Used Toyota Highlander for Sale near Middletown, MD

280 results

Middletown, MD

Sort by:

2025 Toyota Highlander

LE FWD

23,504 miles

$34,461

Great Deal

Certified Pre-Owned

Chantilly, VA

38 mi away

Year:: 2025
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 265 hp 2.4L I4
Exterior color:: Blue
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 23,504
Stock number:: DP11017
VIN:: 5TDKDRAH1SS553066

Sponsored

2018 Toyota Highlander

XLE AWD

160,262 miles

$16,851

Fair Deal

Cockeysville, MD

50 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
Interior color:: Ash
Transmission:: 8-Speed Automatic
Mileage:: 160,262
Stock number:: SB048223B
VIN:: 5TDJZRFH0JS560692

Sponsored

2022 Toyota Highlander

XLE AWD

40,875 miles

$35,597

Fair Deal

Winchester, VA

38 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:: Celestial Silver
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 40,875
Stock number:: TT393A
VIN:: 5TDGZRBH7NS187737

Sponsored

2022 Toyota Highlander

LE AWD

93,573 miles

$26,147

Fair Deal

Store transfer to Frederick, MD

170 mi away Price includes $149 shipping Price includes $149 shipping

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:: Silver
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 93,573
Stock number:: 27881461
VIN:: 5TDBZRBH5NS250408

2012 Toyota Highlander

Base AWD

209,670 miles

$8,995

Fair Deal

Falls Church, VA

44 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:: Gray
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 5-Speed Automatic
Mileage:: 209,670
VIN:: 5TDBK3EH0CS157323

2018 Toyota Highlander

Limited Platinum AWD

72,079 miles

$27,273

Fair Deal

Chambersburg, PA

35 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:: Black
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 72,079
Stock number:: 871627AP
VIN:: 5TDDZRFH3JS871627

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

Platinum AWD

60,575 miles

$37,094

Good Deal

Owings Mills, MD

43 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
Transmission:: Automatic
Mileage:: 60,575
Stock number:: KOMP230245
VIN:: 5TDKDRBH1PS001587

Preparing for a close up...

Photos coming soon

2016 Toyota Highlander

Limited Platinum AWD

135,531 miles

$17,325

Good Deal

Chantilly, VA

38 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:: Gray
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 135,531
Stock number:: DA10941A
VIN:: 5TDDKRFH2GS344305

Preparing for a close up...

Photos coming soon

2016 Toyota Highlander

Limited AWD

139,773 miles

$17,000

Good Deal

Baltimore, MD

45 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
Interior color:: Black
Transmission:: Automatic
Mileage:: 139,773
Stock number:: KBF250729C
VIN:: 5TDDKRFH9GS267044

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

LE Plus FWD

93,800 miles

$20,897

Great Deal

Store transfer to Frederick, MD

949 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

2022 Toyota Highlander

XLE AWD

40,875 miles

$35,597

Fair Deal

Winchester, VA

38 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:: Celestial Silver
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 40,875
Stock number:: TT393A
VIN:: 5TDGZRBH7NS187737

Preparing for a close up...

Photos coming soon

2017 Toyota Highlander

XLE AWD

175,076 miles

$16,297

Fair Deal

Winchester, VA

38 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:: Predawn Gray Mica
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Ash
Transmission:: 8-Speed Automatic
Mileage:: 175,076
Stock number:: TT167A
VIN:: 5TDJZRFH3HS447989

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

Limited AWD

66,096 miles

$29,995

Good Deal

Chantilly, VA

37 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:: Red
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 66,096
Stock number:: CA4777
VIN:: 5TDDZRBH5MS541952

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

LE AWD

82,730 miles

$25,973

Good Deal

Front Royal, VA

47 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:: Celestial Silver Metallic
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Gray (Graphite)
Transmission:: 8-Speed Automatic
Mileage:: 82,730
Stock number:: S65087A
VIN:: 5TDBZRBHXNS214388

Preparing for a close up...

Photos coming soon

2012 Toyota Highlander

SE AWD

84,599 miles

$13,995

Good Deal

Chantilly, VA

37 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:: Cypress Pearl
Fuel type:: Gasoline
Interior color:: Brown (Beige)
Transmission:: 5-Speed Automatic Overdrive
Mileage:: 84,599
Stock number:: CA4839
VIN:: 5TDBK3EHXCS150704

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

L FWD

25,656 miles

$32,450

Fair Deal

Manassas, VA

47 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:: White (WIND CHILL PEARL)
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 25,656
Stock number:: P3729
VIN:: 5TDKDRAH4PS002136

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

LE AWD

38,725 miles

$29,995

Good Deal

Hancock, MD

37 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:: Gray
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 38,725
Stock number:: 25-105B
VIN:: 5TDBZRBH2NS226843

Preparing for a close up...

