Jeep Cars for Sale Near Cheshire, MA

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1,169 Cars for Sale

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2017 Jeep Wrangler Unlimited Sahara for sale in Brattleboro, VT
1 of 5

2017 jeep wrangler unlimitedSahara

$17,231$316.95/month est.

97,883
Brattleboro Subaru (38 miles away)
2014 Jeep Cherokee Latitude for sale in Bennington, VT
1 of 34

2014 jeep cherokeeLatitude

$8,642$158.96/month est.

115,697
2020 Jeep Grand Cherokee Limited 4x4 for sale in Schenectady, NY

2020 jeep grand cherokeeLimited 4x4

$22,318$410.52/month est.

51,453
Message Dealer
2024 Jeep Compass Sport 4x4 for sale in Schenectady, NY
1 of 16

2024 jeep compassSport 4x4

$22,000$404.67/month est.

10,237
Metro Ford Sales Inc (40 miles away)
2025 Jeep Wrangler 4-Door Summit 4x4 for sale in Westfield, MA
1 of 16
2026 Jeep Wrangler Sport S for sale in Westfield, MA
1 of 15
2026 Jeep Grand Cherokee Altitude 4x4 for sale in Westfield, MA
1 of 15
2026 Jeep Grand Cherokee 85th Anniversary Edition for sale in Westfield, MA
1 of 16
2026 Jeep Gladiator Sport for sale in Westfield, MA
1 of 15
2026 Jeep Wrangler 85th Anniversary for sale in Westfield, MA
1 of 15
2026 Jeep Wrangler 4-Door Willys 4x4 for sale in Westfield, MA
1 of 15
2026 Jeep Wrangler 4-Door Rubicon 4x4 for sale in Westfield, MA
1 of 15
2026 Jeep Wrangler 4-Door Sahara 4x4 for sale in Westfield, MA
1 of 15
2026 Jeep Wrangler Sport S for sale in Chicopee, MA
1 of 33

2026 jeep wranglerSport S

$47,710$877.58/month est.

2026 Jeep Wrangler Rubicon for sale in Chicopee, MA
1 of 33

2026 jeep wranglerRubicon

$61,050$1,122.95/month est.

2026 Jeep Gladiator Rubicon for sale in Chicopee, MA
1 of 34

2026 jeep gladiatorRubicon

$61,515$1,131.50/month est.

2026 Jeep Compass Latitude Altitude for sale in Chicopee, MA
1 of 34

2026 jeep compassLatitude Altitude

$34,305$631.01/month est.

2026 Jeep Grand Cherokee Limited for sale in Chicopee, MA
1 of 38

2026 jeep grand cherokeeLimited

$50,225$923.84/month est.

2026 Jeep Cherokee Laredo 4x4 for sale in Chicopee, MA
1 of 33

2026 jeep cherokeeLaredo 4x4

$40,815$750.75/month est.

2026 Jeep Wrangler Sport S for sale in Chicopee, MA
1 of 34

2026 jeep wranglerSport S

$50,915$936.53/month est.

2026 Jeep Grand Cherokee Limited for sale in Chicopee, MA
1 of 38

2026 jeep grand cherokeeLimited

$51,730$951.52/month est.

2026 Jeep Wrangler 4-Door Sport S 4x4 for sale in Chicopee, MA
2026 Jeep Compass Limited Altitude for sale in Chicopee, MA
1 of 16

2026 jeep compassLimited Altitude

$40,665$747.99/month est.



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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.