CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used Jeep Grand Cherokee Overland for Sale near Winter Springs, FL

26 results
Winter Springs, FL
2017 Jeep Grand Cherokee Overland AutoNation Acura North Orlando

2017 Jeep Grand Cherokee

Overland

132,229 miles

$12,998

Fair Deal
Sanford, FL
9 mi away
Year:
2017
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
4X2
Engine:
295 hp 3.6L V6
Exterior color:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
132,229
Stock number:
HC696457
VIN:
1C4RJECG9HC696457

Sponsored

2016 Jeep Grand Cherokee Overland

2016 Jeep Grand Cherokee

Overland

97,028 miles

$10,989

Good Deal
Orlando, FL
9 mi away
Year:
2016
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
4X2
Engine:
295 hp 3.6L V6
Exterior color:
Red
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
RED/TAN
Transmission:
Automatic
Mileage:
97,028
Stock number:
321341
VIN:
1C4RJECG3GC321341

Sponsored

2014 Jeep Grand Cherokee Overland

2014 Jeep Grand Cherokee

Overland

132,745 miles

$8,500

Good Deal
Leesburg, FL
37 mi away
Year:
2014
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
4X2
Engine:
290 hp 3.6L V6
Exterior color:
White
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Brown (Tan)
Transmission:
8-Speed Automatic
Mileage:
132,745
VIN:
1C4RJECG2EC409956

2016 Jeep Grand Cherokee Overland

2016 Jeep Grand Cherokee

Overland

97,028 miles

$10,989

Good Deal
Orlando, FL
9 mi away
Year:
2016
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
4X2
Engine:
295 hp 3.6L V6
Exterior color:
Red
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
RED/TAN
Transmission:
Automatic
Mileage:
97,028
Stock number:
321341
VIN:
1C4RJECG3GC321341

Preparing for a close up...

Photos coming soon

2016 Jeep Grand Cherokee

Overland

106,654 miles

$12,777

Good Deal
Kissimmee, FL
24 mi away
Year:
2016
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
4X2
Engine:
295 hp 3.6L V6
Exterior color:
Brilliant Black Crystal Pearlcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
106,654
Stock number:
GC368744
VIN:
1C4RJECG7GC368744

Preparing for a close up...

Photos coming soon

2014 Jeep Grand Cherokee

Overland

118,637 miles

$11,057

Fair Deal
Cocoa, FL
40 mi away
Year:
2014
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
4X2
Engine:
290 hp 3.6L V6
Exterior color:
Cashmere Pearlcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Brown/Light Frost
Transmission:
8-Speed Automatic
Mileage:
118,637
Stock number:
248447
VIN:
1C4RJECG8EC248447

Preparing for a close up...

Photos coming soon

2017 Jeep Grand Cherokee

Overland

132,229 miles

$12,998

Fair Deal
Sanford, FL
9 mi away
Year:
2017
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
4X2
Engine:
295 hp 3.6L V6
Exterior color:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
132,229
Stock number:
HC696457
VIN:
1C4RJECG9HC696457

Preparing for a close up...

Photos coming soon

2014 Jeep Grand Cherokee

Overland

134,016 miles

$8,777

Fair Deal
Orlando, FL
14 mi away
Year:
2014
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
4X2
Engine:
241 hp 3L V6 Diesel
Exterior color:
Black
Combined gas mileage:
26 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
134,016
Stock number:
336372
VIN:
1C4RJECM8EC336372

Preparing for a close up...

Photos coming soon

2015 Jeep Grand Cherokee

Overland

29,143 miles

$22,997

Overpriced
Store transfer to Sanford, FL
2,194 mi away • Price includes $1,999 shipping Price includes $1,999 shipping
Year:
2015
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
4X2
Engine:
290 hp 3.6L V6
Exterior color:
White
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
29,143
Stock number:
27916121
VIN:
1C4RJECG3FC192869

  1. Home
  2. / Used Cars
  3. / Jeep Grand Cherokee
  4. / Overland
  5. / Florida
  6. / Winter Springs
  • Jeep Grand Cherokee Limited in Winter Springs FL

  • Jeep Grand Cherokee Laredo in Winter Springs FL

  • Jeep Grand Cherokee Altitude 4WD

  • Jeep Grand Cherokee Overland in Winter Springs FL

  • Jeep Grand Cherokee Summit 4WD

  • Jeep Grand Cherokee Limited RWD

  • Jeep Grand Cherokee Laredo E 4WD

  • Jeep Grand Cherokee Trailhawk 4WD

  • Jeep Grand Cherokee Altitude X 4WD

  • Jeep Grand Cherokee in Orlando FL

  • Jeep Grand Cherokee in Titusville FL

  • Jeep Grand Cherokee in Daytona Beach FL

  • Jeep Grand Cherokee in Leesburg FL

  • Jeep Grand Cherokee in Melbourne FL

  • Jeep Grand Cherokee in Lakeland FL

  • Jeep Grand Cherokee in Ocala FL

  • Jeep Grand Cherokee in Brooksville FL

  • Jeep Grand Cherokee in Crystal River FL

  • Jeep Grand Cherokee in Winter Springs FL

  • Jeep SUVs & Crossovers for Sale near Winter Springs FL

  • Best Cars Under $5,000 For Sale in Winter Springs FL

  • 2012 Jeep Grand Cherokee Overland in Winter Springs FL

  • 2011 Jeep Grand Cherokee Overland in Winter Springs FL

  • 2009 Jeep Grand Cherokee Overland in Winter Springs FL

  • 2008 Jeep Grand Cherokee Overland in Winter Springs FL

  • 2007 Jeep Grand Cherokee Overland in Winter Springs FL

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Napleton Chrysler Jeep Dodge Ram Kissimmee

  • Chrysler Dodge Jeep Ram of Seminole County

  • Deland Chrysler Jeep Dodge Ram Incorporated

  • Boniface Hiers Chrysler Dodge Jeep Ram

  • New Smyrna Chrysler Jeep Dodge Ram

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2025 CarGurus, Inc., All Rights Reserved.