Used Toyota Highlander for Sale near Anna Maria, FL

183 results

Anna Maria, FL

Sort by:

2024 Toyota Highlander

XLE AWD

53,769 miles

$34,561

Fair Deal

Certified Pre-Owned

Tampa, FL

41 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
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Gray (Graphite)
Transmission:: 8-Speed Automatic
Mileage:: 53,769
Stock number:: O552362
VIN:: 5TDKDRBHXRS552362

Sponsored

2009 Toyota Highlander

Base

162,701 miles

$7,399

Fair Deal

Tampa, FL

38 mi away

Year:: 2009
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 270 hp 3.5L V6
Exterior color:: White (Blizzard Pearl)
Fuel type:: Gasoline
Interior color:: Ash
Transmission:: 5-Speed Automatic
Mileage:: 162,701
Stock number:: 10024
VIN:: JTEDS41A792075544

Sponsored

2024 Toyota Highlander

LE FWD

50,880 miles

$30,637

Fair Deal

Tampa, FL

41 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:: Midnight Black Metallic
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 50,880
Stock number:: 528171
VIN:: 5TDKDRAH2RS528171

Sponsored

2009 Toyota Highlander

Base

162,701 miles

$7,399

Fair Deal

Tampa, FL

38 mi away

Year:: 2009
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 270 hp 3.5L V6
Exterior color:: White (Blizzard Pearl)
Fuel type:: Gasoline
Interior color:: Ash
Transmission:: 5-Speed Automatic
Mileage:: 162,701
Stock number:: 10024
VIN:: JTEDS41A792075544

2017 Toyota Highlander

XLE

99,116 miles

$17,529

Great Deal

St Petersburg, FL

19 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:: Predawn Gray Mica
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Ash
Transmission:: 8-Speed Automatic
Mileage:: 99,116
Stock number:: V463271
VIN:: 5TDKZRFH2HS511363

2012 Toyota Highlander

Base

130,114 miles

$10,380

Good Deal

Tampa, FL

37 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:: Silver
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 130,114
Stock number:: B000994A
VIN:: 5TDZK3EH6CS063977

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

Limited FWD

98,512 miles

$20,861

Good Deal

Bradenton, FL

11 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:: Midnight Black Metallic
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Almond
Transmission:: 8-Speed Automatic
Mileage:: 98,512
Stock number:: KS370466
VIN:: 5TDYZRFH5KS370466

Preparing for a close up...

Photos coming soon

2015 Toyota Highlander

XLE

148,522 miles

$13,200

Good Deal

Tarpon Springs, FL

44 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
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Transmission:: 6-Speed Automatic
Mileage:: 148,522
Stock number:: 044760
VIN:: 5TDKKRFH8FS044760

Preparing for a close up...

Photos coming soon

2015 Toyota Highlander

Limited Platinum

80,000 miles

$19,326

Good Deal

Bradenton, FL

15 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:: Black
Transmission:: Automatic
Mileage:: 80,000
Stock number:: XR0003B
VIN:: 5TDYKRFH0FS075978

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

XLE AWD

67,195 miles

$25,591

Fair Deal

Clearwater, FL

26 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:: Ash
Transmission:: 8-Speed Automatic
Mileage:: 67,195
Stock number:: C211217A
VIN:: 5TDJZRFH9KS591991

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

LE Plus FWD

93,800 miles

$19,998

Great Deal

Store transfer to Bradenton, FL

112 mi away Price includes $0 shipping Price includes $0 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

2023 Toyota Highlander

XSE AWD

45,024 miles

$34,041

Great Deal

Bradenton, FL

12 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:: Celestial Silver
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 45,024
Stock number:: K328156A
VIN:: 5TDKDRBH5PS017159

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

SE AWD

90,568 miles

$22,691

Good Deal

Sarasota, FL

24 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:: White
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Mileage:: 90,568
Stock number:: 9358487A
VIN:: 5TDJZRFHXKS919290

Preparing for a close up...

Photos coming soon

2006 Toyota Highlander

Limited

124,018 miles

$8,990

Fair Deal

Bradenton, FL

11 mi away

Year:: 2006
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 215 hp 3.3L V6
Exterior color:: Sonora Gold Pearl
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: White (Ivory)
Transmission:: Automatic
Mileage:: 124,018
Stock number:: T18035B
VIN:: JTEDP21A060113211

Preparing for a close up...

