Jeep Cars for Sale Near Osceola, IN

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2025 Jeep Grand Cherokee Altitude X 4x4 for sale in Chesterton, IN
1 of 33

2025 jeep grand cherokeeAltitude X 4x4

$47,780$878.86/month est.
13
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2026 Jeep Grand Cherokee Altitude 4x4 for sale in Chesterton, IN
1 of 45

2026 jeep grand cherokeeAltitude 4x4

$47,930$881.62/month est.
13
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2026 Jeep Grand Cherokee L Limited for sale in Chesterton, IN
1 of 42

2026 jeep grand cherokee lLimited

$53,525$984.54/month est.
13
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2026 Jeep Cherokee Laredo 4x4 for sale in Chesterton, IN
1 of 28

2026 jeep cherokeeLaredo 4x4

$41,085$755.72/month est.
13
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2026 Jeep Cherokee Laredo 4x4 for sale in Chesterton, IN
1 of 28

2026 jeep cherokeeLaredo 4x4

$41,085$755.72/month est.
9
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2026 Jeep Grand Cherokee Limited 4x4 for sale in Chesterton, IN
1 of 42

2026 jeep grand cherokeeLimited 4x4

$51,505$947.38/month est.
21
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2026 Jeep Grand Cherokee Altitude 4x4 for sale in Chesterton, IN
1 of 47

2026 jeep grand cherokeeAltitude 4x4

$48,945$900.29/month est.
13
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2026 Jeep Wrangler Sport S for sale in Chesterton, IN
1 of 42

2026 jeep wranglerSport S

$48,095$884.66/month est.
14
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2026 Jeep Cherokee Laredo for sale in Chesterton, IN
1 of 28

2026 jeep cherokeeLaredo

$40,290$741.09/month est.
8
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2026 Jeep Wrangler 4-Door Sahara 4x4 for sale in Chesterton, IN
1 of 37

2026 jeep wrangler4-Door Sahara 4x4

$57,290$1,053.79/month est.
13
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2026 Jeep Grand Wagoneer L 4x4 for sale in Chesterton, IN
1 of 28

2026 jeep grand wagoneer l4x4

$76,980$1,415.97/month est.
13
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2026 Jeep Wrangler 4-Door Recon 4x4 for sale in Chesterton, IN
1 of 43

2026 jeep wrangler4-Door Recon 4x4

$67,290$1,237.73/month est.
13
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2026 Jeep Wrangler 4-Door Recon 4x4 for sale in Chesterton, IN
1 of 44

2026 jeep wrangler4-Door Recon 4x4

$66,990$1,232.21/month est.
13
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2026 Jeep Wrangler 4-Door Willys 392 4x4 for sale in Chesterton, IN
1 of 41

2026 jeep wrangler4-Door Willys 392 4x4

$75,250$1,384.15/month est.
13
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2026 Jeep Wrangler 4-Door Recon 4x4 for sale in Chesterton, IN
1 of 45

2026 jeep wrangler4-Door Recon 4x4

$66,395$1,221.27/month est.
11
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2026 Jeep Compass Latitude Altitude for sale in Chesterton, IN
1 of 41

2026 jeep compassLatitude Altitude

$34,255$630.09/month est.
13
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2026 Jeep Wrangler 4-Door Sahara 4x4 for sale in Chesterton, IN
1 of 45

2026 jeep wrangler4-Door Sahara 4x4

$57,160$1,051.40/month est.
13
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2027 Jeep Grand Cherokee Limited Reserve for sale in Chesterton, IN
1 of 7

2027 jeep grand cherokeeLimited Reserve

$55,145$1,014.34/month est.
0
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2026 Jeep Wrangler 4-Door Sport for sale in Chesterton, IN
1 of 42

2026 jeep wrangler4-Door Sport

$56,615$1,041.37/month est.
13
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2026 Jeep Wrangler 4-Door Sport for sale in Chesterton, IN
1 of 45

2026 jeep wrangler4-Door Sport

$56,615$1,041.37/month est.
13
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2027 Jeep Grand Cherokee L Laredo Altitude for sale in Chesterton, IN
1 of 7

2027 jeep grand cherokee lLaredo Altitude

$52,575$967.06/month est.
0
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2027 Jeep Grand Cherokee Summit for sale in Chesterton, IN
1 of 7

2027 jeep grand cherokeeSummit

$65,490$1,204.62/month est.
0
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
2027 Jeep Grand Cherokee Limited Reserve for sale in Chesterton, IN
1 of 7

2027 jeep grand cherokeeLimited Reserve

$55,145$1,014.34/month est.
0
Castle Chrysler Dodge Jeep Ram of Chesterton (50 miles away)
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How We Calculate Price Badges

Our price badges compare a vehicle’s listed price with similar vehicles in your area using factors such as make, model, year, trim, body type, drivetrain, and whether the vehicle is new or used. The listed price is then compared against a benchmark price to assign the applicable badge. Badges are updated periodically, but may not reflect real-time market conditions. Price badges are provided for general informational purposes only and are based on available market data and statistical analysis. They do not constitute guarantees or representations of savings, fair value, resale value, or the final transaction price. Actual purchase prices may vary due to dealer fees, add-ons, financing terms, taxes, and other factors outside our control. Consumers should use this information as one of multiple considerations when evaluating a vehicle purchase.