1,432 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
1,432 Cars for sale near Winsted +50 miles
SortFilter
- Jeep
- 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
2020 Jeep Grand Cherokee Overland
Description: This stunning 2020 Jeep Grand Cherokee Overland SUV delivers premium capability with refined style. Finished in crisp white exterior with luxurious black leather seating, this 4WD powerhouse combines a potent 3.6L V6 engine with an 8-speed automatic transmission for responsive, efficient performance. With 91,980 miles, this well-maintained Overland...Features:- - GPS Navigation
- - Navigation System
- - Protech II
1- Sale Price: $18,899
- Used
- 91,992 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 11 Days on site
2021 Jeep Wrangler Unlimited Sahara
Description: This 2021 Jeep Wrangler Unlimited Sahara 4xe combines adventure-ready capability with hybrid efficiency in a striking black exterior paired with premium black leather-trimmed seats. With just over 50,000 miles, this well-maintained local trade offers the perfect blend of iconic Jeep styling and modern technology for buyers seeking versatility witho...Features:- - 4 Cylinder Engine
- - 4-Wheel Disc Brakes
- - 8-Speed A/T
1- Sale Price: $26,350
- Used
- 50,493 Mi.
- Other
- 4WD-AWD
- Black
- 4 Cyl.
- 9 Days on site
2021 Jeep Gladiator Willys
Description: Meet this exceptional 2021 Jeep Gladiator Willys, a purpose-built truck ready for adventure. This crew cab short box combines rugged capability with a refined driving experience, featuring a proven 3.6L V6 engine paired with an 8-speed automatic transmission and genuine 4WD performance. With just over 47,000 miles and a clean Carfax history, this l...Features:- - 4-Wheel Disc Brakes
- - 6-Speed M/T
- - 8-Speed A/T
1- Sale Price: $24,750
- Used
- 47,001 Mi.
- Other
- 4WD-AWD
- Black
- 6 Cyl.
- 76 Days on site
2021 Jeep Grand Cherokee L Summit Reserve
Description: This 2021 Jeep Grand Cherokee L Summit is a clean, local one-owner trade finished in white with a premium Global Black Nappa leather interior. Powered by a 3.6L V6 engine paired with an 8-speed automatic transmission and 4WD capability, this full-size SUV combines capability with refined luxury. With 86,389 miles on the odometer, it represents exce...Features:- - 3rd Row Seat
- - 4-Wheel Disc Brakes
- - 8-Speed A/T
1- Sale Price: $26,350
- Used
- 86,389 Mi.
- Other
- 4WD-AWD
- White
- 6 Cyl.
- 62 Days on site
2022 Jeep Grand Cherokee L Overland
Description: This 2022 Jeep Grand Cherokee L Overland combines premium styling with commanding performance and advanced technology. Finished in elegant Gray with a luxurious Global Black Nappa leather interior, this 4WD SUV is powered by a capable 3.6L V6 engine paired with an 8-speed automatic transmission. A clean Carfax, local one-owner trade, and comprehens...Features:- - 3rd Row Seat
- - 4-Wheel Disc Brakes
- - 8-Speed A/T
1- Sale Price: $23,350
- Used
- 106,570 Mi.
- Other
- 4WD-AWD
- Gray
- 6 Cyl.
- 64 Days on site
2022 Jeep Grand Wagoneer Series III
Description: This 2022 Jeep Grand Wagoneer Series III in white is a commanding three-row SUV built for those who demand capability and luxury. Powered by a robust 6.4L V8 engine paired with an 8-speed automatic transmission and 4WD, this Series III combines serious performance with refined comfort. Its a clean, one-owner local trade with just over 75,000 miles....Features:- - 3rd Row Seat
- - 4-Wheel Disc Brakes
- - 8 Cylinder Engine
1- Sale Price: $40,750
- Used
- 75,560 Mi.
- Other
- 4WD-AWD
- White
- 8 Cyl.
- 59 Days on site
2016 Jeep Grand Cherokee Limited
Description: This 2016 Jeep Grand Cherokee Limited is a refined SUV that combines capable performance with modern comfort. With 89,000 miles, it shows responsible use and offers excellent value in the three-row SUV segment. Finished in black with leather-trimmed seating, this four-wheel drive model is well-equipped for both everyday driving and weekend adventur...Features:- - 4-Wheel Disc Brakes
- - 8-Speed A/T
- - A/C
1- Sale Price: $16,750
- Used
- 89,000 Mi.
