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 Bennington, VT

513 results
Bennington, VT
2017 Toyota Highlander XLE AWD Tri City Auto Sales

2017 Toyota Highlander

XLE AWD

105,840 miles

$19,995

Good Deal
Schenectady, NY
42 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:
Black
Transmission:
8-Speed Automatic
Mileage:
105,840
Stock number:
25137
VIN:
5TDJZRFH6HS517002

Sponsored

2023 Toyota Highlander XLE AWD

2023 Toyota Highlander

XLE AWD

16,954 miles

$37,474

Good Deal
Greenfield, MA
35 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:
16,954
Stock number:
T2269A
VIN:
5TDKDRBH8PS509278

Sponsored

2019 Toyota Highlander LE FWD

2019 Toyota Highlander

LE FWD

92,780 miles

$20,000

Fair Deal
Middletown, CT
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
Fuel type:
Gasoline
Transmission:
6-Speed Automatic
Mileage:
92,780
Stock number:
SC309601A
VIN:
5TDZARFH1KS051982

Sponsored

2017 Toyota Highlander Limited AWD

2017 Toyota Highlander

Limited AWD

86,290 miles

$23,097

Fair Deal
Store transfer to Albany, NY
187 mi away • Price includes $99 shipping Price includes $99 shipping
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:
Black
Transmission:
Automatic
Mileage:
86,290
Stock number:
27894965
VIN:
5TDDZRFH3HS386950

2014 Toyota Highlander XLE AWD

2014 Toyota Highlander

XLE AWD

85,752 miles

$17,715

Fair Deal
Hudson, NY
56 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:
White
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
85,752
Stock number:
1688
VIN:
5TDJKRFH2ES017385

2012 Toyota Highlander Limited AWD

2012 Toyota Highlander

Limited AWD

135,761 miles

$13,998

Fair Deal
Worcester, MA
82 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
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
5-Speed Automatic Overdrive
Mileage:
135,761
Stock number:
9844A
VIN:
5TDDK3EH7CS149387

Preparing for a close up...

Photos coming soon

2020 Toyota Highlander

Limited AWD

39,764 miles

$29,991

Great Deal
Certified Pre-Owned
Rutland, VT
48 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:
Red (Ruby Flare Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
39,764
Stock number:
2010669
VIN:
5TDDZRBH9LS010669

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

Limited AWD

80,667 miles

$27,700

Great Deal
Nashua, NH
87 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:
Moondust
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
80,667
Stock number:
N6100A
VIN:
5TDDZRBH5MS106168

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

XLE AWD

68,485 miles

$29,995

Good Deal
Naugatuck, CT
99 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:
White (Wind Chill Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
68,485
Stock number:
2264542
VIN:
5TDGZRBH4NS564542

Preparing for a close up...

Photos coming soon

2020 Toyota Highlander

XLE AWD

48,517 miles

$29,386

Fair Deal
Auburn, MA
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:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
48,517
Stock number:
W2102A
VIN:
5TDGZRBHXLS517092

Preparing for a close up...

Photos coming soon

2018 Toyota Highlander

Limited AWD

71,998 miles

$24,988

Good Deal
West Springfield, MA
60 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:
Celestial Silver Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
8-Speed Automatic
Mileage:
71,998
Stock number:
KN6454A
VIN:
5TDDZRFH4JS822954

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

Limited AWD

85,690 miles

$29,995

Fair Deal
Worcester, MA
81 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
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Harvest Beige)
Transmission:
Automatic
Mileage:
85,690
Stock number:
07423
VIN:
5TDDZRBH3MS538953

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XLE AWD

78,244 miles

$26,800

Great Deal
Certified Pre-Owned
Salem, NH
98 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:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
Automatic
Mileage:
78,244
Stock number:
K8147A
VIN:
5TDGZRBH3MS152868

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

Limited AWD

25,630 miles

$36,900

Great Deal
Certified Pre-Owned
White River Junction, VT
65 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:
25,630
Stock number:
H29696A
VIN:
5TDKDRBH8PS011873

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XSE FWD

27,930 miles

$37,097

Fair Deal
Store transfer to Albany, NY
177 mi away • Price includes $99 shipping Price includes $99 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:
Red
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Red
Transmission:
Automatic
Mileage:
27,930
Stock number:
28199679
VIN:
5TDKDRAH1PS023297

Preparing for a close up...

