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 Cars for Sale near Winchester, VA

4,818 results
Winchester, VA
2018 Jeep Grand Cherokee Altitude 4WD Auto First

2018 Jeep Grand Cherokee

Altitude 4WD

119,708 miles

$14,800

Good Deal
Mechanicsburg, PA
97 mi away
Year:
2018
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Rhino Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
119,708
Stock number:
227569
VIN:
1C4RJFAG1JC227569

Sponsored

2014 Jeep Wrangler Unlimited Sahara 4WD

2014 Jeep Wrangler

Unlimited Sahara 4WD

85,071 miles

$15,900

Great Deal
Kensington, MD
60 mi away
Year:
2014
Make:
Jeep
Model:
Wrangler
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Billet Metallic Clearcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
5-Speed Automatic
Mileage:
85,071
Stock number:
6448K
VIN:
1C4BJWEG3EL322426

Sponsored

2017 Jeep Renegade Trailhawk 4WD

2017 Jeep Renegade

Trailhawk 4WD

76,823 miles

$14,777

Fair Deal
Mechanicsburg, PA
96 mi away
Year:
2017
Make:
Jeep
Model:
Renegade
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
White
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Transmission:
9-Speed Automatic
Mileage:
76,823
Stock number:
14114
VIN:
ZACCJBCB2HPG37190

Sponsored

2021 Jeep Wrangler 4xe Rubicon 4WD

2021 Jeep Wrangler 4xe

Rubicon 4WD

61,757 miles

$24,955

Good Deal
Laurel, MD
71 mi away
Year:
2021
Make:
Jeep
Model:
Wrangler 4xe
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
375 hp 2L I4 Hybrid
Exterior color:
Sting-Gray Clearcoat
Combined gas mileage:
20 MPG
Fuel type:
Hybrid
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
61,757
Stock number:
MW812064
VIN:
1C4JJXR62MW812064

2024 Jeep Grand Cherokee L Limited 4WD

2024 Jeep Grand Cherokee L

Limited 4WD

18,951 miles

$32,500

Great Deal
Certified Pre-Owned
Suitland, MD
71 mi away
Year:
2024
Make:
Jeep
Model:
Grand Cherokee L
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
18,951
Stock number:
R1M0043
VIN:
1C4RJKBGXR8564084

2021 Jeep Wrangler 4xe Rubicon 4WD

2021 Jeep Wrangler 4xe

Rubicon 4WD

82,815 miles

$23,590

Good Deal
Annapolis, MD
88 mi away
Year:
2021
Make:
Jeep
Model:
Wrangler 4xe
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
375 hp 2L I4 Hybrid
Exterior color:
Black Clearcoat
Combined gas mileage:
20 MPG
Fuel type:
Hybrid
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
82,815
Stock number:
S1769A
VIN:
1C4JJXR6XMW676315

Preparing for a close up...

Photos coming soon

2022 Jeep Wrangler 4xe

High Altitude 4WD

65,360 miles

$24,950

Good Deal
Suitland, MD
71 mi away
Year:
2022
Make:
Jeep
Model:
Wrangler 4xe
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
375 hp 2L I4 Hybrid
Exterior color:
Black Clearcoat
Combined gas mileage:
49 MPG
Fuel type:
Hybrid
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
65,360
Stock number:
5U4042A
VIN:
1C4JJXP61NW191856

Preparing for a close up...

Photos coming soon

2016 Jeep Grand Cherokee

High Altitude 4WD

153,702 miles

$10,999

Fair Deal
Charlottesville, VA
76 mi away
Year:
2016
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Velvet Red Pearlcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
153,702
Stock number:
F26111A
VIN:
1C4RJFCG6GC504531

Preparing for a close up...

Photos coming soon

2024 Jeep Wrangler 4xe

Sahara 4WD

9,218 miles

$31,900

Great Deal
Frederick, MD
43 mi away
Year:
2024
Make:
Jeep
Model:
Wrangler 4xe
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
375 hp 2L I4 Hybrid
Exterior color:
Silver Zynith Clearcoat
Combined gas mileage:
49 MPG
Fuel type:
Hybrid
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
9,218
Stock number:
23730A
VIN:
1C4RJXP65RW146704

Preparing for a close up...

Photos coming soon

2022 Jeep Cherokee

Latitude Lux 4WD

75,052 miles

$17,847

Good Deal
Harrisonburg, VA
64 mi away
Year:
2022
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:
75,052
Stock number:
U-07452
VIN:
1C4PJMMX2ND515334

Preparing for a close up...