- Other
- 4WD-AWD
- Black
- 6 Cyl.
- 7 Days on site
2025 Jeep Wrangler Rubicon X
Description: Meet this outstanding 2025 Jeep Wrangler Rubicon X, finished in striking Black with premium Black Nappa leather seats. This one-owner, Clean Carfax local trade arrives with just over 9,400 miles, delivering near-new capability with proven reliability. Powered by a 2.0L turbocharged four-cylinder engine and paired with an 8-speed automatic transmiss...Features:- - 4 Cylinder Engine
- - 4-Wheel Disc Brakes
- - 6-Speed M/T
1- Sale Price: $44,350
- Used
- 9,442 Mi.
- Other
- 4WD-AWD
- Black
- 4 Cyl.
- 10 Days on site
2018 Jeep Wrangler Sahara
Description: This 2018 Jeep Wrangler Unlimited Sahara is a capable four-wheel-drive SUV ready for your next adventure. Finished in black with a comfortable black and tan leather interior, this well-maintained local trade delivers the iconic Wrangler experience with modern conveniences and a clean Carfax report.- Clean Carfax- Nice Local Trade- 3.6L V6 with 8-Sp...Features:- - 4-Wheel Disc Brakes
- - 6-Speed M/T
- - 8-Speed A/T
1- Sale Price: $21,750
- Used
- 95,848 Mi.
- Other
- 4WD-AWD
- Black
- 6 Cyl.
- 3 Days on site
2025 Jeep Wrangler Rubicon X
Description: Only 7,500 Miles! Scores 23 Highway MPG and 18 City MPG! This Jeep Wrangler boasts a Regular Unleaded V-6 3.6 L/220 engine powering this Automatic transmission. MOPAR HINGE-GATE REINFORCEMENT, MOPAR ALL-WEATHER FLOOR MATS, FRONT LICENSE PLATE BRACKET. This Jeep Wrangler Comes Equipped with These Options ENGINE 3.6L V6 24V VVT UPG I W/ESS (STD), ...Features:- - TIRES LT315/70R17C 113/110S
- - BRIGHT WHITE CLEARCOAT
- - BLACK NAPPA LEATHER SEATS -inc Leather Wrapped Shift Knob Premium D...
1- Sale Price: $53,792
- Used
- 7,718 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 111 Days on site
2023 Jeep Wrangler Sahara Altitude
Description: Only 33,701 Miles! Delivers 24 Highway MPG and 19 City MPG! This Jeep Wrangler boasts a Gas/Electric V-6 3.6 L/220 engine powering this Automatic transmission. STING-GRAY CLEARCOAT, FRONT LICENSE PLATE BRACKET, Wireless Phone Connectivity. This Jeep Wrangler Comes Equipped with These Options Voice Activated Dual Zone Front Automatic Air Condition...Features:- - SIDE STEPS
- - BODY COLOR 3-PIECE HARD TOP -inc Freedom Panel Storage Bag Rear Wind...
- - QUICK ORDER PACKAGE 25L ALTITUDE -inc Engine 3.6L V6 24V VVT eTorque ...
1- Sale Price: $34,792
- Used
- 30,707 Mi.
- Automatic
- 4WD-AWD
- -
- 6 Cyl.
- 165 Days on site
2021 Jeep Wrangler Unlimited Sahara
Description: 2021 Jeep Wrangler Unlimited Sahara 4x4 --- Trail-Ready Open-Air Freedom in Bright WhiteFactory Options & Packages (Original MSRP $59,130)8-Speed TorqueFlite Automatic Transmission --- $1,795Uconnect 4C NAV & Sound Group --- $1,695Leather-Faced Bucket Seats with Sahara Logo --- $1,495Cold Weather Group --- $995Trailer Tow & HD Electrical Group...Features:- - BRIGHT WHITE CLEARCOAT
- - ENGINE 3.6L V6 24V VVT UPG I W/ESS (STD)
- - ALPINE PREMIUM AUDIO SYSTEM
1- Sale Price: $29,849
- Used
- 45,233 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 6 Days on site
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: $34,849
- Used
- 62,035 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 191 Days on site
Must Go! Special2023 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: $24,849
- Used
- 58,893 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 143 Days on site
2024 Jeep Wagoneer Base
Description: 2024 Jeep Wagoneer 4x4 --- Three-Row Full-Size SUV with the Convenience Group in Bright WhiteFactory Options & Packages (Original MSRP $72,185)Convenience Group --- $3,845All-Weather Mat Package --- $395Customer Preferred Package 25E --- IncludedWhat the Convenience Group AddsAdaptive Cruise Control with Stop and Go360-degree surround-view cam...Features:- - CONVENIENCE GROUP I -inc Active Lane Management System Side Distance...
