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Used Toyota Highlander for Sale near Winchester, VA

681 results
Winchester, VA
2016 Toyota Highlander XLE AWD Auto Expo, Inc

2016 Toyota Highlander

XLE AWD

74,416 miles

$20,995

Good Deal
Manassas, VA
47 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:
Silver
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
74,416
Stock number:
327155
VIN:
5TDJKRFH8GS327155

Sponsored

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

43,278 miles

$30,000

Great Deal
Baltimore, MD
88 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:
Pearl
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
43,278
Stock number:
P4959
VIN:
5TDKDRBH0RS562754

Sponsored

2014 Toyota Highlander

2014 Toyota Highlander

123,250 miles

$15,891

Fair Deal
Alexandria, VA
61 mi away
Year:
2014
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
270 hp 3.5L V6
Exterior color:
Blue
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
6-Speed Automatic Overdrive
Mileage:
123,250
Stock number:
T027675A
VIN:
5TDBKRFH0ES027675

Sponsored

2016 Toyota Highlander LE AWD

2016 Toyota Highlander

LE AWD

101,066 miles

$16,995

Good Deal
Manassas, VA
48 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:
White
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Brown (Tan)
Transmission:
Automatic
Mileage:
101,066
Stock number:
HK7095
VIN:
5TDBKRFH6GS224806

2016 Toyota Highlander XLE

2016 Toyota Highlander

XLE

88,655 miles

$21,797

Fair Deal
Store transfer to Winchester, VA
1,356 mi away • Price includes $1,799 shipping Price includes $1,799 shipping
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:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
88,655
Stock number:
27579014
VIN:
5TDKKRFH4GS134375

2020 Toyota Highlander XLE AWD

2020 Toyota Highlander

XLE AWD

140,756 miles

$19,900

Great Deal
Elkins, WV
93 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
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
140,756
Stock number:
F25196B
VIN:
5TDGZRBH5LS027370

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2017 Toyota Highlander

XLE AWD

118,893 miles

$19,288

Good Deal
Parkville, MD
89 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:
Ash
Transmission:
8-Speed Automatic
Mileage:
118,893
Stock number:
OU516241
VIN:
5TDJZRFH8HS516241

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2012 Toyota Highlander

SE AWD

154,635 miles

$10,999

Good Deal
Winchester, VA
3 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
Fuel type:
Gasoline
Interior color:
Brown (Sand Beige)
Transmission:
5-Speed Automatic Overdrive
Mileage:
154,635
Stock number:
CS162636
VIN:
5TDBK3EH2CS162636

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2024 Toyota Highlander

XLE AWD

16,195 miles

$40,998

Good Deal
Fredericksburg, VA
74 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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
16,195
Stock number:
28151649
VIN:
5TDKDRBH1RS552346

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2018 Toyota Highlander

Limited AWD

92,398 miles

$23,000

Great Deal
Certified Pre-Owned
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:
Midnight Black Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
92,398
Stock number:
W250528A
VIN:
5TDDZRFH0JS853747

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2015 Toyota Highlander

LE Plus AWD

147,404 miles

$14,550

Fair Deal
Harrisonburg, VA
61 mi away
Year:
2015
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Red (Burgundy)
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
147,404
Stock number:
25256
VIN:
5TDBKRFH1FS079219

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2017 Toyota Highlander

Limited AWD

152,996 miles

$15,988

Good Deal
Fairfax, VA
50 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:
Shoreline Mist
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Brown (Saddle Tan)
Transmission:
8-Speed Automatic
Mileage:
152,996
Stock number:
P8283
VIN:
5TDDZRFH2HS387331

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2009 Toyota Highlander

Sport

103,479 miles

$9,990

Great Deal
Front Royal, VA
17 mi away
Year:
2009
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
187 hp 2.7L I4
Exterior color:
Silver
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic Overdrive
Mileage:
103,479
Stock number:
FRPM-2587
VIN:
JTEDA41A792007456

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2012 Toyota Highlander

SE AWD

138,580 miles

$11,999

Fair Deal
Leesburg, VA
33 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:
Black
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
5-Speed Automatic
Mileage:
138,580
Stock number:
113464
VIN:
5TDBK3EH7CS113464

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2006 Toyota Highlander

Base AWD

103,580 miles

$8,294

Fair Deal
Leesburg, VA
34 mi away
Year:
2006
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
155 hp 2.4L I4
Exterior color:
Oasis Green Pearl
Fuel type:
Gasoline
Interior color:
White (Ivory)
Transmission:
4-Speed Automatic Overdrive
Mileage:
103,580
Stock number:
LT0411A
VIN:
JTEHD21AX60045557

