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391 listings
  • New Listing
    $27,234
    fair price
    $568 below market
    • 48,427 miles
    • No accidents, 1 owner, rental vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Tampa, FL / 1,101 miles away from Windsor, CT

    CarFax No Accidents Reported,CarFax 1-Owner,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,WiFi Hotspot,V6 Cylinder Engine,Power Do...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTAGXPL522440
    Stock: PL522440P
    Certified Pre-Owned: No

  • New Listing
    $28,998
    good price
    $2,964 below market
    • 48,061 miles
    • 5'0” bed, 3.6l, 6cyl
    • CarMax (In-stock online)
    • Transfer available from ME to CT*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in South Portland, ME / 170 miles away from Windsor, CT

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTAG3ML508200
    Stock: 26681345
    Certified Pre-Owned: No

  • New Listing
    $32,998
    fair price
    $485 below market
    • 40,272 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • CarMax (In-stock online)
    • Transfer available from NC to CT*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Charlotte, NC / 636 miles away from Windsor, CT

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTFG0LL107260
    Stock: 27155282
    Certified Pre-Owned: No

  • $30,568
    fair price
    $317 above market
    • 38,795 miles
    • No accidents, 1 owner, rental vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Fresno, CA / 2,510 miles away from Windsor, CT

    Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Navigation System,Premium Sound,Satellite Radio,WiFi Hotspot,V6 Cylinder Engine,Power Do...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 1C6HJTFG7PL523974
    Stock: PL523974NPR
    Certified Pre-Owned: No

  • $35,000
    fair price
    $1,254 below market
    • 34,698 miles
    • No accidents, 1 owner, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Costa Mesa, CA / 2,506 miles away from Windsor, CT

    CarFax No Accidents Reported,CarFax 1-Owner,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Navigation System,Premium Sound,Satellite Radio,Tow Hi...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTFG4NL171806
    Stock: NL171806S
    Certified Pre-Owned: No

  • $47,599
    fair price
    $2,163 below market
    • 4,942 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Executive Jeep (36 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in North Haven, CT / 36 miles away from Windsor, CT

    Certified. 2024 Jeep Gladiator Bright White Clearcoat Mojave 4X4 4D Crew Cab 8-Speed Automatic 4WD 3.6L V6 24V VVT**BLUETOOTH**, **JEEP CERTIFIED**, C...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    18 Combined MPG (16 City/21 Highway)

    Listing Information:

    VIN: 1C6JJTEG2RL115839
    Stock: MZ9418
    Certified Pre-Owned: Yes
    Listed since: 12-12-2024

  • New Listing
    $36,998
    fair price
    $1,687 below market
    • 47,532 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • CarMax (In-stock online)
    • Transfer available from CO to CT*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Colorado Springs, CO / 1,691 miles away from Windsor, CT

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6JJTBGXLL102736
    Stock: 26914925
    Certified Pre-Owned: No

  • Price Drop
    • 32,465 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Blind Spot Monitorin...
    Close

    Located in San Diego, CA / 2,491 miles away from Windsor, CT

    CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Leather Seats,Satellite...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6JJTBG1LL143692
    Stock: LL143692P
    Certified Pre-Owned: No

  • $29,998
    fair price
    $394 below market
    • 54,771 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • CarMax (In-stock online)
    • Transfer available from NC to CT*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Raleigh, NC / 527 miles away from Windsor, CT

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTAG8LL123245
    Stock: 25830437
    Certified Pre-Owned: No

  • New Listing
    $31,998
    fair price
    $510 below market
    • 40,889 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • CarMax (In-stock online)
    • Transfer available from NE to CT*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Omaha, NE / 1,214 miles away from Windsor, CT

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 1C6HJTFG2PL535367
    Stock: 27059067
    Certified Pre-Owned: No

  • $35,732
    fair price
    $1,599 below market
    • 16,800 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Blind Spot Monitorin...
    • Tire Pressure Warnin...
    Close

    Located in Tampa, FL / 1,101 miles away from Windsor, CT

    CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Ke...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6JJTBG5LL134459
    Stock: LL134459P
    Certified Pre-Owned: No

