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Used
Jeep Gladiator trucks
for sale
near
South Woodstock, CT
under $100,000
26 matches
30 miles from 06267
Be the first to know!
Est.
$400
/mo*
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Jeep Certified
2021 Jeep Gladiator Sport
29,781 mi.
$30,985
Bolles Motors
Vehicle information
Ext. color: Black Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-23
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: 904653
VIN: 1C6HJTAG1ML561851
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port
Safety:
Backup Camera, Brake Assist, Stability Control
Reviews
Bolles Motors review
Every person I dealt with were very professional and good
Every person I dealt with were very professional and good communicators. This was a factor in my decision to purchase my car. It was a positive experience. Definitely recommend.
2021 Jeep Gladiator Sport review
We special ordered a Jeep Galdiato Rubicon in 2021 and
We special ordered a Jeep Galdiato Rubicon in 2021 and loved it. Our only problem was it didn't leave much space in the garage. We decided to trade it for a special ordered Jeep Wrangle 4dr. RubiconX. This new vehicle left us with 34 more inches of space in our garage. We still have our 2021 Jeep GrandCherokee Trailhawk as our long trip vehicle. 2 never gave any problems accept with the Aux, battery after 3 years of own
Jeep Certified
2021 Jeep Gladiator Rubicon 4X4
19,398 mi.
$38,550
Bald Hill Dodge Chrysler Jeep RAM
Vehicle information
Ext. color: Snazzberry Pearlcoat
Int. color: Black
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: V-6 cyl
Stock #: SJ25437A
VIN: 1C6JJTBGXML610500
Features
Convenience:
Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Backup Camera, Brake Assist, Stability Control
Reviews
Bald Hill Dodge Chrysler Jeep RAM review
Louie and his team were integral in helping me find my
Louie and his team were integral in helping me find my new truck. Everyone made the experience truly simple. The Bald Hill team were very nice, knowledgeable, fair and patience.
2021 Jeep Gladiator Rubicon 4X4 review
Have driven Jeeps in the military and loved the
Have driven Jeeps in the military and loved the performance and easy maintenance. Have 2 Jeeps now and looking to replace one of my Jeep with another one. Love Jeeps!!
Used
2023 Jeep Gladiator Sport
25,903 mi.
$37,985
Champagne Motorcar Co.
Vehicle information
Ext. color: Black Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-23
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: 8319
VIN: 1C6HJTAG0PL564633
Features
Convenience:
Keyless Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Tow Hitch
Safety:
Backup Camera, Brake Assist, Stability Control
Reviews
Champagne Motorcar Co. review
Champagne and Fernando made the entire process seamless
Champagne and Fernando made the entire process seamless and were very accommodating with me while being many states away. Couldn't ask for a better experience!
2023 Jeep Gladiator Sport review
MOST importantly it is a JEEP.
MOST importantly it is a JEEP. If you want a luxury vehicle, buy one, if you want a full-size truck, buy one, if you want a sports car, buy one, the Jeep Gladiator is none of these. It is designed to be a mid-sized pick-up yet still be a Jeep, it does this PERFECTLY. I have owned 9 Jeeps over the years, as early as 1978 up through 2006; the Jeeps today are full of more amenities and comfort than they ever have been in history. I have 2 Gladiators; a '23 Mojave, and a '23 Diesel Overland, both of them are INCREDIBLE vehicles on and off road, and MORE than fit the bill for a light duty pick-up, superseding most others on the market, and I am even comparing to any of the 5 Tacoma's I have owned. If you are in the market for a light duty pick-up, you can't beat it; whether it is a loaded up graded model, or even the base model, it is still a truck with 4WD, straight axles, and still available with a manual transmission. VERY happy with both of mine!
Jeep Certified
2022 Jeep Gladiator Sport
29,806 mi.
$32,500
Bolles Motors
Vehicle information
Ext. color: Black Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-23
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: 904716
VIN: 1C6HJTAG0NL142309
Features
Convenience:
Keyless Start, Navigation System
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port
Exterior:
Tow Hitch
Safety:
Backup Camera, Brake Assist, Stability Control
Reviews
Bolles Motors review
Just purchased a car from them.
Just purchased a car from them. Very professional sales people and service department. Even after we agreed on a price, the service department decided to put new tires on the car before giving it to me
2022 Jeep Gladiator Sport review
My Gladiator is 3 years old.
