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1,604 Cars for sale near Winsted +50 miles
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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
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: 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: Steel Blue 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 a new Jeep, Dodge, ...Features:- - Quick Order Package 2BE Limited
- - Trailer Tow Package
- - Capri Leatherette Seats
1- Sale Price: $40,990
- MSRP $49,310
- New
- 15 Mi.
- Automatic
- 4WD-AWD
- Blue
- 4 Cyl.
- 44 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
Real Deals2026 Jeep Grand Cherokee Limited
Description: Bright White Clearcoat 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, Ill...Features:- - Navigation System
- - 10 Speakers
- - Active Noise Control System
1- Sale Price: $44,899
- MSRP $52,410
- New
- 15 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 59 Days on site
Real Deals2026 Jeep Grand Cherokee Altitude
Description: Bright White Clearcoat 2026 Jeep Grand Cherokee Altitude 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, Illuminated entry, Low tire pressure warning, Manual Folding Exterior ...Features:- - 6 Speakers
- - AM/FM radio SiriusXM
- - Disassociated Touchscreen Display
1- Sale Price: $38,990
- MSRP $47,430
- New
- 19 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 205 Days on site
Real Deals2026 Jeep Gladiator 85th Anniversary Edition
Description: Black Clearcoat 2026 Jeep Gladiator 85th Anniversary Edition 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 explo...Features:- - Quick Order Package 24F 85th Anniversary Edition
- - Trailer Tow and Auxiliary Switch Group
- - Safety Group
1- Sale Price: $46,046
- MSRP $53,885
- New
- 17 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 109 Days on site
Real Deals2026 Jeep Wrangler Rubicon
Description: Anvil Clear Coat 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 wide sel...Features:- - Quick Order Package 24R Rubicon
- - Safety Group
- - Convenience Group
1- Sale Price: $51,490
- MSRP $60,765
- New
- 16 Mi.
- Automatic
- 4WD-AWD
- -
- 6 Cyl.
- 148 Days on site
Real Deals2026 Jeep Wrangler Sport S
Description: Black Clearcoat 2026 Jeep Wrangler Sport S 4WD 8-Speed Automatic 2.0L I4 DOHC Clean Carfax, 4X4, 8yr/100,000 miles Limited Powertrain Warranty, 2-Door Passive Entry, Front Door Locks, Advanced Brake Assist, Air Filtering, Automatic Headlamps, Cluster 7.0 TFT Color Display, Convenience Group, Corning Gorilla Glass, Deep Tint Sunscreen Windows, Emerg...Features:- - Convenience Group
- - Quick Order Package 22S Sport S
- - 8 Speakers
1- Sale Price: $38,845
- MSRP $46,030
- New
- 13 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 264 Days on site
Real Deals2026 Jeep Gladiator 85th Anniversary Edition
Description: Granite Crystal Metallic Clearcoat 2026 Jeep Gladiator 85th Anniversary Edition 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, Chrysle...Features:- - Quick Order Package 24F 85th Anniversary Edition
- - Trailer Tow and Auxiliary Switch Group
- - Safety Group
1- Sale Price: $46,046
- MSRP $53,885
- New
- 10 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 102 Days on site
Real Deals2026 Jeep Grand Cherokee L Limited
Description: Baltic Gray Metallic Clearcoat 2026 Jeep Grand Cherokee L Limited 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 2BE Limited
- - Trailer Tow Package
- - Capri Leatherette Seats
1- Sale Price: $42,990
- MSRP $51,905
- New
- 12 Mi.
- Automatic
- 4WD-AWD
- Gray
- 4 Cyl.
- 88 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: $43,990
- MSRP $54,120
- New
- 10 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 102 Days on site
Real Deals2026 Jeep Wrangler Willys
Description: Reign 2026 Jeep Wrangler Willys 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 our wide selection of quali...Features:- - Quick Order Package 22W Willys
- - Convenience Group
- - Non Vented Steel Hood Package
1- Sale Price: $45,345
- MSRP $52,295
- New
- 13 Mi.