Photos coming soon

2024 Jeep Compass

Latitude 4WD

42,222 miles

$18,199

Great Deal
Rockville, MD
57 mi away
Year:
2024
Make:
Jeep
Model:
Compass
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
200 hp 2L I4
Exterior color:
Black
Combined gas mileage:
28 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
42,222
Stock number:
7WG1B2
VIN:
3C4NJDBN3RT118000

Preparing for a close up...

Photos coming soon

2017 Jeep Grand Cherokee

Laredo 4WD

112,361 miles

$12,234

Good Deal
Harrisonburg, VA
63 mi away
Year:
2017
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
112,361
Stock number:
28698A
VIN:
1C4RJFAG8HC962639

Preparing for a close up...

Photos coming soon

2022 Jeep Grand Cherokee L

Limited 4WD

39,113 miles

$28,900

Good Deal
Chambersburg, PA
60 mi away
Year:
2022
Make:
Jeep
Model:
Grand Cherokee L
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
Automatic
Mileage:
39,113
Stock number:
25811
VIN:
1C4RJKBG7N8622873

Preparing for a close up...

Photos coming soon

2024 Jeep Wrangler 4xe

Sport S 4WD

22,034 miles

$29,495

Good Deal
Mc Connellsburg, PA
55 mi away
Year:
2024
Make:
Jeep
Model:
Wrangler 4xe
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
375 hp 2L I4 Hybrid
Exterior color:
Anvil Clear Coat
Combined gas mileage:
49 MPG
Fuel type:
Hybrid
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
22,034
Stock number:
UQ161270
VIN:
1C4RJXN63RW161270

Preparing for a close up...

Photos coming soon

2019 Jeep Cherokee

Latitude 4WD

72,604 miles

$13,995

Good Deal
Winchester, VA
4 mi away
Year:
2019
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
Billet Silver Metallic Clearcoat
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
72,604
Stock number:
226804HA
VIN:
1C4PJMCX1KD106500

Preparing for a close up...

Photos coming soon

2022 Jeep Compass

(Red) Edition 4WD

32,033 miles

$19,977

Great Deal
Somerset, PA
78 mi away
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:
Redline Pearlcoat
Combined gas mileage:
26 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
32,033
Stock number:
SP4019
VIN:
3C4NJDCB8NT173072

Preparing for a close up...

Photos coming soon

2024 Jeep Compass

Latitude 4WD

46,103 miles

$18,199

Good Deal
Sterling, VA
41 mi away
Year:
2024
Make:
Jeep
Model:
Compass
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
200 hp 2L I4
Exterior color:
White
Combined gas mileage:
28 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
46,103
Stock number:
7WQ2BB
VIN:
3C4NJDBN6RT606230

Preparing for a close up...

Photos coming soon

2023 Jeep Renegade

Latitude 4WD

46,180 miles

$18,983

Fair Deal
Keyser, WV
48 mi away
Year:
2023
Make:
Jeep
Model:
Renegade
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
177 hp 1.3L I4
Exterior color:
Alpine White Clearcoat
Combined gas mileage:
26 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
46,180
Stock number:
4920
VIN:
ZACNJDB1XPPP72720

Preparing for a close up...

Photos coming soon

2019 Jeep Compass

Sport 4WD

96,700 miles

$12,650

Good Deal
Winchester, VA
1 mi away
Year:
2019
Make:
Jeep
Model:
Compass
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
26 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
96,700
Stock number:
T1737A
VIN:
3C4NJDAB2KT850163

Preparing for a close up...

Photos coming soon

2014 Jeep Grand Cherokee

Limited 4WD

108,593 miles

$12,968

Fair Deal
Harrisonburg, VA
64 mi away
Year:
2014
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
290 hp 3.6L V6
Exterior color:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
8-Speed Automatic
Mileage:
108,593
Stock number:
U-07699
VIN:
1C4RJFBG8EC502150

Preparing for a close up...

Photos coming soon

2023 Jeep Grand Cherokee L

Limited 4WD

19,495 miles

$34,500

Good Deal
Broadway, VA
51 mi away
Year:
2023
Make:
Jeep
Model:
Grand Cherokee L
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Midnight Sky
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
19,495
Stock number:
738949
VIN:
1C4RJKBG9P8738949

Preparing for a close up...

Photos coming soon

2015 Jeep Cherokee

Latitude 4WD

125,998 miles

$10,009

Fair Deal
Harrisonburg, VA
63 mi away
Year:
2015
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
125,998
Stock number:
28690A
VIN:
1C4PJMCB5FW681570

Preparing for a close up...

