Used Toyota Highlander for Sale near Winchester, VA

511 results

Winchester, VA

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2023 Toyota Highlander

XSE FWD

31,034 miles

$36,721

Good Deal

Certified Pre-Owned

Chantilly, VA

42 mi away

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:: Silver
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 31,034
Stock number:: DA11143
VIN:: 5TDKDRAH7PS522816

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2024 Toyota Highlander

LE FWD

38,222 miles

$34,350

Fair Deal

Sterling, VA

39 mi away

Year:: 2024
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 265 hp 2.4L I4
Exterior color:: Gray
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 38,222
Stock number:: 167155
VIN:: 5TDKDRAH1RS527710

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2023 Toyota Highlander

Platinum FWD

28,921 miles

$38,595

Good Deal

Alexandria, VA

61 mi away

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:: Gray
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 28,921
Stock number:: 00LP1149
VIN:: 5TDKDRAH6PS042878

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2013 Toyota Highlander

SE AWD

147,429 miles

$12,800

Good Deal

Harrisonburg, VA

65 mi away

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:: White (Blizzard Pearl)
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 5-Speed Automatic Overdrive
Mileage:: 147,429
Stock number:: 28349A
VIN:: 5TDBK3EH9DS202972

2023 Toyota Highlander

LE FWD

46,150 miles

$30,997

Fair Deal

Store transfer to Winchester, VA

2,280 mi away Price includes $1,999 shipping Price includes $1,999 shipping

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:: Gray
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 46,150
Stock number:: 28183012
VIN:: 5TDKDRAHXPS002576

2021 Toyota Highlander

XLE AWD

92,076 miles

$24,495

Great Deal

Brandywine, MD

77 mi away

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:: Gray
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 92,076
Stock number:: 059455
VIN:: 5TDGZRBH6MS059455

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2016 Toyota Highlander

84,376 miles

$18,500

Fair Deal

Suitland, MD

71 mi away

Year:: 2016
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 270 hp 3.5L V6
Exterior color:: Silver Sky Metallic
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 84,376
Stock number:: T272778A
VIN:: 5TDZARFH6GS020881

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2023 Toyota Highlander

XLE FWD

63,017 miles

$31,997

Good Deal

Store transfer to Winchester, VA

1,888 mi away Price includes $1,999 shipping Price includes $1,999 shipping

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:: Silver
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 63,017
Stock number:: 27798306
VIN:: 5TDKDRAHXPS017451

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2022 Toyota Highlander

Platinum AWD

98,500 miles

$31,516

Good Deal

Brandywine, MD

77 mi away

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:: Magnetic Gray Metallic
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Gray (Graphite)
Transmission:: 8-Speed Automatic
Mileage:: 98,500
Stock number:: 173126A
VIN:: 5TDFZRBH4NS186699

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2023 Toyota Highlander

XLE AWD

49,923 miles

$33,997

Great Deal

Store transfer to Winchester, VA

2,293 mi away Price includes $1,999 shipping Price includes $1,999 shipping

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:: Automatic
Mileage:: 49,923
Stock number:: 27734735
VIN:: 5TDKDRBH0PS010233

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2023 Toyota Highlander

LE FWD

61,670 miles

$30,497

Fair Deal

Store transfer to Winchester, VA

1,269 mi away Price includes $1,499 shipping Price includes $1,499 shipping

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:: Black
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 61,670
Stock number:: 28019530
VIN:: 5TDKDRAH7PS503974

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2017 Toyota Highlander

XLE AWD

135,071 miles

$17,885

Good Deal

Vienna, VA

53 mi away

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:: White
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 135,071
Stock number:: 517992
VIN:: 5TDJZRFH3HS517992

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2020 Toyota Highlander

Platinum AWD

57,895 miles

$36,497

Fair Deal

Store transfer to Winchester, VA

543 mi away Price includes $499 shipping Price includes $499 shipping

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:: Silver
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 57,895
Stock number:: 27821999
VIN:: 5TDFZRBH1LS044257

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2014 Toyota Highlander

Limited AWD

77,808 miles

$18,651

Great Deal

Chantilly, VA

42 mi away

Year:: 2014
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 270 hp 3.5L V6
Exterior color:: Silver
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 77,808
Stock number:: K25506A
VIN:: 5TDDKRFH3ES030921

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2012 Toyota Highlander

Limited AWD

88,244 miles

$15,950

Fair Deal

Madison, VA

57 mi away

Year:: 2012
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 270 hp 3.5L V6
Exterior color:: Blue
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Brown (Tan)
Transmission:: 5-Speed Automatic
Mileage:: 88,244
Stock number:: MF26080
VIN:: 5TDDK3EH1CS168064

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2018 Toyota Highlander

XLE AWD

84,413 miles

$23,999

Fair Deal

Warrenton, VA

37 mi away

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
Transmission:: 8-Speed Automatic
Mileage:: 84,413
Stock number:: P9545A
VIN:: 5TDJZRFH8JS542358

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2024 Toyota Highlander

LE FWD

32,190 miles

$34,500

Fair Deal

Chantilly, VA

42 mi away

Year:: 2024
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 265 hp 2.4L I4
Exterior color:: White (Wind Chill Pearl)
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 32,190
Stock number:: RD532677A
VIN:: 5TDKDRAHXRS532677

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2016 Toyota Highlander

XLE AWD

130,466 miles

$17,950

Fair Deal

Madison, VA

57 mi away

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:: Black
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Transmission:: 6-Speed Automatic
Mileage:: 130,466
Stock number:: AD26085
VIN:: 5TDJKRFH5GS250843

