Jeep Grand Cherokee prices in Winnipeg: right now
What Grand Cherokees actually ask around Winnipeg, from 90 days of listings across AutoTrader, Kijiji, Facebook Marketplace and dealer inventory. Updated daily.
By CarSnag Data· from our own listings index · updated daily
Quick answer: what does a Jeep Grand Cherokee cost in Winnipeg?
A used 2024-2025 Jeep Grand Cherokee around Winnipeg typically asks $43,490 at a dealer and $41,730 from a private seller. A 2016-2017 asks $18,900 at a dealer and $22,925 private. Those are typical asking prices for clean-title used cars, by model year and mileage only. New 2026-2027 Grand Cherokees on dealer lots ask $67,284. CarSnag's proprietary valuation models also weigh trim, packages, drivetrain, options and condition, which gives a far more accurate value for any one car.
What a Grand Cherokee costs in Winnipeg, by model year
Clean-title cars. Model years 2026-2027 are new, 2025 and older are used. For each model year: the typical asking price (the median), the range 8 in 10 listings ask (the 10th to 90th percentile), and the typical mileage. Dealer and private side by side.
| Model years | Seller | Typical ask | Most ask | Typical mileage | Listings |
|---|---|---|---|---|---|
| 2026-2027new | Dealer | $67,284 | $61,994 to $80,474 | - | 102 |
| 2024-2025 | Dealer | $43,490 | $38,996 to $59,185 | 57,632 km | 19 |
| Private | $41,730 | $36,475 to $43,226 | 67,742 km | 4 | |
| 2022-2023 | Dealer | $40,834 | $35,337 to $44,094 | 56,366 km | 26 |
| Private | $40,500 | $33,900 to $44,990 | 66,100 km | 11 | |
| 2020-2021 | Dealer | $28,843 | $23,147 to $66,669 | 98,058 km | 34 |
| Private | $21,900 | $15,900 to $33,000 | 101,000 km | 31 | |
| 2018-2019 | Dealer | $22,900 | $15,997 to $28,936 | 114,680 km | 20 |
| Private | $28,382 | $22,142 to $44,900 | 79,410 km | 14 | |
| 2016-2017 | Dealer | $18,900 | $13,939 to $20,596 | 158,081 km | 7 |
| Private | $22,925 | $13,040 to $38,676 | 163,000 km | 12 | |
$0$20k$40k$60k$80k$100k | |||||
How dealer Grand Cherokee prices fall with mileage
How private Grand Cherokee prices fall with mileage
Share of the 204 VIN-decoded Grand Cherokee listings on the market around Winnipeg, new and used. Trims count the 204 listings from model year 2022 on.
Grand Cherokee trims in Winnipeg
| Trim | Share |
|---|---|
| Altitude | 54% |
| Limited | 20% |
| Laredo X | 8% |
| Laredo | 5% |
| Overland | 4% |
| 4xe | 3% |
| Other trims | 5% |
Trim alone moves a Grand Cherokee price by thousands. CarSnag's valuation reads the trim of every listing, along with packages, options and condition.
Grand Cherokee specs in Winnipeg
Grand Cherokee engine sizes in Winnipeg
| Engine size | Share |
|---|---|
| 3.6 L | 51% |
| 2.0 L | 49% |
Grand Cherokee transmissions in Winnipeg
Every listing is automatic.
Grand Cherokee powertrains in Winnipeg
| Powertrain | Share |
|---|---|
| Gas or diesel | 94% |
| Plug-in hybrid | 6% |
Grand Cherokee body styles in Winnipeg
Every listing is SUV.
Grand Cherokee drivetrains in Winnipeg
Every listing is 4WD.
Who is cutting their Grand Cherokee price
Grand Cherokee listings around Winnipeg, followed through their first 30 days on the market.
A price drop is gone within hours. CarSnag alerts you the moment a Grand Cherokee around Winnipeg drops its price, so you are the first call the seller gets.
How wide the Grand Cherokee price spread is
The room a flipper or wholesaler works in, and why it can mislead.
Same car, and the private market and the dealer market still sit $3,784apart. That gap is the room a flipper or wholesaler works in. CarSnag's valuation places every listing on it, so you know which side a car sits on before you call.
The data behind this page
CarSnag found 455 Grand Cherokee listings around Winnipeg in the last 90 days across AutoTrader, Kijiji, Facebook Marketplace and dealer inventory feeds, model years 2016 and newer. The statistics use the listings with a real asking price, an odometer reading that fits the model year, a clean title (no hail, salvage or rebuilt flag) and a clear dealer-or-private listing type.
Every typical ask and typical mileage on this page is a median. Every price range is the 10th to 90th percentile of asking prices in that model-year band and seller type: 8 in 10 listings fall inside it. Price cuts are counted over each listing's first 30 days on the market. Everything here is refreshed daily.
| Model years | Dealer | Private | All |
|---|---|---|---|
| 2026-2027new | 102 | 102 | |
| 2024-2025 | 19 | 4 | 23 |
| 2022-2023 | 26 | 11 | 37 |
| 2020-2021 | 34 | 31 | 65 |
| 2018-2019 | 20 | 14 | 34 |
| 2016-2017 | 7 | 12 | 19 |
Stop reading. Start catching.
