Used Toyota Highlander for Sale near Middletown, VA

559 results

Middletown, VA

Sort by:

2020 Toyota Highlander

Platinum AWD

51,413 miles

$32,497

Good Deal

Hollidaysburg, PA

97 mi away

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:: White
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Brown (Tan)
Transmission:: Automatic
Mileage:: 51,413
Stock number:: FT6060
VIN:: 5TDFZRBH9LS053658

Sponsored

2024 Toyota Highlander

Limited AWD

20,250 miles

$40,854

Good Deal

Clarksville, MD

73 mi away

Year:: 2024
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 265 hp 2.4L I4
Exterior color:: Moon Dust
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Gray (Graphite)
Transmission:: Automatic
Mileage:: 20,250
Stock number:: 252583A
VIN:: 5TDKDRBH3RS571383

Sponsored

2014 Toyota Highlander

LE Plus AWD

165,452 miles

$12,359

Great Deal

Springfield, VA

61 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:: Predawn Gray Mica
Fuel type:: Gasoline
Interior color:: Ash
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 165,452
Stock number:: S319846B
VIN:: 5TDBKRFH6ES022075

Sponsored

2024 Toyota Highlander

LE AWD

42,210 miles

$28,954

Great Deal

Waynesboro, PA

63 mi away

Year:: 2024
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:: Automatic
Mileage:: 42,210
Stock number:: U17231
VIN:: 5TDKDRBH1RS551892

2018 Toyota Highlander

Limited Platinum

162,684 miles

$15,755

Great Deal

Charlottesville, VA

67 mi away

Year:: 2018
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 295 hp 3.5L V6
Exterior color:: Midnight Black
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 162,684
Stock number:: S3765A
VIN:: 5TDYZRFH4JS237437

2011 Toyota Highlander

129,103 miles

$10,786

Good Deal

Falls Church, VA

60 mi away

Year:: 2011
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 187 hp 2.7L I4
Exterior color:: White (Blizzard Pearl)
Fuel type:: Gasoline
Interior color:: Ash
Transmission:: 5-Speed Automatic Overdrive
Mileage:: 129,103
Stock number:: P8826A
VIN:: 5TDBK3EH0BS069323

Preparing for a close up...

Photos coming soon

2016 Toyota Highlander

Limited AWD

100,756 miles

$20,000

Good Deal

Certified Pre-Owned

Warrenton, VA

33 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:: Alumina Jade Metallic
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Almond
Transmission:: 6-Speed Automatic
Mileage:: 100,756
Stock number:: WP2311
VIN:: 5TDDKRFH5GS329975

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

31,810 miles

$35,197

Fair Deal

Store transfer to Winchester, VA

886 mi away Price includes $1,199 shipping Price includes $1,199 shipping

Year:: 2024
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:: 31,810
Stock number:: 28337826
VIN:: 5TDKDRBH5RS551166

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

50,634 miles

$28,991

Great Deal

Waynesboro, PA

63 mi away

Year:: 2024
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 265 hp 2.4L I4
Exterior color:: Midnight Black Metallic
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Gray (Graphite)
Transmission:: Automatic
Mileage:: 50,634
Stock number:: U17008
VIN:: 5TDKDRBH5RS534058

Preparing for a close up...

Photos coming soon

2020 Toyota Highlander

XLE AWD

140,756 miles

$19,400

Great Deal

Elkins, WV

86 mi away

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:: Gray
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 140,756
Stock number:: F25196B
VIN:: 5TDGZRBH5LS027370

Preparing for a close up...

Photos coming soon

2015 Toyota Highlander

XLE

128,920 miles

$16,250

Fair Deal

Manassas, VA

45 mi away

Year:: 2015
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:: Ash
Transmission:: 6-Speed Automatic
Mileage:: 128,920
Stock number:: P3749TA
VIN:: 5TDJKRFH0FS147781

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

XLE AWD

81,350 miles

$23,500

Good Deal

Woodbridge, VA

60 mi away

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:: 8-Speed Automatic
Mileage:: 81,350
Stock number:: T958797
VIN:: 5TDJZRFH8KS958797

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

Platinum FWD

64,536 miles

$33,951

Good Deal

Harrisonburg, VA

53 mi away

Year:: 2022
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 295 hp 3.5L V6
Exterior color:: Red
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Brown (Harvest Beige)
Transmission:: 8-Speed Automatic
Mileage:: 64,536
Stock number:: U-07608
VIN:: 5TDFZRAH0NS114559

Preparing for a close up...

Photos coming soon

2018 Toyota Highlander

SE AWD

105,911 miles

$21,500

Fair Deal

Woodbridge, VA

60 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:: Midnight Black
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 105,911
Stock number:: T885919
VIN:: 5TDJZRFH5JS885919

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XLE AWD

40,229 miles

$30,000

Good Deal

Woodbridge, VA

60 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:: White (Blizzard Pearl)
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 40,229
Stock number:: NG3105A
VIN:: 5TDHZRBH8MS058019

Preparing for a close up...

