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 Cheshire, MA

4,855 results
Cheshire, MA
2023 Jeep Grand Cherokee Summit 4WD Shoreline Chrysler Dodge Jeep RAM

2023 Jeep Grand Cherokee

Summit 4WD

26,370 miles

$42,262

Fair Deal
Old Saybrook, CT
95 mi away
Year:
2023
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Silver Zynith
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
26,370
Stock number:
CP2704
VIN:
1C4RJHEG6P8818658

Sponsored

2023 Jeep Grand Cherokee 4xe Overland 4WD

2023 Jeep Grand Cherokee 4xe

Overland 4WD

17,758 miles

$31,731

Good Deal
Framingham, MA
87 mi away
Year:
2023
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:
Midnight Sky
Combined gas mileage:
23 MPG
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
17,758
Stock number:
W1333A
VIN:
1C4RJYD68P8891877

Sponsored

2022 Jeep Compass Limited 4WD

2022 Jeep Compass

Limited 4WD

33,171 miles

$22,000

Fair Deal
Framingham, MA
89 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:
Bright White Clearcoat
Combined gas mileage:
26 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
33,171
Stock number:
194015
VIN:
3C4NJDCB2NT194015

Sponsored

2017 Jeep Wrangler Unlimited Big Bear 4WD

2017 Jeep Wrangler

Unlimited Big Bear 4WD

143,847 miles

$10,400

Good Deal
Worcester, MA
71 mi away
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:
Gray (Granite Crystal Metallic Clear Coat)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Manual
Mileage:
143,847
Stock number:
623599
VIN:
1C4BJWDG8HL623599

2016 Jeep Grand Cherokee Laredo 75th Anniversary 4WD

2016 Jeep Grand Cherokee

Laredo 75th Anniversary 4WD

116,699 miles

$9,990

Great Deal
Branford, CT
90 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:
Brilliant Black Crystal Pearlcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
116,699
Stock number:
4423p
VIN:
1C4RJFAG9GC303872

2023 Jeep Wrangler 4xe Sahara 4WD

2023 Jeep Wrangler 4xe

Sahara 4WD

29,112 miles

$29,999

Great Deal
Amsterdam, NY
61 mi away
Year:
2023
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:
29,112
Stock number:
U0091
VIN:
1C4JJXP62PW517151

Preparing for a close up...

Photos coming soon

2022 Jeep Grand Cherokee L

Limited 4WD

100,820 miles

$21,440

Great Deal
Certified Pre-Owned
Leominster, MA
71 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:
Baltic Gray Metallic Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Brown (Wicker Beige/Black)
Transmission:
8-Speed Automatic
Mileage:
100,820
Stock number:
SJ224A
VIN:
1C4RJKBG3N8572585

Preparing for a close up...

Photos coming soon

2016 Jeep Patriot

Latitude 4WD

117,104 miles

$6,495

Good Deal
Grafton, NH
88 mi away
Year:
2016
Make:
Jeep
Model:
Patriot
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
172 hp 2.4L I4
Exterior color:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
117,104
VIN:
1C4NJRFB5GD696860

Preparing for a close up...

Photos coming soon

2019 Jeep Cherokee

Latitude Plus 4WD

143,500 miles

$8,495

Good Deal
Ware, MA
51 mi away
Year:
2019
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
Diamond Black Crystal Pearl Coat
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic Overdrive
Mileage:
143,500
Stock number:
9787UJC
VIN:
1C4PJMLB4KD309787

Preparing for a close up...

Photos coming soon

2014 Jeep Wrangler

Unlimited Sport 4WD

168,431 miles

$9,935

Good Deal
Torrington, CT
51 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:
Bright White Clearcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
5-Speed Automatic
Mileage:
168,431
Stock number:
N1901T
VIN:
1C4BJWDG1EL121299

Preparing for a close up...

Photos coming soon

2022 Jeep Wagoneer

Series III 4WD

44,298 miles

$42,599

Good Deal
Amsterdam, NY
61 mi away
Year:
2022
Make:
Jeep
Model:
Wagoneer
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
392 hp 5.7L V8
Exterior color:
Baltic Gray Metallic Clearcoat
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
44,298
Stock number:
U0069
VIN:
1C4SJVDT5NS108827

Preparing for a close up...

Photos coming soon

2015 Jeep Patriot

High Altitude Edition 4WD

92,860 miles

$7,900

Good Deal
Lowell, MA
92 mi away
Year:
2015
Make:
Jeep
Model:
Patriot
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
172 hp 2.4L I4
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
6-Speed Automatic
Mileage:
92,860
Stock number:
120614
VIN:
1C4NJRFB6FD120614

Preparing for a close up...

Photos coming soon

2017 Jeep Wrangler

Unlimited 75th Anniversary 4WD

77,337 miles

$16,998

Great Deal
East Windsor, CT
54 mi away
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:
Bright White Clear Coat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black/Dark Saddle
Transmission:
5-Speed Automatic
Mileage:
77,337
Stock number:
522425
VIN:
1C4HJWEG6HL522425

Preparing for a close up...

Photos coming soon

2017 Jeep Grand Cherokee

Limited 4WD

122,327 miles

$13,100

Fair Deal
Granville, NY
58 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:
122,327
Stock number:
26Z021
VIN:
1C4RJFBG4HC946498

Preparing for a close up...