  • Price Drop
    $35,997
    fair price
    $893 above market
    • 14,512 miles
    • No accidents, 2 owners, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Twin Falls, ID / 2,126 miles away from Windsor, CT

    CarFax No Accidents Reported,Low Mileage,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Navigation System,Satellite Radio,Tow Hitch...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTAG1NL160804
    Stock: NL160804TC
    Certified Pre-Owned: No

  • Price Drop
    • 47,032 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Oxnard, CA / 2,554 miles away from Windsor, CT

    CarFax No Accidents Reported,CarFax 1-Owner,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6JJTBGXLL117849
    Stock: LL117849P
    Certified Pre-Owned: No

    • 54,612 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • RubyCar - Dallas (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Euless, TX / 1,475 miles away from Windsor, CT

    Apple/Google Car Play, Backup Camera, Bluetooth, Buy with Confidence! AVIS CERTIFIED 170 Point Inspection!, Extra Clean!, Fresh Oil Change, Fully Deta...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTAG7PL531743
    Stock: 51352173
    Certified Pre-Owned: No
    Listed since: 01-31-2025

  • Price Drop
    $37,500
    fair price
    $288 above market
    • 56,358 miles
    • No accidents, 2 owners, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Roseburg, OR / 2,538 miles away from Windsor, CT

    CarFax No Accidents Reported,Rare Find,Back-Up Camera,Blind Spot Monitor,Brake Assist,Heated Seats,Heated Steering Wheel,Leather Seats,Remote Start,Sa...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6JJTEG1LL203532
    Stock: 29206B
    Certified Pre-Owned: No

  • $27,909
    good price
    $2,445 below market
    • 51,831 miles
    • No accidents, 1 owner, rental vehicle
    • 5'0” bed, 3.6l, 6cyl
    • RubyCar - Las Vegas (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Las Vegas, NV / 2,294 miles away from Windsor, CT

    Priced below KBB Fair Purchase Price! RubyCar by Avis is a national online retailer that allows you to shop thousands of high-quality, single-owner ve...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTAG9PL533395
    Stock: 51356454
    Certified Pre-Owned: No
    Listed since: 03-13-2025

    • 46,509 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • Upgraded Stereo
    Close

    Located in San Antonio, TX / 1,676 miles away from Windsor, CT

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTAG5ML516377
    Stock: 2003683536
    Certified Pre-Owned: No
    Listed since: 04-26-2025

    • 14,045 miles
    • No accidents, 1 owner, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Costa Mesa, CA / 2,506 miles away from Windsor, CT

    CarFax No Accidents Reported,CarFax 1-Owner,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Leather Seats,Navigation System,Premium Sound,Satellit...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 1C6HJTFG4PL555961
    Stock: PL555961S
    Certified Pre-Owned: No

  • New Listing
    $35,998
    fair price
    $1,185 below market
    • 17,898 miles
    • 5'0” bed, 3.6l, 6cyl
    • CarMax (In-stock online)
    • Transfer available from MD to CT*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Laurel, MD / 289 miles away from Windsor, CT

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6HJTFG3LL176167
    Stock: 26889242
    Certified Pre-Owned: No

    • 4,994 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Phoenix, AZ / 2,209 miles away from Windsor, CT

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6JJTAG8PL571640
    Stock: 2003614415
    Certified Pre-Owned: No
    Listed since: 04-05-2025

  • Price Drop
    $39,995
    fair price
    $428 above market
    • 17,969 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Casper, WY / 1,703 miles away from Windsor, CT

    CarFax No Accidents Reported,Low Mileage,Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Leather Seats,Navigation System,Premium Sound,R...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: 1C6JJTBG8NL128237
    Stock: 8329CF
    Certified Pre-Owned: No

Showing 106 - 126 out of 391 listings

Buying a Jeep Gladiator in Windsor Connecticut

The Jeep Gladiator is an exceptional choice for adventurous individuals in Windsor, CT, especially those who enjoy exploring the scenic beauty of local parks and nature trails. Its rugged character and off-road capabilities make it well-suited for tackling the varied terrain found in nearby destinations like the Metacomet Trail or even venturing further into the picturesque landscapes of the Connecticut River Valley. With its convertible design, owners can easily soak up the sun while cruising through town, making it a unique vehicle that stands out among traditional pickups.

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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.