Jeep Pickups for Sale near Windermere, Florida
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State
Used 2023 Jeep Gladiator Rubicon Crew Cab
$34,651
speed 31,295 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Mercedes-Benz of South Orlando
Orlando, FL (8.4 mi)
(689) 215-8959
Used 2022 Jeep Gladiator Sport Crew Cab
$25,995
speed 78,446 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Tropical Ford Inc
Orlando, FL (9.2 mi)
(407) 559-8587
Used 2023 Jeep Gladiator Sport Crew Cab
contact for price
speed 57,598 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Jarrett-Gordon Ford
Davenport, FL (16.2 mi)
(863) 375-8902
Used 2023 Jeep Gladiator Mojave Crew Cab
$39,900
speed 34,746 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Kisselback Ford
St Cloud, FL (22.4 mi)
(407) 708-9506
Used 2023 Jeep Gladiator Sport Crew Cab
$36,633
speed 16,432 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Seminole County CDJR
Sanford, FL (26.2 mi)
(407) 942-7546
Used 2021 Jeep Gladiator Rubicon Crew Cab
$34,633
speed 62,962 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Seminole County CDJR
Sanford, FL (26.2 mi)
(407) 942-7546
Used 2022 Jeep Gladiator Rubicon Crew Cab
$30,144
speed 76,052 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Lakeland Ford
Lakeland, FL (41 mi)
(863) 333-9256
Used 2021 Jeep Gladiator Sport Crew Cab
$29,993
speed 36,295 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Bartow Ford
Bartow, FL (41.7 mi)
(863) 532-4372
Used 2020 Jeep Gladiator Rubicon Crew Cab
$30,664
speed 42,799 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Starling Ford
Titusville, FL (42.2 mi)
(321) 334-5368
Used 2020 Jeep Gladiator Rubicon Crew Cab
$29,093
speed 61,167 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Starling Ford
Titusville, FL (42.2 mi)
(321) 334-5368
Used 2026 Jeep Gladiator Rubicon Crew Cab
$38,800
speed 13,911 mi
sell
Key features
- Gasoline
- 4x4
- Rubicon
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (44.9 mi)
(386) 465-4527
Used 2020 Jeep Gladiator Sport Crew Cab
$23,926
speed 78,389 mi
sell
Key features
- Gasoline
- 4WD
- Sport S Edition
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (44.9 mi)
(386) 465-4527
Used 2022 Jeep Gladiator Sport Crew Cab
$34,180 List Price
$30,040
speed 52,896 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Gary Yeomans Ford Daytona Beach
Daytona Beach, FL (51.8 mi)
(386) 433-3779
Used 2022 Jeep Gladiator Mojave Crew Cab
$37,612 List Price
$33,057
speed 37,119 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Gary Yeomans Ford Daytona Beach
Daytona Beach, FL (51.8 mi)
(386) 433-3779
Used 2020 Jeep Gladiator Overland Crew Cab
$26,447 List Price
$23,244
speed 70,372 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Gary Yeomans Ford Daytona Beach
Daytona Beach, FL (51.8 mi)
(386) 433-3779
Used 2021 Jeep Gladiator Mojave Crew Cab
$33,686
speed 37,447 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Gator Ford
Seffner, FL (56.2 mi)
(813) 592-3352
Used 2025 Jeep Gladiator Mojave Crew Cab
$46,873
speed 6,091 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (57.7 mi)
(386) 205-6982
Used 2020 Jeep Gladiator Sport Crew Cab
$26,873
speed 48,732 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (57.7 mi)
(386) 205-6982
Used 2025 Jeep Gladiator Rubicon Crew Cab
$48,860
speed 4,668 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (57.7 mi)
(386) 205-6982
Used 2021 Jeep Gladiator Mojave Crew Cab
$37,237
speed 60,175 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Phillips Chrysler Jeep Dodge Ram
Ocala, FL (58.9 mi)
(352) 632-1942
Used 2025 Jeep Gladiator Sport Crew Cab
$37,844
speed 16,576 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Chrysler Dodge Jeep Ram of Tampa Bay
Tampa, FL (62.1 mi)
(813) 548-3762
Used 2023 Jeep Gladiator Rubicon Crew Cab
$35,564
speed 21,305 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Chrysler Dodge Jeep Ram of Tampa Bay
Tampa, FL (62.1 mi)
(813) 548-3762
Used 2025 Jeep Gladiator Sport Crew Cab
$38,080
speed 14,571 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Chrysler Dodge Jeep Ram of Tampa Bay
Tampa, FL (62.1 mi)
(813) 548-3762
Used 2020 Jeep Gladiator Sport Crew Cab
$25,656
speed 128,000 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Morgan Chevrolet
Tampa, FL (62.1 mi)
(813) 592-1093
Used 2020 Jeep Gladiator Rubicon Crew Cab
$41,250
speed 10,467 mi
sell
Key features
- Gasoline
- 4x4
- Rubicon
location_on
D And B Auto Sales LLC
Lecanto, FL (63.5 mi)
(352) 270-3776
Used 2020 Jeep Gladiator Sport Crew Cab
$28,387
speed 55,011 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ferman Chevrolet
Tampa, FL (63.8 mi)
(813) 412-6451
Used 2021 Jeep Gladiator Sport Crew Cab
$25,987
speed 70,253 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ferman Chevrolet
Tampa, FL (63.8 mi)
(813) 412-6451
Used 2023 Jeep Gladiator Sport Crew Cab
$29,287
speed 63,878 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ferman Chevrolet
Tampa, FL (63.8 mi)
(813) 412-6451
Used 2021 Jeep Gladiator Mojave Crew Cab
$33,387
speed 79,072 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ferman Chevrolet
Tampa, FL (63.8 mi)
(813) 412-6451
Used 2024 Jeep Gladiator Sport Crew Cab
$35,198
speed 31,611 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Ferman Chevrolet on North Dale Mabry
Tampa, FL (64.5 mi)
(813) 212-3768
