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1,612 Cars for sale near Winsted +50 miles
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Must Go! Special2024 Jeep Wagoneer Series II
Description: 2024 Jeep Wagoneer Series II 4x4 --- Full-Size Three-Row Luxury SUV in Diamond BlackOriginal MSRP $74,995Performance & Capability3.0L Hurricane twin-turbocharged inline-6 (420 hp / 468 lb-ft)8-speed automatic transmissionQuadra-Trac II 4WD with 2-speed active transfer case and Selec-Terrain20-inch premium aluminum wheelsTech & ConnectivityUcon...Features:- - ENGINE 3.0L I6 HURRICANE SO TWIN TURBO ESS (STD)
- - TIRES 275/55R20 BSW ALL SEASON (STD)
- - DIAMOND BLACK CRYSTAL PEARLCOAT
1- Sale Price: $39,349
- Used
- 62,035 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 108 Days on site
2018 Jeep Cherokee Limited
Description: 2018 Jeep Cherokee Limited 4x4 --- Well-Equipped Compact SUV in Bright White ClearcoatOriginal MSRP $32,390Performance2.4L I4 MultiAir Engine9-Speed Automatic TransmissionSelec-Terrain 4x4 SystemHill Start AssistTech & ConnectivityUconnect 3C with 8.4-Inch Display (Navigation-Capable)SiriusXM Satellite RadioIntegrated Voice Command with Blue...Features:- - ENGINE 2.4L I4 MULTIAIR FLEXFUEL (STD)
- - BRIGHT WHITE CLEARCOAT
- - ENGINE 2.4L I4 MULTIAIR -inc 50 State Emissions
1- Sale Price: $19,849
- Used
- 28,501 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 44 Days on site
2022 Jeep Grand Wagoneer Series II
Description: 2022 Jeep Grand Wagoneer Series II 4x4 --- Flagship Full-Size Luxury SUV in Diamond Black Crystal PearlFactory Options & Packages (Original MSRP $113,290)Diamond Black Crystal Pearl Paint --- $695Performance & Capability6.4L V8 with 8-speed 8HP75 automatic4x4 with Selec-Terrain and Selec-Speed ControlQuadra-Lift air suspension with adaptive dam...Features:- - MONOTONE PAINT APPLICATION
- - DIAMOND BLACK CRYSTAL PEARLCOAT
- - QUICK ORDER PACKAGE 23S -inc Engine 6.4L V8 Transmission 8-Speed Aut...
1- Sale Price: $48,349
- Used
- 42,841 Mi.
- Automatic
- 4WD-AWD
- Black
- 8 Cyl.
- 85 Days on site
2015 Jeep Grand Cherokee Limited
Description: 2015 Jeep Grand Cherokee Limited 4x4 --- Capable, Leather-Appointed Luxury SUV in Bright White ClearcoatFactory Options & Packages (Original MSRP $43,545)20 x 8.0 Aluminum Wheels --- $1,595Power Sunroof --- $1,095Trailer Tow Group IV --- $795What the Trailer Tow Group IV AddsClass IV Receiver HitchRear Load-Leveling Suspension7- & 4-Pin Wirin...Features:- - RADIO UCONNECT 8.4 -inc Roadside Assistance & 9-1-1 Call Uconnect Ac...
