167 Cars for sale near
Invalid ZIP
- Selection of the controls below will refresh the page with new results
- 25 miles
- 50 miles
- 75 miles
- 100 miles
- 150 miles
- 200 miles
- 250 miles
- 500 miles
- unlimited
167 Cars for sale near Winsted +50 miles
SortFilter
- Jeep
- Cherokee
- Selection of the controls below will refresh the page with new results
- Most Relevant
- Price High to Low
- Price Low to High
- Distance Near to Far
- Distance Far to Near
- Newest
- Year Newest
- Year Oldest
- Miles Low to High
- Miles High to Low
Featured Dealer
Featured Sellers
Real Deals2026 Jeep Cherokee Limited
Description: Red Hot Pearlcoat 2026 Jeep Cherokee Limited Sunroof 4WD CVT 1.6L I4 1.6L I4, Clean Carfax, 4X4, Sunroof / Moonroof, Panoramic Sunroof, Remote Start, Rear Camera, Leather Interior, Heated Seats, Heated Steering Wheel, Heated 2nd Row Seats, Power Liftgate, Power Doors, New Tires, 8yr/100,000 miles Limited Powertrain Warranty, Auto-Dimming Rear-View ...Features:- - Quick Order Package 23G Limited
- - 6 Speakers
- - AM/FM radio SiriusXM with 360L
1- Sale Price: $35,528
- MSRP $43,590
- New
- 1,843 Mi.
- Automatic
- 4WD-AWD
- Red
- 4 Cyl.
- 22 Days on site
2019 Jeep Cherokee Latitude Plus
Description: All-Season Floor Mats, Altitude Package, Black Accent Stitching, Black Day Light Opening Moldings, Cold Weather Group, Engine Block Heater, Gloss Black Exterior Accents, Gloss Black Exterior Badging, Gloss Black Grille Surrounds, Gloss Black Side Roof Rails, Heated Front Seats, Heated Steering Wheel, Piano Black Interior Accents, Quick Order Packag...Features:- - Altitude Package
- - Cold Weather Group
- - Quick Order Package 2BN Altitude
1- Sale Price: $13,850
- Used
- 104,559 Mi.
- Automatic
- FWD
- Black
- 4 Cyl.
- 24 Days on site
Real Deals2026 Jeep Cherokee Limited
Description: Bright White Clearcoat 2026 Jeep Cherokee Limited 85TH ANNIVERSARY 4WD CVT 1.6L I4 1.6L I4, 8yr/100,000 miles Limited Powertrain Warranty, 4G LTE Wi-Fi Hot Spot, 85th Capri Leatherette Perforated Seats, 85th Door Decals, 9 Amplified Speakers with Subwoofer, ABS brakes, Active Cruise Control, Alexa Built-in, Alloy wheels, Apple CarPlay, Auto-Dimming...Features:- - GPS Navigation
- - Quick Order Package 23J 85th Anniversary
- - 6 Speakers
1- Sale Price: $36,391
- MSRP $42,900
- New
- 20 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 96 Days on site
Real Deals2026 Jeep Cherokee Limited
Description: Bright White Clearcoat 2026 Jeep Cherokee Limited 85TH ANNIVERSARY 4WD CVT 1.6L I4 1.6L I4, 8yr/100,000 miles Limited Powertrain Warranty, 4G LTE Wi-Fi Hot Spot, 85th Capri Leatherette Perforated Seats, 85th Door Decals, 9 Amplified Speakers with Subwoofer, ABS brakes, Active Cruise Control, Alexa Built-in, Alloy wheels, Apple CarPlay, Auto-Dimming...Features:- - GPS Navigation
- - Quick Order Package 23J 85th Anniversary
- - 6 Speakers
1- Sale Price: $37,308
- MSRP $43,895
- New
- 18 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 95 Days on site
Real Deals2026 Jeep Cherokee Overland
Description: Bright White Clearcoat 2026 Jeep Cherokee Overland 4WD CVT 1.6L I4 1.6L I4, 8yr/100,000 miles Limited Powertrain Warranty, 7 and 4 Pin Wiring Harness, Advanced Pro Tech Group, Auto-Dimming Exterior Driver Mirror, Class III Receiver Hitch, Front Camera Washer, Heated Second Row Seats, Navigation System, ParkSense Automated Parking System, Quick Orde...Features:- - Navigation System
- - Advanced Pro Tech Group
- - Quick Order Package 23Q Overland
1- Sale Price: $39,797
- MSRP $46,985