- - TIRES 275/65R18 BSW ALL SEASON (STD)
- - TRANSMISSION 8-SPEED AUTOMATIC (8HP75) (STD)
1- Sale Price: $43,349
- Used
- 32,000 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 17 Days on site
2021 Jeep Wrangler Unlimited Sahara High Altitude
Description: 2021 Jeep Wrangler Unlimited Sahara High Altitude 4X4 --- Loaded Four-Door Wrangler in Granite Crystal MetallicFactory Options & Packages (Original MSRP $56,720)Customer Preferred Package 25N --- $9,4053.6L V6 24V VVT eTorque Engine --- $1,7508-Speed Automatic 850RE Transmission --- $1,500Cold Weather Group --- $995Trailer-Tow and Heavy-Duty E...Features:- - TRAILER TOW & HD ELECTRICAL GROUP -inc Class II Receiver Hitch 700 A...
- - ENGINE 3.6L V6 24V VVT ETORQUE UPG I -inc 600 Amp Maintenance Free Ba...
- - BLACK LEATHER TRIMMED BUCKET SEATS (KL)
1- Sale Price: $28,349
- Used
- 72,805 Mi.
- Automatic
- 4WD-AWD
- Gray
- 6 Cyl.
- 17 Days on site
2023 Jeep Grand Cherokee L Limited
Description: 2023 Jeep Grand Cherokee L Limited 4x4 --- Three-Row Luxury and Capability in Bright WhiteOriginal MSRP $54,025Performance & Capability3.6L V6 24V VVT Engine8-Speed Automatic 8HP50 TransmissionQuadra-Trac I 4WD SystemSelec-Terrain SystemConventional Differential Front Axle w/ DisconnectAnti-Lock 4-Wheel Disc Brakes265/60R18 BSW All-Season LR...Features:- - TRANSMISSION 8-SPEED AUTOMATIC (8HP50)
- - BRIGHT WHITE CLEARCOAT
- - WHEELS 18 X 8.0 FULLY PAINTED ALUMINUM (STD)
1- Sale Price: $29,349
- Used
- 50,759 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 24 Days on site
2023 Jeep Grand Cherokee L Altitude
Description: 2023 Jeep Grand Cherokee L Altitude 4X4 --- Three-Row Family Adventure SUV in Bright WhiteFactory Options & Packages (Original MSRP $50,435)Customer Preferred Package 23B --- $5,105What the Customer Preferred Package 23B AddsCapri Leatherette / Suede SeatsAltitude Appearance PackageGloss-Black Exterior AccentsRain-Sensing Windshield WipersRem...Features:- - TRANSMISSION 8-SPEED AUTOMATIC (8HP50)
- - BRIGHT WHITE CLEARCOAT
- - ENGINE 3.6L V6 24V VVT UPG I W/ESS (STD)
1- Sale Price: $27,749
- Used
- 63,550 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 16 Days on site
Must Go! Special2018 Jeep Wrangler Freedom Edition 4x4 4dr SUV
Features:- - Door Handle Color - Black
- - Fender Lip Moldings - Body-Color
- - Front Bumper Color - Black
1- Sale Price: $19,995
- Used
- 85,328 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 323 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: $10,500
- Used
- 132,110 Mi.
- Manual
- 4WD-AWD
- Blue
- 4 Cyl.
- 51 Days on site
2018 Jeep Renegade Trailhawk 4x4 4dr SUV
Features:- - Door Handle Color - Body-Color
- - Front Bumper Color - Black
- - Grille Color - Black With Chrome Accents
1- Sale Price: $12,995
- Used
- 91,126 Mi.
