Used Gray Toyota Highlander for Sale in Upperville, VA
195 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,207
- Stock #:
- R583089
- VIN:
- 5TDKDRBH0SS583089
New arrival
Sponsored by Toyota of Woodbridge
2025 Toyota Highlander
XLE AWD
13,207 mi
Woodbridge, VA
38 mi away
Fair Deal
$44,500
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,599
- Stock #:
- 62A2390A
- VIN:
- 5TDKDRBHXSS582418
Sponsored Listing
2025 Toyota Highlander
Limited AWD
51,599 mi
Silver Spring, MD
50 mi away
Fair Deal
$43,699
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 121,855
- Stock #:
- KRTTPS523640A
- VIN:
- 5TDKDRBH3PS523640
Sponsored Listing
2023 Toyota Highlander
LE AWD
121,855 mi
Arlington, VA
41 mi away
Fair Deal
$25,351
- Year:
- 2014
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 79,500
- Stock #:
- SMI1166
- VIN:
- 5TDYKRFH4ES025423
2014 Toyota Highlander
Limited
79,500 mi
Fredericksburg, VA
50 mi away
Great Deal
$18,689
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 84,474
- Stock #:
- 14530P
- VIN:
- 5TDGZRBH3LS508184
2020 Toyota Highlander
XLE AWD
84,474 mi
Fredericksburg, VA
47 mi away
Great Deal
$25,494
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,468
- Stock #:
- TX6556A
- VIN:
- 5TDHZRBH4MS075786
2021 Toyota Highlander
XLE AWD
81,468 mi
Winchester, VA
24 mi away
Good Deal
$29,583
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 92,019
- Stock #:
- TS729746
- VIN:
- 5TDDZRFH1KS729746
2019 Toyota Highlander
Limited Platinum AWD
92,019 mi
Rockville, MD
40 mi away
Good Deal
$26,797
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,207
- Stock #:
- R583089
- VIN:
- 5TDKDRBH0SS583089
New arrival
2025 Toyota Highlander
XLE AWD
13,207 mi
Woodbridge, VA
38 mi away
Fair Deal
$44,500
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 92,353
- Stock #:
- 59473A
- VIN:
- 5TDDZRFH5KS701660
2019 Toyota Highlander
Limited AWD
92,353 mi
Woodbridge, VA
38 mi away
Fair Deal
$27,395
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,176
- Stock #:
- RT0370R
- VIN:
- 5TDGZRAH1MS060370
2021 Toyota Highlander
XLE FWD
87,176 mi
Home delivery from Newark, NJ
Price includes $360 shipping
Good Deal
$26,357
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 38,488
- Stock #:
- KWHPPS027998
- VIN:
- 5TDKDRBH9PS027998
Price drop
-$800
2023 Toyota Highlander
XLE AWD
38,488 mi
Woodbridge, VA
38 mi away
Good Deal
$35,795
$34,995
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 83,020
- Stock #:
- WA36649A
- VIN:
- 5TDJZRFH0JS534156
2018 Toyota Highlander
XLE AWD
83,020 mi
Gaithersburg, MD
38 mi away
Fair Deal
$25,194
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 53,704
- Stock #:
- 234657A
- VIN:
- 5TDDZRFH1JS855636
2018 Toyota Highlander
Limited Platinum AWD
53,704 mi
Fairfax, VA
31 mi away
Good Deal
$29,271
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Saddle Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 106,361
- Stock #:
- ST211087
- VIN:
- 5TDYZRFH2HS211087
2017 Toyota Highlander
Limited
106,361 mi
Home delivery from Orlando, FL
Price includes $1,102 shipping
Fair Deal
$21,450
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 187 hp 2.7L I4
- Exterior color:
- Magnetic Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 148,371
- Stock #:
- 6P4554B
- VIN:
- 5TDZA3EH7DS036081
2013 Toyota Highlander
FWD
148,371 mi
Fairfax, VA
30 mi away
Fair Deal
$11,989
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 118,967
- Stock #:
- RT10085
- VIN:
- 5TDKDRBHXPS007243
2023 Toyota Highlander
LE AWD
118,967 mi
Fredericksburg, VA
48 mi away
Great Deal
$23,990
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 188,192
- Stock #:
- T19980A
- VIN:
- 5TDDKRFH7GS337771
2016 Toyota Highlander
Limited Platinum AWD
188,192 mi
Culpeper, VA
34 mi away
Fair Deal
$16,722
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 105,603
- Stock #:
- P5739A
- VIN:
- 5TDJZRFH2KS577432
New arrival
2019 Toyota Highlander
XLE AWD
105,603 mi
Culpeper, VA
34 mi away
Fair Deal
$25,997
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 145,198
- Stock #:
- 10724
- VIN:
- 5TDDK3EH1DS179213
2013 Toyota Highlander
Limited AWD
145,198 mi
Manassas, VA
25 mi away
Good Deal
$12,494
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 65,200
- Stock #:
- A001222
- VIN:
- 5TDKDRAH3PS001222
2023 Toyota Highlander
XLE FWD
65,200 mi
Vienna, VA
34 mi away
Good Deal
$31,794
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash Leather
- Transmission:
- 8-Speed Automatic
- Mileage:
- 138,446
- Stock #:
- DHA-537986
- VIN:
- 5TDJZRFH1JS537986
2018 Toyota Highlander
XLE AWD
138,446 mi
Stafford, VA
39 mi away
Good Deal
$17,887
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 141,474
- Stock #:
- 26081813
- VIN:
- 5TDJZRFH2HS446445
2017 Toyota Highlander
XLE AWD
141,474 mi
Chantilly, VA
21 mi away
Good Deal
$17,594
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,219
- Stock #:
- YB86758A
- VIN:
- 5TDKDRBH1PS033391
2023 Toyota Highlander
Platinum AWD
78,219 mi
Warrenton, VA
14 mi away
Fair Deal
$36,976
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 7,869
- Stock #:
- 144651
- VIN:
- 5TDKDRAH9PS515561
Sponsored Listing
2023 Toyota Highlander
XLE FWD
7,869 mi
Fredericksburg, VA
45 mi away
Fair Deal
$41,475
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