Photos coming soon

2018 Jeep Grand Cherokee

Laredo E 4WD

94,847 miles

$15,495

Fair Deal
Cockeysville, MD
84 mi away
Year:
2018
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
94,847
Stock number:
JC333589
VIN:
1C4RJFAG0JC333589

Sponsored

  1. Home
  2. / Used Cars
  3. / Jeep
  4. / Virginia
  5. / Winchester
Reviews

4.5 Overall rating

(6,633 reviews)

Customers say

Jeep vehicles are well-loved for their rugged design, off-road capabilities, and overall durability. Owners appreciate the powerful engines, spacious interiors, and versatility for both everyday and adventurous driving. Comfort features and safety are often highlighted, especially in models like the Grand Cherokee and Grand Wagoneer. However, common complaints include poor fuel economy, inconsistent performance, and concerns about reliability, particularly in older models. Overall, Jeep stands out as a brand for those who value adventure and off-road experiences, but some owners wish for better efficiency and modern features.

AI generated from the text of customer reviews.

What people say

fuel economy interior off-road capabilities performance power
Anonymous
5.0
Reviewed a 2006 Jeep Liberty on Jun 07, 2024

The 2006 Jeep Liberty excels with its strong off-road performance and robust build quality.

Russ V
5.0
Reviewed a 2023 Jeep Grand Cherokee 4xe on Aug 12, 2024

Lots of cool features including night vision, heads up and video screens. Great value

Anonymous
5.0
Reviewed a 2010 Jeep Wrangler on May 02, 2024

My 2010 came lifted with 35 inch tires. Heavy duty bumper with Winch. Super clean and low miles.

V. James B
5.0
Reviewed a 2014 Jeep Grand Cherokee on Dec 09, 2024

Its a great looking and driving vehicle. I wish they made the third row in this model. However I always feel like the center of attention when driving a jeep that has that sleek, classic, luxury feel and vibe but also can be rugged and tough, and able to run with boss hogs whether on a trail or the open road. Its great for travel and great for inclement weather. What other car does what the Jeep Grand Cherokee does then or now? Not a one. Because Jeep is a stand alone Grand type of ride!

Shyra B
5.0
Reviewed a 2022 Jeep High Altitude 4WD on Sep 22, 2024

The features are completely awesome. Great value, I can’t think of anything I’m missing in my vehicle. I love my new Jeep.

  • Used Jeep for Sale Under $10,000 Near Winchester

  • Used Jeep for Sale Under $15,000 Near Winchester

  • Used Jeep for Sale Under $20,000 Near Winchester

  • Used Jeep for Sale Under $25,000 Near Winchester

  • Used Jeep for Sale Under $30,000 Near Winchester

  • Used Jeep for Sale Under $40,000 Near Winchester

  • Used Jeep Wrangler for Sale Under $15,000 - CarGurus

  • Jeep SUVs & Crossovers for Sale near Winchester VA

  • Used Jeep Wrangler for Sale Under $10,000 - CarGurus

  • Used Jeep Wrangler for Sale Under $5,000 - CarGurus

  • Best Cars Under $5,000 For Sale in Winchester VA

  • Used Jeep for Sale with Low Mileage in Winchester

  • Jeep in Hagerstown MD

  • Jeep in Cumberland MD

  • Jeep in Manassas VA

  • Jeep in Harrisonburg VA

  • Jeep in Washington DC

  • Jeep in Fredericksburg VA

  • Jeep in Hanover PA

  • Jeep in Charlottesville VA

  • Jeep in Baltimore MD

  • Jeep Wrangler in Winchester VA

  • Jeep Grand Cherokee in Winchester VA

  • Jeep Compass in Winchester VA

  • Jeep Gladiator in Winchester VA

  • Jeep Grand Cherokee L in Winchester VA

  • Jeep Cherokee in Winchester VA

  • Jeep Wrangler 4xe in Winchester VA

  • Jeep Grand Wagoneer in Winchester VA

  • Jeep Renegade in Winchester VA

  • Jeep Wagoneer in Winchester VA

  • Jeep Grand Cherokee 4xe in Winchester VA

  • Jeep Grand Wagoneer L in Winchester VA

  • 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 in Winchester

  • Used SUVs / Crossovers for Sale with Low Mileage in Winchester

  • Used Hatchbacks for Sale with Low Mileage in Winchester

  • Used Convertibles for Sale with Low Mileage in Winchester

  • Used Vans for Sale with Low Mileage in Winchester

  • Used Minivans for Sale with Low Mileage in Winchester

  • Used Pickup Trucks for Sale with Low Mileage in Winchester

  • Used Coupes for Sale with Low Mileage in Winchester

  • Used Wagons for Sale with Low Mileage in Winchester

  • Lindsay Chrysler Dodge Jeep Ram

  • Safford CDJR Sterling

  • Fitzgerald Hagerstown

  • Tate Chrysler Jeep Dodge Frederick

  • CMA's CDJR of Martinsburg

  • Safford Chrysler Jeep Dodge Ram of Warrenton

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

© 2026 CarGurus, Inc., All Rights Reserved.