Photos coming soon

2018 Toyota Highlander

XLE AWD

114,094 miles

$19,477

Good Deal

Winchester, VA

7 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:: White (Blizzard Pearl)
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Almond
Transmission:: 8-Speed Automatic
Mileage:: 114,094
Stock number:: T2171727Z**
VIN:: 5TDJZRFH0JS886718

Preparing for a close up...

Photos coming soon

2014 Toyota Highlander

XLE AWD

162,427 miles

$11,999

Good Deal

Fredericksburg, VA

71 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:: Red
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 162,427
Stock number:: 008875A
VIN:: 5TDJKRFH7ES008875

Preparing for a close up...

Photos coming soon

2012 Toyota Highlander

Base AWD

141,737 miles

$10,995

Good Deal

Fredericksburg, VA

67 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:: Silver
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Brown (Tan)
Transmission:: Automatic
Mileage:: 141,737
Stock number:: 1407
VIN:: 5TDBK3EH3CS141407

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE FWD

72,570 miles

$28,000

Great Deal

Chantilly, VA

44 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:: Celestial Silver Metallic
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 72,570
Stock number:: PS519919A
VIN:: 5TDKDRAH2PS519919

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

LE Plus FWD

93,800 miles

$20,897

Great Deal

Store transfer to Winchester, VA

912 mi away Price includes $899 shipping Price includes $899 shipping

Year:: 2019
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 295 hp 3.5L V6
Exterior color:: Black
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 93,800
Stock number:: 28243721
VIN:: 5TDZZRFH7KS322097

Preparing for a close up...

Photos coming soon

2013 Toyota Highlander

SE AWD

110,400 miles

$13,999

Fair Deal

Leesburg, VA

38 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:: Blue
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 5-Speed Automatic
Mileage:: 110,400
Stock number:: NAT-197560
VIN:: 5TDBK3EH3DS197560

Preparing for a close up...

Photos coming soon

2005 Toyota Highlander

Base

140,250 miles

$5,995

Good Deal

Strasburg, VA

8 mi away

Year:: 2005
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 160 hp 2.4L I4
Exterior color:: Blue
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Brown (Beige)
Transmission:: Automatic
Mileage:: 140,250
Stock number:: 50128725
VIN:: JTEGD21A150128725

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

Platinum AWD

22,809 miles

$43,374

Fair Deal

Suitland, MD

74 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:: White (Wind Chill Pearl)
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 22,809
Stock number:: T034310A
VIN:: 5TDKDRBH4PS506667

Sponsored

Overview

Reviews

FAQs

CarGurus recommends the 2020 Toyota Highlander

## Summary - With 9,490 currently listed for sale on CarGurus and an **average price of $26,705.00**, 31.7% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals. - **4.51 / 5 stars**. - **73.6% of 2020 Highlander models on CarGurus are accident free**. - The 2020 Toyota Highlander introduced an upscale redesign, offering enhanced comfort, advanced safety features, and impressive fuel economy, particularly with its hybrid variants. ## Why it stands out The 2020 Toyota Highlander makes a strong impression in the competitive midsize SUV segment thanks to its spacious and well-appointed interior, suitable for families and those needing extra passenger capacity. Originally breaking ground as a crossover SUV, it has evolved over the years to combine sleek styling with practicality. The new generation offers both gas and hybrid powertrains, with the hybrid variant achieving an impressive 35 mpg combined fuel economy while maintaining a strong 243 horsepower. The standard Toyota Safety Sense bundle ensures top-notch safety features, making it appealing to buyers prioritizing reliability and safety without sacrificing comfort. With ample cargo space and modern tech amenities, the 2020 Highlander remains a dependable choice for those seeking value in the SUV market. ## Other model years to consider - **[2021 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-Toyota-Highlander-d298)** - Average price: $30,138.00 - Good/great deal percentage: 31.6% - User rating: 4.5 / 5 - Total listings: 8,265 - **[2022 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-Toyota-Highlander-d298)** - Average price: $36,047.00 - Good/great deal percentage: 32.2% - User rating: 4.4 / 5 - Total listings: 9,041 - **[2023 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-Toyota-Highlander-d298)** - Average price: $38,564.00 - Good/great deal percentage: 31.9% - User rating: 4.5 / 5 - Total listings: 7,449 These recommendations are based on CarGurus' proprietary market data from February 19, 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 Middletown, VA?

The average Toyota Highlander costs about $26,705.26. The average price has decreased by -7.5% since last year. The 695 for sale near Middletown, VA on CarGurus, range from $4,134 to $53,998 in price.

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

695 out of 695 for sale near Middletown, VA have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.