Cars for Sale Under $40,000 inWinchester, KY
6,231 vehicles found
See the total price upfront.
Only show listings that include dealer fees- Year:
- 2025
- Make:
- Subaru
- Model:
- Crosstrek
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 182 hp 2.5L H4
- Exterior color:
- Crystal White Pearl
- Combined gas mileage:
- 30 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 19,733
- Stock #:
- 2588
- VIN:
- JF2GUHDC4S8241815
Sponsored by Tom Gill Buick GMC
2025 Subaru Crosstrek
Premium AWD
19,733 mi
Hamilton, OH
98 mi away
Good Deal
$25,392
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Blazer
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 228 hp 2L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 13,088
- Stock #:
- 11T11266
- VIN:
- 3GNKBCR44RS142116
Sponsored Listing
2024 Chevrolet Blazer
2LT FWD
13,088 mi
Batavia, OH
76 mi away
Great Deal
$26,163
- Year:
- 2025
- Make:
- Nissan
- Model:
- Sentra
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 149 hp 2L I4
- Exterior color:
- Aspen White Tricoat
- Combined gas mileage:
- 35 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Charcoal)
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 34,556
- Stock #:
- 66351
- VIN:
- 3N1AB8CV2SY209014
Sponsored Listing
2025 Nissan Sentra
SV FWD
34,556 mi
Paris, KY
16 mi away
Good Deal
$18,186
- Year:
- 2024
- Make:
- Volkswagen
- Model:
- Jetta
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 1.5L I4
- Exterior color:
- White
- Combined gas mileage:
- 34 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,319
- Stock #:
- 7242
- VIN:
- 3VW7M7BU0RM047242
2024 Volkswagen Jetta
SE FWD
24,319 mi
Jeff, IN
89 mi away
Great Deal
$19,000
- Year:
- 2025
- Make:
- Kia
- Model:
- K4
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 147 hp 2L I4
- Exterior color:
- Interstellar Gray
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 8,048
- Stock #:
- C15138A
- VIN:
- 3KPFT4DE2SE178839
Price drop
-$427
2025 Kia K4
LX FWD
8,048 mi
Clarksville, IN
89 mi away
Great Deal
$20,615
$20,188
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Malibu
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 163 hp 1.5L I4
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 32 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 36,170
- Stock #:
- RF109580
- VIN:
- 1G1ZD5ST2RF109580
2024 Chevrolet Malibu
LT with 1LT FWD
36,170 mi
Nicholasville, KY
21 mi away
Good Deal
$19,688
- Year:
- 2024
- Make:
- Jeep
- Model:
- Compass
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 200 hp 2L I4
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 28 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,701
- Stock #:
- 46831A
- VIN:
- 3C4NJDBN3RT116277
Price drop
-$2,801
2024 Jeep Compass
Latitude 4WD
22,701 mi
Nicholasville, KY
21 mi away
Great Deal
$23,788
$20,987
- Year:
- 2024
- Make:
- Nissan
- Model:
- Rogue
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 201 hp 1.5L I3
- Exterior color:
- Everest White Pearl
- Combined gas mileage:
- 31 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 42,142
- Stock #:
- Q438828
- VIN:
- JN8BT3BB8RW438828
2024 Nissan Rogue
SV AWD
42,142 mi
Mount Sterling, KY
13 mi away
Fair Deal
$23,534
- Year:
- 2024
- Make:
- Jeep
- Model:
- Compass
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 200 hp 2L I4
- Exterior color:
- Silver Zynith Metallic Clearcoat
- Combined gas mileage:
- 28 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 57,724
- Stock #:
- B7097
- VIN:
- 3C4NJDBN3RT107014
2024 Jeep Compass
Latitude 4WD
57,724 mi
Huntington, WV
97 mi away
Fair Deal
$21,175
- Year:
- 2024
- Make:
- Subaru
- Model:
- Crosstrek
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 152 hp 2L H4
- Exterior color:
- Ice Silver Metallic
- Combined gas mileage:
- 30 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 40,634
- Stock #:
- 249369
- VIN:
- JF2GUADC1R8249369
New arrival
2024 Subaru Crosstrek
Premium AWD
40,634 mi
Richmond, KY
17 mi away
Good Deal
$24,689
- Year:
- 2025
- Make:
- Kia
- Model:
- K5
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 191 hp 2.5L I4
- Exterior color:
- Snow White Pearl
- Combined gas mileage:
- 31 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,301
- Stock #:
- KFL2345A
- VIN:
- KNAG64J75S5310728
New arrival
2025 Kia K5
GT-Line FWD
31,301 mi
Ashland, KY
90 mi away
Good Deal
$28,629
- Year:
- 2024
- Make:
- Honda
- Model:
- CR-V
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 190 hp 1.5L I4
- Exterior color:
- Platinum White
- Combined gas mileage:
- 29 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 68,522
- Stock #:
- 407129
- VIN:
- 2HKRS4H41RH407129
Price drop
-$965
2024 Honda CR-V
EX AWD
68,522 mi
Richmond, KY
17 mi away
Great Deal
$26,659
$25,694
- Year:
- 2025
- Make:
- Mazda
- Model:
- CX-5
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 187 hp 2.5L I4
