Used Toyota Highlander for Sale nearShepherdstown, WV

Filters (2)

Location:

Only show listings in WV?

Include delivery listings?

648 vehicles found

Shop with transparent pricing.

Only show listings that include dealer fees
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:
White (Blizzard Pearl)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Ash 10
Transmission:
Automatic
Mileage:
97,771
Stock #:
KS566576
VIN:
5TDJZRFH4KS566576
White (Blizzard Pearl) 2019 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

Sponsored Listing

2019 Toyota Highlander

XLE AWD

97,771 mi

Harrisburg, PA
76 mi away
Good Deal
Manufacturer certified

$24,996

Year:
2007
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
215 hp 3.3L V6
Exterior color:
Salsa Red Pearl
Fuel type:
Gasoline
Interior color:
White (Ivory)
Transmission:
5-Speed Automatic Overdrive
Mileage:
167,213
Stock #:
23274A
VIN:
JTEEP21A070218403
Salsa Red Pearl 2007 Toyota Highlander SUV / Crossover All-Wheel Drive 5-Speed Automatic Overdrive
Price drop

-$490

 

2007 Toyota Highlander

Limited V6 AWD

167,213 mi

Madison, VA
80 mi away
Fair Deal

$8,474

$7,984

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:
Toasted Walnut Pearl
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Brown (Saddle Tan)
Transmission:
8-Speed Automatic
Mileage:
179,004
Stock #:
P919A
VIN:
5TDDZRFH1HS469955
Toasted Walnut Pearl 2017 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$500

 

2017 Toyota Highlander

Limited Platinum AWD

179,004 mi

Fredericksburg, VA
84 mi away
Great Deal

$16,498

$15,998

Year:
2014
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
183,826
Stock #:
261123A
VIN:
5TDDKRFH3ES052577
 2014 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$960

 

2014 Toyota Highlander

Limited AWD

183,826 mi

Parkville, MD
68 mi away
Great Deal

$13,755

$12,795

Recommended model year:

2024 Toyota Highlander

4.7

Shop 2024 Toyota Highlander »
  • With 3,067 currently listed for sale and an average price of $39,434, 34.3% of 2024 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2024 Toyota Highlander 5 / 5 stars.

  • 87.8% of 2024 Highlander models on CarGurus are accident free.

Research summarized using AI

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:
Ooh La La Rouge Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
Automatic
Mileage:
81,470
Stock #:
26109
VIN:
5TDJZRFH2KS931109
Ooh La La Rouge Mica 2019 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$1,000

 

2019 Toyota Highlander

XLE AWD

81,470 mi

Chambersburg, PA
35 mi away
Good Deal

$26,990

$25,990

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:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
144,527
Stock #:
KOMTHS395851
VIN:
5TDJZRFH9HS395851
Black 2017 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$1,000

 

2017 Toyota Highlander

XLE AWD

144,527 mi

Owings Mills, MD
56 mi away
Good Deal

$19,300

$18,300

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:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
104,735
Stock #:
BT2247A
VIN:
5TDJZRFH2KS957127
Black 2019 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$500

 

2019 Toyota Highlander

XLE AWD

104,735 mi

Towson, MD
64 mi away
Great Deal

$21,799

$21,299

Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Blue
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
57,195
Stock #:
KCCTNS245045
VIN:
5TDLZRBH8NS245045
Blue 2022 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$1,100

 

2022 Toyota Highlander

XSE AWD

57,195 mi

Clarksville, MD
49 mi away
Good Deal

$35,300

$34,200

How much does the Toyota Highlander cost in today's market?

Used Toyota Highlander prices span a wide range depending on model year. Here's what the market looks like right now:

Model YearCurrent Avg. PriceYear-Round Range
2025$42,150$39,480 – $46,585
2024$39,459$36,679 – $40,166
2023$35,135$34,319 – $36,627
2022$32,384$32,353 – $35,188
2021$29,852$29,155 – $31,678
2020$27,605$26,981 – $28,907
2019$23,668$23,070 – $24,828
2018$21,573$21,258 – $23,191
2017$20,145$19,623 – $21,064
2016$18,182$17,933 – $18,874
2015$16,570$16,486 – $17,310
2014$15,701$14,942 – $16,206

The Toyota Highlander’s current nationwide average price is $27,030, and its nationwide average price reached a low of $26,570 over the past year. Recently, prices have come down for the 2023, 2024, and 2025 models, making now a good time to shop recent model years.

Is the Toyota Highlander a good car?

Yes — the Toyota Highlander is a strong used SUV choice if you want a family-friendly model with broad appeal and a consistently positive ownership reputation. The all-generations owner rating is 4.7/5 across every model year in the data.

Owners repeatedly praise the Highlander for its reliability, comfort, and spacious cabin. Reviewers also highlight its smooth ride and family-friendly practicality, along with safety features that make it especially appealing for everyday use.

Expert reviews rate the 2014 and 2022 models among the highest across all years.

The main trade-offs across recent expert-reviewed years center on the third row, which is often described as cramped or tiny, along with infotainment that can feel dated in older versions and driving dynamics that lean toward comfort rather than excitement.

33.3% of listings are priced as good or great deals.

Are Toyota Highlander models reliable?

Owners consistently describe the Highlander as a dependable, comfortable SUV with strong family appeal. Expert reviews also reinforce that reputation by emphasizing its reliability, safety, and long-term value across multiple model years.

  • Owners rate the Toyota Highlander between 4.5 and 5.0 out of 5 stars across all model years in the data.