- Automatic
- Unknown
- Black
- 4 Cyl.
- 41 Days on site
2017 Jeep Grand Cherokee Limited 4x4 4dr SUV
Features:- - Body Side Moldings - Body-Color
- - Door Handle Color - Chrome
- - Exhaust Tip Color - Chrome
1- Sale Price: $15,500
- Used
- 99,560 Mi.
- Automatic
- 4WD-AWD
- Maroon
- 6 Cyl.
- 8 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: $11,995
- Used
- 102,782 Mi.
- Automatic
- Unknown
- Blue
- 4 Cyl.
- 11 Days on site
Real Deals2026 Jeep Grand Cherokee
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 2CZ 85th Anniversary Edition
- - Jeep 85th Anniversary Edition
- - Capri Leatherette Seats
1- Sale Price: $40,441
- MSRP $53,005
- New
- 1,471 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 6 Days on site
2024 Jeep Grand Cherokee L Altitude
Description: **CERTIFIED, **ONE OWNER, **CLEAN AUTO CHECK- NO ACCIDENTS, **HEATED SEATS, **HEATED STEERING WHEEL, **BACK-UP CAMERA, **BLIND SPOT, **SUNROOF, Altitude, 4D Sport Utility, 3.6L V6 24V VVT, 8-Speed Automatic, 4WD, Gray Metallic, Global Black Premium Synthetic, 115V Auxiliary Power Outlet, 3rd Row Charge-Only USB Ports, Altitude Appearance Package, B...Features:- - Altitude Appearance Package
- - Quick Order Package 23B Altitude
- - 6 Speakers
1- Sale Price: $32,338
- Used
- 35,830 Mi.
- Automatic
- 4WD-AWD
- Gray
- 6 Cyl.
- 52 Days on site
Real Deals2026 Jeep Grand Cherokee 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:- - Navigation System
- - 10 Speakers
- - Active Noise Control System
1- Sale Price: $44,973
- MSRP $52,500
- New
- 10 Mi.
- Automatic
- 4WD-AWD
- Gray
- 4 Cyl.
- 56 Days on site
2014 Jeep Wrangler Unlimited Rubicon
Description: **ONE OWNER, **CLEAN AUTO CHECK- NO ACCIDENTS, **LEATHER, **HEATED SEATS, **REMOTE START, **TRAILER TOW PACKAGE, **UCONNECT, **TOUCH SCREEN, Unlimited Rubicon, 4D Sport Utility, 3.6L V6 24V VVT, 4WD, Billet Metallic Clearcoat, Black w/Cloth Bucket Seats or Leather Trimmed Bucket Seats or Black Leather Seats w/Accent Stitch, Class II Receiver Hitch,...Features:- - Connectivity Group
- - Dual Top Group
- - Max Tow Package
1- Sale Price: $17,945
- Used
- 95,662 Mi.
- Automatic
- 4WD-AWD
- -
- 6 Cyl.
- 63 Days on site
Real Deals2026 Jeep Grand Cherokee Limited 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:- - Navigation System
- - Quick Order Package 2CR Limited Reserve
- - Trailer Tow Package
1- Sale Price: $48,283
- MSRP $55,500
- New
- 10 Mi.
- Automatic
- 4WD-AWD
- Gray
- 4 Cyl.
- 73 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: $30,994
- MSRP $35,555
- New
- 1,981 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 15 Days on site
Must Go! Special2023 Jeep Grand Cherokee Laredo
Description: **CERTIFIED, **ONE OWNER, **CLEAN AUTO CHECK- NO ACCIDENTS, **HEATED SEATS, **HEATED STEERING WHEEL, **BACK-UP CAMERA, **BLIND SPOT, **REMOTE START, Laredo, 4D Sport Utility, 3.6L V6 24V VVT, 8-Speed Automatic, 4WD, Bright White Clearcoat, Black Cloth, 115V Auxiliary Power Outlet, Heated Front Seats, Heated Steering Wheel, Luxury Tech Group I, Powe...Features:- - Luxury Tech Group I
- - Quick Order Package 22A Laredo
- - Quick Order Package 23A Laredo
1- Sale Price: $27,005
- Used
- 34,057 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 73 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.