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1,604 Cars for sale near Winsted +50 miles
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2023 Jeep Wrangler Willys 4xe
Description: 8YR Certified, 2.0L I4 DOHC, 4X4, AWD, Apple CarPlay / Google Android Auto, Remote Start, Bluetooth, Heated Seats, Heated Steering Wheel, Tow Package, Alpine Audio, 8yr/100,000 miles Limited Powertrain Warranty, 1-Year SiriusXM Guardian Trial, 4G LTE Wi-Fi Hot Spot, 5-Year SiriusXM Traffic Service, 5-Year SiriusXM Travel Link Service, 8.4 Radio Gro...Features:- - GPS Navigation
- - 8.4 Radio Group
- - Cold Weather Group
1- Sale Price: $28,850
- Used
- 34,740 Mi.
- Automatic
- 4WD-AWD
- -
- 4 Cyl.
- 14 Days on site
2021 Jeep Cherokee Trailhawk
Description: 8YR Certified, Clean Carfax, Local Trade, 4X4, Apple CarPlay / Google Android Auto, Remote Start, Rear Camera, Bluetooth, Heated Seats, Heated Steering Wheel, 6 Speakers, 7 & 4 Pin Wiring Harness, Class III Receiver Hitch, Power driver seat, Trailer Tow Group, Trailer Tow Wiring Harness.Features:- - Quick Order Package 27E Trailhawk
- - Trailer Tow Group
- - 6 Speakers
1- Sale Price: $22,341
- Used
- 59,718 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 24 Days on site
2022 Jeep Wrangler Unlimited Sport Altitude
Description: 8YR Certified, One Owner, Clean Carfax, 4X4, 8yr/100,000 miles Limited Powertrain Warranty, 110 MPH Vehicle Max Speed Calibration, 2-Door Passive Entry, Front Door Locks, 240 Amp Alternator, 4-Wheel Disc Brakes, 7 & 4 Pin Wiring Harness, 700 Amp Maintenance Free Battery, 8 Speakers, ABS brakes, Air Conditioning, Air Conditioning w/Auto Temperature ...Features:- - Altitude Package
- - Cold Weather Group
- - Convenience Group
1- Sale Price: $31,350
- Used
- 34,469 Mi.
- Automatic
- 4WD-AWD
- Blue
- 4 Cyl.
- 28 Days on site
2017 Jeep Wrangler Unlimited Sahara
Description: 3MO Certified, One Owner, 4X4, Navigation System, Remote Start, Bluetooth, Leather Interior, Heated Seats, Tow Package, 3 month/3000 miles Limited Powertrain Warranty, Body Color Appliques Front Bumper, Body Color Appliques Rear Bumper, Class II Receiver Hitch, Connectivity Group, GPS Navigation, Power steering, Power windows, Quick Order Package 2...Features:- - GPS Navigation
- - Connectivity Group
- - Quick Order Package 24G
1- Sale Price: $18,350
- Used
- 131,090 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 37 Days on site
2024 Jeep Wagoneer Series II
Description: 8YR Certified, One Owner, Clean Carfax, 4X4, AWD, Apple CarPlay / Google Android Auto, Navigation System, Remote Start, Rear Camera, Bluetooth, Leather Interior, Heated Seats, Heated Steering Wheel, 8yr/100,000 miles Limited Powertrain Warranty, Navigation System, Quick Order Package 25J.Features:- - Navigation System
- - Quick Order Package 25J
- - 10 Speakers
1- Sale Price: $43,250
- Used
- 52,988 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 45 Days on site
Real Deals2026 Jeep Cherokee
Description: Silver Zynith Clearcoat 2026 Jeep Cherokee 4WD CVT 1.6L I4 1.6L I4.39/35 City/Highway MPGExperience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're shopping for a new Jeep, Dodge, Chrysler, or RAM, or exploring our ...Features:- - Quick Order Package 23J 85th Anniversary
- - Soul Cloth with Labyrinth Embossing Seats
- - Mayan Gold Accent Stitching
1- Sale Price: $41,345
- MSRP $43,495
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Silver
- 4 Cyl.
- 16 Days on site
Real Deals2026 Jeep Grand Cherokee L
Description: Bright White Clearcoat 2026 Jeep Grand Cherokee L 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSRecent Arrival!Experience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're shopping for a new Jeep, Dodge, Chrysl...Features:- - Quick Order Package 2CZ 85th Anniversary Edition
- - Trailer Tow Package
- - Jeep 85th Anniversary Edition
1- Sale Price: $51,255
- MSRP $55,405
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 4 Days on site
Real Deals2026 Jeep Cherokee Laredo
Description: Red Hot Pearlcoat 2026 Jeep Cherokee Laredo 4WD CVT 1.6L I4 1.6L I4.39/35 City/Highway MPGExperience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're shopping for a new Jeep, Dodge, Chrysler, or RAM, or exploring our...Features:- - Quick Order Package 23F Laredo
- - Soul Cloth with Labyrinth Embossing Seats
- - 4.16 Final Drive Ratio
1- Sale Price: $34,213
- MSRP $39,995
- New
- 2,672 Mi.