- New
- 35 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 164 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, 8yr/100,000 miles Limited Powertrain Warranty, 12.3 Touchscreen Display, 4G LTE Wi-Fi Hot Spot, 7 and 4 Pin Wiring Harness, 9 Amplified Speakers with Subwoofer, Alexa Built-in, Apple CarPlay, Auto-Dimming Rear-View Mirror, Aux Battery, Blind Spot with Trailer Detect...Features:- - GPS Navigation
- - Quick Order Package 23G Limited
- - Tech Group
1- Sale Price: $37,440
- MSRP $44,580
- New
- 53 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 143 Days on site
Real Deals2026 Jeep Cherokee Limited
Description: $2000 - 2026 National Bonus Cash . Exp. 11/02/2026 $2000 - 2026 National Retail Bonus Cash . Exp. 11/02/2026 $500 - 2026 National Jeep Monopoly Money Retail Bonus Cash. Exp. 11/02/2026 Jeff Belzer's combines hyper-competitive, transparent pricing with a non-commissioned sales team focused on finding the right vehicle for you. The Belzer Price inc...Features:- - Quick Order Package 23G Limited
- - Trailer Tow Group
- - 6 Speakers
1- Sale Price: $34,224
- MSRP $43,585
- New
- 745 Mi.
- Automatic
- 4WD-AWD
- -
- 4 Cyl.
- 74 Days on site
Real Deals2026 Jeep Cherokee Limited
Description: $2000 - 2026 National Bonus Cash . Exp. 11/02/2026 $2000 - 2026 National Retail Bonus Cash . Exp. 11/02/2026 $500 - 2026 National Jeep Monopoly Money Retail Bonus Cash. Exp. 11/02/2026 Jeff Belzer's combines hyper-competitive, transparent pricing with a non-commissioned sales team focused on finding the right vehicle for you. The Belzer Price inc...Features:- - Quick Order Package 23G Limited
- - 6 Speakers
- - AM/FM radio SiriusXM with 360L
1- Sale Price: $34,887
- MSRP $43,085
- New
- 555 Mi.
- Automatic
- 4WD-AWD
- -
- 4 Cyl.
- 65 Days on site
Real Deals2026 Jeep Cherokee Limited
Description: $2000 - 2026 National Bonus Cash . Exp. 11/02/2026 $2000 - 2026 National Retail Bonus Cash . Exp. 11/02/2026 $500 - 2026 National Jeep Monopoly Money Retail Bonus Cash. Exp. 11/02/2026 Jeff Belzer's combines hyper-competitive, transparent pricing with a non-commissioned sales team focused on finding the right vehicle for you. The Belzer Price inc...Features:- - GPS Navigation
- - Quick Order Package 23G Limited
- - Tech Group
1- Sale Price: $35,642
- MSRP $44,580
- New
- 6 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 74 Days on site
Real Deals2026 Jeep Cherokee Limited
Description: $2000 - 2026 National Bonus Cash . Exp. 11/02/2026 $2000 - 2026 National Retail Bonus Cash . Exp. 11/02/2026 $500 - 2026 National Jeep Monopoly Money Retail Bonus Cash. Exp. 11/02/2026 Jeff Belzer's combines hyper-competitive, transparent pricing with a non-commissioned sales team focused on finding the right vehicle for you. The Belzer Price inc...Features:- - GPS Navigation
- - Quick Order Package 23G Limited
- - Tech Group
1- Sale Price: $34,459
- MSRP $43,585
- New
- 7 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 179 Days on site
Real Deals2026 Jeep Cherokee Limited
Description: $2000 - 2026 National Bonus Cash . Exp. 11/02/2026 $2000 - 2026 National Retail Bonus Cash . Exp. 11/02/2026 $500 - 2026 National Jeep Monopoly Money Retail Bonus Cash. Exp. 11/02/2026 Jeff Belzer's combines hyper-competitive, transparent pricing with a non-commissioned sales team focused on finding the right vehicle for you. The Belzer Price inc...Features:- - Quick Order Package 23G Limited
- - Trailer Tow Group
- - 6 Speakers
1- Sale Price: $34,459
- MSRP $43,585
- New
- 6 Mi.