CarSnag pings your phone the moment a Jeep Grand Cherokee is listed below market value around Winnipeg, on every major marketplace at once. First month free.
Jeep Grand Cherokee in Winnipeg: common questions
How much does a used Jeep Grand Cherokee cost in Winnipeg?
A used 2024-2025 Jeep Grand Cherokee around Winnipeg typically asks $43,490 at a dealer and $41,730 from a private seller. A 2016-2017 asks $18,900 at a dealer and $22,925 private. Those are median asking prices from the last 90 days of listings.
What is a fair price for a 2024-2025 Jeep Grand Cherokee in Winnipeg?
For a 2024-2025 Jeep Grand Cherokee around Winnipeg, 8 in 10 dealer listings ask between $38,996 and $59,185 and 8 in 10 private listings ask between $36,475 and $43,226 (the 10th to 90th percentile). A price under that range deserves a closer look at trim, options and condition before calling it a deal.
How much is a Jeep Grand Cherokee worth by model year in Winnipeg?
Typical asking prices for a used Jeep Grand Cherokee around Winnipeg, by model year. 2024-2025: $43,490 at a dealer, $41,730 private; 2022-2023: $40,834 at a dealer, $40,500 private; 2020-2021: $28,843 at a dealer, $21,900 private; 2018-2019: $22,900 at a dealer, $28,382 private; 2016-2017: $18,900 at a dealer, $22,925 private.
How much does a new Jeep Grand Cherokee cost in Winnipeg?
New 2026-2027 Grand Cherokees on dealer lots around Winnipeg typically ask $67,284, with 8 in 10 between $61,994 and $80,474.
Is it cheaper to buy a Jeep Grand Cherokee from a private seller or a dealer in Winnipeg?
For a 2024-2025 Jeep Grand Cherokee around Winnipeg, dealers typically ask $1,760 more than private sellers: $43,490 against $41,730. The dealer car typically shows 57,632 km on the odometer, the private one 67,742 km.
How much does a Jeep Grand Cherokee lose in value with mileage in Winnipeg?
Around Winnipeg, a 2022-2023 Grand Cherokee from a dealer seller falls from about $50,408 at 13,124 km to $34,160 at 119,205 km, and a 2020-2021 Grand Cherokee from a private seller falls from about $32,813 at 56,000 km to $16,802 at 214,000 km.
What is a high-mileage Jeep Grand Cherokee worth in Winnipeg?
A 2016-2017 Jeep Grand Cherokee from a private seller around Winnipeg typically asks $22,925 at about 163,000 km; at a dealer, $18,900 at about 158,081 km.
What is the most common Jeep Grand Cherokee trim for sale in Winnipeg?
Altitude, at 54% of VIN-decoded 2022 and newer Jeep Grand Cherokee listings on the market around Winnipeg, new and used.
What engine and transmission do most Jeep Grand Cherokees in Winnipeg have?
Among VIN-decoded Jeep Grand Cherokee listings on the market around Winnipeg, the most common are: 3.6 L engine (51%), Automatic transmission (100%), Gas or diesel powertrain (94%).
How many Jeep Grand Cherokees are for sale in Winnipeg?
CarSnag found 455 Jeep Grand Cherokee listings around Winnipeg in the last 90 days across AutoTrader, Kijiji, Facebook Marketplace and dealer inventory.
Do Jeep Grand Cherokee sellers in Winnipeg drop their price?
Some do. 3 of 4 private Jeep Grand Cherokee listings around Winnipeg (75%) cut their price within 30 days of being listed, typically by $1,550 and 6 of 40 dealer listings (15%) did, typically by $1,112.
Why are two Jeep Grand Cherokees with the same mileage priced so differently in Winnipeg?
Around Winnipeg, private and dealer asking prices for a 2024-2025 Jeep Grand Cherokee sit about $3,784 apart for the same year and mileage: about $40,522 on the private side against $44,306 at a dealer. That gap is the room a flipper or wholesaler works in, and CarSnag's valuation places every listing on it.
Jeep Grand Cherokee prices in other cities
Other models in Winnipeg
About this data
Every number on this page comes from CarSnag's own index of Canadian used-car listings. We collect it ourselves from AutoTrader, Kijiji, Facebook Marketplace and dealer inventory feeds, around the clock, and we clean it ourselves: real asking prices, real odometer readings, dealer and private listings kept apart, one row per car. Nothing here is copied from another site.
We treat data as the whole game. The same cleaning that produced this page feeds the proprietary valuation models behind every CarSnag alert, so what you read here and what the app tells you about a single listing rest on the same foundation.
Published by CarSnag. Rebuilt daily from the live index.
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@misc{carsnagmarketswinnipegjeepgrandcherokee2026, author = {CarSnag Data}, title = {Jeep Grand Cherokee prices in Winnipeg}, year = {2026}, howpublished = {\url{https://carsnag.app/markets/winnipeg/jeep-grand-cherokee}}, note = {Version of September 28, 2026, rebuilt daily}}
Author: CarSnag Data. Title: Jeep Grand Cherokee prices in Winnipeg. Version: September 28, 2026, rebuilt daily from CarSnag's own index of Canadian car listings.
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