Best Small SUVs (user ranked) for Sale inChestertown, MD
4,028 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2026
- Make:
- Subaru
- Model:
- Outback
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 180 hp 2.5L H4
- Exterior color:
- Gray Metallic
- Combined gas mileage:
- 28 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 5,043
- Stock #:
- R723
- VIN:
- JF2BUPDD2TY482609
Sponsored by Ourisman Tri-State Subaru
2026 Subaru Outback
Limited AWD
5,043 mi
Newark, DE
37 mi away
Good Deal
$37,799
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 40,810
- Stock #:
- K270002B
- VIN:
- 1C4PJMDX1LD594492
Price drop
-$2,000
Sponsored Listing
2020 Jeep Cherokee
Limited 4WD
40,810 mi
Baltimore, MD
24 mi away
Good Deal
$22,795
$20,795
- Year:
- 2024
- Make:
- Subaru
- Model:
- Crosstrek
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 182 hp 2.5L H4
- Exterior color:
- Sapphire Blue Pearl
- Combined gas mileage:
- 29 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black W/Orange Stitching
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 33,400
- Stock #:
- 260668A
- VIN:
- 4S4GUHM66R3722967
New arrival
Sponsored Listing
2024 Subaru Crosstrek
Limited AWD
33,400 mi
Newark, DE
37 mi away
Good Deal
$27,799
- Year:
- 2023
- Make:
- Ford
- Model:
- Escape
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 250 hp 2L I4
- Exterior color:
- Star White Metallic Tri-Coat
- Combined gas mileage:
- 27 MPG
- Fuel type:
- Gasoline
- Interior color:
- Space Gray
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 11,729
- Stock #:
- K261431A
- VIN:
- 1FMCU9JA9PUA62069
2023 Ford Escape
Platinum AWD
11,729 mi
Newark, DE
37 mi away
Great Deal
$25,775
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 28,366
- Stock #:
- R2796PA
- VIN:
- 1C4PJMMX2MD188786
2021 Jeep Cherokee
80th Anniversary 4WD
28,366 mi
Newark, DE
38 mi away
Fair Deal
$24,325
- Year:
- 2024
- Make:
- Subaru
- Model:
- Outback
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 182 hp 2.5L H4
- Exterior color:
- Dark Mahogany Pearl
- Combined gas mileage:
- 29 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 17,158
- Stock #:
- S7731A
- VIN:
- 4S4BTANC7R3146900
2024 Subaru Outback
Limited AWD
17,158 mi
Dover, DE
28 mi away
Great Deal
$29,599
- Year:
- 2019
- Make:
- Subaru
- Model:
- Outback
- Body type:
- Wagon
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 175 hp 2.5L H4
- Exterior color:
- Abyss Blue Pearl
- Combined gas mileage:
- 28 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 60,355
- Stock #:
- 260174A
- VIN:
- 4S4BSABC2K3330400
2019 Subaru Outback
2.5i AWD
60,355 mi
Smyrna, DE
28 mi away
Good Deal
$19,786
- Year:
- 2017
- Make:
- Ford
- Model:
- Escape
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 245 hp 2L I4
- Exterior color:
- White Platinum Clearcoat Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Medium Light Stone
- Transmission:
- Automatic
- Mileage:
- 53,450
- Stock #:
- M268402A
- VIN:
- 1FMCU9J97HUE28845
2017 Ford Escape
Titanium AWD
53,450 mi
Newark, DE
37 mi away
Fair Deal
$16,767
- Year:
- 2026
- Make:
- Volkswagen
- Model:
- Tiguan
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 268 hp 2L I4
- Exterior color:
- Opal White Pearl
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Off-White]
- Transmission:
- 8-Speed Automatic
- Mileage:
- 2,176
- Stock #:
- FU128016
- VIN:
- 3VVUW7RM4TM128016
2026 Volkswagen Tiguan
SEL R-Line Turbo 4Motion
2,176 mi
Fallston, MD
26 mi away
Great Deal
$39,000
- Year:
- 2021
- Make:
- Mazda
- Model:
- CX-5
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 187 hp 2.5L I4
- Exterior color:
- Soul Red Crystal Metallic
- Combined gas mileage:
- 27 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 12,998
- Stock #:
- FU400160
- VIN:
- JM3KFBBM4M0400160
New arrival
2021 Mazda CX-5
Sport AWD
12,998 mi
Fallston, MD
26 mi away
Great Deal
$23,300
- Year:
- 2024
- Make:
- Hyundai
- Model:
- Tucson
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 187 hp 2.5L I4
- Exterior color:
- Black Pearl
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,317
- Stock #:
- NP332406
- VIN:
- 5NMJFCDEXRH332406
New arrival
2024 Hyundai Tucson
SEL AWD
37,317 mi
Towson, MD
32 mi away
Good Deal
$23,800
- Year:
- 2024
- Make:
- Kia
- Model:
- Sportage
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 187 hp 2.5L I4
- Exterior color:
- Ebony Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,338
- Stock #:
- FU195641
- VIN:
- 5XYK6CDF3RG195641
2024 Kia Sportage
X-Line AWD
38,338 mi
Fallston, MD
26 mi away
Fair Deal
$26,500
- Year:
- 2025
- Make:
- Volkswagen
- Model:
- Tiguan
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 201 hp 2L I4
- Exterior color:
- Monterey Blue Pearl
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Grigio & Black
- Transmission:
- Automatic
- Mileage:
- 8,553
- Stock #:
- RV7923P
- VIN:
- 3VVER7RM2SM015935
Price drop
-$1,819
2025 Volkswagen Tiguan
SE 4Motion
8,553 mi
Pasadena, MD
29 mi away
Great Deal
$29,499
$27,680
- Year:
- 2026
- 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
- Combined gas mileage:
- 27 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 2,354
- Stock #:
- FU102479
- VIN:
- JM3KMDHA8T0102479
New arrival
2026 Mazda CX-5
2.5 S Premium AWD
2,354 mi
Fallston, MD
26 mi away
Good Deal
$35,800
- Year:
- 2022
- Make:
- Volkswagen
- Model:
- Tiguan
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 184 hp 2L I4
- Exterior color:
- Gray (Platinum Grey)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 70,142
- Stock #:
- 4P016846
- VIN:
- 3VV4B7AX5NM016846
2022 Volkswagen Tiguan
SEL R-Line 4Motion
70,142 mi
Catonsville, MD
38 mi away
Good Deal
$21,000
- Year:
- 2023
- Make:
- Kia
- Model:
- Sportage
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 187 hp 2.5L I4
- Exterior color:
- Gravity Gray
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 105,362
- Stock #:
- T18169A
- VIN:
- 5XYK6CAF9PG033014
2023 Kia Sportage
X-Line AWD
105,362 mi
Newark, DE
37 mi away
Good Deal
$19,887
- Year:
- 2022
- Make:
- Volkswagen
- Model:
- Tiguan
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 184 hp 2L I4
- Exterior color:
- White Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Titan Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,585
- Stock #:
- 5U056545
- VIN:
- 3VV8B7AX2NM056545
Price drop
-$1,300
2022 Volkswagen Tiguan
SE R-Line Black 4Motion
72,585 mi
Catonsville, MD
38 mi away
Good Deal
$20,800
$20,300
- Year:
- 2024
- Make:
- Subaru
- Model:
- Crosstrek
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 152 hp 2L H4
- Exterior color:
- Magnetite Gray Metallic
- Combined gas mileage:
- 30 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 14,566
- Stock #:
- PA2899
- VIN:
- JF2GUADC1RH205940
2024 Subaru Crosstrek
Premium AWD
14,566 mi
Clarksville, MD
47 mi away
Good Deal
$25,789
- Year:
- 2021
- Make:
- Subaru
- Model:
- Outback
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 182 hp 2.5L H4
- Exterior color:
- Ice Silver Metallic
- Combined gas mileage:
- 29 MPG
- Fuel type:
- Gasoline
- Interior color:
- Slate Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 70,395
- Stock #:
- M145915
- VIN:
- 4S4BTACCXM3145915
2021 Subaru Outback
Premium Crossover AWD
70,395 mi
Bridgeton, NJ
48 mi away
Great Deal
$20,110
- 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:
- White Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 17,186
- Stock #:
- 5P657249
- VIN:
- JM3KFBCL7S0657249
New arrival
2025 Mazda CX-5
2.5 S Preferred AWD
17,186 mi
Catonsville, MD
38 mi away
Fair Deal
$29,300
- Year:
- 2026
- Make:
- Ford
- Model:
- Escape
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 180 hp 1.5L I3
- Exterior color:
- Rapid Red Metallic Tinted Clearcoat
- Combined gas mileage:
- 29 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 769
- Stock #:
- T26027A
- VIN:
- 1FMCU9GN0TUA42488
Price drop
-$1,350
2026 Ford Escape
Active AWD
769 mi
Wilmington, DE
42 mi away
Great Deal
$27,999
$26,649
- Year:
- 2018
- Make:
- Ford
- Model:
- Escape
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 179 hp 1.5L I4
- Exterior color:
- White Gold Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Medium Light Stone
- Transmission:
- 6-Speed Automatic
- Mileage:
- 57,805
- Stock #:
- 260103A
- VIN:
- 1FMCU9HD0JUD61506
Price drop
-$934
2018 Ford Escape
SEL AWD
57,805 mi
Laurel, MD
44 mi away
Good Deal
$15,389
$14,455
- Year:
- 2017
- Make:
- Hyundai
- Model:
- Tucson
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 164 hp 2L I4
- Exterior color:
- Molten Silver
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 67,018
- Stock #:
- 4U541801
- VIN:
- KM8J33A4XHU541801
New arrival
2017 Hyundai Tucson
2.0L SE FWD
67,018 mi
Catonsville, MD
38 mi away
Fair Deal
$14,300
- Year:
- 2026
- Make:
- Subaru
- Model:
- Crosstrek
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 2.5L H4
- Exterior color:
- Crystal White Pearl
- Combined gas mileage:
- 29 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 1,963
- Stock #:
- R690
- VIN:
- 4S4GUHD62T3728160
New arrival
Sponsored Listing
2026 Subaru Crosstrek
Premium AWD
1,963 mi
Newark, DE
37 mi away
Good Deal
$29,299
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