- Automatic
- 4WD-AWD
- Red
- 4 Cyl.
- 9 Days on site
Just Arrived2019 Jeep Cherokee Limited
Description: 3MO Certified, 1-Year SiriusXM Guardian Trial, 4G LTE Wi-Fi Hot Spot, 5-Year SiriusXM Traffic Service, 5-Year SiriusXM Travel Link Service, 8.4 Touchscreen Display, Anodized Gun Metal Interior Accents, Apple CarPlay, Black Day Light Opening Moldings, Body Color Door Claddings, Body Color Ext Sill Moldings, Body Color Fascias, Body Color Wheel Flare...Features:- - GPS Navigation
- - High Altitude Package
- - Quick Order Package 26P High Altitude
1- Sale Price: $17,341
- Used
- 87,665 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 2 Days on site
Just Arrived2024 Jeep Wrangler High Altitude 4xe
Description: 8YR Certified, 2.0L I4 DOHC, One Owner, Clean Carfax, 4X4, AWD, Apple CarPlay / Google Android Auto, Sunroof / Moonroof, Remote Start, Rear Camera, Bluetooth, Leather Interior, Heated Seats, Heated Steering Wheel, 8yr/100,000 miles Limited Powertrain Warranty, Navigation System, Quick Order Package 29N High Altitude, Sky 1-Touch Power Top.Features:- - Navigation System
- - Quick Order Package 29N High Altitude
- - Convertible HardTop
1- Sale Price: $38,941
- Used
- 16,724 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 2 Days on site
Just Arrived2021 Jeep Grand Cherokee Overland
Description: 8YR Certified, 4WD, Clean Carfax, 4X4, Apple CarPlay / Google Android Auto, Navigation System, Panoramic Sunroof, Remote Start, Rear Camera, Bluetooth, Leather Interior, Heated Seats, Ventilated Seats, Heated Steering Wheel, Heated 2nd Row Seats, Tow Package, Blind Spot Sensors, Adaptive Cruise Control, 20 Wheels, Power Liftgate, 8yr/100,000 miles ...Features:- - GPS Navigation
- - Navigation System
- - High Altitude II Package
1- Sale Price: $27,341
- Used
- 72,577 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 1 Day on site
Real Deals2026 Jeep Cherokee
Description: Bright White Clearcoat 2026 Jeep Cherokee 4WD CVT 1.6L I4 1.6L I4.39/35 City/Highway MPGExperience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're shopping for a new Jeep, Dodge, Chrysler, or RAM, or exploring our w...Features:- - Quick Order Package 23J 85th Anniversary
- - Soul Cloth with Labyrinth Embossing Seats
- - Mayan Gold Accent Stitching
1- Sale Price: $40,750
- MSRP $42,900
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 18 Days on site
Just Arrived2022 Jeep Wrangler Unlimited Sahara
Description: 8YR Certified, One Owner, Clean Carfax, 4X4, 8yr/100,000 miles Limited Powertrain Warranty, 110 MPH Vehicle Max Speed Calibration, 4-Wheel Disc Brakes, 9 Speakers, ABS brakes, Air Conditioning, Alloy wheels, AM/FM radio SiriusXM, Apple CarPlay/Android Auto, Auto-dimming Rear-View mirror, Automatic temperature control, Aux Battery, Black 3-Piece Har...Features:- - Navigation System
- - Cold Weather Group
- - LED Lighting Group
1- Sale Price: $36,941
- Used
- 24,065 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 2 Days on site
2023 Jeep Wrangler Sport
Features:- - Quick Order Package 25W Willys
- - 3.45 Overall Top Gear Ratio
- - Anti-Spin Differential Rear Axle
1- Sale Price: $33,341
- Used
- 13,231 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 8 Days on site
2021 Jeep Grand Cherokee Limited
Description: 3MO Certified, 4WD, 4X4, AWD, Panoramic Sunroof, Remote Start, Bluetooth, Leather Interior, Heated Seats, Ventilated Seats, Blind Spot Sensors, Power Liftgate, Alpine Audio, 3 month/3000 miles Limited Powertrain Warranty, 230MM Rear Axle, 7 & 4 Pin Wiring Harness, Adaptive Cruise Control w/Stop, Advanced Brake Assist, Auto High Beam Headlamp Contro...Features:- - GPS Navigation
- - Navigation System
- - Luxury Group II
1- Sale Price: $32,341
- Used
- 61,164 Mi.