- - TRANSMISSION 8-SPEED AUTOMATIC (845RE) (STD)
- - POWER SUNROOF
1- Sale Price: $14,849
- Used
- 106,036 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 31 Days on site
2022 Jeep Wrangler Unlimited High Altitude
Description: 2022 Jeep Wrangler Unlimited High Altitude 4x4 --- Premium On- and Off-Road Capability in Bright White ClearcoatFactory Options & Packages (Original MSRP $67,495)Customer Preferred Package 25N (High Altitude) --- $9,2958-Speed TorqueFlite Automatic Transmission --- $1,995Selec-Trac Full-Time 4WD System --- $795Integrated Off-Road Camera --- $59...Features:- - BRIGHT WHITE CLEARCOAT
- - CORNING GORILLA GLASS
- - STEEL GRAY/GLOBAL BLACK LEATHER TRIMMED BUCKET SEATS
1- Sale Price: $38,349
- Used
- 35,838 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 52 Days on site
2023 Jeep Grand Cherokee Limited
Description: 2023 Jeep Grand Cherokee Limited 4x4 --- Pentastar V6 Premium Family SUV in Diamond Black Crystal PearlFactory Options & Packages (Original MSRP $65,235)Diamond Black Crystal Pearl Premium Paint --- $495Performance & Capability3.6L Pentastar VVT V6 with Stop/Start and 8-speed TorqueFlite automaticQuadra-Trac 4x4 with Selec-Terrain Traction Manag...Features:- - ENGINE 3.6L V6 24V VVT UPG I W/ESS (STD)
- - DIAMOND BLACK CRYSTAL PEARLCOAT
- - GLOBAL BLACK CAPRI LEATHERETTE SEATS
1- Sale Price: $28,849
- Used
- 58,893 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 60 Days on site
Must Go! Special2018 Jeep Wrangler Rubicon
Description: 2018 Jeep Wrangler Unlimited Rubicon 4x4 --- Trail-Rated Off-Road Icon in Black ClearcoatFactory Options & Packages (Original MSRP $56,420)Dual Top Group --- $2,1958-Speed Automatic Transmission (Hill Descent Control, Tip Start) --- $2,000Electronic Infotainment System Group --- $1,495Leather-Trimmed Bucket Seats --- $1,495Steel Bumper Group (...Features:- - ELECTRONIC INFOTAINMENT SYSTEM GROUP -inc SiriusXM Traffic (subscript...
- - ENGINE 3.6L V6 24V VVT UPG I W/ESS (STD)
- - BODY COLOR FENDER FLARES
1- Sale Price: $27,849
- Used
- 76,662 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 86 Days on site
2023 Jeep Wrangler Sahara
Description: 2023 Jeep Wrangler Sahara 4-Door 4x4 -- Turbocharged Convertible Adventure SUV in Black ClearcoatFactory Options & Packages (Original MSRP $58,280)Customer Preferred Package 22G -- Included2.0L DOHC I-4 Turbo Engine w/ Auto Stop/Start -- Included8-Speed TorqueFlite Automatic Transmission -- IncludedCommand-Trac Part-Time 4WD with 2.721 Transfer...Features:- - SIDE STEPS
- - BLACK CLOTH LOW-BACK BUCKET SEATS
- - BLACK CLEARCOAT
1- Sale Price: $31,349
- Used
- 26,256 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 85 Days on site
2022 Jeep Wagoneer Series II
Description: 2022 Jeep Wagoneer Series II 4x4 --- Full-Size Three-Row Luxury SUV in Baltic Gray MetallicFactory Options & Packages (Original MSRP $92,270)Convenience Group I --- $4,695Front Passenger Interactive Display --- $1,595Flexible Interior Group --- $1,495Baltic Gray Metallic Paint --- $695What the Convenience Group I AddsQuadra-Lift air suspension...Features:- - TIRES 275/55R20 BSW ALL SEASON (STD)
- - CONVENIENCE GROUP I -inc Auto High Beam Headlamp Control Surround Vi...
- - WHEELS 20 X 9.0 ALUMINUM BASE FINISH (STD)
1- Sale Price: $44,849
- Used
- 22,135 Mi.
- Automatic
- 4WD-AWD
- Gray
- 8 Cyl.
- 52 Days on site
Must Go! Special2018 Jeep Wrangler Sport 4x4 4dr SUV
Features:- - Door Handle Color - Black
- - Fender Lip Moldings - Black
- - Front Bumper Color - Black
1- Sale Price: $19,995
- Used
- 85,315 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 240 Days on site
2019 Jeep Grand Cherokee Limited X 4x4 4dr SUV
Features:- - Door Handle Color - Body-Color
- - Front Bumper Color - Body-Color
- - Grille Color - Black
1- Sale Price: $18,995
- Used
- 98,363 Mi.
- Automatic
- 4WD-AWD
- Black
- 8 Cyl.
- 43 Days on site
2018 Jeep Compass Latitude 4x4 4dr SUV
Features:- - Door Handle Color - Body-Color
- - Front Bumper Color - Body-Color
- - Grille Color - Black With Chrome Accents
1- Sale Price: $12,995
- Used
- 98,455 Mi.
- Automatic
- Unknown
- Green
- 4 Cyl.