My Gladiator is 3 years old. Driving in Alaska and what a great vehicle. Starts every morning with no issues. Drives great in deep snow thanks to the ground clearance. The ride is stiff-it’s a Jeep.
Jeep Certified
2024 Jeep Gladiator Rubicon
4,917 mi.
$47,900
$1,095 price drop
Bald Hill Dodge Chrysler Jeep RAM
Vehicle information
Ext. color: Anvil Clear Coat
Int. color: Black
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: V-6 cyl
Stock #: PD2879
VIN: 1C6JJTBG0RL134491
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, HomeLink, USB Port
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Brake Assist, LED Headlights, Stability Control
Reviews
Bald Hill Dodge Chrysler Jeep RAM review
Louie was great, he was very patient with us when we were
Louie was great, he was very patient with us when we were trying to decide which jeep we wanted, the guy doing the financial paperwork was a little unorganized but we got thru it 2👍
2024 Jeep Gladiator Rubicon review
It’s a Jeep, so people who buy this understand what it’s
It’s a Jeep, so people who buy this understand what it’s all about, great off road performance, reliable and fun to drive. The Gladiator is unique because it’s a pickup and gives you more flexibility on abilities to carry more, but doesn’t hamper performance in any way, also, priced well compared to similar vehicles.
No photo available
Used
2024 Jeep Gladiator Sport S
18,621 mi.
$35,977
$500 price drop
Imperial Chrysler Dodge Jeep RAM
Vehicle information
Ext. color: Granite Crystal Metallic Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-22
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: D15476
VIN: 1C6HJTAG0RL119571
Features
Convenience:
Adaptive Cruise Control, Keyless Entry, Keyless Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Reviews
Imperial Chrysler Dodge Jeep RAM review
Needed a change from the old Cadillac SUV, visited
Needed a change from the old Cadillac SUV, visited Imperial and met Ach, an energetic salesman who showed us choices and we settled on the Tucson Hybrid. Dealership was solid, impressed by Ach and we love the car, very pleased.
2024 Jeep Gladiator Sport S review
Reliable and great looking truck!
Reliable and great looking truck! Love the way it rides and how many options they have to customize this great mid size vehicle. Love the color options
There are additional matching cars outside your search area.
Partial matches are generated by applying your search criteria to a larger search area. Our goal is to help you discover additional cars that match your search preferences.
As a benefit to some of our dealer customers, we display their listings first.
Used
2021 Jeep Gladiator Willys 4x4
45,914 mi.
$29,000
AutoMax Preowned Framingham
Vehicle information
Ext. color: Hydro Blue Pearlcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-22
Fuel type: Gasoline
Transmission: Automatic
Engine: 3.6L V-6 DOHC, variable valve control, regular unleaded, engine
Stock #: 595237
VIN: 1C6HJTAGXML595237
Features
Convenience:
Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Rear Cross Traffic Alert, Stability Control
Used
2022 Jeep Gladiator Altitude 4x4
23,628 mi.
$31,577
$300 price drop
Colonial Chrysler Jeep Dodge RAM
Vehicle information
Ext. color: Black Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-22
Fuel type: Gasoline
Transmission: 8-Speed A/T
Engine: 3.6L V-6 DOHC, variable valve control, regular unleaded, engine
Stock #: P10399
VIN: 1C6HJTAG1NL124448
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Used
2021 Jeep Gladiator Willys 4x4
52,807 mi.
$28,999
$500 price drop
North End Motors
Vehicle information
Ext. color: Billet Silver Metallic Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: Automatic
Engine: 3.6L V-6 DOHC, variable valve control, regular unleaded, engine
Stock #: B24918
VIN: 1C6HJTAG2ML557825
Features
Convenience:
Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Certified
2022 Jeep Gladiator Mojave
63,809 mi.
$36,872
Flood Ford of East Greenwich
Vehicle information
Ext. color: Granite Crystal Clearcoat Metallic
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-23
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: Z646A
VIN: 1C6JJTEG0NL117244
Features
Convenience:
Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, HomeLink, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Backup Camera, Brake Assist, Stability Control
Jeep Certified
2020 Jeep Gladiator Overland
63,781 mi.