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2017 Toyota Highlander

102,083 miles

$20,449

Good Deal

Front Royal, VA

17 mi away

Year:: 2017
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Engine:: 295 hp 3.5L V6
Exterior color:: White (Blizzard Pearl)
Fuel type:: Gasoline
Interior color:: Brown (Saddle Tan)
Transmission:: 8-Speed Automatic
Mileage:: 102,083
Stock number:: RP1301A
VIN:: 5TDJZRFH7HS479179

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2018 Toyota Highlander

XLE AWD

107,627 miles

$20,991

Fair Deal

Towson, MD

85 mi away

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:: Silver
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 107,627
Stock number:: T4303A
VIN:: 5TDJZRFH6JS526417

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2021 Toyota Highlander

XLE AWD

43,779 miles

$30,911

Good Deal

Baltimore, MD

76 mi away

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
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 43,779
Stock number:: 3U555939
VIN:: 5TDGZRBHXMS555939

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2017 Toyota Highlander

LE Plus AWD

80,964 miles

$20,537

Fair Deal

Westminster, MD

70 mi away

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:: Ooh La La Rouge Mica
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 80,964
Stock number:: V2539A
VIN:: 5TDBZRFH5HS467133

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2023 Toyota Highlander

L AWD

36,533 miles

$35,950

Fair Deal

Prince Frederick, MD

94 mi away

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:: Black
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 8-Speed Automatic
Mileage:: 36,533
Stock number:: PS500719
VIN:: 5TDKDRBH0PS500719

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Overview

Reviews

FAQs

CarGurus recommends the 2022 Toyota Highlander

## Summary - With 3,984 currently listed for sale and an **average price of $32,898**, 31.6% of 2022 Toyota Highlanders for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2022 Toyota Highlander 4.58 / 5 stars. - **82.6% of 2022 Highlander models on CarGurus are accident-free**. - The 2022 Toyota Highlander provides tons of versatility, a stout V6 engine, and comes standard with essential safety features. ## Why it stands out The 2022 Toyota Highlander excels in delivering a balanced combination of comfort, safety, and performance, making it an ideal choice for families on the go. It features a spacious, three-row interior that offers impressive cargo capacity and utilizes clever storage solutions for ease of family life. The Highlander's robust V6 engine provides commendable power, while the standard suite of advanced safety technologies ensures peace of mind for drivers. Moreover, its versatility allows for various trims and optional features, making it a customizable option for differing needs and budgets. ## Other model years to consider - **[2019 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2019-Toyota-Highlander-c27941)** - Average price: $23,348 - Good/great deal percentage: 35.8% - User rating: 4.57 / 5 - Total listings: 2,215 - **[2023 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2023-Toyota-Highlander-c32651)** - Average price: $35,174 - Good/great deal percentage: 33.0% - User rating: 4.36 / 5 - Total listings: 4,076 - **[2015 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2015-Toyota-Highlander-c24608)** - Average price: $16,649 - Good/great deal percentage: 35.0% - User rating: 4.76 / 5 - Total listings: 1,142 These recommendations are based on CarGurus' proprietary market data from March 20, 2026, CarGurus experts' opinions, and generative AI.

4.6 Overall rating

(691 reviews)

Customers say

Overall, the Toyota Highlander has built a strong reputation across its model years for reliability, comfort, and family-friendly features. Drivers appreciate its spacious interiors and smooth rides, often highlighting its impressive safety features as a key asset. Many also enjoy the performance and power of the engines. However, some common criticisms include a lack of advanced infotainment options in older models, tight third-row seating, and varying cargo space depending on configuration. Overall, the Highlander is seen as a dependable choice for families and an excellent value in the SUV market.

AI generated from the text of customer reviews.

What people say

cargo space comfort interior performance safety

Julie W

5.0

Reviewed a 2021 Toyota Highlander on Jul 20, 2024

I loved my Highlander. I give my 2021 Toyota Highlander a 100 out of 10 on its safety. My car was a limited and it had most bells and whistles which I loved but what I loved most was that we all walked away from a collision where we were traveling 40 miles an hour and thanks to the safety design , we’re here.

Melissa C

5.0

Reviewed a 2021 Toyota Highlander on May 05, 2024

Toyota knocked it out of the park again with this 2021 Highlander Platinum. Luxurious quiet ride Lexus feel like. Very happy with this purchase.

Emmanuel S

5.0

Reviewed a 2022 Toyota Highlander on Apr 18, 2024

The car is great with very nice features. It is a good value in terms of price and nothing is missing. It is a good looking car

Anonymous

5.0

Reviewed a 2019 Toyota Highlander on Sep 03, 2024

great combination of reliability, function and features and price. Has more than enough bells and whistles with great driveability and comfort

James S

4.0

Reviewed a 2008 Toyota Highlander on Jul 16, 2024

We own 2 of these. One is the limited and the other is the all wheel drive. Over 150,000 on each and really just general maintenance issues so far with each. The clear coat is peeling and fading on the rear valance of each and the shocks and struts need to be replaced at this age. We have taken our limited everywhere including Texas, Colorado, North Carolina, Maryland, West Virginia, and more. Very good for families or dog owners and flexible with the third row seating. No major issues with either one so far!

Toyota Highlander FAQs

How much does the Toyota Highlander cost in Winchester, VA?

The average Toyota Highlander costs about $27,551.47. The average price has decreased by -4.3% since last year. The 555 for sale near Winchester, VA on CarGurus, range from $4,106 to $56,998 in price.

How many Toyota Highlander vehicles in Winchester, VA have no reported accidents or damage?

555 out of 555 for sale near Winchester, VA have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.