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2019 Toyota Highlander

Limited AWD

69,461 miles

$27,783

Great Deal
Harrisonburg, VA
63 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:
Celestial Silver Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
69,461
Stock number:
28593
VIN:
5TDDZRFH2KS981134

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2012 Toyota Highlander

Limited AWD

98,384 miles

$13,979

Good Deal
Fredericksburg, VA
68 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:
Magnetic Gray Metallic
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
5-Speed Automatic Overdrive
Mileage:
98,384
Stock number:
L3963
VIN:
5TDDK3EH3CS135759

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2022 Toyota Highlander

XLE AWD

55,440 miles

$30,995

Great Deal
Winchester, VA
4 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:
55,440
Stock number:
2251831HA
VIN:
5TDGZRBH2NS594400

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2010 Toyota Highlander

Limited

156,810 miles

$8,995

Fair Deal
Laurel, MD
72 mi away
Year:
2010
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Gold
Fuel type:
Gasoline
Interior color:
Black
Transmission:
5-Speed Automatic Overdrive
Mileage:
156,810
Stock number:
T-11483
VIN:
5TDYK3EH7AS006602

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2018 Toyota Highlander

LE AWD

94,540 miles

$18,500

Great Deal
Ebensburg, PA
95 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:
Gold
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
8-Speed Automatic
Mileage:
94,540
Stock number:
C2519A
VIN:
5TDBZRFH9JS911653

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2022 Toyota Highlander

LE AWD

69,705 miles

$24,383

Great Deal
Grafton, WV
100 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
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
69,705
Stock number:
SP1644A
VIN:
5TDBZRBH2NS225918

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2017 Toyota Highlander

Limited AWD

96,945 miles

$22,895

Fair Deal
Woodbridge, VA
61 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:
Brown (Tan)
Transmission:
8-Speed Automatic
Mileage:
96,945
Stock number:
1630098294
VIN:
5TDDZRFH3HS422927

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2022 Toyota Highlander

XLE FWD

41,328 miles

$32,682

Fair Deal
Annapolis, MD
90 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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
41,328
Stock number:
KATP220580
VIN:
5TDGZRAH4NS135600

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  1. Home
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  4. / Virginia
  5. / Winchester
Overview
Reviews
FAQs

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander

Summary

  • With 6,394 currently listed for sale on CarGurus and an average price of $33,778.00, 36.1% of 2022 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • Favorably reviewed: Owners rated the 2022 Toyota Highlander 4.6 / 5 stars and CarGurus experts gave it an 8.2 / 10.
  • 84.2% of 2022 Highlander models on CarGurus are accident free.
  • The 2022 Toyota Highlander hybrid achieved an impressive 35 mpg combined, making it one of the most fuel-efficient midsize SUVs available.

Why it stands out

The 2022 Toyota Highlander excels as a versatile family hauler, offering spacious three-row seating and ample cargo capacity, making it ideal for transporting kids and their gear. Its robust V6 engine ensures reliable performance, while standard safety features and high safety ratings provide peace of mind for families on the go. Additionally, the Highlander's blend of practicality and comfort, along with various trim options to suit different budgets, solidifies its position as a top choice in the midsize SUV segment.

Other model years to consider

When considering the Toyota Highlander, the 2015 and 2019 model years stand out as particularly suitable alternatives due to their affordability and strong quality ratings. The 2015 Highlander offers a great balance of value at an average price of around $16,812, while still maintaining a high user rating of 4.8/5 and a favorable inventory of good deals. Similarly, the 2019 model provides a modern option with an average price of approximately $24,070 and a solid user rating of 4.6/5, making it an attractive choice for those seeking reliability without stretching their budget.

Additionally, for buyers prioritizing budget-friendly options, the 2012 Highlander presents a compelling case with its low average price of about $11,483 and excellent user rating of 4.7/5. Overall, these model years offer quality vehicles with good market availability that cater to various needs and budgets.

Model years to approach with caution

When considering the Toyota Highlander, specific model years warrant a cautious approach due to their market positioning and user feedback. For instance, the 2014 and 2018 models show relatively low percentages of good or great deals at 67% and 64%, respectively, suggesting that many buyers may not feel they are receiving fair value for their investment. Additionally, despite decent user ratings, the consistent trend of high percentages of unsatisfactory deals indicates potential concerns regarding long-term value retention and overall satisfaction among owners.

These recommendations are based on CarGurus' proprietary market data from December 9, 2025, 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.

Kristy E
5.0
Reviewed a 2010 Toyota Highlander on Jan 25, 2024

Great car that has a reputation for durability. Love the features.

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

Toyota Highlander FAQs

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

The average Toyota Highlander costs about $27,634.25. The average price has decreased by -5.6% since last year. The 722 for sale near Winchester, VA on CarGurus, range from $4,066 to $54,998 in price.

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

722 out of 722 for sale near Winchester, VA have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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