Photos coming soon

2018 Toyota Highlander

XLE AWD

160,262 miles

$16,851

Fair Deal

Cockeysville, MD

50 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
Interior color:: Ash
Transmission:: 8-Speed Automatic
Mileage:: 160,262
Stock number:: SB048223B
VIN:: 5TDJZRFH0JS560692

Preparing for a close up...

Photos coming soon

2017 Toyota Highlander

XLE AWD

62,108 miles

$23,500

Good Deal

Fairfax, VA

43 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 (Blizzard Pearl)
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 62,108
Stock number:: 6Y4518A
VIN:: 5TDJZRFH8HS395775

Preparing for a close up...

Photos coming soon

2015 Toyota Highlander

Limited Platinum

116,682 miles

$17,295

Good Deal

Gaithersburg, MD

27 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:: Creme Brulee Mica
Fuel type:: Gasoline
Interior color:: Almond
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 116,682
Stock number:: K215117B
VIN:: 5TDYKRFH8FS093094

Preparing for a close up...

Photos coming soon

2012 Toyota Highlander

Base

186,005 miles

$8,981

Fair Deal

Chantilly, VA

38 mi away

Year:: 2012
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 187 hp 2.7L I4
Exterior color:: White
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 186,005
Stock number:: C252186A
VIN:: 5TDZA3EH2CS020045

Preparing for a close up...

Photos coming soon

2015 Toyota Highlander

XLE

161,211 miles

$14,988

Good Deal

Certified Pre-Owned

Cockeysville, MD

50 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:: Attitude Black Metallic
Fuel type:: Gasoline
Interior color:: Almond
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 161,211
Stock number:: I31372AS
VIN:: 5TDJKRFH3FS189894

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XSE AWD

27,931 miles

$38,500

Good Deal

Manchester, MD

39 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:: 8-Speed Automatic
Mileage:: 27,931
Stock number:: 8284
VIN:: 5TDKDRBH3PS512640

Sponsored

Overview

Reviews

FAQs

CarGurus recommends the 2022 Toyota Highlander

## Summary - With 4,192 currently listed for sale on CarGurus and an **average price of $32,510.00**, 32.3% 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. - **82.7% of 2022 Highlander models on CarGurus are accident free**. - The 2022 Toyota Highlander offers a spacious and comfortable interior, a suite of advanced safety features, and a choice between fuel-efficient hybrid models and powerful gas engine options. ## Why it stands out The 2022 Toyota Highlander is a standout choice among midsize SUVs, combining a reputation for reliability with family-friendly features. Its spacious cabin accommodates up to eight passengers, making it an ideal vehicle for larger families. The recent model year includes enhancements in features and comfort, such as an upgraded infotainment system and standard safety technologies like Toyota Safety Sense, which includes automatic emergency braking and lane-keeping assistance. The Highlander's available hybrid variant also appeals to eco-conscious buyers, providing excellent fuel economy without sacrificing practicality or comfort. Overall, the 2022 model year emphasizes Toyota's commitment to quality and safety, making it a versatile option for everyday use. ## Other model years to consider - **[2021 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2021-Toyota-Highlander-c30910)** - Average price: $29,334.00 - Good/great deal percentage: 33.5% - User rating: 4.82 / 5 - Total listings: 2,772 - **[2023 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2023-Toyota-Highlander-c32651)** - Average price: $34,633.00 - Good/great deal percentage: 31.9% - User rating: 4.36 / 5 - Total listings: 4,283 - **[2020 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2020-Toyota-Highlander-c29164)** - Average price: $27,110.00 - Good/great deal percentage: 34.8% - User rating: 4.48 / 5 - Total listings: 2,572 These recommendations are based on CarGurus' proprietary market data from March 2, 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, MD?

The average Toyota Highlander costs about $26,981.38. The average price has decreased by -6.3% since last year. The 299 for sale near Middletown, MD on CarGurus, range from $5,295 to $50,998 in price.

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

299 out of 299 for sale near Middletown, MD have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.