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Jeep SUVs for Sale near Winter Park, Florida

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Used 2021 Jeep Gladiator Sport Crew Cab

$25,825 List Price
$22,297
speed 117,512 mi
sell
Key features
  • Gasoline
  • 4WD
  • Sport
location_on
Sun State Ford Inc
Orlando, FL (5.1 mi)
(407) 559-8556

Used 2020 Jeep Gladiator Rubicon Crew Cab

$32,633
speed 51,852 mi
sell
Key features
  • Gasoline
  • 3.6L V6 Cylinder Engine
  • 4WD
location_on
Seminole County CDJR
Sanford, FL (13.7 mi)
(407) 942-7546

Used 2022 Jeep Gladiator Overland Crew Cab

$30,394
speed 36,585 mi
sell
Key features
  • Gasoline
  • 3.6L V6 Cylinder Engine
  • 4WD
location_on
Seminole County CDJR
Sanford, FL (13.7 mi)
(407) 942-7546

Used 2021 Jeep Gladiator Overland Crew Cab

$22,995
speed 121,237 mi
sell
Key features
  • Gasoline
  • 4WD
  • Overland
location_on
Tropical Ford Inc
Orlando, FL (15.3 mi)
(407) 559-8587

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 (25.1 mi)
(407) 708-9506

Used 2023 Jeep Gladiator High Altitude Crew Cab

$30,886
speed 64,016 mi
sell
Key features
  • Gasoline
  • 4WD
  • High Altitude
location_on
Jarrett-Gordon Ford
Davenport, FL (29.7 mi)
(863) 375-8902

Used 2023 Jeep Gladiator Sport Crew Cab

$28,912
speed 57,712 mi
sell
Key features
  • Gasoline
  • 4WD
  • Sport S
location_on
Jarrett-Gordon Ford
Davenport, FL (29.7 mi)
(863) 375-8902

Used 2020 Jeep Gladiator Sport Crew Cab

$23,888
sell
Key features
  • Gasoline
  • 4x4
  • Sport
location_on
New Smyrna Chrysler Jeep Dodge
New Smyrna Beach, FL (31.2 mi)
(386) 217-7106

Used 2022 Jeep Gladiator Sport Crew Cab

$27,532 List Price
$24,198
speed 52,896 mi
sell
Key features
  • Gasoline
  • 4WD
  • Sport S Edition
location_on
Gary Yeomans Ford Daytona Beach
Daytona Beach, FL (39.6 mi)
(386) 433-3779

Used 2023 Jeep Gladiator Sport Crew Cab

$36,478 List Price
$32,060
speed 24,900 mi
sell
Key features
  • Gasoline
  • 4WD
  • Willys
location_on
Gary Yeomans Ford Daytona Beach
Daytona Beach, FL (39.6 mi)
(386) 433-3779

Used 2025 Jeep Gladiator Mojave Crew Cab

$45,873
speed 6,091 mi
sell
Key features
  • Gasoline
  • 4WD
  • Mojave
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (45 mi)
(386) 205-6982

Used 2020 Jeep Gladiator Sport Crew Cab

$23,860
speed 66,245 mi
sell
Key features
  • Gasoline
  • 4WD
  • Sport
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (45 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 (45 mi)
(386) 205-6982

Used 2021 Jeep Gladiator High Altitude Crew Cab

$36,991 List Price
$34,991
speed 34,615 mi
sell
Key features
  • Gasoline
  • 4WD
  • High Altitude
location_on
Bartow Ford
Bartow, FL (54.1 mi)
(863) 532-4372

Used 2023 Jeep Gladiator Sport Crew Cab

contact for price
speed 67,832 mi
sell
Key features
  • Gasoline
  • 4WD
  • Sport S
location_on
Bartow Ford
Bartow, FL (54.1 mi)
(863) 532-4372

Used 2022 Jeep Gladiator Rubicon Crew Cab

$30,174
speed 76,085 mi
sell
Key features
  • Gasoline
  • 4WD
  • Rubicon
location_on
Lakeland Ford
Lakeland, FL (54.9 mi)
(863) 333-9256

