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Used Jeep Gladiator for Sale near Windermere, FL

565 results
Windermere, FL
2022 Jeep Gladiator Sport Crew Cab 4WD Starling Chevrolet of Orlando

2022 Jeep Gladiator

Sport Crew Cab 4WD

28,166 miles

$29,966

Fair Deal
Orlando, FL
12 mi away
Year:
2022
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
28,166
Stock number:
168562T
VIN:
1C6HJTAGXNL168562

Sponsored

2022 Jeep Gladiator Rubicon Crew Cab 4WD

2022 Jeep Gladiator

Rubicon Crew Cab 4WD

58,867 miles

$30,900

Good Deal
Apopka, FL
14 mi away
Year:
2022
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
58,867
Stock number:
110883
VIN:
1C6JJTBG4NL110883

Sponsored

2024 Jeep Gladiator Mojave Crew Cab 4WD

2024 Jeep Gladiator

Mojave Crew Cab 4WD

19,199 miles

$40,200

Fair Deal
Deland, FL
39 mi away
Year:
2024
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
19,199
Stock number:
RL107830
VIN:
1C6JJTEGXRL107830

Sponsored

2021 Jeep Gladiator Sport Crew Cab 4WD

2021 Jeep Gladiator

Sport Crew Cab 4WD

60,531 miles

$23,499

Great Deal
Davenport, FL
19 mi away
Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
60,531
Stock number:
U546316A
VIN:
1C6HJTAG5ML605592

2020 Jeep Gladiator Sport Crew Cab 4WD

2020 Jeep Gladiator

Sport Crew Cab 4WD

63,098 miles

$25,995

Fair Deal
Titusville, FL
46 mi away
Year:
2020
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Sting-Gray Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
63,098
Stock number:
164547T
VIN:
1C6HJTAG9LL164547

2024 Jeep Gladiator Mojave Crew Cab 4WD

2024 Jeep Gladiator

Mojave Crew Cab 4WD

12,450 miles

$39,448

Great Deal
Orlando, FL
22 mi away
Year:
2024
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Gray
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Green
Transmission:
Automatic
Mileage:
12,450
Stock number:
4350785A
VIN:
1C6JJTEG4RL115809

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2020 Jeep Gladiator

Sport Crew Cab 4WD

36,794 miles

$25,994

Good Deal
Titusville, FL
46 mi away
Year:
2020
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
36,794
Stock number:
196400T
VIN:
1C6HJTAG7LL196400

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2020 Jeep Gladiator

Overland Crew Cab 4WD

39,297 miles

$26,992

Good Deal
Lakeland, FL
38 mi away
Year:
2020
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Dark Saddle/Black
Transmission:
8-Speed Automatic
Mileage:
39,297
Stock number:
T321B
VIN:
1C6HJTFG5LL208035

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2021 Jeep Gladiator

Sport Crew Cab 4WD

60,450 miles

$23,499

Great Deal
Certified Pre-Owned
Orlando, FL
8 mi away
Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
60,450
Stock number:
L524632
VIN:
1C6HJTAG2ML524632

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2021 Jeep Gladiator

Sport Crew Cab 4WD

53,077 miles

$25,043

Great Deal
Cocoa, FL
48 mi away
Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Hydro Blue Pearlcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
53,077
Stock number:
DF8421A
VIN:
1C6HJTAG9ML532226

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2023 Jeep Gladiator

Rubicon Crew Cab 4WD

39,632 miles

$32,616

Good Deal
Davenport, FL
18 mi away
Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Sting-Gray Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
39,632
Stock number:
49505A
VIN:
1C6JJTBG3PL509349

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2020 Jeep Gladiator

Rubicon Crew Cab 4WD

28,597 miles

$31,565

Good Deal
Certified Pre-Owned
Bartow, FL
44 mi away
Year:
2020
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
28,597
Stock number:
S50575A
VIN:
1C6JJTBG5LL196816

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2023 Jeep Gladiator

Sport S Crew Cab 4WD

56,394 miles

$26,976

Good Deal
Orlando, FL
19 mi away
Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Gray
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
56,394
Stock number:
PL519827
VIN:
1C6HJTAG8PL519827

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2022 Jeep Gladiator

Mojave Crew Cab 4WD

49,600 miles

$31,291

Good Deal
Clermont, FL
8 mi away
Year:
2022
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
White
Fuel type:
Gasoline
Mileage:
49,600
Stock number:
TNL101218A
VIN:
1C6JJTEG7NL101218

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2024 Jeep Gladiator

Willys Crew Cab 4WD

33,080 miles

$32,718

Good Deal
Orlando, FL
19 mi away
Year:
2024
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
33,080
Stock number:
RL103474
VIN:
1C6HJTAGXRL103474

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2020 Jeep Gladiator

Sport Altitude Crew Cab 4WD

54,980 miles

$23,988

Good Deal
Clermont, FL
9 mi away
Year:
2020
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Sting-Gray Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
54,980
Stock number:
L213533A
VIN:
1C6HJTAG3LL213533

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2021 Jeep Gladiator

Rubicon Crew Cab 4WD

55,294 miles

$30,449

Good Deal
Davenport, FL
18 mi away
Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Hydro Blue Pearlcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
55,294
Stock number:
D20138
VIN:
1C6JJTBG6ML503539

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2024 Jeep Gladiator

Rubicon Crew Cab 4WD

9,313 miles

$39,295

Good Deal
Orlando, FL
15 mi away
Year:
2024
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
9,313
Stock number:
RL110765
VIN:
1C6JJTBG1RL110765

