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1,594 Cars for sale near Winsted +50 miles
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Real Deals2026 Jeep Wrangler Rubicon
Description: Bright White Clearcoat 2026 Jeep Wrangler Rubicon 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 exploring our wi...Features:- - Quick Order Package 24R Rubicon
- - Steel Bumper Group
- - Safety Group
1- Sale Price: $57,415
- MSRP $64,400
- New
- 13 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 39 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
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
Must Go! Special2024 Jeep Grand Cherokee L Limited
Description: 8YR Certified, One Owner, Clean Carfax, 4X4, Apple CarPlay / Google Android Auto, Navigation System, Rear Camera, Bluetooth, Heated Seats, Heated Steering Wheel, Power Liftgate, 2nd Row 60/40 Bench w/Manual Tip/Slide, 506 Watt Amplifier, 7-Passenger Seating, 9 Amplified Speakers w/Subwoofer, Active Noise Control System, Black Appearance Package, Gl...Features:- - Navigation System
- - Black Appearance Package
- - Quick Order Package 23E
1- Sale Price: $36,250
- Used
- 14,582 Mi.
- Automatic
- 4WD-AWD
- -
- 6 Cyl.
- 80 Days on site
2026 Jeep Compass Limited
Description: Fathom Blue Pearl Coat 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 Jeep, Dodge...Features:- - Leatherette Seats
- - 3.73 Final Drive Ratio
- - Cluster 10.25 TFT Color Display
1- Sale Price: $36,500
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Blue
- 4 Cyl.
- 1 Day on site
Real Deals2026 Jeep Grand Cherokee L Limited
Description: Bright White Clearcoat 2026 Jeep Grand Cherokee L Limited Sunroof 4WD 8-Speed Automatic 2.0L Hurricane 4 Turbo with ESSExperience 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, Chrys...Features:- - Quick Order Package 2CE Limited
- - MyFlexCare Service Plan
- - Capri Leatherette Seats
1- Sale Price: $46,899
- MSRP $52,135
- New
- 15 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 27 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: Diamond Black Crystal Pearlcoat 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 fo...Features:- - Quick Order Package 2CE Limited
- - Capri Leatherette Seats
- - Auxiliary Battery
1- Sale Price: $43,933
- MSRP $48,910
- New
- 15 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 25 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: Fathom Blue Pearlcoat 2026 Jeep Grand Cherokee Limited Sunroof 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
- - Trailer Tow Package
- - Capri Leatherette Seats
1- Sale Price: $46,187
- MSRP $51,500
- New
- 13 Mi.
- Automatic
- 4WD-AWD
- Blue
- 4 Cyl.
- 31 Days on site
Real Deals2026 Jeep Grand Cherokee Summit
Description: Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee Summit 4WD 8-Speed Automatic 2.0L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 324hp 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. Whethe...Features:- - Quick Order Package 2CU
- - Obsidian Package
- - Auxiliary Battery
1- Sale Price: $58,739
- MSRP $65,190
- New
- 15 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 51 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, 506 Watt Amplifier, 9 Amplified Speakers w/Subwoofer, ABS brakes, Active Noise Control System, Air Conditioning, Alloy wheels, Anti-whiplash front head restraints, Audio memory, Auto High-beam Headlights, Automatic temperature contr...Features:- - Navigation System
- - Black Appearance Package
- - Quick Order Package 23E
1- Sale Price: $34,341
- Used
- 31,980 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 22 Days on site
2022 Jeep Compass Latitude
Description: 8YR Certified, 4WD, One Owner, Clean Carfax, 4X4, AWD, Heated Seats, 8yr/100,000 miles Limited Powertrain Warranty, 115V Auxiliary Power Outlet, 2nd Row USB Type A/C Charge Only, Air Conditioning ATC w/Dual Zone Control, All-Season Floor Mats, Altitude Special Edition, Auto-Dimming Rear-View Mirror, Black Day Light Opening Moldings, Black Headliner...Features:- - Convenience Group
- - Quick Order Package 2GB Altitude
- - Black Roof
1- Sale Price: $21,850
- Used
- 31,458 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 77 Days on site
Real Deals2026 Jeep Cherokee Limited
Description: Sting-Gray Clearcoat 2026 Jeep Cherokee Limited 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...Features:- - Quick Order Package 23G Limited
- - Tech Group
- - Trailer Tow Group
1- Sale Price: $41,690
- MSRP $44,580
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- -
- 4 Cyl.
- 31 Days on site
Real Deals2026 Jeep Grand Cherokee Summit
Description: Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee Summit 4WD 8-Speed Automatic 2.0L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 324hp 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. Whethe...Features:- - Quick Order Package 2CU
- - Obsidian Package
- - Auxiliary Battery
1- Sale Price: $55,990
- MSRP $65,190
- New
- 17 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 58 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: Silver Zynith 2026 Jeep Grand Cherokee Limited Sunroof 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 a new Je...Features:- - Quick Order Package 2BE Limited
- - Trailer Tow Package
- - Limited Altitude Package
1- Sale Price: $43,990
- MSRP $52,500
- New
- 9 Mi.
- Automatic
- 4WD-AWD
- Silver
- 4 Cyl.