Used 2025 Jeep Gladiator High Crew Cab

contact for price
speed 19,912 mi
sell
Key features
  • Gasoline
  • 4WD
  • High Tide
location_on
Phillips Chrysler Jeep Dodge Ram
Ocala, FL (60.6 mi)
(352) 632-1942

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 (71.2 mi)
(352) 270-3776

Used 2020 Jeep Gladiator Sport Crew Cab

$22,106
speed 84,580 mi
sell
Key features
  • Gasoline
  • Regular Gasoline V-6 3.6 L/220
  • 4WD
location_on
Morgan Chevrolet
Tampa, FL (76 mi)
(813) 592-1093

Used 2025 Jeep Gladiator Sport Crew Cab

$34,680
speed 16,576 mi
sell
Key features
  • Gasoline
  • 4WD
  • Sport
location_on
Chrysler Dodge Jeep Ram of Tampa Bay
Tampa, FL (76 mi)
(813) 548-3762

Used 2020 Jeep Gladiator Rubicon Crew Cab

$24,559
speed 97,376 mi
sell
Key features
  • Gasoline
  • Regular Gasoline V-6 3.6 L/220
  • 4WD
location_on
Morgan Chevrolet
Tampa, FL (76 mi)
(813) 592-1093

Used 2021 Jeep Gladiator Sport Crew Cab

$23,248
speed 70,253 mi
sell
Key features
  • Gasoline
  • Regular Gasoline V-6 3.6 L/220
  • 4WD
location_on
Ferman Chevrolet
Tampa, FL (77.8 mi)
(813) 412-6451

Used 2020 Jeep Gladiator Sport Crew Cab

$26,387
speed 55,011 mi
sell
Key features
  • Gasoline
  • Regular Gasoline V-6 3.6 L/220
  • 4WD
location_on
Ferman Chevrolet
Tampa, FL (77.8 mi)
(813) 412-6451

Used 2020 Jeep Gladiator Overland Crew Cab

$24,387
speed 105,053 mi
sell
Key features
  • Gasoline
  • Regular Gasoline V-6 3.6 L/220
  • 4WD
location_on
Ferman Chevrolet
Tampa, FL (77.8 mi)
(813) 412-6451

Used 2022 Jeep Gladiator Mojave Crew Cab

$31,879
speed 64,067 mi
sell
Key features
  • Gasoline
  • Regular Gasoline V-6 3.6 L/220
  • 4WD
location_on
Ferman Chevrolet
Tampa, FL (77.8 mi)
(813) 412-6451

Used 2025 Jeep Gladiator Rubicon Crew Cab

$41,445
speed 24,866 mi
sell
Key features
  • Gasoline
  • 4WD
  • Rubicon
location_on
Bill Currie Ford
Tampa, FL (79.6 mi)
(813) 906-1166

Used 2020 Jeep Gladiator Sport Crew Cab

$24,529
speed 72,668 mi
sell
Key features
  • Gasoline
  • 4WD
  • Sport
location_on
Ford of Port Richey
Port Richey, FL (84.4 mi)
(727) 233-7341

Used 2022 Jeep Gladiator Sport Crew Cab

$25,830
speed 50,820 mi
sell
Key features
  • Gasoline
  • Regular Gasoline V-6 3.6 L/220
  • 4WD
location_on
Jerry Ulm Chrysler Dodge Jeep Ram
Tampa, FL (85.1 mi)
(813) 548-3648

Used 2020 Jeep Gladiator Sport Crew Cab

$20,168
speed 89,033 mi
sell
Key features
  • Gasoline
  • Regular Gasoline V-6 3.6 L/220
  • 4WD
location_on
Jerry Ulm Chrysler Dodge Jeep Ram
Tampa, FL (85.1 mi)
(813) 548-3648

Used 2021 Jeep Gladiator Sport Crew Cab

$26,415
speed 31,650 mi
sell
Key features
  • Gasoline
  • Regular Gasoline V-6 3.6 L/220
  • 4WD
location_on
Jerry Ulm Chrysler Dodge Jeep Ram
Tampa, FL (85.1 mi)
(813) 548-3648