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2020 Jeep Gladiator

Sport Crew Cab 4WD

86,075 miles

$21,016

Good Deal
Kissimmee, FL
14 mi away
Year:
2020
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
86,075
Stock number:
LL160380
VIN:
1C6HJTAG1LL160380

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2021 Jeep Gladiator

Sport Crew Cab 4WD

20,401 miles

$26,595

Good Deal
Lakeland, FL
38 mi away
Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Blue
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
20,401
Stock number:
LCML565031
VIN:
1C6HJTAG5ML565031

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2021 Jeep Gladiator

Mojave Crew Cab 4WD

47,970 miles

$32,991

Fair Deal
Lakeland, FL
38 mi away
Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
47,970
Stock number:
FP1377
VIN:
1C6JJTEG6ML593318

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  1. Home
  2. / Used Cars
  3. / Jeep Gladiator
  4. / Florida
  5. / Windermere
Overview
Reviews
FAQs

CarGurus recommends the 2021 Jeep Gladiator

Picture of Jeep Gladiator ## Summary - With 5,192 currently listed for sale on CarGurus and an **average price of $30,754.00**, 33.7% of 2021 Jeep Gladiators for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2021 Jeep Gladiator 4.8 / 5 stars. - **84.2% of 2021 Gladiator models on CarGurus are accident free**. - The 2021 Jeep Gladiator features a powerful 3.0-liter EcoDiesel V6 engine option, which enhances fuel economy while maintaining strong towing capabilities. ## Why it stands out The 2021 Jeep Gladiator stands out in the competitive midsize truck market due to its unique combination of rugged off-road capability, versatility, and Jeep's signature open-air design. With features like removable doors and a fold-down windshield, it offers a one-of-a-kind driving experience that no other truck can replicate. Built on the same platform as the Jeep Wrangler, the Gladiator is designed for adventure, making it the perfect choice for buyers who prioritize off-road performance alongside practicality. Not only does it boast a decent towing capacity of up to 7,650 lbs, but it also includes modern tech like Apple CarPlay and Android Auto in its infotainment system, enhancing usability for both off-road and urban driving. ## Other model years to consider - **[2020 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2020-Jeep-Gladiator-c28934)** - Average price: $28,428.00 - Good/great deal percentage: 34.3% - User rating: 4.72 / 5 - Total listings: 3,651 - **[2022 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2022-Jeep-Gladiator-c32007)** - Average price: $32,084.00 - Good/great deal percentage: 32.6% - User rating: 4.4 / 5 - Total listings: 5,077 - **[2023 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2023-Jeep-Gladiator-c32473)** - Average price: $33,328.00 - Good/great deal percentage: 33.0% - User rating: 4.84 / 5 - Total listings: 3,773 These recommendations are based on CarGurus' proprietary market data from February 23, 2026, CarGurus experts' opinions, and generative AI.

4.8 Overall rating

(168 reviews)

Customers say

The Jeep Gladiator impresses owners with its off-road capabilities, rugged design, and versatile performance. Many drivers enjoy its powerful feel and smooth ride, appreciating the blend of technology with a tough exterior. However, there are common criticisms regarding the interior space being smaller than expected, the price point relative to features, and concerns about fuel efficiency and comfort. Overall, it's celebrated as a unique vehicle that stands out, especially for those who value ruggedness and off-road performance.

AI generated from the text of customer reviews.

What people say

cargo space interior off-road capability performance ride quality
Anonymous
5.0
Reviewed a 2020 Jeep Gladiator on Apr 13, 2024

Great truck, very roomy inside and it’s fun to drive it, I just love it!

Thomas S
5.0
Reviewed a 2023 Jeep Gladiator on Mar 20, 2024

Wonderful vehicle. This is my second one. Discounts off of MSRP were too good to pass up. Very capable off-road with the ability to be upfitted with over-landing gear.

Anonymous
5.0
Reviewed a 2023 Jeep Mojave Crew Cab 4WD on Sep 20, 2024

This is the third day of ownership. So far so good. This is my second Jeep. The first one was a Jeep Wrangler Rubicon which I had for nine years. I was looking for a truck but test drove a Mojave. I was pleasantly surprised at how much they have improved and how much I fun it was to drive. The suspension is so smooth and it’s much quieter than my old Jeep. I like the mix of truck and Jeep.

Barry j
5.0
Reviewed a 2023 Jeep Gladiator on May 23, 2024

Really love the smooth ride and the way it drives much better than my previous Jeep

John G
5.0
Reviewed a 2021 Jeep Mojave Crew Cab 4WD on Dec 02, 2024

The vehicle and outfitting is excellent. I am extremely satisfied with the features. I think compared to other models, it has the best package for the price. I don’t believe it is missing anything I desired!

Jeep Gladiator FAQs

How much does the Jeep Gladiator cost in Windermere, FL?

The average Jeep Gladiator costs about $32,430.04. The average price has decreased by -6.4% since last year. The 565 for sale near Windermere, FL on CarGurus, range from $18,607 to $209,151 in price.

Is the Jeep Gladiator a good car?

CarGurus experts gave the 2025 Jeep Gladiator an overall rating of 5.3/10 and Jeep Gladiator owners have rated the vehicle a 4.7/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.

How many Jeep Gladiator vehicles in Windermere, FL have no reported accidents or damage?

565 out of 565 for sale near Windermere, FL have no reported accidents or damage.

Is the Jeep Gladiator safe?

CarGurus experts gave the 2025 Jeep Gladiator a safety rating of 3/10.

What fuel types are available?

Diesel, Gasoline engines are available.

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