- 53 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
- 14 Mi.
- Automatic
- 4WD-AWD
- Silver
- 4 Cyl.
- 50 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: Silver Zynith 2026 Jeep Grand Cherokee Limited 85TH ANNIVERSARY EDITION 4X4 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 ...Features:- - Navigation System
- - 10 Speakers
- - Active Noise Control System
1- Sale Price: $43,990
- MSRP $53,005
- New
- 13 Mi.
- Automatic
- 4WD-AWD
- Silver
- 4 Cyl.
- 53 Days on site
2023 Jeep Grand Cherokee 4xe
Description: 8YR Certified, 2.0L I4 DOHC, 4WD, One Owner, Clean Carfax, 4X4, 8yr/100,000 miles Limited Powertrain Warranty, 10 Speakers, 2nd-Row Manual Window Shades, 4-Wheel Disc Brakes, ABS brakes, Air Conditioning, Alloy wheels, AM/FM radio SiriusXM with 360L, Anti-whiplash front head restraints, Audio memory, Auto High-beam Headlights, Auto-Dimming Exterior...Features:- - Navigation System
- - Luxury Tech Group II
- - MOPAR Finishing Package
1- Sale Price: $29,341
- Used
- 33,967 Mi.
- Automatic
- 4WD-AWD
- Gray
- 4 Cyl.
- 4 Days on site
Must Go! Special2022 Jeep Grand Cherokee Limited
Description: 8YR Certified, 4WD, One Owner, Clean Carfax, 4X4, 10.1 Touchscreen Display, 4-Wheel Disc Brakes, 4G LTE Wi-Fi Hotspot, 506 Watt Amplifier, 9 Amplified Speakers w/Subwoofer, ABS brakes, Active Noise Control System, Air Conditioning, All Radio Equipped Vehicles, Anti-whiplash front head restraints, Apple CarPlay, Audio memory, Auto High-beam Headligh...Features:- - GPS Navigation
- - Quick Order Package 22E
- - 506 Watt Amplifier
1- Sale Price: $29,250
- Used
- 40,407 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 386 Days on site
2022 Jeep Grand Cherokee Trailhawk 4xe
Description: 8YR Certified, 2.0L I4 DOHC, 4WD, One Owner, Clean Carfax, 4X4, Apple CarPlay / Google Android Auto, Navigation System, Remote Start, Rear Camera, Bluetooth, Leather Interior, Heated Seats, Ventilated Seats, Heated Steering Wheel, Heated 2nd Row Seats, Blind Spot Sensors, Adaptive Cruise Control, Power Liftgate, New Tires, 8yr/100,000 miles Limited...Features:- - Navigation System
- - Luxury Tech Group III
- - Quick Order Package 27K
1- Sale Price: $27,350
- Used
- 38,805 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 50 Days on site
- Real Deals
2026 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
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 Summit
Description: Baltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee Summit 4WD 8-Speed Automatic 2.0L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 324hp 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...Features:- - Quick Order Package 2CU
- - Obsidian Package
- - Auxiliary Battery
1- Sale Price: $55,990
- MSRP $65,190
- New
- 16 Mi.
- Automatic
- 4WD-AWD
- Gray
- 4 Cyl.
- 53 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: Diamond Black Crystal Pearlcoat 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...Features:- - Navigation System
- - 10 Speakers
- - Active Noise Control System
1- Sale Price: $47,862
- MSRP $54,000
- New
- 27 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 44 Days on site
2026 Jeep Compass Limited
Description: Fathom Blue Pearl Coat 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 Jeep, Dodge...Features:- - Leatherette Seats
- - 3.73 Final Drive Ratio
- - Cluster 10.25 TFT Color Display
1- Sale Price: $36,500
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Blue
- 4 Cyl.
- 1 Day on site
2024 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
2019 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
2023 Jeep Wrangler Sport S
Description: 8YR Certified, One Owner, Clean Carfax, 4X4, 8yr/100,000 miles Limited Powertrain Warranty, 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 Control, Air Filtering, AM/FM radio, Ap...Features:- - Cold Weather Group
- - Convenience Group
- - Quick Order Package 25S Sport S
1- Sale Price: $28,250
- Used
- 28,198 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 78 Days on site
Real Deals2026 Jeep Wrangler Rubicon X
Description: Bright White Clearcoat 2026 Jeep Wrangler Rubicon X 4WD 8-Speed Automatic 3.6L V6 24V VVTRecent 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, Chrysler, or RAM, or...Features:- - Quick Order Package 24Y Rubicon X
- - Trailer Tow and Auxiliary Switch Group
- - Trailer Tow Prep Package
1- Sale Price: $64,965
- MSRP $67,615
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 1 Day on site
Real Deals2026 Jeep Wrangler 85th Anniversary Edition
Description: Black Clearcoat 2026 Jeep Wrangler 85th Anniversary Edition 4WD 8-Speed Automatic 2.0L I4 DOHCExperience 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...Features:- - Quick Order Package 22F 85th Anniversary Edition
- - Non Vented Steel Hood Package
- - 85th Anniversary Group
1- Sale Price: $43,510
- MSRP $52,025
- New
- 16 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 67 Days on site
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