- Automatic
- 4WD-AWD
- -
- 4 Cyl.
- 146 Days on site
Real Deals2026 Jeep Grand Wagoneer Summit Obsidian
Description: High Gloss Black 2026 Jeep Grand Wagoneer Summit Obsidian 4WD 8-Speed Automatic 3.0L I6Experience 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 29Z Obsidian
- - Obsidian Appearance Package
- - Two Tone Paint Group
1- Sale Price: $89,345
- MSRP $96,680
- New
- 28 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 199 Days on site
Real Deals2025 Jeep Grand Cherokee Limited
Description: Silver Zynith 2025 Jeep Grand Cherokee Limited Sunroof 4WD 8-Speed Automatic 3.6L V6 24V VVT 4WD, 8yr/100,000 miles Limited Powertrain Warranty, Black Painted Roof, Blackout Model, Delete Limited Badge, Dual-Pane Panoramic Sunroof, Gloss Black Exterior Accents, Navigation System, Wheels 20 x 8.5 Black Painted Aluminum.19/26 City/Highway MPGExperien...Features:- - Navigation System
- - Blackout Model
- - Quick Order Package 23E (DISC)
1- Sale Price: $46,990
- MSRP $54,235
- New
- 14 Mi.
- Automatic
- 4WD-AWD
- Silver
- 6 Cyl.
- 239 Days on site
Real Deals2026 Jeep Grand Wagoneer Limited Reserve
Description: Silver Zynith 2026 Jeep Grand Wagoneer Limited Reserve 4WD 8-Speed Automatic 3.0L I6Experience 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 wide ...Features:- - Quick Order Package 29D Reserve
- - HD Trailer Tow Package
- - Limited Reserve Package
1- Sale Price: $76,490
- MSRP $84,650
- New
- 12 Mi.
- Automatic
- 4WD-AWD
- Silver
- 6 Cyl.
- 142 Days on site
Real Deals2026 Jeep Cherokee Limited
Description: Diamond Black Crystal Pearlcoat 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, o...Features:- - Quick Order Package 23G Limited
- - Soul Cloth with Labyrinth Embossing Seats
- - Capri Leatherette Perforated Seats
1- Sale Price: $38,106
- MSRP $42,590
- New
- 7 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 99 Days on site
Real Deals2026 Jeep Grand Cherokee Limited
Description: Diamond Black Crystal 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 sho...Features:- - Quick Order Package 2BE Limited
- - Limited Altitude Package
- - Capri Leatherette Seats
1- Sale Price: $45,597
- MSRP $51,505
- New
- 42 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 78 Days on site
Real Deals2026 Jeep Grand Wagoneer L Limited Reserve
Description: High Gloss Black 2026 Jeep Grand Wagoneer L Limited Reserve 4WD 8-Speed Automatic 3.0L I6Experience 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 29D Reserve
- - HD Trailer Tow Package
- - Limited Reserve Package
1- Sale Price: $80,345
- MSRP $87,650
- New
- 41 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 146 Days on site
Real Deals2026 Jeep Grand Cherokee Altitude
Description: Diamond Black Crystal Pearlcoat 2026 Jeep Grand Cherokee Altitude Sunroof 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, Illuminated entry, Low tire pressure warning, Manual ...Features:- - 6 Speakers
- - AM/FM radio SiriusXM
- - Disassociated Touchscreen Display
1- Sale Price: $39,990
- MSRP $48,525
- New
- 22 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 207 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 Limited
Description: '41 2026 Jeep Cherokee Limited Sunroof 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 wide...Features:- - Quick Order Package 23G Limited
- - Soul Cloth with Labyrinth Embossing Seats
- - Capri Leatherette Perforated Seats
1- Sale Price: $38,577
- MSRP $44,185
- New
- 14 Mi.
- Automatic
- 4WD-AWD
- -
- 4 Cyl.