- Automatic
- 4WD-AWD
- Silver
- 4 Cyl.
- 136 Days on site
Real Deals2026 Jeep Cherokee Laredo
Description: $2000 - 2026 National Bonus Cash . Exp. 11/02/2026 $2000 - 2026 National Retail Bonus Cash . Exp. 11/02/2026 $500 - 2026 National Jeep Monopoly Money Retail Bonus Cash. Exp. 11/02/2026 Jeff Belzer's combines hyper-competitive, transparent pricing with a non-commissioned sales team focused on finding the right vehicle for you. The Belzer Price inc...Features:- - Quick Order Package 23F Laredo
- - 6 Speakers
- - AM/FM radio SiriusXM with 360L
1- Sale Price: $31,420
- MSRP $41,085
- New
- 804 Mi.
- Automatic
- 4WD-AWD
- -
- 4 Cyl.
- 220 Days on site
Real Deals2026 Jeep Cherokee Limited
Description: $2000 - 2026 National Bonus Cash . Exp. 11/02/2026 $2000 - 2026 National Retail Bonus Cash . Exp. 11/02/2026 $500 - 2026 National Jeep Monopoly Money Retail Bonus Cash. Exp. 11/02/2026 Jeff Belzer's combines hyper-competitive, transparent pricing with a non-commissioned sales team focused on finding the right vehicle for you. The Belzer Price inc...Features:- - Quick Order Package 23G Limited
- - 6 Speakers
- - AM/FM radio SiriusXM with 360L
1- Sale Price: $33,542
- MSRP $42,590
- New
- 6 Mi.
- Automatic
- 4WD-AWD
- Silver
- 4 Cyl.
- 169 Days on site
Real Deals2026 Jeep Cherokee Limited
Description: $2000 - 2026 National Bonus Cash . Exp. 11/02/2026 $2000 - 2026 National Retail Bonus Cash . Exp. 11/02/2026 $500 - 2026 National Jeep Monopoly Money Retail Bonus Cash. Exp. 11/02/2026 Jeff Belzer's combines hyper-competitive, transparent pricing with a non-commissioned sales team focused on finding the right vehicle for you. The Belzer Price inc...Features:- - Quick Order Package 23G Limited
- - 6 Speakers
- - AM/FM radio SiriusXM with 360L
1- Sale Price: $33,998
- MSRP $43,085
- New
- 7 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 220 Days on site
Real Deals2026 Jeep Cherokee Limited
Description: $2000 - 2026 National Bonus Cash . Exp. 11/02/2026 $2000 - 2026 National Retail Bonus Cash . Exp. 11/02/2026 $500 - 2026 National Jeep Monopoly Money Retail Bonus Cash. Exp. 11/02/2026 Jeff Belzer's combines hyper-competitive, transparent pricing with a non-commissioned sales team focused on finding the right vehicle for you. The Belzer Price inc...Features:- - GPS Navigation
- - Quick Order Package 23G Limited
- - Tech Group
1- Sale Price: $35,142
- MSRP $44,580
- New
- 1,004 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 92 Days on site
Real Deals2026 Jeep Cherokee Laredo
Description: $2000 - 2026 National Bonus Cash . Exp. 11/02/2026 $2000 - 2026 National Retail Bonus Cash . Exp. 11/02/2026 $500 - 2026 National Jeep Monopoly Money Retail Bonus Cash. Exp. 11/02/2026 Jeff Belzer's combines hyper-competitive, transparent pricing with a non-commissioned sales team focused on finding the right vehicle for you. The Belzer Price inc...Features:- - Quick Order Package 23F Laredo
- - 6 Speakers
- - AM/FM radio SiriusXM with 360L
1- Sale Price: $31,605
- MSRP $40,490
- New
- 7 Mi.