- Automatic
- 4WD-AWD
- White
- 8 Cyl.
- 14 Days on site
2022 Jeep Grand Cherokee Summit
Description: 8YR Certified, 4WD, One Owner, Clean Carfax, 4X4, 8yr/100,000 miles Limited Powertrain Warranty, 19 Speakers High Performance Audio, 2nd-Row Manual Window Shades, 4-Wheel Disc Brakes, 950 Watt Amplifier, ABS brakes, Active Noise Control System, Adaptive suspension, ADV Protech Group IV, Air Conditioning, Alloy wheels, AM/FM radio SiriusXM with 360L...Features:- - Navigation System
- - ADV Protech Group IV
- - Luxury Tech Group V
1- Sale Price: $36,850
- Used
- 49,407 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 14 Days on site
2022 Jeep Grand Cherokee Limited
Description: 8YR Certified, 4WD, One Owner, Clean Carfax, Local Trade, 4X4, AWD, Apple CarPlay / Google Android Auto, Remote Start, Rear Camera, Bluetooth, Leather Interior, Heated Seats, Power Liftgate, 8yr/100,000 miles Limited Powertrain Warranty, Quick Order Package 22E.Features:- - Quick Order Package 22E
- - 6 Speakers
- - Active Noise Control System
1- Sale Price: $31,841
- Used
- 21,275 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 18 Days on site
2023 Jeep Grand Cherokee Limited
Description: 8YR Certified, 4WD, One Owner, Clean Carfax, 4X4, 8yr/100,000 miles Limited Powertrain Warranty, 4-Wheel Disc Brakes, 6 Speakers, ABS brakes, Active Noise Control System, Air Conditioning, Alloy wheels, AM/FM radio SiriusXM with 360L, Anti-whiplash front head restraints, Audio memory, Auto High-beam Headlights, Automatic temperature control, Black ...Features:- - Navigation System
- - Black Appearance Package
- - Quick Order Package 23E
1- Sale Price: $34,350
- Used
- 34,230 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 22 Days on site
2023 Jeep Grand Cherokee Altitude X
Description: 4WD, One Owner, Clean Carfax, 4X4, Altitude Appearance Package, Automatic Headlamp Levelling System, Gloss Black Exterior Accents, Heated Front Seats, Heated Steering Wheel, Heavy-Duty Engine Cooling, Power Liftgate, Rear Load Levelling Suspension, Remote Start System, Trailer Hitch Zoom, Trailer Tow Prep Group, Wireless Charging Pad.Features:- - Altitude Appearance Package
- - Quick Order Package 23B Altitude
- - Trailer Tow Prep Group (B) (DISC)
1- Sale Price: $30,250
- Used
- 42,258 Mi.
- Automatic
- 4WD-AWD
- Gray
- 6 Cyl.
- 56 Days on site
2022 Jeep Grand Cherokee WK Laredo X
Description: 8YR Certified, One Owner, Clean Carfax, 4X4, Apple CarPlay / Google Android Auto, Navigation System, Sunroof / Moonroof, Remote Start, Rear Camera, Bluetooth, Leather Interior, Heated Seats, Heated Steering Wheel, Tow Package, Blind Spot Sensors, 20 Wheels, Power Liftgate, New Tires, 8yr/100,000 miles Limited Powertrain Warranty, 115V Auxiliary Pow...Features:- - Navigation System
- - Altitude Appearance Package
- - Quick Order Package 2GM Laredo X (DISC)
1- Sale Price: $28,250
- Used
- 40,489 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 59 Days on site
2023 Jeep Grand Cherokee Limited
Description: 8YR Certified, 4WD, One Owner, Clean Carfax, Local Trade, Apple CarPlay / Google Android Auto, Navigation System, Remote Start, Rear Camera, Bluetooth, Leather Interior, Heated Seats, Heated Steering Wheel, 20 Wheels, Power Liftgate, 220 Amp Alternator, Automatic Headlamp Levelling System, Heavy-Duty Engine Cooling, Memory seat, Rear Load Levelling...Features:- - Navigation System
- - Quick Order Package 23E
- - Trailer Tow Prep Group (B) (DISC)
1- Sale Price: $30,850
- Used
- 33,746 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 78 Days on site
Must Go! Special2023 Jeep Compass Limited
Description: 8YR Certified, 4WD, Heated Seats, 8yr/100,000 miles Limited Powertrain Warranty, 6 Speakers, Heated steering wheel, Power driver seat, Radio Uconnect 5 w/10.1 Display.Features:- - Quick Order Package 29G
- - 6 Speakers
- - AM/FM radio SiriusXM
1- Sale Price: $21,250
- Used
- 26,003 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 97 Days on site
Real Deals2026 Jeep Grand Cherokee L Summit
Description: Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee L Summit 4WD 8-Speed Automatic 2.0L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 324hpRecent Arrival!Experience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're s...Features:- - Quick Order Package 2CU