- Exterior color:
- Rhodium White Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 18,110
- Stock #:
- T0106668A
- VIN:
- JM3KFBCL4S0645219
Price drop
-$1,244
2025 Mazda CX-5
2.5 S Preferred AWD
18,110 mi
Lexington, KY
15 mi away
Great Deal
$27,549
$26,305
- Year:
- 2024
- Make:
- Chrysler
- Model:
- Pacifica
- Body type:
- Minivan
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 287 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 50,993
- Stock #:
- 7WQJXV
- VIN:
- 2C4RC1BG5RR136528
2024 Chrysler Pacifica
Touring L FWD
50,993 mi
Nicholasville, KY
20 mi away
Good Deal
$24,898
- Year:
- 2024
- Make:
- Land Rover
- Model:
- Range Rover Evoque
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 246 hp 2L I4
- Exterior color:
- Seoul Pearl Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Cloud/Ebony)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 40,316
- Stock #:
- 4017900
- VIN:
- SALZJ2FX8RH248363
2024 Land Rover Range Rover Evoque
P250 S AWD
40,316 mi
Louisville, KY
84 mi away
Great Deal
$30,594
- Year:
- 2024
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,579
- Stock #:
- 20259
- VIN:
- 1C6RRFFG9RN120259
Price drop
-$1,000
2024 RAM 1500
Big Horn Crew Cab 4WD
30,579 mi
Richmond, KY
16 mi away
Good Deal
$36,700
$35,700
- Year:
- 2024
- Make:
- Nissan
- Model:
- Murano
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 260 hp 3.5L V6
- Exterior color:
- Super Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cashmere
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 13,199
- Stock #:
- P8077
- VIN:
- 5N1AZ2BS7RC111270
2024 Nissan Murano
SV AWD
13,199 mi
Pikeville, KY
92 mi away
Great Deal
$27,568
- Year:
- 2024
- Make:
- Ford
- Model:
- Edge
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 250 hp 2L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,733
- Stock #:
- 1420080619
- VIN:
- 2FMPK4K94RBA53500
2024 Ford Edge
Titanium AWD
18,733 mi
Louisville, KY
91 mi away
Great Deal
$29,795
- Year:
- 2025
- Make:
- Kia
- Model:
- K5
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 191 hp 2.5L I4
- Exterior color:
- Wolf Gray
- Combined gas mileage:
- 31 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,375
- Stock #:
- 46562A
- VIN:
- KNAG64J75S5271204
Price drop
-$1,401
2025 Kia K5
GT-Line FWD
14,375 mi
Nicholasville, KY
21 mi away
Great Deal
$28,388
$26,987
- Year:
- 2025
- Make:
- Kia
- Model:
- K4
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 147 hp 2L I4
- Exterior color:
- Morning Haze
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 2,953
- Stock #:
- 8965
- VIN:
- 3KPFU4DE7SE011311
Price drop
-$2,789
2025 Kia K4
EX FWD
2,953 mi
Clarksville, IN
89 mi away
Great Deal
$25,124
$22,335
- Year:
- 2024
- Make:
- Buick
- Model:
- Envista
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 137 hp 1.2L I3
- Exterior color:
- White Frost Tricoat
- Combined gas mileage:
- 30 MPG
- Fuel type:
- Gasoline
- Interior color:
- Pebble Gray Seats With Ebony Interior Whisper
- Transmission:
- 6-Speed Automatic
- Mileage:
- 25,202
- Stock #:
- 135718
- VIN:
- KL47LCE20RB135718
Price drop
-$1,000
2024 Buick Envista
Avenir FWD
25,202 mi
Richmond, KY
16 mi away
Good Deal
$25,700
$24,700
- Year:
- 2024
- Make:
- Jeep
- Model:
- Wagoneer
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 420 hp 3L I6
- Exterior color:
- Gray
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 68,303
- Stock #:
- 6142
- VIN:
- 1C4SJUBP1RS146142
2024 Jeep Wagoneer
Series II RWD
68,303 mi
Louisville, KY
83 mi away
Great Deal
$32,999
- Year:
- 2024
- Make:
- Buick
- Model:
- Encore GX
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 137 hp 1.2L I3
- Exterior color:
- Cinnabar Metallic
- Combined gas mileage:
- 30 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony Seats With Ebony Interior Accents)
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 26,147
- Stock #:
- 181256
- VIN:
- KL4AMBS27RB181256
2024 Buick Encore GX
Preferred FWD
26,147 mi
Mt Sterling, KY
13 mi away
Fair Deal
$21,698
- Year:
- 2024
- Make:
- Subaru
- Model:
- Forester
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 182 hp 2.5L H4
- Exterior color:
- Gray Metallic
- Combined gas mileage:
- 29 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 74,682
- Stock #:
- RH407126
- VIN:
- JF2SKADCXRH407126
Sponsored Listing
2024 Subaru Forester
Premium Crossover AWD
74,682 mi
Campbellsville, KY
78 mi away
Fair Deal
$25,388
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Dan Cummins Chevrolet Buick of ParisDan Cummins Chevrolet Buick of GeorgetownDan Cummins Chrysler Dodge Jeep Ram of ParisDan Cummins Ford LincolnFreedom Chrysler Dodge Jeep RAM of LexingtonDrive In MotorsTim Short Chrysler Dodge Jeep RAM of MoreheadDan Cummins Chrysler Dodge Jeep RAM of GeorgetownTim Short AutoPlazaGreens Toyota of LexingtonCourtesy AcuraAuto Connection Used Trucks & Cars
