CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used Toyota Highlander for Sale near Madisonville, KY

687 results
Madisonville, KY
2023 Toyota Highlander XLE AWD Wyatt Johnson Hyundai

2023 Toyota Highlander

XLE AWD

29,677 miles

$36,846

Fair Deal
Clarksville, TN
53 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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
29,677
Stock number:
APS006393H
VIN:
5TDKDRBH2PS006393

Sponsored

2020 Toyota Highlander XLE AWD

2020 Toyota Highlander

XLE AWD

102,944 miles

$25,987

Fair Deal
Paris, TN
83 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 (Blizzard Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
102,944
Stock number:
26TT182A
VIN:
5TDHZRBH4LS030331

Sponsored

2024 Toyota Highlander XLE FWD

2024 Toyota Highlander

XLE FWD

53,950 miles

$34,371

Good Deal
Clarksville, TN
53 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:
Silver
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
53,950
Stock number:
ARS053639T
VIN:
5TDKDRAH6RS053639

Sponsored

2018 Toyota Highlander SE

2018 Toyota Highlander

SE

111,445 miles

$19,995

Good Deal
Paducah, KY
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:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
111,445
Stock number:
H4954A
VIN:
5TDKZRFH9JS271315

2025 Toyota Highlander

2025 Toyota Highlander

24,703 miles

$34,259

Good Deal
94 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
24,703
Stock number:
16619372
VIN:
5TDKDRAH1SS551964

2022 Toyota Highlander Platinum AWD

2022 Toyota Highlander

Platinum AWD

138,830 miles

$26,990

Good Deal
Certified Pre-Owned
Springfield, TN
68 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:
Moon Dust
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
138,830
Stock number:
4782A
VIN:
5TDFZRBH7NS177611

Preparing for a close up...

Photos coming soon

2016 Toyota Highlander

XLE AWD

64,470 miles

$23,247

Fair Deal
Store transfer to Madison, TN
693 mi away • Price includes $249 shipping Price includes $249 shipping
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:
64,470
Stock number:
28199305
VIN:
5TDJKRFH6GS503359

Preparing for a close up...

Photos coming soon

2017 Toyota Highlander

SE

167,081 miles

$15,600

Good Deal
Hartford, KY
33 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:
Red (Maroon)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
167,081
Stock number:
T2398
VIN:
5TDKZRFH4HS512398

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

Platinum AWD

59,383 miles

$38,195

Fair Deal
Paducah, KY
67 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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
59,383
Stock number:
H60810A
VIN:
5TDKDRBH2PS509163

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

XLE AWD

121,391 miles

$20,888

Good Deal
Hartford, KY
33 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:
Toasted Walnut Pearl
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
121,391
Stock number:
FW0684A
VIN:
5TDJZRFH4KS916076

Preparing for a close up...

Photos coming soon

2018 Toyota Highlander

73,704 miles

$27,300

Fair Deal
Certified Pre-Owned
Hopkinsville, KY
36 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
295 hp 3.5L V6
Exterior color:
Gray
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
73,704
Stock number:
3017A
VIN:
5TDDZRFH2JS852714

Preparing for a close up...

Photos coming soon

2012 Toyota Highlander

Limited

204,124 miles

$9,385

Fair Deal
Nashville, TN
90 mi away
Year:
2012
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Brown (Sand Beige)
Transmission:
5-Speed Automatic Overdrive
Mileage:
204,124
Stock number:
C292724B
VIN:
5TDYK3EH1CS081055

Preparing for a close up...

Photos coming soon

2020 Toyota Highlander

XLE AWD

119,871 miles

$23,985

Fair Deal
Radcliff, KY
91 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:
Magnetic Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
119,871
Stock number:
LS512421
VIN:
5TDGZRBH0LS512421

Preparing for a close up...

Photos coming soon

2018 Toyota Highlander

Limited AWD

123,294 miles

$22,000

Fair Deal
Marion, IL
88 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:
Ash
Transmission:
8-Speed Automatic
Mileage:
123,294
Stock number:
25610A
VIN:
5TDDZRFH3JS867643

Preparing for a close up...

Photos coming soon

2018 Toyota Highlander

SE

82,563 miles

$22,965

Good Deal
Madison, TN
83 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:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
82,563
Stock number:
T269010B
VIN:
5TDKZRFH3JS541655

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XLE FWD

72,486 miles

$26,989

Good Deal
Mayfield, KY
76 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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
72,486
Stock number:
052287
VIN:
5TDGZRAH7MS052287

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

28,610 miles

$36,700

Fair Deal
Madisonville, KY
2 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:
Black
Transmission:
8-Speed Automatic
Mileage:
28,610
Stock number:
PS560202
VIN:
5TDKDRBH6RS560202

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / Kentucky
  5. / Madisonville
Overview
Reviews
FAQs

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander

Summary

  • With 6,308 currently listed for sale on CarGurus and an average price of $33,572.40, 35.5% 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.
  • 83.7% of 2022 Highlander models on CarGurus are accident free.
  • The 2022 Toyota Highlander featured an impressive 84.3 cubic feet of cargo space with seats folded down, making it highly versatile for families and adventures.