- 85 Days on site
2018 Jeep Compass Latitude 4dr SUV
Features:- - Door Handle Color - Body-Color
- - Front Bumper Color - Body-Color
- - Grille Color - Black With Chrome Accents
1- Sale Price: $12,995
- Used
- 102,759 Mi.
- Automatic
- FWD
- Blue
- 4 Cyl.
- 86 Days on site
Real Deals2026 Jeep Grand Cherokee L Limited
Description: Take the stress out of getting a good deal on your next car! Here are our promises*See our lowest price upfront!*No hassle-No haggle pricing!*Completely Transparent Buying Process!*Commission-free sales team!*You can't buy the wrong car! 7-day return policy!Hundreds of 5 star Google reviews. Come and see why people love Apple Chrysler Jeep Dodge Ra...Features:- - Quick Order Package 2BE Limited
- - Limited Altitude Package
- - Capri Leatherette Seats
1- Sale Price: $44,602
- MSRP $52,910
- New
- 1,284 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 1 Day on site
Real Deals2026 Jeep Compass Limited
Description: Take the stress out of getting a good deal on your next car! Here are our promises*See our lowest price upfront!*No hassle-No haggle pricing!*Completely Transparent Buying Process!*Commission-free sales team!*You can't buy the wrong car! 7-day return policy!Hundreds of 5 star Google reviews. Come and see why people love Apple Chrysler Jeep Dodge Ra...Features:- - Quick Order Package 29W Limited Altitude
- - Leatherette Seats
- - 3.73 Final Drive Ratio
1- Sale Price: $35,921
- MSRP $38,145
- New
- 10 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 37 Days on site
Real Deals2026 Jeep Compass Limited
Description: Take the stress out of getting a good deal on your next car! Here are our promises*See our lowest price upfront!*No hassle-No haggle pricing!*Completely Transparent Buying Process!*Commission-free sales team!*You can't buy the wrong car! 7-day return policy!Hundreds of 5 star Google reviews. Come and see why people love Apple Chrysler Jeep Dodge Ra...Features:- - Quick Order Package 29W Limited Altitude
- - 6 Speakers
- - AM/FM radio SiriusXM
1- Sale Price: $32,158
- MSRP $37,240
- New
- 1,789 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 46 Days on site
2024 Jeep Compass Limited
Description: **CERTIFIED, **CLEAN AUTO CHECK- NO ACCIDENTS, **LEATHER, **HEATED SEATS, **HEATED STEERING WHEEL, **BACK-UP CAMERA, **BLIND SPOT, **REMOTE START, **ANDROID AUTO / APPLE CARPLAY, **BLUETOOTH, **PARK ASSIST SENSORS, **UCONNECT, **TOUCH SCREEN, Compass Limited, 4D Sport Utility, 2.0L I4 DOHC, 8-Speed Automatic, 4WD, Baltic Gray Metallic Clearcoat, Bl...Features:- - Quick Order Package 29G Limited
- - 6 Speakers
- - AM/FM radio SiriusXM
1- Sale Price: $24,849
- Used
- 29,185 Mi.
- Automatic
- 4WD-AWD
- Gray
- 4 Cyl.
