020 Jeep Grand Cherokee Laredo

    Warwick, RI · 58,580 mi

    First seen

    $22,383

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
2024114$29,45235,464
2023334$28,99735,382
2021139$22,90074,238
202091$19,37285,269
201996$17,54786,821
201890$15,57794,848

Other used cars near Boston, MA

Used SUVs35,109Used SUVs up to $25,00016,958Used Toyota RAV41,626Used Honda CR-V1,576Used Ford F-1501,337Used Jeep Wrangler1,173Used Chevrolet Silverado 15001,086Used Nissan Rogue1,056Used Subaru Forester1,024Used Honda Civic946Used Honda Accord931Used Toyota Corolla893Used Ram 1500892Used Toyota Camry824

Used Jeep Grand Cherokee in other cities

New York, NY2,399Philadelphia, PA1,723Chicago, IL1,664Washington, DC1,160Detroit, MI1,125Baltimore, MD1,056Dallas, TX861Fort Worth, TX861Hartford, CT840Atlanta, GA823Minneapolis, MN769Los Angeles, CA736Denver, CO707Houston, TX671

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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