Used Toyota Highlander for Sale near Winchester, KY

330 results

Winchester, KY

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2022 Toyota Highlander

Limited AWD

100,645 miles

$29,389

Good Deal

Cincinnati, OH

89 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
Interior color:: Brown (Harvest Beige)
Transmission:: 8-Speed Automatic
Mileage:: 100,645
Stock number:: 1054101
VIN:: 5TDDZRBH1NS249510

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2022 Toyota Highlander

XLE AWD

118,622 miles

$26,119

Good Deal

Cincinnati, OH

89 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:: 118,622
Stock number:: 1049812
VIN:: 5TDGZRBH5NS197845

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2022 Toyota Highlander

Platinum FWD

109,884 miles

$30,844

Fair Deal

Lexington, KY

17 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:: Silver
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 109,884
Stock number:: R3173
VIN:: 5TDFZRAH0NS092563

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2022 Toyota Highlander

Limited AWD

94,420 miles

$30,397

Great Deal

Store transfer to Lexington, KY

553 mi away Price includes $399 shipping Price includes $399 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:: Black
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 94,420
Stock number:: 28347792
VIN:: 5TDDZRBH4NS203055

2013 Toyota Highlander

Limited V6 AWD

108,101 miles

$15,900

Fair Deal

Louisville, KY

78 mi away

Year:: 2013
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Exterior color:: Black (Charcoal)
Interior color:: Black
Transmission:: Automatic
Mileage:: 108,101
Stock number:: 26-004
VIN:: 5TDDK3EH6DS243553

2023 Toyota Highlander

Platinum AWD

23,399 miles

$41,800

Good Deal

Somerset, KY

70 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:: Red (Ruby Flare Pearl)
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 23,399
Stock number:: X498
VIN:: 5TDKDRBH2PS027356

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2021 Toyota Highlander

LE AWD

137,131 miles

$19,988

Fair Deal

Nicholasville, KY

21 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:: 137,131
Stock number:: 45769B
VIN:: 5TDBZRBH6MS541966

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2021 Toyota Highlander

Limited FWD

69,281 miles

$31,997

Fair Deal

Store transfer to Lexington, KY

1,930 mi away Price includes $1,999 shipping Price includes $1,999 shipping

Year:: 2021
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:: Black
Transmission:: Automatic
Mileage:: 69,281
Stock number:: 28247420
VIN:: 5TDYZRAH2MS518812

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2023 Toyota Highlander

67,750 miles

$25,980

Great Deal

Prestonsburg, KY

82 mi away

Year:: 2023
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Engine:: 265 hp 2.4L I4
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 67,750
Stock number:: 001687
VIN:: 5TDKDRAH3PS001687

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2019 Toyota Highlander

XLE AWD

82,292 miles

$23,660

Great Deal

Jeffersontown, KY

75 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:: Midnight Black Metallic
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 82,292
Stock number:: H21207A
VIN:: 5TDJZRFH1KS956597

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2021 Toyota Highlander

XLE FWD

91,997 miles

$24,980

Good Deal

Georgetown, KY

25 mi away

Year:: 2021
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:: Black
Transmission:: Automatic
Mileage:: 91,997
Stock number:: P3344
VIN:: 5TDGZRAH2MS524315

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2012 Toyota Highlander

Limited AWD

169,087 miles

$11,181

Good Deal

Florence, KY

75 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
Fuel type:: Gasoline
Transmission:: 5-Speed Automatic Overdrive
Mileage:: 169,087
Stock number:: J2635A
VIN:: 5TDDK3EH0CS156245

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2021 Toyota Highlander

XLE AWD

61,266 miles

$30,712

Fair Deal

Crittenden, KY

58 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
Transmission:: 8-Speed Automatic
Mileage:: 61,266
Stock number:: S8866A
VIN:: 5TDHZRBH1MS157295

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2017 Toyota Highlander

XLE

152,031 miles

$15,495

Great Deal

Louisville, KY

91 mi away

Year:: 2017
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 295 hp 3.5L V6
Exterior color:: White
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 152,031
Stock number:: 2753
VIN:: 5TDKZRFH2HS519155

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2022 Toyota Highlander

XSE FWD

29,841 miles

$34,498

Good Deal

Certified Pre-Owned

Cincinnati, OH

75 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:: Black
Transmission:: Automatic
Mileage:: 29,841
Stock number:: T25-1115B
VIN:: 5TDLZRAH0NS131395

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2023 Toyota Highlander

LE FWD

51,530 miles

$27,989

Great Deal

Fairfield, OH

94 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:: Blueprint
Fuel type:: Gasoline
Interior color:: Gray (Graphite)
Transmission:: 8-Speed Automatic Overdrive
Mileage:: 51,530
Stock number:: PS017025B
VIN:: 5TDKDRAH4PS017025

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2012 Toyota Highlander

Limited AWD

133,943 miles

$13,367

Fair Deal

Fairfield, OH

94 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:: Shoreline Blue Pearl
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Ash
Transmission:: 5-Speed Automatic
Mileage:: 133,943
Stock number:: CS132843
VIN:: 5TDDK3EHXCS132843

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2019 Toyota Highlander

LE FWD

96,162 miles

$19,444

Good Deal

Fairfield, OH

94 mi away

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:: White (Blizzard Pearl)
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 96,162
Stock number:: KS042928A
VIN:: 5TDZARFH5KS042928

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2019 Toyota Highlander

LE FWD

101,650 miles

$18,647

Great Deal

Store transfer to Lexington, KY

830 mi away Price includes $649 shipping Price includes $649 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:: White
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 101,650
Stock number:: 28203608
VIN:: 5TDZZRFH7KS302920

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2023 Toyota Highlander

LE FWD

46,150 miles

$30,997

Fair Deal

Store transfer to Lexington, KY

2,025 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

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2023 Toyota Highlander

XLE FWD

64,993 miles

$29,994

Great Deal

Florence, KY

74 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:: Gray (Graphite)
Transmission:: 8-Speed Automatic
Mileage:: 64,993
Stock number:: 19202
VIN:: 5TDKDRAH5PS519719

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2023 Toyota Highlander

XSE AWD

36,507 miles

$40,997

Fair Deal

Store transfer to Lexington, KY

2,046 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:: Black
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 36,507
Stock number:: 28022992
VIN:: 5TDKDRBH6PS022449

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2016 Toyota Highlander

XLE

109,131 miles

$18,500

Fair Deal

Cincinnati, OH

91 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:: Red (COPPER)
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Other
Transmission:: Automatic
Mileage:: 109,131
Stock number:: 145800
VIN:: 5TDKKRFH4GS145800

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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, KY?

The average Toyota Highlander costs about $27,592.37. The average price has decreased by -4.1% since last year. The 605 for sale near Winchester, KY on CarGurus, range from $3,575 to $55,839 in price.

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

605 out of 605 for sale near Winchester, KY have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.