- 6 Days on site
Real Deals2026 Jeep Grand Cherokee Altitude
Description: Take the stress out of getting a good deal on your next car! Here are our promises*See our lowest price upfront!*No hassle-No haggle pricing!*Completely Transparent Buying Process!*Commission-free sales team!*You can't buy the wrong car! 7-day return policy!Hundreds of 5 star Google reviews. Come and see why people love Apple Chrysler Jeep Dodge Ra...Features:- - GPS Navigation
- - Laredo Altitude Appearance Package
- - Quick Order Package 2BB Laredo Altitude
1- Sale Price: $40,969
- MSRP $48,945
- New
- 2,063 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 25 Days on site
2023 Jeep Grand Cherokee Limited
Description: **ONE OWNER, **CLEAN AUTO CHECK- NO ACCIDENTS, **LEATHER, **HEATED SEATS, **HEATED STEERING WHEEL, **BACK-UP CAMERA, **BLIND SPOT, **REMOTE START, **PANORAMIC SUNROOF, Grand Cherokee Limited, 4D Sport Utility, 3.6L V6 24V VVT, 8-Speed Automatic, 4WD, Bright White Clearcoat, Global Black Premium Synthetic, Quick Order Package 23E. Certified. 19/26 C...Features:- - Navigation System
- - Quick Order Package 23E
- - 6 Speakers
1- Sale Price: $32,338
- Used
- 40,496 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 49 Days on site
2024 Jeep Compass Limited
Description: **CERTIFIED, **ONE OWNER, **CLEAN AUTO CHECK- NO ACCIDENTS, **LEATHER, **HEATED SEATS, **HEATED STEERING WHEEL, **BACK-UP CAMERA, **BLIND SPOT, **REMOTE START, Compass Limited, 4D Sport Utility, 2.0L I4 DOHC, 8-Speed Automatic, 4WD, Red Hot Pearlcoat, Black Premium Synthetic, Quick Order Package 29G Limited. Certified. Priced below KBB Fair Purchas...Features:- - Quick Order Package 29G Limited
- - 6 Speakers
- - AM/FM radio SiriusXM
1- Sale Price: $25,849
- Used
- 21,504 Mi.
- Automatic
- 4WD-AWD
- Red
- 4 Cyl.
- 17 Days on site
2017 Jeep Grand Cherokee Overland
Description: **CERTIFIED, **CLEAN AUTO CHECK- NO ACCIDENTS, **LEATHER, **HEATED SEATS, **HEATED STEERING WHEEL, **VENTILATED SEATS, **BACK-UP CAMERA, **BLIND SPOT, **REMOTE START, **HEATED REAR SEATS, **PANORAMIC SUNROOF, Grand Cherokee Overland, 4D Sport Utility, 3.6L V6 24V VVT, 8-Speed Automatic, 4WD, Diamond Black, Black Leather, Quick Order Package 23P. Ce...Features:- - Navigation System
- - Quick Order Package 23P
- - 10 Speakers
1- Sale Price: $16,938
- Used
- 113,224 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 17 Days on site
Real Deals2026 Jeep Wrangler Sport S
Description: Take the stress out of getting a good deal on your next car! Here are our promises*See our lowest price upfront!*No hassle-No haggle pricing!*Completely Transparent Buying Process!*Commission-free sales team!*You can't buy the wrong car! 7-day return policy!Hundreds of 5 star Google reviews. Come and see why people love Apple Chrysler Jeep Dodge Ra...Features:- - Convenience Group
- - LED Headlamp and Fog Lamp Group
- - Quick Order Package 24S Sport S
1- Sale Price: $44,802
- MSRP $51,245
- New
- 10 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 120 Days on site
2021 Jeep Renegade Latitude
Description: **CERTIFIED, **CLEAN AUTO CHECK- NO ACCIDENTS, **HEATED SEATS, **HEATED STEERING WHEEL, **BACK-UP CAMERA, **ANDROID AUTO / APPLE CARPLAY, **BLUETOOTH, **UCONNECT, **TOUCH SCREEN, Renegade Latitude, 4WD, 115V Auxiliary Power Outlet, 40/20/40 Rear Seat w/Trunk Pass-Thru, All-Season Floor Mats, Auto-Dimming Rear-View Mirror, Convenience Group, Heated ...Features:- - Convenience Group
- - Quick Order Package 2XB
- - 6 Speakers
1- Sale Price: $16,449
- Used
- 68,289 Mi.
- Automatic
- 4WD-AWD
- Blue
- 4 Cyl.