For used buyers, the long-term ownership risk is generally shaped more by condition, maintenance history, and trim content than by the model’s overall reputation.

What should I look for when buying a used Toyota Highlander?

Across all model years, at 71.8% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

Model YearAccident-Free %
202695.7%
202592.4%
202487.8%
202384.5%
202280.3%
202176.1%
202069.9%
201964.5%
201862.8%
201759.9%
201658.7%
201556.5%
201457.2%

Older model years carry meaningfully higher accident rates, so always verify the vehicle history report on pre-2021 models.

Key things to evaluate:

  • Safety package: Toyota Safety Sense suite of driver-assistance features
  • Infotainment: 8-inch touchscreen infotainment system with Apple CarPlay, Android Auto, and Amazon Alexa
  • Fuel efficiency: 21 mpg city, 29 mpg highway, and 24 mpg combined

Which Toyota Highlander trim should I buy?

The 2022 Toyota Highlander offers these trims:

  • L: The entry trim brings 18-inch alloy wheels, pushbutton start, proximity/remote keyless entry, three-zone climate control, an eight-way power-adjustable driver’s seat, five USB ports, one-touch power windows, and an 8-inch touchscreen with Apple CarPlay, Android Auto, and Amazon Alexa.
  • LE: This trim adds LED fog lights, a smart key system on the door handles, a leather-wrapped steering wheel and shift knob, and a power liftgate.
  • XLE: This is the best-value trim for many shoppers, adding silver roof rails, synthetic leather upholstery, a 10-way power-adjustable driver’s seat, heated front seats, an eight-way power-adjustable front-passenger seat, a power moonroof, wireless device charging, second-row captain’s chairs, second-row sunshades, and a 7-inch digital screen in the instrument panel.
  • XSE: This trim adds unique exterior styling, revised front and rear bumpers, 20-inch alloy wheels, a large mesh grille design, dual exhaust tips, ambient interior lighting, and a sport-tuned suspension.
  • Limited: This trim adds high-output LED fog lights, heated and ventilated front seats, genuine leather upholstery, acoustic noise-reducing windows, a wall-style power outlet, a hands-free power liftgate, the JBL premium audio system, and Driver Easy Speak for the third row.
  • Platinum: The top trim adds adaptive headlights, rain-sensing windshield wipers, a panoramic sunroof, a 360-degree parking camera, heated second-row seats, a rearview camera mirror, and the larger 12.3-inch infotainment touchscreen.

What Toyota Highlander do most buyers choose?

The Toyota Highlander years with the most listings are 2022, 2023, and 2021.

Model YearTotal ListingsGood + Great Deals %
20224,35234.7%
20233,83134.6%
20213,22835.4%
20203,17835%
20243,06334.6%
20182,77733.7%

These higher-volume model years tend to be popular because they offer a strong mix of availability, newer features, and pricing that still sits below the newest model years. More listings also give you more chances to compare trims, mileage, and condition before you buy.

What is the Toyota Highlander's resale value?

Model YearCurrent Avg. PriceYear-Over-Year Change
2025$42,150−8.76%
2022$32,384−7.96%
2018$21,573−6.98%
2021$29,852−5.76%
2019$23,668−4.68%
2020$27,605−4.51%
2017$20,145−4.35%
2015$16,570−4.27%
2023$35,135−4.08%
2016$18,182−3.43%
2024$39,459−1.74%
2014$15,701−1.61%

Most Highlander model years are down year over year, which creates better buying opportunities for used shoppers. The larger drops are concentrated in the newer and mid-cycle years, while the smallest changes appear in the older and newest entries in the table. Overall, the pattern points to a market where prices have softened across much of the lineup.

The 2014, 2024, and 2016 model years have held their value best, with the smallest year-over-year price changes.

Is the Toyota Highlander safe?

  • 2022: 8/10
  • 2021: 10/10
  • 2020: 9/10
  • 2017: 7/10
  • 2014: 10/10

Toyota Safety Sense suite of driver-assistance features is standard on the 2022 Highlander.

For the safest used buy, the 2014 and 2021 models both post the highest confirmed score of 10/10.

Should I buy a used Toyota Highlander now or wait for the next model?

Buy now if:

  • Price trend: The 2025 model is at −8.76% versus a year ago, and the 2024 model is at −1.74%.
  • Deal availability: The 2024 model has 34.6% good and great deals.
  • Sweet-spot year: The 2022 model has the most listings at a current average price of $32,384. The Toyota Highlander offers a smooth ride, a roomy cabin, and family-friendly versatility that make it easy to live with.

Consider waiting if:

  • Powertrain/efficiency: The Highlander comes equipped with a 3.5-liter V6 engine. It makes 295 horsepower and 263 pound-feet of torque. Power is routed through an eight-speed automatic transmission to standard front-wheel drive (FWD) or available all-wheel drive (AWD).
  • Tech: The Highlander comes standard with a WiFi hotspot, five USB ports, and an 8-inch touchscreen that supports Apple CarPlay, Android Auto, and Amazon Alexa.
  • Safety: The Highlander comes standard with the Toyota Safety Sense suite of driver-assistance features.

If you're buying used today, the 2022 model year offers the best mix of value and availability. If you want the latest tech and features, it may be worth waiting for the next model year's inventory to build up.

These recommendations are based on CarGurus' proprietary market data from September 22, 2026, CarGurus experts' opinions, and generative AI.

*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.

Relevant articles

A better way to discover your best deal

Let us help you find a car you’ll love.