Photos coming soon

2014 Jeep Grand Cherokee

Limited 4WD

145,600 miles

$9,900

Fair Deal
Lowell, MA
92 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
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
145,600
Stock number:
334668
VIN:
1C4RJFBG6EC334668

Preparing for a close up...

Photos coming soon

2017 Jeep Wrangler

Unlimited Sahara 4WD

159,270 miles

$12,000

Good Deal
Norwich, CT
91 mi away
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:
Granite Crystal Metallic Clearcoat - PAU
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black - X9
Transmission:
Manual
Mileage:
159,270
Stock number:
14621NA
VIN:
1C4BJWEG3HL659084

Preparing for a close up...

Photos coming soon

2020 Jeep Compass

Latitude 4WD

55,430 miles

$15,999

Great Deal
Acton, MA
88 mi away
Year:
2020
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:
55,430
Stock number:
RU943
VIN:
3C4NJDBB2LT239789

Preparing for a close up...

Photos coming soon

2021 Jeep Grand Cherokee

High Altitude 4WD

43,768 miles

$28,800

Fair Deal
Kingston, NY
65 mi away
Year:
2021
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:
43,768
Stock number:
KJ24983A
VIN:
1C4RJFCGXMC621945

Preparing for a close up...

Photos coming soon

2023 Jeep Grand Cherokee 4xe

30th Anniversary 4WD

21,339 miles

$29,885

Good Deal
Clifton Park, NY
39 mi away
Year:
2023
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:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
57 MPG
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
21,339
Stock number:
12UP8905201
VIN:
1C4RJYB68P8905201

Preparing for a close up...

Photos coming soon

2020 Jeep Cherokee

Latitude Plus 4WD

72,875 miles

$15,399

Good Deal
Amsterdam, NY
61 mi away
Year:
2020
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
Billet Silver Metallic Clearcoat
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
72,875
Stock number:
U0163
VIN:
1C4PJMLB2LD551334

Preparing for a close up...

Photos coming soon

2015 Jeep Cherokee

Limited 4WD

127,962 miles

$7,995

Good Deal
Berlin, CT
67 mi away
Year:
2015
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
Blue
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
127,962
VIN:
1C4PJMDS5FW726358

Preparing for a close up...

Photos coming soon

2018 Jeep Grand Cherokee

Altitude 4WD

82,197 miles

$16,967

Fair Deal
Certified Pre-Owned
Milford, CT
93 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:
82,197
Stock number:
U1796
VIN:
1C4RJFAG4JC237867

Preparing for a close up...

Photos coming soon

2021 Jeep Wrangler

Unlimited Sahara 4WD

29,964 miles

$31,792

Fair Deal
Plainfield, CT
89 mi away
Year:
2021
Make:
Jeep
Model:
Wrangler
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
270 hp 2L I4
Exterior color:
Sarge Green Clearcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
29,964
Stock number:
H12406A
VIN:
1C4HJXEN1MW568421

Sponsored

  1. Home
  2. / Used Cars
  3. / Jeep
  4. / Massachusetts
  5. / Cheshire
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.

Anonymous
5.0
Reviewed a 2024 Jeep Wrangler on Mar 06, 2024

Good value at the price, mileage is under average use , has all ten necessary features plus a few extras, sporty, rugged and fun to drive !

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.

Clyde N
4.0
Reviewed a 2017 Jeep Patriot on Feb 07, 2024

The car has nice features! The car has good value! This car is missing a moonroof. The car is comparable to a Buick Enclave.

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

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

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

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

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

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

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

  • Jeep SUVs & Crossovers for Sale near Cheshire MA

  • 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 Cheshire MA

  • Used Jeep for Sale with Low Mileage

  • Jeep in Pittsfield MA

  • Jeep in Albany NY

  • Jeep in Brattleboro VT

  • Jeep in Chicopee MA

  • Jeep in Hartford CT

  • Jeep in Worcester MA

  • Jeep in Groton MA

  • Jeep in Newburgh NY

  • Jeep in New Haven CT

  • Jeep Wrangler in Cheshire MA

  • Jeep Grand Cherokee in Cheshire MA

  • Jeep Compass in Cheshire MA

  • Jeep Grand Cherokee L in Cheshire MA

  • Jeep Gladiator in Cheshire MA

  • Jeep Cherokee in Cheshire MA

  • Jeep Wrangler 4xe in Cheshire MA

  • Jeep Renegade in Cheshire MA

  • Jeep Grand Wagoneer in Cheshire MA

  • Jeep Wagoneer in Cheshire MA

  • Jeep Grand Cherokee 4xe in Cheshire MA

  • Jeep Patriot in Cheshire MA

  • 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

  • Orange Chrysler Dodge Jeep Ram

  • Bertera Dodge Chrysler Jeep Ram

  • Stephens Chrysler Jeep Dodge Ram of Bennington

  • Bedard Bros Auto Sales

  • Brattleboro Chrysler Dodge Jeep Ram

  • Metro Chrysler Dodge Jeep Ram

  • Otto Chrysler Dodge Jeep Ram

  • Orchard CDJR

  • Goldstein Chrysler Jeep Dodge Ram

  • Chrysler Dodge Jeep Ram of Clifton Park

  • Lia Chrysler Jeep Dodge Ram Northampton

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.