- Automatic
- 4WD-AWD
- Blue
- 4 Cyl.
- 176 Days on site
Real Deals2026 Jeep Cherokee Limited
Description: $2000 - 2026 National Bonus Cash . Exp. 11/02/2026 $2000 - 2026 National Retail Bonus Cash . Exp. 11/02/2026 $500 - 2026 National Jeep Monopoly Money Retail Bonus Cash. Exp. 11/02/2026 Jeff Belzer's combines hyper-competitive, transparent pricing with a non-commissioned sales team focused on finding the right vehicle for you. The Belzer Price inc...Features:- - GPS Navigation
- - Quick Order Package 23G Limited
- - Tech Group
1- Sale Price: $35,142
- MSRP $44,580
- New
- 1,189 Mi.
- Automatic
- 4WD-AWD
- Silver
- 4 Cyl.
- 89 Days on site
Real Deals2026 Jeep Cherokee Limited
Description: $2000 - 2026 National Bonus Cash . Exp. 11/02/2026 $2000 - 2026 National Retail Bonus Cash . Exp. 11/02/2026 $500 - 2026 National Jeep Monopoly Money Retail Bonus Cash. Exp. 11/02/2026 Jeff Belzer's combines hyper-competitive, transparent pricing with a non-commissioned sales team focused on finding the right vehicle for you. The Belzer Price inc...Features:- - Quick Order Package 23G Limited
- - Trailer Tow Group
- - 6 Speakers
1- Sale Price: $34,224
- MSRP $43,585
- New
- 612 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 86 Days on site
Real Deals2026 Jeep Cherokee Limited
Description: $2000 - 2026 National Bonus Cash . Exp. 11/02/2026 $2000 - 2026 National Retail Bonus Cash . Exp. 11/02/2026 $500 - 2026 National Jeep Monopoly Money Retail Bonus Cash. Exp. 11/02/2026 Jeff Belzer's combines hyper-competitive, transparent pricing with a non-commissioned sales team focused on finding the right vehicle for you. The Belzer Price inc...Features:- - Quick Order Package 23G Limited
- - 6 Speakers
- - AM/FM radio SiriusXM with 360L
1- Sale Price: $34,498
- MSRP $43,085
- New
- 6 Mi.
- Automatic
- 4WD-AWD
- Silver
- 4 Cyl.
- 102 Days on site
2021 Jeep Cherokee Altitude
Description: This 2021 Jeep Cherokee Altitude delivers capable adventure with striking Spitfire Orange Clearcoat styling. With 82,693 miles, this 4WD SUV combines efficient performance with everyday practicality, offering 21 city and 29 highway MPG. Built for those who want confidence on any road, the Altitude package brings purposeful design and genuine capabi...Features:- - Altitude Package
- - Quick Order Package 2BN Altitude
- - AM/FM radio SiriusXM
1- Sale Price: $17,737
- Used
- 82,695 Mi.
- Automatic
- 4WD-AWD
- Orange
- 4 Cyl.