Why it stands out

The 2022 Toyota Highlander stands out in the family SUV segment due to its spacious three-row seating, making it ideal for families needing ample room for passengers and cargo. It features a robust V6 engine that delivers reliable performance, coupled with standard safety technologies that enhance peace of mind on the road. With a variety of trims available, the Highlander caters to diverse preferences and budgets while maintaining Toyota's reputation for reliability and efficiency.

Other model years to consider

For buyers considering the Toyota Highlander, model years 2015 and 2021 stand out as attractive options. The 2015 Highlander combines a competitive average price with an impressive user rating of 4.8/5 and a high percentage of good deals, making it a strong value proposition for those seeking reliability and satisfaction. Similarly, the 2021 model offers modern features at a reasonable price point while maintaining high user satisfaction ratings, positioning it well in today’s marketplace.

Other noteworthy alternatives include the 2019 Highlander, which offers solid user feedback and value for money, as well as the 2016 version, which has an appealing price point along with high user ratings. These models collectively provide diverse options that cater to different budgets while ensuring consistent quality and satisfaction among users.

Model years to approach with caution

The Toyota Highlander model years 2014, 2018, and 2011 should be approached with caution due to several financial and quality considerations. Despite decent user ratings, a significant percentage of these models are categorized as not providing good or great deals, indicating potential overpricing in the market. Furthermore, as newer models become available, availability constraints for earlier years may limit options for buyers seeking a balance between quality and price.

These recommendations are based on CarGurus' proprietary market data from December 17, 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.

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 Madisonville, KY?

The average Toyota Highlander costs about $26,868.42. The average price has decreased by -7.5% since last year. The 669 for sale near Madisonville, KY on CarGurus, range from $3,994 to $46,048 in price.

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

454 out of 669 for sale near Madisonville, KY have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

  • 2026 Toyota Highlander in Madisonville KY

  • 2025 Toyota Highlander in Madisonville KY

  • 2024 Toyota Highlander

  • 2023 Toyota Highlander

  • 2022 Toyota Highlander

  • 2021 Toyota Highlander

  • Used Toyota Highlander for Sale Under $10,000 Near Madisonville

  • Used Toyota Highlander for Sale Under $15,000 Near Madisonville

  • Used Toyota Highlander for Sale Under $20,000 Near Madisonville

  • Used Toyota Highlander for Sale Under $25,000 Near Madisonville

  • Used Toyota Highlander for Sale Under $30,000 Near Madisonville

  • Used Toyota Highlander for Sale Under $40,000 Near Madisonville

  • Used White Toyota Highlander for Sale

  • Used Blue Toyota Highlander for Sale

  • Used Red Toyota Highlander for Sale

  • Used Black Toyota Highlander for Sale

  • Used Silver Toyota Highlander for Sale

  • Used Gray Toyota Highlander for Sale

  • Toyota Highlander XLE AWD

  • Toyota Highlander XLE FWD

  • Toyota Highlander Limited AWD

  • Toyota Highlander LE AWD

  • Toyota Highlander LE FWD

  • Toyota Highlander XLE

  • Toyota Highlander Platinum AWD

  • Toyota Highlander XSE AWD

  • Toyota Highlander L FWD

  • Toyota Highlander Limited FWD

  • Toyota Sedans for Sale in Madisonville KY

  • Toyota SUVs & Crossovers for Sale in Madisonville KY

  • Old Toyota Pickups for Sale in Madisonville KY

  • Used Toyota Electric Cars for Sale

  • Reliable Cars For Sale in Madisonville KY

  • Toyota Trucks for Sale in Madisonville KY

  • Best 3-Row SUVs For Sale in Madisonville KY

  • Used Toyota Highlander for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • New Toyota Highlander in Madisonville KY

  • Certified Used Toyota Highlander in Madisonville KY

  • Cadillac SRX in Madisonville KY

  • Ford Escape in Madisonville KY

  • Hyundai Veracruz in Madisonville KY

  • Toyota Highlander in Owensboro KY

  • Toyota Highlander in Evansville IN

  • Toyota Highlander in Clarksville TN

  • Toyota Highlander in Bowling Green KY

  • Toyota Highlander in Paducah KY

  • Toyota Highlander in Jasper IN

  • Toyota Highlander in Nashville TN

  • Toyota Highlander in Carbondale IL

  • Toyota Highlander in Lebanon TN

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Toyota of Madisonville

  • Toyota of Hopkinsville

  • Kenny Kent Toyota

  • Kenny Kent Lexus

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.