Used Jeep Convertibles for Sale in Windermere, FL

3,916 results

2019 Jeep Wrangler

Unlimited Rubicon 4WD

78,032 miles

$31,834

Year:: 2019
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 78,032
Stock #:: W550803A
VIN:: 1C4HJXFG5KW656076

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2022 Jeep Wrangler

Unlimited Sahara 4WD

29,752 miles

$31,884

Year:: 2022
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 270 hp 2L I4
Exterior color:: Black
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 29,752
Stock #:: P258245
VIN:: 1C4HJXEN0NW258245

2015 Jeep Wrangler

Sport 4WD

80,586 miles

$16,411

Year:: 2015
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 2 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:: 5-Speed Automatic
Mileage:: 80,586
Stock #:: FL694770
VIN:: 1C4AJWAGXFL694770

2022 Jeep Wrangler

Unlimited Sahara 4WD

34,815 miles

$31,581

Year:: 2022
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 270 hp 2L I4
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 34,815
Stock #:: M6078A
VIN:: 1C4HJXEN5NW232840

2019 Jeep Wrangler

Unlimited Sahara 4WD

92,760 miles

$22,424

Year:: 2019
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 92,760
Stock #:: M50999A
VIN:: 1C4HJXEG1KW543274

2020 Jeep Cherokee

Limited 4WD

64,459 miles

$19,196

Year:: 2020
Make:: Jeep
Model:: Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 271 hp 3.2L V6
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 64,459
Stock #:: M51455A
VIN:: 1C4PJMDX1LD531957

2021 Jeep Grand Cherokee L

Limited 4WD

13,526 miles

$30,798

Year:: 2021
Make:: Jeep
Model:: Grand Cherokee L
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 290 hp 3.6L V6
Exterior color:: Gray
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 13,526
Stock #:: M8157074
VIN:: 1C4RJKBG9M8157074

2025 Jeep Compass

Limited 4WD

34,726 miles

$23,577

Year:: 2025
Make:: Jeep
Model:: Compass
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 200 hp 2L I4
Exterior color:: Silver Zynith Metallic Clearcoat
Combined gas mileage:: 28 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 34,726
Stock #:: DP014
VIN:: 3C4NJDCN9ST531219

2018 Jeep Compass

Limited FWD

109,695 miles

$11,251

Year:: 2018
Make:: Jeep
Model:: Compass
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 180 hp 2.4L I4
Exterior color:: White Clearcoat
Combined gas mileage:: 26 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 109,695
Stock #:: P342102A
VIN:: 3C4NJCCB9JT240282

2025 Jeep Compass

Latitude 4WD

6,029 miles

$22,390

Good Deal

$419/mo est.

Third-party certified

Orlando, FL

10 mi away

Year:: 2025
Make:: Jeep
Model:: Compass
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 200 hp 2L I4
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 28 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 6,029
Stock #:: P25840
VIN:: 3C4NJDBN0ST617651

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2017 Jeep Cherokee

Latitude FWD

51,080 miles

$13,741

Year:: 2017
Make:: Jeep
Model:: Cherokee
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 180 hp 2.4L I4
Exterior color:: Deep Cherry Red Crystal Pearlcoat
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Brown (Lt Frost Beige/Black)
Transmission:: 9-Speed Automatic
Mileage:: 51,080
Stock #:: BT592321
VIN:: 1C4PJLCB3HW592321

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2023 Jeep Compass

Latitude 4WD

24,243 miles

$22,545

Year:: 2023
Make:: Jeep
Model:: Compass
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 200 hp 2L I4
Exterior color:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 28 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 24,243
Stock #:: A20242A
VIN:: 3C4NJDBN2PT540790

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2020 Jeep Gladiator

Sport Crew Cab 4WD

63,113 miles

$23,995

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:: 63,113
Stock #:: 164547T
VIN:: 1C6HJTAG9LL164547

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2018 Jeep Compass

Altitude FWD

110,584 miles

$11,194

Year:: 2018
Make:: Jeep
Model:: Compass
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 180 hp 2.4L I4
Exterior color:: Gray
Combined gas mileage:: 26 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 110,584
Stock #:: T07033B
VIN:: 3C4NJCBB7JT407319

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2021 Jeep Wrangler

Unlimited Sport S 4WD

43,777 miles

$28,571

Year:: 2021
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 43,777
Stock #:: MW502768
VIN:: 1C4HJXDG2MW502768