- 32 Days on site
2019 Jeep Cherokee Limited
Description: This 2019 Jeep Cherokee Limited combines capable 4WD performance with refined comfort and technology. With just over 60,000 miles, this gray SUV with black leather interior is well-maintained and ready for its next owner. Powered by a 3.2L V6 engine paired with a 9-speed automatic transmission, it delivers a balanced driving experience whether you'...Features:- - Quick Order Package 26G
- - 10 Speakers
- - AM/FM radio SiriusXM
1- Sale Price: $18,558
- Used
- 60,126 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 18 Days on site
2019 Jeep Cherokee Trailhawk
Description: This 2019 Jeep Cherokee Trailhawk in gray delivers capable off-road performance with refined comfort for everyday driving. Powered by a 3.2L V6 engine paired with a 9-speed automatic transmission and 4WD, this Trailhawk is built for adventure. With 89,339 miles and thoughtful factory features, it offers excellent value for drivers seeking a versati...Features:- - Cold Weather Group
- - Quick Order Package 27E Trailhawk
- - Trailer Tow Group
1- Sale Price: $16,312
- Used
- 89,346 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 23 Days on site
Just Arrived2021 Jeep Cherokee Latitude Lux
Description: Clean, CARFAX 1-Owner, GREAT MILES 64,514! FUEL EFFICIENT EPA estimate 27 MPG Hwy/19 MPG City! Heated Leather Seats, Cross-Traffic Alert, Lane Keeping Assist, Blind Spot Monitor, Remote Engine Start, CD Player, 4x4, Back-Up Camera CLICK ME!KEY FEATURES INCLUDELeather Seats, 4x4, Heated Driver Seat, Back-Up Camera, iPod/MP3 Input, CD Player, Aluminu...Features:- - RADIO UCONNECT 4 W/8.4 DISPLAY
- - LIQUID TITANIUM DOOR TRIM APPLIQUES
- - QUICK ORDER PACKAGE 26H -inc Engine 3.2L V6 24V VVT w/ESS Transmissi...
1- Sale Price: $19,350
- Used
- 64,514 Mi.
- Automatic
- 4WD-AWD
- Red
- 6 Cyl.
- 3 Days on site
2022 Jeep Cherokee X
Description: At Walser, youll get an exceptional car-buying experience. Our streamlined process means youll work with one dedicated customer specialist to help you find the perfect vehicle. Upfront Pricing on every vehicle ensures youll get a great deal without any surprises or gimmicks. Buy with confidence because youre backed by our Worry-Free Return & Exchan...Features:- - BRIGHT WHITE CLEARCOAT
- - 3.251 FINAL DRIVE RATIO (STD)
- - ENGINE 3.2L V6 24V VVT W/ESS (STD)
1- Sale Price: $21,649
- Used
- 46,498 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 47 Days on site
2019 Jeep Cherokee Limited
Description: At Walser, youll get an exceptional car-buying experience. Our streamlined process means youll work with one dedicated customer specialist to help you find the perfect vehicle. Upfront Pricing on every vehicle ensures youll get a great deal without any surprises or gimmicks. Buy with confidence because youre backed by our Worry-Free Return & Exchan...Features:- - BRIGHT WHITE CLEARCOAT
- - QUICK ORDER PACKAGE 26G -inc Engine 3.2L V6 24V VVT w/ESS Transmissi...
- - 3.517 AXLE RATIO
1- Sale Price: $17,149
- Used
- 69,557 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 17 Days on site
2018 Jeep Cherokee Latitude Plus
Description: Non-Smoker vehicle, Ford Blue Certified. EPA estimate 27 MPG Hwy/20 MPG City! Heated Leather Seats, Bluetooth, iPod/MP3 Input, Satellite Radio, 4X4, Aluminum Wheels, ENGINE 3.2L V6 24V VVT W/ESS, TRANSMISSION 9-SPEED 948TE AUTOMATIC. TRAILER TOW GROUP, COMFORT/CONVENIENCE GROUP, COLD WEATHER GROUP SEE MORE! DISCOVER THE LUTHER ADVANTAGEThe Luther ...Features:- - QUICK ORDER PACKAGE 26D -inc Engine 3.2L V6 24V VVT w/ESS Transmissi...