Photos coming soon

2012 Toyota Highlander

Base AWD

118,242 miles

$11,280

Good Deal
Southington, CT
88 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
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
5-Speed Automatic
Mileage:
118,242
Stock number:
G6043
VIN:
5TDBK3EH9CS144263

Preparing for a close up...

Photos coming soon

2012 Toyota Highlander

Limited AWD

145,422 miles

$10,995

Great Deal
Palmer, MA
66 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:
Brown (Tan)
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Brown (Tan)
Transmission:
5-Speed Automatic
Mileage:
145,422
VIN:
5TDDK3EH0CS136240

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

L AWD

68,564 miles

$26,995

Fair Deal
Worcester, MA
81 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:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
Automatic
Mileage:
68,564
Stock number:
7279
VIN:
5TDCZRBHXNS213178

Preparing for a close up...

Photos coming soon

2018 Toyota Highlander

LE AWD

87,430 miles

$19,299

Good Deal
Hartford, CT
85 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:
Automatic
Mileage:
87,430
Stock number:
4252
VIN:
5TDBZRFH7JS901364

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

XLE AWD

27,969 miles

$33,278

Great Deal
Lenox, MA
36 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:
Black
Transmission:
8-Speed Automatic
Mileage:
27,969
Stock number:
N5342A
VIN:
5TDGZRBH1NS247933

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XLE AWD

60,025 miles

$28,495

Good Deal
Feeding Hills, MA
63 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
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
60,025
Stock number:
5354
VIN:
5TDGZRBH1MS534820

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

XLE AWD

45,658 miles

$33,495

Good Deal
Certified Pre-Owned
Hudson, NY
49 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:
Magnetic Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
45,658
Stock number:
25-115
VIN:
5TDGZRBH0NS568717

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

XLE AWD

73,164 miles

$30,499

Good Deal
West Springfield, MA
62 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:
Magnetic Gray Met
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black Eb20
Transmission:
8-Speed Automatic
Mileage:
73,164
Stock number:
5323A
VIN:
5TDGZRBHXNS593835

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / Vermont
  5. / Bennington
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.

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 Bennington, VT?

The average Toyota Highlander costs about $27,026.32. The average price has decreased by -7.3% since last year. The 675 for sale near Bennington, VT on CarGurus, range from $3,866 to $54,966 in price.

How many Toyota Highlander vehicles in Bennington, VT have no reported accidents or damage?

675 out of 675 for sale near Bennington, VT have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

  • 2026 Toyota Highlander in Bennington VT

  • 2025 Toyota Highlander in Bennington VT

  • 2024 Toyota Highlander

  • 2023 Toyota Highlander

  • 2022 Toyota Highlander

  • 2021 Toyota Highlander

  • Used Toyota Highlander for Sale Under $10,000 Near {location)

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

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

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

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

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

  • 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 Bennington VT

  • Toyota SUVs & Crossovers for Sale in Bennington VT

  • Old Toyota Pickups for Sale in Bennington VT

  • Used Toyota Electric Cars for Sale

  • Reliable Cars For Sale in Bennington VT

  • Toyota Trucks for Sale in Bennington VT

  • Best 3-Row SUVs For Sale in Bennington VT

  • Used Toyota Highlander for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • New Toyota Highlander in Bennington VT

  • Certified Used Toyota Highlander in Bennington VT

  • Cadillac SRX in Bennington VT

  • Ford Escape in Bennington VT

  • Hyundai Veracruz in Bennington VT

  • Toyota Highlander in Pittsfield MA

  • Toyota Highlander in Brattleboro VT

  • Toyota Highlander in Albany NY

  • Toyota Highlander in Chicopee MA

  • Toyota Highlander in Hartford CT

  • Toyota Highlander in Worcester MA

  • Toyota Highlander in Groton MA

  • Toyota Highlander in Manchester NH

  • Toyota Highlander in Montpelier VT

  • 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

  • Romeo Toyota of Glens Falls

  • Haddad Toyota

  • Toyota & Ford of Greenfield

  • Faith's Toyota

  • Kinderhook Toyota

  • Coggins Toyota of Bennington

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.