- 88 Days on site
Real Deals2026 Jeep Compass Limited
Description: Bright White Clearcoat 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:- - Quick Order Package 29G Limited
- - Leatherette Seats
- - 3.73 Final Drive Ratio
1- Sale Price: $34,405
- MSRP $35,555
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 9 Days on site
Real Deals2026 Jeep Compass Limited
Description: Red Hot 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 Jeep, Dodge, Chr...Features:- - Quick Order Package 29G Limited
- - Leatherette Seats
- - 3.73 Final Drive Ratio
1- Sale Price: $34,405
- MSRP $35,555
- New
- 0 Mi.
- Automatic
- 4WD-AWD
- Red
- 4 Cyl.
- 9 Days on site
Better Than Book2022 Jeep Grand Cherokee Overland 4xe
Description: 8YR Certified, 2.0L I4 DOHC, 4WD, One Owner, Clean Carfax, 4X4, 8yr/100,000 miles Limited Powertrain Warranty, 2nd-Row Manual Window Shades, 4-Wheel Disc Brakes, ABS brakes, Adaptive suspension, Air Conditioning, Alloy wheels, Anti-whiplash front head restraints, ATC w/4 Zone Temp Control, Audio memory, Auto High-beam Headlights, Auto-dimming door ...Features:- - Navigation System
- - Luxury Tech Group IV
- - Quick Order Package 27P
1- Sale Price: $31,341
- Used
- 37,362 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 10 Days on site
2023 Jeep Grand Cherokee Limited
Description: 8YR Certified, 4WD, One Owner, Clean Carfax, 4X4, 8yr/100,000 miles Limited Powertrain Warranty, 2nd-Row Manual Window Shades, 4-Wheel Disc Brakes, 506 Watt Amplifier, 9 Amplified Speakers w/Subwoofer, ABS brakes, Active Noise Control System, Air Conditioning, Alloy wheels, AM/FM radio SiriusXM with 360L, Anti-whiplash front head restraints, Audio ...Features:- - Navigation System
- - Black Appearance Package
- - Luxury Tech Group II
1- Sale Price: $34,350
- Used
- 35,233 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 22 Days on site
Must Go! Special2024 Jeep Grand Cherokee Altitude
Description: 8YR Certified, 4WD, One Owner, Clean Carfax, 4X4, AWD, Sunroof / Moonroof, Remote Start, Rear Camera, Bluetooth, Heated Seats, Heated Steering Wheel, Power Liftgate, Alpine Audio, Power Doors, 8yr/100,000 miles Limited Powertrain Warranty, 115V Auxiliary Power Outlet, 180 Amp Alternator, 7 & 4-Pin Wiring Harness, Altitude Appearance Package, Automa...Features:- - Altitude Appearance Package
- - Quick Order Package 23B Altitude
- - Trailer Tow Package
1- Sale Price: $35,341
- Used
- 20,638 Mi.
- Automatic
- 4WD-AWD
- Red
- 6 Cyl.
- 414 Days on site
2023 Jeep Compass Latitude
Description: 8YR Certified, 4WD, One Owner, Clean Carfax, 4X4, 8yr/100,000 miles Limited Powertrain Warranty, 17 x 7.0 Aluminum Wheels, 2nd Row USB Type A/C Charge Only, 4-Wheel Disc Brakes, 6 Speakers, ABS brakes, Air Conditioning ATC w/Dual Zone Control, All-Season Floor Mats, Alloy wheels, AM/FM radio SiriusXM, Auto High-beam Headlights, Auto-Dimming Rear-Vi...Features:- - Convenience Group
- - Quick Order Package 29J
- - 6 Speakers
1- Sale Price: $22,350
- Used
- 29,187 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 50 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 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 2CU
- - Obsidian Package
- - Auxiliary Battery
1- Sale Price: $56,990
- MSRP $65,190
- New
- 22 Mi.
- Automatic
- 4WD-AWD
- Gray
- 4 Cyl.
- 53 Days on site
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