$28,995
$1,000 price drop
Elmwood Chrysler Dodge Jeep RAM
Vehicle information
Ext. color: Bright White Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-22
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V-6 DOHC, variable valve control, regular unleaded, engine
Stock #: E78018A
VIN: 1C6HJTFGXLL132330
Features
Convenience:
Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port
Exterior:
Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats
Used
2023 Jeep Gladiator Mojave 4x4
48,853 mi.
$36,400
$500 price drop
Colonial South Chrysler Jeep Dodge Ram
Vehicle information
Ext. color: Bright White Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-22
Fuel type: Gasoline
Transmission: 8-Speed A/T
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: 22016A
VIN: 1C6JJTEG9PL509934
Features
Convenience:
Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Premium Sound System, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Sunroof/Moonroof, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Used
2025 Jeep Gladiator Sport S
3,717 mi.
$44,975
$1,000 price drop
Premier Chrysler Dodge Jeep RAM Cape Cod
Vehicle information
Ext. color: Granite Crystal Metallic Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: 8-Speed A/T
Engine: 3.6L V6 Cylinder Engine
Stock #: PC8522
VIN: 1C6PJTAG2SL506978
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats
Jeep Certified
2023 Jeep Gladiator Overland
52,903 mi.
$29,744
Danbury Chrysler Jeep Dodge Ram FIAT
Vehicle information
Ext. color: Bright White Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: D6880
VIN: 1C6HJTFGXPL523581
Features
Convenience:
Keyless Start, Navigation System
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels
Safety:
Backup Camera, Brake Assist, Stability Control
Used
2021 Jeep Gladiator Rubicon
40,325 mi.
$36,467
Herb Chambers Honda of Seekonk
Vehicle information
Ext. color: Snazzberry Pearlcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-22
Fuel type: Gasoline
Transmission: Automatic
Engine: 3.6L V-6 DOHC, variable valve control, regular unleaded, engine
Stock #: O75886
VIN: 1C6JJTBG8ML539393
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port
Exterior:
Alloy Wheels, Sunroof/Moonroof, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats
Used
2022 Jeep Gladiator Mojave 4x4
56,963 mi.
$37,999
$1,000 price drop
Courtesy Mitsubishi
Vehicle information
Ext. color: Sarge Green Clearcoat
Int. color: Global Black/Steel Gray
Drivetrain: Four-wheel Drive
MPG:
16-22
Fuel type: Gasoline
Transmission: Automatic
Engine: 3.6L V-6 DOHC, variable valve control, regular unleaded, engine
Stock #: PM1176
VIN: 1C6JJTEGXNL179122
Features
Convenience:
Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, USB Port
Exterior:
Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, LED Headlights, Stability Control
Seating:
Leather Seats
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Jeep Gladiator prices by year
| Model year | Average price | Deals |
|---|---|---|
| 2025 Jeep Gladiator | $46,529 |
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used Jeep Gladiator by price
Compare the Jeep Gladiator
Jeep Gladiator under $100,000 by city
-
Jeep Gladiator under $100,000 in South Woodstock, CT
4 Great Deals out of 27 listings starting at $27,347
-
Jeep Gladiator under $100,000 in Woodstock, CT
4 Great Deals out of 28 listings starting at $27,347
-
Jeep Gladiator under $100,000 in Pomfret, CT
2 Great Deals out of 24 listings starting at $27,347
-
Jeep Gladiator under $100,000 in Putnam, CT
5 Great Deals out of 36 listings starting at $27,347
-
Jeep Gladiator under $100,000 in North Grosvenor Dale, CT
4 Great Deals out of 35 listings starting at $27,347
-
Jeep Gladiator under $100,000 in Thompson, CT
5 Great Deals out of 34 listings starting at $27,347
-
Jeep Gladiator under $100,000 in Quinebaug, CT
3 Great Deals out of 30 listings starting at $27,347
-
Jeep Gladiator under $100,000 in Eastford, CT
2 Great Deals out of 22 listings starting at $29,985
-
Jeep Gladiator under $100,000 in Killingly, CT
4 Great Deals out of 27 listings starting at $27,347
-
Jeep Gladiator under $100,000 in Dudley, MA
4 Great Deals out of 37 listings starting at $27,347
-
Jeep Gladiator under $100,000 in Danielson, CT
4 Great Deals out of 27 listings starting at $27,347
-
Jeep Gladiator under $100,000 in Brooklyn, CT
3 Great Deals out of 28 listings starting at $27,347
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This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.