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2022 Jeep Grand Cherokee 4xe

4WD

31,544 miles

$26,026

Year:: 2022
Make:: Jeep
Model:: Grand Cherokee 4xe
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 375 hp 2L I4 Hybrid
Exterior color:: Gray
Combined gas mileage:: 57 MPG
Fuel type:: Hybrid
Interior color:: Black
Transmission:: Automatic
Mileage:: 31,544
Stock #:: N8757936
VIN:: 1C4RJYB68N8757936

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2018 Jeep Wrangler

Unlimited Sahara 4WD

87,599 miles

$23,320

Year:: 2018
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Blue
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 87,599
Stock #:: JW322591
VIN:: 1C4HJXEG6JW322591

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2020 Jeep Wrangler

Sport S 4WD

47,291 miles

$22,076

Year:: 2020
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 2 doors
Drivetrain:: Four-Wheel Drive
Engine:: 270 hp 2L I4
Exterior color:: Black
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 47,291
Stock #:: LW227758
VIN:: 1C4GJXAN8LW227758

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2025 Jeep Wrangler

Sport 2-Door 4WD

8,761 miles

$29,721

Good Deal

$555/mo est.

Manufacturer certified

Bartow, FL

44 mi away

Year:: 2025
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 2 doors
Drivetrain:: Four-Wheel Drive
Engine:: 270 hp 2L I4
Exterior color:: 41
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 8,761
Stock #:: M50895A
VIN:: 1C4PJXAN6SW620544

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2021 Jeep Compass

80th Anniversary Edition FWD

44,476 miles

$16,394

Year:: 2021
Make:: Jeep
Model:: Compass
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 180 hp 2.4L I4
Exterior color:: Redline Pearlcoat
Combined gas mileage:: 26 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 44,476
Stock #:: MT518181
VIN:: 3C4NJCEB0MT518181

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2022 Jeep Compass

Latitude Lux 4WD

19,138 miles

$23,094

Year:: 2022
Make:: Jeep
Model:: Compass
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 177 hp 2.4L I4
Exterior color:: Silver
Combined gas mileage:: 26 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 19,138
Stock #:: P233772
VIN:: 3C4NJDFB3NT233772

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2020 Jeep Wrangler

Unlimited Willys 4WD

106,148 miles

$22,062

Year:: 2020
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 106,148
Stock #:: BT287867
VIN:: 1C4HJXDG3LW287867

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2024 Jeep Wagoneer

Series II 4WD

31,420 miles

$49,683

Great Deal

$935/mo est.

Manufacturer certified

Fruitland Park, FL

33 mi away

Year:: 2024
Make:: Jeep
Model:: Wagoneer
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 3L I6
Exterior color:: Silver Zynith
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 31,420
Stock #:: A170159
VIN:: 1C4SJVBP9RS170159

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2017 Jeep Wrangler

Unlimited Sport 4WD

58,897 miles

$20,510

Year:: 2017
Make:: Jeep
Model:: Wrangler
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Silver
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 58,897
Stock #:: HL553255
VIN:: 1C4BJWDG9HL553255

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Used Jeep Convertibles for Sale in Windermere, FL

2019 Jeep Wrangler

$31,834

2022 Jeep Wrangler

$31,884

2015 Jeep Wrangler

$16,411

2022 Jeep Wrangler

$31,581

2019 Jeep Wrangler

$22,424

2020 Jeep Cherokee

$19,196

2021 Jeep Grand Cherokee L

$30,798

2025 Jeep Compass

$23,577

2018 Jeep Compass

$11,251

2025 Jeep Compass

$22,390

2017 Jeep Cherokee

$13,741

2023 Jeep Compass

$22,545

2020 Jeep Gladiator

$23,995

2018 Jeep Compass

$11,194

2021 Jeep Wrangler

$28,571

2022 Jeep Grand Cherokee 4xe

$26,026

2018 Jeep Wrangler

$23,320

2020 Jeep Wrangler

$22,076

2025 Jeep Wrangler

$29,721

2021 Jeep Compass

$16,394

2022 Jeep Compass

$23,094

2020 Jeep Wrangler

$22,062

2024 Jeep Wagoneer

$49,683

2017 Jeep Wrangler

$20,510

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