Photos coming soon

2016 Toyota Highlander

XLE

143,500 miles

$13,799

Great Deal

Tampa, FL

39 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:: Brown
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 6-Speed Automatic
Mileage:: 143,500
Stock number:: 174333
VIN:: 5TDKKRFH1GS174333

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

LE FWD

34,922 miles

$34,347

Good Deal

Store transfer to Bradenton, FL

638 mi away Price includes $349 shipping Price includes $349 shipping

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:: Black
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 34,922
Stock number:: 28430909
VIN:: 5TDKDRAH8SS551881

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

L FWD

47,919 miles

$24,388

Fair Deal

Sarasota, FL

24 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:: Silver
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 47,919
Stock number:: 2040359A
VIN:: 5TDCZRAHXMS537943

Preparing for a close up...

Photos coming soon

2017 Toyota Highlander

SE AWD

69,524 miles

$20,343

Great Deal

Port Charlotte, FL

48 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:: Celestial Silver
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Ash
Transmission:: 8-Speed Automatic
Mileage:: 69,524
Stock number:: G723412A
VIN:: 5TDJZRFH6HS408457

Preparing for a close up...

Photos coming soon

2014 Toyota Highlander

Limited AWD

93,793 miles

$17,995

Fair Deal

Sarasota, FL

24 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:: Gray
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 93,793
Stock number:: K12530A
VIN:: 5TDDKRFH0ES012019

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

XLE FWD

80,210 miles

$22,030

Good Deal

Bradenton, FL

15 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:: Predawn Gray Mica
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 80,210
Stock number:: L075619B
VIN:: 5TDKZRFH2KS357325

Preparing for a close up...

Photos coming soon

2017 Toyota Highlander

Limited AWD

77,924 miles

$21,900

Good Deal

Tampa, FL

35 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:: Black
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Brown (Tan)
Transmission:: Automatic
Mileage:: 77,924
Stock number:: CTH263243A
VIN:: 5TDDZRFH9HS388363

Preparing for a close up...

Photos coming soon

2015 Toyota Highlander

XLE

104,085 miles

$16,253

Good Deal

Tampa, FL

35 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:: Jade
Fuel type:: Gasoline
Interior color:: Ash
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 104,085
Stock number:: S703488A
VIN:: 5TDKKRFHXFS053556

Preparing for a close up...

Photos coming soon

2011 Toyota Highlander

Base

139,843 miles

$10,500

Fair Deal

Pinellas Park, FL

21 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:: Black
Fuel type:: Gasoline
Interior color:: Brown (Beige)
Transmission:: 5-Speed Automatic
Mileage:: 139,843
Stock number:: 1738
VIN:: 5TDZK3EH2BS028089

Sponsored

Overview

Reviews

FAQs

CarGurus recommends the 2022 Toyota Highlander

## Summary - With 4,569 currently listed for sale on CarGurus and an **average price of $32,534.00**, 33.8% 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. - **82.2% of 2022 Highlander models on CarGurus are accident free**. - The 2022 Toyota Highlander features a spacious and comfortable interior, excellent safety ratings, and is valued for its fuel efficiency, especially in hybrid models. ## Why it stands out The 2022 Toyota Highlander is designed with family-friendly features and a focus on reliability. This model stands out in the midsize SUV market due to its generous cargo space, upscale interior, and comprehensive safety technology. Owners appreciate its smooth ride quality combined with an array of safety features, including Toyota Safety Sense, which enhances driver confidence. The Highlander's balance of performance, comfort, and efficiency makes it a strong contender for buyers in search of a dependable family vehicle. ## Other model years to consider - **[2021 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2021-Toyota-Highlander-c30910)** - Average price: $29,279.00 - Good/great deal percentage: 34.6% - User rating: 4.82 / 5 - Total listings: 3,126 - **[2019 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2019-Toyota-Highlander-c27941)** - Average price: $23,139.00 - Good/great deal percentage: 37.3% - User rating: 4.57 / 5 - Total listings: 2,654 - **[2018 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2018-Toyota-Highlander-c26930)** - Average price: $21,263.00 - Good/great deal percentage: 38.0% - User rating: 4.23 / 5 - Total listings: 2,785 These recommendations are based on CarGurus' proprietary market data from February 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 Anna Maria, FL?

The average Toyota Highlander costs about $26,602.29. The average price has decreased by -7.7% since last year. The 183 for sale near Anna Maria, FL on CarGurus, range from $3,888 to $57,900 in price.

How many Toyota Highlander vehicles in Anna Maria, FL have no reported accidents or damage?

183 out of 183 for sale near Anna Maria, FL have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.