- - 3.517 AXLE RATIO
- - TRAILER TOW GROUP -inc 7 & 4 Pin Wiring Harness Full Size Spare Tire...
1- Sale Price: $12,846
- Used
- 112,776 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 25 Days on site
2020 Jeep Cherokee Limited
Description: Non-Smoker vehicle, Ford Blue Certified, GREAT MILES 28,450! FUEL EFFICIENT 29 MPG Hwy/21 MPG City! Heated Leather Seats, Cross-Traffic Alert, Bluetooth, iPod/MP3 Input, Premium Sound System, Dual Zone A/C, 4X4, Remote Engine Start, Turbo Charged Engine, Aluminum Wheels, Satellite Radio CLICK ME! DISCOVER THE LUTHER ADVANTAGEThe Luther Advantage is...Features:- - WHEELS 18 X 7 POLISHED/PAINTED ALUMINUM
- - DIAMOND BLACK CRYSTAL PEARLCOAT
- - BLACK PREMIUM LEATHER TRIMMED BUCKET SEATS
1- Sale Price: $21,146
- Used
- 28,450 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 37 Days on site
2020 Jeep Cherokee Limited
Description: Non-Smoker vehicle, Ford Blue Certified, GREAT MILES 34,537! EPA 27 MPG Hwy/19 MPG City! Heated Leather Seats, iPod/MP3 Input, Blind Spot Monitor, Cross-Traffic Alert, Apple CarPlay, Bluetooth, Premium Sound System, Satellite Radio, Remote Engine Start, 4X4, Aluminum Wheels, Dual Zone A/C SEE MORE! DISCOVER THE LUTHER ADVANTAGEThe Luther Advantage ...Features:- - 3.251 AXLE RATIO (STD)
- - BRIGHT WHITE CLEARCOAT
- - QUICK ORDER PACKAGE 26G -inc Engine 3.2L V6 24V VVT w/ESS Transmissi...
1- Sale Price: $21,146
- Used
- 34,537 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 37 Days on site
2017 Jeep Cherokee Trailhawk L Plus 4x4
Description: 2017 Jeep Cherokee Trailhawk Rhino Clearcoat 4D Sport Utility 4WD 9-Speed Automatic 3.2L V6Remote Start, Super Clean, 3.2L V6, Black Leather, 1 Year Trial (Registration Required), 17 x 7.5 Aluminum Wheels, 4-Wheel Disc Brakes, 4.08 Axle Ratio, 5-Year SiriusXM Traffic Service, 5-Year SiriusXM Travel Link Service, 6 Speakers, 600 Amp Maintenance Free...1- Sale Price: $15,345
- Used
- 113,125 Mi.
- Automatic
- 4WD-AWD
- Gray
- -
- 29 Days on site
Better Than Book2019 Jeep Cherokee Trailhawk
Description: FUEL EFFICIENT EPA estimate 24 MPG Hwy/18 MPG City! Trailhawk trim, Diamond Black Crystal Pearlcoat exterior and Black interior. CLICK NOW! DISCOVER THE LUTHER ADVANTAGEThe Luther Advantage is a complete and comprehensive package of benefits designed to make buying-and driving-a vehicle from the Luther dealerships a pleasant and convenient experien...Features:- - DIAMOND BLACK CRYSTAL PEARLCOAT
- - WHEELS 17 X 7.5 PAINTED/POLISHED ALUMINUM (STD)
- - ENGINE 3.2L V6 24V VVT W/ESS (STD)
1- Sale Price: $16,847
- Used
- 95,402 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 2 Days on site
Customize your budget
Monthly budget search results are estimated, based on a -month loan term with $ down payment, $ trade-in value, and % APR. Inputs can be personalized using the calculator. Payment calculations are only an estimate and do not include tax, title, or other fees.