- 39 Days on site
2022 Jeep Compass Latitude Lux
Description: **CERTIFIED, **ONE OWNER, **CLEAN AUTO CHECK- NO ACCIDENTS, **LEATHER, **HEATED SEATS, **HEATED STEERING WHEEL, **BACK-UP CAMERA, **BLIND SPOT, **REMOTE START, **ANDROID AUTO / APPLE CARPLAY, **BLUETOOTH, **UCONNECT, **TOUCH SCREEN, Compass Latitude Lux, 4D Sport Utility, 2.4L I4, 4WD, Black Leather. Certified. Odometer is 13304 miles below market ...Features:- - MOPAR Interior Protection Package
- - Quick Order Package 2GL
- - 6 Speakers
1- Sale Price: $22,338
- Used
- 31,514 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 49 Days on site
Real Deals2026 Jeep Grand Wagoneer Summit Reserve
Description: Take the stress out of getting a good deal on your next car! Here are our promises*See our lowest price upfront!*No hassle-No haggle pricing!*Completely Transparent Buying Process!*Commission-free sales team!*You can't buy the wrong car! 7-day return policy!Hundreds of 5 star Google reviews. Come and see why people love Apple Chrysler Jeep Dodge Ra...Features:- - Quick Order Package 29K Reserve
- - Summit Reserve Package
- - HD Trailer Tow Package
1- Sale Price: $100,895
- MSRP $105,795
- New
- 10 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 18 Days on site
Real Deals2026 Jeep Grand Cherokee L Altitude
Description: Take the stress out of getting a good deal on your next car! Here are our promises*See our lowest price upfront!*No hassle-No haggle pricing!*Completely Transparent Buying Process!*Commission-free sales team!*You can't buy the wrong car! 7-day return policy!Hundreds of 5 star Google reviews. Come and see why people love Apple Chrysler Jeep Dodge Ra...Features:- - Quick Order Package 2BB Laredo Altitude
- - Cloth Seats
- - Laredo Altitude Appearance Package
1- Sale Price: $43,299
- MSRP $51,450
- New
- 1,707 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 3 Days on site
Real Deals2026 Jeep Gladiator Sahara
Description: Take the stress out of getting a good deal on your next car! Here are our promises*See our lowest price upfront!*No hassle-No haggle pricing!*Completely Transparent Buying Process!*Commission-free sales team!*You can't buy the wrong car! 7-day return policy!Hundreds of 5 star Google reviews. Come and see why people love Apple Chrysler Jeep Dodge Ra...Features:- - LED Headlamp and Fog Lamp Group
- - Quick Order Package 24H Sahara
- - Safety Group
1- Sale Price: $47,129
- MSRP $55,015
- New
- 10 Mi.
- Automatic
- 4WD-AWD
- -
- 6 Cyl.
- 52 Days on site
Must Go! Special2024 Jeep Gladiator Rubicon
Description: **CERTIFIED, **CLEAN AUTO CHECK- NO ACCIDENTS, **HEATED SEATS, **HEATED STEERING WHEEL, **BACK-UP CAMERA, **REMOTE START, Gladiator Rubicon, 4D Crew Cab, 3.6L V6 24V VVT, 8-Speed Automatic, 4WD, Bright White Clearcoat, Black Cloth, Convenience Group, Emergency/Assistance Call, Heated Front Seats, Heated Steering Wheel, Quick Order Package 23R Rubic...Features:- - Convenience Group
- - Quick Order Package 23R Rubicon
- - Quick Order Package 24R Rubicon
1- Sale Price: $39,449
- Used
- 17,342 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 126 Days on site
2023 Jeep Grand Cherokee Limited
Description: **CERTIFIED, **CLEAN AUTO CHECK- NO ACCIDENTS, **LEATHER, **HEATED SEATS, **HEATED STEERING WHEEL, **BACK-UP CAMERA, **BLIND SPOT, **REMOTE START, **POWER LIFTGATE, **NAVIGATION, **HEATED REAR SEATS, **ANDROID AUTO / APPLE CARPLAY, **BLUETOOTH, **UCONNECT, **TOUCH SCREEN, Grand Cherokee Limited, 4D Sport Utility, 3.6L V6 24V VVT, 8-Speed Automatic,...Features:- - Navigation System
- - Black Appearance Package
- - Quick Order Package 22E
1- Sale Price: $31,949
- Used
- 38,629 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 31 Days on site
Real Deals2026 Jeep Compass Limited
Description: Take the stress out of getting a good deal on your next car! Here are our promises*See our lowest price upfront!*No hassle-No haggle pricing!*Completely Transparent Buying Process!*Commission-free sales team!*You can't buy the wrong car! 7-day return policy!Hundreds of 5 star Google reviews. Come and see why people love Apple Chrysler Jeep Dodge Ra...Features:- - Quick Order Package 29G Limited
- - Leatherette Seats
- - 3.73 Final Drive Ratio
1- Sale Price: $34,115
- MSRP $35,555
- New
- 10 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 24 Days on site
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