Jeep Cars for Sale Near Winchester, VA

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2020 jeep gladiatorSport S

$24,936$458.67/month est.

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98,681

Lindsay Volkswagen of Dulles (41 miles away)

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2023 jeep renegadeLimited 4x4

$23,400$430.42/month est.

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15,784

Ted Britt Chevrolet Sterling (44 miles away)

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2022 jeep grand cherokeeLimited 4x2

$27,400$503.99/month est.

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43,668

Ted Britt Chevrolet Sterling (44 miles away)

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2024 jeep wrangler 4xeSport S 4xe

$28,500$524.23/month est.

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32,608

Ted Britt Chevrolet Sterling (44 miles away)

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2020 jeep ram 2500Big Horn Crew Cab 4x4 8' Box

$39,998$735.72/month est.

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73,872

CarMax Frederick (43 miles away)

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2022 jeep compassLimited 4x4

$25,998$478.21/month est.

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11,039

CarMax Frederick (43 miles away)

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2022 jeep compassTrailhawk 4x4

$24,998$459.81/month est.

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29,744

CarMax Frederick (43 miles away)

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2021 jeep grand cherokee80th Anniversary 4x4

$23,998$441.42/month est.

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88,915

CarMax Frederick (43 miles away)

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2022 jeep grand cherokeeTrailhawk 4x4

$31,998$588.57/month est.

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10,815

CarMax Frederick (43 miles away)

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2023 jeep grand cherokeeLimited 4x4

$29,998$551.78/month est.

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44,962

CarMax Frederick (43 miles away)

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2020 jeep grand cherokeeLimited 4x4

$20,489$376.87/month est.

High Price

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89,457

Lindsay Volkswagen of Manassas (47 miles away)

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2018 jeep wrangler unlimitedSahara 4x4

$23,989$441.25/month est.

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98,681

Lindsay Volkswagen of Manassas (47 miles away)

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2014 jeep grand cherokeeOverland

$10,989$202.13/month est.

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122,511

Lindsay Volkswagen of Manassas (47 miles away)

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2016 jeep patriotSport

$10,276$189.02/month est.

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98,971

Fitzgerald Chevrolet of Hagerstown (39 miles away)

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2023 jeep grand cherokee lAltitude X 4x4

$33,694$619.77/month est.

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18,345

Krietz Auto Sales (44 miles away)

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2025 jeep wrangler 4xeSahara 4xe

$43,986$809.08/month est.

Fair Price

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7,819

Krietz Auto Sales (44 miles away)

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2025 jeep wrangler 4xeSahara 4xe

$42,990$790.76/month est.

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10,999

Krietz Auto Sales (44 miles away)

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2024 jeep wrangler 4xeSahara 4xe

$42,890$788.92/month est.

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3,108

Krietz Auto Sales (44 miles away)

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2023 jeep grand cherokee30th Anniversary

$32,960$606.27/month est.

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14,428

Krietz Auto Sales (44 miles away)

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2025 jeep grand cherokee lAltitude X 4x4

$38,575$709.55/month est.

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18,500

Krietz Auto Sales (44 miles away)

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2024 jeep wrangler 4xeRubicon X 4xe

$49,960$918.96/month est.

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10,320

Krietz Auto Sales (44 miles away)

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2024 jeep wrangler 4xeWillys 4xe

$38,500$708.17/month est.

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31,271

Krietz Auto Sales (44 miles away)

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2024 jeep wrangler 4xeSport S 4xe

$33,998$625.36/month est.

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9,023

CarMax Dulles (41 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.