- - Advanced Protech Group IV
- - Obsidian Package
1- Sale Price: $64,015
- MSRP $68,165
- New
- 365 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 3 Days on site
Real Deals2026 Jeep Wrangler Rubicon X
Description: Granite Crystal Metallic Clearcoat 2026 Jeep Wrangler Rubicon X 4WD 8-Speed Automatic 3.6L V6 24V VVTExperience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're shopping for a new Jeep, Dodge, Chrysler, or RAM, or ex...Features:- - Quick Order Package 24Y Rubicon X
- - Trailer Tow and Auxiliary Switch Group
- - Trailer Tow Prep Package
1- Sale Price: $62,229
- MSRP $68,210
- New
- 13 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 22 Days on site
Real Deals2026 Jeep Compass Limited
Description: Diamond Black Crystal Pearlcoat 2026 Jeep Compass Limited 4WD 8-Speed Automatic 2.0L I4 DOHC 4WD.Recent Arrival! 23/31 City/Highway MPGExperience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're shopping for a new Je...Features:- - Quick Order Package 29G Limited
- - Leatherette Seats
- - 3.73 Final Drive Ratio
1- Sale Price: $35,000
- MSRP $36,150
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 13 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: Baltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee Limited 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESS 4WD.21/26 City/Highway MPGExperience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're shopping for...Features:- - Quick Order Package 2BE Limited
- - Capri Leatherette Seats
- - Auxiliary Battery
1- Sale Price: $43,933
- MSRP $48,910
- New
- 13 Mi.
- Automatic
- 4WD-AWD
- Gray
- 4 Cyl.
- 31 Days on site
Real Deals2026 Jeep Wrangler 85th Anniversary Edition
Description: Black Clearcoat 2026 Jeep Wrangler 85th Anniversary Edition 4WD 8-Speed Automatic 3.6L V6 24V VVT ABS brakes, Compass, Electronic Stability Control, Illuminated entry, Low tire pressure warning, ParkView Rear Back-Up Camera, Remote keyless entry, Traction control.Experience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it ea...Features:- - 8 Speakers
- - AM/FM radio SiriusXM with 360L
- - Radio data system
1- Sale Price: $46,778
- MSRP $55,220
- New
- 16 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 59 Days on site
Real Deals2026 Jeep Cherokee Laredo
Description: Diamond Black Crystal Pearlcoat 2026 Jeep Cherokee 4WD CVT 1.6L I4 1.6L I4.39/35 City/Highway MPGExperience the Easy Way to Drive At Bloomington Chrysler Dodge Jeep RAM, we make it easy to do business. We offer Upfront Pricing no haggling, just our best price from the start. Whether you're shopping for a new Jeep, Dodge, Chrysler, or RAM, or explor...Features:- - Quick Order Package 23J 85th Anniversary
- - Trailer Tow Group
- - Soul Cloth with Labyrinth Embossing Seats
1- Sale Price: $41,607
- MSRP $44,490
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 37 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: Silver Zynith 2026 Jeep Grand Cherokee Limited 85TH ANNIVERSARY EDITION 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESS 4WD, ABS brakes, Alloy wheels, Compass, Electronic Stability Control, Emergency communication system, Front dual zone A/C, Heated door mirrors, Heated Exterior Mirrors, Heated front seats, Heated rear seats, Illuminated entr...Features:- - Navigation System
- - 10 Speakers
- - Active Noise Control System
1- Sale Price: $43,990
- MSRP $53,005
- New
- 27 Mi.
- Automatic
- 4WD-AWD
- Silver
- 4 Cyl.
- 39 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: Silver Zynith 2026 Jeep Grand Cherokee Limited 85TH ANNIVERSARY EDITION 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESS 4WD, ABS brakes, Alloy wheels, Compass, Electronic Stability Control, Emergency communication system, Front dual zone A/C, Heated door mirrors, Heated Exterior Mirrors, Heated front seats, Heated rear seats, Illuminated entr...Features:- - Navigation System
- - 10 Speakers
- - Active Noise Control System
1- Sale Price: $44,990
- MSRP $54,000
- New
- 23 Mi.
- Automatic
- 4WD-AWD
- Silver
- 4 Cyl.
- 39 Days on site
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